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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:
antiparkinson drug  A drug used in the treatment of Parkinson's disease.
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
antipsychotic agent  Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
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