ChemFOnt: Showing chemical card for Quercetin 3-O-beta-D-glucopyranoside 7-O-beta-L-rutinoside (CFc000282365)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:38 UTC

Chemfont ID

CFc000282365

Molecule Identification

Common Name

Quercetin 3-O-beta-D-glucopyranoside 7-O-beta-L-rutinoside

Definition

Quercetin 3-o-beta-d-glucopyranoside 7-o-beta-l-rutinoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Quercetin 3-o-beta-d-glucopyranoside 7-o-beta-l-rutinoside can be found in common bean, which makes quercetin 3-o-beta-d-glucopyranoside 7-o-beta-l-rutinoside a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Quercetin 3-O-b-D-glucopyranoside 7-O-b-L-rutinoside	Generator
Quercetin 3-O-β-D-glucopyranoside 7-O-β-L-rutinoside	Generator

Chemical Formula

C₃₃H₄₀O₂₁

Average Molecular Weight

772.6581

Monoisotopic Molecular Weight

772.206208342

IUPAC Name

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

Traditional Name

CAS Registry Number

None

SMILES

C[C@H]1O[C@H](OC[C@@H]2O[C@H](OC3=CC4=C(C(O)=C3)C(=O)C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C(O4)C3=CC(O)=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C33H40O21/c1-9-19(38)23(42)26(45)31(49-9)48-8-17-21(40)25(44)27(46)32(53-17)50-11-5-14(37)18-15(6-11)51-29(10-2-3-12(35)13(36)4-10)30(22(18)41)54-33-28(47)24(43)20(39)16(7-34)52-33/h2-6,9,16-17,19-21,23-28,31-40,42-47H,7-8H2,1H3/t9-,16-,17+,19-,20-,21+,23+,24+,25-,26+,27+,28-,31+,32+,33+/m1/s1

InChI Key

VRSNQCLFKXCKDR-ZSASOEQWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glycosides

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302849)

Food

Pulse

Bean

Common bean (FooDB: FOOD00134)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	8.07 g/L	ALOGPS
logP	-0.83	ALOGPS
logP	-3.1	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	8.11	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	21	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	344.67 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	172.29 m³·mol⁻¹	ChemAxon
Polarizability	73.02 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

HMDB0302849

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB006538

KNApSAcK ID

Not Available

Chemspider ID

59696403

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Quercetin 3-O-beta-D-glucopyranoside 7-O-beta-L-rutinoside (CFc000282365)

MOL for CFc000282365 (Quercetin 3-O-beta-D-glucopyranoside 7-O-beta-L-rutinoside)

3D MOL for CFc000282365 (Quercetin 3-O-beta-D-glucopyranoside 7-O-beta-L-rutinoside)

3D SDF for CFc000282365 (Quercetin 3-O-beta-D-glucopyranoside 7-O-beta-L-rutinoside)

3D-SDF for CFc000282365 (Quercetin 3-O-beta-D-glucopyranoside 7-O-beta-L-rutinoside)

PDB for CFc000282365 (Quercetin 3-O-beta-D-glucopyranoside 7-O-beta-L-rutinoside)

3D PDB for CFc000282365 (Quercetin 3-O-beta-D-glucopyranoside 7-O-beta-L-rutinoside)

SMILES for CFc000282365 (Quercetin 3-O-beta-D-glucopyranoside 7-O-beta-L-rutinoside)

INCHI for CFc000282365 (Quercetin 3-O-beta-D-glucopyranoside 7-O-beta-L-rutinoside)

Structure for CFc000282365 (Quercetin 3-O-beta-D-glucopyranoside 7-O-beta-L-rutinoside)

3D Structure for CFc000282365 (Quercetin 3-O-beta-D-glucopyranoside 7-O-beta-L-rutinoside)