(15R)-PGE2

Name: (15R)-PGE2
CAS#: 38873-82-4
Chemical Formula: C20H32O5
Exact Mass: 352.225
Molecular Weight: 352.47
Elemental Analysis: C, 68.15; H, 9.15; O, 22.70

Description: 15(R)-Prostaglandin E2 is the C-15 epimer of the naturally occurring 15(S)-PGE2 (sc-201225) isomer; the most physiologically abundant eicosanoid, which is produced predominantly from arachidonic acid (sc-200770) by COX and PGES, and exists at some level in nearly all cell types. PGE2 acts on four different receptors termed EP1 through EP4 yielding an astounding array of biological effects, but this compound shows much lower potency in most biological assays; however acid catalyzed epimerization can convert this compound to the active form - 15(S)-Prostaglandin E2.

IUPAC/Chemical Name: (Z)-7-((1R,2R,3R)-3-hydroxy-2-((R,E)-3-hydroxyoct-1-en-1-yl)-5-oxocyclopentyl)hept-5-enoic acid

InChi Key: XEYBRNLFEZDVAW-GKEZHNTDSA-N

InChi Code: 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-/m1/s1

SMILES Code: O[C@@H]1CC([C@H](C/C=C\CCCC(O)=O)[C@H]1/C=C/[C@H](O)CCCCC)=O

Appearance: Solid powder