ChemFOnt: Showing chemical card for kaempferol 3-O-beta-D-glucosyl-(1->2)-glucoside (CFc000283914)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:37:37 UTC

Chemfont ID

CFc000283914

Molecule Identification

Common Name

kaempferol 3-O-beta-D-glucosyl-(1->2)-glucoside

Definition

Kaempferol 3-o-beta-d-glucosyl-(1->2)-glucoside is also known as kaempferol-3-O-sophoroside. Kaempferol 3-o-beta-d-glucosyl-(1->2)-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Kaempferol 3-o-beta-d-glucosyl-(1->2)-glucoside can be found in a number of food items such as macadamia nut, abalone, savoy cabbage, and sago palm, which makes kaempferol 3-o-beta-d-glucosyl-(1->2)-glucoside a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-(3-{[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-5,7-dihydroxy-4-oxo-4H-chromen-2-yl)benzen-1-olic acid	Generator
Kaempferol-3-O-sophoroside	MetaCyc

Chemical Formula

C₂₇H₂₉O₁₆

Average Molecular Weight

609.514

Monoisotopic Molecular Weight

609.146108434

IUPAC Name

4-(3-{[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-5,7-dihydroxy-4-oxo-4H-chromen-2-yl)benzen-1-olate

Traditional Name

4-(3-{[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-5,7-dihydroxy-4-oxochromen-2-yl)benzenolate

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CO)O[C@]([H])(OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC=C([O-])C=C2)[C@@]([H])(O[C@@]2([H])O[C@@]([H])(CO)[C@]([H])(O)[C@@]([H])(O)[C@]2([H])O)[C@]([H])(O)[C@@]1([H])O

InChI Identifier

InChI=1S/C27H30O16/c28-7-14-17(33)20(36)22(38)26(40-14)43-25-21(37)18(34)15(8-29)41-27(25)42-24-19(35)16-12(32)5-11(31)6-13(16)39-23(24)9-1-3-10(30)4-2-9/h1-6,14-15,17-18,20-22,25-34,36-38H,7-8H2/p-1/t14-,15-,17-,18-,20+,21+,22-,25-,26+,27+/m0/s1

InChI Key

LKZDFKLGDGSGEO-WWXIKMEQSA-M

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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	5.88 g/L	ALOGPS
logP	-0.51	ALOGPS
logP	-1.6	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	6.37	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	268.35 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	150.26 m³·mol⁻¹	ChemAxon
Polarizability	57.28 Å³	ChemAxon
Number of Rings	5	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

HMDB0304398

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030950

KNApSAcK ID

Not Available

Chemspider ID

Not Available

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-O-beta-D-glucosyl-(1->2)-glucoside (CFc000283914)

MOL for CFc000283914 (kaempferol 3-O-beta-D-glucosyl-(1->2)-glucoside)

3D MOL for CFc000283914 (kaempferol 3-O-beta-D-glucosyl-(1->2)-glucoside)

3D SDF for CFc000283914 (kaempferol 3-O-beta-D-glucosyl-(1->2)-glucoside)

3D-SDF for CFc000283914 (kaempferol 3-O-beta-D-glucosyl-(1->2)-glucoside)

PDB for CFc000283914 (kaempferol 3-O-beta-D-glucosyl-(1->2)-glucoside)

3D PDB for CFc000283914 (kaempferol 3-O-beta-D-glucosyl-(1->2)-glucoside)

SMILES for CFc000283914 (kaempferol 3-O-beta-D-glucosyl-(1->2)-glucoside)

INCHI for CFc000283914 (kaempferol 3-O-beta-D-glucosyl-(1->2)-glucoside)

Structure for CFc000283914 (kaempferol 3-O-beta-D-glucosyl-(1->2)-glucoside)

3D Structure for CFc000283914 (kaempferol 3-O-beta-D-glucosyl-(1->2)-glucoside)