20-Hydroxy prostaglandin E2

Product Name20-Hydroxy prostaglandin E2
CAS57930-95-7
MFC20H32O6
MW368.46
EINECS
MOL File57930-95-7.mol

Chemical Properties

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)

Usage And Synthesis

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E2 is a prostaglandin E derivative that is prostaglandin E2 in which one of the methyl hydrogens at position 20 has been replaced by a hydroxy group.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).