Cyclosarin

General

Type : Chemical Warfare Agent,Organophosphate,Nerve Agent G-series,Derivative of Sarin

Chemical_Nomenclature : [fluoro(methyl)phosphoryl]oxycyclohexane

Canonical SMILES : CP(=O)(OC1CCCCC1)F

InChI : InChI=1S\/C7H14FO2P\/c1-11(8,9)10-7-5-3-2-4-6-7\/h7H,2-6H2,1H3

InChIKey : SNTRKUOVAPUGAY-UHFFFAOYSA-N

Other name(s) : GF,Cyclohexyl sarin,Cyclohexyl methylphosphonofluoridate,Methyl cyclohexylfluorophosphonate,Cyclosin,CMPF,Cyclohexylmethylphosphonofluoridate


MW : 180.16

Formula : C7H14FO2P

CAS_number :

PubChem : 64505

UniChem : SNTRKUOVAPUGAY-UHFFFAOYSA-N

IUPHAR :

Wikipedia : Cyclosarin

Target

Families : Cyclosarin ligand of proteins in family: ACHE || BCHE || Carboxypeptidase_S10

Stucture :

Protein : mouse-ACHE || human-CTSA

References (11)

Title : Enzymatic Decontamination of G-Type, V-Type and Novichok Nerve Agents - Jacquet_2021_Int.J.Mol.Sci_22_
Author(s) : Jacquet P , Remy B , Bross RPT , van Grol M , Gaucher F , Chabriere E , De Koning MC , Daude D
Ref : Int J Mol Sci , 22 : , 2021
Abstract : Jacquet_2021_Int.J.Mol.Sci_22_
ESTHER : Jacquet_2021_Int.J.Mol.Sci_22_
PubMedSearch : Jacquet_2021_Int.J.Mol.Sci_22_
PubMedID: 34360916

Title : Structural and Biochemical Insights into the Inhibition of Human Acetylcholinesterase by G-Series Nerve Agents and Subsequent Reactivation by HI-6 - McGuire_2021_Chem.Res.Toxicol_34_804
Author(s) : McGuire JR , Bester SM , Guelta MA , Cheung J , Langley C , Winemiller MD , Bae SY , Funk V , Myslinski JM , Pegan SD , Height JJ
Ref : Chemical Research in Toxicology , 34 :804 , 2021
Abstract : McGuire_2021_Chem.Res.Toxicol_34_804
ESTHER : McGuire_2021_Chem.Res.Toxicol_34_804
PubMedSearch : McGuire_2021_Chem.Res.Toxicol_34_804
PubMedID: 33538594
Gene_locus related to this paper: human-ACHE

Title : A Thermophilic Bacterial Esterase for Scavenging Nerve Agents: A Kinetic, Biophysical and Structural Study - Bzdrenga_2021_Molecules_26_657
Author(s) : Bzdrenga J , Trenet E , Chantegreil F , Bernal K , Nachon F , Brazzolotto X
Ref : Molecules , 26 :657 , 2021
Abstract : Bzdrenga_2021_Molecules_26_657
ESTHER : Bzdrenga_2021_Molecules_26_657
PubMedSearch : Bzdrenga_2021_Molecules_26_657
PubMedID: 33513869
Gene_locus related to this paper: 9bact-TtEst2

Title : Structural and Kinetic Evidence of Aging after Organophosphate Inhibition of Human Cathepsin A - Bouknight_2020_Biochem.Pharmacol__113980
Author(s) : Bouknight KD , Jurkouich KM , Compton JR , Khavrutskii IV , Guelta MA , Harvey SP , Legler PM
Ref : Biochemical Pharmacology , :113980 , 2020
Abstract : Bouknight_2020_Biochem.Pharmacol__113980
ESTHER : Bouknight_2020_Biochem.Pharmacol__113980
PubMedSearch : Bouknight_2020_Biochem.Pharmacol__113980
PubMedID: 32305437
Gene_locus related to this paper: human-CTSA

Title : Human carboxylesterase 1 stereoselectively binds the nerve agent cyclosarin and spontaneously hydrolyzes the nerve agent sarin - Hemmert_2010_Mol.Pharmacol_77_508
Author(s) : Hemmert AC , Otto TC , Wierdl M , Edwards CC , Fleming CD , MacDonald M , Cashman JR , Potter PM , Cerasoli DM , Redinbo MR
Ref : Molecular Pharmacology , 77 :508 , 2010
Abstract : Hemmert_2010_Mol.Pharmacol_77_508
ESTHER : Hemmert_2010_Mol.Pharmacol_77_508
PubMedSearch : Hemmert_2010_Mol.Pharmacol_77_508
PubMedID: 20051531
Gene_locus related to this paper: human-CES1

Title : Enzyme-kinetic investigation of different sarin analogues reacting with human acetylcholinesterase and butyrylcholinesterase - Bartling_2007_Toxicology_233_166
Author(s) : Bartling A , Worek F , Szinicz L , Thiermann H
Ref : Toxicology , 233 :166 , 2007
Abstract : Bartling_2007_Toxicology_233_166
ESTHER : Bartling_2007_Toxicology_233_166
PubMedSearch : Bartling_2007_Toxicology_233_166
PubMedID: 16904809

Title : A comparison of the efficacy of acetylcholinesterase reactivators against cyclohexyl methylphosphonofluoridate (GF agent) by in vitro and in vivo methods - Kassa_1999_Pharmacol.Toxicol_84_41
Author(s) : Kassa J , Cabal J
Ref : Pharmacol Toxicol , 84 :41 , 1999
Abstract : Kassa_1999_Pharmacol.Toxicol_84_41
ESTHER : Kassa_1999_Pharmacol.Toxicol_84_41
PubMedSearch : Kassa_1999_Pharmacol.Toxicol_84_41
PubMedID: 9974189

Title : Reactivating potency of obidoxime, pralidoxime, HI 6 and HLo 7 in human erythrocyte acetylcholinesterase inhibited by highly toxic organophosphorus compounds - Worek_1998_Arch.Toxicol_72_237
Author(s) : Worek F , Widmann R , Knopff O , Szinicz L
Ref : Archives of Toxicology , 72 :237 , 1998
Abstract : Worek_1998_Arch.Toxicol_72_237
ESTHER : Worek_1998_Arch.Toxicol_72_237
PubMedSearch : Worek_1998_Arch.Toxicol_72_237
PubMedID: 9587020

Title : Inhibition, reactivation and aging kinetics of cyclohexylmethylphosphonofluoridate-inhibited human cholinesterases - Worek_1998_Arch.Toxicol_72_580
Author(s) : Worek F , Eyer P , Szinicz L
Ref : Archives of Toxicology , 72 :580 , 1998
Abstract : Worek_1998_Arch.Toxicol_72_580
ESTHER : Worek_1998_Arch.Toxicol_72_580
PubMedSearch : Worek_1998_Arch.Toxicol_72_580
PubMedID: 9806430

Title : Acute toxicity of cyclohexylmethylphosphonofluoridate (CMPF) in rhesus monkeys: serum biochemical and hematologic changes - Young_1995_Arch.Toxicol_69_379
Author(s) : Young GD , Koplovitz I
Ref : Archives of Toxicology , 69 :379 , 1995
Abstract : Young_1995_Arch.Toxicol_69_379
ESTHER : Young_1995_Arch.Toxicol_69_379
PubMedSearch : Young_1995_Arch.Toxicol_69_379
PubMedID: 7495375

Title : Evaluation of the toxicity, pathology, and treatment of cyclohexylmethylphosphonofluoridate (CMPF) poisoning in rhesus monkeys - Koplovitz_1992_Arch.Toxicol_66_622
Author(s) : Koplovitz I , Gresham VC , Dochterman LW , Kaminskis A , Stewart JR
Ref : Archives of Toxicology , 66 :622 , 1992
Abstract : Koplovitz_1992_Arch.Toxicol_66_622
ESTHER : Koplovitz_1992_Arch.Toxicol_66_622
PubMedSearch : Koplovitz_1992_Arch.Toxicol_66_622
PubMedID: 1482284