Hmdb loader

Showing metabocard for Protoporphyrinogen IX (HMDB0001097)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
enzymes (2) Show 2 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2020-09-13 20:55:48 UTC
HMDB IDHMDB0001097
Secondary Accession Numbers
  • HMDB01097
Metabolite Identification
Common NameProtoporphyrinogen IX
DescriptionProtoporphyrinogen IX is an intermediate in heme biosynthesis. It is a porphyrinogen in which two pyrrole rings each have one methyl and one propionate side chain, and the other two pyrrole rings each have one methyl and one vinyl side chain. Fifteen isomers are possible but only one, type IX, occurs naturally. Protoporphyrinogen is produced by oxidative decarboxylation of coproporphyrinogen. Under certain conditions, protoporphyrinogen IX can act as a phototoxin, a neurotoxin, and a metabotoxin. A phototoxin leads to cell damage upon exposure to light. A neurotoxin causes damage to nerve cells and nerve tissues. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of porphyrins are associated with porphyrias such as porphyria variegate, acute intermittent porphyria, and hereditary coproporphyria (HCP). In particular, protoporphyrinogen IX is accumulated and excreted excessively in the feces in acute intermittent porphyria, protoporphyria, and variegate porphyria. There are several types of porphyrias (most are inherited). Hepatic porphyrias are characterized by acute neurological attacks (seizures, psychosis, extreme back and abdominal pain, and an acute polyneuropathy), while the erythropoietic forms present with skin problems (usually a light-sensitive blistering rash and increased hair growth). The neurotoxicity of porphyrins may be due to their selective interactions with tubulin, which disrupt microtubule formation and cause neural malformations (PMID: 3441503 ).
Structure
Data?1600030548
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001097 (Protoporphyrinogen IX)


  Mrv1652303021823532D          

 42 46  0  0  0  0            999 V2000
   -1.6485    0.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095    1.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7305    1.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6695    0.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0870   -0.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6695   -0.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7305   -1.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095   -1.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6485   -0.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0660   -0.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8556    0.8540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8556   -0.8572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8347   -0.8572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0243    1.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8211    1.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4609    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744    2.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0661   -1.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8629   -1.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0243   -1.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8211   -1.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4399    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6533    2.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502    3.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0661    1.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8629    1.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0764    2.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4399   -2.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6533   -2.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502   -3.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4609   -2.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -2.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4713   -3.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4605   -4.0675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637   -3.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0804   -4.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1014   -4.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6847   -3.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4815   -4.0675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8347    0.8540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1 42  1  0  0  0  0
 16  1  2  0  0  0  0
 12  1  1  0  0  0  0
  2  3  1  0  0  0  0
 42  2  1  0  0  0  0
 24  2  2  0  0  0  0
  3  4  1  0  0  0  0
  4 13  1  0  0  0  0
 18  4  2  0  0  0  0
  5  6  1  0  0  0  0
 13  5  1  0  0  0  0
 27  5  2  0  0  0  0
  6  7  1  0  0  0  0
  7 14  1  0  0  0  0
  7 20  2  0  0  0  0
  8  9  1  0  0  0  0
 33  8  2  0  0  0  0
 14  8  1  0  0  0  0
 10  9  1  0  0  0  0
 15 10  1  0  0  0  0
 30 10  2  0  0  0  0
 11 12  1  0  0  0  0
 15 11  1  0  0  0  0
 22 11  2  0  0  0  0
 24 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 27  1  0  0  0  0
 18 19  1  0  0  0  0
 20 33  1  0  0  0  0
 20 21  1  0  0  0  0
 22 30  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 37  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 40  1  0  0  0  0
 37 36  1  0  0  0  0
 37 38  2  0  0  0  0
 40 39  1  0  0  0  0
 40 41  2  0  0  0  0
M  END
Download

3D MOL for HMDB0001097 (Protoporphyrinogen IX)

HMDB0001097
     RDKit          3D
Protoporphyrinogen IX
 82 86  0  0  0  0  0  0  0  0999 V2000
    4.5727   -4.6923    1.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5636   -4.5750    0.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3981   -3.7003    1.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3754   -2.3913    1.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1005   -2.0036    1.7076 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2933   -3.0119    1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0883   -4.0911    0.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6462   -5.4515    0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2090   -3.0251    1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346   -1.8534    0.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2731   -0.7505   -0.0276 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2793    0.0137   -0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4849   -0.6280   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8774   -0.2103   -0.6967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0632   -0.5271   -2.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4186   -0.1600   -2.6381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3510   -0.9618   -2.4097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7023    0.9989   -3.3256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2298   -1.8118    0.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2417   -2.8315    0.7626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2306    1.3640   -1.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9698    2.1524   -0.9995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2984    1.7386   -1.2751 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1145    2.7215   -0.8790 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3966    3.7847   -0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8857    5.1031    0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9532    3.4225   -0.4317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0443    4.2870    0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4222    4.2103    1.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475    2.9837    2.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3043    1.8829    1.9453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9516    2.9553    2.9936 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6411    2.7385   -0.8118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2415    1.4734   -0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8888    0.7689    0.8380 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6536   -0.3439    0.8281 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4998   -0.3491   -0.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5195   -1.3689   -0.7007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2418    0.8097   -0.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9949    1.1886   -2.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3740    2.3928   -2.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6123   -1.5159    1.8094 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6631   -4.1637    2.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4128   -5.3578    1.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5656   -5.1619   -0.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7555   -1.0077    2.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4096   -6.1697    0.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4680   -5.4185   -0.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3007   -5.6651    0.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6469   -3.1812    2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5513   -3.9732    0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976   -0.5156   -0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5775   -0.7721   -0.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0335    0.8653   -0.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8878   -1.6096   -2.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3506    0.0189   -2.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3271    1.7238   -2.9853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8513   -3.4717    1.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0791   -2.2564    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6347   -3.4029   -0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0925    1.9246   -0.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5187    1.3676   -2.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5766    0.7914   -1.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1446    5.8881    0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7955    5.3710   -0.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1802    5.0034    1.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9689    4.0710   -0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8374    5.3655   -0.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6017    4.7145    2.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2594    4.9924    1.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1247    3.7945    3.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0445    3.6374   -0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9485    2.9170   -1.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1464    1.0519    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0023   -2.1502   -1.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0370   -1.7605    0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2717   -0.8868   -1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2357    0.3495   -2.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1827    3.2662   -1.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9279    2.5499   -3.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8646   -1.2967    2.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4965   -2.1788    1.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  1  0
 12 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 24 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 40 41  2  3
 36 42  1  0
  7  3  1  0
 19 10  2  0
 27 22  2  0
 39 34  2  0
 42  4  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  5 46  1  0
  8 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
  9 51  1  0
 11 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 18 57  1  0
 20 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 21 62  1  0
 23 63  1  0
 26 64  1  0
 26 65  1  0
 26 66  1  0
 28 67  1  0
 28 68  1  0
 29 69  1  0
 29 70  1  0
 32 71  1  0
 33 72  1  0
 33 73  1  0
 35 74  1  0
 38 75  1  0
 38 76  1  0
 38 77  1  0
 40 78  1  0
 41 79  1  0
 41 80  1  0
 42 81  1  0
 42 82  1  0
M  END
Download

