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CHEBI:2666 - amitriptyline
| Formula | C20H23N |
| Net Charge | 0 |
| Average Mass | 277.411 |
| Monoisotopic Mass | 277.18305 |
| SMILES | CN(C)CCC=C1c2ccccc2CCc2ccccc21 |
| InChI | InChI=1S/C20H23N/c1-21(2)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20/h3-6,8-12H,7,13-15H2,1-2H3 |
| InChIKey | KRMDCWKBEZIMAB-UHFFFAOYSA-N |
| Wikipedia |
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| Roles Classification |
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| 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). |
| Biological Roles: | tropomyosin-related kinase B receptor agonist An agonist that binds to and deactivates the tropomyosin-related kinase B (TrkB) receptor, the main signaling receptor of the neurotrophin brain-derived neurotrophic factor (BDNF). 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. adrenergic uptake inhibitor Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin. |
| Applications: | antidepressant Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. adrenergic uptake inhibitor Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| amitriptyline (CHEBI:2666) has parent hydride dibenzo[a,d][7]annulene (CHEBI:35642) |
| amitriptyline (CHEBI:2666) has role adrenergic uptake inhibitor (CHEBI:35640) |
| amitriptyline (CHEBI:2666) has role antidepressant (CHEBI:35469) |
| amitriptyline (CHEBI:2666) has role environmental contaminant (CHEBI:78298) |
| amitriptyline (CHEBI:2666) has role tropomyosin-related kinase B receptor agonist (CHEBI:140489) |
| amitriptyline (CHEBI:2666) has role xenobiotic (CHEBI:35703) |
| amitriptyline (CHEBI:2666) is a carbotricyclic compound (CHEBI:38032) |
| amitriptyline (CHEBI:2666) is a tertiary amine (CHEBI:32876) |
| Incoming Relation(s) |
| amitriptyline-d3 (CHEBI:194179) has functional parent amitriptyline (CHEBI:2666) |
| nortriptyline (CHEBI:7640) has functional parent amitriptyline (CHEBI:2666) |
| IUPAC Name |
|---|
| 3-(10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-ylidene)-N,N-dimethylpropan-1-amine |
| Synonyms | Source |
|---|---|
| Amitriptyline | KEGG COMPOUND |
| 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethylpropan-1-amine | ChEBI |
| 3-(10,11-dihydro-5H-dibenzo(a,d)cyclohepten-5-ylidene)-N,N-dimethyl-1-propanamine | NIST Chemistry WebBook |
| 10,11-dihydro-5-(γ-dimethylaminopropylidene)-5H-dibenzo(a,d)cycloheptene | NIST Chemistry WebBook |
| 10,11-dihydro-N,N-dimethyl-5H-dibenzo(a,d)heptalene-Δ5,γ-propylamine | NIST Chemistry WebBook |
| 5-(3-dimethylaminopropylidene)-10,11-dihydro-5H-dibenzo(a,d)cycloheptatriene | NIST Chemistry WebBook |
| Manual Xrefs | Databases |
|---|---|
| C06824 | KEGG COMPOUND |
| Amitriptyline | Wikipedia |
| DB00321 | DrugBank |
| HMDB0014466 | HMDB |
| WO2011089289 | Patent |
| CN101780063 | Patent |
| D07448 | KEGG DRUG |
| LSM-3190 | LINCS |
| 180 | DrugCentral |
| 2962 | VSDB |
| Citations |
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