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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:38 UTC

Update Date

2022-03-07 02:49:18 UTC

HMDB ID

HMDB0003175

Secondary Accession Numbers

HMDB03175

Metabolite Identification

Common Name

15-Keto-prostaglandin E2

Description

15-keto-PGE2 is one of the prostaglandin E2 metabolites. (PMID 7190512 ). It is a degradation product produced by 15-hydroxy prostaglandin dehydrogenase (PGDH or 15-PGDH). Dinoprostone is a naturally occurring prostaglandin E2 (PGE2) and the most common and most biologically active of the mammalian prostaglandins. It has important effects in labour and also stimulates osteoblasts to release factors which stimulate bone resorption by osteoclasts (a type of bone cell that removes bone tissue by removing the bone's mineralized matrix). PGE2 has been shown to increase vasodilation and cAMP production, to enhance the effects of bradykinin and histamine, to induce uterine contractions and to activate platelet aggregation. PGE2 is also responsible for maintaining the open passageway of the fetal ductus arteriosus; decreasing T-cell proliferation and lymphocyte migration and activating the secretion of IL-1alpha and IL-2. PGE2 exhibits both pro- and anti-inflammatory effects, particularly on dendritic cells (DC). Depending on the nature of maturation signals, PGE2 has different and sometimes opposite effects on DC biology. PGE2 exerts an inhibitory action, reducing the maturation of DC and their ability to present antigen. PGE2 has also been shown to stimulate DC and promote IL-12 production when given in combination with TNF-alpha. PGE2 is an environmentally bioactive substance. Its action is prolonged and sustained by other factors especially IL-10. It modulates the activities of professional DC by acting on their differentiation, maturation and their ability to secrete cytokines. PGE2 is a potent inducer of IL-10 in bone marrow-derived DC (BM-DC), and PGE2-induced IL-10 is a key regulator of the BM-DC pro-inflammatory phenotype. (PMID: 16978535 ). Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.

Structure

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

HMDB0003175
     RDKit          3D
15-Keto-prostaglandin E2
 55 55  0  0  0  0  0  0  0  0999 V2000
   -6.9304    0.4114    0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5383   -0.1701    1.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0967   -0.1572    1.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1776   -0.9376    1.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0774   -0.6074   -0.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0385   -1.5414   -1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3466   -2.7517   -1.1245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7413   -1.0844   -1.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3018    0.1480   -1.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0807    0.4426   -1.8009 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0871    1.5170   -2.8580 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0204    0.9218   -4.1345 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3906    2.2628   -2.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0056    1.7234   -1.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1635    1.8701   -1.1148 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9422    0.9949   -0.7206 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5239   -0.1505    0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3508    0.4686    1.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6262    0.2292    1.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3525   -0.6964    0.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9175   -1.7916    1.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8370   -1.2478    2.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9706   -0.5726    1.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8676   -1.2986    1.2261 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0299    0.8052    1.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2224   -0.3341   -0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8354    1.1063    0.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1134    1.0290   -0.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1605    0.3274    2.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0023   -0.5691    2.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7843    0.9237    1.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5176   -2.0241    1.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8408    0.4415   -0.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0302   -0.8382   -1.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5758   -0.4748   -2.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8016    2.1596   -2.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8716    1.0477   -4.5353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0282    2.1217   -3.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1623    3.3392   -2.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4310    1.7231   -0.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5783   -0.5923    0.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9695   -0.8349   -0.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8460    1.1858    1.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2209    0.7270    2.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2855   -0.1939    0.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8163   -1.2310   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4617   -2.5392    0.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0236   -2.2740    1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2184   -2.1286    3.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3815   -0.5730    3.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2718    1.2432    0.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
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 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
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 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
 11 40  1  1
 12 41  1  0
 13 42  1  0
 13 43  1  0
 16 44  1  1
 17 45  1  0
 17 46  1  0
 18 47  1  0
 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

  Mrv0541 02231219392D          

 25 25  0  0  1  0            999 V2000
   26.0602  -16.8624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6745  -14.2287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2329  -15.5877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6081  -14.1574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7107  -18.5694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7516  -12.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0370  -13.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8021  -16.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7516  -12.0949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6306  -15.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0370  -14.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5868  -16.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1560  -16.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4660  -11.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2755  -17.1174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.6081  -16.6324    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.9407  -17.1174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.0206  -17.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8460  -15.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3226  -14.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7583  -17.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5430  -17.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6081  -15.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3226  -15.3949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1956  -17.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15  1  1  6  0  0  0
  2 19  1  0  0  0  0
  3 19  2  0  0  0  0
  4 20  2  0  0  0  0
  5 25  2  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  7 11  1  0  0  0  0
  8 10  1  0  0  0  0
  8 12  1  0  0  0  0
  9 14  1  0  0  0  0
 10 19  1  0  0  0  0
 11 20  1  0  0  0  0
 12 21  1  0  0  0  0
 17 13  1  6  0  0  0
 13 22  1  0  0  0  0
 15 16  1  0  0  0  0
 15 18  1  0  0  0  0
 16 17  1  0  0  0  0
 16 23  1  1  0  0  0
 17 25  1  0  0  0  0
 18 25  1  0  0  0  0
 20 24  1  0  0  0  0
 21 22  2  0  0  0  0
 23 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003175

> <DATABASE_NAME>
hmdb

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

> <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/h4,7,12-13,16-17,19,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t16-,17-,19-/m1/s1

> <INCHI_KEY>
YRTJDWROBKPZNV-KMXMBPPJSA-N

> <FORMULA>
C20H30O5

> <MOLECULAR_WEIGHT>
350.4492

> <EXACT_MASS>
350.20932407

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
40.04990499641221

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.27

> <JCHEM_LOGP>
3.636608624999999

> <ALOGPS_LOGS>
-3.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.678218203398721

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.303359015207499

> <JCHEM_PKA_STRONGEST_BASIC>
-2.93524020776586

> <JCHEM_POLAR_SURFACE_AREA>
91.66999999999999

> <JCHEM_REFRACTIVITY>
98.53769999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.83e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-Keto-PGE2

