ChemFOnt: Showing chemical card for Quercetin 3-alpha-D-galactoside (CFc000336869)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:30:16 UTC

Chemfont ID

CFc000336869

Molecule Identification

Common Name

Quercetin 3-alpha-D-galactoside

Definition

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4h-chromen-4-one 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. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4h-chromen-4-one is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4h-chromen-4-one can be found in a number of food items such as red raspberry, german camomile, caraway, and bilberry, which makes 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4h-chromen-4-one a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Quercetin 3-a-D-galactoside	Generator
Quercetin 3-α-D-galactoside	Generator
Quercetin 3-(beta-D-glucofuranoside)	MeSH, HMDB
2-(3,4-Dihydroxyphenyl)-3-(beta-D-glucofuranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one	MeSH, HMDB
Quercetin-3-glucoside	MeSH, HMDB
Isoquercitin	MeSH, HMDB
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3-(beta-D-glucofuranosyloxy)-5,7-dihydroxy	MeSH, HMDB
Trifoliin	MeSH, HMDB
Isoquercitroside	MeSH, HMDB
Quercetin-3-O-beta-glucoside	MeSH, HMDB
Isoquercetin	MeSH, HMDB
Isotrifoliin	MeSH, HMDB
Flavone, 3,3',4',5,7-pentahydroxy-, 3-beta-D-glucofuranoside	MeSH, HMDB
Quercetin-3-O-glucoside	MeSH, HMDB
Quercetin 3-O-beta-D-glucofuranoside	MeSH, HMDB
Trifoliin a	MeSH, HMDB
Quercetin 3-b-D-glucoside	Generator
Quercetin 3-β-D-glucoside	Generator

Chemical Formula

C₂₁H₂₀O₁₂

Average Molecular Weight

464.3763

Monoisotopic Molecular Weight

464.095476104

IUPAC Name

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

Traditional Name

isoquercitin

CAS Registry Number

65549-68-0

SMILES

OCC1OC(OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC(O)=C(O)C=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2

InChI Key

OVSQVDMCBVZWGM-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
Hydroxyflavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hexose monosaccharide
Chromone
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Catechol
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Pyran
Monosaccharide
Oxane
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Polyol
Acetal
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0037362)

Plant

Plant (HMDB: HMDB0037362)

Bilberry (FooDB: FOOD00193)
Red raspberry (FooDB: FOOD00162)

Drupe

Peach (FooDB: FOOD00149)

Pome

Pear (FooDB: FOOD00152)

Tea

Herb and spice

Spice

Caraway (FooDB: FOOD00043)

Herb

German camomile (FooDB: FOOD00107)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.95 g/L	ALOGPS
logP	0.47	ALOGPS
logP	-0.14	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	6.37	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	206.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.28 m³·mol⁻¹	ChemAxon
Polarizability	43.39 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

HMDB0257016

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021640

KNApSAcK ID

Not Available

Chemspider ID

4527386

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5378597

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Quercetin 3-alpha-D-galactoside (CFc000336869)

MOL for CFc000336869 (Quercetin 3-alpha-D-galactoside)

3D MOL for CFc000336869 (Quercetin 3-alpha-D-galactoside)

3D SDF for CFc000336869 (Quercetin 3-alpha-D-galactoside)

3D-SDF for CFc000336869 (Quercetin 3-alpha-D-galactoside)

PDB for CFc000336869 (Quercetin 3-alpha-D-galactoside)

3D PDB for CFc000336869 (Quercetin 3-alpha-D-galactoside)

SMILES for CFc000336869 (Quercetin 3-alpha-D-galactoside)

INCHI for CFc000336869 (Quercetin 3-alpha-D-galactoside)

Structure for CFc000336869 (Quercetin 3-alpha-D-galactoside)

3D Structure for CFc000336869 (Quercetin 3-alpha-D-galactoside)