ChemFOnt: Showing chemical card for Kaempferol 3-O-glucosyl-rhamnosyl-galactoside (CFc000332870)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:12:25 UTC

Chemfont ID

CFc000332870

Molecule Identification

Common Name

Kaempferol 3-O-glucosyl-rhamnosyl-galactoside

Definition

Kaempferol 3-[glucosyl-(1->3)-rhamnosyl-(1->6)-galactoside] 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. Kaempferol 3-[glucosyl-(1->3)-rhamnosyl-(1->6)-galactoside] is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Kaempferol 3-[glucosyl-(1->3)-rhamnosyl-(1->6)-galactoside] can be found in tea, which makes kaempferol 3-[glucosyl-(1->3)-rhamnosyl-(1->6)-galactoside] a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Kaempferol 3-(3R-glucosylrutinoside)	HMDB
Kaempferol 3-(3Rha-glucosylrutinoside)	HMDB

Chemical Formula

C₃₃H₄₀O₂₀

Average Molecular Weight

756.6587

Monoisotopic Molecular Weight

756.21129372

IUPAC Name

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

Traditional Name

CAS Registry Number

136449-09-7

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=C(O)C=C3)[C@H](O)[C@@H](O)[C@H]2O)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O

InChI Identifier

InChI=1S/C33H40O20/c1-10-19(38)29(52-32-25(44)23(42)20(39)16(8-34)50-32)27(46)31(48-10)47-9-17-21(40)24(43)26(45)33(51-17)53-30-22(41)18-14(37)6-13(36)7-15(18)49-28(30)11-2-4-12(35)5-3-11/h2-7,10,16-17,19-21,23-27,29,31-40,42-46H,8-9H2,1H3/t10-,16+,17+,19-,20+,21-,23-,24-,25+,26+,27+,29+,31+,32-,33-/m0/s1

InChI Key

MFIXKYXSBNIMPX-CHLFRWFTSA-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
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Flavone
O-glycosyl compound
Chromone
Glycosyl compound
Benzopyran
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Monocyclic benzene moiety
Oxane
Pyran
Benzenoid
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

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0038768)
Extracellular (HMDB: HMDB0038768)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038768)

Source

Exogenous

Exogenous (HMDB: HMDB0038768)

Food

Food (HMDB: HMDB0038768)

Tea

Tea (FooDB: FOOD00038)
Black tea (FooDB: FOOD00907)
Green tea (FooDB: FOOD00908)

Endogenous

Plant

Plant (HMDB: HMDB0038768)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038768)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	8.88 g/L	ALOGPS
logP	-0.59	ALOGPS
logP	-2.3	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	6.43	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	324.44 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	170.58 m³·mol⁻¹	ChemAxon
Polarizability	71.34 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

HMDB0038768

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000164

KNApSAcK ID

C00005201

Chemspider ID

16737880

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20055968

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Kaempferol 3-O-glucosyl-rhamnosyl-galactoside (CFc000332870)

MOL for CFc000332870 (Kaempferol 3-O-glucosyl-rhamnosyl-galactoside)

3D MOL for CFc000332870 (Kaempferol 3-O-glucosyl-rhamnosyl-galactoside)

3D SDF for CFc000332870 (Kaempferol 3-O-glucosyl-rhamnosyl-galactoside)

3D-SDF for CFc000332870 (Kaempferol 3-O-glucosyl-rhamnosyl-galactoside)

PDB for CFc000332870 (Kaempferol 3-O-glucosyl-rhamnosyl-galactoside)

3D PDB for CFc000332870 (Kaempferol 3-O-glucosyl-rhamnosyl-galactoside)

SMILES for CFc000332870 (Kaempferol 3-O-glucosyl-rhamnosyl-galactoside)

INCHI for CFc000332870 (Kaempferol 3-O-glucosyl-rhamnosyl-galactoside)

Structure for CFc000332870 (Kaempferol 3-O-glucosyl-rhamnosyl-galactoside)

3D Structure for CFc000332870 (Kaempferol 3-O-glucosyl-rhamnosyl-galactoside)