| Identification | Back Directory | [Name]
20-HYDROXY PROSTAGLANDIN E2 | [CAS]
57930-95-7 | [Synonyms]
20-hydroxy-PGE2
20-HYDROXY PROSTAGLANDIN E2
AZIGEYVZEVXWAD-NZGURKHLSA-N
20-hydroxy Prostaglandin E2 (20-hydroxy PGE2)
20-hydroxy Prostaglandin E2 Lipid Maps MS Standard
9-OXO-11ALPHA,15S,20-TRIHYDROXY-PROSTA-5Z,13E-DIEN-1-OIC ACID
Prosta-5,13-dien-1-oic acid, 11,15,20-trihydroxy-9-oxo-, (5Z,11α,13E,15S)-
(E)-7-[(1R,2S,3R)-2-[(E,3S)-3,8-dihydroxyoct-1-enyl]-3-hydroxy-5-oxo-cyclopentyl]hept-5-enoic acid | [Molecular Formula]
C20H32O6 | [MDL Number]
MFCD00216058 | [MOL File]
57930-95-7.mol | [Molecular Weight]
368.46 |
| Chemical Properties | Back Directory | [solubility ]
DMF: >100 mg/ml (from PGE2); DMSO: >100 mg/ml (from PGE2); Ethanol: >100 mg/ml (from PGE2); PBS pH 7.2: >5 mg/ml (from PGE2) |
| Hazard Information | Back Directory | [Description]
20-hydroxy Prostaglandin E2 (20-hydroxy PGE2) is a product of cytochrome P450 metabolism of PGE2 .1,2 ω-Oxidation at C-20 followed by β-oxidation and the loss of up to four carbons from the lower side chain is a prominent metabolic pathway for PGE2. 20-hydroxy PGE2 is the putative first intermediate in this chain of chemical transformations. | [Uses]
20-Hydroxy Prostaglandin E2 (20-Hydroxy-PGE2) is a metabolite of Prostaglandin E2 (HY-101952) that can be metabolized by cytochrome P450[1]. | [Definition]
ChEBI: 20-hydroxyprostaglandin E2 is a prostaglandin E derivative that is prostaglandin E2 in which one of the methyl hydrogens at position 20 has been replaced by a hydroxy group. It is a prostaglandins E, a secondary allylic alcohol, a primary alcohol and a triol. It is functionally related to a prostaglandin E2. It is a conjugate acid of a 20-hydroxyprostaglandin E2(1-). | [References]
1. Oliw, E.H. Observations on the substrate specificity of prostaglandin hydroxylases of monkey seminal vesicles and sheep vesicular glands Biochim. Biophys. Acta 1001,107-110(1989).
2. Oliw, E.H., Fahlstadius, P., and Hamberg, M. Isolation and biosynthesis of 20-hydroxyprostaglandins E1 and E2 in ram seminal fluid J. Biol. Chem. 261,9216-9221(1986). |
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