CHEBI:17948 - (+)-taxifolin

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ChEBI Name (+)-taxifolin
ChEBI ID CHEBI:17948
Definition A taxifolin that has (2R,3R)-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42225, CHEBI:9415, CHEBI:15206, CHEBI:23764, CHEBI:28466
Supplier Information ChemicalBook:CB0402424, ChemicalBook:CB7402423, ChemicalBook:CB3426348, eMolecules:530749, ZINC000100018343
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Taxifolin (5,7,3',4'-flavan-on-ol), also known as dihydroquercetin, belongs to the subclass flavanonols in the flavonoids, which in turn is a class of polyphenols. It is extracted from plants such as Siberian larch and milk thistle.
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Formula C15H12O7
Net Charge 0
Average Mass 304.25160
Monoisotopic Mass 304.05830
InChI InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H/t14-,15+/m0/s1
InChIKey CXQWRCVTCMQVQX-LSDHHAIUSA-N
SMILES O[C@@H]1[C@H](Oc2cc(O)cc(O)c2C1=O)c1ccc(O)c(O)c1
Metabolite of Species Details
Pittocaulon velatum (IPNI:238587-1) Found in stem (BTO:0001300). Methanolic extract of dried and ground stems and roots See: PubMed
Pittocaulon velatum (IPNI:238587-1) Found in root (BTO:0001188). Methanolic extract of dried and ground stems and roots See: PubMed
Acacia mearnsii (NCBI:txid139012) Found in bark (BTO:0001301). Spray-dried aqueous extract of bark See: PubMed
Pseudotsuga taxifolia (NCBI:txid3357) 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.
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ChEBI Ontology
Outgoing (+)-taxifolin (CHEBI:17948) has role metabolite (CHEBI:25212)
(+)-taxifolin (CHEBI:17948) is a taxifolin (CHEBI:38747)
(+)-taxifolin (CHEBI:17948) is conjugate acid of (+)-taxifolin(1−) (CHEBI:58329)
(+)-taxifolin (CHEBI:17948) is enantiomer of (−)-taxifolin (CHEBI:41963)
Incoming (+)-taxifolin 3-O-α-D-arabinopyranoside (CHEBI:75746) has functional parent (+)-taxifolin (CHEBI:17948)
(+)-taxifolin 3-O-α-L-arabinofuranoside (CHEBI:75740) has functional parent (+)-taxifolin (CHEBI:17948)
(+)-taxifolin 3-O-α-L-arabinopyranoside (CHEBI:75749) has functional parent (+)-taxifolin (CHEBI:17948)
(+)-taxifolin 3-O-β-D-arabinopyranoside (CHEBI:75743) has functional parent (+)-taxifolin (CHEBI:17948)
(+)-taxifolin 3-O-β-D-xylopyranoside (CHEBI:75739) has functional parent (+)-taxifolin (CHEBI:17948)
(+)-taxifolin 3-O-acetate (CHEBI:9416) has functional parent (+)-taxifolin (CHEBI:17948)
6-methoxytaxifolin (CHEBI:2213) has functional parent (+)-taxifolin (CHEBI:17948)
astilbin (CHEBI:38200) has functional parent (+)-taxifolin (CHEBI:17948)
(+)-taxifolin(1−) (CHEBI:58329) is conjugate base of (+)-taxifolin (CHEBI:17948)
(−)-taxifolin (CHEBI:41963) is enantiomer of (+)-taxifolin (CHEBI:17948)
IUPAC Name
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one
Synonyms Sources
(+)-Dihydroquercetin KEGG COMPOUND
(+)-Taxifolin KEGG COMPOUND
(2R,3R)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4H-1-benzopyran-4-one ChemIDplus
(2R,3R)-dihydroquercetin ChemIDplus
(2R,3R)-dihydroquercetin UniProt
(2R-trans)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4-benzopyrone ChemIDplus
Dihydroquercetin KEGG COMPOUND
Taxifolin KEGG COMPOUND
trans-Dihydroquercetin KEGG COMPOUND
Manual Xrefs Databases
C00000677 KNApSAcK
C01617 KEGG COMPOUND
DB02224 DrugBank
DQH PDBeChem
LSM-5990 LINCS
Taxifolin Wikipedia
View more database links
Registry Numbers Types Sources
480-18-2 CAS Registry Number KEGG COMPOUND
480-18-2 CAS Registry Number ChemIDplus
93548 Beilstein Registry Number Beilstein
Last Modified
06 February 2018