ChemFOnt: Showing chemical card for Kaempferol 3-glucosyl-(1->2)-(6''-acetylgalactoside)-7-glucoside (CFc000281478)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:54 UTC

Chemfont ID

CFc000281478

Molecule Identification

Common Name

Kaempferol 3-glucosyl-(1->2)-(6''-acetylgalactoside)-7-glucoside

Definition

Kaempferol 3-glucosyl-(1->2)-(6''-acetylgalactoside)-7-glucoside is a member of the class of compounds known as flavonoid-7-o-glycosides. Flavonoid-7-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Thus, kaempferol 3-glucosyl-(1->2)-(6''-acetylgalactoside)-7-glucoside is considered to be a flavonoid lipid molecule. Kaempferol 3-glucosyl-(1->2)-(6''-acetylgalactoside)-7-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Kaempferol 3-glucosyl-(1->2)-(6''-acetylgalactoside)-7-glucoside can be found in fenugreek, which makes kaempferol 3-glucosyl-(1->2)-(6''-acetylgalactoside)-7-glucoside a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
[(3R,4S,6S)-3,4-Dihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-{[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-3-yl]oxy}-5-{[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl acetic acid	Generator

Chemical Formula

C₃₅H₄₂O₂₂

Average Molecular Weight

814.699

Monoisotopic Molecular Weight

814.216772992

IUPAC Name

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

Traditional Name

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

CAS Registry Number

382141-37-9

SMILES

[H]C1(CO)O[C@@]([H])(OC2=CC(O)=C3C(=O)C(O[C@]4([H])OC([H])(COC(C)=O)[C@]([H])(O)[C@]([H])(O)C4([H])O[C@]4([H])OC([H])(CO)[C@@]([H])(O)[C@]([H])(O)C4([H])O)=C(OC3=C2)C2=CC=C(O)C=C2)C([H])(O)[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C35H42O22/c1-11(38)50-10-19-23(43)27(47)32(57-34-29(49)26(46)22(42)18(9-37)54-34)35(55-19)56-31-24(44)20-15(40)6-14(51-33-28(48)25(45)21(41)17(8-36)53-33)7-16(20)52-30(31)12-2-4-13(39)5-3-12/h2-7,17-19,21-23,25-29,32-37,39-43,45-49H,8-10H2,1H3/t17?,18?,19?,21-,22-,23+,25+,26+,27+,28?,29?,32?,33-,34+,35+/m1/s1

InChI Key

DQCLINUMJUZKAR-DTRLZUIWSA-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
Phenolic glycoside
Chromone
Disaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Phenol
Pyranone
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Oxane
Pyran
Heteroaromatic compound
Vinylogous acid
Carboxylic acid ester
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Acetal
Monocarboxylic acid or derivatives
Organooxygen compound
Primary alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12111970 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301962)

Food

Herb and spice

Herb

Fenugreek (FooDB: FOOD00186)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	7.66 g/L	ALOGPS
logP	-0.53	ALOGPS
logP	-3.4	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	7.08	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	21	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	350.74 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	181 m³·mol⁻¹	ChemAxon
Polarizability	76.93 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

HMDB0301962

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001684

KNApSAcK ID

Not Available

Chemspider ID

24844712

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 Kaempferol 3-glucosyl-(1->2)-(6''-acetylgalactoside)-7-glucoside (CFc000281478)

MOL for CFc000281478 (Kaempferol 3-glucosyl-(1->2)-(6''-acetylgalactoside)-7-glucoside)

3D MOL for CFc000281478 (Kaempferol 3-glucosyl-(1->2)-(6''-acetylgalactoside)-7-glucoside)

3D SDF for CFc000281478 (Kaempferol 3-glucosyl-(1->2)-(6''-acetylgalactoside)-7-glucoside)

3D-SDF for CFc000281478 (Kaempferol 3-glucosyl-(1->2)-(6''-acetylgalactoside)-7-glucoside)

PDB for CFc000281478 (Kaempferol 3-glucosyl-(1->2)-(6''-acetylgalactoside)-7-glucoside)

3D PDB for CFc000281478 (Kaempferol 3-glucosyl-(1->2)-(6''-acetylgalactoside)-7-glucoside)

SMILES for CFc000281478 (Kaempferol 3-glucosyl-(1->2)-(6''-acetylgalactoside)-7-glucoside)

INCHI for CFc000281478 (Kaempferol 3-glucosyl-(1->2)-(6''-acetylgalactoside)-7-glucoside)

Structure for CFc000281478 (Kaempferol 3-glucosyl-(1->2)-(6''-acetylgalactoside)-7-glucoside)

3D Structure for CFc000281478 (Kaempferol 3-glucosyl-(1->2)-(6''-acetylgalactoside)-7-glucoside)