ChemFOnt: Showing chemical card for Quercetin 3-O-beta-D-2-glucosyl-rutinoside (CFc000282167)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:16 UTC

Chemfont ID

CFc000282167

Molecule Identification

Common Name

Quercetin 3-O-beta-D-2-glucosyl-rutinoside

Definition

Quercetin 3-o-beta-d-2-glucosyl-rutinoside 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-o-beta-d-2-glucosyl-rutinoside is soluble (in water) and a very weakly acidic compound (based on its pKa). Quercetin 3-o-beta-d-2-glucosyl-rutinoside can be found in soy bean, which makes quercetin 3-o-beta-d-2-glucosyl-rutinoside a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3',4',5,7-Tetrahydroxy-3-[(2-O-b-D-glucopyranosyl-6-O-a-L-rhamnopyranosyl-b-D-glucopyranosyl)oxy]flavone	Generator
3',4',5,7-Tetrahydroxy-3-[(2-O-β-D-glucopyranosyl-6-O-α-L-rhamnopyranosyl-β-D-glucopyranosyl)oxy]flavone	Generator
Quercetin 3-O-b-D-2-glucosyl-rutinoside	Generator
Quercetin 3-O-β-D-2-glucosyl-rutinoside	Generator

Chemical Formula

C₃₃H₄₀O₂₁

Average Molecular Weight

772.6581

Monoisotopic Molecular Weight

772.206208342

IUPAC Name

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

Traditional Name

CAS Registry Number

None

SMILES

C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=C(C(O)=CC(O)=C4)C3=O)C3=CC(O)=C(O)C=C3)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C33H40O21/c1-9-19(39)23(43)26(46)31(49-9)48-8-17-21(41)25(45)30(54-32-27(47)24(44)20(40)16(7-34)51-32)33(52-17)53-29-22(42)18-14(38)5-11(35)6-15(18)50-28(29)10-2-3-12(36)13(37)4-10/h2-6,9,16-17,19-21,23-27,30-41,43-47H,7-8H2,1H3/t9-,16+,17+,19-,20+,21+,23+,24-,25-,26+,27+,30+,31+,32-,33-/m0/s1

InChI Key

MNMUPTOJETVJCW-WHBTYZLHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as rotenones. These are rotenoids with a structure based on a 6a,12a-dihydrochromeno[3,4-b]chromen-12(6H)-one skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Rotenoids

Direct Parent

Rotenones

Alternative Parents

Substituents

Rotenone or derivatives
8-prenylated isoflavanone
Isoflavanone
Isoflavan
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Chromane
Benzopyran
1-benzopyran
Anisole
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Benzenoid
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

isoflavanones (CHEBI:4357 )
rotenones (C10417 )
Rotenoid flavonoids (LMPK12060019 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302651)

Food

Soy

Soy bean (FooDB: FOOD00085)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	12.8 g/L	ALOGPS
logP	-0.54	ALOGPS
logP	-2.6	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	6.43	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	21	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	344.67 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	172.56 m³·mol⁻¹	ChemAxon
Polarizability	72.2 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

HMDB0302651

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005614

KNApSAcK ID

Not Available

Chemspider ID

59696371

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100913778

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-2-glucosyl-rutinoside (CFc000282167)

MOL for CFc000282167 (Quercetin 3-O-beta-D-2-glucosyl-rutinoside)

3D MOL for CFc000282167 (Quercetin 3-O-beta-D-2-glucosyl-rutinoside)

3D SDF for CFc000282167 (Quercetin 3-O-beta-D-2-glucosyl-rutinoside)

3D-SDF for CFc000282167 (Quercetin 3-O-beta-D-2-glucosyl-rutinoside)

PDB for CFc000282167 (Quercetin 3-O-beta-D-2-glucosyl-rutinoside)

3D PDB for CFc000282167 (Quercetin 3-O-beta-D-2-glucosyl-rutinoside)

SMILES for CFc000282167 (Quercetin 3-O-beta-D-2-glucosyl-rutinoside)

INCHI for CFc000282167 (Quercetin 3-O-beta-D-2-glucosyl-rutinoside)

Structure for CFc000282167 (Quercetin 3-O-beta-D-2-glucosyl-rutinoside)

3D Structure for CFc000282167 (Quercetin 3-O-beta-D-2-glucosyl-rutinoside)