ChemFOnt: Showing chemical card for Quercetin 3-triglucoside (CFc000282405)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:43 UTC

Chemfont ID

CFc000282405

Molecule Identification

Common Name

Quercetin 3-triglucoside

Definition

Quercetin 3-triglucoside 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. Quercetin 3-triglucoside is soluble (in water) and a very weakly acidic compound (based on its pKa). Quercetin 3-triglucoside can be found in common pea and okra, which makes quercetin 3-triglucoside a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-3-yl beta-D-glucosyl-(1->6)-beta-D-glucosyl-(1->6)-beta-D-glucoside	ChEBI
Moracetin	ChEBI
Quercetin 3-gentiotrioside	ChEBI
Quercetin beta-D-glucopyranosyl-(1->6)-beta-D-glucopyranosyl-(1->6)-beta-D-glucopyranoside	ChEBI
Quercetin beta-D-glucosyl-(1->6)-beta-D-glucosyl-(1->6)-beta-D-glucoside	ChEBI
Quercetin-3-gentiotrioside	ChEBI
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-3-yl b-D-glucosyl-(1->6)-b-D-glucosyl-(1->6)-b-D-glucoside	Generator
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-3-yl β-D-glucosyl-(1->6)-β-D-glucosyl-(1->6)-β-D-glucoside	Generator
Quercetin b-D-glucopyranosyl-(1->6)-b-D-glucopyranosyl-(1->6)-b-D-glucopyranoside	Generator
Quercetin β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl-(1->6)-β-D-glucopyranoside	Generator
Quercetin b-D-glucosyl-(1->6)-b-D-glucosyl-(1->6)-b-D-glucoside	Generator
Quercetin β-D-glucosyl-(1->6)-β-D-glucosyl-(1->6)-β-D-glucoside	Generator
Quercetin 3-b-gentiotrioside	Generator
Quercetin 3-β-gentiotrioside	Generator

Chemical Formula

C₃₃H₄₀O₂₂

Average Molecular Weight

788.6575

Monoisotopic Molecular Weight

788.201122964

IUPAC Name

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

Traditional Name

CAS Registry Number

None

SMILES

OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC[C@H]3O[C@@H](OC4=C(OC5=C(C(O)=CC(O)=C5)C4=O)C4=CC(O)=C(O)C=C4)[C@H](O)[C@@H](O)[C@@H]3O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C33H40O22/c34-6-15-19(39)23(43)26(46)31(52-15)49-7-16-20(40)24(44)27(47)32(53-16)50-8-17-21(41)25(45)28(48)33(54-17)55-30-22(42)18-13(38)4-10(35)5-14(18)51-29(30)9-1-2-11(36)12(37)3-9/h1-5,15-17,19-21,23-28,31-41,43-48H,6-8H2/t15-,16-,17-,19-,20-,21-,23+,24+,25+,26-,27-,28-,31-,32-,33+/m1/s1

InChI Key

XXHSUYNZCSBPBG-GZIDCZEMSA-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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302889)

Food

Vegetable

Other vegetable

Okra (FooDB: FOOD00420)

Pulse

Pea

Common pea (FooDB: FOOD00141)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	12.6 g/L	ALOGPS
logP	-1	ALOGPS
logP	-3.7	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	6.43	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	22	ChemAxon
Hydrogen Donor Count	14	ChemAxon
Polar Surface Area	364.9 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	174.1 m³·mol⁻¹	ChemAxon
Polarizability	72.47 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0302889

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB006691

KNApSAcK ID

Not Available

Chemspider ID

4478092

KEGG Compound ID

Not Available

BioCyc ID

CPD-14821

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

136780

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Quercetin 3-triglucoside (CFc000282405)

MOL for CFc000282405 (Quercetin 3-triglucoside)

3D MOL for CFc000282405 (Quercetin 3-triglucoside)

3D SDF for CFc000282405 (Quercetin 3-triglucoside)

3D-SDF for CFc000282405 (Quercetin 3-triglucoside)

PDB for CFc000282405 (Quercetin 3-triglucoside)

3D PDB for CFc000282405 (Quercetin 3-triglucoside)

SMILES for CFc000282405 (Quercetin 3-triglucoside)

INCHI for CFc000282405 (Quercetin 3-triglucoside)

Structure for CFc000282405 (Quercetin 3-triglucoside)

3D Structure for CFc000282405 (Quercetin 3-triglucoside)