ChemFOnt: Showing chemical card for Kaempferol 7-glucoside (CFc000283115)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:36:05 UTC

Chemfont ID

CFc000283115

Molecule Identification

Common Name

Kaempferol 7-glucoside

Definition

Kaempferol 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. Kaempferol 7-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Kaempferol 7-glucoside can be found in a number of food items such as flaxseed, ginkgo nuts, white cabbage, and saffron, which makes kaempferol 7-glucoside a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Kaempferol 7-O-b-D-glucopyranoside	Generator
Kaempferol 7-O-β-D-glucopyranoside	Generator
Kaempferol 7-O-beta-glucoside	MeSH
Kaempferol 7-O-glucoside	MeSH

Chemical Formula

C₂₁H₂₀O₁₁

Average Molecular Weight

448.3769

Monoisotopic Molecular Weight

448.100561482

IUPAC Name

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

Traditional Name

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

CAS Registry Number

16290-07-6

SMILES

OC[C@H]1O[C@@H](OC2=CC3=C(C(O)=C2)C(=O)C(O)=C(O3)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C21H20O11/c22-7-13-15(25)17(27)19(29)21(32-13)30-10-5-11(24)14-12(6-10)31-20(18(28)16(14)26)8-1-3-9(23)4-2-8/h1-6,13,15,17,19,21-25,27-29H,7H2/t13-,15-,17+,19-,21-/m1/s1

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

beta-D-glucoside (CHEBI:75790 )
monosaccharide derivative (CHEBI:75790 )
trihydroxyflavone (CHEBI:75790 )
flavonols (CHEBI:75790 )
kaempferol O-glucoside (CHEBI:75790 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303599)

Food

Herb and spice

Oilseed crop

Flaxseed (FooDB: FOOD00101)

Spice

Saffron (FooDB: FOOD00063)

Other seed

Ginkgo nuts (FooDB: FOOD00367)

Fruit

Drupe

Sweet cherry (FooDB: FOOD00145)

Berry

Common grape (FooDB: FOOD00204)
Blackberry (FooDB: FOOD00906)
Tropical highland blackberry (FooDB: FOOD00904)

Pulse

Bean

Broad bean (FooDB: FOOD00197)
Moth bean (FooDB: FOOD00410)

Vegetable

Cabbage

White cabbage (FooDB: FOOD00887)
Cabbage (FooDB: FOOD00851)

Process

Not Available

Role

Biological role

Anti-inflammatory (HMDB: HMDB0303599)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.3 g/L	ALOGPS
logP	0.33	ALOGPS
logP	0.19	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	8.01	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	186.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	107.03 m³·mol⁻¹	ChemAxon
Polarizability	43.01 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0303599

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016495

KNApSAcK ID

C00005152

Chemspider ID

8270716

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10095180

PDB ID

Not Available

ChEBI ID

75790

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Kaempferol 7-glucoside (CFc000283115)

MOL for CFc000283115 (Kaempferol 7-glucoside)

3D MOL for CFc000283115 (Kaempferol 7-glucoside)

3D SDF for CFc000283115 (Kaempferol 7-glucoside)

3D-SDF for CFc000283115 (Kaempferol 7-glucoside)

PDB for CFc000283115 (Kaempferol 7-glucoside)

3D PDB for CFc000283115 (Kaempferol 7-glucoside)

SMILES for CFc000283115 (Kaempferol 7-glucoside)

INCHI for CFc000283115 (Kaempferol 7-glucoside)

Structure for CFc000283115 (Kaempferol 7-glucoside)

3D Structure for CFc000283115 (Kaempferol 7-glucoside)