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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (12)transporters (2) Show 14 proteins XML

enzymes (12)transporters (2) Show 14 proteins

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-07-12 23:05:07 UTC

HMDB ID

HMDB0001220

Secondary Accession Numbers

HMDB01220

Metabolite Identification

Common Name

Prostaglandin E2

Description

The naturally occurring prostaglandin E2 (PGE2) is known in medicine as dinoprostone, and it is the most common and most biologically active of the mammalian prostaglandins. It has important effects during 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 is also the prostaglandin that ultimately induces fever. PGE2 has been shown to increase vasodilation and cAMP production, enhance the effects of bradykinin and histamine, and induce uterine contractions and 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-1α 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). 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 and are 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

HMDB0001220
     RDKit          3D
Prostaglandin E2
 57 57  0  0  0  0  0  0  0  0999 V2000
    6.3710    1.9964   -1.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0791    0.9317   -0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5598    0.4489    0.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3915   -0.3107    1.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843   -0.1015    0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3974   -0.1652   -0.4032 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7484    0.6573   -1.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8585   -0.1427   -0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1406   -0.6941   -1.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3457   -0.7477   -1.3034 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6767   -2.2405   -1.0665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0072   -2.5157   -1.2724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3916   -2.3193    0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0675   -1.1154    0.9419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5685   -1.0110    2.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0082   -0.0827   -0.1213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4193    0.3819   -0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9720    1.0108    0.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0453    0.6631    1.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8694   -0.4833    0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2761    0.0767    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1571    1.1288   -0.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5000    1.6838   -0.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6125    2.5678   -1.5976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6512    1.2777   -0.0513 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0832    1.6783   -2.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5299    2.4795   -0.5993 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0502    2.8927   -1.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3125    0.0432   -1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1431    1.3345   -0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4525   -0.1576    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6487    1.3710    1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4792   -0.5148    2.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6605   -1.4278    0.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3672   -0.8640    1.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6138    0.8657    1.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5559   -1.2493   -0.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6816    0.2503   -2.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4055    0.3234    0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7365   -1.1405   -2.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648   -0.4122   -2.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0060   -2.8810   -1.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2948   -3.1540   -0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7721   -3.2585    0.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040   -2.1838    0.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4627    0.8091    0.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9775   -0.4300   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2400    1.2074   -1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4275    1.8849    1.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3622    1.2238    2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9942   -1.2152    1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5478   -0.9454    0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8859   -0.7795    0.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6913    0.5622    1.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7638    0.5758   -1.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4647    1.9212   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7432    0.2956    0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  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
  6 37  1  6
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  6
 12 43  1  0
 13 44  1  0
 13 45  1  0
 16 46  1  1
 17 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 25 57  1  0
M  END


  Mrv1652305271900272D          

 25 25  0  0  0  0            999 V2000
10017.073510020.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10017.789810020.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10018.614610020.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10019.328810020.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10020.043010020.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10020.756810020.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10021.470710020.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.186510020.2947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10021.470710021.5325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10018.442810019.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10019.156810018.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10019.871810019.3790    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10020.585710018.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10021.299510019.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.013210018.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.727010019.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10023.442810018.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10019.871810020.2039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.608510019.2214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10017.935110017.5188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10017.056910019.4612    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10016.388210018.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10016.643610018.1891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10017.470210018.1891    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10017.725610018.9752    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 18  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 21 22  1  0  0  0  0
 21 25  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 22 19  2  0  0  0  0
 24 20  1  6  0  0  0
 25 10  1  1  0  0  0
 21  1  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0001220

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[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/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1

> <INCHI_KEY>
XEYBRNLFEZDVAW-ARSRFYASSA-N

> <FORMULA>
C20H32O5

> <MOLECULAR_WEIGHT>
352.4651

> <EXACT_MASS>
352.224974134

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.99510239897604

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.31

> <JCHEM_LOGP>
3.2252701369999994

> <ALOGPS_LOGS>
-3.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.678908140463108

