ChemFOnt: Showing chemical card for Taxifolin 3-xyloside (CFc000333047)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:12:46 UTC

Chemfont ID

CFc000333047

Molecule Identification

Common Name

Taxifolin 3-xyloside

Definition

Taxifolin 3-xyloside is a member of the class of compounds known as flavonoid-3-o-glycosides. Flavonoid-3-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Taxifolin 3-xyloside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Taxifolin 3-xyloside can be found in common buckwheat, which makes taxifolin 3-xyloside a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₀H₂₀O₁₁

Average Molecular Weight

436.3662

Monoisotopic Molecular Weight

436.100561482

IUPAC Name

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

75714-88-4

SMILES

OC1COC(OC2C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC(O)=C(O)C=C2)C(O)C1O

InChI Identifier

InChI=1S/C20H20O11/c21-8-4-11(24)14-13(5-8)30-18(7-1-2-9(22)10(23)3-7)19(16(14)27)31-20-17(28)15(26)12(25)6-29-20/h1-5,12,15,17-26,28H,6H2

InChI Key

UKSPRKDZNYSFRL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-3-O-glycosides

Alternative Parents

Substituents

Flavonoid-3-o-glycoside
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Flavanonol
Hydroxyflavonoid
Flavan
Chromone
Glycosyl compound
O-glycosyl compound
Chromane
Benzopyran
1-benzopyran
Catechol
Aryl alkyl ketone
Aryl ketone
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Monosaccharide
Benzenoid
Oxane
Monocyclic benzene moiety
Vinylogous acid
Ketone
Secondary alcohol
Polyol
Ether
Organoheterocyclic compound
Oxacycle
Acetal
Organic oxygen compound
Alcohol
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (FooDB: )

Food

Cereal and cereal product

Cereal

Common buckwheat (FooDB: FOOD00079)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.29 g/L	ALOGPS
logP	0.31	ALOGPS
logP	0.68	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	7.74	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	186.37 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	101.06 m³·mol⁻¹	ChemAxon
Polarizability	41.28 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0152346

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001983

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24868443

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Taxifolin 3-xyloside (CFc000333047)

MOL for CFc000333047 (Taxifolin 3-xyloside)

3D MOL for CFc000333047 (Taxifolin 3-xyloside)

3D SDF for CFc000333047 (Taxifolin 3-xyloside)

3D-SDF for CFc000333047 (Taxifolin 3-xyloside)

PDB for CFc000333047 (Taxifolin 3-xyloside)

3D PDB for CFc000333047 (Taxifolin 3-xyloside)

SMILES for CFc000333047 (Taxifolin 3-xyloside)

INCHI for CFc000333047 (Taxifolin 3-xyloside)

Structure for CFc000333047 (Taxifolin 3-xyloside)

3D Structure for CFc000333047 (Taxifolin 3-xyloside)