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 || Cyclo-sarin || Cyclo sarin || Cyclohexyl methylphosphonofluoridate || Methyl cyclohexylfluorophosphonate || Cyclosin || CMPF || Cyclohexylmethylphosphonofluoridate
MW : 180.16
Formula : C7H14FO2P
CAS_number :
PubChem : 64505
UniChem : SNTRKUOVAPUGAY-UHFFFAOYSA-N
Wikipedia : Cyclosarin
Target
Families : Cyclosarin ligand of proteins in family
ACHE
BCHE
Carboxypeptidase_S10
Structure :
7BFV
6WVP
3ZLU
3K9B
Protein :
mouse-ACHE
human-CTSA
References (13)
| Title : Social memory engram formation impairment in neuroligin-3 R451C knock-in mice is caused by disrupted prefrontal NMDA receptor-dependent potentiation - Li_2025_Commun.Biol_8_1404 |
| Author(s) : Li Z , Yang Q , Li H , Ge J , Yan H , Li J , Fu Y , Yan K , Li S , Chen J , Dou W , Xu J , Luo J , Li B , Cao W |
| Ref : Commun Biol , 8 :1404 , 2025 |
| Abstract : |
| PubMedSearch : Li_2025_Commun.Biol_8_1404 |
| PubMedID: 41028291 |
| Gene_locus related to this paper: human-NLGN3 |
| 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 : |
| PubMedSearch : McGuire_2021_Chem.Res.Toxicol_34_804 |
| PubMedID: 33538594 |
| Gene_locus related to this paper: human-ACHE |
| 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 : |
| PubMedSearch : Jacquet_2021_Int.J.Mol.Sci_22_ |
| PubMedID: 34360916 |
| 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 : |
| 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 : |
| PubMedSearch : Bouknight_2020_Biochem.Pharmacol__113980 |
| PubMedID: 32305437 |
| Gene_locus related to this paper: human-CTSA |
| Title : Reactivation kinetics of a homologous series of bispyridinium bis-oximes with nerve agent-inhibited human acetylcholinesterase - Worek_2012_Arch.Toxicol_86_1379 |
| Author(s) : Worek F , von der Wellen J , Musilek K , Kuca K , Thiermann H |
| Ref : Archives of Toxicology , 86 :1379 , 2012 |
| Abstract : |
| PubMedSearch : Worek_2012_Arch.Toxicol_86_1379 |
| PubMedID: 22437842 |
| 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 : |
| 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 : |
| 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 : |
| 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 : |
| 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 : |
| 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 : |
| 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 : |
| PubMedSearch : Koplovitz_1992_Arch.Toxicol_66_622 |
| PubMedID: 1482284 |