ent-Prostaglandin E2 | ent-Prostaglandin E2 | CAS 65085-69-0 | AnyMole

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HIT214320903

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HIT214320903

HIT ID:HIT214320903
Cas No:65085-69-0
常用名:ent-Prostaglandin E2
别名:ent-Prostaglandin E2
IUPAC:(5Z)-7-[(1S,2S,3S)-3-hydroxy-2-[(1E,3R)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]hept-5-enoic acid
IUPAC:(5Z)-7-[(1S,2S,3S)-3-hydroxy-2-[(1E,3R)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]hept-5-enoic acid
InChI key:XEYBRNLFEZDVAW-OBUVHCMGSA-N

分子式:C20H32O5
分子量:352.471
氢键供体数 (HBD):
氢键受体数 (HBA):
LogP:
SMILES:CCCCC[C@@H](O)\C=C\[C@@H]1[C@@H](O)CC(=O)[C@H]1C\C=C/CCCC(O)=O
SMILES:CCCCC[C@@H](O)\C=C\[C@@H]1[C@@H](O)CC(=O)[C@H]1C\C=C/CCCC(O)=O

Enzymatically-derived prostaglandin E2 (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.

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