CHEBI:580604 - (R)-ketamine

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ChEBI Name (R)-ketamine
ChEBI ID CHEBI:580604
ChEBI ASCII Name (R)-ketamine
Definition The R- (less active) enantiomer of ketamine.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C13H16ClNO
Net Charge 0
Average Mass 237.72500
Monoisotopic Mass 237.09204
InChI InChI=1S/C13H16ClNO/c1-15-13(9-5-4-8-12(13)16)10-6-2-3-7-11(10)14/h2-3,6-7,15H,4-5,8-9H2,1H3/t13-/m1/s1
InChIKey YQEZLKZALYSWHR-CYBMUJFWSA-N
SMILES CN[C@]1(CCCCC1=O)c1ccccc1Cl
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
(via ketamine )
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
(via ketamine )
NMDA receptor antagonist
Any substance that inhibits the action of N-methyl-D-aspartate (NMDA) receptors. They tend to induce a state known as dissociative anesthesia, marked by catalepsy, amnesia, and analgesia, while side effects can include hallucinations, nightmares, and confusion. Due to their psychotomimetic effects, many NMDA receptor antagonists are used as recreational drugs.
(via ketamine )
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
(via ketamine )
neurotoxin
A poison that interferes with the functions of the nervous system.
(via ketamine )
Application(s): intravenous anaesthetic

(via ketamine )
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
(via ketamine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (R)-ketamine (CHEBI:580604) has role analgesic (CHEBI:35480)
(R)-ketamine (CHEBI:580604) has role intravenous anaesthetic (CHEBI:38877)
(R)-ketamine (CHEBI:580604) has role NMDA receptor antagonist (CHEBI:60643)
(R)-ketamine (CHEBI:580604) is a ketamine (CHEBI:6121)
(R)-ketamine (CHEBI:580604) is enantiomer of esketamine (CHEBI:60799)
Incoming esketamine (CHEBI:60799) is enantiomer of (R)-ketamine (CHEBI:580604)
IUPAC Name
(2R)-2-(2-chlorophenyl)-2-(methylamino)cyclohexanone
Synonyms Sources
(+)-ketamine ChEBI
(2R)-2-(o-chlorophenyl)-2-(methylamino)cyclohexanone ChemIDplus
(R)-(+)-ketamine ChEBI
Manual Xrefs Databases
DE2062620 Patent
GB1330878 Patent
View more database links
Registry Number Type Source
6892977 Reaxys Registry Number Reaxys
Last Modified
10 December 2010
General Comment
2010-12-10 Note that while (R)-ketamine is dextrorotatory (+), its hydrochloride salt is levorotatory (−).