13345-51-2

Biosynthesis from dihomo-γ-linolenic acid.

ChEBI: Prostaglandin B1 is a member of the class of prostaglandins B that is prosta-8(12),13-dien-1-oic acid carrying oxo and hydroxy substituents at positions 9 and 15 respectively (the 13E,15S-stereoisomer). It has a role as a human metabolite. It is a conjugate acid of a prostaglandin B1(1-).

This eicosanoid (FWB1 (free-acid) = 336.47 g/mol; CAS 13345-51-2, for PGB1, and 39306-29-1, for Bx) is a metabolite of prostaglandin E1: prostaglandin Bx is an oligomer of prostaglandin B1. The X-ray crystal structure of prostaglandin B1 suggests this prostaglandin has an unusual L-shaped configuration, with the a and w side chains roughly perpendicular to one another. The 15-hydroxyl group, which is normally directed away from the centroid of the prostaglandin in the standard hairpin mod+el, is turned inward in prostaglandin B1. Target (s) : FoF1 ATPase, or H-transporting two-sector ATPase, inhibited by prostaglandin Bx; 15- hydroxyprostaglandin dehydrogenase; phospholipase A2, inhibited by prostaglandin Bx.