| Identification | Back Directory | [Name]
ent-PGE2 | [CAS]
65085-69-0 | [Synonyms]
ent-PGE2
ent-Prostaglandin E2
XEYBRNLFEZDVAW-OBUVHCMGSA-N
Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-9-oxo-, (5Z,8β,11β,12α,13E,15R)- | [Molecular Formula]
C20H32O5 | [MDL Number]
MFCD12912281 | [MOL File]
65085-69-0.mol | [Molecular Weight]
352.47 |
| Hazard Information | Back Directory | [Description]
Enzymatically-derived PGE2 is an optically pure compound whereas PGE2 derived from the free radical-catalyzed peroxidation of arachidonate is a racemic mixture. Ent-PGE2 is the opposite enantiomer of PGE2. Significant amounts of racemic PGE2 (rac-PGE2) are generated in vitro and in vivo in settings of oxidative stress via the isoprostane pathway. A proposed mechanism for the formation of rac-PGE2 involves the base catalyzed equilibration from 15-E2t-isoprostane (8-iso-PGE2), generated from the 15-H2t-isoprostane endoperoxide.1 | [Definition]
ChEBI: Ent-Prostaglandin E2 is a prostanoid. | [References]
1. Gao, L., Zackert, W.E., Hasford, J.J., et al. Formation of prostaglandin E2 and prostaglandin D2 via the isoprostane pathway: A mechanism for the generation of bioactive prostaglandins independent of the cyclooxygenase J. Biol. Chem. 278(31),28479-28489(2003). |
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