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.303359525644919

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6263175986188916

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
99.43509999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dinoprostone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001220
     RDKit          3D
Prostaglandin E2
 57 57  0  0  0  0  0  0  0  0999 V2000
    6.3710    1.9964   -1.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0791    0.9317   -0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5598    0.4489    0.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3915   -0.3107    1.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843   -0.1015    0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3974   -0.1652   -0.4032 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7484    0.6573   -1.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8585   -0.1427   -0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1406   -0.6941   -1.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3457   -0.7477   -1.3034 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6767   -2.2405   -1.0665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0072   -2.5157   -1.2724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3916   -2.3193    0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0675   -1.1154    0.9419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5685   -1.0110    2.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0082   -0.0827   -0.1213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4193    0.3819   -0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9720    1.0108    0.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0453    0.6631    1.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8694   -0.4833    0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2761    0.0767    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1571    1.1288   -0.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5000    1.6838   -0.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6125    2.5678   -1.5976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6512    1.2777   -0.0513 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0832    1.6783   -2.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5299    2.4795   -0.5993 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0502    2.8927   -1.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3125    0.0432   -1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1431    1.3345   -0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4525   -0.1576    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6487    1.3710    1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4792   -0.5148    2.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6605   -1.4278    0.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3672   -0.8640    1.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6138    0.8657    1.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5559   -1.2493   -0.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6816    0.2503   -2.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4055    0.3234    0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7365   -1.1405   -2.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648   -0.4122   -2.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0060   -2.8810   -1.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2948   -3.1540   -0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7721   -3.2585    0.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040   -2.1838    0.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4627    0.8091    0.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9775   -0.4300   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2400    1.2074   -1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4275    1.8849    1.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3622    1.2238    2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9942   -1.2152    1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5478   -0.9454    0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8859   -0.7795    0.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6913    0.5622    1.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7638    0.5758   -1.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4647    1.9212   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7432    0.2956    0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  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
  6 37  1  6
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  6
 12 43  1  0
 13 44  1  0
 13 45  1  0
 16 46  1  1
 17 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 25 57  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0    8698.5378704.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8699.8748705.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8701.4148705.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8702.7478704.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8704.0808705.320   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8705.4138704.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8706.7458705.320   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8708.0818704.550   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8706.7458706.861   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8701.0938702.841   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8702.4268702.069   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8703.7618702.841   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8705.0938702.069   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8706.4268702.841   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8707.7588702.069   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8709.0908702.841   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8710.4278702.069   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0    8703.7618704.381   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0    8695.8038702.547   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0    8700.1468699.368   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0    8698.5068702.994   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8697.2588702.087   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8697.7358700.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8699.2788700.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8699.7548702.087   0.000  0.00  0.00           C+0
CONECT    1    2   21                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10   11   25                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   12                                                            
CONECT   19   22                                                            
CONECT   20   24                                                            
CONECT   21   22   25    1                                                  
CONECT   22   21   23   19                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   20                                                  
CONECT   25   21   24   10                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

COMPND    HMDB0001220
HETATM    1  C1  UNL     1       6.371   1.996  -1.168  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.079   0.932  -0.417  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.560   0.449   0.848  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.392  -0.311   1.158  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.984  -0.102   0.931  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.397  -0.165  -0.403  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.748   0.657  -1.396  1.00  0.00           O  
HETATM    8  C7  UNL     1       1.858  -0.143  -0.304  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.141  -0.694  -1.263  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.346  -0.748  -1.303  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.677  -2.241  -1.067  1.00  0.00           C  
HETATM   12  O2  UNL     1      -2.007  -2.516  -1.272  1.00  0.00           O  
HETATM   13  C11 UNL     1      -0.392  -2.319   0.418  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.068  -1.115   0.942  1.00  0.00           C  
HETATM   15  O3  UNL     1      -1.568  -1.011   2.034  1.00  0.00           O  
HETATM   16  C13 UNL     1      -1.008  -0.083  -0.121  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.419   0.382  -0.496  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.972   1.011   0.715  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.045   0.663   1.388  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.869  -0.483   0.964  1.00  0.00           C  
HETATM   21  C18 UNL     1      -6.276   0.077   0.684  1.00  0.00           C  
HETATM   22  C19 UNL     1      -6.157   1.129  -0.423  1.00  0.00           C  
HETATM   23  C20 UNL     1      -7.500   1.684  -0.712  1.00  0.00           C  
HETATM   24  O4  UNL     1      -7.612   2.568  -1.598  1.00  0.00           O  
HETATM   25  O5  UNL     1      -8.651   1.278  -0.051  1.00  0.00           O  
HETATM   26  H1  UNL     1       6.083   1.678  -2.193  1.00  0.00           H  
HETATM   27  H2  UNL     1       5.530   2.479  -0.599  1.00  0.00           H  
HETATM   28  H3  UNL     1       7.050   2.893  -1.375  1.00  0.00           H  
HETATM   29  H4  UNL     1       7.313   0.043  -1.095  1.00  0.00           H  
HETATM   30  H5  UNL     1       8.143   1.334  -0.249  1.00  0.00           H  
HETATM   31  H6  UNL     1       7.453  -0.158   1.331  1.00  0.00           H  
HETATM   32  H7  UNL     1       6.649   1.371   1.584  1.00  0.00           H  
HETATM   33  H8  UNL     1       5.479  -0.515   2.327  1.00  0.00           H  
HETATM   34  H9  UNL     1       5.661  -1.428   0.854  1.00  0.00           H  
HETATM   35  H10 UNL     1       3.367  -0.864   1.565  1.00  0.00           H  
HETATM   36  H11 UNL     1       3.614   0.866   1.451  1.00  0.00           H  
HETATM   37  H12 UNL     1       3.556  -1.249  -0.763  1.00  0.00           H  
HETATM   38  H13 UNL     1       3.682   0.250  -2.283  1.00  0.00           H  
HETATM   39  H14 UNL     1       1.405   0.323   0.556  1.00  0.00           H  
HETATM   40  H15 UNL     1       1.736  -1.141  -2.083  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.765  -0.412  -2.267  1.00  0.00           H  
HETATM   42  H17 UNL     1       0.006  -2.881  -1.661  1.00  0.00           H  
HETATM   43  H18 UNL     1      -2.295  -3.154  -0.569  1.00  0.00           H  
HETATM   44  H19 UNL     1      -0.772  -3.258   0.866  1.00  0.00           H  
HETATM   45  H20 UNL     1       0.704  -2.184   0.621  1.00  0.00           H  
HETATM   46  H21 UNL     1      -0.463   0.809   0.179  1.00  0.00           H  
HETATM   47  H22 UNL     1      -2.978  -0.430  -0.932  1.00  0.00           H  
HETATM   48  H23 UNL     1      -2.240   1.207  -1.232  1.00  0.00           H  
HETATM   49  H24 UNL     1      -2.428   1.885   1.120  1.00  0.00           H  
HETATM   50  H25 UNL     1      -4.362   1.224   2.297  1.00  0.00           H  
HETATM   51  H26 UNL     1      -4.994  -1.215   1.805  1.00  0.00           H  
HETATM   52  H27 UNL     1      -4.548  -0.945   0.043  1.00  0.00           H  
HETATM   53  H28 UNL     1      -6.886  -0.780   0.346  1.00  0.00           H  
HETATM   54  H29 UNL     1      -6.691   0.562   1.587  1.00  0.00           H  
HETATM   55  H30 UNL     1      -5.764   0.576  -1.324  1.00  0.00           H  
HETATM   56  H31 UNL     1      -5.465   1.921  -0.099  1.00  0.00           H  
HETATM   57  H32 UNL     1      -8.743   0.296   0.230  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    8   37
CONECT    7   38
CONECT    8    9    9   39
CONECT    9   10   40
CONECT   10   11   16   41
CONECT   11   12   13   42
CONECT   12   43
CONECT   13   14   44   45
CONECT   14   15   15   16
CONECT   16   17   46
CONECT   17   18   47   48
CONECT   18   19   19   49
CONECT   19   20   50
CONECT   20   21   51   52
CONECT   21   22   53   54
CONECT   22   23   55   56
CONECT   23   24   24   25
CONECT   25   57
END

