CHEBI:65460 - avicularin

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ChEBI Name avicularin
ChEBI ID CHEBI:65460
Definition A quercetin O-glycoside in which an α-L-arabinofuranosyl residue is attached at position 3 of quercetin via a glycosidic linkage. It is isolated particularly from Juglans regia and Foeniculum vulgare.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H18O11
Net Charge 0
Average Mass 434.35030
Monoisotopic Mass 434.085
InChI InChI=1S/C20H18O11/c21-6-13-15(26)17(28)20(30-13)31-19-16(27)14-11(25)4-8(22)5-12(14)29-18(19)7-1-2-9(23)10(24)3-7/h1-5,13,15,17,20-26,28H,6H2/t13-,15-,17+,20-/m0/s1
InChIKey BDCDNTVZSILEOY-UXYNSRGZSA-N
SMILES OC[C@@H]1O[C@@H](Oc2c(oc3cc(O)cc(O)c3c2=O)-c2ccc(O)c(O)c2)[C@H](O)[C@H]1O
Metabolite of Species Details
Hypericum hyssopifolium (IPNI:433504-1) Found in aerial part (BTO:0001658). See: PubMed
Berchemia floribunda (IPNI:716685-1) See: DOI
Rhododendron brachycarpum (NCBI:txid118365) Found in leaf (BTO:0000713). See: DOI
Psidium guajava (NCBI:txid120290) Found in leaf (BTO:0000713). See: DOI
Polygonum aviculare (NCBI:txid137693) Found in whole plant (BTO:0001461). See: DOI
Rumex crispus (NCBI:txid174649) Found in leaf (BTO:0000713). See: DOI
Vaccinium vitisidaea var. minus (NCBI:txid180772) Found in leaf (BTO:0000713). See: PubMed
Prunus serotina (NCBI:txid23207) See: ACTA POLONIAE PHARMACEUTICA - DRUG RESEARCH,2005,62,2,127
Chaenomeles sinensis (NCBI:txid36622) See: PubMed
Viscum album (NCBI:txid3972) Found in twig (BTO:0001411). See: PubMed
Foeniculum vulgare (NCBI:txid48038) Found in leaf (BTO:0000713). See: DOI
Juglans regia (NCBI:txid51240) Found in leaf (BTO:0000713). See: CHINESE PHARMACEUTICAL JOURNAL,2009,44,7,496
Filipendula ulmaria (NCBI:txid57917) Found in leaf (BTO:0000713). See: DOI
Reynoutria sachalinensis (NCBI:txid76036) Found in flower (BTO:0000469). See: DOI
Rhododendron dauricum (NCBI:txid880079) Found in whole plant (BTO:0001461). See: DOI
Pyrola elliptica (NCBI:txid93825) See: DOI
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.
Application(s): hepatoprotective agent
Any compound that is able to prevent damage to the liver.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing avicularin (CHEBI:65460) has role hepatoprotective agent (CHEBI:62868)
avicularin (CHEBI:65460) has role plant metabolite (CHEBI:76924)
avicularin (CHEBI:65460) is a α-L-arabinofuranoside (CHEBI:37572)
avicularin (CHEBI:65460) is a monosaccharide derivative (CHEBI:63367)
avicularin (CHEBI:65460) is a quercetin O-glycoside (CHEBI:76424)
avicularin (CHEBI:65460) is a tetrahydroxyflavone (CHEBI:38684)
IUPAC Name
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl α-L-arabinofuranoside
Synonyms Sources
Avicularine HMDB
Avicularoside HMDB
Fenicularin HMDB
Quercetin 3-α-L-arabinofuranoside HMDB
Manual Xrefs Databases
HMDB0030860 HMDB
LMPK12112167 LIPID MAPS
View more database links
Registry Numbers Types Sources
100404 Reaxys Registry Number Reaxys
572-30-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12787957 PubMed citation Europe PMC
14600382 PubMed citation Europe PMC
17177509 PubMed citation Europe PMC
17269066 PubMed citation Europe PMC
21226126 PubMed citation Europe PMC
22305062 PubMed citation Europe PMC
22953911 PubMed citation Europe PMC
2631115 PubMed citation Europe PMC
Last Modified
03 September 2014
General Comments
2012-07-27 ACTA POLONIAE PHARMACEUTICA - DRUG RESEARCH,2005,62,2,127
2012-07-27 CHINESE PHARMACEUTICAL JOURNAL,2009,44,7,496