Cis-stilbene-oxide

General

Type : Epoxide

Chemical_Nomenclature : (2R,3S)-2,3-diphenyloxirane

Canonical SMILES : C1=CC=C(C=C1)C2C(O2)C3=CC=CC=C3

InChI : InChI=1S\/C14H12O\/c1-3-7-11(8-4-1)13-14(15-13)12-9-5-2-6-10-12\/h1-10,13-14H\/t13-,14+

InChIKey : ARCJQKUWGAZPFX-OKILXGFUSA-N

Other name(s) : Cis-Stilbene oxide,     (2R,3S)-2,3-diphenyloxirane,     UNII-GIX80CN6Z7,     1689-71-0,     CCRIS 2080,     Trans-Stilbene oxide,     cSO


MW : 196.24

Formula : C14H12O

CAS_number :

PubChem :

UniChem :

Iuphar :

References (11)

Title : Active-Site Flexibility and Substrate Specificity in a Bacterial Virulence Factor: Crystallographic Snapshots of an Epoxide Hydrolase - Hvorecny_2017_Structure_25_697
Author(s) : Hvorecny KL , Bahl CD , Kitamura S , Lee KSS , Hammock BD , Morisseau C , Madden DR
Ref : Structure , 25 :697 , 2017
Abstract : Hvorecny_2017_Structure_25_697
ESTHER : Hvorecny_2017_Structure_25_697
PubMedSearch : Hvorecny_2017_Structure_25_697
PubMedID: 28392259
Gene_locus related to this paper: pseae-PA2934

Title : Development of fluorescent substrates for microsomal epoxide hydrolase and application to inhibition studies - Morisseau_2011_Anal.Biochem_414_154
Author(s) : Morisseau C , Bernay M , Escaich A , Sanborn JR , Lango J , Hammock BD
Ref : Analytical Biochemistry , 414 :154 , 2011
Abstract : Morisseau_2011_Anal.Biochem_414_154
ESTHER : Morisseau_2011_Anal.Biochem_414_154
PubMedSearch : Morisseau_2011_Anal.Biochem_414_154
PubMedID: 21371418
Gene_locus related to this paper: human-EPHX1 , ratno-hyep

Title : Development of metabolically stable inhibitors of Mammalian microsomal epoxide hydrolase - Morisseau_2008_Chem.Res.Toxicol_21_951
Author(s) : Morisseau C , Newman JW , Wheelock CE , Hill Iii T , Morin D , Buckpitt AR , Hammock BD
Ref : Chemical Research in Toxicology , 21 :951 , 2008
Abstract : Morisseau_2008_Chem.Res.Toxicol_21_951
ESTHER : Morisseau_2008_Chem.Res.Toxicol_21_951
PubMedSearch : Morisseau_2008_Chem.Res.Toxicol_21_951
PubMedID: 18363382
Gene_locus related to this paper: human-EPHX1 , ratno-hyep

Title : The Saccharomyces cerevisiae ORF YNR064c protein has characteristics of an 'orphaned' epoxide hydrolase - Elfstrom_2005_Biochim.Biophys.Acta_1748_213
Author(s) : Elfstrom LT , Widersten M
Ref : Biochimica & Biophysica Acta , 1748 :213 , 2005
Abstract : Elfstrom_2005_Biochim.Biophys.Acta_1748_213
ESTHER : Elfstrom_2005_Biochim.Biophys.Acta_1748_213
PubMedSearch : Elfstrom_2005_Biochim.Biophys.Acta_1748_213
PubMedID: 15769598
Gene_locus related to this paper: yeast-SCYNR064C

Title : Regulation of JH epoxide hydrolase versus JH esterase activity in the cabbage looper, Trichoplusia ni, by juvenile hormone and xenobiotics - Anspaugh_2005_J.Insect.Physiol_51_523
Author(s) : Anspaugh DD , Roe RM
Ref : J Insect Physiol , 51 :523 , 2005
Abstract : Anspaugh_2005_J.Insect.Physiol_51_523
ESTHER : Anspaugh_2005_J.Insect.Physiol_51_523
PubMedSearch : Anspaugh_2005_J.Insect.Physiol_51_523
PubMedID: 15893999

Title : Functional analysis of human microsomal epoxide hydrolase genetic variants - Hosagrahara_2004_Chem.Biol.Interact_150_149
Author(s) : Hosagrahara VP , Rettie AE , Hassett C , Omiecinski CJ
Ref : Chemico-Biological Interactions , 150 :149 , 2004
Abstract : Hosagrahara_2004_Chem.Biol.Interact_150_149
ESTHER : Hosagrahara_2004_Chem.Biol.Interact_150_149
PubMedSearch : Hosagrahara_2004_Chem.Biol.Interact_150_149
PubMedID: 15535985
Gene_locus related to this paper: human-EPHX1

Title : Characterization and cDNA cloning of a clofibrate-inducible microsomal epoxide hydrolase in Drosophila melanogaster - Taniai_2003_Eur.J.Biochem_270_4696
Author(s) : Taniai K , Inceoglu AB , Yukuhiro K , Hammock BD
Ref : European Journal of Biochemistry , 270 :4696 , 2003
Abstract : Taniai_2003_Eur.J.Biochem_270_4696
ESTHER : Taniai_2003_Eur.J.Biochem_270_4696
PubMedSearch : Taniai_2003_Eur.J.Biochem_270_4696
PubMedID: 14622257
Gene_locus related to this paper: drome-CG15102

Title : Expression and activity of microsomal epoxide hydrolase in follicles isolated from mouse ovaries - Cannady_2002_Toxicol.Sci_68_24
Author(s) : Cannady EA , Dyer CA , Christian PJ , Sipes IG , Hoyer PB
Ref : Toxicol Sci , 68 :24 , 2002
Abstract : Cannady_2002_Toxicol.Sci_68_24
ESTHER : Cannady_2002_Toxicol.Sci_68_24
PubMedSearch : Cannady_2002_Toxicol.Sci_68_24
PubMedID: 12075107
Gene_locus related to this paper: mouse-EPHX1

Title : Overexpression of Arabidopsis thaliana soluble epoxide hydrolase 1 in Pichia pastoris and characterisation of the recombinant enzyme - Bellevik_2002_Protein.Expr.Purif_26_65
Author(s) : Bellevik S , Summerer S , Meijer J
Ref : Protein Expr Purif , 26 :65 , 2002
Abstract : Bellevik_2002_Protein.Expr.Purif_26_65
ESTHER : Bellevik_2002_Protein.Expr.Purif_26_65
PubMedSearch : Bellevik_2002_Protein.Expr.Purif_26_65
PubMedID: 12356472
Gene_locus related to this paper: arath-At2g26740

Title : Interindividual and interspecies variation in hepatic microsomal epoxide hydrolase activity: studies with cis-stilbene oxide, carbamazepine 10, 11-epoxide and naphthalene - Kitteringham_1996_J.Pharmacol.Exp.Ther_278_1018
Author(s) : Kitteringham NR , Davis C , Howard N , Pirmohamed M , Park BK
Ref : Journal of Pharmacology & Experimental Therapeutics , 278 :1018 , 1996
Abstract : Kitteringham_1996_J.Pharmacol.Exp.Ther_278_1018
ESTHER : Kitteringham_1996_J.Pharmacol.Exp.Ther_278_1018
PubMedSearch : Kitteringham_1996_J.Pharmacol.Exp.Ther_278_1018
PubMedID: 8819481

Title : The effect of tridiphane (2-(3,5-dichlorophenyl)-2-(2,2,2-trichloroethyl)oxirane) on hepatic epoxide-metabolizing enzymes: indications of peroxisome proliferation - Moody_1987_Toxicol.Appl.Pharmacol_89_37
Author(s) : Moody DE , Hammock BD
Ref : Toxicol Appl Pharmacol , 89 :37 , 1987
Abstract : Moody_1987_Toxicol.Appl.Pharmacol_89_37
ESTHER : Moody_1987_Toxicol.Appl.Pharmacol_89_37
PubMedSearch : Moody_1987_Toxicol.Appl.Pharmacol_89_37
PubMedID: 3590187