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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2006-05-04 15:06:09 UTC

Update Date

2022-09-22 18:34:16 UTC

HMDB ID

HMDB0001908

Secondary Accession Numbers

HMDB01908

Metabolite Identification

Common Name

19-Hydroxy-PGE2

Description

19-Hydroxy-PGE2 is a derivative of PGE2. Both 19-Hydroxy-PGE1 and 19-hydroxy-PGE2 are formed from PGE1 and PGE2 by prostaglandin 19-hydroxylase, a cytochrome P-450 enzyme, in seminal vesicles (PMID: 3196735 ). 19-Hydroxy-PGE2 is a selective prostanoid EP2-receptor agonist; it doesn't stimulate FP-receptors, and is devoid of activity on thromboxane A2, prostaglandin D2 and prostacyclin sensitive receptors. 19-OH PGE2 is formed in large quantities from PGE2 in human seminal plasma. PGE2 is 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). (PMID: 16978535 , 8248550 , 817207 ). 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


  Mrv0541 02231219162D          

 26 26  0  0  1  0            999 V2000
   20.2514   -8.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9017  -10.3406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7992   -5.9286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6572   -3.4536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8656   -6.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4239   -7.3590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7992   -8.4037    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.1318   -8.8886    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.4666   -8.8886    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.2117   -9.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3866   -9.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3471   -8.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7992   -7.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5136   -7.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7341   -9.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5136   -6.3411    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.2281   -5.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2281   -5.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9493   -8.9308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9427   -4.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7779   -8.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9427   -3.8660    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.9931   -7.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2281   -3.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8215   -7.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0369   -6.8069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  6  0  0  0
  2 11  2  0  0  0  0
 16  3  1  1  0  0  0
 22  4  1  1  0  0  0
  5 26  1  0  0  0  0
  6 26  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 13  1  1  0  0  0
  8 11  1  0  0  0  0
  8 12  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 15  1  0  0  0  0
 13 14  2  0  0  0  0
 14 16  1  0  0  0  0
 15 19  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

HMDB0001908
     RDKit          3D
19-Hydroxy-PGE2
 58 58  0  0  0  0  0  0  0  0999 V2000
    4.2444    2.3590   -1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5915    1.8072   -1.2171 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3037    2.8223   -0.5143 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6196    0.6127   -0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9105   -0.6058   -0.7923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4372   -0.5673   -0.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814   -0.3132    0.4267 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1344   -1.3628    1.3186 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -0.3153    0.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5603   -1.3465    0.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9458   -1.3622    0.6323 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3697   -2.5792   -0.1304 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7087   -2.4947   -0.4807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1248   -3.6963    0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3864   -3.0602    2.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5359   -3.6530    3.2292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4409   -1.5902    2.0183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8273   -1.0229    2.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7657    0.4094    2.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4461    1.1309    1.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4170    0.5086    0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0678    0.7235   -1.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9924    2.1285   -1.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2667    2.8194   -1.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3086    2.2887   -1.0812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3337    4.1749   -1.8179 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3088    3.4933   -1.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4740    2.2047   -0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9173    2.0615   -2.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1571    1.5600   -2.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0208    3.2030   -1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105    0.3080   -0.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3189    0.9528    0.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3261   -0.8776   -1.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1767   -1.4993   -0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1203   -1.6197   -1.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0161    0.0647   -1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1515    0.5906    0.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7916   -1.1296    2.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7530    0.5687   -0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709   -2.2297    1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3372   -0.4748    0.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7563   -2.7596   -1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0078   -3.2649   -0.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0982   -4.0853    0.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8705   -4.5024    0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7310   -1.0659    2.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5209   -1.6271    1.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0108   -1.2441    3.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0590    0.9758    2.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3115    2.2033    1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4062    0.9554    0.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072   -0.5951    0.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8278    0.2055   -1.8243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0634    0.2484   -1.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7787    2.0995   -2.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1262    2.6947   -1.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8430    4.7698   -1.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 17 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  6
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  1
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  6
 12 43  1  6
 13 44  1  0
 14 45  1  0
 14 46  1  0
 17 47  1  1
 18 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 26 58  1  0
M  END