3D SDF for HMDB0001097 (Protoporphyrinogen IX)


  Mrv1652303021823532D          

 42 46  0  0  0  0            999 V2000
   -1.6485    0.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095    1.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7305    1.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6695    0.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0870   -0.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6695   -0.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7305   -1.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095   -1.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6485   -0.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0660   -0.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8556    0.8540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8556   -0.8572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8347   -0.8572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0243    1.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8211    1.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4609    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744    2.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0661   -1.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8629   -1.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0243   -1.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8211   -1.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4399    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6533    2.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502    3.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0661    1.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8629    1.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0764    2.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4399   -2.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6533   -2.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502   -3.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4609   -2.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -2.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4713   -3.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4605   -4.0675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637   -3.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0804   -4.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1014   -4.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6847   -3.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4815   -4.0675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8347    0.8540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1 42  1  0  0  0  0
 16  1  2  0  0  0  0
 12  1  1  0  0  0  0
  2  3  1  0  0  0  0
 42  2  1  0  0  0  0
 24  2  2  0  0  0  0
  3  4  1  0  0  0  0
  4 13  1  0  0  0  0
 18  4  2  0  0  0  0
  5  6  1  0  0  0  0
 13  5  1  0  0  0  0
 27  5  2  0  0  0  0
  6  7  1  0  0  0  0
  7 14  1  0  0  0  0
  7 20  2  0  0  0  0
  8  9  1  0  0  0  0
 33  8  2  0  0  0  0
 14  8  1  0  0  0  0
 10  9  1  0  0  0  0
 15 10  1  0  0  0  0
 30 10  2  0  0  0  0
 11 12  1  0  0  0  0
 15 11  1  0  0  0  0
 22 11  2  0  0  0  0
 24 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 27  1  0  0  0  0
 18 19  1  0  0  0  0
 20 33  1  0  0  0  0
 20 21  1  0  0  0  0
 22 30  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 37  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 40  1  0  0  0  0
 37 36  1  0  0  0  0
 37 38  2  0  0  0  0
 40 39  1  0  0  0  0
 40 41  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001097

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(C=C)=C(CC5=C(C)C(CCC(O)=O)=C(CC(N2)=C1CCC(O)=O)N5)N4)N3

> <INCHI_IDENTIFIER>
InChI=1S/C34H40N4O4/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25/h7-8,35-38H,1-2,9-16H2,3-6H3,(H,39,40)(H,41,42)

> <INCHI_KEY>
UHSGPDMIQQYNAX-UHFFFAOYSA-N

> <FORMULA>
C34H40N4O4

> <MOLECULAR_WEIGHT>
568.7058

> <EXACT_MASS>
568.304955788

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
64.5199264797442

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[20-(2-carboxyethyl)-9,14-diethenyl-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),3,5,8,10,13,15,18-octaen-4-yl]propanoic acid

> <ALOGPS_LOGP>
3.44

> <JCHEM_LOGP>
6.200009445999999

> <ALOGPS_LOGS>
-5.01

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.67011788729448

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.0668900795671075

> <JCHEM_POLAR_SURFACE_AREA>
137.76

> <JCHEM_REFRACTIVITY>
169.41620000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[20-(2-carboxyethyl)-9,14-diethenyl-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),3,5,8,10,13,15,18-octaen-4-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001097 (Protoporphyrinogen IX)

