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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-16 03:42:07 UTC

Update Date

2022-03-07 03:17:52 UTC

HMDB ID

HMDB0062297

Secondary Accession Numbers

HMDB62297

Metabolite Identification

Common Name

9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid

Description

15-dehydro-prostaglandin D2 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. Thus, 15-dehydro-prostaglandin D2 is considered to be an eicosanoid lipid molecule. 15-dehydro-prostaglandin D2 is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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


  Mrv1652303161704422D          

 32 32  0  0  1  0            999 V2000
    2.0326   -1.7055    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4195   -1.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6348   -1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4633   -2.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3213   -2.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4928   -3.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2775   -3.5323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1203   -3.8294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5910   -0.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3756   -0.0916    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9779    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1494    1.0125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7906    0.4933    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5974    1.6256    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3017    0.8554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2231    1.5393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0099    2.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8169    2.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300    2.7205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9031    1.3480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5950    1.7974    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6176    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4425    0.9463    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6176    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886   -0.7114    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3320   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3320   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7610   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4755    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1899   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9044    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  2  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  1  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  6  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END

HMDB0062297
     RDKit          3D
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid
 55 55  0  0  0  0  0  0  0  0999 V2000
    6.9386    2.8410   -1.5617 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2248    1.6313   -0.7123 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3370    1.6133    0.5045 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8762    1.5791    0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5711    0.3356   -0.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1389    0.2818   -0.9878 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6350    1.0967   -1.8209 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2930   -0.7374   -0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0278   -0.8233   -0.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0828   -1.7825   -0.0563 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5812   -2.7513    0.9058 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6942   -3.2240    0.9915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5113   -3.1201    1.8332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6479   -2.1544    1.5003 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6487   -2.8505    0.8356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0310   -1.0727    0.7005 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9771   -0.3297   -0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9888    0.3024    0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2748    0.0764    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8085   -0.8199   -0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7056   -0.1800   -1.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9201    0.4468   -0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7592    1.5765   -0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4021    1.6533    1.0254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8829    2.6018   -0.3595 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8494    3.7677   -0.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0273    2.7029   -2.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7879    2.9782   -2.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1488    0.7378   -1.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2688    1.7570   -0.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5673    0.7386    1.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5172    2.5342    1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3289    1.4472    1.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5012    2.4973   -0.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8246   -0.5353   -0.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1832    0.2834   -1.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7670   -1.3969    0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -0.1081   -1.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4020   -2.4036   -0.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2296   -3.0580    2.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8305   -4.1500    1.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0170   -1.7596    2.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490   -3.3905    1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5077   -0.3158    1.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2852    0.4543   -0.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2754   -1.0614   -0.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6139    1.0122    1.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9746    0.5837    1.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1218   -1.5570   -0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5129   -1.5336    0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0593    0.6034   -2.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9871   -0.9415   -2.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5303    0.8465   -1.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5565   -0.3351   -0.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1659    3.4118   -0.9086 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  3
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  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
 13 40  1  0
 13 41  1  0
 14 42  1  1
 15 43  1  0
 16 44  1  1
 17 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 25 55  1  0
M  END


  Mrv1652303161704422D          

 32 32  0  0  1  0            999 V2000
    2.0326   -1.7055    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4195   -1.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6348   -1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4633   -2.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3213   -2.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4928   -3.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2775   -3.5323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1203   -3.8294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5910   -0.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3756   -0.0916    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9779    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1494    1.0125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7906    0.4933    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5974    1.6256    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3017    0.8554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2231    1.5393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0099    2.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8169    2.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300    2.7205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9031    1.3480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5950    1.7974    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6176    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4425    0.9463    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6176    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6886   -0.7114    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3320   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3320   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7610   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4755    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1899   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9044    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  2  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  1  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  6  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062297

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(CCCC(O)=O)=C(/[H])C[C@@]1([H])[C@@]([H])(O)CC(=O)[C@]1([H])C([H])=C([H])C(=O)CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O5/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/h4,7,12-13,16-18,22H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t16-,17-,18+/m1/s1