HMDB0001220
     RDKit          3D
Prostaglandin E2
 57 57  0  0  0  0  0  0  0  0999 V2000
    6.3710    1.9964   -1.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0791    0.9317   -0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5598    0.4489    0.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3915   -0.3107    1.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843   -0.1015    0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3974   -0.1652   -0.4032 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7484    0.6573   -1.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8585   -0.1427   -0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1406   -0.6941   -1.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3457   -0.7477   -1.3034 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6767   -2.2405   -1.0665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0072   -2.5157   -1.2724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3916   -2.3193    0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0675   -1.1154    0.9419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5685   -1.0110    2.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0082   -0.0827   -0.1213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4193    0.3819   -0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9720    1.0108    0.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0453    0.6631    1.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8694   -0.4833    0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2761    0.0767    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1571    1.1288   -0.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5000    1.6838   -0.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6125    2.5678   -1.5976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6512    1.2777   -0.0513 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0832    1.6783   -2.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5299    2.4795   -0.5993 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0502    2.8927   -1.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3125    0.0432   -1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1431    1.3345   -0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4525   -0.1576    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6487    1.3710    1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4792   -0.5148    2.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6605   -1.4278    0.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3672   -0.8640    1.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6138    0.8657    1.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5559   -1.2493   -0.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6816    0.2503   -2.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4055    0.3234    0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7365   -1.1405   -2.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648   -0.4122   -2.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0060   -2.8810   -1.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2948   -3.1540   -0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7721   -3.2585    0.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040   -2.1838    0.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4627    0.8091    0.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9775   -0.4300   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2400    1.2074   -1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4275    1.8849    1.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3622    1.2238    2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9942   -1.2152    1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5478   -0.9454    0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8859   -0.7795    0.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6913    0.5622    1.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7638    0.5758   -1.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4647    1.9212   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7432    0.2956    0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  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
  6 37  1  6
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  6
 12 43  1  0
 13 44  1  0
 13 45  1  0
 16 46  1  1
 17 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 25 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(15S)-Prostaglandin e2	ChEBI
(5Z,11alpha,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-Oic acid	ChEBI
(5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoate	ChEBI
(5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprosta-5,13-dienoate	ChEBI
(e,Z)-(1R,2R,3R)-7-(3-Hydroxy-2-((3S)-(3-hydroxy-1-octenyl))-5-oxocyclopentyl)-5-heptenoic acid	ChEBI
(Z)-7-((1R,2R,3R)-3-Hydroxy-2-((S,e)-3-hydroxyoct-1-enyl)-5-oxocyclopentyl)hept-5-enoic acid	ChEBI
Dinoproston	ChEBI
Dinoprostona	ChEBI
Dinoprostone	ChEBI
Dinoprostonum	ChEBI
PGE2	ChEBI
Prepidil	ChEBI
Propess	ChEBI
Prostin e2	ChEBI
Cervidil	Kegg
(5Z,11a,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-Oate	Generator
(5Z,11a,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-Oic acid	Generator
(5Z,11alpha,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-Oate	Generator
(5Z,11Α,13E,15S)-11,15-dihydroxy-9-oxoprosta-5,13-dien-1-Oate	Generator
(5Z,11Α,13E,15S)-11,15-dihydroxy-9-oxoprosta-5,13-dien-1-Oic acid	Generator
(5Z,13E)-(15S)-11a,15-Dihydroxy-9-oxoprost-13-enoate	Generator
(5Z,13E)-(15S)-11a,15-Dihydroxy-9-oxoprost-13-enoic acid	Generator
(5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoic acid	Generator
(5Z,13E)-(15S)-11Α,15-dihydroxy-9-oxoprost-13-enoate	Generator
(5Z,13E)-(15S)-11Α,15-dihydroxy-9-oxoprost-13-enoic acid	Generator
(5Z,13E)-(15S)-11a,15-Dihydroxy-9-oxoprosta-5,13-dienoate	Generator
(5Z,13E)-(15S)-11a,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid	Generator
(5Z,13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid	Generator
(5Z,13E)-(15S)-11Α,15-dihydroxy-9-oxoprosta-5,13-dienoate	Generator
(5Z,13E)-(15S)-11Α,15-dihydroxy-9-oxoprosta-5,13-dienoic acid	Generator
(e,Z)-(1R,2R,3R)-7-(3-Hydroxy-2-((3S)-(3-hydroxy-1-octenyl))-5-oxocyclopentyl)-5-heptenoate	Generator
(Z)-7-((1R,2R,3R)-3-Hydroxy-2-((S,e)-3-hydroxyoct-1-enyl)-5-oxocyclopentyl)hept-5-enoate	Generator
(-)-Prostaglandin e2	HMDB
(5Z,13E,15S)-11-alpha,15-Dihydroxy-9-oxoprost-5,13-dienoate	HMDB
(5Z,13E,15S)-11-alpha,15-Dihydroxy-9-oxoprost-5,13-dienoic acid	HMDB
5-trans-PGE2	HMDB
Glandin	HMDB
L-Prostaglandin e2	HMDB
Minprositin e2	HMDB
Minprostin e2	HMDB
Prostaglandin e	HMDB
Prostaglandin e2alpha	HMDB
Prostarmon e	HMDB
Prostin	HMDB
e2, Prostaglandin	HMDB
Prepidil gel	HMDB
alpha, Prostaglandin e2	HMDB
e2 alpha, Prostaglandin	HMDB
e2alpha, Prostaglandin	HMDB
alpha, PGE2	HMDB
Prostenon	HMDB
Gel, prepidil	HMDB
PGE2 alpha	HMDB
PGE2alpha	HMDB
Prostaglandin e2 alpha	HMDB

