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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-09 20:54:09 UTC

Update Date

2022-03-07 03:17:38 UTC

HMDB ID

HMDB0060095

Secondary Accession Numbers

HMDB60095

Metabolite Identification

Common Name

Prostaglandin-c2

Description

Prostaglandin-c2, also known as PGC2, 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, prostaglandin-C2 is considered to be an eicosanoid lipid molecule. Prostaglandin-c2 is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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

HMDB0060095
     RDKit          3D
Prostaglandin-c2
 54 54  0  0  0  0  0  0  0  0999 V2000
   -7.0393    1.1053    0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0565    1.0769   -0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9446   -0.3463   -1.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4665   -1.2680    0.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1115   -0.9003    0.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0869   -0.9334   -0.4985 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0627   -2.2393   -1.0168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7295   -0.5901   -0.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4130    0.6598    0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0865    1.0887    0.6539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3144    2.3237    0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7114    2.3636    1.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9265    0.9661    1.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6994    0.5675    2.5990 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9987    0.1486    0.9757 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7700   -0.2494   -0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8139   -1.1815    0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0979   -0.9693   -0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6349    0.2339   -0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4395   -0.1765   -1.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5928   -1.0633   -1.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6268   -0.5316   -0.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5923   -1.3279   -0.4315 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6975    0.7083   -0.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5871    2.0728    0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5175    1.0401    1.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7259    0.2352    0.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4092    1.7141   -1.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0772    1.4769   -0.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9866   -0.6589   -1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3187   -0.4466   -1.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4020   -2.2958   -0.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2032   -1.2957    0.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1820    0.0787    1.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8654   -1.6416    1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3883   -0.2290   -1.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3256   -2.8538   -0.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0215   -1.3694    0.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1575    1.4192   -0.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2895    3.2016    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8670    3.1049    2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4104    2.6378    0.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6485   -0.7589    1.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0716    0.6824   -0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0608   -0.7311   -1.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4922   -2.1330    0.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8072   -1.7504    0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4012    0.6968    0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9088    0.9894   -0.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7329   -0.7520   -2.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7769    0.6805   -2.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0857   -1.2883   -2.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2776   -2.0768   -1.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9975    0.7854    0.8265 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  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 15 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  6
  7 37  1  0
  8 38  1  0
  9 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 15 43  1  1
 16 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
M  END


  Mrv0541 05091313542D          

 24 24  0  0  0  0            999 V2000
   -3.6429    0.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9285    0.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2140    0.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6232   -0.9273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2363   -1.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4995    0.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8385   -1.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0209   -1.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7851    0.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6670   -1.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1924   -0.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7851   -0.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4525   -2.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0706   -0.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1976   -3.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7851   -1.7593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0706    0.3032    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1176   -2.2442    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3726   -3.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9770   -0.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6439    0.7157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1124   -3.6962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1486    0.6445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5901   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 14 12  2  0  0  0  0
 15 13  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17  9  1  0  0  0  0
 17 14  1  0  0  0  0
 18 10  1  1  0  0  0
 18 16  1  0  0  0  0
 19 15  1  0  0  0  0
 19 18  1  0  0  0  0
 20 11  1  0  0  0  0
 17 21  1  6  0  0  0
 22 19  2  0  0  0  0
 23 20  2  0  0  0  0
 24 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060095

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[C@H](O)\C=C\C1=CCC(=O)[C@@H]1C\C=C/CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12-14,17-18,21H,2-3,5-6,8-11,15H2,1H3,(H,23,24)/b7-4-,14-12+/t17-,18+/m0/s1

> <INCHI_KEY>
CMBOTAQMTNMTBD-KLASNZEFSA-N

> <FORMULA>
C20H30O4

> <MOLECULAR_WEIGHT>
334.4498

> <EXACT_MASS>
334.214409448

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
39.60023180643209

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z)-7-[(1R)-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-2-en-1-yl]hept-5-enoic acid

> <ALOGPS_LOGP>
4.18

> <JCHEM_LOGP>
3.972547992666666

> <ALOGPS_LOGS>
-4.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.308546879109006

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.3278351816806016

> <JCHEM_PKA_STRONGEST_BASIC>
-1.587586676132732

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
98.84659999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.50e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
prostaglandin C2

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060095
     RDKit          3D
Prostaglandin-c2
 54 54  0  0  0  0  0  0  0  0999 V2000
   -7.0393    1.1053    0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0565    1.0769   -0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9446   -0.3463   -1.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4665   -1.2680    0.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1115   -0.9003    0.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0869   -0.9334   -0.4985 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0627   -2.2393   -1.0168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7295   -0.5901   -0.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4130    0.6598    0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0865    1.0887    0.6539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3144    2.3237    0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7114    2.3636    1.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9265    0.9661    1.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6994    0.5675    2.5990 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9987    0.1486    0.9757 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7700   -0.2494   -0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8139   -1.1815    0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0979   -0.9693   -0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6349    0.2339   -0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4395   -0.1765   -1.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5928   -1.0633   -1.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6268   -0.5316   -0.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5923   -1.3279   -0.4315 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6975    0.7083   -0.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5871    2.0728    0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5175    1.0401    1.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7259    0.2352    0.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4092    1.7141   -1.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0772    1.4769   -0.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9866   -0.6589   -1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3187   -0.4466   -1.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4020   -2.2958   -0.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2032   -1.2957    0.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1820    0.0787    1.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8654   -1.6416    1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3883   -0.2290   -1.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3256   -2.8538   -0.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0215   -1.3694    0.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1575    1.4192   -0.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2895    3.2016    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8670    3.1049    2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4104    2.6378    0.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6485   -0.7589    1.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0716    0.6824   -0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0608   -0.7311   -1.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4922   -2.1330    0.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8072   -1.7504    0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4012    0.6968    0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9088    0.9894   -0.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7329   -0.7520   -2.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7769    0.6805   -2.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0857   -1.2883   -2.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2776   -2.0768   -1.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9975    0.7854    0.8265 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  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 15 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  6
  7 37  1  0
  8 38  1  0
  9 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 15 43  1  1
 16 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
M  END

HEADER    PROTEIN                                 09-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-MAY-13         0                                  
HETATM    1  C   UNK     0      -6.800   1.336   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.467   0.566   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.133   1.336   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.030  -1.731   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.174  -2.762   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.799   0.566   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.565  -2.207   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.639  -2.286   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.466   1.336   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.245  -3.713   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.959  -0.779   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.466  -1.744   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.711  -4.189   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.132  -0.974   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.236  -5.654   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.466  -3.284   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.132   0.566   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.220  -4.189   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.696  -5.654   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.424  -0.303   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.202   1.336   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.210  -6.900   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       7.744   1.203   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       8.568  -1.334   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    6                                                       
CONECT    4    5    7                                                       
CONECT    5    4    8                                                       
CONECT    6    3    9                                                       
CONECT    7    4   10                                                       
CONECT    8    5   11                                                       
CONECT    9    6   17                                                       
CONECT   10    7   18                                                       
CONECT   11    8   20                                                       
CONECT   12   14   16                                                       
CONECT   13   15   16                                                       
CONECT   14   12   17                                                       
CONECT   15   13   19                                                       
CONECT   16   12   13   18                                                  
CONECT   17    9   14   21                                                  
CONECT   18   10   16   19                                                  
CONECT   19   15   18   22                                                  
CONECT   20   11   23   24                                                  
CONECT   21   17                                                            
CONECT   22   19                                                            
CONECT   23   20                                                            
CONECT   24   20                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

