Benzil

prototype of carboxylesterase inhibitors not inhibitor of Cholinesterases

General

Type : Aromatic dione

Chemical_Nomenclature : 1,2-diphenylethane-1,2-dione

Canonical SMILES : C1=CC=C(C=C1)C(=O)C(=O)C2=CC=CC=C2

InChI : InChI=1S\/C14H10O2\/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12\/h1-10H

InChIKey : WURBFLDFSFBTLW-UHFFFAOYSA-N

Other name(s) : Diphenylethanedione  ||  Dibenzoyl  ||  Diphenylglyoxal  ||  Bibenzoyl  ||  diphenylethane-1,2-dione  ||  diphenyl-Ethanedione  ||  1,2-Diphenylethanedione


MW : 210.23

Formula : C14H10O2

CAS_number : 134-81-6

PubChem : 8651

UniChem : WURBFLDFSFBTLW-UHFFFAOYSA-N

Wikipedia : Benzil

Target

Families : Benzil ligand of proteins in family
Carboxylesterase Carb_B_Chordata

Structure :
1YAJ

Protein :
human-CES1

References (7)

Title : Inhibition of human carboxylesterases hCE1 and hiCE by cholinesterase inhibitors - Tsurkan_2013_Chem.Biol.Interact_203_226
Author(s) : Tsurkan LG , Hatfield MJ , Edwards CC , Hyatt JL , Potter PM
Ref : Chemico-Biological Interactions , 203 :226 , 2013
Abstract :
PubMedSearch : Tsurkan_2013_Chem.Biol.Interact_203_226
PubMedID: 23123248

Title : Selective inhibition of carboxylesterases by isatins, indole-2,3-diones - Hyatt_2007_J.Med.Chem_50_1876
Author(s) : Hyatt JL , Moak T , Hatfield MJ , Tsurkan L , Edwards CC , Wierdl M , Danks MK , Wadkins RM , Potter PM
Ref : Journal of Medicinal Chemistry , 50 :1876 , 2007
Abstract :
PubMedSearch : Hyatt_2007_J.Med.Chem_50_1876
PubMedID: 17378546

Title : Intracellular inhibition of carboxylesterases by benzil: modulation of CPT-11 cytotoxicity - Hyatt_2006_Mol.Cancer.Ther_5_2281
Author(s) : Hyatt JL , Tsurkan L , Wierdl M , Edwards CC , Danks MK , Potter PM
Ref : Mol Cancer Ther , 5 :2281 , 2006
Abstract :
PubMedSearch : Hyatt_2006_Mol.Cancer.Ther_5_2281
PubMedID: 16985062

Title : Identification and characterization of novel benzil (diphenylethane-1,2-dione) analogues as inhibitors of mammalian carboxylesterases - Wadkins_2005_J.Med.Chem_48_2906
Author(s) : Wadkins RM , Hyatt JL , Wei X , Yoon KJ , Wierdl M , Edwards CC , Morton CL , Obenauer JC , Damodaran K , Beroza P , Danks MK , Potter PM
Ref : Journal of Medicinal Chemistry , 48 :2906 , 2005
Abstract :
PubMedSearch : Wadkins_2005_J.Med.Chem_48_2906
PubMedID: 15828829

Title : Structural insights into drug processing by human carboxylesterase 1: tamoxifen, mevastatin, and inhibition by benzil - Fleming_2005_J.Mol.Biol_352_165
Author(s) : Fleming CD , Bencharit S , Edwards CC , Hyatt JL , Tsurkan L , Bai F , Fraga C , Morton CL , Howard-Williams EL , Potter PM , Redinbo MR
Ref : Journal of Molecular Biology , 352 :165 , 2005
Abstract :
PubMedSearch : Fleming_2005_J.Mol.Biol_352_165
PubMedID: 16081098
Gene_locus related to this paper: human-CES1

Title : Mammalian carboxylesterases: from drug targets to protein therapeutics - Redinbo_2005_Drug.Discov.Today_10_313
Author(s) : Redinbo MR , Potter PM
Ref : Drug Discov Today , 10 :313 , 2005
Abstract :
PubMedSearch : Redinbo_2005_Drug.Discov.Today_10_313
PubMedID: 15749280

Title : Inhibition of carboxylesterases by benzil (diphenylethane-1,2-dione) and heterocyclic analogues is dependent upon the aromaticity of the ring and the flexibility of the dione moiety - Hyatt_2005_J.Med.Chem_48_5543
Author(s) : Hyatt JL , Stacy V , Wadkins RM , Yoon KJ , Wierdl M , Edwards CC , Zeller M , Hunter AD , Danks MK , Crundwell G , Potter PM
Ref : Journal of Medicinal Chemistry , 48 :5543 , 2005
Abstract :
PubMedSearch : Hyatt_2005_J.Med.Chem_48_5543
PubMedID: 16107154