> <INCHI_KEY>
XEQAHADLFLAPQL-RBIQQSKKSA-N

> <FORMULA>
C20H30O5

> <MOLECULAR_WEIGHT>
350.455

> <EXACT_MASS>
350.209324066

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
40.04719905378615

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.27

> <JCHEM_LOGP>
3.636608624999999

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.327542194545465

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.4045530626367215

> <JCHEM_PKA_STRONGEST_BASIC>
-2.919672861073032

> <JCHEM_POLAR_SURFACE_AREA>
91.66999999999999

> <JCHEM_REFRACTIVITY>
98.53769999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.72e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-dehydro-prostaglandin D2

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062297
     RDKit          3D
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid
 55 55  0  0  0  0  0  0  0  0999 V2000
    6.9386    2.8410   -1.5617 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2248    1.6313   -0.7123 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3370    1.6133    0.5045 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8762    1.5791    0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5711    0.3356   -0.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1389    0.2818   -0.9878 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6350    1.0967   -1.8209 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2930   -0.7374   -0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0278   -0.8233   -0.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0828   -1.7825   -0.0563 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5812   -2.7513    0.9058 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6942   -3.2240    0.9915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5113   -3.1201    1.8332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6479   -2.1544    1.5003 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6487   -2.8505    0.8356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0310   -1.0727    0.7005 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9771   -0.3297   -0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9888    0.3024    0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2748    0.0764    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8085   -0.8199   -0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7056   -0.1800   -1.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9201    0.4468   -0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7592    1.5765   -0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4021    1.6533    1.0254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8829    2.6018   -0.3595 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8494    3.7677   -0.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0273    2.7029   -2.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7879    2.9782   -2.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1488    0.7378   -1.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2688    1.7570   -0.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5673    0.7386    1.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5172    2.5342    1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3289    1.4472    1.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5012    2.4973   -0.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8246   -0.5353   -0.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1832    0.2834   -1.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7670   -1.3969    0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -0.1081   -1.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4020   -2.4036   -0.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2296   -3.0580    2.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8305   -4.1500    1.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0170   -1.7596    2.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490   -3.3905    1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5077   -0.3158    1.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2852    0.4543   -0.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2754   -1.0614   -0.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6139    1.0122    1.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9746    0.5837    1.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1218   -1.5570   -0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5129   -1.5336    0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0593    0.6034   -2.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9871   -0.9415   -2.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5303    0.8465   -1.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5565   -0.3351   -0.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1659    3.4118   -0.9086 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  3
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  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
 13 40  1  0
 13 41  1  0
 14 42  1  1
 15 43  1  0
 16 44  1  1
 17 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 25 55  1  0
M  END

HEADER    PROTEIN                                 16-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAR-17         0                                  
HETATM    1  H   UNK     0       3.794  -3.184   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       2.650  -2.153   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.185  -2.629   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.865  -4.135   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.600  -4.611   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.920  -6.118   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.385  -6.594   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.224  -7.148   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.970  -0.647   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0       4.434  -0.171   0.000  0.00  0.00           H+0
HETATM   11  C   UNK     0       1.825   0.384   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.146   1.890   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0       3.342   0.921   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0       1.115   3.034   0.000  0.00  0.00           C+0
HETATM   15  H   UNK     0       0.563   1.597   0.000  0.00  0.00           H+0
HETATM   16  O   UNK     0      -0.416   2.873   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.885   4.368   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.391   4.048   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.536   5.078   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.552   2.516   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0       4.844   3.355   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0       4.886   1.746   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0       6.426   1.766   0.000  0.00  0.00           H+0
HETATM   24  C   UNK     0       4.886   0.206   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0       5.019  -1.328   0.000  0.00  0.00           H+0
HETATM   26  C   UNK     0       6.220  -0.564   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.220  -2.104   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       7.553   0.206   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.887  -0.564   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.221   0.206   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.555  -0.564   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      12.888   0.206   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    2   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14   20                                             
CONECT   13   12                                                            
CONECT   14   12   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   12   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   64    0
END

