EMP-MeCyC

VX analogue. BRENDA 40691, Fluorogenic organophosphate diesters that produce fluorescence emission upon hydrolysis. The first ester is ethyl (E), isopropyl (I), cyclohexyl (C) or pinacoyl (P) analogous to the structure of VX, Sarin, Cyclosarin, and Soman respectively. The fluorescent ester is 3-cyano-4-methyl-7-hydroxy coumarin (MeCyC) or 1,3-dichloro-7-hydroxy-9,9-dimethyl-9H-acridin-2-one (DDAO)

General

Type : Cyanide, Organophosphate, Flu-OP, Nerve Agent V-series, Surrogate OP, Coumarin

Chemical_Nomenclature : methylphosphonic acid 3-cyano-7-hydroxy-4-mehtyl-2oxo-2H-coumarin-7-yl ester ethyl ester

Canonical SMILES : CCO[P](=O)(C)OC1=CC2=C(C=C1)C(=C(C(=O)O2)C#N)C

InChI : InChI=1S\/C14H14NO5P\/c1-4-18-21(3,17)20-10-5-6-11-9(2)12(8-15)14(16)19-13(11)7-10\/h5-7H,4H2,1-3H3

InChIKey : LUQXHRFMIZMOBO-UHFFFAOYSA-N

Other name(s) : O-ethyl methylphosphonyl O-4-methyl-3-cyano-coumarin


MW : 307.24

Formula : C14H14NO5P

CAS_number :

PubChem :

UniChem : LUQXHRFMIZMOBO-UHFFFAOYSA-N

Target

Families : EMP-MeCyC ligand of proteins in family
ACHE

References (3)

Title : Non-quaternary oximes detoxify nerve agents and reactivate nerve agent-inhibited human butyrylcholinesterase - Amitai_2021_Commun.Biol_4_573
Author(s) : Amitai G , Plotnikov A , Chapman S , Lazar S , Gez R , Loewenthal D , Shurrush KA , Cohen G , Solmesky LJ , Barr H , Russell AJ
Ref : Commun Biol , 4 :573 , 2021
Abstract :
PubMedSearch : Amitai_2021_Commun.Biol_4_573
PubMedID: 33990679

Title : Asymmetric fluorogenic organophosphates for the development of active organophosphate hydrolases with reversed stereoselectivity - Amitai_2007_Toxicology_233_187
Author(s) : Amitai G , Adani R , Yacov G , Yishay S , Teitlboim S , Tveria L , Limanovich O , Kushnir M , Meshulam H
Ref : Toxicology , 233 :187 , 2007
Abstract :
PubMedSearch : Amitai_2007_Toxicology_233_187
PubMedID: 17129656

Title : Enhanced stereoselective hydrolysis of toxic organophosphates by directly evolved variants of mammalian serum paraoxonase - Amitai_2006_FEBS.J_273_1906
Author(s) : Amitai G , Gaidukov L , Adani R , Yishay S , Yacov G , Kushnir M , Teitlboim S , Lindenbaum M , Bel P , Khersonsky O , Tawfik DS , Meshulam H
Ref : Febs J , 273 :1906 , 2006
Abstract :
PubMedSearch : Amitai_2006_FEBS.J_273_1906
PubMedID: 16640555