Chemical Formula

C₂₀H₃₂O₅

Average Molecular Weight

352.4651

Monoisotopic Molecular Weight

352.224974134

IUPAC Name

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

Traditional Name

dinoprostone

CAS Registry Number

363-24-6

SMILES

CCCCC[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/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1

InChI Key

XEYBRNLFEZDVAW-ARSRFYASSA-N

Chemical Taxonomy

Description

This compound 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 E (CHEBI:15551 )
Prostaglandins (C00584 )
Prostaglandins (LMFA03010003 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 12840179)
Cerebrospinal Fluid (CSF) (PMID: 11971099)

Organ

Brain (HMDB: HMDB0001220)
Placenta (HMDB: HMDB0001220)

Cell

Fibroblasts (HMDB: HMDB0001220)

Tissue

Epithelium

Epidermis (HMDB: HMDB0001220)

Excreta

Biofluid or Excreta

Urine (PMID: 9373880)
Feces (PMID: 19636438)

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0001220)

Source

Exogenous

Exogenous (HMDB: HMDB0001220)

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)

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Endogenous

Endogenous (HMDB: HMDB0001220)

Process

Naturally occurring process

Biological process

Biochemical pathway

Disease pathway

Leukotriene C4 Synthesis Deficiency (PathBank: SMP0120510)

Protein pathway

Succinate Signalling During Inflammation (PathBank: SMP0120884)

Metabolic pathway

Arachidonic Acid Metabolism (PathBank: SMP0087315)

Drug action pathway

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

Role

Industrial application

Pharmaceutical industry

Biomarker

Amyotrophic lateral sclerosis (MarkerDB: MDB00000309)
Meningitis (MarkerDB: MDB00000309)
Hydrocephalus (MarkerDB: MDB00000309)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	67 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	2.82	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Baker	192.06	30932474
[M-H]-	Not Available	192.06	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000239

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.044 g/L	ALOGPS
logP	3.31	ALOGPS
logP	3.23	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	4.3	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	99.44 m³·mol⁻¹	ChemAxon
Polarizability	41 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]+	187.689	31661259
DarkChem	[M-H]-	192.186	31661259
AllCCS	[M+H]+	192.642	32859911
AllCCS	[M-H]-	191.177	32859911
DeepCCS	[M+H]+	197.625	30932474
DeepCCS	[M-H]-	195.229	30932474
DeepCCS	[M-2H]-	229.336	30932474
DeepCCS	[M+Na]+	204.261	30932474
AllCCS	[M+H]+	192.6	32859911
AllCCS	[M+H-H2O]+	190.0	32859911
AllCCS	[M+NH4]+	195.1	32859911
AllCCS	[M+Na]+	195.8	32859911
AllCCS	[M-H]-	191.2	32859911
AllCCS	[M+Na-2H]-	192.5	32859911
AllCCS	[M+HCOO]-	194.2	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.	6.67 minutes	32390414
Predicted by Siyang on May 30, 2022	13.6049 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.21 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	50.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2681.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	208.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	180.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	179.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	235.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	582.0 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	475.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	142.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1236.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	511.5 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	1424.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	350.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	402.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	332.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	173.7 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	9.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prostaglandin E2	CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O	4382.1	Standard polar	33892256
Prostaglandin E2	CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O	2671.1	Standard non polar	33892256
Prostaglandin E2	CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O	2857.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prostaglandin E2,1TMS,isomer #1	CCCCC[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	2825.3	Semi standard non polar	33892256
Prostaglandin E2,1TMS,isomer #2	CCCCC[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	2760.1	Semi standard non polar	33892256
Prostaglandin E2,1TMS,isomer #3	CCCCC[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	2777.3	Semi standard non polar	33892256
Prostaglandin E2,1TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@@H]1C(C/C=C\CCCC(=O)O)=C(O[Si](C)(C)C)C[C@H]1O	2792.8	Semi standard non polar	33892256
Prostaglandin E2,1TMS,isomer #5	CCCCC[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	2715.1	Semi standard non polar	33892256
Prostaglandin E2,2TMS,isomer #1	CCCCC[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	2722.0	Semi standard non polar	33892256
Prostaglandin E2,2TMS,isomer #2	CCCCC[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	2783.0	Semi standard non polar	33892256
Prostaglandin E2,2TMS,isomer #3	CCCCC[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	2827.1	Semi standard non polar	33892256
Prostaglandin E2,2TMS,isomer #4	CCCCC[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	2726.3	Semi standard non polar	33892256
Prostaglandin E2,2TMS,isomer #5	CCCCC[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	2721.7	Semi standard non polar	33892256
Prostaglandin E2,2TMS,isomer #6	CCCCC[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	2793.1	Semi standard non polar	33892256
Prostaglandin E2,2TMS,isomer #7	CCCCC[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	2747.3	Semi standard non polar	33892256
Prostaglandin E2,2TMS,isomer #8	CCCCC[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	2787.4	Semi standard non polar	33892256
Prostaglandin E2,2TMS,isomer #9	CCCCC[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	2724.3	Semi standard non polar	33892256
Prostaglandin E2,3TMS,isomer #1	CCCCC[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	2711.5	Semi standard non polar	33892256
Prostaglandin E2,3TMS,isomer #2	CCCCC[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	2781.6	Semi standard non polar	33892256
Prostaglandin E2,3TMS,isomer #3	CCCCC[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	2743.2	Semi standard non polar	33892256
Prostaglandin E2,3TMS,isomer #4	CCCCC[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	2800.8	Semi standard non polar	33892256
Prostaglandin E2,3TMS,isomer #5	CCCCC[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	2734.4	Semi standard non polar	33892256
Prostaglandin E2,3TMS,isomer #6	CCCCC[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	2774.0	Semi standard non polar	33892256
Prostaglandin E2,3TMS,isomer #7	CCCCC[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	2733.4	Semi standard non polar	33892256
Prostaglandin E2,4TMS,isomer #1	CCCCC[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	2794.8	Semi standard non polar	33892256
Prostaglandin E2,4TMS,isomer #1	CCCCC[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	2871.7	Standard non polar	33892256
Prostaglandin E2,4TMS,isomer #1	CCCCC[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	2843.1	Standard polar	33892256
Prostaglandin E2,4TMS,isomer #2	CCCCC[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	2769.5	Semi standard non polar	33892256
Prostaglandin E2,4TMS,isomer #2	CCCCC[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	2714.3	Standard non polar	33892256
Prostaglandin E2,4TMS,isomer #2	CCCCC[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	2917.3	Standard polar	33892256
Prostaglandin E2,1TBDMS,isomer #1	CCCCC[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	3071.9	Semi standard non polar	33892256
Prostaglandin E2,1TBDMS,isomer #2	CCCCC[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	2962.4	Semi standard non polar	33892256
Prostaglandin E2,1TBDMS,isomer #3	CCCCC[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	3031.5	Semi standard non polar	33892256
Prostaglandin E2,1TBDMS,isomer #4	CCCCC[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	3056.6	Semi standard non polar	33892256
Prostaglandin E2,1TBDMS,isomer #5	CCCCC[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	2956.7	Semi standard non polar	33892256
Prostaglandin E2,2TBDMS,isomer #1	CCCCC[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	3207.8	Semi standard non polar	33892256
Prostaglandin E2,2TBDMS,isomer #2	CCCCC[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	3289.1	Semi standard non polar	33892256
Prostaglandin E2,2TBDMS,isomer #3	CCCCC[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	3290.5	Semi standard non polar	33892256
Prostaglandin E2,2TBDMS,isomer #4	CCCCC[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	3207.1	Semi standard non polar	33892256
Prostaglandin E2,2TBDMS,isomer #5	CCCCC[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	3197.1	Semi standard non polar	33892256
Prostaglandin E2,2TBDMS,isomer #6	CCCCC[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	3236.4	Semi standard non polar	33892256
Prostaglandin E2,2TBDMS,isomer #7	CCCCC[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	3198.7	Semi standard non polar	33892256
Prostaglandin E2,2TBDMS,isomer #8	CCCCC[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	3275.5	Semi standard non polar	33892256
Prostaglandin E2,2TBDMS,isomer #9	CCCCC[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	3205.0	Semi standard non polar	33892256
Prostaglandin E2,3TBDMS,isomer #1	CCCCC[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	3438.1	Semi standard non polar	33892256
Prostaglandin E2,3TBDMS,isomer #2	CCCCC[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	3460.1	Semi standard non polar	33892256
Prostaglandin E2,3TBDMS,isomer #3	CCCCC[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	3450.1	Semi standard non polar	33892256
Prostaglandin E2,3TBDMS,isomer #4	CCCCC[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	3520.4	Semi standard non polar	33892256
Prostaglandin E2,3TBDMS,isomer #5	CCCCC[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	3460.0	Semi standard non polar	33892256
Prostaglandin E2,3TBDMS,isomer #6	CCCCC[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	3464.0	Semi standard non polar	33892256
Prostaglandin E2,3TBDMS,isomer #7	CCCCC[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	3450.9	Semi standard non polar	33892256
Prostaglandin E2,4TBDMS,isomer #1	CCCCC[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	3648.3	Semi standard non polar	33892256
Prostaglandin E2,4TBDMS,isomer #1	CCCCC[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	3490.1	Standard non polar	33892256
Prostaglandin E2,4TBDMS,isomer #1	CCCCC[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	3150.4	Standard polar	33892256
Prostaglandin E2,4TBDMS,isomer #2	CCCCC[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	3645.5	Semi standard non polar	33892256
Prostaglandin E2,4TBDMS,isomer #2	CCCCC[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	3215.8	Standard non polar	33892256
Prostaglandin E2,4TBDMS,isomer #2	CCCCC[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	3179.9	Standard polar	33892256

Spectra

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane
Endoplasmic reticulum

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Feces
Urine

Tissue Locations

Brain
Epidermis
Fibroblasts
Placenta

Pathways

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

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.001 +/- 0.000053 uM	Adult (>18 years old)	Male	Normal	12840179	details
Blood	Detected and Quantified	0.0009 +/- 0.000060 uM	Adult (>18 years old)	Female	Normal	12840179	details
Blood	Detected and Quantified	0.00218 +/- 0.00287 uM	Adult (>18 years old)	Both	Normal	18953024 21359215	details
Blood	Detected and Quantified	0.000037 +/- 0.000012 uM	Adult (>18 years old)	Both	Normal	20671299	details
Blood	Detected and Quantified	0.0000967 +/- 0.000012 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	0.000172 +/- 0.00013 uM	Adult (>18 years old)	Both	Normal	21359215	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.0013 +/- 0.0020 uM	Adult (>18 years old)	Both	Normal	Geigy Scientific ...	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0 - 0.02 uM	Adult (>18 years old)	Both	Normal	11971099	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	<0.00005110 uM	Adult (>18 years old)	Both	Normal	6593432	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	19636438	details
Urine	Detected and Quantified	0.000057 +/- 0.000020 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	Geigy Scientific ...	details
Urine	Detected and Quantified	0.00012 +/- 0.000025 umol/mmol creatinine	Adult (>18 years old)	Male	Normal	Geigy Scientific ...	details
Urine	Detected and Quantified	0.0098 +/- 0.0011 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	9373880	details
Urine	Detected and Quantified	0.015 +/- 0.002 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	9373880	details
Urine	Detected and Quantified	0.0002 +/- 0.0002 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	24817352	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Cerebrospinal Fluid (CSF)	Detected and Quantified	35.0 +/- 10.0 uM	Adult (>18 years old)	Not Specified	Amyotrophic lateral sclerosis	11971099	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00004543 uM	Not Specified	Not Specified	closed head injury	2835791	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00009937 uM	Not Specified	Not Specified	gunshot wound	2835791	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.000005962 +/- 0.0000004259 uM	Not Specified	Not Specified	HIV-seronegative, noninflammatory neurological disease	7910004	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.000004826 +/- 0.0000006246 uM	Not Specified	Not Specified	HIV-Seropositive	7910004	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00006246 +/- 0.000165 uM	Not Specified	Not Specified	hydrocephalus	2835791	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00716 (0.000116-0.0142) uM	Not Specified	Not Specified	meningitis	2835791	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00005650 +/- 0.000003975 uM	Adult (>18 years old)	Female	Pregnant women(nonlabor pain)	11682417	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00005724 +/- 0.000005337 uM	Adult (>18 years old)	Female	Pregnant women(labor pain)	11682417	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	CCD	19636438	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Ileal Crohn's disease	19636438	details

Associated Disorders and Diseases

Disease References

Amyotrophic lateral sclerosis
Almer G, Teismann P, Stevic Z, Halaschek-Wiener J, Deecke L, Kostic V, Przedborski S: Increased levels of the pro-inflammatory prostaglandin PGE2 in CSF from ALS patients. Neurology. 2002 Apr 23;58(8):1277-9. [PubMed:11971099 ]
Hydrocephalus
Westcott JY, Murphy RC, Stenmark K: Eicosanoids in human ventricular cerebrospinal fluid following severe brain injury. Prostaglandins. 1987 Dec;34(6):877-87. [PubMed:2835791 ]
Meningitis
Westcott JY, Murphy RC, Stenmark K: Eicosanoids in human ventricular cerebrospinal fluid following severe brain injury. Prostaglandins. 1987 Dec;34(6):877-87. [PubMed:2835791 ]

Associated OMIM IDs

105400 (Amyotrophic lateral sclerosis)

External Links

DrugBank ID

DB00917

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022498

KNApSAcK ID

Not Available

Chemspider ID

4444059

KEGG Compound ID

C00584

BioCyc ID

5Z13E-15S-1115-DIHYDROXY-9-OXOPROS

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

15551

Food Biomarker Ontology

Not Available

VMH ID

PROSTGE2

MarkerDB ID

MDB00000309

Good Scents ID

Not Available

References

Synthesis Reference

Corey, Elias J.; Weinshenker, Ned M.; Schaaf, Thomas K.; Huber, Willy. Stereo-controlled synthesis of dl-prostaglandins F2a and E2. Journal of the American Chemical Society (1969), 91(20), 5675-7.

Material Safety Data Sheet (MSDS)

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General References

Catanzarite VA: Prophylactic intramyometrial carboprost tromethamine does not substantially reduce blood loss relative to intramyometrial oxytocin at routine cesarean section. Am J Perinatol. 1990 Jan;7(1):39-42. [PubMed:2403792 ]
Ilzecka J: Prostaglandin E2 is increased in amyotrophic lateral sclerosis patients. Acta Neurol Scand. 2003 Aug;108(2):125-9. [PubMed:12859290 ]
Waschbisch A, Fiebich BL, Akundi RS, Schmitz ML, Hoozemans JJ, Candelario-Jalil E, Virtainen N, Veerhuis R, Slawik H, Yrjanheikki J, Hull M: Interleukin-1 beta-induced expression of the prostaglandin E-receptor subtype EP3 in U373 astrocytoma cells depends on protein kinase C and nuclear factor-kappaB. J Neurochem. 2006 Feb;96(3):680-93. Epub 2006 Jan 9. [PubMed:16405508 ]
Seo JY, Kim EK, Lee SH, Park KC, Kim KH, Eun HC, Chung JH: Enhanced expression of cylooxygenase-2 by UV in aged human skin in vivo. Mech Ageing Dev. 2003 Aug-Sep;124(8-9):903-10. [PubMed:14499495 ]
Amato F, Rizzuto G, Nicoletti A, Senatore M, Roberti R: [Isolated peripheral arterial ischaemia and medullary neurostimulation: case report]. G Ital Nefrol. 2003 Mar-Apr;20(2):200-4. [PubMed:12746806 ]
Laitinen K, Arvola T, Moilanen E, Lampi AM, Ruuska T, Isolauri E: Characterization of breast milk received by infants with gross blood in stools. Biol Neonate. 2005;87(1):66-72. Epub 2004 Nov 9. [PubMed:15542928 ]
Yamada M, Ogata M, Kawai M, Mashima Y, Nishida T: Substance P in human tears. Cornea. 2003 Oct;22(7 Suppl):S48-54. [PubMed:14703707 ]
Choi SH, Langenbach R, Bosetti F: Cyclooxygenase-1 and -2 enzymes differentially regulate the brain upstream NF-kappa B pathway and downstream enzymes involved in prostaglandin biosynthesis. J Neurochem. 2006 Aug;98(3):801-11. Epub 2006 Jun 19. [PubMed:16787416 ]
Schmitz T, Dallot E, Leroy MJ, Breuiller-Fouche M, Ferre F, Cabrol D: EP(4) receptors mediate prostaglandin E(2)-stimulated glycosaminoglycan synthesis in human cervical fibroblasts in culture. Mol Hum Reprod. 2001 Apr;7(4):397-402. [PubMed:11279302 ]
Christidis N, Kopp S, Ernberg M: The effect on mechanical pain threshold over human muscles by oral administration of granisetron and diclofenac-sodium. Pain. 2005 Feb;113(3):265-70. [PubMed:15661432 ]
Konopka T, Rutkowska M, Hirnle L, Kopec W, Karolewska E: The secretion of prostaglandin E2 and interleukin 1-beta in women with periodontal diseases and preterm low-birth-weight. Bull Group Int Rech Sci Stomatol Odontol. 2003 Jan-Apr;45(1):18-28. [PubMed:14535055 ]
Iizuka H, Ohkawara A, Ishibashi Y: Human skin epidermal adenylate cyclase systems: defective beta-adrenergic responsiveness in the involved epidermis of Darier's disease. Curr Probl Dermatol. 1983;11:45-58. [PubMed:6317292 ]
Greaves MW: Does ultraviolet-evoked prostaglandin formation protect skin from actinic cancer? Lancet. 1978 Jan 28;1(8057):189. [PubMed:74611 ]
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 ]
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Only showing the first 10 proteins. There are 14 proteins in total.

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Enzymes

Enzyme Details

1. Carbonyl reductase [NADPH] 1

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

Reactions

Prostaglandin F2a + NADP → Prostaglandin E2 + NADPH + Hydrogen Ion	details

Enzyme Details

2. Carbonyl reductase [NADPH] 3

General function:: Involved in oxidoreductase activity
Specific function:: Has low NADPH-dependent oxidoreductase activity towards 4-benzoylpyridine and menadione (in vitro).
Gene Name:: CBR3
Uniprot ID:: O75828
Molecular weight:: 30849.97

Reactions

Prostaglandin F2a + NADP → Prostaglandin E2 + NADPH + Hydrogen Ion	details

Enzyme Details

3. 15-hydroxyprostaglandin dehydrogenase [NAD(+)]

General function:: Involved in oxidoreductase activity
Specific function:: Prostaglandin inactivation. Contributes to the regulation of events that are under the control of prostaglandin levels. Catalyzes the NAD-dependent dehydrogenation of lipoxin A4 to form 15-oxo-lipoxin A4. Inhibits in vivo proliferation of colon cancer cells.
Gene Name:: HPGD
Uniprot ID:: P15428
Molecular weight:: 28977.105

Enzyme Details

4. Prostaglandin E synthase

General function:: Involved in prostaglandin-E synthase activity
Specific function:: Catalyzes the oxidoreduction of prostaglandin endoperoxide H2 (PGH2) to prostaglandin E2 (PGE2).
Gene Name:: PTGES
Uniprot ID:: O14684
Molecular weight:: 17102.135

Reactions

Prostaglandin H2 → Prostaglandin E2	details

Enzyme Details

5. Aryl hydrocarbon receptor

General function:: Involved in transcription regulator activity
Specific function:: Ligand-activated transcriptional activator. Binds to the XRE promoter region of genes it activates. Activates the expression of multiple phase I and II xenobiotic chemical metabolizing enzyme genes (such as the CYP1A1 gene). Mediates biochemical and toxic effects of halogenated aromatic hydrocarbons. Involved in cell-cycle regulation. Likely to play an important role in the development and maturation of many tissues
Gene Name:: AHR
Uniprot ID:: P35869
Molecular weight:: 96146.7

Enzyme Details

6. Prostaglandin E2 receptor EP1 subtype

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Receptor for prostaglandin E2 (PGE2). The activity of this receptor is mediated by G(q) proteins which activate a phosphatidylinositol-calcium second messenger system. May play a role as an important modulator of renal function. Implicated the smooth muscle contractile response to PGE2 in various tissues
Gene Name:: PTGER1
Uniprot ID:: P34995
Molecular weight:: 41800.7

Enzyme Details

7. Prostaglandin E2 receptor EP4 subtype

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Receptor for prostaglandin E2 (PGE2). The activity of this receptor is mediated by G(s) proteins that stimulate adenylate cyclase. Has a relaxing effect on smooth muscle. May play an important role in regulating renal hemodynamics, intestinal epithelial transport, adrenal aldosterone secretion, and uterine function
Gene Name:: PTGER4
Uniprot ID:: P35408
Molecular weight:: 53118.8

Enzyme Details

8. Prostaglandin E synthase 2

General function:: Involved in electron carrier activity
Specific function:: Isomerase that catalyzes the conversion of unstable intermediate of prostaglandin E2 H2 (PGH2) into the more stable prostaglandin E2 (PGE2) form. May also have transactivation activity toward IFN-gamma (IFNG), possibly via an interaction with CEBPB; however, the relevance of transcription activation activity remains unclear.
Gene Name:: PTGES2
Uniprot ID:: Q9H7Z7
Molecular weight:: 21337.205

Reactions

Prostaglandin H2 → Prostaglandin E2	details

Enzyme Details

9. Prostaglandin E2 receptor EP3 subtype

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Receptor for prostaglandin E2 (PGE2); the EP3 receptor may be involved in inhibition of gastric acid secretion, modulation of neurotransmitter release in central and peripheral neurons, inhibition of sodium and water reabsorption in kidney tubulus and contraction in uterine smooth muscle. The activity of this receptor can couple to both the inhibition of adenylate cyclase mediated by G-I proteins, and to an elevation of intracellular calcium. The various isoforms have identical ligand binding properties but can interact with different second messenger systems
Gene Name:: PTGER3
Uniprot ID:: P43115
Molecular weight:: 43309.3

Enzyme Details

10. Prostaglandin E2 receptor EP2 subtype

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Receptor for prostaglandin E2 (PGE2). The activity of this receptor is mediated by G(s) proteins that stimulate adenylate cyclase. The subsequent raise in intracellular cAMP is responsible for the relaxing effect of this receptor on smooth muscle
Gene Name:: PTGER2
Uniprot ID:: P43116
Molecular weight:: 39759.9

Transporters

Enzyme Details

1. Solute carrier organic anion transporter family member 1B1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostaglandin E2, thromboxane B2, leukotriene C3, leukotriene E4, thyroxine and triiodothyronine. May play an important role in the clearance of bile acids and organic anions from the liver
Gene Name:: SLCO1B1
Uniprot ID:: Q9Y6L6
Molecular weight:: 76448.0

Enzyme Details

2. Solute carrier family 22 member 7

General function:: Involved in transmembrane transport
Specific function:: Mediates sodium-independent multispecific organic anion transport. Transport of prostaglandin E2, prostaglandin F2, tetracycline, bumetanide, estrone sulfate, glutarate, dehydroepiandrosterone sulfate, allopurinol, 5-fluorouracil, paclitaxel, L-ascorbic acid, salicylate, ethotrexate, and alpha- ketoglutarate
Gene Name:: SLC22A7
Uniprot ID:: Q9Y694
Molecular weight:: 60025.0

Only showing the first 10 proteins. There are 14 proteins in total.

Show all enzymes and transporters

Showing metabocard for Prostaglandin E2 (HMDB0001220)

MOL for HMDB0001220 (Prostaglandin E2)

3D MOL for HMDB0001220 (Prostaglandin E2)

3D SDF for HMDB0001220 (Prostaglandin E2)

3D-SDF for HMDB0001220 (Prostaglandin E2)

PDB for HMDB0001220 (Prostaglandin E2)

3D PDB for HMDB0001220 (Prostaglandin E2)

SMILES for HMDB0001220 (Prostaglandin E2)

INCHI for HMDB0001220 (Prostaglandin E2)

Structure for HMDB0001220 (Prostaglandin E2)

3D Structure for HMDB0001220 (Prostaglandin E2)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

Enzymes

Reactions

Reactions

Reactions

Reactions

Transporters