CHEBI:81339 - arcapillin

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ChEBI Name arcapillin
ChEBI ID CHEBI:81339
Definition A trihydroxyflavone that is flavone substituted by hydroxy groups at positions 2', 4' and 5 and methoxy groups at positions 5', 6 and 7 respectively.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C18H16O8
Net Charge 0
Average Mass 360.31480
Monoisotopic Mass 360.08452
InChI InChI=1S/C18H16O8/c1-23-13-4-8(9(19)5-10(13)20)12-6-11(21)16-14(26-12)7-15(24-2)18(25-3)17(16)22/h4-7,19-20,22H,1-3H3
InChIKey IZWKTABKAJGBFW-UHFFFAOYSA-N
SMILES COc1cc(c(O)cc1O)-c1cc(=O)c2c(O)c(OC)c(OC)cc2o1
Metabolite of Species Details
Artemisia capillaris (NCBI:txid265783) See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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).
EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor
An EC 3.1.3.* (phosphoric monoester hydrolase) inhibitor which interferes with the activity of the enzyme protein tyrosine phosphatases (PTPs), EC 3.1.3.48, involved in the removal of phosphate groups from phosphorylated tyrosine residues on proteins.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing arcapillin (CHEBI:81339) has functional parent flavone (CHEBI:42491)
arcapillin (CHEBI:81339) has role EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor (CHEBI:35608)
arcapillin (CHEBI:81339) has role EC 3.2.1.20 (α-glucosidase) inhibitor (CHEBI:67239)
arcapillin (CHEBI:81339) has role plant metabolite (CHEBI:76924)
arcapillin (CHEBI:81339) is a trihydroxyflavone (CHEBI:27116)
arcapillin (CHEBI:81339) is a trimethoxyflavone (CHEBI:27124)
IUPAC Name
2-(2,4-dihydroxy-5-methoxyphenyl)-5-hydroxy-6,7-dimethoxy-4H-1-benzopyran-4-one
Synonym Source
2',4',5-trihydroxy-5',6,7-trimethoxyflavone ChEBI
Manual Xrefs Databases
Arcapillin Wikipedia
C00003938 KNApSAcK
C17787 KEGG COMPOUND
LMPK12111282 LIPID MAPS
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Registry Numbers Types Sources
6074920 Reaxys Registry Number Reaxys
83162-82-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12774401 PubMed citation Europe PMC
16011282 PubMed citation Europe PMC
23435948 PubMed citation Europe PMC
Last Modified
03 June 2015