CHEBI:8048 - phellamurin

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ChEBI Name phellamurin
Definition A member of the class of dihydroflavonols that is (+)-dihydrokaempferol substituted by a prenyl group at position 8 and a β-D-glucopyranosyl group at position 7 via a glycosidic linkage. Isolated from Phellodendron amurense and Commiphora africana, it exhibits inhibition of intestinal P-glycoprotein.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:66743
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Formula C26H30O11
Net Charge 0
Average Mass 518.50980
Monoisotopic Mass 518.179
InChI InChI=1S/C26H30O11/c1-11(2)3-8-14-16(35-26-23(34)21(32)19(30)17(10-27)36-26)9-15(29)18-20(31)22(33)24(37-25(14)18)12-4-6-13(28)7-5-12/h3-7,9,17,19,21-24,26-30,32-34H,8,10H2,1-2H3/t17-,19-,21+,22+,23-,24-,26-/m1/s1
SMILES CC(C)=CCc1c(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc(O)c2C(=O)[C@H](O)[C@H](Oc12)c1ccc(O)cc1
Metabolite of Species Details
Phellodendron wilsonii (IPNI:774789-1) Found in leaf (BTO:0000713). See: PubMed
Commiphora africana (NCBI:txid181237) Found in stem wood (BTO:0001469). See: PubMed
Phellodendron amurense (NCBI:txid68554) See: DOI
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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ChEBI Ontology
Outgoing phellamurin (CHEBI:8048) has functional parent (+)-dihydrokaempferol (CHEBI:15401)
phellamurin (CHEBI:8048) has role metabolite (CHEBI:25212)
phellamurin (CHEBI:8048) is a β-D-glucoside (CHEBI:22798)
phellamurin (CHEBI:8048) is a 4'-hydroxyflavanones (CHEBI:140331)
phellamurin (CHEBI:8048) is a dihydroflavonols (CHEBI:48039)
phellamurin (CHEBI:8048) is a flavanone glycoside (CHEBI:72730)
phellamurin (CHEBI:8048) is a monosaccharide derivative (CHEBI:63367)
phellamurin (CHEBI:8048) is a trihydroxyflavanone (CHEBI:38739)
(2R,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-en-1-yl)-4-oxo-3,4-dihydro-2H-chromen-7-yl β-D-glucopyranoside
Synonyms Sources
3,5,7,4'-tetrahydroxy-8-(3-methylbut-2-enyl)flavanone-7-O-β-glucoside ChEBI
8-Prenyldihydrokaempferol 7-glucoside KEGG COMPOUND
Fellavine ChemIDplus
Database Links Databases
C00000989 KNApSAcK
Phellamurin Wikipedia
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Registry Numbers Types Sources
52589-11-4 CAS Registry Number ChemIDplus
9458481 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11859464 PubMed citation Europe PMC
15679332 PubMed citation Europe PMC
16141579 PubMed citation Europe PMC
1810962 PubMed citation Europe PMC
20814754 PubMed citation Europe PMC
21573758 PubMed citation Europe PMC
412468 PubMed citation Europe PMC
Last Modified
05 April 2018