CHEBI:136185 - VX nerve agent

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ChEBI Name VX nerve agent
ChEBI ID CHEBI:136185
Definition A organic thiophosphate that is the ethyl ester of S-{2-[di(propan-2-yl)amino]ethyl} O hydrogen methylphosphonothioate. A toxic nerve agent used in chemical warfare.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
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Formula C11H26NO2PS
Net Charge 0
Average Mass 267.370
Monoisotopic Mass 267.14219
InChI InChI=1S/C11H26NO2PS/c1-7-14-15(6,13)16-9-8-12(10(2)3)11(4)5/h10-11H,7-9H2,1-6H3
InChIKey JJIUCEJQJXNMHV-UHFFFAOYSA-N
SMILES CC(N(CCSP(OCC)(=O)C)C(C)C)C
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): EC 3.1.1.7 (acetylcholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
neurotoxin
A poison that interferes with the functions of the nervous system.
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ChEBI Ontology
Outgoing VX nerve agent (CHEBI:136185) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
VX nerve agent (CHEBI:136185) has role neurotoxin (CHEBI:50910)
VX nerve agent (CHEBI:136185) is a organic thiophosphate (CHEBI:37512)
VX nerve agent (CHEBI:136185) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
S-{2-[di(propan-2-yl)amino]ethyl} O-ethyl methylphosphonothioate
Synonyms Sources
Ethyl S-2-diisopropylaminoethyl methylphosphonothiolate ChemIDplus
Ethyl-S-diisopropylaminoethyl methylthiophosphonate ChemIDplus
O-Ethyl S-(2-diisopropylaminoethyl) methylphosphonothioate ChemIDplus
O-ethyl-S-[2-(N,N-diisopropylamino)ethyl] ester NIST Chemistry WebBook
S-(2-Diisopropylaminoethyl) O-ethyl methyl phosphonothiolate ChemIDplus
VX ChemIDplus
Manual Xrefs Databases
36386 Chemspider accession
VX_(nerve_agent) Wikipedia
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Registry Numbers Types Sources
1949015 Reaxys Registry Number Reaxys
50782-69-9 CAS Registry Number ChemIDplus
50782-69-9 CAS Registry Number NIST Chemistry WebBook
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Last Modified
15 March 2018