CHEBI:75701 - sarin

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ChEBI Name sarin
ChEBI ID CHEBI:75701
Definition A racemate composed of equal amounts of (R)- and (S)-sarin. A potent and irreversible inhibitor of acetylcholinesterase that is toxic to the nervous system and is employed as a chemical warfare agent.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter KAX
Secondary ChEBI IDs CHEBI:9030
Wikipedia License
Sarin (NATO designation GB [short for G-series, "B"]) is an extremely toxic organophosphorus compound. A colourless, odourless liquid, it is used as a chemical weapon due to its extreme potency as a nerve agent. Exposure can be lethal even at very low concentrations, where death can occur within one to ten minutes after direct inhalation of a lethal dose, due to suffocation from respiratory paralysis, unless antidotes are quickly administered. People who absorb a non-lethal dose and do not receive immediate medical treatment may suffer permanent neurological damage. Sarin is widely considered a weapon of mass destruction. Production and stockpiling of sarin was outlawed as of April 1997 by the Chemical Weapons Convention of 1993, and it is classified as a Schedule 1 substance.
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Roles Classification
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 sarin (CHEBI:75701) has part (R)-sarin (CHEBI:75872)
sarin (CHEBI:75701) has part (S)-sarin (CHEBI:75871)
sarin (CHEBI:75701) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
sarin (CHEBI:75701) has role neurotoxin (CHEBI:50910)
sarin (CHEBI:75701) is a racemate (CHEBI:60911)
IUPAC Name
rac-propan-2-yl methylphosphonofluoridate
Synonyms Sources
(±)-isopropyl methylphosphonofluoridate ChEBI
(±)-sarin ChEBI
(RS)-isopropyl methylphosphonofluoridate ChEBI
(RS)-sarin ChEBI
Isopropoxymethylphosphoryl fluoride ChemIDplus
Isopropyl methanefluorophosphonate ChemIDplus
Isopropyl methylfluorophosphate ChemIDplus
Methlyfluorophosphonic acid isopropyl ester ChemIDplus
Methylphosphonofluoridic acid isopropyl ester ChemIDplus
o-Isopropyl methylphosphonofluoridate ChemIDplus
rac-isopropyl methylphosphonofluoridate IUPAC
racemic sarin ChEBI
Manual Xrefs Databases
C11764 KEGG COMPOUND
Sarin Wikipedia
US4108950 Patent
US4292308 Patent
WO2005051297 Patent
View more database links
Registry Numbers Types Sources
107-44-8 CAS Registry Number KEGG COMPOUND
107-44-8 CAS Registry Number ChemIDplus
1750114 Reaxys Registry Number Reaxys
Citations Types Sources
23052190 PubMed citation Europe PMC
23054072 PubMed citation Europe PMC
23159884 PubMed citation Europe PMC
23200942 PubMed citation Europe PMC
23205740 PubMed citation Europe PMC
23263315 PubMed citation Europe PMC
23692952 PubMed citation Europe PMC
23963476 PubMed citation Europe PMC
23999806 PubMed citation Europe PMC
Last Modified
14 March 2016