Propenylbenzene epoxide
Propenylbenzene_epoxide.png

Propenylbenzene epoxide is the epoxide form of propenylbenzene. Also commonly known as (R,R)-Phenylpropylene oxide.


Effects on Epoxide Hydrolase

Propenylbenzene epoxide is an inhibitor of Epoxide Hydrolase. The (S,S) enantiomer is slightly more potent than the (R,R) enantiomer.[1]


Chemical Properties

Synonyms: 1-phenyl-1,2-epoxypropane; 2-Methyl-3-phenyloxirane; 2-Methyl-3-phenyloxirane; 1-phenylpropylene oxide; 2-METHYL-3-PHENYL-OXIRANE; (R,R)-Phenylpropylene oxide; Oxirane, 2-methyl-3-phenyl-; (R,R)-Phenylpropylene oxide
IUPAC Name: 2-methyl-3-phenyloxirane
InChI: InChI=1S/C9H10O/c1-7-9(10-7)8-5-3-2-4-6-8/h2-7,9H,1H3
InChI Key: YVCOJTATJWDGEU-UHFFFAOYSA-N
Canonical SMILES: CC1C(O1)C2=CC=CC=C2
Molecular Weight: 134.1751 g/mol
Molecular Formula: C9H10O
XLogP3: 1.8
PubChem CID: 123339


Bibliography
1. Inhibition of epoxide hydrolase from human, monkey, bovine, rabbit and murine liver by trans-3-phenylglycidols.
Dietze EC, Casas J, Kuwano E, Hammock BD.; Comp Biochem Physiol B. 1993 Feb;104(2):309-14.; PMID: 8462281
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