  Mrv0541 02231219162D          

 26 26  0  0  1  0            999 V2000
   20.2514   -8.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9017  -10.3406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7992   -5.9286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6572   -3.4536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8656   -6.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4239   -7.3590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7992   -8.4037    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.1318   -8.8886    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.4666   -8.8886    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.2117   -9.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3866   -9.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3471   -8.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7992   -7.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5136   -7.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7341   -9.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5136   -6.3411    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.2281   -5.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2281   -5.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9493   -8.9308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9427   -4.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7779   -8.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9427   -3.8660    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.9931   -7.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2281   -3.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8215   -7.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0369   -6.8069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  6  0  0  0
  2 11  2  0  0  0  0
 16  3  1  1  0  0  0
 22  4  1  1  0  0  0
  5 26  1  0  0  0  0
  6 26  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 13  1  1  0  0  0
  8 11  1  0  0  0  0
  8 12  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 15  1  0  0  0  0
 13 14  2  0  0  0  0
 14 16  1  0  0  0  0
 15 19  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001908

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O6/c1-14(21)7-6-8-15(22)11-12-17-16(18(23)13-19(17)24)9-4-2-3-5-10-20(25)26/h2,4,11-12,14-17,19,21-22,24H,3,5-10,13H2,1H3,(H,25,26)/b4-2-,12-11+/t14-,15+,16-,17-,19-/m1/s1

> <INCHI_KEY>
WTJYDBMHYPQFNJ-ZUVVJKHESA-N

> <FORMULA>
C20H32O6

> <MOLECULAR_WEIGHT>
368.4645

> <EXACT_MASS>
368.219888756

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
41.83717568852609

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.99

> <JCHEM_LOGP>
1.7605978799999995

> <ALOGPS_LOGS>
-3.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.678908140256741

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.3033600374959535

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3247694788304085

> <JCHEM_POLAR_SURFACE_AREA>
115.06

> <JCHEM_REFRACTIVITY>
101.1816

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.33e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
19-hydroxy-PGE2

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001908
     RDKit          3D
19-Hydroxy-PGE2
 58 58  0  0  0  0  0  0  0  0999 V2000
    4.2444    2.3590   -1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5915    1.8072   -1.2171 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3037    2.8223   -0.5143 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6196    0.6127   -0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9105   -0.6058   -0.7923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4372   -0.5673   -0.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814   -0.3132    0.4267 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1344   -1.3628    1.3186 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -0.3153    0.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5603   -1.3465    0.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9458   -1.3622    0.6323 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3697   -2.5792   -0.1304 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7087   -2.4947   -0.4807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1248   -3.6963    0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3864   -3.0602    2.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5359   -3.6530    3.2292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4409   -1.5902    2.0183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8273   -1.0229    2.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7657    0.4094    2.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4461    1.1309    1.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4170    0.5086    0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0678    0.7235   -1.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9924    2.1285   -1.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2667    2.8194   -1.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3086    2.2887   -1.0812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3337    4.1749   -1.8179 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3088    3.4933   -1.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4740    2.2047   -0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9173    2.0615   -2.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1571    1.5600   -2.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0208    3.2030   -1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105    0.3080   -0.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3189    0.9528    0.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3261   -0.8776   -1.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1767   -1.4993   -0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1203   -1.6197   -1.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0161    0.0647   -1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1515    0.5906    0.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7916   -1.1296    2.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7530    0.5687   -0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709   -2.2297    1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3372   -0.4748    0.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7563   -2.7596   -1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0078   -3.2649   -0.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0982   -4.0853    0.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8705   -4.5024    0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7310   -1.0659    2.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5209   -1.6271    1.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0108   -1.2441    3.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0590    0.9758    2.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3115    2.2033    1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4062    0.9554    0.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072   -0.5951    0.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8278    0.2055   -1.8243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0634    0.2484   -1.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7787    2.0995   -2.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1262    2.6947   -1.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8430    4.7698   -1.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 17 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  6
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  1
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  6
 12 43  1  6
 13 44  1  0
 14 45  1  0
 14 46  1  0
 17 47  1  1
 18 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 26 58  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      37.803 -16.116   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      33.417 -19.303   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      35.092 -11.067   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      40.427  -6.447   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      25.882 -11.200   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      25.058 -13.737   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      35.092 -15.687   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      33.846 -16.592   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      36.338 -16.592   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      35.862 -18.057   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      34.322 -18.057   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      32.381 -16.116   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      35.092 -14.147   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      36.425 -13.377   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      31.237 -17.147   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      36.425 -11.837   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      37.759 -11.067   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      37.759  -9.527   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      29.772 -16.671   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      39.093  -8.757   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      29.452 -15.164   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      39.093  -7.217   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      27.987 -14.688   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      37.759  -6.447   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      27.667 -13.182   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      26.202 -12.706   0.000  0.00  0.00           C+0
CONECT    1    9                                                            
CONECT    2   11                                                            
CONECT    3   16                                                            
CONECT    4   22                                                            
CONECT    5   26                                                            
CONECT    6   26                                                            
CONECT    7    8    9   13                                                  
CONECT    8    7   11   12                                                  
CONECT    9    1    7   10                                                  
CONECT   10    9   11                                                       
CONECT   11    2    8   10                                                  
CONECT   12    8   15                                                       
CONECT   13    7   14                                                       
CONECT   14   13   16                                                       
CONECT   15   12   19                                                       
CONECT   16    3   14   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   20                                                       
CONECT   19   15   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19   23                                                       
CONECT   22    4   20   24                                                  
CONECT   23   21   25                                                       
CONECT   24   22                                                            
CONECT   25   23   26                                                       
CONECT   26    5    6   25                                                  
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

COMPND    HMDB0001908
HETATM    1  C1  UNL     1       4.244   2.359  -1.496  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.591   1.807  -1.217  1.00  0.00           C  
HETATM    3  O1  UNL     1       6.304   2.822  -0.514  1.00  0.00           O  
HETATM    4  C3  UNL     1       5.620   0.613  -0.352  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.911  -0.606  -0.792  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.437  -0.567  -0.917  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.781  -0.313   0.427  1.00  0.00           C  
HETATM    8  O2  UNL     1       3.134  -1.363   1.319  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.296  -0.315   0.349  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.560  -1.347   0.706  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.946  -1.362   0.632  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.370  -2.579  -0.130  1.00  0.00           C  
HETATM   13  O3  UNL     1      -2.709  -2.495  -0.481  1.00  0.00           O  
HETATM   14  C11 UNL     1      -1.125  -3.696   0.879  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.386  -3.060   2.178  1.00  0.00           C  
HETATM   16  O4  UNL     1      -1.536  -3.653   3.229  1.00  0.00           O  
HETATM   17  C13 UNL     1      -1.441  -1.590   2.018  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.827  -1.023   2.279  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.766   0.409   2.049  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.446   1.131   1.179  1.00  0.00           C  
HETATM   21  C17 UNL     1      -4.417   0.509   0.278  1.00  0.00           C  
HETATM   22  C18 UNL     1      -4.068   0.724  -1.183  1.00  0.00           C  
HETATM   23  C19 UNL     1      -3.992   2.129  -1.629  1.00  0.00           C  
HETATM   24  C20 UNL     1      -5.267   2.819  -1.484  1.00  0.00           C  
HETATM   25  O5  UNL     1      -6.309   2.289  -1.081  1.00  0.00           O  
HETATM   26  O6  UNL     1      -5.334   4.175  -1.818  1.00  0.00           O  
HETATM   27  H1  UNL     1       4.309   3.493  -1.588  1.00  0.00           H  
HETATM   28  H2  UNL     1       3.474   2.205  -0.734  1.00  0.00           H  
HETATM   29  H3  UNL     1       3.917   2.061  -2.530  1.00  0.00           H  
HETATM   30  H4  UNL     1       6.157   1.560  -2.155  1.00  0.00           H  
HETATM   31  H5  UNL     1       7.021   3.203  -1.086  1.00  0.00           H  
HETATM   32  H6  UNL     1       6.710   0.308  -0.220  1.00  0.00           H  
HETATM   33  H7  UNL     1       5.319   0.953   0.675  1.00  0.00           H  
HETATM   34  H8  UNL     1       5.326  -0.878  -1.813  1.00  0.00           H  
HETATM   35  H9  UNL     1       5.177  -1.499  -0.170  1.00  0.00           H  
HETATM   36  H10 UNL     1       3.120  -1.620  -1.204  1.00  0.00           H  
HETATM   37  H11 UNL     1       3.016   0.065  -1.693  1.00  0.00           H  
HETATM   38  H12 UNL     1       3.151   0.591   0.897  1.00  0.00           H  
HETATM   39  H13 UNL     1       2.792  -1.130   2.218  1.00  0.00           H  
HETATM   40  H14 UNL     1       0.753   0.569  -0.020  1.00  0.00           H  
HETATM   41  H15 UNL     1       1.071  -2.230   1.072  1.00  0.00           H  
HETATM   42  H16 UNL     1      -1.337  -0.475   0.137  1.00  0.00           H  
HETATM   43  H17 UNL     1      -0.756  -2.760  -1.039  1.00  0.00           H  
HETATM   44  H18 UNL     1      -3.008  -3.265  -0.995  1.00  0.00           H  
HETATM   45  H19 UNL     1      -0.098  -4.085   0.756  1.00  0.00           H  
HETATM   46  H20 UNL     1      -1.870  -4.502   0.729  1.00  0.00           H  
HETATM   47  H21 UNL     1      -0.731  -1.066   2.721  1.00  0.00           H  
HETATM   48  H22 UNL     1      -3.521  -1.627   1.726  1.00  0.00           H  
HETATM   49  H23 UNL     1      -3.011  -1.244   3.375  1.00  0.00           H  
HETATM   50  H24 UNL     1      -2.059   0.976   2.681  1.00  0.00           H  
HETATM   51  H25 UNL     1      -3.311   2.203   1.102  1.00  0.00           H  
HETATM   52  H26 UNL     1      -5.406   0.955   0.504  1.00  0.00           H  
HETATM   53  H27 UNL     1      -4.507  -0.595   0.367  1.00  0.00           H  
HETATM   54  H28 UNL     1      -4.828   0.205  -1.824  1.00  0.00           H  
HETATM   55  H29 UNL     1      -3.063   0.248  -1.385  1.00  0.00           H  
HETATM   56  H30 UNL     1      -3.779   2.100  -2.741  1.00  0.00           H  
HETATM   57  H31 UNL     1      -3.126   2.695  -1.222  1.00  0.00           H  
HETATM   58  H32 UNL     1      -5.843   4.770  -1.182  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    4   30
CONECT    3   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7   36   37
CONECT    7    8    9   38
CONECT    8   39
CONECT    9   10   10   40
CONECT   10   11   41
CONECT   11   12   17   42
CONECT   12   13   14   43
CONECT   13   44
CONECT   14   15   45   46
CONECT   15   16   16   17
CONECT   17   18   47
CONECT   18   19   48   49
CONECT   19   20   20   50
CONECT   20   21   51
CONECT   21   22   52   53
CONECT   22   23   54   55
CONECT   23   24   56   57
CONECT   24   25   25   26
CONECT   26   58
END

