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ent-Prostaglandin E2
Cayman Chemical Item Number 10008294
Description
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.1↗
Synonyms ent-PGE2
Formal Name 9-oxo-11β,15R-dihydroxy-(8β,12α)-prosta-5Z,13E-dien-1-oic acid
CAS Number 65085-69-0
Molecular Formula C20H32O5
Formula Weight 352.5
Formulation A solution in methyl acetate
Purity >98%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES O=C1[C@@H](C/C=C\CCCC(O)=O)[C@H](/C=C/[C@H](O)CCCCC)[C@@H](O)C1
InCHI Code 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
InCHI Key XEYBRNLFEZDVAW-OBUVHCMGSA-N |