CHEBI:65700 - Cuscuta propenamide 1

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ChEBI Name Cuscuta propenamide 1
ChEBI ID CHEBI:65700
ChEBI ASCII Name Cuscuta propenamide 1
Definition An enamide obtained by the formal condensation of 4-methoxyphenylethylamine with trans-caffeic acid. It is isolated from Cuscuta reflexa and displays strong inhibitory activity against α-glucosidase (EC 3.2.1.20).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C18H19NO4
Net Charge 0
Average Mass 313.34780
Monoisotopic Mass 313.13141
InChI InChI=1S/C18H19NO4/c1-23-15-6-2-13(3-7-15)10-11-19-18(22)9-5-14-4-8-16(20)17(21)12-14/h2-9,12,20-21H,10-11H2,1H3,(H,19,22)/b9-5+
InChIKey JRKPLTBLTYEYJJ-WEVVVXLNSA-N
SMILES COc1ccc(CCNC(=O)\C=C\c2ccc(O)c(O)c2)cc1
Metabolite of Species Details
Cuscuta reflexa (NCBI:txid4129) Found in whole plant (BTO:0001461). See: PubMed
Roles Classification
Biological Role(s): EC 3.2.1.20 (alpha-glucosidase) inhibitor
An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of alpha-glucosidase (EC 3.2.1.20).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing Cuscuta propenamide 1 (CHEBI:65700) has functional parent 4-methoxyphenylethylamine (CHEBI:266039)
Cuscuta propenamide 1 (CHEBI:65700) has functional parent trans-caffeic acid (CHEBI:16433)
Cuscuta propenamide 1 (CHEBI:65700) has role EC 3.2.1.20 (α-glucosidase) inhibitor (CHEBI:67239)
Cuscuta propenamide 1 (CHEBI:65700) has role metabolite (CHEBI:25212)
Cuscuta propenamide 1 (CHEBI:65700) is a catechols (CHEBI:33566)
Cuscuta propenamide 1 (CHEBI:65700) is a enamide (CHEBI:51751)
Cuscuta propenamide 1 (CHEBI:65700) is a monomethoxybenzene (CHEBI:25235)
Cuscuta propenamide 1 (CHEBI:65700) is a secondary carboxamide (CHEBI:140325)
IUPAC Name
(2E)-3-(3,4-dihydroxyphenyl)-N-[2-(4-methoxyphenyl)ethyl]prop-2-enamide
Synonym Source
7'-(3',4'-dihydroxyphenyl)-N-[(4-methoxyphenyl)ethyl]propenamide ChEBI
Registry Number Type Source
9145353 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
11824569 PubMed citation Europe PMC
Last Modified
07 March 2018