HMDB0001908
     RDKit          3D
19-Hydroxy-PGE2
 58 58  0  0  0  0  0  0  0  0999 V2000
    4.2444    2.3590   -1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5915    1.8072   -1.2171 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3037    2.8223   -0.5143 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6196    0.6127   -0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9105   -0.6058   -0.7923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4372   -0.5673   -0.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814   -0.3132    0.4267 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1344   -1.3628    1.3186 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -0.3153    0.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5603   -1.3465    0.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9458   -1.3622    0.6323 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3697   -2.5792   -0.1304 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7087   -2.4947   -0.4807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1248   -3.6963    0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3864   -3.0602    2.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5359   -3.6530    3.2292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4409   -1.5902    2.0183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8273   -1.0229    2.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7657    0.4094    2.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4461    1.1309    1.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4170    0.5086    0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0678    0.7235   -1.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9924    2.1285   -1.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2667    2.8194   -1.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3086    2.2887   -1.0812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3337    4.1749   -1.8179 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3088    3.4933   -1.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4740    2.2047   -0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9173    2.0615   -2.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1571    1.5600   -2.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0208    3.2030   -1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105    0.3080   -0.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3189    0.9528    0.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3261   -0.8776   -1.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1767   -1.4993   -0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1203   -1.6197   -1.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0161    0.0647   -1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1515    0.5906    0.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7916   -1.1296    2.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7530    0.5687   -0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709   -2.2297    1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3372   -0.4748    0.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7563   -2.7596   -1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0078   -3.2649   -0.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0982   -4.0853    0.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8705   -4.5024    0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7310   -1.0659    2.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5209   -1.6271    1.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0108   -1.2441    3.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0590    0.9758    2.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3115    2.2033    1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4062    0.9554    0.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072   -0.5951    0.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8278    0.2055   -1.8243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0634    0.2484   -1.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7787    2.0995   -2.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1262    2.6947   -1.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8430    4.7698   -1.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 17 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  6
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  1
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  6
 12 43  1  6
 13 44  1  0
 14 45  1  0
 14 46  1  0
 17 47  1  1
 18 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 26 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
19(R)-Hydroxy-pge2	HMDB
19(R)-Hydroxy-prostaglandin e2	HMDB
19R-19-Hydroxy pge-2	HMDB
9-oxo-11R,15S,19R-Trihydroxy-5Z,13E-prostadienoate	HMDB
9-oxo-11R,15S,19R-Trihydroxy-5Z,13E-prostadienoic acid	HMDB
Eganoprost	HMDB
19-Hydroxyprostaglandin e2	HMDB
19-Hydroxy-pge2	MeSH