HMDB0001097
     RDKit          3D
Protoporphyrinogen IX
 82 86  0  0  0  0  0  0  0  0999 V2000
    4.5727   -4.6923    1.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5636   -4.5750    0.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3981   -3.7003    1.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3754   -2.3913    1.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1005   -2.0036    1.7076 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2933   -3.0119    1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0883   -4.0911    0.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6462   -5.4515    0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2090   -3.0251    1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346   -1.8534    0.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2731   -0.7505   -0.0276 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2793    0.0137   -0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4849   -0.6280   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8774   -0.2103   -0.6967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0632   -0.5271   -2.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4186   -0.1600   -2.6381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3510   -0.9618   -2.4097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7023    0.9989   -3.3256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2298   -1.8118    0.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2417   -2.8315    0.7626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2306    1.3640   -1.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9698    2.1524   -0.9995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2984    1.7386   -1.2751 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1145    2.7215   -0.8790 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3966    3.7847   -0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8857    5.1031    0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9532    3.4225   -0.4317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0443    4.2870    0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4222    4.2103    1.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475    2.9837    2.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3043    1.8829    1.9453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9516    2.9553    2.9936 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6411    2.7385   -0.8118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2415    1.4734   -0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8888    0.7689    0.8380 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6536   -0.3439    0.8281 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4998   -0.3491   -0.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5195   -1.3689   -0.7007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2418    0.8097   -0.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9949    1.1886   -2.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3740    2.3928   -2.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6123   -1.5159    1.8094 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6631   -4.1637    2.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4128   -5.3578    1.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5656   -5.1619   -0.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7555   -1.0077    2.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4096   -6.1697    0.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4680   -5.4185   -0.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3007   -5.6651    0.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6469   -3.1812    2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5513   -3.9732    0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976   -0.5156   -0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5775   -0.7721   -0.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0335    0.8653   -0.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8878   -1.6096   -2.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3506    0.0189   -2.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3271    1.7238   -2.9853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8513   -3.4717    1.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0791   -2.2564    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6347   -3.4029   -0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0925    1.9246   -0.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5187    1.3676   -2.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5766    0.7914   -1.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1446    5.8881    0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7955    5.3710   -0.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1802    5.0034    1.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9689    4.0710   -0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8374    5.3655   -0.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6017    4.7145    2.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2594    4.9924    1.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1247    3.7945    3.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0445    3.6374   -0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9485    2.9170   -1.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1464    1.0519    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0023   -2.1502   -1.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0370   -1.7605    0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2717   -0.8868   -1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2357    0.3495   -2.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1827    3.2662   -1.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9279    2.5499   -3.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8646   -1.2967    2.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4965   -2.1788    1.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  1  0
 12 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 24 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 40 41  2  3
 36 42  1  0
  7  3  1  0
 19 10  2  0
 27 22  2  0
 39 34  2  0
 42  4  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  5 46  1  0
  8 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
  9 51  1  0
 11 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 18 57  1  0
 20 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 21 62  1  0
 23 63  1  0
 26 64  1  0
 26 65  1  0
 26 66  1  0
 28 67  1  0
 28 68  1  0
 29 69  1  0
 29 70  1  0
 32 71  1  0
 33 72  1  0
 33 73  1  0
 35 74  1  0
 38 75  1  0
 38 76  1  0
 38 77  1  0
 40 78  1  0
 41 79  1  0
 41 80  1  0
 42 81  1  0
 42 82  1  0
M  END
Download

PDB for HMDB0001097 (Protoporphyrinogen IX)

HEADER    PROTEIN                                 02-MAR-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-MAR-18         0                                  
HETATM    1  C   UNK     0      -3.077   1.321   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.324   3.113   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   3.892   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.364   3.113   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.116   1.321   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.896  -0.003   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.116  -1.327   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.364  -3.120   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -3.899   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.324  -3.120   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.077  -1.327   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.856  -0.003   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.597   1.594   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       1.597  -1.600   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      -1.558  -1.600   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -3.779   2.724   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.266   3.122   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.727   3.815   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.126   5.302   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.857  -2.730   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.344  -3.128   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.779  -2.730   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.266  -3.128   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.688   3.815   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.086   5.302   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.574   5.701   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.857   2.724   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.344   3.122   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.743   4.610   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.688  -3.821   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.086  -5.308   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.574  -5.707   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.727  -3.821   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.126  -5.308   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.613  -5.707   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -6.460  -7.593   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -4.972  -7.194   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -3.883  -8.283   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       3.923  -8.283   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       5.011  -7.194   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       6.499  -7.593   0.000  0.00  0.00           O+0
HETATM   42  N   UNK     0      -1.558   1.594   0.000  0.00  0.00           N+0
CONECT    1   42   16   12                                                  
CONECT    2    3   42   24                                                  
CONECT    3    2    4                                                       
CONECT    4    3   13   18                                                  
CONECT    5    6   13   27                                                  
CONECT    6    5    7                                                       
CONECT    7    6   14   20                                                  
CONECT    8    9   33   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   15   30                                                  
CONECT   11   12   15   22                                                  
CONECT   12    1   11                                                       
CONECT   13    4    5                                                       
CONECT   14    7    8                                                       
CONECT   15   10   11                                                       
CONECT   16    1   24   17                                                  
CONECT   17   16                                                            
CONECT   18    4   27   19                                                  
CONECT   19   18                                                            
CONECT   20    7   33   21                                                  
CONECT   21   20                                                            
CONECT   22   11   30   23                                                  
CONECT   23   22                                                            
CONECT   24    2   16   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27    5   18   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   10   22   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   37                                                       
CONECT   33    8   20   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   40                                                       
CONECT   36   37                                                            
CONECT   37   32   36   38                                                  
CONECT   38   37                                                            
CONECT   39   40                                                            
CONECT   40   35   39   41                                                  
CONECT   41   40                                                            
CONECT   42    1    2                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END
Download

3D PDB for HMDB0001097 (Protoporphyrinogen IX)

COMPND    HMDB0001097
HETATM    1  C1  UNL     1       4.573  -4.692   1.681  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.564  -4.575   0.872  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.398  -3.700   1.106  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.375  -2.391   1.581  1.00  0.00           C  
HETATM    5  N1  UNL     1       1.100  -2.004   1.708  1.00  0.00           N  
HETATM    6  C5  UNL     1       0.293  -3.012   1.322  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.088  -4.091   0.941  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.646  -5.451   0.437  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.209  -3.025   1.192  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.835  -1.853   0.489  1.00  0.00           C  
HETATM   11  N2  UNL     1      -1.273  -0.750  -0.028  1.00  0.00           N  
HETATM   12  C10 UNL     1      -2.279   0.014  -0.521  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.485  -0.628  -0.310  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.877  -0.210  -0.697  1.00  0.00           C  
HETATM   15  C13 UNL     1      -5.063  -0.527  -2.143  1.00  0.00           C  
HETATM   16  C14 UNL     1      -6.419  -0.160  -2.638  1.00  0.00           C  
HETATM   17  O1  UNL     1      -7.351  -0.962  -2.410  1.00  0.00           O  
HETATM   18  O2  UNL     1      -6.702   0.999  -3.326  1.00  0.00           O  
HETATM   19  C15 UNL     1      -3.230  -1.812   0.328  1.00  0.00           C  
HETATM   20  C16 UNL     1      -4.242  -2.831   0.763  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.231   1.364  -1.163  1.00  0.00           C  
HETATM   22  C18 UNL     1      -0.970   2.152  -0.999  1.00  0.00           C  
HETATM   23  N3  UNL     1       0.298   1.739  -1.275  1.00  0.00           N  
HETATM   24  C19 UNL     1       1.115   2.722  -0.879  1.00  0.00           C  
HETATM   25  C20 UNL     1       0.397   3.785  -0.357  1.00  0.00           C  
HETATM   26  C21 UNL     1       0.886   5.103   0.198  1.00  0.00           C  
HETATM   27  C22 UNL     1      -0.953   3.423  -0.432  1.00  0.00           C  
HETATM   28  C23 UNL     1      -2.044   4.287   0.081  1.00  0.00           C  
HETATM   29  C24 UNL     1      -2.422   4.210   1.492  1.00  0.00           C  
HETATM   30  C25 UNL     1      -2.848   2.984   2.116  1.00  0.00           C  
HETATM   31  O3  UNL     1      -2.304   1.883   1.945  1.00  0.00           O  
HETATM   32  O4  UNL     1      -3.952   2.955   2.994  1.00  0.00           O  
HETATM   33  C26 UNL     1       2.641   2.739  -0.812  1.00  0.00           C  
HETATM   34  C27 UNL     1       3.241   1.473  -0.256  1.00  0.00           C  
HETATM   35  N4  UNL     1       2.889   0.769   0.838  1.00  0.00           N  
HETATM   36  C28 UNL     1       3.654  -0.344   0.828  1.00  0.00           C  
HETATM   37  C29 UNL     1       4.500  -0.349  -0.268  1.00  0.00           C  
HETATM   38  C30 UNL     1       5.520  -1.369  -0.701  1.00  0.00           C  
HETATM   39  C31 UNL     1       4.242   0.810  -0.961  1.00  0.00           C  
HETATM   40  C32 UNL     1       4.995   1.189  -2.161  1.00  0.00           C  
HETATM   41  C33 UNL     1       5.374   2.393  -2.475  1.00  0.00           C  
HETATM   42  C34 UNL     1       3.612  -1.516   1.809  1.00  0.00           C  
HETATM   43  H1  UNL     1       4.663  -4.164   2.611  1.00  0.00           H  
HETATM   44  H2  UNL     1       5.413  -5.358   1.458  1.00  0.00           H  
HETATM   45  H3  UNL     1       3.566  -5.162  -0.052  1.00  0.00           H  
HETATM   46  H4  UNL     1       0.756  -1.008   2.116  1.00  0.00           H  
HETATM   47  H5  UNL     1       1.410  -6.170   0.754  1.00  0.00           H  
HETATM   48  H6  UNL     1       0.468  -5.418  -0.659  1.00  0.00           H  
HETATM   49  H7  UNL     1      -0.301  -5.665   0.937  1.00  0.00           H  
HETATM   50  H8  UNL     1      -1.647  -3.181   2.181  1.00  0.00           H  
HETATM   51  H9  UNL     1      -1.551  -3.973   0.662  1.00  0.00           H  
HETATM   52  H10 UNL     1      -0.198  -0.516  -0.061  1.00  0.00           H  
HETATM   53  H11 UNL     1      -5.577  -0.772  -0.056  1.00  0.00           H  
HETATM   54  H12 UNL     1      -5.033   0.865  -0.464  1.00  0.00           H  
HETATM   55  H13 UNL     1      -4.888  -1.610  -2.329  1.00  0.00           H  
HETATM   56  H14 UNL     1      -4.351   0.019  -2.758  1.00  0.00           H  
HETATM   57  H15 UNL     1      -7.327   1.724  -2.985  1.00  0.00           H  
HETATM   58  H16 UNL     1      -3.851  -3.472   1.562  1.00  0.00           H  
HETATM   59  H17 UNL     1      -5.079  -2.256   1.210  1.00  0.00           H  
HETATM   60  H18 UNL     1      -4.635  -3.403  -0.101  1.00  0.00           H  
HETATM   61  H19 UNL     1      -3.093   1.925  -0.679  1.00  0.00           H  
HETATM   62  H20 UNL     1      -2.519   1.368  -2.207  1.00  0.00           H  
HETATM   63  H21 UNL     1       0.577   0.791  -1.785  1.00  0.00           H  
HETATM   64  H22 UNL     1       0.145   5.888   0.015  1.00  0.00           H  
HETATM   65  H23 UNL     1       1.795   5.371  -0.382  1.00  0.00           H  
HETATM   66  H24 UNL     1       1.180   5.003   1.254  1.00  0.00           H  
HETATM   67  H25 UNL     1      -2.969   4.071  -0.529  1.00  0.00           H  
HETATM   68  H26 UNL     1      -1.837   5.365  -0.163  1.00  0.00           H  
HETATM   69  H27 UNL     1      -1.602   4.714   2.113  1.00  0.00           H  
HETATM   70  H28 UNL     1      -3.259   4.992   1.624  1.00  0.00           H  
HETATM   71  H29 UNL     1      -4.125   3.795   3.529  1.00  0.00           H  
HETATM   72  H30 UNL     1       3.045   3.637  -0.307  1.00  0.00           H  
HETATM   73  H31 UNL     1       2.949   2.917  -1.849  1.00  0.00           H  
HETATM   74  H32 UNL     1       2.146   1.052   1.611  1.00  0.00           H  
HETATM   75  H33 UNL     1       5.002  -2.150  -1.298  1.00  0.00           H  
HETATM   76  H34 UNL     1       6.037  -1.760   0.181  1.00  0.00           H  
HETATM   77  H35 UNL     1       6.272  -0.887  -1.352  1.00  0.00           H  
HETATM   78  H36 UNL     1       5.236   0.350  -2.824  1.00  0.00           H  
HETATM   79  H37 UNL     1       5.183   3.266  -1.891  1.00  0.00           H  
HETATM   80  H38 UNL     1       5.928   2.550  -3.389  1.00  0.00           H  
HETATM   81  H39 UNL     1       3.865  -1.297   2.836  1.00  0.00           H  
HETATM   82  H40 UNL     1       4.497  -2.179   1.556  1.00  0.00           H  
CONECT    1    2    2   43   44
CONECT    2    3   45
CONECT    3    4    4    7
CONECT    4    5   42
CONECT    5    6   46
CONECT    6    7    7    9
CONECT    7    8
CONECT    8   47   48   49
CONECT    9   10   50   51
CONECT   10   11   19   19
CONECT   11   12   52
CONECT   12   13   13   21
CONECT   13   14   19
CONECT   14   15   53   54
CONECT   15   16   55   56
CONECT   16   17   17   18
CONECT   18   57
CONECT   19   20
CONECT   20   58   59   60
CONECT   21   22   61   62
CONECT   22   23   27   27
CONECT   23   24   63
CONECT   24   25   25   33
CONECT   25   26   27
CONECT   26   64   65   66
CONECT   27   28
CONECT   28   29   67   68
CONECT   29   30   69   70
CONECT   30   31   31   32
CONECT   32   71
CONECT   33   34   72   73
CONECT   34   35   39   39
CONECT   35   36   74
CONECT   36   37   37   42
CONECT   37   38   39
CONECT   38   75   76   77
CONECT   39   40
CONECT   40   41   41   78
CONECT   41   79   80
CONECT   42   81   82
END
Download

SMILES for HMDB0001097 (Protoporphyrinogen IX)

CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(C=C)=C(CC5=C(C)C(CCC(O)=O)=C(CC(N2)=C1CCC(O)=O)N5)N4)N3
Download

INCHI for HMDB0001097 (Protoporphyrinogen IX)

InChI=1S/C34H40N4O4/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25/h7-8,35-38H,1-2,9-16H2,3-6H3,(H,39,40)(H,41,42)
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
7,12-Diethenyl-3,8,13,17-tetramethyl-5,10,15,20,22,24-hexahydroporphyrin-2,18-dipropanoic acidChEBI
7,12-Diethenyl-3,8,13,17-tetramethyl-5,10,15,20,22,24-hexahydroporphyrin-2,18-dipropanoateGenerator
5,10,15,20,22,24-Hexahydro protoporphyrin IX deriv.HMDB
7,12-Diethenyl-5,10,15,20,22,24-hexahydro-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoateHMDB
7,12-Diethenyl-5,10,15,20,22,24-hexahydro-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoic acidHMDB
ProtoporphyrinogenHMDB
Protoporphyrinogen-IXHMDB
Chemical FormulaC34H40N4O4
Average Molecular Weight568.7058
Monoisotopic Molecular Weight568.304955788
IUPAC Name3-[20-(2-carboxyethyl)-9,14-diethenyl-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),3,5,8,10,13,15,18-octaen-4-yl]propanoic acid
Traditional Name3-[20-(2-carboxyethyl)-9,14-diethenyl-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),3,5,8,10,13,15,18-octaen-4-yl]propanoic acid
CAS Registry Number7412-77-3
SMILES
CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(C=C)=C(CC5=C(C)C(CCC(O)=O)=C(CC(N2)=C1CCC(O)=O)N5)N4)N3
InChI Identifier
InChI=1S/C34H40N4O4/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25/h7-8,35-38H,1-2,9-16H2,3-6H3,(H,39,40)(H,41,42)
InChI KeyUHSGPDMIQQYNAX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as porphyrins. Porphyrins are compounds containing a fundamental skeleton of four pyrrole nuclei united through the alpha-positions by four methine groups to form a macrocyclic structure.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassTetrapyrroles and derivatives
Sub ClassPorphyrins
Direct ParentPorphyrins
Alternative Parents
Substituents
  • Porphyrin
  • Dicarboxylic acid or derivatives
  • Substituted pyrrole
  • Pyrrole
  • Heteroaromatic compound
  • Azacycle
  • Carboxylic acid
  • Carboxylic acid derivative
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0055 g/LALOGPS
logP3.44ALOGPS
logP6.2ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)4.07ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area137.76 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity169.42 m³·mol⁻¹ChemAxon
Polarizability64.52 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+231.93631661259
DarkChem[M-H]-229.46731661259
AllCCS[M+H]+238.26232859911
AllCCS[M-H]-234.78932859911
DeepCCS[M+H]+241.13730932474
DeepCCS[M-H]-238.92630932474
DeepCCS[M-2H]-272.16830932474
DeepCCS[M+Na]+247.0530932474
AllCCS[M+H]+238.332859911
AllCCS[M+H-H2O]+236.832859911
AllCCS[M+NH4]+239.632859911
AllCCS[M+Na]+240.032859911
AllCCS[M-H]-234.832859911
AllCCS[M+Na-2H]-236.632859911
AllCCS[M+HCOO]-238.732859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.6.39 minutes32390414
Predicted by Siyang on May 30, 202221.1618 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.47 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid3399.4 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid377.8 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid263.9 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid185.5 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid482.0 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid938.7 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid922.3 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)99.3 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid2023.8 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid874.5 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid2467.3 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid584.5 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid520.0 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate165.5 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA391.0 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water8.8 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Protoporphyrinogen IXCC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(C=C)=C(CC5=C(C)C(CCC(O)=O)=C(CC(N2)=C1CCC(O)=O)N5)N4)N35796.1Standard polar33892256
Protoporphyrinogen IXCC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(C=C)=C(CC5=C(C)C(CCC(O)=O)=C(CC(N2)=C1CCC(O)=O)N5)N4)N34191.6Standard non polar33892256
Protoporphyrinogen IXCC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(C=C)=C(CC5=C(C)C(CCC(O)=O)=C(CC(N2)=C1CCC(O)=O)N5)N4)N35415.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Protoporphyrinogen IX,1TMS,isomer #1C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)[NH]35056.8Semi standard non polar33892256
Protoporphyrinogen IX,1TMS,isomer #2C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)[NH]35056.8Semi standard non polar33892256
Protoporphyrinogen IX,1TMS,isomer #3C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]35134.8Semi standard non polar33892256
Protoporphyrinogen IX,1TMS,isomer #4C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]35139.4Semi standard non polar33892256
Protoporphyrinogen IX,1TMS,isomer #5C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)N3[Si](C)(C)C5093.7Semi standard non polar33892256
Protoporphyrinogen IX,1TMS,isomer #6C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]35090.0Semi standard non polar33892256
Protoporphyrinogen IX,2TMS,isomer #1C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)[NH]34955.1Semi standard non polar33892256
Protoporphyrinogen IX,2TMS,isomer #10C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]35100.1Semi standard non polar33892256
Protoporphyrinogen IX,2TMS,isomer #11C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]35147.4Semi standard non polar33892256
Protoporphyrinogen IX,2TMS,isomer #12C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C5094.7Semi standard non polar33892256
Protoporphyrinogen IX,2TMS,isomer #13C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C5094.9Semi standard non polar33892256
Protoporphyrinogen IX,2TMS,isomer #14C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C5110.8Semi standard non polar33892256
Protoporphyrinogen IX,2TMS,isomer #15C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)[NH]4)[NH]35072.4Semi standard non polar33892256
Protoporphyrinogen IX,2TMS,isomer #2C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]34999.7Semi standard non polar33892256
Protoporphyrinogen IX,2TMS,isomer #3C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]35033.9Semi standard non polar33892256
Protoporphyrinogen IX,2TMS,isomer #4C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]35037.0Semi standard non polar33892256
Protoporphyrinogen IX,2TMS,isomer #5C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)N3[Si](C)(C)C5004.3Semi standard non polar33892256
Protoporphyrinogen IX,2TMS,isomer #6C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]34999.5Semi standard non polar33892256
Protoporphyrinogen IX,2TMS,isomer #7C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]35031.3Semi standard non polar33892256
Protoporphyrinogen IX,2TMS,isomer #8C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]35039.6Semi standard non polar33892256
Protoporphyrinogen IX,2TMS,isomer #9C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)N3[Si](C)(C)C5004.3Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #1C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]34920.5Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #1C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]34535.4Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #1C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]36148.8Standard polar33892256
Protoporphyrinogen IX,3TMS,isomer #10C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C5029.7Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #10C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C4536.9Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #10C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C6162.2Standard polar33892256
Protoporphyrinogen IX,3TMS,isomer #11C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)[NH]4)[NH]35000.6Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #11C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)[NH]4)[NH]34556.7Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #11C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)[NH]4)[NH]36052.7Standard polar33892256
Protoporphyrinogen IX,3TMS,isomer #12C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]35019.1Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #12C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]34535.6Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #12C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]36160.7Standard polar33892256
Protoporphyrinogen IX,3TMS,isomer #13C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C5018.1Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #13C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C4532.2Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #13C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C6163.5Standard polar33892256
Protoporphyrinogen IX,3TMS,isomer #14C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]35057.4Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #14C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]34510.6Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #14C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]36265.9Standard polar33892256
Protoporphyrinogen IX,3TMS,isomer #15C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C5015.1Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #15C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C4533.5Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #15C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C6159.4Standard polar33892256
Protoporphyrinogen IX,3TMS,isomer #16C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C5033.0Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #16C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C4535.3Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #16C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C6166.3Standard polar33892256
Protoporphyrinogen IX,3TMS,isomer #17C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]35100.4Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #17C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]34570.4Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #17C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]36070.2Standard polar33892256
Protoporphyrinogen IX,3TMS,isomer #18C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C5144.4Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #18C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C4548.5Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #18C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C6190.1Standard polar33892256
Protoporphyrinogen IX,3TMS,isomer #19C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C5149.1Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #19C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C4548.6Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #19C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C6190.9Standard polar33892256
Protoporphyrinogen IX,3TMS,isomer #2C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]34930.7Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #2C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]34511.7Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #2C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]36244.6Standard polar33892256
Protoporphyrinogen IX,3TMS,isomer #20C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)N2[Si](C)(C)C)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C5104.9Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #20C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)N2[Si](C)(C)C)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C4570.2Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #20C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)N2[Si](C)(C)C)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C6070.9Standard polar33892256
Protoporphyrinogen IX,3TMS,isomer #3C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]34934.8Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #3C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]34513.6Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #3C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]36245.1Standard polar33892256
Protoporphyrinogen IX,3TMS,isomer #4C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)N3[Si](C)(C)C4923.5Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #4C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)N3[Si](C)(C)C4538.1Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #4C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)N3[Si](C)(C)C6149.2Standard polar33892256
Protoporphyrinogen IX,3TMS,isomer #5C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)[NH]4)[NH]35000.6Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #5C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)[NH]4)[NH]34556.7Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #5C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)[NH]4)[NH]36052.7Standard polar33892256
Protoporphyrinogen IX,3TMS,isomer #6C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]35021.7Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #6C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]34533.7Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #6C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]36164.9Standard polar33892256
Protoporphyrinogen IX,3TMS,isomer #7C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C5014.8Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #7C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C4534.0Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #7C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C6159.4Standard polar33892256
Protoporphyrinogen IX,3TMS,isomer #8C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]35057.4Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #8C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]34510.5Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #8C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]36266.0Standard polar33892256
Protoporphyrinogen IX,3TMS,isomer #9C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C5018.2Semi standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #9C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C4531.6Standard non polar33892256
Protoporphyrinogen IX,3TMS,isomer #9C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C6163.5Standard polar33892256
Protoporphyrinogen IX,4TMS,isomer #1C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)[NH]4)[NH]34905.1Semi standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #1C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)[NH]4)[NH]34512.9Standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #1C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)[NH]4)[NH]35792.4Standard polar33892256
Protoporphyrinogen IX,4TMS,isomer #10C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C5060.9Semi standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #10C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C4484.4Standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #10C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C5934.4Standard polar33892256
Protoporphyrinogen IX,4TMS,isomer #11C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)N2[Si](C)(C)C)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C5018.7Semi standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #11C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)N2[Si](C)(C)C)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C4505.6Standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #11C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)N2[Si](C)(C)C)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C5810.7Standard polar33892256
Protoporphyrinogen IX,4TMS,isomer #12C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]35013.4Semi standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #12C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]34508.3Standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #12C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]35806.2Standard polar33892256
Protoporphyrinogen IX,4TMS,isomer #13C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C5057.3Semi standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #13C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C4486.4Standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #13C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C5934.7Standard polar33892256
Protoporphyrinogen IX,4TMS,isomer #14C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C5060.9Semi standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #14C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C4484.5Standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #14C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C5934.4Standard polar33892256
Protoporphyrinogen IX,4TMS,isomer #15C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C5168.3Semi standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #15C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C4528.9Standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #15C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C5849.5Standard polar33892256
Protoporphyrinogen IX,4TMS,isomer #2C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]34920.3Semi standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #2C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]34485.2Standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #2C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]35908.4Standard polar33892256
Protoporphyrinogen IX,4TMS,isomer #3C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C4918.5Semi standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #3C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C4482.7Standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #3C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C5906.1Standard polar33892256
Protoporphyrinogen IX,4TMS,isomer #4C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]34948.8Semi standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #4C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]34458.9Standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #4C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]36016.7Standard polar33892256
Protoporphyrinogen IX,4TMS,isomer #5C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C4919.0Semi standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #5C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C4483.3Standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #5C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C5905.6Standard polar33892256
Protoporphyrinogen IX,4TMS,isomer #6C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C4928.4Semi standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #6C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C4486.6Standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #6C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C5907.7Standard polar33892256
Protoporphyrinogen IX,4TMS,isomer #7C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)N2[Si](C)(C)C)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C5017.2Semi standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #7C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)N2[Si](C)(C)C)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C4505.7Standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #7C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)N2[Si](C)(C)C)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C5806.2Standard polar33892256
Protoporphyrinogen IX,4TMS,isomer #8C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]35014.5Semi standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #8C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]34508.1Standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #8C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]35810.7Standard polar33892256
Protoporphyrinogen IX,4TMS,isomer #9C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C5057.1Semi standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #9C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C4486.3Standard non polar33892256
Protoporphyrinogen IX,4TMS,isomer #9C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C5934.7Standard polar33892256
Protoporphyrinogen IX,1TBDMS,isomer #1C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)[NH]35292.7Semi standard non polar33892256
Protoporphyrinogen IX,1TBDMS,isomer #2C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)[NH]35292.8Semi standard non polar33892256
Protoporphyrinogen IX,1TBDMS,isomer #3C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C(C)(C)C)[NH]4)[NH]35322.2Semi standard non polar33892256
Protoporphyrinogen IX,1TBDMS,isomer #4C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C(C)(C)C)[NH]35329.2Semi standard non polar33892256
Protoporphyrinogen IX,1TBDMS,isomer #5C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)N3[Si](C)(C)C(C)(C)C5281.3Semi standard non polar33892256
Protoporphyrinogen IX,1TBDMS,isomer #6C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C(C)(C)C)[NH]4)[NH]35277.3Semi standard non polar33892256
Protoporphyrinogen IX,2TBDMS,isomer #1C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)[NH]35355.0Semi standard non polar33892256
Protoporphyrinogen IX,2TBDMS,isomer #10C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C(C)(C)C)N4[Si](C)(C)C(C)(C)C)[NH]35443.3Semi standard non polar33892256
Protoporphyrinogen IX,2TBDMS,isomer #11C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C(C)(C)C)N4[Si](C)(C)C(C)(C)C)[NH]35491.6Semi standard non polar33892256
Protoporphyrinogen IX,2TBDMS,isomer #12C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C(C)(C)C)[NH]4)N3[Si](C)(C)C(C)(C)C5437.2Semi standard non polar33892256
Protoporphyrinogen IX,2TBDMS,isomer #13C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C(C)(C)C)[NH]4)N3[Si](C)(C)C(C)(C)C5439.1Semi standard non polar33892256
Protoporphyrinogen IX,2TBDMS,isomer #14C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C(C)(C)C)N3[Si](C)(C)C(C)(C)C5453.1Semi standard non polar33892256
Protoporphyrinogen IX,2TBDMS,isomer #15C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C(C)(C)C)N5[Si](C)(C)C(C)(C)C)[NH]4)[NH]35409.5Semi standard non polar33892256
Protoporphyrinogen IX,2TBDMS,isomer #2C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C(C)(C)C)[NH]4)[NH]35404.3Semi standard non polar33892256
Protoporphyrinogen IX,2TBDMS,isomer #3C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C(C)(C)C)[NH]4)[NH]35437.0Semi standard non polar33892256
Protoporphyrinogen IX,2TBDMS,isomer #4C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C(C)(C)C)[NH]35438.5Semi standard non polar33892256
Protoporphyrinogen IX,2TBDMS,isomer #5C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)N3[Si](C)(C)C(C)(C)C5407.4Semi standard non polar33892256
Protoporphyrinogen IX,2TBDMS,isomer #6C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C(C)(C)C)[NH]4)[NH]35404.5Semi standard non polar33892256
Protoporphyrinogen IX,2TBDMS,isomer #7C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C(C)(C)C)[NH]4)[NH]35433.9Semi standard non polar33892256
Protoporphyrinogen IX,2TBDMS,isomer #8C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C(C)(C)C)[NH]35441.9Semi standard non polar33892256
Protoporphyrinogen IX,2TBDMS,isomer #9C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)N3[Si](C)(C)C(C)(C)C5407.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (Non-derivatized) - 70eV, Positivesplash10-0pi3-1000190000-2785151d048ffcfdafc12017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (1 TMS) - 70eV, Positivesplash10-00bc-9000053000-45009d4bbcc7a57d2e8b2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS ("Protoporphyrinogen IX,1TMS,#1" TMS) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_1_5) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_1_6) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_2_7) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_2_8) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_2_9) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_2_10) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_2_11) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_2_12) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_2_13) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_2_14) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TMS_2_15) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Protoporphyrinogen IX GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Protoporphyrinogen IX 10V, Positive-QTOFsplash10-0udi-0000190000-7c4ce83e3be73bfccdf62015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Protoporphyrinogen IX 20V, Positive-QTOFsplash10-0pi0-0000490000-affa2d20d85ce7a5a2a12015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Protoporphyrinogen IX 40V, Positive-QTOFsplash10-03dj-0020900000-a1714c4d96457c66da572015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Protoporphyrinogen IX 10V, Negative-QTOFsplash10-014i-0000090000-4148fa37b5b91e3b5a922015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Protoporphyrinogen IX 20V, Negative-QTOFsplash10-05tb-1000090000-27a9f5ba745bc29e2b222015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Protoporphyrinogen IX 40V, Negative-QTOFsplash10-0a4i-9000260000-392765703d0911aa98fc2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Protoporphyrinogen IX 10V, Positive-QTOFsplash10-0gb9-0000090000-9a1be7ce809937d549382021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Protoporphyrinogen IX 20V, Positive-QTOFsplash10-0ldi-0000190000-1a53eff6b6eaea2bd1a82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Protoporphyrinogen IX 40V, Positive-QTOFsplash10-0a4i-0000790000-030a68500ee48fd68e342021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Protoporphyrinogen IX 10V, Negative-QTOFsplash10-014j-0000090000-4f79e644c71d1a64565b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Protoporphyrinogen IX 20V, Negative-QTOFsplash10-014j-0000090000-8599f24133cbc58316eb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Protoporphyrinogen IX 40V, Negative-QTOFsplash10-0a4i-1000950000-a5525829d1d51b8650b02021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane (predicted from logP)
  • Mitochondria
Biospecimen LocationsNot Available
Tissue Locations
  • Liver
  • Placenta
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022425
KNApSAcK IDC00007371
Chemspider ID108741
KEGG Compound IDC01079
BioCyc IDPROTOPORPHYRINOGEN
BiGG ID36764
Wikipedia LinkProtoporphyrinogen IX
METLIN ID6003
PubChem Compound121893
PDB IDNot Available
ChEBI ID15435
Food Biomarker OntologyNot Available
VMH IDPPPG9
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Wan J, Zhang L, Yang G, Zhan CG: Quantitative structure-activity relationship for cyclic imide derivatives of protoporphyrinogen oxidase inhibitors: a study of quantum chemical descriptors from density functional theory. J Chem Inf Comput Sci. 2004 Nov-Dec;44(6):2099-105. [PubMed:15554680 ]
  2. Herrick AL, Moore MR, Thompson GG, Ford GP, McColl KE: Cholelithiasis in patients with variegate porphyria. J Hepatol. 1991 Jan;12(1):50-3. [PubMed:2007776 ]
  3. Krijt J, Stranska P, Maruna P, Vokurka M, Sanitrak J: Herbicide-induced experimental variegate porphyria in mice: tissue porphyrinogen accumulation and response to porphyrogenic drugs. Can J Physiol Pharmacol. 1997 Oct-Nov;75(10-11):1181-7. [PubMed:9431441 ]
  4. Bloomer JR: Enzyme defects in the porphyrias and their relevance to the biochemical abnormalities in these disorders. J Invest Dermatol. 1981 Jul;77(1):102-6. [PubMed:7252240 ]
  5. de Villiers JN, Kotze MJ, van Heerden CJ, Sadie A, Gardner HF, Liebenberg J, van Zyl R, du Plessis L, Kimberg M, Frank J, Warnich L: Overrepresentation of the founder PPOX gene mutation R59W in a South African patient with severe clinical manifestation of porphyria. Exp Dermatol. 2005 Jan;14(1):50-5. [PubMed:15660919 ]
  6. Corrigall AV, Hift RJ, Adams PA, Kirsch RE: Inhibition of mammalian protoporphyrinogen oxidase by acifluorfen. Biochem Mol Biol Int. 1994 Dec;34(6):1283-9. [PubMed:7697001 ]
  7. Cox TM, Jack N, Lofthouse S, Watling J, Haines J, Warren MJ: King George III and porphyria: an elemental hypothesis and investigation. Lancet. 2005 Jul 23-29;366(9482):332-5. [PubMed:16039338 ]
  8. Winkelman JW, Collins GH: Neurotoxicity of tetraphenylporphinesulfonate TPPS4 and its relation to photodynamic therapy. Photochem Photobiol. 1987 Nov;46(5):801-7. [PubMed:3441503 ]

Enzymes

Enzyme Details
1. Coproporphyrinogen-III oxidase, mitochondrial
General function:
Involved in coproporphyrinogen oxidase activity
Specific function:
Key enzyme in heme biosynthesis. Catalyzes the oxidative decarboxylation of propionic acid side chains of rings A and B of coproporphyrinogen III.
Gene Name:
CPOX
Uniprot ID:
P36551
Molecular weight:
50151.605
Reactions
Coproporphyrinogen III + Oxygen + Hydrogen Ion → Protoporphyrinogen IX + CO(2) + Waterdetails
Coproporphyrinogen III + Oxygen → Protoporphyrinogen IX + Carbon dioxide + Waterdetails
Enzyme Details
2. Protoporphyrinogen oxidase
General function:
Involved in catalytic activity
Specific function:
Catalyzes the 6-electron oxidation of protoporphyrinogen-IX to form protoporphyrin-IX.
Gene Name:
PPOX
Uniprot ID:
P50336
Molecular weight:
50764.8
Reactions
Protoporphyrinogen IX + Oxygen → Protoporphyrin IX + Hydrogen peroxidedetails
Protoporphyrinogen IX + Oxygen → Protoporphyrin IX + Hydrogen peroxidedetails