EMBL-EBI | Chemical Biology | ChEBI
Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search
| ChEBI ID | CHEBI:9652 |
| ChEBI Name | tranylcypromine |
| Stars | |
| Definition | A racemate comprising equal amounts of (1R,2S)- and (1S,2R)-2-phenylcyclopropan-1-amine. An irreversible monoamine oxidase inhibitor that is used as an antidepressant (INN tranylcypromine). |
| Secondary ChEBI IDs | CHEBI:39677, CHEBI:46075 |
| Last Modified | 29 September 2025 |
| Formula | C9H11N |
| Net Charge | 0 |
| Average Mass | 133.194 |
| Monoisotopic Mass | 133.08915 |
| Wikipedia |
|---|
| Roles Classification |
|---|
| Biological Roles: | EC 1.4.3.4 (monoamine oxidase) inhibitor An EC 1.4.3.* (oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor) inhibitor that interferes with the action of monoamine oxidase (EC 1.4.3.4). EC 1.14.99.66 (lysine-specific histone demethylase 1A) inhibitor An EC 1.14.99.* (miscellaneous oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitor that interferes with the action of lysine-specific histone demethylase 1A (EC 1.14.99.66). P450 inhibitor An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances. |
| Applications: | antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. vasoconstrictor agent Drug used to cause constriction of the blood vessels. anxiolytic drug Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. antipsychotic agent Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. antidepressant Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| tranylcypromine (CHEBI:9652) has part (1R,2S)-tranylcypromine (CHEBI:131510) |
| tranylcypromine (CHEBI:9652) has part (1S,2R)-tranylcypromine (CHEBI:131511) |
| tranylcypromine (CHEBI:9652) has role antidepressant (CHEBI:35469) |
| tranylcypromine (CHEBI:9652) has role antineoplastic agent (CHEBI:35610) |
| tranylcypromine (CHEBI:9652) has role antipsychotic agent (CHEBI:35476) |
| tranylcypromine (CHEBI:9652) has role anxiolytic drug (CHEBI:35474) |
| tranylcypromine (CHEBI:9652) has role EC 1.14.99.66 (lysine-specific histone demethylase 1A) inhibitor (CHEBI:131509) |
| tranylcypromine (CHEBI:9652) has role EC 1.4.3.4 (monoamine oxidase) inhibitor (CHEBI:38623) |
| tranylcypromine (CHEBI:9652) has role P450 inhibitor (CHEBI:50183) |
| tranylcypromine (CHEBI:9652) has role vasoconstrictor agent (CHEBI:50514) |
| tranylcypromine (CHEBI:9652) is a organic molecular entity (CHEBI:50860) |
| tranylcypromine (CHEBI:9652) is a racemate (CHEBI:60911) |
| IUPAC Name |
|---|
| rac-(1R,2S)-2-phenylcyclopropan-1-amine |
| INNs | Source |
|---|---|
| tranilcipromina | DrugBank |
| tranylcypromine | DrugBank |
| tranylcypromine | KEGG DRUG |
| tranylcyprominum | DrugBank |
| Synonyms | Source |
|---|---|
| (1R*,2S*)-2-phenylcyclopropan-1-amine | ChEBI |
| (±)-trans-2-phenylcyclopropylamine | ChEBI |
| trans-2-phenylcyclopropylamine | ChEBI |
| NSC-80664 | ChEMBL |
| Racemic Tranylcypromine | ChemIDplus |
| SKF 385 | ChemIDplus |
| Manual Xrefs | Databases |
|---|---|
| C07155 | KEGG COMPOUND |
| CPD-17677 | MetaCyc |
| D08625 | KEGG DRUG |
| DB00752 | DrugBank |
| HMDB0014890 | HMDB |
| TPA | PDBeChem |
| Tranylcypromine | Wikipedia |
| Citations |
|---|