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003175
     RDKit          3D
15-Keto-prostaglandin E2
 55 55  0  0  0  0  0  0  0  0999 V2000
   -6.9304    0.4114    0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5383   -0.1701    1.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0967   -0.1572    1.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1776   -0.9376    1.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0774   -0.6074   -0.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0385   -1.5414   -1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3466   -2.7517   -1.1245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7413   -1.0844   -1.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3018    0.1480   -1.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0807    0.4426   -1.8009 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0871    1.5170   -2.8580 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0204    0.9218   -4.1345 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3906    2.2628   -2.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0056    1.7234   -1.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1635    1.8701   -1.1148 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9422    0.9949   -0.7206 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5239   -0.1505    0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3508    0.4686    1.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6262    0.2292    1.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3525   -0.6964    0.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9175   -1.7916    1.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8370   -1.2478    2.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9706   -0.5726    1.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8676   -1.2986    1.2261 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0299    0.8052    1.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2224   -0.3341   -0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8354    1.1063    0.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1134    1.0290   -0.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1605    0.3274    2.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8952   -1.2547    1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0023   -0.5691    2.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7843    0.9237    1.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5176   -2.0241    1.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1249   -0.9254    1.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8408    0.4415   -0.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0302   -0.8382   -1.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0536   -1.8306   -1.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9343    0.9259   -0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5758   -0.4748   -2.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8016    2.1596   -2.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8716    1.0477   -4.5353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0282    2.1217   -3.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1623    3.3392   -2.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4310    1.7231   -0.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5783   -0.5923    0.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9695   -0.8349   -0.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8460    1.1858    1.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2209    0.7270    2.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2855   -0.1939    0.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8163   -1.2310   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4617   -2.5392    0.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0236   -2.2740    1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2184   -2.1286    3.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3815   -0.5730    3.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2718    1.2432    0.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  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
 11 40  1  1
 12 41  1  0
 13 42  1  0
 13 43  1  0
 16 44  1  1
 17 45  1  0
 17 46  1  0
 18 47  1  0
 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                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      48.646 -31.476   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      36.726 -26.560   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      35.901 -29.097   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      45.935 -26.427   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      44.260 -34.663   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      49.936 -24.117   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      48.602 -24.887   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      38.831 -30.049   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      49.936 -22.577   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      38.510 -28.542   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      48.602 -26.427   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      40.295 -30.525   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      43.225 -31.476   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      51.270 -21.807   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      47.181 -31.952   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      45.935 -31.047   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      44.689 -31.952   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      46.705 -33.417   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      37.046 -28.066   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      47.269 -27.197   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      40.615 -32.031   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      42.080 -32.507   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      45.935 -29.507   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      47.269 -28.737   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      45.165 -33.417   0.000  0.00  0.00           C+0
CONECT    1   15                                                            
CONECT    2   19                                                            
CONECT    3   19                                                            
CONECT    4   20                                                            
CONECT    5   25                                                            
CONECT    6    7    9                                                       
CONECT    7    6   11                                                       
CONECT    8   10   12                                                       
CONECT    9    6   14                                                       
CONECT   10    8   19                                                       
CONECT   11    7   20                                                       
CONECT   12    8   21                                                       
CONECT   13   17   22                                                       
CONECT   14    9                                                            
CONECT   15    1   16   18                                                  
CONECT   16   15   17   23                                                  
CONECT   17   13   16   25                                                  
CONECT   18   15   25                                                       
CONECT   19    2    3   10                                                  
CONECT   20    4   11   24                                                  
CONECT   21   12   22                                                       
CONECT   22   13   21                                                       
CONECT   23   16   24                                                       
CONECT   24   20   23                                                       
CONECT   25    5   17   18                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

