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CHEBI:91519 - norketamine

Default Structure
ChEBI IDCHEBI:91519
ChEBI Namenorketamine
Stars
DefinitionA member of the class of cyclohexanones that is cyclohexanone in which one of the hydrogens at position 2 is substituted by a 2-chlorophenyl group, while the other is substituted by an amino group. It is the major metabolite of ketamine.
Last Modified10 June 2025
DownloadsMolfile
FormulaC12H14ClNO
Net Charge0
Average Mass223.703
Monoisotopic Mass223.07639
SMILESNC1(c2ccccc2Cl)CCCCC1=O
InChIInChI=1S/C12H14ClNO/c13-10-6-2-1-5-9(10)12(14)8-4-3-7-11(12)15/h1-2,5-6H,3-4,7-8,14H2
InChIKeyBEQZHFIKTBVCAU-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antinociceptive agent  Any agent that inhibits nociception.
human xenobiotic metabolite  Any human metabolite produced by metabolism of a xenobiotic compound in humans.
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.
nicotinic antagonist  An antagonist at the nicotinic cholinergic receptor.
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.
Applications:
antinociceptive agent  Any agent that inhibits nociception.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
nicotinic antagonist  An antagonist at the nicotinic cholinergic receptor.
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)
norketamine (CHEBI:91519) has role analgesic (CHEBI:35480)
norketamine (CHEBI:91519) has role antidepressant (CHEBI:35469)
norketamine (CHEBI:91519) has role antinociceptive agent (CHEBI:228138)
norketamine (CHEBI:91519) has role drug metabolite (CHEBI:49103)
norketamine (CHEBI:91519) has role human xenobiotic metabolite (CHEBI:76967)
norketamine (CHEBI:91519) has role nicotinic antagonist (CHEBI:48878)
norketamine (CHEBI:91519) has role NMDA receptor antagonist (CHEBI:60643)
norketamine (CHEBI:91519) is a cyclohexanones (CHEBI:23482)
norketamine (CHEBI:91519) is a monochlorobenzenes (CHEBI:83403)
norketamine (CHEBI:91519) is a primary amino compound (CHEBI:50994)
Incoming Relation(s)
ketamine (CHEBI:6121) has functional parent norketamine (CHEBI:91519)
(R)-norketamine (CHEBI:234433) is a norketamine (CHEBI:91519)
(S)-norketamine (CHEBI:234434) is a norketamine (CHEBI:91519)
IUPAC Name 
2-amino-2-(2-chlorophenyl)cyclohexanone
Synonyms  Source
2-amino-2-(2-chlorophenyl)-1-cyclohexanoneChEBI
2-amino-2-(2-chlorophenyl)cyclohexan-1-oneIUPAC
2-amino-2-(o-chlorophenyl)cyclohexanoneChEBI
2-(o-chlorophenyl)-2-aminocyclohexanoneChEBI
N-demethylketamineChEBI
N-desmethylketamineChEBI
Manual XrefsDatabases
HMDB0060549HMDB
LSM-1305LINCS
NorketamineWikipedia
Registry NumbersSources
CAS:35211-10-0ChEBI
Citations