CHEBI:65454 - asphodelin A-4'-O-β-glucoside

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ChEBI Name asphodelin A-4'-O-β-glucoside
ChEBI ID CHEBI:65454
ChEBI ASCII Name asphodelin A-4'-O-beta-glucoside
Definition A β-D-glucoside in which a β-D-glucopyranosyl residue is attached at position 4' of asphodelin A via a glycosidic linkage. It is isolated from the roots of Asphodelus microcarpus and exhibits antimicrobial activity against bacteria like Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa and fungal microorganisms like Candida albicans and Botrytis cinerea.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H20O11
Net Charge 0
Average Mass 448.37690
Monoisotopic Mass 448.10056
InChI InChI=1S/C21H20O11/c22-7-14-17(26)18(27)19(28)21(32-14)30-9-2-4-10(12(24)6-9)15-16(25)11-3-1-8(23)5-13(11)31-20(15)29/h1-6,14,17-19,21-28H,7H2/t14-,17-,18+,19-,21-/m1/s1
InChIKey OEZWCAHAQBRTTP-FKRBRYKNSA-N
SMILES OC[C@H]1O[C@@H](Oc2ccc(c(O)c2)-c2c(O)c3ccc(O)cc3oc2=O)[C@H](O)[C@@H](O)[C@@H]1O
Metabolite of Species Details
Asphodelus microcarpus (IPNI:531525-1) Found in bulb (BTO:0000159). See: PubMed
Asphodelus microcarpus (IPNI:531525-1) Found in root (BTO:0001188). See: PubMed
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.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing asphodelin A-4'-O-β-glucoside (CHEBI:65454) has functional parent asphodelin A (CHEBI:65453)
asphodelin A-4'-O-β-glucoside (CHEBI:65454) has role antibacterial agent (CHEBI:33282)
asphodelin A-4'-O-β-glucoside (CHEBI:65454) has role antifungal agent (CHEBI:35718)
asphodelin A-4'-O-β-glucoside (CHEBI:65454) has role metabolite (CHEBI:25212)
asphodelin A-4'-O-β-glucoside (CHEBI:65454) is a β-D-glucoside (CHEBI:22798)
asphodelin A-4'-O-β-glucoside (CHEBI:65454) is a hydroxycoumarin (CHEBI:37912)
asphodelin A-4'-O-β-glucoside (CHEBI:65454) is a polyphenol (CHEBI:26195)
IUPAC Name
4-(4,7-dihydroxy-2-oxo-2H-chromen-3-yl)-3-hydroxyphenyl β-D-glucopyranoside
Synonym Source
3-(2'-hydroxy-p-O-β-D-glucopyranosyloxyphenyl)-4,7-dihydroxy-2H-1-benzopyran-2-one ChEBI
Registry Number Type Source
11288781 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17253862 PubMed citation Europe PMC
Last Modified
26 November 2012