COMPND    HMDB0003175
HETATM    1  C1  UNL     1      -6.930   0.411   0.219  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.538  -0.170   1.534  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.097  -0.157   1.859  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.178  -0.938   1.009  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.077  -0.607  -0.436  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.038  -1.541  -1.008  1.00  0.00           C  
HETATM    7  O1  UNL     1      -3.347  -2.752  -1.125  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.741  -1.084  -1.410  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.302   0.148  -1.332  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.081   0.443  -1.801  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.087   1.517  -2.858  1.00  0.00           C  
HETATM   12  O2  UNL     1       0.020   0.922  -4.134  1.00  0.00           O  
HETATM   13  C11 UNL     1       1.391   2.263  -2.683  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.006   1.723  -1.443  1.00  0.00           C  
HETATM   15  O3  UNL     1       3.163   1.870  -1.115  1.00  0.00           O  
HETATM   16  C13 UNL     1       0.942   0.995  -0.721  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.524  -0.151   0.143  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.351   0.469   1.161  1.00  0.00           C  
HETATM   19  C16 UNL     1       3.626   0.229   1.306  1.00  0.00           C  
HETATM   20  C17 UNL     1       4.353  -0.696   0.447  1.00  0.00           C  
HETATM   21  C18 UNL     1       4.918  -1.792   1.369  1.00  0.00           C  
HETATM   22  C19 UNL     1       5.837  -1.248   2.411  1.00  0.00           C  
HETATM   23  C20 UNL     1       6.971  -0.573   1.718  1.00  0.00           C  
HETATM   24  O4  UNL     1       7.868  -1.299   1.226  1.00  0.00           O  
HETATM   25  O5  UNL     1       7.030   0.805   1.620  1.00  0.00           O  
HETATM   26  H1  UNL     1      -7.222  -0.334  -0.540  1.00  0.00           H  
HETATM   27  H2  UNL     1      -7.835   1.106   0.346  1.00  0.00           H  
HETATM   28  H3  UNL     1      -6.113   1.029  -0.194  1.00  0.00           H  
HETATM   29  H4  UNL     1      -7.160   0.327   2.335  1.00  0.00           H  
HETATM   30  H5  UNL     1      -6.895  -1.255   1.521  1.00  0.00           H  
HETATM   31  H6  UNL     1      -5.002  -0.569   2.910  1.00  0.00           H  
HETATM   32  H7  UNL     1      -4.784   0.924   1.953  1.00  0.00           H  
HETATM   33  H8  UNL     1      -4.518  -2.024   1.050  1.00  0.00           H  
HETATM   34  H9  UNL     1      -3.125  -0.925   1.415  1.00  0.00           H  
HETATM   35  H10 UNL     1      -3.841   0.442  -0.659  1.00  0.00           H  
HETATM   36  H11 UNL     1      -5.030  -0.838  -1.011  1.00  0.00           H  
HETATM   37  H12 UNL     1      -1.054  -1.831  -1.820  1.00  0.00           H  
HETATM   38  H13 UNL     1      -1.934   0.926  -0.933  1.00  0.00           H  
HETATM   39  H14 UNL     1       0.576  -0.475  -2.183  1.00  0.00           H  
HETATM   40  H15 UNL     1      -0.802   2.160  -2.669  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.872   1.048  -4.535  1.00  0.00           H  
HETATM   42  H17 UNL     1       2.028   2.122  -3.576  1.00  0.00           H  
HETATM   43  H18 UNL     1       1.162   3.339  -2.489  1.00  0.00           H  
HETATM   44  H19 UNL     1       0.431   1.723  -0.064  1.00  0.00           H  
HETATM   45  H20 UNL     1       0.578  -0.592   0.608  1.00  0.00           H  
HETATM   46  H21 UNL     1       1.970  -0.835  -0.563  1.00  0.00           H  
HETATM   47  H22 UNL     1       1.846   1.186   1.846  1.00  0.00           H  
HETATM   48  H23 UNL     1       4.221   0.727   2.096  1.00  0.00           H  
HETATM   49  H24 UNL     1       5.285  -0.194   0.046  1.00  0.00           H  
HETATM   50  H25 UNL     1       3.816  -1.231  -0.322  1.00  0.00           H  
HETATM   51  H26 UNL     1       5.462  -2.539   0.771  1.00  0.00           H  
HETATM   52  H27 UNL     1       4.024  -2.274   1.818  1.00  0.00           H  
HETATM   53  H28 UNL     1       6.218  -2.129   3.010  1.00  0.00           H  
HETATM   54  H29 UNL     1       5.381  -0.573   3.139  1.00  0.00           H  
HETATM   55  H30 UNL     1       7.272   1.243   0.737  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6   35   36
CONECT    6    7    7    8
CONECT    8    9    9   37
CONECT    9   10   38
CONECT   10   11   16   39
CONECT   11   12   13   40
CONECT   12   41
CONECT   13   14   42   43
CONECT   14   15   15   16
CONECT   16   17   44
CONECT   17   18   45   46
CONECT   18   19   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

HMDB0003175
     RDKit          3D
15-Keto-prostaglandin E2
 55 55  0  0  0  0  0  0  0  0999 V2000
   -6.9304    0.4114    0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5383   -0.1701    1.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0967   -0.1572    1.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1776   -0.9376    1.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0774   -0.6074   -0.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0385   -1.5414   -1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3466   -2.7517   -1.1245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7413   -1.0844   -1.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3018    0.1480   -1.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0807    0.4426   -1.8009 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0871    1.5170   -2.8580 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0204    0.9218   -4.1345 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3906    2.2628   -2.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0056    1.7234   -1.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1635    1.8701   -1.1148 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9422    0.9949   -0.7206 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5239   -0.1505    0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3508    0.4686    1.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6262    0.2292    1.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3525   -0.6964    0.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9175   -1.7916    1.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8370   -1.2478    2.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9706   -0.5726    1.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8676   -1.2986    1.2261 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0299    0.8052    1.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2224   -0.3341   -0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8354    1.1063    0.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1134    1.0290   -0.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1605    0.3274    2.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8952   -1.2547    1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0023   -0.5691    2.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7843    0.9237    1.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5176   -2.0241    1.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1249   -0.9254    1.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8408    0.4415   -0.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0302   -0.8382   -1.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0536   -1.8306   -1.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9343    0.9259   -0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5758   -0.4748   -2.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8016    2.1596   -2.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8716    1.0477   -4.5353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0282    2.1217   -3.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1623    3.3392   -2.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4310    1.7231   -0.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5783   -0.5923    0.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9695   -0.8349   -0.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8460    1.1858    1.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2209    0.7270    2.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2855   -0.1939    0.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8163   -1.2310   -0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4617   -2.5392    0.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0236   -2.2740    1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2184   -2.1286    3.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3815   -0.5730    3.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2718    1.2432    0.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  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
 11 40  1  1
 12 41  1  0
 13 42  1  0
 13 43  1  0
 16 44  1  1
 17 45  1  0
 17 46  1  0
 18 47  1  0
 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)-(15S)-11alpha-Hydroxy-9,15-dioxoprosta-13-enoate	ChEBI
(5Z,13E)-11alpha-Hydroxy-9,15-dioxoprost-13-enoate	ChEBI
15-Deoxy-15-oxo-prostaglandin e2	ChEBI
15-Keto-pge2	ChEBI
15-Ketoprostaglandin e2	ChEBI
15-oxo-PGE2	ChEBI
(5Z)-(15S)-11a-Hydroxy-9,15-dioxoprosta-13-enoate	Generator
(5Z)-(15S)-11a-Hydroxy-9,15-dioxoprosta-13-enoic acid	Generator
(5Z)-(15S)-11alpha-Hydroxy-9,15-dioxoprosta-13-enoic acid	Generator
(5Z)-(15S)-11Α-hydroxy-9,15-dioxoprosta-13-enoate	Generator
(5Z)-(15S)-11Α-hydroxy-9,15-dioxoprosta-13-enoic acid	Generator
(5Z,13E)-11a-Hydroxy-9,15-dioxoprost-13-enoate	Generator
(5Z,13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid	Generator
(5Z,13E)-11alpha-Hydroxy-9,15-dioxoprost-13-enoic acid	Generator
(5Z,13E)-11Α-hydroxy-9,15-dioxoprost-13-enoate	Generator
(5Z,13E)-11Α-hydroxy-9,15-dioxoprost-13-enoic acid	Generator
(5Z)-(13E)-11-alpha-Hydroxy-9,15-dioxoprosta-5,13-dienoate	HMDB
(5Z)-(13E)-11-alpha-Hydroxy-9,15-dioxoprosta-5,13-dienoic acid	HMDB
(5Z,13E)-11-alpha-Hydroxy-9,15-dioxoprost-5,13-dienoate	HMDB
(5Z,13E)-11-alpha-Hydroxy-9,15-dioxoprost-5,13-dienoic acid	HMDB
15-Keto-pge2-alpha	HMDB
15-oxo-PGE2-alpha	HMDB
9,15-Dioxo-11-hydroxyprosta-5,13-dienoic acid	HMDB
15-Ketoprostaglandin e2, (11alpha)-isomer	HMDB
15-Keto-prostaglandin e2	ChEBI

Chemical Formula

C₂₀H₃₀O₅

Average Molecular Weight

350.4492

Monoisotopic Molecular Weight

350.20932407

IUPAC Name

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

Traditional Name

15-Keto-PGE2

CAS Registry Number

26441-05-4

SMILES

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

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/h4,7,12-13,16-17,19,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t16-,17-,19-/m1/s1

InChI Key

YRTJDWROBKPZNV-KMXMBPPJSA-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 E (CHEBI:15547 )
Prostaglandins (LMFA03010030 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 523673)

Cellular substructure

Extracellular (HMDB: HMDB0003175)
Membrane (HMDB: HMDB0003175)

Source

Exogenous

Exogenous (HMDB: HMDB0003175)

Food

Animal origin

Poultry

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

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0003175)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.058 g/L	ALOGPS
logP	3.27	ALOGPS
logP	3.64	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.3	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]+	199.813	30932474
DeepCCS	[M-H]-	197.455	30932474
DeepCCS	[M-2H]-	231.52	30932474
DeepCCS	[M+Na]+	206.724	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 Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
15-Keto-prostaglandin E2	CCCCCC(=O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O	4462.3	Standard polar	33892256
15-Keto-prostaglandin E2	CCCCCC(=O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O	2610.6	Standard non polar	33892256
15-Keto-prostaglandin E2	CCCCCC(=O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O	2860.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
15-Keto-prostaglandin E2,1TMS,isomer #1	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1C/C=C\CCCC(=O)O	2730.3	Semi standard non polar	33892256
15-Keto-prostaglandin E2,1TMS,isomer #2	CCCCCC(=O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2794.8	Semi standard non polar	33892256
15-Keto-prostaglandin E2,1TMS,isomer #3	CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O	2820.3	Semi standard non polar	33892256
15-Keto-prostaglandin E2,1TMS,isomer #4	CCCCC=C(/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	3091.5	Semi standard non polar	33892256
15-Keto-prostaglandin E2,1TMS,isomer #5	CCCCCC(=O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	2721.8	Semi standard non polar	33892256
15-Keto-prostaglandin E2,2TMS,isomer #1	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2683.8	Semi standard non polar	33892256
15-Keto-prostaglandin E2,2TMS,isomer #2	CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C	2800.6	Semi standard non polar	33892256
15-Keto-prostaglandin E2,2TMS,isomer #3	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2989.6	Semi standard non polar	33892256
15-Keto-prostaglandin E2,2TMS,isomer #4	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	2740.6	Semi standard non polar	33892256
15-Keto-prostaglandin E2,2TMS,isomer #5	CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O	2812.0	Semi standard non polar	33892256
15-Keto-prostaglandin E2,2TMS,isomer #6	CCCCC=C(/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3009.5	Semi standard non polar	33892256
15-Keto-prostaglandin E2,2TMS,isomer #7	CCCCCC(=O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2713.8	Semi standard non polar	33892256
15-Keto-prostaglandin E2,2TMS,isomer #8	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	3067.5	Semi standard non polar	33892256
15-Keto-prostaglandin E2,2TMS,isomer #9	CCCCC=C(/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2990.4	Semi standard non polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #1	CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C	2777.7	Semi standard non polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #1	CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C	2847.5	Standard non polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #1	CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C	2939.5	Standard polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2955.9	Semi standard non polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2852.7	Standard non polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3055.3	Standard polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #3	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2735.2	Semi standard non polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #3	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2770.1	Standard non polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #3	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	3008.5	Standard polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #4	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3037.5	Semi standard non polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #4	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2841.7	Standard non polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #4	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3317.8	Standard polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #5	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2996.5	Semi standard non polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #5	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	2752.3	Standard non polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #5	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	3333.5	Standard polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #6	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	3030.0	Semi standard non polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #6	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	2880.7	Standard non polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #6	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O)O[Si](C)(C)C	3382.0	Standard polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #7	CCCCC=C(/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2963.1	Semi standard non polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #7	CCCCC=C(/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2800.0	Standard non polar	33892256
15-Keto-prostaglandin E2,3TMS,isomer #7	CCCCC=C(/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3459.0	Standard polar	33892256
15-Keto-prostaglandin E2,4TMS,isomer #1	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3004.6	Semi standard non polar	33892256
15-Keto-prostaglandin E2,4TMS,isomer #1	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	2904.3	Standard non polar	33892256
15-Keto-prostaglandin E2,4TMS,isomer #1	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C)=C(O[Si](C)(C)C)C[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3000.5	Standard polar	33892256
15-Keto-prostaglandin E2,4TMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2976.3	Semi standard non polar	33892256
15-Keto-prostaglandin E2,4TMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2772.8	Standard non polar	33892256
15-Keto-prostaglandin E2,4TMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3050.7	Standard polar	33892256
15-Keto-prostaglandin E2,1TBDMS,isomer #1	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1C/C=C\CCCC(=O)O	2955.8	Semi standard non polar	33892256
15-Keto-prostaglandin E2,1TBDMS,isomer #2	CCCCCC(=O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3052.7	Semi standard non polar	33892256
15-Keto-prostaglandin E2,1TBDMS,isomer #3	CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O	3064.9	Semi standard non polar	33892256
15-Keto-prostaglandin E2,1TBDMS,isomer #4	CCCCC=C(/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3333.5	Semi standard non polar	33892256
15-Keto-prostaglandin E2,1TBDMS,isomer #5	CCCCCC(=O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	2959.8	Semi standard non polar	33892256
