IMP-MeCyC

"Coumarin" || "Sarin analogue. 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 Somen 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 : Organophosphate,Flu-OP,Nerve Agent G-series,Surrogate OP,Derivative of Sarin

Chemical_Nomenclature : 4-methyl-7-[methyl(propan-2-yloxy)phosphoryl]oxy-2-oxochromene-3-carbonitrile

Canonical SMILES : CC1=C(C(=O)OC2=C1C=CC(=C2)OP(=O)(C)OC(C)C)C#N

InChI : InChI=1S\/C15H16NO5P\/c1-9(2)20-22(4,18)21-11-5-6-12-10(3)13(8-16)15(17)19-14(12)7-11\/h5-7,9H,1-4H3

InChIKey : DQOLUZOTNSTJCY-UHFFFAOYSA-N

Other name(s) : methylphosphonic acid 3-cyano-7-hydroxy-4-mehtyl-2oxo-2H-coumarin-7-yl ester isopropyl ester


MW : 321.27

Formula : C15H16NO5P

CAS_number :

PubChem : 49795036

UniChem : DQOLUZOTNSTJCY-UHFFFAOYSA-N

IUPHAR :

Wikipedia :

Target

Families : IMP-MeCyC ligand of proteins in family: ACHE

Stucture :

Protein :

References (3)

Title : Resolving pathways of interaction of mipafox and a sarin analog with human acetylcholinesterase by kinetics, mass spectrometry and molecular modeling approaches - Mangas_2016_Arch.Toxicol_90_603
Author(s) : Mangas I , Taylor P , Vilanova E , Estevez J , Franca TCC , Komives E , Radic Z
Ref : Archives of Toxicology , 90 :603 , 2016
Abstract : Mangas_2016_Arch.Toxicol_90_603
ESTHER : Mangas_2016_Arch.Toxicol_90_603
PubMedSearch : Mangas_2016_Arch.Toxicol_90_603
PubMedID: 25743373

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 : Amitai_2007_Toxicology_233_187
ESTHER : Amitai_2007_Toxicology_233_187
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 : Amitai_2006_FEBS.J_273_1906
ESTHER : Amitai_2006_FEBS.J_273_1906
PubMedSearch : Amitai_2006_FEBS.J_273_1906
PubMedID: 16640555