CHEBI:580604 - (R)-ketamine

ChEBI IDCHEBI:580604
ChEBI Name(R)-ketamine
Stars
ASCII Name(R)-ketamine
DefinitionThe R- (less active) enantiomer of ketamine.
Last Modified10 December 2010
DownloadsMolfile
FormulaC13H16ClNO
Net Charge0
Average Mass237.730
Monoisotopic Mass237.09204
SMILESCN[C@@]1(c2ccccc2Cl)CCCCC1=O
InChIInChI=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
InChIKeyYQEZLKZALYSWHR-CYBMUJFWSA-N
Roles Classification
Chemical Roles:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
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.
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.
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.
neurotoxin  A poison that interferes with the functions of the nervous system.
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.
Applications:
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.
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.
ChEBI Ontology
Outgoing Relation(s)
(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 Relation(s)
esketamine (CHEBI:60799) is enantiomer of (R)-ketamine (CHEBI:580604)
IUPAC Name 
(2R)-2-(2-chlorophenyl)-2-(methylamino)cyclohexanone
Synonyms  Source
(2R)-2-(o-chlorophenyl)-2-(methylamino)cyclohexanoneChemIDplus
(+)-ketamineChEBI
(R)-(+)-ketamineChEBI
Manual XrefsDatabases
DE2062620Patent
GB1330878Patent
Registry NumbersSources
Reaxys:6892977Reaxys