COMPND    HMDB0060095
HETATM    1  C1  UNL     1      -7.039   1.105   0.634  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.056   1.077  -0.510  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.945  -0.346  -1.012  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.467  -1.268   0.062  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.111  -0.900   0.606  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.087  -0.933  -0.499  1.00  0.00           C  
HETATM    7  O1  UNL     1      -3.063  -2.239  -1.017  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.729  -0.590  -0.008  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.413   0.660   0.170  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.086   1.089   0.654  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.314   2.324   0.860  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.711   2.364   1.348  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.927   0.966   1.773  1.00  0.00           C  
HETATM   14  O2  UNL     1       2.699   0.567   2.599  1.00  0.00           O  
HETATM   15  C13 UNL     1       0.999   0.149   0.976  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.770  -0.249  -0.302  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.814  -1.181   0.157  1.00  0.00           C  
HETATM   18  C16 UNL     1       4.098  -0.969  -0.001  1.00  0.00           C  
HETATM   19  C17 UNL     1       4.635   0.234  -0.659  1.00  0.00           C  
HETATM   20  C18 UNL     1       5.440  -0.177  -1.879  1.00  0.00           C  
HETATM   21  C19 UNL     1       6.593  -1.063  -1.590  1.00  0.00           C  
HETATM   22  C20 UNL     1       7.627  -0.532  -0.707  1.00  0.00           C  
HETATM   23  O3  UNL     1       8.592  -1.328  -0.431  1.00  0.00           O  
HETATM   24  O4  UNL     1       7.697   0.708  -0.138  1.00  0.00           O  
HETATM   25  H1  UNL     1      -7.587   2.073   0.591  1.00  0.00           H  
HETATM   26  H2  UNL     1      -6.517   1.040   1.622  1.00  0.00           H  
HETATM   27  H3  UNL     1      -7.726   0.235   0.521  1.00  0.00           H  
HETATM   28  H4  UNL     1      -6.409   1.714  -1.320  1.00  0.00           H  
HETATM   29  H5  UNL     1      -5.077   1.477  -0.175  1.00  0.00           H  
HETATM   30  H6  UNL     1      -6.987  -0.659  -1.270  1.00  0.00           H  
HETATM   31  H7  UNL     1      -5.319  -0.447  -1.906  1.00  0.00           H  
HETATM   32  H8  UNL     1      -5.402  -2.296  -0.350  1.00  0.00           H  
HETATM   33  H9  UNL     1      -6.203  -1.296   0.893  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.182   0.079   1.094  1.00  0.00           H  
HETATM   35  H11 UNL     1      -3.865  -1.642   1.399  1.00  0.00           H  
HETATM   36  H12 UNL     1      -3.388  -0.229  -1.293  1.00  0.00           H  
HETATM   37  H13 UNL     1      -3.326  -2.854  -0.283  1.00  0.00           H  
HETATM   38  H14 UNL     1      -1.021  -1.369   0.196  1.00  0.00           H  
HETATM   39  H15 UNL     1      -2.158   1.419  -0.048  1.00  0.00           H  
HETATM   40  H16 UNL     1      -0.290   3.202   0.697  1.00  0.00           H  
HETATM   41  H17 UNL     1       1.867   3.105   2.155  1.00  0.00           H  
HETATM   42  H18 UNL     1       2.410   2.638   0.511  1.00  0.00           H  
HETATM   43  H19 UNL     1       0.648  -0.759   1.504  1.00  0.00           H  
HETATM   44  H20 UNL     1       2.072   0.682  -0.743  1.00  0.00           H  
HETATM   45  H21 UNL     1       1.061  -0.731  -1.021  1.00  0.00           H  
HETATM   46  H22 UNL     1       2.492  -2.133   0.674  1.00  0.00           H  
HETATM   47  H23 UNL     1       4.807  -1.750   0.390  1.00  0.00           H  
HETATM   48  H24 UNL     1       5.401   0.697   0.046  1.00  0.00           H  
HETATM   49  H25 UNL     1       3.909   0.989  -0.896  1.00  0.00           H  
HETATM   50  H26 UNL     1       4.733  -0.752  -2.526  1.00  0.00           H  
HETATM   51  H27 UNL     1       5.777   0.680  -2.477  1.00  0.00           H  
HETATM   52  H28 UNL     1       7.086  -1.288  -2.573  1.00  0.00           H  
HETATM   53  H29 UNL     1       6.278  -2.077  -1.206  1.00  0.00           H  
HETATM   54  H30 UNL     1       7.998   0.785   0.826  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7    8   36
CONECT    7   37
CONECT    8    9    9   38
CONECT    9   10   39
CONECT   10   11   11   15
CONECT   11   12   40
CONECT   12   13   41   42
CONECT   13   14   14   15
CONECT   15   16   43
CONECT   16   17   44   45
CONECT   17   18   18   46
CONECT   18   19   47
CONECT   19   20   48   49
CONECT   20   21   50   51
CONECT   21   22   52   53
CONECT   22   23   23   24
CONECT   24   54
END

HMDB0060095
     RDKit          3D
Prostaglandin-c2
 54 54  0  0  0  0  0  0  0  0999 V2000
   -7.0393    1.1053    0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0565    1.0769   -0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9446   -0.3463   -1.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4665   -1.2680    0.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1115   -0.9003    0.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0869   -0.9334   -0.4985 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0627   -2.2393   -1.0168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7295   -0.5901   -0.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4130    0.6598    0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0865    1.0887    0.6539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3144    2.3237    0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7114    2.3636    1.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9265    0.9661    1.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6994    0.5675    2.5990 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9987    0.1486    0.9757 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7700   -0.2494   -0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8139   -1.1815    0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0979   -0.9693   -0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6349    0.2339   -0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4395   -0.1765   -1.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5928   -1.0633   -1.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6268   -0.5316   -0.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5923   -1.3279   -0.4315 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6975    0.7083   -0.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5871    2.0728    0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5175    1.0401    1.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7259    0.2352    0.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4092    1.7141   -1.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0772    1.4769   -0.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9866   -0.6589   -1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3187   -0.4466   -1.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4020   -2.2958   -0.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2032   -1.2957    0.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1820    0.0787    1.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8654   -1.6416    1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3883   -0.2290   -1.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3256   -2.8538   -0.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0215   -1.3694    0.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1575    1.4192   -0.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2895    3.2016    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8670    3.1049    2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4104    2.6378    0.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6485   -0.7589    1.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0716    0.6824   -0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0608   -0.7311   -1.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4922   -2.1330    0.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8072   -1.7504    0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4012    0.6968    0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9088    0.9894   -0.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7329   -0.7520   -2.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7769    0.6805   -2.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0857   -1.2883   -2.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2776   -2.0768   -1.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9975    0.7854    0.8265 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  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 15 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  6
  7 37  1  0
  8 38  1  0
  9 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 15 43  1  1
 16 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
PGC2	ChEBI

Chemical Formula

C₂₀H₃₀O₄

Average Molecular Weight

334.4498

Monoisotopic Molecular Weight

334.214409448

IUPAC Name

(5Z)-7-[(1R)-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-2-en-1-yl]hept-5-enoic acid

Traditional Name

prostaglandin C2

CAS Registry Number

Not Available

SMILES

CCCCC[C@H](O)\C=C\C1=CCC(=O)[C@@H]1C\C=C/CCCC(O)=O

InChI Identifier

InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12-14,17-18,21H,2-3,5-6,8-11,15H2,1H3,(H,23,24)/b7-4-,14-12+/t17-,18+/m0/s1

InChI Key

CMBOTAQMTNMTBD-KLASNZEFSA-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
Fatty acid
Unsaturated fatty acid
Ketone
Cyclic ketone
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

prostaglandins C (CHEBI:27555 )
Prostaglandins (C05955 )
Prostaglandins (LMFA03010133 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060095)

Source

Exogenous

Exogenous (HMDB: HMDB0060095)

Process

Naturally occurring process

Biological process

Biochemical pathway

Disease pathway

Leukotriene C4 Synthesis Deficiency (PathBank: SMP0120510)

Metabolic pathway

Arachidonic Acid Metabolism (PathBank: SMP0087315)

Drug action pathway

Piroxicam Action Pathway (PathBank: SMP0000077)
Acetylsalicylic Acid Action Pathway (PathBank: SMP0000083)
Etodolac Action Pathway (PathBank: SMP0000084)
Ketoprofen Action Pathway (PathBank: SMP0000085)
Ibuprofen Action Pathway (PathBank: SMP0000086)
Rofecoxib Action Pathway (PathBank: SMP0000087)
Diclofenac Action Pathway (PathBank: SMP0000093)
Sulindac Action Pathway (PathBank: SMP0000094)
Celecoxib Action Pathway (PathBank: SMP0000096)
Ketorolac Action Pathway (PathBank: SMP0000098)
Suprofen Action Pathway (PathBank: SMP0000101)
Bromfenac Action Pathway (PathBank: SMP0000102)
Indomethacin Action Pathway (PathBank: SMP0000104)
Mefenamic Acid Action Pathway (PathBank: SMP0000109)
Oxaprozin Action Pathway (PathBank: SMP0000113)
Nabumetone Action Pathway (PathBank: SMP0000114)
Naproxen Action Pathway (PathBank: SMP0000120)
Diflunisal Action Pathway (PathBank: SMP0000289)
Meloxicam Action Pathway (PathBank: SMP0000106)
Valdecoxib Action Pathway (PathBank: SMP0000116)
Antipyrine Action Pathway (PathBank: SMP0000692)
Antrafenine Action Pathway (PathBank: SMP0000693)
Carprofen Action Pathway (PathBank: SMP0000694)
Etoricoxib Action Pathway (PathBank: SMP0000695)
Fenoprofen Action Pathway (PathBank: SMP0000696)
Flurbiprofen Action Pathway (PathBank: SMP0000697)
Magnesium salicylate Action Pathway (PathBank: SMP0000698)
Lumiracoxib Action Pathway (PathBank: SMP0000699)
Lornoxicam Action Pathway (PathBank: SMP0000700)
Phenylbutazone Action Pathway (PathBank: SMP0000701)
Nepafenac Action Pathway (PathBank: SMP0000702)
Trisalicylate-choline Action Pathway (PathBank: SMP0000703)
Tolmetin Action Pathway (PathBank: SMP0000704)
Tiaprofenic Acid Action Pathway (PathBank: SMP0000705)
Tenoxicam Action Pathway (PathBank: SMP0000706)
Salsalate Action Pathway (PathBank: SMP0000707)
Salicylate-sodium Action Pathway (PathBank: SMP0000708)
Salicylic Acid Action Pathway (PathBank: SMP0000709)
Acetaminophen Action Pathway (PathBank: SMP0000710)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.025 g/L	ALOGPS
logP	4.18	ALOGPS
logP	3.97	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	4.33	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	98.85 m³·mol⁻¹	ChemAxon
Polarizability	39.6 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
DarkChem	[M+H]+	185.867	31661259
DarkChem	[M-H]-	182.043	31661259
DeepCCS	[M+H]+	192.539	30932474
DeepCCS	[M-H]-	190.049	30932474
DeepCCS	[M-2H]-	224.472	30932474
DeepCCS	[M+Na]+	199.7	30932474
AllCCS	[M+H]+	188.1	32859911
AllCCS	[M+H-H2O]+	185.3	32859911
AllCCS	[M+NH4]+	190.7	32859911
AllCCS	[M+Na]+	191.4	32859911
AllCCS	[M-H]-	188.0	32859911
AllCCS	[M+Na-2H]-	189.3	32859911
AllCCS	[M+HCOO]-	190.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.44 minutes	32390414
Predicted by Siyang on May 30, 2022	15.9238 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.88 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2784.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	288.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	189.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	190.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	330.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	673.8 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	516.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	114.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1550.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	542.0 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	1504.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	465.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	424.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	326.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	302.2 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	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prostaglandin-c2	CCCCC[C@H](O)\C=C\C1=CCC(=O)[C@@H]1C\C=C/CCCC(O)=O	4353.1	Standard polar	33892256
Prostaglandin-c2	CCCCC[C@H](O)\C=C\C1=CCC(=O)[C@@H]1C\C=C/CCCC(O)=O	2671.9	Standard non polar	33892256
Prostaglandin-c2	CCCCC[C@H](O)\C=C\C1=CCC(=O)[C@@H]1C\C=C/CCCC(O)=O	2770.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prostaglandin-c2,1TMS,isomer #1	CCCCC[C@@H](/C=C/C1=CCC(=O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2853.1	Semi standard non polar	33892256
Prostaglandin-c2,1TMS,isomer #2	CCCCC[C@H](O)/C=C/C1=CCC(=O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2792.0	Semi standard non polar	33892256
Prostaglandin-c2,1TMS,isomer #3	CCCCC[C@H](O)/C=C/C1=CCC(O[Si](C)(C)C)=C1C/C=C\CCCC(=O)O	2853.8	Semi standard non polar	33892256
Prostaglandin-c2,1TMS,isomer #4	CCCCC[C@H](O)/C=C/C1=CC=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	2808.7	Semi standard non polar	33892256
Prostaglandin-c2,2TMS,isomer #1	CCCCC[C@@H](/C=C/C1=CCC(=O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2817.1	Semi standard non polar	33892256
Prostaglandin-c2,2TMS,isomer #2	CCCCC[C@@H](/C=C/C1=CCC(O[Si](C)(C)C)=C1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2871.8	Semi standard non polar	33892256
Prostaglandin-c2,2TMS,isomer #3	CCCCC[C@@H](/C=C/C1=CC=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2860.4	Semi standard non polar	33892256
Prostaglandin-c2,2TMS,isomer #4	CCCCC[C@H](O)/C=C/C1=CCC(O[Si](C)(C)C)=C1C/C=C\CCCC(=O)O[Si](C)(C)C	2821.3	Semi standard non polar	33892256
Prostaglandin-c2,2TMS,isomer #5	CCCCC[C@H](O)/C=C/C1=CC=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2807.4	Semi standard non polar	33892256
Prostaglandin-c2,3TMS,isomer #1	CCCCC[C@@H](/C=C/C1=CCC(O[Si](C)(C)C)=C1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2865.0	Semi standard non polar	33892256
Prostaglandin-c2,3TMS,isomer #1	CCCCC[C@@H](/C=C/C1=CCC(O[Si](C)(C)C)=C1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2743.8	Standard non polar	33892256
Prostaglandin-c2,3TMS,isomer #1	CCCCC[C@@H](/C=C/C1=CCC(O[Si](C)(C)C)=C1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3115.3	Standard polar	33892256
Prostaglandin-c2,3TMS,isomer #2	CCCCC[C@@H](/C=C/C1=CC=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2845.7	Semi standard non polar	33892256
Prostaglandin-c2,3TMS,isomer #2	CCCCC[C@@H](/C=C/C1=CC=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2704.0	Standard non polar	33892256
Prostaglandin-c2,3TMS,isomer #2	CCCCC[C@@H](/C=C/C1=CC=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3209.7	Standard polar	33892256
Prostaglandin-c2,1TBDMS,isomer #1	CCCCC[C@@H](/C=C/C1=CCC(=O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3076.8	Semi standard non polar	33892256
Prostaglandin-c2,1TBDMS,isomer #2	CCCCC[C@H](O)/C=C/C1=CCC(=O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3033.1	Semi standard non polar	33892256
Prostaglandin-c2,1TBDMS,isomer #3	CCCCC[C@H](O)/C=C/C1=CCC(O[Si](C)(C)C(C)(C)C)=C1C/C=C\CCCC(=O)O	3111.7	Semi standard non polar	33892256
Prostaglandin-c2,1TBDMS,isomer #4	CCCCC[C@H](O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	3060.6	Semi standard non polar	33892256
Prostaglandin-c2,2TBDMS,isomer #1	CCCCC[C@@H](/C=C/C1=CCC(=O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3301.7	Semi standard non polar	33892256
Prostaglandin-c2,2TBDMS,isomer #2	CCCCC[C@@H](/C=C/C1=CCC(O[Si](C)(C)C(C)(C)C)=C1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3366.9	Semi standard non polar	33892256
Prostaglandin-c2,2TBDMS,isomer #3	CCCCC[C@@H](/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3316.3	Semi standard non polar	33892256
Prostaglandin-c2,2TBDMS,isomer #4	CCCCC[C@H](O)/C=C/C1=CCC(O[Si](C)(C)C(C)(C)C)=C1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3338.8	Semi standard non polar	33892256
Prostaglandin-c2,2TBDMS,isomer #5	CCCCC[C@H](O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3297.0	Semi standard non polar	33892256
Prostaglandin-c2,3TBDMS,isomer #1	CCCCC[C@@H](/C=C/C1=CCC(O[Si](C)(C)C(C)(C)C)=C1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3600.0	Semi standard non polar	33892256
Prostaglandin-c2,3TBDMS,isomer #1	CCCCC[C@@H](/C=C/C1=CCC(O[Si](C)(C)C(C)(C)C)=C1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3273.0	Standard non polar	33892256
Prostaglandin-c2,3TBDMS,isomer #1	CCCCC[C@@H](/C=C/C1=CCC(O[Si](C)(C)C(C)(C)C)=C1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3290.7	Standard polar	33892256
Prostaglandin-c2,3TBDMS,isomer #2	CCCCC[C@@H](/C=C/C1=CC=C(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	3575.8	Semi standard non polar	33892256
Prostaglandin-c2,3TBDMS,isomer #2	CCCCC[C@@H](/C=C/C1=CC=C(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	3121.3	Standard non polar	33892256
Prostaglandin-c2,3TBDMS,isomer #2	CCCCC[C@@H](/C=C/C1=CC=C(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	3380.3	Standard polar	33892256

Spectra

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Arachidonic Acid Metabolism
Leukotriene C4 Synthesis Deficiency		Not Available
Piroxicam Action Pathway		Not Available
Acetylsalicylic Acid Action Pathway		Not Available
Etodolac Action Pathway		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C05955

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280882

PDB ID

Not Available

ChEBI ID

27555

Food Biomarker Ontology

Not Available

VMH ID

HC02207

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]
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 Prostaglandin-c2 (HMDB0060095)

MOL for HMDB0060095 (Prostaglandin-c2)

3D MOL for HMDB0060095 (Prostaglandin-c2)

3D SDF for HMDB0060095 (Prostaglandin-c2)

3D-SDF for HMDB0060095 (Prostaglandin-c2)

PDB for HMDB0060095 (Prostaglandin-c2)

3D PDB for HMDB0060095 (Prostaglandin-c2)

SMILES for HMDB0060095 (Prostaglandin-c2)

INCHI for HMDB0060095 (Prostaglandin-c2)

Structure for HMDB0060095 (Prostaglandin-c2)

3D Structure for HMDB0060095 (Prostaglandin-c2)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized