19(R)-OH-PGE2   Click here for help

GtoPdb Ligand ID: 1947

Synonyms: 19(R)-hydroxy-PGE2 | 19R-(OH)-PGE2
Compound class: Metabolite
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 12
Topological polar surface area 115.06
Molecular weight 368.22
XLogP 1.13
No. Lipinski's rules broken 1

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
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Canonical SMILES OC(C=CC1C(O)CC(=O)C1CC=CCCCC(=O)O)CCCC(O)C
Isomeric SMILES O[C@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O)CCC[C@H](O)C
InChI 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

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
EP4 receptor Rn Agonist Full agonist 7.5 pKi - 1
pKi 7.5 [1]
EP2 receptor Rn Agonist Full agonist 6.8 pKi - 1
pKi 6.8 [1]
EP2 receptor Hs Agonist Full agonist 5.9 pKi - 2
pKi 5.9 [2]