Chemical Formula

C₂₀H₃₂O₆

Average Molecular Weight

368.4645

Monoisotopic Molecular Weight

368.219888756

IUPAC Name

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

Traditional Name

19-hydroxy-PGE2

CAS Registry Number

55123-68-7

SMILES

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

InChI Identifier

InChI=1S/C20H32O6/c1-14(21)7-6-8-15(22)11-12-17-16(18(23)13-19(17)24)9-4-2-3-5-10-20(25)26/h2,4,11-12,14-17,19,21-22,24H,3,5-10,13H2,1H3,(H,25,26)/b4-2-,12-11+/t14-,15+,16-,17-,19-/m1/s1

InChI Key

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

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Prostaglandins (LMFA03010024 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0001908)
Membrane (HMDB: HMDB0001908)

Source

Exogenous

Exogenous (HMDB: HMDB0001908)

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: HMDB0001908)

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	0.23 g/L	ALOGPS
logP	1.99	ALOGPS
logP	1.76	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.3	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	115.06 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	101.18 m³·mol⁻¹	ChemAxon
Polarizability	41.84 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]+	188.529	31661259
DarkChem	[M-H]-	187.714	31661259
AllCCS	[M+H]+	195.471	32859911
AllCCS	[M-H]-	193.2	32859911
DeepCCS	[M+H]+	206.993	30932474
DeepCCS	[M-H]-	204.597	30932474
DeepCCS	[M-2H]-	237.686	30932474
DeepCCS	[M+Na]+	213.091	30932474
AllCCS	[M+H]+	195.5	32859911
AllCCS	[M+H-H2O]+	192.9	32859911
AllCCS	[M+NH4]+	197.8	32859911
AllCCS	[M+Na]+	198.5	32859911
AllCCS	[M-H]-	193.2	32859911
AllCCS	[M+Na-2H]-	194.6	32859911
AllCCS	[M+HCOO]-	196.3	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.	5.23 minutes	32390414
Predicted by Siyang on May 30, 2022	11.7682 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.41 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	102.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2346.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	189.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	150.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	168.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	143.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	428.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	390.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	196.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	979.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	438.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1186.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	287.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	337.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	427.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	195.7 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	37.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
19-Hydroxy-PGE2	C[C@@H](O)CCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O	4685.2	Standard polar	33892256
19-Hydroxy-PGE2	C[C@@H](O)CCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O	2827.1	Standard non polar	33892256
19-Hydroxy-PGE2	C[C@@H](O)CCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O	3090.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
19-Hydroxy-PGE2,1TMS,isomer #1	C[C@H](CCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	3064.5	Semi standard non polar	33892256
19-Hydroxy-PGE2,1TMS,isomer #2	C[C@@H](O)CCC[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C	3041.0	Semi standard non polar	33892256
19-Hydroxy-PGE2,1TMS,isomer #3	C[C@@H](O)CCC[C@H](O)/C=C/[C@H]1[C@H](O[Si](C)(C)C)CC(=O)[C@@H]1C/C=C\CCCC(=O)O	2953.6	Semi standard non polar	33892256
19-Hydroxy-PGE2,1TMS,isomer #4	C[C@@H](O)CCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O[Si](C)(C)C	2999.5	Semi standard non polar	33892256
19-Hydroxy-PGE2,1TMS,isomer #5	C[C@@H](O)CCC[C@H](O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O	2950.9	Semi standard non polar	33892256
19-Hydroxy-PGE2,1TMS,isomer #6	C[C@@H](O)CCC[C@H](O)/C=C/[C@H]1[C@H](O)C=C(O[Si](C)(C)C)[C@@H]1C/C=C\CCCC(=O)O	2901.8	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TMS,isomer #1	C[C@H](CCC[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3024.5	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TMS,isomer #10	C[C@@H](O)CCC[C@H](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	2905.6	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TMS,isomer #11	C[C@@H](O)CCC[C@H](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	2951.2	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TMS,isomer #12	C[C@@H](O)CCC[C@H](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	2925.8	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TMS,isomer #13	C[C@@H](O)CCC[C@H](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	2962.9	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TMS,isomer #14	C[C@@H](O)CCC[C@H](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	2898.7	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TMS,isomer #2	C[C@H](CCC[C@H](O)/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	2931.5	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TMS,isomer #3	C[C@H](CCC[C@H](O)/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	2976.6	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TMS,isomer #4	C[C@H](CCC[C@H](O)/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	2987.8	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TMS,isomer #5	C[C@H](CCC[C@H](O)/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	2907.6	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TMS,isomer #6	C[C@@H](O)CCC[C@@H](/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	2912.0	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TMS,isomer #7	C[C@@H](O)CCC[C@@H](/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	2965.5	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TMS,isomer #8	C[C@@H](O)CCC[C@@H](/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	2990.3	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TMS,isomer #9	C[C@@H](O)CCC[C@@H](/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	2890.6	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TMS,isomer #1	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C	2890.9	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TMS,isomer #10	C[C@@H](O)CCC[C@@H](/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	2849.9	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TMS,isomer #11	C[C@@H](O)CCC[C@@H](/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	2930.7	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TMS,isomer #12	C[C@@H](O)CCC[C@@H](/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	2895.9	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TMS,isomer #13	C[C@@H](O)CCC[C@@H](/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	2939.2	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TMS,isomer #14	C[C@@H](O)CCC[C@@H](/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	2869.6	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TMS,isomer #15	C[C@@H](O)CCC[C@H](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	2931.3	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TMS,isomer #16	C[C@@H](O)CCC[C@H](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	2885.4	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TMS,isomer #2	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C	2952.3	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TMS,isomer #3	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C	2987.3	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TMS,isomer #4	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C	2909.8	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TMS,isomer #5	C[C@H](CCC[C@H](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)O[Si](C)(C)C	2885.5	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TMS,isomer #6	C[C@H](CCC[C@H](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)O[Si](C)(C)C	2960.4	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TMS,isomer #7	C[C@H](CCC[C@H](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)O[Si](C)(C)C	2917.5	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TMS,isomer #8	C[C@H](CCC[C@H](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)O[Si](C)(C)C	2954.5	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TMS,isomer #9	C[C@H](CCC[C@H](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)O[Si](C)(C)C	2892.5	Semi standard non polar	33892256
19-Hydroxy-PGE2,4TMS,isomer #1	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C	2895.0	Semi standard non polar	33892256
19-Hydroxy-PGE2,4TMS,isomer #2	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C	2948.6	Semi standard non polar	33892256
19-Hydroxy-PGE2,4TMS,isomer #3	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C	2920.2	Semi standard non polar	33892256
19-Hydroxy-PGE2,4TMS,isomer #4	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C	2966.2	Semi standard non polar	33892256
19-Hydroxy-PGE2,4TMS,isomer #5	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C	2915.8	Semi standard non polar	33892256
19-Hydroxy-PGE2,4TMS,isomer #6	C[C@H](CCC[C@H](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)O[Si](C)(C)C	2929.4	Semi standard non polar	33892256
19-Hydroxy-PGE2,4TMS,isomer #7	C[C@H](CCC[C@H](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)O[Si](C)(C)C	2908.2	Semi standard non polar	33892256
19-Hydroxy-PGE2,4TMS,isomer #8	C[C@@H](O)CCC[C@@H](/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	2909.0	Semi standard non polar	33892256
19-Hydroxy-PGE2,4TMS,isomer #9	C[C@@H](O)CCC[C@@H](/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	2887.4	Semi standard non polar	33892256
19-Hydroxy-PGE2,5TMS,isomer #1	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C	2955.4	Semi standard non polar	33892256
19-Hydroxy-PGE2,5TMS,isomer #1	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C	3020.6	Standard non polar	33892256
19-Hydroxy-PGE2,5TMS,isomer #1	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C	2981.8	Standard polar	33892256
19-Hydroxy-PGE2,5TMS,isomer #2	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C	2946.5	Semi standard non polar	33892256
19-Hydroxy-PGE2,5TMS,isomer #2	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C	2839.7	Standard non polar	33892256
19-Hydroxy-PGE2,5TMS,isomer #2	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C	3050.7	Standard polar	33892256
19-Hydroxy-PGE2,1TBDMS,isomer #1	C[C@H](CCC[C@H](O)/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	3293.0	Semi standard non polar	33892256
19-Hydroxy-PGE2,1TBDMS,isomer #2	C[C@@H](O)CCC[C@@H](/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	3280.8	Semi standard non polar	33892256
19-Hydroxy-PGE2,1TBDMS,isomer #3	C[C@@H](O)CCC[C@H](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	3164.9	Semi standard non polar	33892256
19-Hydroxy-PGE2,1TBDMS,isomer #4	C[C@@H](O)CCC[C@H](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	3256.8	Semi standard non polar	33892256
19-Hydroxy-PGE2,1TBDMS,isomer #5	C[C@@H](O)CCC[C@H](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	3240.8	Semi standard non polar	33892256
19-Hydroxy-PGE2,1TBDMS,isomer #6	C[C@@H](O)CCC[C@H](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	3138.6	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TBDMS,isomer #1	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C(C)(C)C	3533.7	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TBDMS,isomer #10	C[C@@H](O)CCC[C@H](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	3370.1	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TBDMS,isomer #11	C[C@@H](O)CCC[C@H](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	3392.3	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TBDMS,isomer #12	C[C@@H](O)CCC[C@H](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	3366.9	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TBDMS,isomer #13	C[C@@H](O)CCC[C@H](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	3442.8	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TBDMS,isomer #14	C[C@@H](O)CCC[C@H](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	3366.2	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TBDMS,isomer #2	C[C@H](CCC[C@H](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)O[Si](C)(C)C(C)(C)C	3368.4	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TBDMS,isomer #3	C[C@H](CCC[C@H](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)O[Si](C)(C)C(C)(C)C	3475.8	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TBDMS,isomer #4	C[C@H](CCC[C@H](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)O[Si](C)(C)C(C)(C)C	3458.2	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TBDMS,isomer #5	C[C@H](CCC[C@H](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)O[Si](C)(C)C(C)(C)C	3356.0	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TBDMS,isomer #6	C[C@@H](O)CCC[C@@H](/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	3370.1	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TBDMS,isomer #7	C[C@@H](O)CCC[C@@H](/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	3463.7	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TBDMS,isomer #8	C[C@@H](O)CCC[C@@H](/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	3451.2	Semi standard non polar	33892256
19-Hydroxy-PGE2,2TBDMS,isomer #9	C[C@@H](O)CCC[C@@H](/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	3353.3	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TBDMS,isomer #1	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C(C)(C)C	3616.4	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TBDMS,isomer #10	C[C@@H](O)CCC[C@@H](/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	3572.5	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TBDMS,isomer #11	C[C@@H](O)CCC[C@@H](/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	3586.6	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TBDMS,isomer #12	C[C@@H](O)CCC[C@@H](/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	3576.3	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TBDMS,isomer #13	C[C@@H](O)CCC[C@@H](/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	3647.1	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TBDMS,isomer #14	C[C@@H](O)CCC[C@@H](/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	3580.0	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TBDMS,isomer #15	C[C@@H](O)CCC[C@H](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	3589.3	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TBDMS,isomer #16	C[C@@H](O)CCC[C@H](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	3580.5	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TBDMS,isomer #2	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C(C)(C)C	3724.8	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TBDMS,isomer #3	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C(C)(C)C	3682.5	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TBDMS,isomer #4	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C(C)(C)C	3603.6	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TBDMS,isomer #5	C[C@H](CCC[C@H](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)O[Si](C)(C)C(C)(C)C	3587.4	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TBDMS,isomer #6	C[C@H](CCC[C@H](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)O[Si](C)(C)C(C)(C)C	3593.1	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TBDMS,isomer #7	C[C@H](CCC[C@H](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)O[Si](C)(C)C(C)(C)C	3588.7	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TBDMS,isomer #8	C[C@H](CCC[C@H](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)O[Si](C)(C)C(C)(C)C	3660.5	Semi standard non polar	33892256
19-Hydroxy-PGE2,3TBDMS,isomer #9	C[C@H](CCC[C@H](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)O[Si](C)(C)C(C)(C)C	3593.4	Semi standard non polar	33892256
19-Hydroxy-PGE2,4TBDMS,isomer #1	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C(C)(C)C	3805.7	Semi standard non polar	33892256
19-Hydroxy-PGE2,4TBDMS,isomer #2	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C(C)(C)C	3800.6	Semi standard non polar	33892256
19-Hydroxy-PGE2,4TBDMS,isomer #3	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C(C)(C)C	3803.3	Semi standard non polar	33892256
19-Hydroxy-PGE2,4TBDMS,isomer #4	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C(C)(C)C	3872.5	Semi standard non polar	33892256
19-Hydroxy-PGE2,4TBDMS,isomer #5	C[C@H](CCC[C@@H](/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)O[Si](C)(C)C(C)(C)C	3806.0	Semi standard non polar	33892256
19-Hydroxy-PGE2,4TBDMS,isomer #6	C[C@H](CCC[C@H](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)O[Si](C)(C)C(C)(C)C	3788.1	Semi standard non polar	33892256
19-Hydroxy-PGE2,4TBDMS,isomer #7	C[C@H](CCC[C@H](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)O[Si](C)(C)C(C)(C)C	3794.1	Semi standard non polar	33892256
19-Hydroxy-PGE2,4TBDMS,isomer #8	C[C@@H](O)CCC[C@@H](/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	3771.5	Semi standard non polar	33892256
19-Hydroxy-PGE2,4TBDMS,isomer #9	C[C@@H](O)CCC[C@@H](/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	3761.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 19-Hydroxy-PGE2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ukd-3469000000-6f3dc9fde359e6ab4586	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 19-Hydroxy-PGE2 GC-MS (4 TMS) - 70eV, Positive	splash10-0006-5300269000-3058ca019e9a5cc95b34	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 19-Hydroxy-PGE2 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 - 19-Hydroxy-PGE2 10V, Positive-QTOF	splash10-0f89-0009000000-c7f262f4112709c13b35	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxy-PGE2 20V, Positive-QTOF	splash10-001i-1149000000-edc217aa5d486d5b9675	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxy-PGE2 40V, Positive-QTOF	splash10-000i-9631000000-bf199db1c800ca1b08d4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxy-PGE2 10V, Negative-QTOF	splash10-014j-0009000000-10ab06af383d2de19549	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxy-PGE2 20V, Negative-QTOF	splash10-052b-0019000000-c91e6c0d4830ae03416e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxy-PGE2 40V, Negative-QTOF	splash10-0a4i-9543000000-38127619147a1aa59971	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxy-PGE2 10V, Negative-QTOF	splash10-0002-0009000000-8303eeea1fd33ad9b275	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxy-PGE2 20V, Negative-QTOF	splash10-001j-0049000000-31de83b614a614e519ab	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxy-PGE2 40V, Negative-QTOF	splash10-053u-9340000000-225c882e6bf0332d1663	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxy-PGE2 10V, Positive-QTOF	splash10-001i-0009000000-3d40e65042945aec3b9a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxy-PGE2 20V, Positive-QTOF	splash10-001i-1396000000-4eac31344a54707e648e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Hydroxy-PGE2 40V, Positive-QTOF	splash10-000i-5910000000-dc43044fc214e02be8b4	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

