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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (15) Show 15 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-12 20:30:43 UTC

Update Date

2021-09-14 14:59:13 UTC

HMDB ID

HMDB0003419

Secondary Accession Numbers

HMDB0006490
HMDB03419
HMDB06490

Metabolite Identification

Common Name

Formyl-CoA

Description

Formyl-CoA is formed during the alpha-oxidation process in liver peroxisomes, as a result of the alpha-oxidation of 3-methyl-substituted fatty acids. The amount of formyl-CoA formed constitutes 2 - 5% of the total formate. The formyl-CoA formed is not due to activation of formate - until now presumed to be the primary end-product of alpha-oxidation - but is rather than formate the end-product of alpha-oxidation. The cleavage of 2-hydroxy-3-methylhexadecanoyl-CoA to 2-methylpentadecanal and formate (formyl-CoA) is probably due to the presence of a specific lyase. (PMID: 9276483 , 9166898 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02231219432D          

 50 52  0  0  1  0            999 V2000
    1.1711    2.2665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2122    1.6146    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6152    2.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1711    3.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4700    2.1072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0379    0.8414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6152    3.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3277    1.8420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913    3.5172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1408    1.6298    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8793    0.8414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4510    0.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3277    3.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0516    2.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9102    1.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606    0.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0516    3.0965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3277    4.3358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0396    1.3379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1755    0.2577    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3548    1.3227    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1148    1.0385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9828    0.2350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1831   -0.5723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3586   -0.4737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3662    2.1300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1811    1.3379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3586   -2.1035    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5020   -2.0846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3510   -2.9146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1886   -2.0883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7895   -1.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0770   -2.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606   -1.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0770   -2.9108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0846   -1.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6482   -2.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606   -0.8528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601   -1.7586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6482   -2.9108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0726   -2.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7889   -1.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5015   -2.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4262   -1.6259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5015   -2.9941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1388   -2.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8551   -1.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5676   -2.0353    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2802   -1.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2802   -0.7997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 12  1  6  0  0  0
  7 13  1  0  0  0  0
  8 14  2  0  0  0  0
 10 15  1  1  0  0  0
 11 16  1  6  0  0  0
 13 17  2  0  0  0  0
 13 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 20 24  2  0  0  0  0
 21 25  1  0  0  0  0
 21 26  1  0  0  0  0
 21 27  2  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  2  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 34 37  1  0  0  0  0
 34 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
  7  9  1  0  0  0  0
 10 11  1  0  0  0  0
 14 17  1  0  0  0  0
M  END

HMDB0003419
     RDKit          3D
Formyl-CoA
 86 88  0  0  0  0  0  0  0  0999 V2000
    2.5604   -2.6038    1.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8032   -1.3270    0.3700 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7968   -1.5797   -1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6042   -0.4133    0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4263   -1.0724    0.2719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332   -0.1278    0.6008 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.0294   -0.3553   -0.4417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5658   -0.6392    2.0874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5118    1.4882    0.6202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7229    2.4590    1.2872 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.6382    3.8159    0.6197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5076    2.6432    2.9727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2160    1.7525    0.9822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2319    2.6905    0.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5606    2.0265    0.6151 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5615    1.3017   -0.5793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8025    0.6702   -0.4874 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1024   -0.1651   -1.6047 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3034   -0.8911   -2.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0282   -1.5220   -3.3231 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3341   -1.2159   -3.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4697   -1.5964   -3.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3999   -2.4753   -4.9574 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6373   -1.0850   -3.3998 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6931   -0.2512   -2.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5633    0.1064   -1.6904 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3567   -0.3605   -2.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6737   -0.0625    0.8166 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.9585   -0.2287    1.3336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8669    0.9512    1.6406 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6960    1.4024    2.6422 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9630    1.1118    4.1371 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.7698    1.8365    5.2177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3666    1.6616    4.1104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9813   -0.5347    4.5242 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0238   -0.6032    0.8505 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7740   -0.3032    2.2131 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2802   -1.3655    0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8667   -1.7656    1.7771 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8533   -1.6629   -0.5182 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0881   -2.4142   -0.6314 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2507   -1.7386    0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4561   -0.4049   -0.5926 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7128   -0.0105   -1.5200 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4988    0.4289   -0.1452 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7536    1.7300   -0.7128 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0714    1.6625   -2.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5471    0.6369   -2.4563 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.9745    1.4433   -1.7416 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0722    1.0077   -2.0671 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9454   -2.4442    2.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4653   -2.7714    1.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0908   -3.4715    0.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1259   -0.6904   -1.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3401   -2.5143   -1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7296   -1.7727   -1.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589   -0.2044    1.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7292    0.5437    0.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8848   -1.0485    2.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5283    2.7620    3.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0336    3.4379    0.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3338    3.2284    1.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3849    2.7615    0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5466    1.4908   -0.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2295   -0.9495   -2.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1746   -3.4709   -4.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5674   -2.1568   -5.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6136    0.1747   -1.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1359   -1.0182    0.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5104    0.5327    1.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9394    0.5142    2.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8043    1.0833    4.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2933   -1.0004    3.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1362    0.3510    0.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9999    0.6376    2.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3764   -1.3235   -1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3618   -2.5267   -1.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9556   -3.4501   -0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0628   -1.6721    1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1545   -2.3898   -0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1235    0.1133    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5562    2.2585   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8211    2.3570   -0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2166    1.2577   -2.7672 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3315    2.6994   -2.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9304    2.2670   -1.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 17 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 32 35  1  0
  2 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 43 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  2  0
 30 15  1  0
 27 18  1  0
 27 21  1  0
  1 51  1  0
  1 52  1  0
  1 53  1  0
  3 54  1  0
  3 55  1  0
  3 56  1  0
  4 57  1  0
  4 58  1  0
  8 59  1  0
 12 60  1  0
 14 61  1  0
 14 62  1  0
 15 63  1  6
 17 64  1  1
 19 65  1  0
 23 66  1  0
 23 67  1  0
 25 68  1  0
 28 69  1  6
 29 70  1  0
 30 71  1  1
 34 72  1  0
 35 73  1  0
 36 74  1  0
 37 75  1  0
 40 76  1  0
 41 77  1  0
 41 78  1  0
 42 79  1  0
 42 80  1  0
 45 81  1  0
 46 82  1  0
 46 83  1  0
 47 84  1  0
 47 85  1  0
 49 86  1  0
M  END


  Mrv0541 02231219432D          

 50 52  0  0  1  0            999 V2000
    1.1711    2.2665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2122    1.6146    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6152    2.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1711    3.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4700    2.1072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0379    0.8414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6152    3.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3277    1.8420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913    3.5172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1408    1.6298    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8793    0.8414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4510    0.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3277    3.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0516    2.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9102    1.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0516    3.0965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3277    4.3358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0396    1.3379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1755    0.2577    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3548    1.3227    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1148    1.0385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9828    0.2350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1831   -0.5723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3586   -0.4737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3662    2.1300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1811    1.3379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3586   -2.1035    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5020   -2.0846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3510   -2.9146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1886   -2.0883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7895   -1.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0770   -2.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606   -1.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0770   -2.9108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0846   -1.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6482   -2.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606   -0.8528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601   -1.7586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6482   -2.9108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0726   -2.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7889   -1.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5015   -2.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4262   -1.6259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5015   -2.9941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1388   -2.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8551   -1.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5676   -2.0353    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2802   -1.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2802   -0.7997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 12  1  6  0  0  0
  7 13  1  0  0  0  0
  8 14  2  0  0  0  0
 10 15  1  1  0  0  0
 11 16  1  6  0  0  0
 13 17  2  0  0  0  0
 13 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 20 24  2  0  0  0  0
 21 25  1  0  0  0  0
 21 26  1  0  0  0  0
 21 27  2  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  2  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 34 37  1  0  0  0  0
 34 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
  7  9  1  0  0  0  0
 10 11  1  0  0  0  0
 14 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003419

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H36N7O17P3S/c1-22(2,17(33)20(34)25-4-3-13(31)24-5-6-50-11-30)8-43-49(40,41)46-48(38,39)42-7-12-16(45-47(35,36)37)15(32)21(44-12)29-10-28-14-18(23)26-9-27-19(14)29/h9-12,15-17,21,32-33H,3-8H2,1-2H3,(H,24,31)(H,25,34)(H,38,39)(H,40,41)(H2,23,26,27)(H2,35,36,37)/t12-,15-,16-,17?,21-/m1/s1

> <INCHI_KEY>
SXMOKYXNAPLNCW-BWGWEBPHSA-N

> <FORMULA>
C22H36N7O17P3S

> <MOLECULAR_WEIGHT>
795.544

> <EXACT_MASS>
795.110122987

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
68.93279678569024

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-[({[({3-[(2-{[2-(formylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.65

> <JCHEM_LOGP>
-7.02390957796635

> <ALOGPS_LOGS>
-2.25

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8334045176178444

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8252479627216065

> <JCHEM_PKA_STRONGEST_BASIC>
4.946047024039826

> <JCHEM_POLAR_SURFACE_AREA>
363.6299999999999

> <JCHEM_REFRACTIVITY>
167.7175

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.47e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-{[({3-[(2-{[2-(formylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-4-hydroxyoxolan-3-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003419
     RDKit          3D
Formyl-CoA
 86 88  0  0  0  0  0  0  0  0999 V2000
    2.5604   -2.6038    1.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8032   -1.3270    0.3700 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7968   -1.5797   -1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6042   -0.4133    0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4263   -1.0724    0.2719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332   -0.1278    0.6008 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.0294   -0.3553   -0.4417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5658   -0.6392    2.0874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5118    1.4882    0.6202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7229    2.4590    1.2872 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.6382    3.8159    0.6197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5076    2.6432    2.9727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2160    1.7525    0.9822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2319    2.6905    0.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5606    2.0265    0.6151 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5615    1.3017   -0.5793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8025    0.6702   -0.4874 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1024   -0.1651   -1.6047 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3034   -0.8911   -2.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0282   -1.5220   -3.3231 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3341   -1.2159   -3.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4697   -1.5964   -3.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3999   -2.4753   -4.9574 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6373   -1.0850   -3.3998 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6931   -0.2512   -2.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5633    0.1064   -1.6904 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3567   -0.3605   -2.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6737   -0.0625    0.8166 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.9585   -0.2287    1.3336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8669    0.9512    1.6406 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6960    1.4024    2.6422 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9630    1.1118    4.1371 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.7698    1.8365    5.2177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3666    1.6616    4.1104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9813   -0.5347    4.5242 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0238   -0.6032    0.8505 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7740   -0.3032    2.2131 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2802   -1.3655    0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8667   -1.7656    1.7771 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8533   -1.6629   -0.5182 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0881   -2.4142   -0.6314 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2507   -1.7386    0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4561   -0.4049   -0.5926 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7128   -0.0105   -1.5200 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4988    0.4289   -0.1452 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7536    1.7300   -0.7128 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0714    1.6625   -2.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5471    0.6369   -2.4563 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.9745    1.4433   -1.7416 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0722    1.0077   -2.0671 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9454   -2.4442    2.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4653   -2.7714    1.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0908   -3.4715    0.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1259   -0.6904   -1.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3401   -2.5143   -1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7296   -1.7727   -1.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589   -0.2044    1.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7292    0.5437    0.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8848   -1.0485    2.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5283    2.7620    3.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0336    3.4379    0.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3338    3.2284    1.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3849    2.7615    0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5466    1.4908   -0.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2295   -0.9495   -2.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1746   -3.4709   -4.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5674   -2.1568   -5.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6136    0.1747   -1.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1359   -1.0182    0.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5104    0.5327    1.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9394    0.5142    2.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8043    1.0833    4.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2933   -1.0004    3.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1362    0.3510    0.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9999    0.6376    2.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3764   -1.3235   -1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3618   -2.5267   -1.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9556   -3.4501   -0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0628   -1.6721    1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1545   -2.3898   -0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1235    0.1133    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5562    2.2585   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8211    2.3570   -0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2166    1.2577   -2.7672 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3315    2.6994   -2.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9304    2.2670   -1.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
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 17 28  1  0
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 31 32  1  0
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 32 35  1  0
  2 36  1  0
 36 37  1  0
 36 38  1  0
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 30 15  1  0
 27 18  1  0
 27 21  1  0
  1 51  1  0
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 47 84  1  0
 47 85  1  0
 49 86  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0       2.186   4.231   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       0.396   3.014   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.882   4.231   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.186   5.780   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.877   3.933   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.071   1.571   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.882   5.780   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       6.212   3.438   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       3.530   6.565   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -2.129   3.042   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.641   1.571   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.842   0.325   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.212   6.551   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.563   4.231   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.566   3.495   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.540   0.325   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       7.563   5.780   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       6.212   8.093   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      -5.674   2.497   0.000  0.00  0.00           O+0
HETATM   20  P   UNK     0      -4.061   0.481   0.000  0.00  0.00           P+0
HETATM   21  P   UNK     0      -8.129   2.469   0.000  0.00  0.00           P+0
HETATM   22  O   UNK     0      -3.948   1.939   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -5.568   0.439   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -4.075  -1.068   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -8.136  -0.884   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -8.150   3.976   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -9.671   2.497   0.000  0.00  0.00           O+0
HETATM   28  P   UNK     0      -8.136  -3.927   0.000  0.00  0.00           P+0
HETATM   29  O   UNK     0      -6.537  -3.891   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -8.122  -5.441   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -9.685  -3.898   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -5.207  -3.127   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.877  -3.898   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.540  -3.127   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -3.877  -5.433   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -3.891  -2.193   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.210  -3.898   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -2.540  -1.592   0.000  0.00  0.00           O+0
HETATM   39  N   UNK     0       0.672  -3.283   0.000  0.00  0.00           N+0
HETATM   40  O   UNK     0      -1.210  -5.433   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       2.002  -4.047   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       3.339  -3.283   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.669  -4.047   0.000  0.00  0.00           C+0
HETATM   44  N   UNK     0       6.396  -3.035   0.000  0.00  0.00           N+0
HETATM   45  O   UNK     0       4.669  -5.589   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       7.726  -3.799   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       9.063  -3.035   0.000  0.00  0.00           C+0
HETATM   48  S   UNK     0      10.393  -3.799   0.000  0.00  0.00           S+0
HETATM   49  C   UNK     0      11.723  -3.028   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      11.723  -1.493   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10                                                       
CONECT    6    2   11   12                                                  
CONECT    7    3   13    9                                                  
CONECT    8    3   14                                                       
CONECT    9    4    7                                                       
CONECT   10    5   15   11                                                  
CONECT   11    6   16   10                                                  
CONECT   12    6                                                            
CONECT   13    7   17   18                                                  
CONECT   14    8   17                                                       
CONECT   15   10   19                                                       
CONECT   16   11   20                                                       
CONECT   17   13   14                                                       
CONECT   18   13                                                            
CONECT   19   15   21                                                       
CONECT   20   16   22   23   24                                             
CONECT   21   19   25   26   27                                             
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24   20                                                            
CONECT   25   21   28                                                       
CONECT   26   21                                                            
CONECT   27   21                                                            
CONECT   28   25   29   30   31                                             
CONECT   29   28   32                                                       
CONECT   30   28                                                            
CONECT   31   28                                                            
CONECT   32   29   33                                                       
CONECT   33   32   34   35   36                                             
CONECT   34   33   37   38                                                  
CONECT   35   33                                                            
CONECT   36   33                                                            
CONECT   37   34   39   40                                                  
CONECT   38   34                                                            
CONECT   39   37   41                                                       
CONECT   40   37                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43   46                                                       
CONECT   45   43                                                            
CONECT   46   44   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  104    0
END

COMPND    HMDB0003419
HETATM    1  C1  UNL     1       2.560  -2.604   1.140  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.803  -1.327   0.370  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.797  -1.580  -1.103  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.604  -0.413   0.694  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.426  -1.072   0.272  1.00  0.00           O  
HETATM    6  P1  UNL     1      -0.933  -0.128   0.601  1.00  0.00           P  
HETATM    7  O2  UNL     1      -2.029  -0.355  -0.442  1.00  0.00           O  
HETATM    8  O3  UNL     1      -1.566  -0.639   2.087  1.00  0.00           O  
HETATM    9  O4  UNL     1      -0.512   1.488   0.620  1.00  0.00           O  
HETATM   10  P2  UNL     1      -1.723   2.459   1.287  1.00  0.00           P  
HETATM   11  O5  UNL     1      -1.638   3.816   0.620  1.00  0.00           O  
HETATM   12  O6  UNL     1      -1.508   2.643   2.973  1.00  0.00           O  
HETATM   13  O7  UNL     1      -3.216   1.753   0.982  1.00  0.00           O  
HETATM   14  C5  UNL     1      -4.232   2.690   0.888  1.00  0.00           C  
HETATM   15  C6  UNL     1      -5.561   2.026   0.615  1.00  0.00           C  
HETATM   16  O8  UNL     1      -5.561   1.302  -0.579  1.00  0.00           O  
HETATM   17  C7  UNL     1      -6.803   0.670  -0.487  1.00  0.00           C  
HETATM   18  N1  UNL     1      -7.102  -0.165  -1.605  1.00  0.00           N  
HETATM   19  C8  UNL     1      -6.303  -0.891  -2.391  1.00  0.00           C  
HETATM   20  N2  UNL     1      -7.028  -1.522  -3.323  1.00  0.00           N  
HETATM   21  C9  UNL     1      -8.334  -1.216  -3.162  1.00  0.00           C  
HETATM   22  C10 UNL     1      -9.470  -1.596  -3.847  1.00  0.00           C  
HETATM   23  N3  UNL     1      -9.400  -2.475  -4.957  1.00  0.00           N  
HETATM   24  N4  UNL     1     -10.637  -1.085  -3.400  1.00  0.00           N  
HETATM   25  C11 UNL     1     -10.693  -0.251  -2.345  1.00  0.00           C  
HETATM   26  N5  UNL     1      -9.563   0.106  -1.690  1.00  0.00           N  
HETATM   27  C12 UNL     1      -8.357  -0.360  -2.074  1.00  0.00           C  
HETATM   28  C13 UNL     1      -6.674  -0.062   0.817  1.00  0.00           C  
HETATM   29  O9  UNL     1      -7.959  -0.229   1.334  1.00  0.00           O  
HETATM   30  C14 UNL     1      -5.867   0.951   1.641  1.00  0.00           C  
HETATM   31  O10 UNL     1      -6.696   1.402   2.642  1.00  0.00           O  
HETATM   32  P3  UNL     1      -5.963   1.112   4.137  1.00  0.00           P  
HETATM   33  O11 UNL     1      -6.770   1.836   5.218  1.00  0.00           O  
HETATM   34  O12 UNL     1      -4.367   1.662   4.110  1.00  0.00           O  
HETATM   35  O13 UNL     1      -5.981  -0.535   4.524  1.00  0.00           O  
HETATM   36  C15 UNL     1       4.024  -0.603   0.850  1.00  0.00           C  
HETATM   37  O14 UNL     1       3.774  -0.303   2.213  1.00  0.00           O  
HETATM   38  C16 UNL     1       5.280  -1.365   0.733  1.00  0.00           C  
HETATM   39  O15 UNL     1       5.867  -1.766   1.777  1.00  0.00           O  
HETATM   40  N6  UNL     1       5.853  -1.663  -0.518  1.00  0.00           N  
HETATM   41  C17 UNL     1       7.088  -2.414  -0.631  1.00  0.00           C  
HETATM   42  C18 UNL     1       8.251  -1.739   0.038  1.00  0.00           C  
HETATM   43  C19 UNL     1       8.456  -0.405  -0.593  1.00  0.00           C  
HETATM   44  O16 UNL     1       7.713  -0.010  -1.520  1.00  0.00           O  
HETATM   45  N7  UNL     1       9.499   0.429  -0.145  1.00  0.00           N  
HETATM   46  C20 UNL     1       9.754   1.730  -0.713  1.00  0.00           C  
HETATM   47  C21 UNL     1      10.071   1.662  -2.200  1.00  0.00           C  
HETATM   48  S1  UNL     1      11.547   0.637  -2.456  1.00  0.00           S  
HETATM   49  C22 UNL     1      12.975   1.443  -1.742  1.00  0.00           C  
HETATM   50  O17 UNL     1      14.072   1.008  -2.067  1.00  0.00           O  
HETATM   51  H1  UNL     1       2.945  -2.444   2.169  1.00  0.00           H  
HETATM   52  H2  UNL     1       1.465  -2.771   1.213  1.00  0.00           H  
HETATM   53  H3  UNL     1       3.091  -3.471   0.689  1.00  0.00           H  
HETATM   54  H4  UNL     1       3.126  -0.690  -1.672  1.00  0.00           H  
HETATM   55  H5  UNL     1       3.340  -2.514  -1.378  1.00  0.00           H  
HETATM   56  H6  UNL     1       1.730  -1.773  -1.446  1.00  0.00           H  
HETATM   57  H7  UNL     1       1.559  -0.204   1.784  1.00  0.00           H  
HETATM   58  H8  UNL     1       1.729   0.544   0.168  1.00  0.00           H  
HETATM   59  H9  UNL     1      -0.885  -1.048   2.659  1.00  0.00           H  
HETATM   60  H10 UNL     1      -0.528   2.762   3.128  1.00  0.00           H  
HETATM   61  H11 UNL     1      -4.034   3.438   0.094  1.00  0.00           H  
HETATM   62  H12 UNL     1      -4.334   3.228   1.853  1.00  0.00           H  
HETATM   63  H13 UNL     1      -6.385   2.762   0.530  1.00  0.00           H  
HETATM   64  H14 UNL     1      -7.547   1.491  -0.342  1.00  0.00           H  
HETATM   65  H15 UNL     1      -5.230  -0.949  -2.277  1.00  0.00           H  
HETATM   66  H16 UNL     1      -9.175  -3.471  -4.798  1.00  0.00           H  
HETATM   67  H17 UNL     1      -9.567  -2.157  -5.932  1.00  0.00           H  
HETATM   68  H18 UNL     1     -11.614   0.175  -1.964  1.00  0.00           H  
HETATM   69  H19 UNL     1      -6.136  -1.018   0.744  1.00  0.00           H  
HETATM   70  H20 UNL     1      -8.510   0.533   1.024  1.00  0.00           H  
HETATM   71  H21 UNL     1      -4.939   0.514   2.015  1.00  0.00           H  
HETATM   72  H22 UNL     1      -3.804   1.083   4.684  1.00  0.00           H  
HETATM   73  H23 UNL     1      -5.293  -1.000   3.971  1.00  0.00           H  
HETATM   74  H24 UNL     1       4.136   0.351   0.327  1.00  0.00           H  
HETATM   75  H25 UNL     1       4.000   0.638   2.423  1.00  0.00           H  
HETATM   76  H26 UNL     1       5.376  -1.323  -1.387  1.00  0.00           H  
HETATM   77  H27 UNL     1       7.362  -2.527  -1.710  1.00  0.00           H  
HETATM   78  H28 UNL     1       6.956  -3.450  -0.224  1.00  0.00           H  
HETATM   79  H29 UNL     1       8.063  -1.672   1.119  1.00  0.00           H  
HETATM   80  H30 UNL     1       9.155  -2.390  -0.122  1.00  0.00           H  
HETATM   81  H31 UNL     1      10.124   0.113   0.626  1.00  0.00           H  
HETATM   82  H32 UNL     1      10.556   2.259  -0.194  1.00  0.00           H  
HETATM   83  H33 UNL     1       8.821   2.357  -0.636  1.00  0.00           H  
HETATM   84  H34 UNL     1       9.217   1.258  -2.767  1.00  0.00           H  
HETATM   85  H35 UNL     1      10.331   2.699  -2.503  1.00  0.00           H  
HETATM   86  H36 UNL     1      12.930   2.267  -1.060  1.00  0.00           H  
CONECT    1    2   51   52   53
CONECT    2    3    4   36
CONECT    3   54   55   56
CONECT    4    5   57   58
CONECT    5    6
CONECT    6    7    7    8    9
CONECT    8   59
CONECT    9   10
CONECT   10   11   11   12   13
CONECT   12   60
CONECT   13   14
CONECT   14   15   61   62
CONECT   15   16   30   63
CONECT   16   17
CONECT   17   18   28   64
CONECT   18   19   27
CONECT   19   20   20   65
CONECT   20   21
CONECT   21   22   22   27
CONECT   22   23   24
CONECT   23   66   67
CONECT   24   25   25
CONECT   25   26   68
CONECT   26   27   27
CONECT   28   29   30   69
CONECT   29   70
CONECT   30   31   71
CONECT   31   32
CONECT   32   33   33   34   35
CONECT   34   72
CONECT   35   73
CONECT   36   37   38   74
CONECT   37   75
CONECT   38   39   39   40
CONECT   40   41   76
CONECT   41   42   77   78
CONECT   42   43   79   80
CONECT   43   44   44   45
CONECT   45   46   81
CONECT   46   47   82   83
CONECT   47   48   84   85
CONECT   48   49
CONECT   49   50   50   86
END

HMDB0003419
     RDKit          3D
Formyl-CoA
 86 88  0  0  0  0  0  0  0  0999 V2000
    2.5604   -2.6038    1.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8032   -1.3270    0.3700 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7968   -1.5797   -1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6042   -0.4133    0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4263   -1.0724    0.2719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332   -0.1278    0.6008 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.0294   -0.3553   -0.4417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5658   -0.6392    2.0874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5118    1.4882    0.6202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7229    2.4590    1.2872 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.6382    3.8159    0.6197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5076    2.6432    2.9727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2160    1.7525    0.9822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2319    2.6905    0.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5606    2.0265    0.6151 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5615    1.3017   -0.5793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8025    0.6702   -0.4874 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1024   -0.1651   -1.6047 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3034   -0.8911   -2.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0282   -1.5220   -3.3231 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3341   -1.2159   -3.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4697   -1.5964   -3.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3999   -2.4753   -4.9574 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6373   -1.0850   -3.3998 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6931   -0.2512   -2.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5633    0.1064   -1.6904 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3567   -0.3605   -2.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6737   -0.0625    0.8166 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.9585   -0.2287    1.3336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8669    0.9512    1.6406 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6960    1.4024    2.6422 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9630    1.1118    4.1371 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.7698    1.8365    5.2177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3666    1.6616    4.1104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9813   -0.5347    4.5242 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0238   -0.6032    0.8505 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7740   -0.3032    2.2131 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2802   -1.3655    0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8667   -1.7656    1.7771 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8533   -1.6629   -0.5182 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0881   -2.4142   -0.6314 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2507   -1.7386    0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4561   -0.4049   -0.5926 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7128   -0.0105   -1.5200 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4988    0.4289   -0.1452 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7536    1.7300   -0.7128 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0714    1.6625   -2.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5471    0.6369   -2.4563 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.9745    1.4433   -1.7416 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0722    1.0077   -2.0671 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9454   -2.4442    2.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4653   -2.7714    1.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0908   -3.4715    0.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1259   -0.6904   -1.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3401   -2.5143   -1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7296   -1.7727   -1.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589   -0.2044    1.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7292    0.5437    0.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8848   -1.0485    2.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5283    2.7620    3.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0336    3.4379    0.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3338    3.2284    1.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3849    2.7615    0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5466    1.4908   -0.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2295   -0.9495   -2.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1746   -3.4709   -4.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5674   -2.1568   -5.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6136    0.1747   -1.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1359   -1.0182    0.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5104    0.5327    1.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9394    0.5142    2.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8043    1.0833    4.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2933   -1.0004    3.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1362    0.3510    0.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9999    0.6376    2.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3764   -1.3235   -1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3618   -2.5267   -1.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9556   -3.4501   -0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0628   -1.6721    1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1545   -2.3898   -0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1235    0.1133    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5562    2.2585   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8211    2.3570   -0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2166    1.2577   -2.7672 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3315    2.6994   -2.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9304    2.2670   -1.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 17 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 32 35  1  0
  2 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 43 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  2  0
 30 15  1  0
 27 18  1  0
 27 21  1  0
  1 51  1  0
  1 52  1  0
  1 53  1  0
  3 54  1  0
  3 55  1  0
  3 56  1  0
  4 57  1  0
  4 58  1  0
  8 59  1  0
 12 60  1  0
 14 61  1  0
 14 62  1  0
 15 63  1  6
 17 64  1  1
 19 65  1  0
 23 66  1  0
 23 67  1  0
 25 68  1  0
 28 69  1  6
 29 70  1  0
 30 71  1  1
 34 72  1  0
 35 73  1  0
 36 74  1  0
 37 75  1  0
 40 76  1  0
 41 77  1  0
 41 78  1  0
 42 79  1  0
 42 80  1  0
 45 81  1  0
 46 82  1  0
 46 83  1  0
 47 84  1  0
 47 85  1  0
 49 86  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Formyl coenzyme A	HMDB
Formyl-coenzyme A	HMDB

Chemical Formula

C₂₂H₃₆N₇O₁₇P₃S

Average Molecular Weight

795.544

Monoisotopic Molecular Weight

795.110122987

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-[({[({3-[(2-{[2-(formylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acid

Traditional Name

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-{[({3-[(2-{[2-(formylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-4-hydroxyoxolan-3-yl]oxyphosphonic acid

CAS Registry Number

13131-49-2

SMILES

CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC=O

InChI Identifier

InChI=1S/C22H36N7O17P3S/c1-22(2,17(33)20(34)25-4-3-13(31)24-5-6-50-11-30)8-43-49(40,41)46-48(38,39)42-7-12-16(45-47(35,36)37)15(32)21(44-12)29-10-28-14-18(23)26-9-27-19(14)29/h9-12,15-17,21,32-33H,3-8H2,1-2H3,(H,24,31)(H,25,34)(H,38,39)(H,40,41)(H2,23,26,27)(H2,35,36,37)/t12-,15-,16-,17?,21-/m1/s1

InChI Key

SXMOKYXNAPLNCW-BWGWEBPHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androgens and derivatives

Alternative Parents

Substituents

Androgen-skeleton
Oxosteroid
17-oxosteroid
3-oxosteroid
3-oxo-delta-1,4-steroid
Delta-1,4-steroid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-oxo steroid (CHEBI:40799 )
17-oxo steroid (CHEBI:40799 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	-3.783	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.47 g/L	ALOGPS
logP	-0.65	ALOGPS
logP	-7	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.95	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	363.63 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	167.72 m³·mol⁻¹	ChemAxon
Polarizability	68.93 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	229.476	30932474
DeepCCS	[M-H]-	227.694	30932474
DeepCCS	[M-2H]-	261.728	30932474
DeepCCS	[M+Na]+	235.746	30932474
AllCCS	[M+H]+	246.3	32859911
AllCCS	[M+H-H2O]+	246.5	32859911
AllCCS	[M+NH4]+	246.1	32859911
AllCCS	[M+Na]+	246.1	32859911
AllCCS	[M-H]-	243.5	32859911
AllCCS	[M+Na-2H]-	247.0	32859911
AllCCS	[M+HCOO]-	251.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
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.	3.37 minutes	32390414
Predicted by Siyang on May 30, 2022	9.98 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.33 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	555.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	770.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	189.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	71.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	69.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	347.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	376.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	947.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	617.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	183.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	665.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	216.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	283.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	624.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	447.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	603.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Formyl-CoA	CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC=O	5602.6	Standard polar	33892256
Formyl-CoA	CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC=O	4319.3	Standard non polar	33892256
Formyl-CoA	CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC=O	6258.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Formyl-CoA GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9243455200-7fe33bf6d4a771fe5806	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Formyl-CoA GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Formyl-CoA GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Formyl-CoA GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Formyl-CoA GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Formyl-CoA GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Formyl-CoA GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Formyl-CoA GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Formyl-CoA GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-CoA 10V, Positive-QTOF	splash10-000i-1910000300-55d9e03540fe47686395	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-CoA 20V, Positive-QTOF	splash10-000i-1930000000-f7d8ae48e314d038f7b2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-CoA 40V, Positive-QTOF	splash10-000i-2910000000-b160c588de2d041e4b80	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-CoA 10V, Negative-QTOF	splash10-003r-5820231900-1838b37d7ea4f52f4b46	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-CoA 20V, Negative-QTOF	splash10-003r-3910100100-933e5170643e8bcc224c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-CoA 40V, Negative-QTOF	splash10-057i-5900000000-7b6b8f24e737e82fc12e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-CoA 10V, Negative-QTOF	splash10-0006-0000000900-9964bca7fa7ce013e511	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-CoA 20V, Negative-QTOF	splash10-0032-2100003900-ec87a8b97c33e09176bb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-CoA 40V, Negative-QTOF	splash10-002b-9002417200-07e062501318a903fb23	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-CoA 10V, Positive-QTOF	splash10-0002-0300000900-581000df4cf64f4f5393	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-CoA 20V, Positive-QTOF	splash10-000i-1910000200-eab4676c05a4b9c71eae	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Formyl-CoA 40V, Positive-QTOF	splash10-000i-1490000000-0296bea622f0a9d9f65c	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Phytanic Acid Peroxisomal Oxidation		Not Available
Refsum Disease		Not Available
Oxidation of Branched Chain Fatty Acids		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023169

KNApSAcK ID

Not Available

Chemspider ID

388444

KEGG Compound ID

C00798

BioCyc ID

Not Available

BiGG ID

36030

Wikipedia Link

Acyl-CoA

METLIN ID

Not Available

PubChem Compound

439313

PDB ID

Not Available

ChEBI ID

15522

Food Biomarker Ontology

Not Available

VMH ID

FORMCOA

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

onsson, Stefan; Ricagno, Stefano; Lindqvist, Ylva; Richards, Nigel G. J. Kinetic and mechanistic characterization of the formyl-CoA transferase from Oxalobacter formigenes. Journal of Biological Chemistry (2004), 279(34), 36003-36012.

Material Safety Data Sheet (MSDS)

Not Available

General References

Croes K, Casteels M, Asselberghs S, Herdewijn P, Mannaerts GP, Van Veldhoven PP: Formation of a 2-methyl-branched fatty aldehyde during peroxisomal alpha-oxidation. FEBS Lett. 1997 Aug 4;412(3):643-5. [PubMed:9276483 ]
Croes K, Van Veldhoven PP, Mannaerts GP, Casteels M: Production of formyl-CoA during peroxisomal alpha-oxidation of 3-methyl-branched fatty acids. FEBS Lett. 1997 Apr 28;407(2):197-200. [PubMed:9166898 ]

Only showing the first 10 proteins. There are 15 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. 5-aminolevulinate synthase, erythroid-specific, mitochondrial

General function:: Involved in 5-aminolevulinate synthase activity
Specific function:: Not Available
Gene Name:: ALAS2
Uniprot ID:: P22557
Molecular weight:: 64632.86

Enzyme Details

2. 5-aminolevulinate synthase, nonspecific, mitochondrial

General function:: Involved in 5-aminolevulinate synthase activity
Specific function:: Not Available
Gene Name:: ALAS1
Uniprot ID:: P13196
Molecular weight:: 70580.325

Enzyme Details

3. Uroporphyrinogen decarboxylase

General function:: Involved in uroporphyrinogen decarboxylase activity
Specific function:: Catalyzes the decarboxylation of four acetate groups of uroporphyrinogen-III to yield coproporphyrinogen-III.
Gene Name:: UROD
Uniprot ID:: P06132
Molecular weight:: 40786.58

Enzyme Details

4. 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

Enzyme Details

5. Uroporphyrinogen-III synthase

General function:: Involved in uroporphyrinogen-III synthase activity
Specific function:: Catalyzes cyclization of the linear tetrapyrrole, hydroxymethylbilane, to the macrocyclic uroporphyrinogen III, the branch point for the various sub-pathways leading to the wide diversity of porphyrins. Porphyrins act as cofactors for a multitude of enzymes that perform a variety of processes within the cell such as methionine synthesis (vitamin B12) or oxygen transport (heme).
Gene Name:: UROS
Uniprot ID:: P10746
Molecular weight:: 28627.37

Enzyme Details

6. Porphobilinogen deaminase

General function:: Involved in hydroxymethylbilane synthase activity
Specific function:: Tetrapolymerization of the monopyrrole PBG into the hydroxymethylbilane pre-uroporphyrinogen in several discrete steps.
Gene Name:: HMBS
Uniprot ID:: P08397
Molecular weight:: 39329.74

Enzyme Details

7. Biliverdin reductase A

General function:: Involved in biliverdin reductase activity
Specific function:: Reduces the gamma-methene bridge of the open tetrapyrrole, biliverdin IX alpha, to bilirubin with the concomitant oxidation of a NADH or NADPH cofactor.
Gene Name:: BLVRA
Uniprot ID:: P53004
Molecular weight:: 33428.225

Enzyme Details

8. 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

Enzyme Details

9. Ferrochelatase, mitochondrial

General function:: Involved in ferrochelatase activity
Specific function:: Catalyzes the ferrous insertion into protoporphyrin IX.
Gene Name:: FECH
Uniprot ID:: P22830
Molecular weight:: 47861.77

Enzyme Details

10. Delta-aminolevulinic acid dehydratase

General function:: Involved in porphobilinogen synthase activity
Specific function:: Catalyzes an early step in the biosynthesis of tetrapyrroles. Binds two molecules of 5-aminolevulinate per subunit, each at a distinct site, and catalyzes their condensation to form porphobilinogen.
Gene Name:: ALAD
Uniprot ID:: P13716
Molecular weight:: 36294.485

Only showing the first 10 proteins. There are 15 proteins in total.

Show all enzymes and transporters

Showing metabocard for Formyl-CoA (HMDB0003419)

MOL for HMDB0003419 (Formyl-CoA)

3D MOL for HMDB0003419 (Formyl-CoA)

3D SDF for HMDB0003419 (Formyl-CoA)

3D-SDF for HMDB0003419 (Formyl-CoA)

PDB for HMDB0003419 (Formyl-CoA)

3D PDB for HMDB0003419 (Formyl-CoA)

SMILES for HMDB0003419 (Formyl-CoA)

INCHI for HMDB0003419 (Formyl-CoA)

Structure for HMDB0003419 (Formyl-CoA)

3D Structure for HMDB0003419 (Formyl-CoA)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes