CHEBI:65453 - asphodelin A

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ChEBI Name asphodelin A
ChEBI ID CHEBI:65453
Definition A hydroxycoumarin that is 4,7-dihydroxy-2H-chromen-2-one substituted by a 2,4-dihydroxyphenyl group at position 3. 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 C15H10O6
Net Charge 0
Average Mass 286.23630
Monoisotopic Mass 286.048
InChI InChI=1S/C15H10O6/c16-7-1-3-9(11(18)5-7)13-14(19)10-4-2-8(17)6-12(10)21-15(13)20/h1-6,16-19H
InChIKey OZOZCKVLUMXFGS-UHFFFAOYSA-N
SMILES Oc1ccc(c(O)c1)-c1c(O)c2ccc(O)cc2oc1=O
Metabolite of Species Details
Asphodelus microcarpus (IPNI:531525-1) Found in root (BTO:0001188). See: PubMed
Asphodelus microcarpus (IPNI:531525-1) Found in bulb (BTO:0000159). See: PubMed
Roles Classification
Biological Role(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antibacterial agent
A substance that kills or slows the growth of bacteria.
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 asphodelin A (CHEBI:65453) has role antibacterial agent (CHEBI:33282)
asphodelin A (CHEBI:65453) has role antifungal agent (CHEBI:35718)
asphodelin A (CHEBI:65453) has role metabolite (CHEBI:25212)
asphodelin A (CHEBI:65453) is a hydroxycoumarin (CHEBI:37912)
asphodelin A (CHEBI:65453) is a polyphenol (CHEBI:26195)
Incoming asphodelin A-4'-O-β-glucoside (CHEBI:65454) has functional parent asphodelin A (CHEBI:65453)
IUPAC Name
3-(2,4-dihydroxyphenyl)-4,7-dihydroxy-2H-chromen-2-one
Synonym Source
3-(2',4'-dihydroxyphenyl)-4,7-dihydroxy-2H-1-benzopyran-2-one ChEBI
Registry Number Type Source
11288782 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17253862 PubMed citation Europe PMC
Last Modified
26 November 2012