CHEBI:174456 - pilosin

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ChEBI Name pilosin
ChEBI ID CHEBI:174456
Definition A dimethoxyflavone that is flavone carrying hydroxy groups at positions 5, 7, and 8, and methoxy groups at positions 4' and 6.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter MetaboLights
Supplier Information
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Formula C17H14O7
Net Charge 0
Average Mass 330.292
Monoisotopic Mass 330.07395
InChI InChI=1S/C17H14O7/c1-22-9-5-3-8(4-6-9)11-7-10(18)12-13(19)17(23-2)15(21)14(20)16(12)24-11/h3-7,19-21H,1-2H3
InChIKey ASAOSMVQLGTAQO-UHFFFAOYSA-N
SMILES COC1=CC=C(C=C1)C1=CC(=O)C2=C(O)C(OC)=C(O)C(O)=C2O1
Metabolite of Species Details
Lippia graveolens (NCBI:txid1986359) Found in stem (BTO:0001300). See: Gonzalez-Guereca MC, Soto-Hernandez M, Kite G, Martınez-Vazquez M. (2007) Antioxidant activity of flavonoids from the stem of the Mexican oregano (Lippia graveolens HBK var. berlandieri Schauer). Rev Fitotec Mex. 30, 43-49.
Ocimum x africanum (NCBI:txid204098) Found in leaf (BTO:0000713). Species also known as Ocimum americanum var. pilosum. See: PubMed
Rhamnus alaternus (NCBI:txid280017) Found in leaf (BTO:0000713). 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing pilosin (CHEBI:174456) has functional parent 2-(4-hydroxyphenyl)-5,6,7,8-tetrahydroxy-4H-1-benzopyran-4-one (CHEBI:79553)
pilosin (CHEBI:174456) has role plant metabolite (CHEBI:76924)
pilosin (CHEBI:174456) is a dimethoxyflavone (CHEBI:23798)
pilosin (CHEBI:174456) is a trihydroxyflavone (CHEBI:27116)
IUPAC Name
5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
Synonyms Sources
4',6-dimethoxy-5,7,8-trihydroxyflavone ChEBI
5,7,8-trihydroxy-4',6-dimethoxyflavone ChEBI
5,7,8-trihydroxy-6,4'-dimethoxyflavone ChEBI
5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one IUPAC
5,7,8-trihydroxy-6-methoxy-2-(4-methoxyphenyl)chromen-4-one ChEBI
pilosin UniProt
Manual Xrefs Databases
29338177 ChemSpider
CPD-15473 MetaCyc
FDB016086 FooDB
HMDB0037096 HMDB
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Citations Waiting for Citations Types Sources
11281133 PubMed citation Europe PMC
27338492 PubMed citation Europe PMC
29501772 PubMed citation Europe PMC
Last Modified
28 July 2022
General Comment
2022-07-28 Relevant articles: https://doi.org/10.1016/j.arabjc.2011.05.013