CHEBI:34725 - dizocilpine

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ChEBI Name dizocilpine
ChEBI ID CHEBI:34725
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H15N
Net Charge 0
Average Mass 221.303
Monoisotopic Mass 221.12045
InChI InChI=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
InChIKey LBOJYSIDWZQNJS-CVEARBPZSA-N
SMILES [H][C@]12CC3=C(C=CC=C3)[C@](C)(N1)C1=C2C=CC=C1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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.
Application(s): anaesthetic
Substance which produces loss of feeling or sensation.
anticonvulsant
A drug used to prevent seizures or reduce their severity.
nicotinic antagonist
An antagonist at the nicotinic cholinergic receptor.
neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
(via tetracyclic antidepressant )
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ChEBI Ontology
Outgoing 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 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 Sources
dizocilpina WHO MedNet
dizocilpine WHO MedNet
dizocilpine WHO MedNet
dizocilpinum WHO MedNet
Synonyms Sources
(+)-dizocilpine ChEBI
(+)-MK-801 LINCS
MK 801 ChemIDplus
MK-801 LINCS
MK801 KEGG COMPOUND
Manual Xrefs Databases
156718 ChemSpider
BMK PDBeChem
C13737 KEGG COMPOUND
Dizocilpine Wikipedia
LSM-5688 LINCS
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Registry Number Type Source
77086-21-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
09 July 2021