COMPND    HMDB0062297
HETATM    1  C1  UNL     1       6.939   2.841  -1.562  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.225   1.631  -0.712  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.337   1.613   0.505  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.876   1.579   0.163  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.571   0.336  -0.643  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.139   0.282  -0.988  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.635   1.097  -1.821  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.293  -0.737  -0.348  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.028  -0.823  -0.618  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.083  -1.783  -0.056  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.581  -2.751   0.906  1.00  0.00           C  
HETATM   12  O2  UNL     1       1.694  -3.224   0.992  1.00  0.00           O  
HETATM   13  C11 UNL     1      -0.511  -3.120   1.833  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.648  -2.154   1.500  1.00  0.00           C  
HETATM   15  O3  UNL     1      -2.649  -2.850   0.836  1.00  0.00           O  
HETATM   16  C13 UNL     1      -1.031  -1.073   0.700  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.977  -0.330  -0.231  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.989   0.302   0.590  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.275   0.076   0.457  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.808  -0.820  -0.519  1.00  0.00           C  
HETATM   21  C18 UNL     1      -5.706  -0.180  -1.527  1.00  0.00           C  
HETATM   22  C19 UNL     1      -6.920   0.447  -0.953  1.00  0.00           C  
HETATM   23  C20 UNL     1      -6.759   1.577  -0.047  1.00  0.00           C  
HETATM   24  O4  UNL     1      -7.402   1.653   1.025  1.00  0.00           O  
HETATM   25  O5  UNL     1      -5.883   2.602  -0.359  1.00  0.00           O  
HETATM   26  H1  UNL     1       6.849   3.768  -0.930  1.00  0.00           H  
HETATM   27  H2  UNL     1       6.027   2.703  -2.149  1.00  0.00           H  
HETATM   28  H3  UNL     1       7.788   2.978  -2.293  1.00  0.00           H  
HETATM   29  H4  UNL     1       7.149   0.738  -1.325  1.00  0.00           H  
HETATM   30  H5  UNL     1       8.269   1.757  -0.334  1.00  0.00           H  
HETATM   31  H6  UNL     1       6.567   0.739   1.134  1.00  0.00           H  
HETATM   32  H7  UNL     1       6.517   2.534   1.108  1.00  0.00           H  
HETATM   33  H8  UNL     1       4.329   1.447   1.142  1.00  0.00           H  
HETATM   34  H9  UNL     1       4.501   2.497  -0.299  1.00  0.00           H  
HETATM   35  H10 UNL     1       4.825  -0.535  -0.013  1.00  0.00           H  
HETATM   36  H11 UNL     1       5.183   0.283  -1.568  1.00  0.00           H  
HETATM   37  H12 UNL     1       2.767  -1.397   0.350  1.00  0.00           H  
HETATM   38  H13 UNL     1       0.604  -0.108  -1.341  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.402  -2.404  -0.887  1.00  0.00           H  
HETATM   40  H15 UNL     1      -0.230  -3.058   2.896  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.830  -4.150   1.540  1.00  0.00           H  
HETATM   42  H17 UNL     1      -2.017  -1.760   2.489  1.00  0.00           H  
HETATM   43  H18 UNL     1      -3.149  -3.390   1.519  1.00  0.00           H  
HETATM   44  H19 UNL     1      -0.508  -0.316   1.345  1.00  0.00           H  
HETATM   45  H20 UNL     1      -1.285   0.454  -0.712  1.00  0.00           H  
HETATM   46  H21 UNL     1      -2.275  -1.061  -0.975  1.00  0.00           H  
HETATM   47  H22 UNL     1      -2.614   1.012   1.365  1.00  0.00           H  
HETATM   48  H23 UNL     1      -4.975   0.584   1.164  1.00  0.00           H  
HETATM   49  H24 UNL     1      -4.122  -1.557  -0.990  1.00  0.00           H  
HETATM   50  H25 UNL     1      -5.513  -1.534   0.067  1.00  0.00           H  
HETATM   51  H26 UNL     1      -5.059   0.603  -2.056  1.00  0.00           H  
HETATM   52  H27 UNL     1      -5.987  -0.941  -2.331  1.00  0.00           H  
HETATM   53  H28 UNL     1      -7.530   0.846  -1.837  1.00  0.00           H  
HETATM   54  H29 UNL     1      -7.556  -0.335  -0.435  1.00  0.00           H  
HETATM   55  H30 UNL     1      -6.166   3.412  -0.909  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   12   13
CONECT   13   14   40   41
CONECT   14   15   16   42
CONECT   15   43
CONECT   16   17   44
CONECT   17   18   45   46
CONECT   18   19   19   47
CONECT   19   20   48
CONECT   20   21   49   50
CONECT   21   22   51   52
CONECT   22   23   53   54
CONECT   23   24   24   25
CONECT   25   55
END

HMDB0062297
     RDKit          3D
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid
 55 55  0  0  0  0  0  0  0  0999 V2000
    6.9386    2.8410   -1.5617 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2248    1.6313   -0.7123 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3370    1.6133    0.5045 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8762    1.5791    0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5711    0.3356   -0.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1389    0.2818   -0.9878 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6350    1.0967   -1.8209 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2930   -0.7374   -0.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0278   -0.8233   -0.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0828   -1.7825   -0.0563 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5812   -2.7513    0.9058 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6942   -3.2240    0.9915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5113   -3.1201    1.8332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6479   -2.1544    1.5003 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6487   -2.8505    0.8356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0310   -1.0727    0.7005 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9771   -0.3297   -0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9888    0.3024    0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2748    0.0764    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8085   -0.8199   -0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7056   -0.1800   -1.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9201    0.4468   -0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7592    1.5765   -0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4021    1.6533    1.0254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8829    2.6018   -0.3595 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8494    3.7677   -0.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0273    2.7029   -2.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7879    2.9782   -2.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1488    0.7378   -1.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2688    1.7570   -0.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5673    0.7386    1.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5172    2.5342    1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3289    1.4472    1.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5012    2.4973   -0.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8246   -0.5353   -0.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1832    0.2834   -1.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7670   -1.3969    0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -0.1081   -1.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4020   -2.4036   -0.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2296   -3.0580    2.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8305   -4.1500    1.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0170   -1.7596    2.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490   -3.3905    1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5077   -0.3158    1.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2852    0.4543   -0.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2754   -1.0614   -0.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6139    1.0122    1.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9746    0.5837    1.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1218   -1.5570   -0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5129   -1.5336    0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0593    0.6034   -2.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9871   -0.9415   -2.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5303    0.8465   -1.8372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5565   -0.3351   -0.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1659    3.4118   -0.9086 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  3
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  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
 13 40  1  0
 13 41  1  0
 14 42  1  1
 15 43  1  0
 16 44  1  1
 17 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 25 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5Z,13E)-9alpha-Hydroxy-11,15-dioxoprosta-5,13-dienoate	ChEBI
15-Deoxy-15-oxo-prostaglandin D2	ChEBI
(5Z,13E)-9a-Hydroxy-11,15-dioxoprosta-5,13-dienoate	Generator
(5Z,13E)-9a-Hydroxy-11,15-dioxoprosta-5,13-dienoic acid	Generator
(5Z,13E)-9alpha-Hydroxy-11,15-dioxoprosta-5,13-dienoic acid	Generator
(5Z,13E)-9Α-hydroxy-11,15-dioxoprosta-5,13-dienoate	Generator
(5Z,13E)-9Α-hydroxy-11,15-dioxoprosta-5,13-dienoic acid	Generator
15-dehydro-Prostaglandin D2	KEGG
9S-Hydroxy-11,15-dioxo-5Z,13E-prostadienoate	Generator

Chemical Formula

C₂₀H₃₀O₅

Average Molecular Weight

350.455

Monoisotopic Molecular Weight

350.209324066

IUPAC Name

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

Traditional Name

15-dehydro-prostaglandin D2

CAS Registry Number

Not Available

SMILES

[H]\C(CCCC(O)=O)=C(/[H])C[C@@]1([H])[C@@]([H])(O)CC(=O)[C@]1([H])C([H])=C([H])C(=O)CCCCC

InChI Identifier

InChI=1S/C20H30O5/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/h4,7,12-13,16-18,22H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t16-,17-,18+/m1/s1

InChI Key

XEQAHADLFLAPQL-RBIQQSKKSA-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
Unsaturated fatty acid
Fatty acid
Alpha,beta-unsaturated ketone
Cyclic alcohol
Acryloyl-group
Enone
Secondary alcohol
Cyclic ketone
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organooxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

prostaglandins D (CHEBI:15557 )
Prostaglandins (LMFA03010206 )

Ontology

Not Available

Exogenous (HMDB: HMDB0062297)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.057 g/l	ALOGPS
LogP	3.27	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.27	ALOGPS
logP	3.64	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.4	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	12	ChemAxon
Refractivity	98.54 m³·mol⁻¹	ChemAxon
Polarizability	40.05 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
DeepCCS	[M+H]+	190.994	30932474
DeepCCS	[M-H]-	189.169	30932474
DeepCCS	[M-2H]-	222.413	30932474
DeepCCS	[M+Na]+	196.6	30932474
AllCCS	[M+H]+	191.0	32859911
AllCCS	[M+H-H2O]+	188.3	32859911
AllCCS	[M+NH4]+	193.5	32859911
AllCCS	[M+Na]+	194.2	32859911
AllCCS	[M-H]-	190.6	32859911
AllCCS	[M+Na-2H]-	191.9	32859911
AllCCS	[M+HCOO]-	193.5	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.	7.18 minutes	32390414
Predicted by Siyang on May 30, 2022	14.0213 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.05 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2718.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	233.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	186.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	185.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	237.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	606.0 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	517.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	129.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1319.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	517.1 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	1435.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	367.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	414.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	316.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	226.1 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	8.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid	[H]\C(CCCC(O)=O)=C(/[H])C[C@@]1([H])[C@@]([H])(O)CC(=O)[C@]1([H])C([H])=C([H])C(=O)CCCCC	4407.2	Standard polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid	[H]\C(CCCC(O)=O)=C(/[H])C[C@@]1([H])[C@@]([H])(O)CC(=O)[C@]1([H])C([H])=C([H])C(=O)CCCCC	2542.9	Standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid	[H]\C(CCCC(O)=O)=C(/[H])C[C@@]1([H])[C@@]([H])(O)CC(=O)[C@]1([H])C([H])=C([H])C(=O)CCCCC	2766.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TMS,isomer #1	CCCCCC(=O)C=C[C@H]1C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2810.5	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TMS,isomer #2	CCCCCC(=O)C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	2740.2	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TMS,isomer #3	CCCCCC(=O)C=CC1=C(O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O	2912.7	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TMS,isomer #4	CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O	2738.3	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TMS,isomer #5	CCCCC=C(C=C[C@H]1C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	3093.7	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TMS,isomer #1	CCCCCC(=O)C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2700.9	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TMS,isomer #2	CCCCCC(=O)C=CC1=C(O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2894.8	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TMS,isomer #3	CCCCC=C(C=C[C@H]1C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3024.7	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TMS,isomer #4	CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2740.2	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TMS,isomer #5	CCCCCC(=O)C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	2863.7	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TMS,isomer #6	CCCCC=C(C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2995.7	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TMS,isomer #7	CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	2758.9	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TMS,isomer #8	CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	3094.7	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TMS,isomer #9	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	3007.3	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #1	CCCCCC(=O)C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2836.2	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #1	CCCCCC(=O)C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2810.4	Standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #1	CCCCCC(=O)C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	3015.3	Standard polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #2	CCCCC=C(C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2966.9	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #2	CCCCC=C(C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2868.7	Standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #2	CCCCC=C(C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3062.7	Standard polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #3	CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2761.2	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #3	CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2760.9	Standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #3	CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	3030.8	Standard polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #4	CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3051.0	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #4	CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2848.2	Standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #4	CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3288.2	Standard polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #5	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2966.9	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #5	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2776.7	Standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #5	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3398.3	Standard polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #6	CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	3044.5	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #6	CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2813.2	Standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #6	CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	3327.6	Standard polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #7	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2988.7	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #7	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2742.1	Standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TMS,isomer #7	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	3335.5	Standard polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TMS,isomer #1	CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3009.3	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TMS,isomer #1	CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2861.9	Standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TMS,isomer #1	CCCCC=C(C=CC1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3015.7	Standard polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TMS,isomer #2	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2975.1	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TMS,isomer #2	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2760.3	Standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TMS,isomer #2	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3051.7	Standard polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TBDMS,isomer #1	CCCCCC(=O)C=C[C@H]1C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3062.9	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TBDMS,isomer #2	CCCCCC(=O)C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	2966.9	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TBDMS,isomer #3	CCCCCC(=O)C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O	3146.6	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TBDMS,isomer #4	CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O	3000.9	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,1TBDMS,isomer #5	CCCCC=C(C=C[C@H]1C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3336.9	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TBDMS,isomer #1	CCCCCC(=O)C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3186.2	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TBDMS,isomer #2	CCCCCC(=O)C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3373.5	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TBDMS,isomer #3	CCCCC=C(C=C[C@H]1C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3509.1	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TBDMS,isomer #4	CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3258.6	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TBDMS,isomer #5	CCCCCC(=O)C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	3293.7	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TBDMS,isomer #6	CCCCC=C(C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3447.6	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TBDMS,isomer #7	CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	3247.0	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TBDMS,isomer #8	CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3535.2	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,2TBDMS,isomer #9	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3465.1	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #1	CCCCCC(=O)C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3499.4	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #1	CCCCCC(=O)C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3312.6	Standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #1	CCCCCC(=O)C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3210.7	Standard polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #2	CCCCC=C(C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3661.4	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #2	CCCCC=C(C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3381.1	Standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #2	CCCCC=C(C=C[C@H]1C(=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3239.8	Standard polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #3	CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3473.4	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #3	CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3197.3	Standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #3	CCCCCC(=O)C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3214.6	Standard polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #4	CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3752.6	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #4	CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3346.0	Standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #4	CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3430.1	Standard polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #5	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3694.4	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #5	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3179.8	Standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #5	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3510.8	Standard polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #6	CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3668.7	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #6	CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3278.9	Standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #6	CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3470.9	Standard polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #7	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3667.5	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #7	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3122.3	Standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,3TBDMS,isomer #7	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3485.1	Standard polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TBDMS,isomer #1	CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3871.6	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TBDMS,isomer #1	CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3460.9	Standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TBDMS,isomer #1	CCCCC=C(C=CC1=C(O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3261.3	Standard polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TBDMS,isomer #2	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3869.2	Semi standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TBDMS,isomer #2	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3264.2	Standard non polar	33892256
9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid,4TBDMS,isomer #2	CCCCC=C(C=C[C@H]1C(O[Si](C)(C)C(C)(C)C)=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3279.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ap3-6194000000-692e3f55f725086328c5	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid GC-MS (2 TMS) - 70eV, Positive	splash10-0072-9116700000-a7414a634aed59a617f6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic 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 - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 10V, Positive-QTOF	splash10-00lr-0029000000-c108192bee06d9f45517	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 20V, Positive-QTOF	splash10-067i-2195000000-e2f6d31cc915ea47bc76	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 40V, Positive-QTOF	splash10-000i-9320000000-cf7cb9f4ff488a220e19	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 10V, Negative-QTOF	splash10-0002-0019000000-3ef3528ac5a012ba1cf7	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 20V, Negative-QTOF	splash10-001j-3179000000-c1664329895eaa047d52	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 40V, Negative-QTOF	splash10-0a4i-9442000000-a51cbc13ffff3a3bebcf	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 10V, Negative-QTOF	splash10-001i-0009000000-8aeabb2208178be57ea5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 20V, Negative-QTOF	splash10-001j-0098000000-ce118083415d8f86df33	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 40V, Negative-QTOF	splash10-052r-5940000000-a8897005f7039527670e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 10V, Positive-QTOF	splash10-0159-0039000000-51d3f530d9493cecddb4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 20V, Positive-QTOF	splash10-014r-5296000000-645838cdbd7f470c94c1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid 40V, Positive-QTOF	splash10-05mo-9300000000-9958abb1599b24a7052b	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C04758

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280727

PDB ID

Not Available

ChEBI ID

15557

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid (HMDB0062297)

MOL for HMDB0062297 (9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid)

3D MOL for HMDB0062297 (9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid)

3D SDF for HMDB0062297 (9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid)

3D-SDF for HMDB0062297 (9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid)

PDB for HMDB0062297 (9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid)

3D PDB for HMDB0062297 (9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid)

SMILES for HMDB0062297 (9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid)

INCHI for HMDB0062297 (9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid)

Structure for HMDB0062297 (9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid)

3D Structure for HMDB0062297 (9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra