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CHEBI:4798 - entacapone

ChEBI IDCHEBI:4798
ChEBI Nameentacapone
Stars
DefinitionA monocarboxylic acid amide that is N,N-diethylprop-2-enamide in which the hydrogen at position 2 is substituted by a cyano group and the hydrogen at the 3E position is substituted by a 3,4-dihydroxy-5-nitrophenyl group.
Last Modified22 February 2017
DownloadsMolfile
FormulaC14H15N3O5
Net Charge0
Average Mass305.290
Monoisotopic Mass305.10117
SMILESCCN(CC)C(=O)/C(C#N)=C/c1cc(O)c(O)c([N+](=O)[O-])c1
InChIInChI=1S/C14H15N3O5/c1-3-16(4-2)14(20)10(8-15)5-9-6-11(17(21)22)13(19)12(18)7-9/h5-7,18-19H,3-4H2,1-2H3/b10-5+
InChIKeyJRURYQJSLYLRLN-BJMVGYQFSA-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:
antidyskinesia agent  Any compound which can be used to treat or alleviate the symptoms of dyskinesia.
central nervous system drug  A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system.
antiparkinson drug  A drug used in the treatment of Parkinson's disease.
ChEBI Ontology
Outgoing Relation(s)
entacapone (CHEBI:4798) has role antidyskinesia agent (CHEBI:66956)
entacapone (CHEBI:4798) has role antiparkinson drug (CHEBI:48407)
entacapone (CHEBI:4798) has role central nervous system drug (CHEBI:35470)
entacapone (CHEBI:4798) has role EC 2.1.1.6 (catechol O-methyltransferase) inhibitor (CHEBI:48406)
entacapone (CHEBI:4798) is a 2-nitrophenols (CHEBI:86421)
entacapone (CHEBI:4798) is a catechols (CHEBI:33566)
entacapone (CHEBI:4798) is a monocarboxylic acid amide (CHEBI:29347)
entacapone (CHEBI:4798) is a nitrile (CHEBI:18379)
Incoming Relation(s)
3-O-ethylentacapone (CHEBI:48380) has functional parent entacapone (CHEBI:4798)
3-O-methylentacapone (CHEBI:48381) has functional parent entacapone (CHEBI:4798)
IUPAC Name 
(2E)-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylprop-2-enamide
INNs  Source
entacaponeKEGG DRUG
entacaponumChemIDplus
entacaponaChemIDplus
Synonyms  Source
EntacaponeKEGG COMPOUND
N,N-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl) acrylamidePatent
ComtessDrugBank
(E)-alpha-Cyano-N,N-diethyl-3,4-dihydroxy-5-nitrocinnamamideChemIDplus
Brand Name  Source
ComtanDrugBank
Manual XrefsDatabases
C07943KEGG COMPOUND
WO2005063693Patent
D00781KEGG DRUG
DB00494DrugBank
EP426468Patent
US5135950Patent
US6599530Patent
EntacaponeWikipedia
1018DrugCentral
Registry NumbersSources
Reaxys:8158723Reaxys
CAS:130929-57-6KEGG COMPOUND
CAS:130929-57-6ChemIDplus
Citations