CHEBI:9652 - tranylcypromine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name tranylcypromine
ChEBI ID CHEBI:9652
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).
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:39677, CHEBI:46075
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Roles Classification
Biological Role(s): P450 inhibitor
An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances.
lysine-specific histone demethylase 1A inhibitor
Any inhibitor of the protein lysine-specific histone demethylase 1A.
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).
Application(s): antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 anxiolytic drug (CHEBI:35474)
tranylcypromine (CHEBI:9652) has role EC 1.4.3.4 (monoamine oxidase) inhibitor (CHEBI:38623)
tranylcypromine (CHEBI:9652) has role lysine-specific histone demethylase 1A inhibitor (CHEBI:131509)
tranylcypromine (CHEBI:9652) has role P450 inhibitor (CHEBI:50183)
tranylcypromine (CHEBI:9652) is a racemate (CHEBI:60911)
IUPAC Name
rac-(1R,2S)-2-phenylcyclopropan-1-amine
INNs Sources
tranilcipromina DrugBank
tranylcypromine KEGG DRUG
tranylcypromine DrugBank
tranylcyprominum DrugBank
Synonyms Sources
(±)-trans-2-phenylcyclopropylamine ChEBI
(1R*,2S*)-2-phenylcyclopropan-1-amine ChEBI
DL-tranylcypromine ChEBI
Racemic Tranylcypromine ChemIDplus
SKF 385 ChemIDplus
SKF Trans-385 ChemIDplus
trans-2-phenylcyclopropylamine ChEBI
trans-DL-2-Phenylcyclopropylamine ChemIDplus
Transamine DrugBank
Tranylcypromin DrugBank
Tranylcypromine KEGG COMPOUND
Manual Xrefs Databases
C07155 KEGG COMPOUND
CPD-17677 MetaCyc
D08625 KEGG DRUG
DB00752 DrugBank
HMDB0014890 HMDB
TPA PDBeChem
Tranylcypromine Wikipedia
View more database links
Registry Numbers Types Sources
155-09-9 CAS Registry Number NIST Chemistry WebBook
155-09-9 CAS Registry Number ChemIDplus
3195803 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017
General Comment
2016-03-11 This is the entry for racemic material. There are separate entries for the individual enantiomers [(1R,2S)-BW tranylcypromine and (1S,2R)-BW tranylcypromine] and for the entity with unspecified stereochemistry (2-phenylcyclopropan-1-amine).