15-Keto-prostaglandin E2,2TBDMS,isomer #1	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3175.9	Semi standard non polar	33892256
15-Keto-prostaglandin E2,2TBDMS,isomer #2	CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C	3244.3	Semi standard non polar	33892256
15-Keto-prostaglandin E2,2TBDMS,isomer #3	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3438.3	Semi standard non polar	33892256
15-Keto-prostaglandin E2,2TBDMS,isomer #4	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	3214.6	Semi standard non polar	33892256
15-Keto-prostaglandin E2,2TBDMS,isomer #5	CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O	3295.7	Semi standard non polar	33892256
15-Keto-prostaglandin E2,2TBDMS,isomer #6	CCCCC=C(/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3499.6	Semi standard non polar	33892256
15-Keto-prostaglandin E2,2TBDMS,isomer #7	CCCCCC(=O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3212.3	Semi standard non polar	33892256
15-Keto-prostaglandin E2,2TBDMS,isomer #8	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3532.0	Semi standard non polar	33892256
15-Keto-prostaglandin E2,2TBDMS,isomer #9	CCCCC=C(/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3457.8	Semi standard non polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #1	CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C	3442.3	Semi standard non polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #1	CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C	3368.5	Standard non polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #1	CCCCCC(=O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C	3155.2	Standard polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3649.6	Semi standard non polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3377.8	Standard non polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)CC(=O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3237.5	Standard polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #3	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3431.8	Semi standard non polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #3	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3201.1	Standard non polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #3	CCCCCC(=O)/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3189.2	Standard polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #4	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3679.7	Semi standard non polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #4	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3330.2	Standard non polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #4	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3459.3	Standard polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #5	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3669.8	Semi standard non polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #5	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3119.3	Standard non polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #5	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3482.6	Standard polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #6	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3737.1	Semi standard non polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #6	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3392.8	Standard non polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #6	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O)O[Si](C)(C)C(C)(C)C	3503.7	Standard polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #7	CCCCC=C(/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3683.0	Semi standard non polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #7	CCCCC=C(/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3186.2	Standard non polar	33892256
15-Keto-prostaglandin E2,3TBDMS,isomer #7	CCCCC=C(/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3578.1	Standard polar	33892256
15-Keto-prostaglandin E2,4TBDMS,isomer #1	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3856.7	Semi standard non polar	33892256
15-Keto-prostaglandin E2,4TBDMS,isomer #1	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3518.3	Standard non polar	33892256
15-Keto-prostaglandin E2,4TBDMS,isomer #1	CCCCC=C(/C=C/[C@@H]1C(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3248.4	Standard polar	33892256
15-Keto-prostaglandin E2,4TBDMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3863.7	Semi standard non polar	33892256
15-Keto-prostaglandin E2,4TBDMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3261.7	Standard non polar	33892256
15-Keto-prostaglandin E2,4TBDMS,isomer #2	CCCCC=C(/C=C/[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3273.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Keto-prostaglandin E2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-052u-4493000000-0d0c2247610da9ad51de	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Keto-prostaglandin E2 GC-MS (2 TMS) - 70eV, Positive	splash10-00b9-4101900000-afa0e89ef36aaefae13a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Keto-prostaglandin E2 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Keto-prostaglandin E2 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 - 15-Keto-prostaglandin E2 10V, Positive-QTOF	splash10-00lr-0029000000-9303b63bd2ebcbb5c384	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Keto-prostaglandin E2 20V, Positive-QTOF	splash10-067i-2195000000-4191e15aa7f06f807e38	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Keto-prostaglandin E2 40V, Positive-QTOF	splash10-000i-9210000000-7c06db5bb5cf1359caab	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Keto-prostaglandin E2 10V, Negative-QTOF	splash10-0002-0019000000-3ef3528ac5a012ba1cf7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Keto-prostaglandin E2 20V, Negative-QTOF	splash10-001j-3079000000-e1ebbca36295283f32e1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Keto-prostaglandin E2 40V, Negative-QTOF	splash10-0a4i-9452000000-aa26e5f3571b762113f3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Keto-prostaglandin E2 10V, Negative-QTOF	splash10-001j-0019000000-319ec8417f062af25ae2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Keto-prostaglandin E2 20V, Negative-QTOF	splash10-008i-0094000000-ecf8159ba7722550f80a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Keto-prostaglandin E2 40V, Negative-QTOF	splash10-053u-9270000000-4f5b9ab71a4cd04afdc9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Keto-prostaglandin E2 10V, Positive-QTOF	splash10-0159-0019000000-e747c20277d6c7786fa3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Keto-prostaglandin E2 20V, Positive-QTOF	splash10-014i-6369000000-c74c0a7bb044927841f9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Keto-prostaglandin E2 40V, Positive-QTOF	splash10-00kf-9200000000-e6002eb037e36f06c242	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.0006 (0.0002 - 0.0078) uM	Adult (>18 years old)	Female	Normal	523673	details

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

FDB023119

KNApSAcK ID

Not Available

Chemspider ID

4444303

KEGG Compound ID

C04707

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

2309

PubChem Compound

5280719

PDB ID

Not Available

ChEBI ID

15547

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

Fitzpatrick FA, Liggett WF, Wynalda MA: Albumin-eicosanoid interactions. A model system to determine their attributes and inhibition. J Biol Chem. 1984 Mar 10;259(5):2722-7. [PubMed:6698991 ]
Yang P, Felix E, Madden T, Fischer SM, Newman RA: Quantitative high-performance liquid chromatography/electrospray ionization tandem mass spectrometric analysis of 2- and 3-series prostaglandins in cultured tumor cells. Anal Biochem. 2002 Sep 1;308(1):168-77. [PubMed:12234478 ]
Harizi H, Gualde N: Pivotal role of PGE2 and IL-10 in the cross-regulation of dendritic cell-derived inflammatory mediators. Cell Mol Immunol. 2006 Aug;3(4):271-7. [PubMed:16978535 ]
Gordon-Wright AP, Elder MG: Effect of prostaglandin E2 and its metabolites on lower segment myometrium in vitro. Eur J Obstet Gynecol Reprod Biol. 1980 Jun;10(5):297-302. [PubMed:7190512 ]

Showing metabocard for 15-Keto-prostaglandin E2 (HMDB0003175)

MOL for HMDB0003175 (15-Keto-prostaglandin E2)

3D MOL for HMDB0003175 (15-Keto-prostaglandin E2)

3D SDF for HMDB0003175 (15-Keto-prostaglandin E2)

3D-SDF for HMDB0003175 (15-Keto-prostaglandin E2)

PDB for HMDB0003175 (15-Keto-prostaglandin E2)

3D PDB for HMDB0003175 (15-Keto-prostaglandin E2)

SMILES for HMDB0003175 (15-Keto-prostaglandin E2)

INCHI for HMDB0003175 (15-Keto-prostaglandin E2)

Structure for HMDB0003175 (15-Keto-prostaglandin E2)

3D Structure for HMDB0003175 (15-Keto-prostaglandin E2)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra