EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:63630 - tolcapone

Default Structure
ChEBI IDCHEBI:63630
ChEBI Nametolcapone
Stars
DefinitionBenzophenone substituted on one of the phenyl rings at C-3 and C-4 by hydroxy groups and at C-5 by a nitro group, and on the other phenyl ring by a methyl group at C-4. It is an inhibitor of catechol O-methyltransferase.
Secondary ChEBI IDCHEBI:9617
Last Modified22 February 2017
DownloadsMolfile
FormulaC14H11NO5
Net Charge0
Average Mass273.244
Monoisotopic Mass273.06372
SMILESCc1ccc(C(=O)c2cc(O)c(O)c([N+](=O)[O-])c2)cc1
InChIInChI=1S/C14H11NO5/c1-8-2-4-9(5-3-8)13(17)10-6-11(15(19)20)14(18)12(16)7-10/h2-7,16,18H,1H3
InChIKeyMIQPIUSUKVNLNT-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
EC 2.1.1.6 (catechol O-methyltransferase) inhibitor  An EC 2.1.1.* (methyltransferase) inhibitor that interferes with the action of catechol O-methyltransferase (EC 2.1.1.6).
Applications:
antipsychotic agent  Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
antiparkinson drug  A drug used in the treatment of Parkinson's disease.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
tolcapone (CHEBI:63630) has role antineoplastic agent (CHEBI:35610)
tolcapone (CHEBI:63630) has role antiparkinson drug (CHEBI:48407)
tolcapone (CHEBI:63630) has role antipsychotic agent (CHEBI:35476)
tolcapone (CHEBI:63630) has role EC 2.1.1.6 (catechol O-methyltransferase) inhibitor (CHEBI:48406)
tolcapone (CHEBI:63630) has role neuroprotective agent (CHEBI:63726)
tolcapone (CHEBI:63630) is a 2-nitrophenols (CHEBI:86421)
tolcapone (CHEBI:63630) is a benzophenones (CHEBI:22726)
tolcapone (CHEBI:63630) is a catechols (CHEBI:33566)
IUPAC Name 
(3,4-dihydroxy-5-nitrophenyl)(4-methylphenyl)methanone
INNs  Source
tolcaponaWHO MedNet
tolcaponeChemIDplus
Synonyms  Source
3,4-dihydroxy-4'-methyl-5-nitrobenzophenoneChEBI
3,4-Dihydroxy-4'-methyl-5-nitrobenzophenoneChemIDplus
3,4-dihydroxy-5-nitro-4'-methylbenzophenoneChEBI
4'-methyl-3,4-dihydroxy-5-nitrobenzophenoneChEBI
RO-40-7592ChEMBL
RO-407592ChEMBL
Manual XrefsDatabases
2697DrugCentral
D00786KEGG DRUG
DB00323DrugBank
EP237929Patent
LSM-5282LINCS
TolcaponeWikipedia
US5236952Patent
Registry NumbersSources
Reaxys:8151577Reaxys
Citations