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CHEBI:34725 - dizocilpine

ChEBI IDCHEBI:34725
ChEBI Namedizocilpine
Stars
DefinitionAn organic heterotetracyclic compound that is 1-methyl-8-azabicyclo[3.2.1]octane ortho-fused to two benzene rings at positions 2-3 and 6-7 (the 5S,10R-stereoisomer). It is a non-competitive antagonist of the N-methyl-D-aspartate (NMDA) receptor and affects cognitive function, learning, and memory.
Last Modified9 July 2021
DownloadsMolfile
FormulaC16H15N
Net Charge0
Average Mass221.303
Monoisotopic Mass221.12045
SMILES[H][C@]12Cc3ccccc3[C@](C)(N1)c1ccccc12
InChIInChI=1S/C16H15N/c1-16-13-8-4-2-6-11(13)10-15(17-16)12-7-3-5-9-14(12)16/h2-9,15,17H,10H2,1H3/t15-,16+/m1/s1
InChIKeyLBOJYSIDWZQNJS-CVEARBPZSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
nicotinic antagonist  An antagonist at the nicotinic cholinergic receptor.
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:
anaesthetic  Substance which produces loss of feeling or sensation.
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
nicotinic antagonist  An antagonist at the nicotinic cholinergic receptor.
anticonvulsant  A drug used to prevent seizures or reduce their severity.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
ChEBI Ontology
Outgoing Relation(s)
dizocilpine (CHEBI:34725) has role anaesthetic (CHEBI:38867)
dizocilpine (CHEBI:34725) has role anticonvulsant (CHEBI:35623)
dizocilpine (CHEBI:34725) has role neuroprotective agent (CHEBI:63726)
dizocilpine (CHEBI:34725) has role nicotinic antagonist (CHEBI:48878)
dizocilpine (CHEBI:34725) has role NMDA receptor antagonist (CHEBI:60643)
dizocilpine (CHEBI:34725) is a secondary amino compound (CHEBI:50995)
dizocilpine (CHEBI:34725) is a tetracyclic antidepressant (CHEBI:50940)
dizocilpine (CHEBI:34725) is conjugate base of dizocilpine(1+) (CHEBI:176787)
Incoming Relation(s)
dizocilpine(1+) (CHEBI:176787) is conjugate acid of dizocilpine (CHEBI:34725)
IUPAC Name 
(5S,10R)-5-methyl-10,11-dihydro-5H-5,10-epiminodibenzo[a,d][7]annulene
INNs  Source
dizocilpineWHO MedNet
dizocilpinaWHO MedNet
dizocilpinumWHO MedNet
dizocilpineWHO MedNet
Synonyms  Source
MK801KEGG COMPOUND
MK 801ChemIDplus
MK-801LINCS
(+)-MK-801LINCS
(+)-dizocilpineChEBI
Manual XrefsDatabases
C13737KEGG COMPOUND
LSM-5688LINCS
DizocilpineWikipedia
156718ChemSpider
BMKPDBeChem
Registry NumbersSources
CAS:77086-21-6ChemIDplus
Citations