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

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022733

KNApSAcK ID

Not Available

Chemspider ID

4446165

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5283038

PDB ID

Not Available

ChEBI ID

Not Available

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

Oliw EH, Johnsen O: Rapid and slow hydroxylators of seminal E prostaglandins. Biochim Biophys Acta. 1988 Nov 25;963(2):295-301. [PubMed:3196735 ]
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 ]
Woodward DF, Protzman CE, Krauss AH, Williams LS: Identification of 19 (R)-OH prostaglandin E2 as a selective prostanoid EP2-receptor agonist. Prostaglandins. 1993 Oct;46(4):371-83. [PubMed:8248550 ]
Kelly RW, Taylor PL, Hearn JP, Short RV, Martin DE, Marston JH: 19-Hydroxyprostaglandin E1 as a major component of the semen of primates. Nature. 1976 Apr 8;260(5551):544-5. [PubMed:817207 ]

Showing metabocard for 19-Hydroxy-PGE2 (HMDB0001908)

MOL for HMDB0001908 (19-Hydroxy-PGE2)

3D MOL for HMDB0001908 (19-Hydroxy-PGE2)

3D SDF for HMDB0001908 (19-Hydroxy-PGE2)

3D-SDF for HMDB0001908 (19-Hydroxy-PGE2)

PDB for HMDB0001908 (19-Hydroxy-PGE2)

3D PDB for HMDB0001908 (19-Hydroxy-PGE2)

SMILES for HMDB0001908 (19-Hydroxy-PGE2)

INCHI for HMDB0001908 (19-Hydroxy-PGE2)

Structure for HMDB0001908 (19-Hydroxy-PGE2)

3D Structure for HMDB0001908 (19-Hydroxy-PGE2)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra