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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-09-22 18:34:15 UTC

HMDB ID

HMDB0001320

Secondary Accession Numbers

HMDB0011598
HMDB01320
HMDB11598

Metabolite Identification

Common Name

(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid

Description

(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid is a substrate for Carbonyl reductase 1.Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.

Structure

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

HMDB0001320
     RDKit          3D
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid
 57 57  0  0  0  0  0  0  0  0999 V2000
   -7.4970   -0.7599    1.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3712   -0.8793    0.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3783    0.2481    0.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7305    0.3489    1.6842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9975   -0.9293    2.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9277   -1.2578    1.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6483   -2.4485    0.8247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1323   -0.2120    0.4124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1786   -0.5275   -0.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3678    0.4731   -1.1339 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6840    1.8946   -0.8507 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2181    2.6626   -1.9465 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    2.3043    0.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4085    1.4930    0.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4818    1.7801    0.5826 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1137    0.3282   -0.8243 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8640    0.4316   -2.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3425    0.2966   -2.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7331   -1.0546   -1.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2101   -1.2774   -1.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8876   -0.2970   -0.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3531   -0.4090    0.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0905    0.5955    1.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7927    1.8009    1.7157 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1229    0.1548    2.5428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0471    0.1786    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2082   -0.9199    2.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2184   -1.5821    0.9866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8184   -0.8480   -0.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8713   -1.8735    0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8821    1.1888    0.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6315    0.0607   -0.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0519    1.2052    1.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5405    0.5408    2.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7378   -1.7220    2.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5445   -0.7316    3.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3303    0.8305    0.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0199   -1.6094   -0.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5485    0.3158   -2.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7399    2.1516   -0.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8950    3.2705   -2.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2805    2.1471    1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3819    3.4081    0.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3329   -0.6077   -0.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4883   -0.4050   -2.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5929    1.3890   -2.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7156    0.3080   -3.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8583    1.1212   -1.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3316   -1.8548   -2.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2564   -1.1891   -0.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6945   -1.2959   -2.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4023   -2.3041   -0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9799   -0.4940   -0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7420    0.7343   -0.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5336   -1.4418    1.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2596   -0.2575    0.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3427    0.6097    3.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  6
 11 40  1  1
 12 41  1  0
 13 42  1  0
 13 43  1  0
 16 44  1  1
 17 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 25 57  1  0
M  END


  Mrv0541 02231219032D          

 25 25  0  0  1  0            999 V2000
   -2.1487    0.4063    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1526   -0.4214    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9346    0.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4351    0.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9461   -0.6719    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4388   -0.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4206    0.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1852    1.4502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7175    0.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2080   -1.4540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7289   -0.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0037    0.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0113   -0.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7138    0.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7023   -0.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0113   -1.6553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4237    0.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4161   -0.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2133    0.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1336   -0.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8549    0.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8473   -0.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9005    1.5945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5611   -0.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  6  0  0  0
  2  5  1  0  0  0  0
  2  6  1  1  0  0  0
  3  7  1  0  0  0  0
  3  8  2  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  6  0  0  0
  6 11  2  0  0  0  0
  9 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  2  0  0  0  0
 14 17  1  0  0  0  0
 15 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  2  0  0  0  0
 22 25  1  0  0  0  0
  5  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001320

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC(=O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,16-17,19,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t16-,17-,19-/m1/s1

> <INCHI_KEY>
VXPBDCBTMSKCKZ-XQHNHVHJSA-N

> <FORMULA>
C20H32O5

> <MOLECULAR_WEIGHT>
352.4651

> <EXACT_MASS>
352.224974134

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
40.816985928672125

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[(1R,2R,3R)-3-hydroxy-5-oxo-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]heptanoic acid

> <ALOGPS_LOGP>
3.37

> <JCHEM_LOGP>
3.998530281666667

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.679786106102643

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.353231633523998

> <JCHEM_PKA_STRONGEST_BASIC>
-2.934992243688024

> <JCHEM_POLAR_SURFACE_AREA>
91.66999999999999

> <JCHEM_REFRACTIVITY>
97.42109999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-keto-PGE1

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001320
     RDKit          3D
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid
 57 57  0  0  0  0  0  0  0  0999 V2000
   -7.4970   -0.7599    1.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3712   -0.8793    0.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3783    0.2481    0.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7305    0.3489    1.6842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9975   -0.9293    2.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9277   -1.2578    1.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6483   -2.4485    0.8247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1323   -0.2120    0.4124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1786   -0.5275   -0.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3678    0.4731   -1.1339 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6840    1.8946   -0.8507 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2181    2.6626   -1.9465 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    2.3043    0.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4085    1.4930    0.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4818    1.7801    0.5826 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1137    0.3282   -0.8243 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8640    0.4316   -2.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3425    0.2966   -2.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7331   -1.0546   -1.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2101   -1.2774   -1.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8876   -0.2970   -0.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3531   -0.4090    0.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0905    0.5955    1.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7927    1.8009    1.7157 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1229    0.1548    2.5428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0471    0.1786    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2082   -0.9199    2.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2184   -1.5821    0.9866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8184   -0.8480   -0.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8713   -1.8735    0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8821    1.1888    0.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6315    0.0607   -0.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0519    1.2052    1.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5405    0.5408    2.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7378   -1.7220    2.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5445   -0.7316    3.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3303    0.8305    0.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0199   -1.6094   -0.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5485    0.3158   -2.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7399    2.1516   -0.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8950    3.2705   -2.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2805    2.1471    1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3819    3.4081    0.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3329   -0.6077   -0.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4883   -0.4050   -2.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5929    1.3890   -2.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7156    0.3080   -3.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8583    1.1212   -1.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3316   -1.8548   -2.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2564   -1.1891   -0.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6945   -1.2959   -2.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4023   -2.3041   -0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9799   -0.4940   -0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7420    0.7343   -0.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5336   -1.4418    1.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2596   -0.2575    0.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3427    0.6097    3.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  6
 11 40  1  1
 12 41  1  0
 13 42  1  0
 13 43  1  0
 16 44  1  1
 17 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 25 57  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  C   UNK     0      -4.011   0.758   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.018  -0.787   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.478   1.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.679   1.531   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.499  -1.254   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.686  -1.559   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.385   0.007   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -5.946   2.707   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.339   0.773   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -5.988  -2.714   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.361  -0.780   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.007   1.545   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.021  -1.552   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.332   0.787   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.311  -0.780   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.021  -3.090   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.658   1.559   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.643  -1.552   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.131   0.893   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.983  -0.780   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.329   1.573   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.315  -1.552   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.668   0.808   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.414   2.976   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.647  -0.780   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10    7                                                  
CONECT    6    2   11                                                       
CONECT    7    3    5                                                       
CONECT    8    3                                                            
CONECT    9    4   12                                                       
CONECT   10    5                                                            
CONECT   11    6   13                                                       
CONECT   12    9   14                                                       
CONECT   13   11   15   16                                                  
CONECT   14   12   17                                                       
CONECT   15   13   18                                                       
CONECT   16   13                                                            
CONECT   17   14   19                                                       
CONECT   18   15   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19   23   24                                                  
CONECT   22   20   25                                                       
CONECT   23   21                                                            
CONECT   24   21                                                            
CONECT   25   22                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

COMPND    HMDB0001320
HETATM    1  C1  UNL     1      -7.497  -0.760   1.224  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.371  -0.879   0.249  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.378   0.248   0.316  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.731   0.349   1.684  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.998  -0.929   2.037  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.928  -1.258   1.091  1.00  0.00           C  
HETATM    7  O1  UNL     1      -2.648  -2.448   0.825  1.00  0.00           O  
HETATM    8  C7  UNL     1      -2.132  -0.212   0.412  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.179  -0.527  -0.441  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.368   0.473  -1.134  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.684   1.895  -0.851  1.00  0.00           C  
HETATM   12  O2  UNL     1      -0.218   2.663  -1.947  1.00  0.00           O  
HETATM   13  C11 UNL     1       0.184   2.304   0.318  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.409   1.493   0.082  1.00  0.00           C  
HETATM   15  O3  UNL     1       2.482   1.780   0.583  1.00  0.00           O  
HETATM   16  C13 UNL     1       1.114   0.328  -0.824  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.864   0.432  -2.106  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.342   0.297  -2.028  1.00  0.00           C  
HETATM   19  C16 UNL     1       3.733  -1.055  -1.486  1.00  0.00           C  
HETATM   20  C17 UNL     1       5.210  -1.277  -1.398  1.00  0.00           C  
HETATM   21  C18 UNL     1       5.888  -0.297  -0.500  1.00  0.00           C  
HETATM   22  C19 UNL     1       5.353  -0.409   0.911  1.00  0.00           C  
HETATM   23  C20 UNL     1       6.090   0.596   1.739  1.00  0.00           C  
HETATM   24  O4  UNL     1       5.793   1.801   1.716  1.00  0.00           O  
HETATM   25  O5  UNL     1       7.123   0.155   2.543  1.00  0.00           O  
HETATM   26  H1  UNL     1      -8.047   0.179   1.051  1.00  0.00           H  
HETATM   27  H2  UNL     1      -7.208  -0.920   2.281  1.00  0.00           H  
HETATM   28  H3  UNL     1      -8.218  -1.582   0.987  1.00  0.00           H  
HETATM   29  H4  UNL     1      -6.818  -0.848  -0.773  1.00  0.00           H  
HETATM   30  H5  UNL     1      -5.871  -1.874   0.323  1.00  0.00           H  
HETATM   31  H6  UNL     1      -5.882   1.189   0.102  1.00  0.00           H  
HETATM   32  H7  UNL     1      -4.631   0.061  -0.481  1.00  0.00           H  
HETATM   33  H8  UNL     1      -4.052   1.205   1.662  1.00  0.00           H  
HETATM   34  H9  UNL     1      -5.540   0.541   2.415  1.00  0.00           H  
HETATM   35  H10 UNL     1      -4.738  -1.722   2.144  1.00  0.00           H  
HETATM   36  H11 UNL     1      -3.544  -0.732   3.052  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.330   0.831   0.620  1.00  0.00           H  
HETATM   38  H13 UNL     1      -1.020  -1.609  -0.611  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.549   0.316  -2.238  1.00  0.00           H  
HETATM   40  H15 UNL     1      -1.740   2.152  -0.744  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.895   3.270  -2.296  1.00  0.00           H  
HETATM   42  H17 UNL     1      -0.280   2.147   1.296  1.00  0.00           H  
HETATM   43  H18 UNL     1       0.382   3.408   0.225  1.00  0.00           H  
HETATM   44  H19 UNL     1       1.333  -0.608  -0.291  1.00  0.00           H  
HETATM   45  H20 UNL     1       1.488  -0.405  -2.766  1.00  0.00           H  
HETATM   46  H21 UNL     1       1.593   1.389  -2.626  1.00  0.00           H  
HETATM   47  H22 UNL     1       3.716   0.308  -3.096  1.00  0.00           H  
HETATM   48  H23 UNL     1       3.858   1.121  -1.538  1.00  0.00           H  
HETATM   49  H24 UNL     1       3.332  -1.855  -2.176  1.00  0.00           H  
HETATM   50  H25 UNL     1       3.256  -1.189  -0.508  1.00  0.00           H  
HETATM   51  H26 UNL     1       5.695  -1.296  -2.399  1.00  0.00           H  
HETATM   52  H27 UNL     1       5.402  -2.304  -0.982  1.00  0.00           H  
HETATM   53  H28 UNL     1       6.980  -0.494  -0.461  1.00  0.00           H  
HETATM   54  H29 UNL     1       5.742   0.734  -0.887  1.00  0.00           H  
HETATM   55  H30 UNL     1       5.534  -1.442   1.314  1.00  0.00           H  
HETATM   56  H31 UNL     1       4.260  -0.258   0.978  1.00  0.00           H  
HETATM   57  H32 UNL     1       7.343   0.610   3.409  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6   35   36
CONECT    6    7    7    8
CONECT    8    9    9   37
CONECT    9   10   38
CONECT   10   11   16   39
CONECT   11   12   13   40
CONECT   12   41
CONECT   13   14   42   43
CONECT   14   15   15   16
CONECT   16   17   44
CONECT   17   18   45   46
CONECT   18   19   47   48
CONECT   19   20   49   50
CONECT   20   21   51   52
CONECT   21   22   53   54
CONECT   22   23   55   56
CONECT   23   24   24   25
CONECT   25   57
END

HMDB0001320
     RDKit          3D
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid
 57 57  0  0  0  0  0  0  0  0999 V2000
   -7.4970   -0.7599    1.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3712   -0.8793    0.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3783    0.2481    0.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7305    0.3489    1.6842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9975   -0.9293    2.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9277   -1.2578    1.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6483   -2.4485    0.8247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1323   -0.2120    0.4124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1786   -0.5275   -0.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3678    0.4731   -1.1339 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6840    1.8946   -0.8507 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2181    2.6626   -1.9465 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    2.3043    0.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4085    1.4930    0.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4818    1.7801    0.5826 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1137    0.3282   -0.8243 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8640    0.4316   -2.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3425    0.2966   -2.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7331   -1.0546   -1.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2101   -1.2774   -1.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8876   -0.2970   -0.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3531   -0.4090    0.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0905    0.5955    1.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7927    1.8009    1.7157 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1229    0.1548    2.5428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0471    0.1786    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2082   -0.9199    2.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2184   -1.5821    0.9866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8184   -0.8480   -0.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8713   -1.8735    0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8821    1.1888    0.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6315    0.0607   -0.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0519    1.2052    1.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5405    0.5408    2.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7378   -1.7220    2.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5445   -0.7316    3.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3303    0.8305    0.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0199   -1.6094   -0.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5485    0.3158   -2.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7399    2.1516   -0.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8950    3.2705   -2.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2805    2.1471    1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3819    3.4081    0.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3329   -0.6077   -0.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4883   -0.4050   -2.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5929    1.3890   -2.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7156    0.3080   -3.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8583    1.1212   -1.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3316   -1.8548   -2.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2564   -1.1891   -0.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6945   -1.2959   -2.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4023   -2.3041   -0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9799   -0.4940   -0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7420    0.7343   -0.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5336   -1.4418    1.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2596   -0.2575    0.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3427    0.6097    3.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 16 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  6
 11 40  1  1
 12 41  1  0
 13 42  1  0
 13 43  1  0
 16 44  1  1
 17 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 25 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(13E)-11alpha-Hydroxy-9,15-dioxoprost-13-enoate	ChEBI
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoate	Generator
(13E)-11alpha-Hydroxy-9,15-dioxoprost-13-enoic acid	Generator
(13E)-11Α-hydroxy-9,15-dioxoprost-13-enoate	Generator
(13E)-11Α-hydroxy-9,15-dioxoprost-13-enoic acid	Generator
(13E)-11alpha-Hydroxy-9,15-dioxoprost-13-en-1-Oic acid	HMDB
(13E)-11a-Hydroxy-9,15-dioxoprost-13-en-1-Oate	HMDB
(13E)-11a-Hydroxy-9,15-dioxoprost-13-en-1-Oic acid	HMDB
(13E)-11alpha-Hydroxy-9,15-dioxoprost-13-en-1-Oate	HMDB
(13E)-11Α-hydroxy-9,15-dioxoprost-13-en-1-Oate	HMDB
(13E)-11Α-hydroxy-9,15-dioxoprost-13-en-1-Oic acid	HMDB
(11a,13E)-11-Hydroxy-9,15-dioxoprost-13-en-1-Oate	HMDB
(11a,13E)-11-Hydroxy-9,15-dioxoprost-13-en-1-Oic acid	HMDB
(11alpha,13E)-11-Hydroxy-9,15-dioxoprost-13-en-1-Oate	HMDB
(11alpha,13E)-11-Hydroxy-9,15-dioxoprost-13-en-1-Oic acid	HMDB
(13E)-11-alpha-Hydroxy-9,15-dioxoprost-13-enoate	HMDB
(13E)-11-alpha-Hydroxy-9,15-dioxoprost-13-enoic acid	HMDB
1-Hydroxy-9,15-dioxo-(11a,13E)-prost-13-en-1-Oate	HMDB
1-Hydroxy-9,15-dioxo-(11a,13E)-prost-13-en-1-Oic acid	HMDB
15-Keto pge1	HMDB
15-Keto-pge	HMDB
15-Keto-pge1	HMDB
15-Keto-pge1-alpha	HMDB
15-Keto-prostaglandin e1	HMDB
15-Ketoprostaglandin e	HMDB
15-Ketoprostaglandin e1	HMDB
15-oxo-PGE1	HMDB
15-Oxoprostaglandin e1	HMDB
3-Hydroxy-5-oxo-2-(3-oxo-1-octenyl)-cyclopentaneheptanoate	HMDB
3-Hydroxy-5-oxo-2-(3-oxo-1-octenyl)-cyclopentaneheptanoic acid	HMDB
9,15-Dioxo-11R-hydroxy-13E-prostaenoate	HMDB
9,15-Dioxo-11R-hydroxy-13E-prostaenoic acid	HMDB
15-Ketoprostaglandin e, (11alpha,13E)-(+-)-isomer	HMDB
15-Ketoprostaglandin e, (5Z,11alpha)-isomer, 2H-labeled	HMDB
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid	Generator

Chemical Formula

C₂₀H₃₂O₅

Average Molecular Weight

352.4651

Monoisotopic Molecular Weight

352.224974134

IUPAC Name

7-[(1R,2R,3R)-3-hydroxy-5-oxo-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]heptanoic acid

Traditional Name

15-keto-PGE1

CAS Registry Number

22973-19-9

SMILES

CCCCCC(=O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O

InChI Identifier

InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,16-17,19,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t16-,17-,19-/m1/s1

InChI Key

VXPBDCBTMSKCKZ-XQHNHVHJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Long-chain fatty acid
Hydroxy fatty acid
Cyclopentanol
Acryloyl-group
Cyclic alcohol
Alpha,beta-unsaturated ketone
Enone
Cyclic ketone
Secondary alcohol
Ketone
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

prostaglandins E (CHEBI:15548 )
Prostaglandins (LMFA03010146 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0001320)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0001320)

Source

Endogenous

Endogenous (HMDB: HMDB0001320)

Animal

Animal (HMDB: HMDB0001320)

Exogenous

Food

Food (HMDB: HMDB0001320)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0001320)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0001320)

Modulator

Immunomodulator (HMDB: HMDB0001320)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0001320)

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	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.051 g/L	ALOGPS
logP	3.37	ALOGPS
logP	4	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.35	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.67 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	97.42 m³·mol⁻¹	ChemAxon
Polarizability	40.82 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	192.335	32859911
AllCCS	[M-H]-	191.682	32859911
DeepCCS	[M+H]+	203.187	30932474
DeepCCS	[M-H]-	200.558	30932474
DeepCCS	[M-2H]-	235.12	30932474
DeepCCS	[M+Na]+	210.348	30932474
AllCCS	[M+H]+	192.3	32859911
AllCCS	[M+H-H2O]+	189.7	32859911
AllCCS	[M+NH4]+	194.8	32859911
AllCCS	[M+Na]+	195.5	32859911
AllCCS	[M-H]-	191.7	32859911
AllCCS	[M+Na-2H]-	192.9	32859911
AllCCS	[M+HCOO]-	194.4	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 √ó 2.1 mm; 1.7 Œºmparticle diameter). Predicted by Afia on May 17, 2022.	8.3 minutes	32390414
Predicted by Siyang on May 30, 2022	14.6727 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.11 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2768.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	245.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	194.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	179.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	355.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	627.9 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	594.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	123.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1378.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	522.1 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	1535.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	361.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	415.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	278.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	237.4 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	17.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid	CCCCCC(=O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O	4419.7	Standard polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid	CCCCCC(=O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O	2640.2	Standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid	CCCCCC(=O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O	2850.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,1TMS,isomer #1	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O	2737.2	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,1TMS,isomer #2	CCCCCC(=O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2786.6	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,1TMS,isomer #3	CCCCCC(=O)/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O	2861.3	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,1TMS,isomer #4	CCCCC=C(/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	3041.1	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,1TMS,isomer #5	CCCCCC(=O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O	2733.8	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,2TMS,isomer #1	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2700.5	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,2TMS,isomer #2	CCCCCC(=O)/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C	2819.6	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,2TMS,isomer #3	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	2954.7	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,2TMS,isomer #4	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O	2775.1	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,2TMS,isomer #5	CCCCCC(=O)/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O	2851.5	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,2TMS,isomer #6	CCCCC=C(/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3013.7	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,2TMS,isomer #7	CCCCCC(=O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2732.9	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,2TMS,isomer #8	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	3077.8	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,2TMS,isomer #9	CCCCC=C(/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	2988.6	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #1	CCCCCC(=O)/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C	2774.8	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #1	CCCCCC(=O)/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C	2864.1	Standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #1	CCCCCC(=O)/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C	3027.6	Standard polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2964.4	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2875.2	Standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3129.8	Standard polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #3	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2767.2	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #3	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	2787.4	Standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #3	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C	3110.2	Standard polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #4	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3038.8	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #4	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2850.9	Standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #4	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3341.9	Standard polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #5	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	3017.2	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #5	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	2769.0	Standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #5	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C	3381.1	Standard polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #6	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	3052.6	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #6	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	2898.2	Standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #6	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	3402.8	Standard polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #7	CCCCC=C(/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2991.0	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #7	CCCCC=C(/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2817.8	Standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TMS,isomer #7	CCCCC=C(/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3492.8	Standard polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,4TMS,isomer #1	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3038.1	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,4TMS,isomer #1	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2926.1	Standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,4TMS,isomer #1	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3061.9	Standard polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,4TMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3038.7	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,4TMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2797.0	Standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,4TMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3134.0	Standard polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,1TBDMS,isomer #1	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O	2954.5	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,1TBDMS,isomer #2	CCCCCC(=O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3057.8	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,1TBDMS,isomer #3	CCCCCC(=O)/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O	3080.5	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,1TBDMS,isomer #4	CCCCC=C(/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3300.1	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,1TBDMS,isomer #5	CCCCCC(=O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O	2959.4	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,2TBDMS,isomer #1	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3195.2	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,2TBDMS,isomer #2	CCCCCC(=O)/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C	3269.7	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,2TBDMS,isomer #3	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3416.6	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,2TBDMS,isomer #4	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O	3241.6	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,2TBDMS,isomer #5	CCCCCC(=O)/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O	3304.2	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,2TBDMS,isomer #6	CCCCC=C(/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3534.7	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,2TBDMS,isomer #7	CCCCCC(=O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3224.0	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,2TBDMS,isomer #8	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3531.9	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,2TBDMS,isomer #9	CCCCC=C(/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3459.2	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #1	CCCCCC(=O)/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C	3468.4	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #1	CCCCCC(=O)/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C	3363.2	Standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #1	CCCCCC(=O)/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C	3273.7	Standard polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3676.3	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3377.8	Standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3337.9	Standard polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #3	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3480.2	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #3	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3204.3	Standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #3	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3305.9	Standard polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #4	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3702.5	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #4	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3325.2	Standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #4	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3520.3	Standard polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #5	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3704.0	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #5	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3121.0	Standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #5	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3555.6	Standard polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #6	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3763.8	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #6	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3384.2	Standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #6	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3554.1	Standard polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #7	CCCCC=C(/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3712.3	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #7	CCCCC=C(/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3188.3	Standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,3TBDMS,isomer #7	CCCCC=C(/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3634.0	Standard polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,4TBDMS,isomer #1	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3893.0	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,4TBDMS,isomer #1	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3511.7	Standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,4TBDMS,isomer #1	CCCCC=C(/C=C/[C@@H]1C(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3333.9	Standard polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,4TBDMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3935.8	Semi standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,4TBDMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3264.0	Standard non polar	33892256
(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid,4TBDMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3363.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a73-4493000000-7afaed84554e2aae2cf3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid GC-MS (2 TMS) - 70eV, Positive	splash10-0006-9232500000-829cb1416e261a7ba8c9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid 10V, Positive-QTOF	splash10-00kr-0029000000-f2f450b9685be184ed1d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid 20V, Positive-QTOF	splash10-000i-3195000000-c23605f4f8d2643eb82d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid 40V, Positive-QTOF	splash10-000i-9210000000-5074a22ffbd739e04ae0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid 10V, Negative-QTOF	splash10-0udi-0019000000-752588d05f0e2fdd0067	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid 20V, Negative-QTOF	splash10-0kar-3179000000-3b28a2981bea2ee1e003	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid 40V, Negative-QTOF	splash10-0a4i-9541000000-f6b425d6e7c9b00d2904	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid 10V, Negative-QTOF	splash10-0f89-0019000000-e0f31367a5bbff89dc21	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid 20V, Negative-QTOF	splash10-00m0-0096000000-a9f7a1c74265de9388d6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid 40V, Negative-QTOF	splash10-000e-9440000000-5c468dddf050f13380e5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid 10V, Positive-QTOF	splash10-014r-0009000000-625cac5f8b03cab5ca64	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid 20V, Positive-QTOF	splash10-014r-6459000000-a9a8193066f0828df6af	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid 40V, Positive-QTOF	splash10-05mo-9300000000-ac7ad302bae51f1c2269	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

FDB022553

KNApSAcK ID

Not Available

Chemspider ID

4444295

KEGG Compound ID

C04654

BioCyc ID

Not Available

BiGG ID

44269

Wikipedia Link

Not Available

METLIN ID

6157

PubChem Compound

5280710

PDB ID

Not Available

ChEBI ID

15548

Food Biomarker Ontology

Not Available

VMH ID

PROSTG1

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Carbonyl reductase [NADPH] 1

General function:: Involved in oxidoreductase activity
Specific function:: NADPH-dependent reductase with broad substrate specificity. Catalyzes the reduction of a wide variety of carbonyl compounds including quinones, prostaglandins, menadione, plus various xenobiotics. Catalyzes the reduction of the antitumor anthracyclines doxorubicin and daunorubicin to the cardiotoxic compounds doxorubicinol and daunorubicinol. Can convert prostaglandin E2 to prostaglandin F2-alpha. Can bind glutathione, which explains its higher affinity for glutathione-conjugated substrates. Catalyzes the reduction of S-nitrosoglutathione.
Gene Name:: CBR1
Uniprot ID:: P16152
Molecular weight:: 30374.73

Showing metabocard for (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid (HMDB0001320)

MOL for HMDB0001320 ((13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid)

3D MOL for HMDB0001320 ((13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid)

3D SDF for HMDB0001320 ((13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid)

3D-SDF for HMDB0001320 ((13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid)

PDB for HMDB0001320 ((13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid)

3D PDB for HMDB0001320 ((13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid)

SMILES for HMDB0001320 ((13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid)

INCHI for HMDB0001320 ((13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid)

Structure for HMDB0001320 ((13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid)

3D Structure for HMDB0001320 ((13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes