CHEBI:9652 - tranylcypromine

ChEBI IDCHEBI:9652
ChEBI Nametranylcypromine
Stars
DefinitionA 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 IDsCHEBI:39677, CHEBI:46075
Last Modified29 September 2025
FormulaC9H11N
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).
P450 inhibitor  An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances.
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).
Applications:
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.
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 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) is a racemate (CHEBI:60911)
IUPAC Name 
rac-(1R,2S)-2-phenylcyclopropan-1-amine
INNs  Source
tranilciprominaDrugBank
tranylcypromineKEGG DRUG
tranylcypromineDrugBank
tranylcyprominumDrugBank
Synonyms  Source
(1R*,2S*)-2-phenylcyclopropan-1-amineChEBI
(±)-trans-2-phenylcyclopropylamineChEBI
trans-2-phenylcyclopropylamineChEBI
Racemic TranylcypromineChemIDplus
SKF 385ChemIDplus
SKF Trans-385ChemIDplus
Manual XrefsDatabases
C07155KEGG COMPOUND
CPD-17677MetaCyc
D08625KEGG DRUG
DB00752DrugBank
HMDB0014890HMDB
TPAPDBeChem
TranylcypromineWikipedia
Registry NumbersSources
Reaxys:3195803Reaxys
CAS:155-09-9ChemIDplus
CAS:155-09-9KEGG COMPOUND
CAS:155-09-9NIST Chemistry WebBook
Citations