ChemFOnt: Showing chemical card for Kaempferol 7-O-beta-D-glucoside-O-alpha-L-rhamnosyl (CFc000282231)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:24 UTC

Chemfont ID

CFc000282231

Molecule Identification

Common Name

Kaempferol 7-O-beta-D-glucoside-O-alpha-L-rhamnosyl

Definition

Kaempferol 7-o-beta-d-glucoside-o-alpha-l-rhamnosyl 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-o-beta-d-glucoside-o-alpha-l-rhamnosyl is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Kaempferol 7-o-beta-d-glucoside-o-alpha-l-rhamnosyl can be found in lentils, which makes kaempferol 7-o-beta-d-glucoside-o-alpha-l-rhamnosyl a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Kaempferol 7-O-b-D-glucoside-O-a-L-rhamnosyl	Generator
Kaempferol 7-O-β-D-glucoside-O-α-L-rhamnosyl	Generator

Chemical Formula

C₂₇H₃₀O₁₅

Average Molecular Weight

594.5181

Monoisotopic Molecular Weight

594.15847029

IUPAC Name

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

Traditional Name

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

CAS Registry Number

None

SMILES

C[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[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C27H30O15/c1-9-24(42-27-22(36)19(33)17(31)15(8-28)41-27)21(35)23(37)26(38-9)39-12-6-13(30)16-14(7-12)40-25(20(34)18(16)32)10-2-4-11(29)5-3-10/h2-7,9,15,17,19,21-24,26-31,33-37H,8H2,1H3/t9-,15+,17+,19-,21-,22+,23+,24-,26-,27-/m0/s1

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302715)

Food

Pulse

Lentil

Lentils (FooDB: FOOD00098)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.38 g/L	ALOGPS
logP	-0.14	ALOGPS
logP	-0.53	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	8.01	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	245.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	137.9 m³·mol⁻¹	ChemAxon
Polarizability	56.96 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

HMDB0302715

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005908

KNApSAcK ID

Not Available

Chemspider ID

59696383

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 7-O-beta-D-glucoside-O-alpha-L-rhamnosyl (CFc000282231)

MOL for CFc000282231 (Kaempferol 7-O-beta-D-glucoside-O-alpha-L-rhamnosyl)

3D MOL for CFc000282231 (Kaempferol 7-O-beta-D-glucoside-O-alpha-L-rhamnosyl)

3D SDF for CFc000282231 (Kaempferol 7-O-beta-D-glucoside-O-alpha-L-rhamnosyl)

3D-SDF for CFc000282231 (Kaempferol 7-O-beta-D-glucoside-O-alpha-L-rhamnosyl)

PDB for CFc000282231 (Kaempferol 7-O-beta-D-glucoside-O-alpha-L-rhamnosyl)

3D PDB for CFc000282231 (Kaempferol 7-O-beta-D-glucoside-O-alpha-L-rhamnosyl)

SMILES for CFc000282231 (Kaempferol 7-O-beta-D-glucoside-O-alpha-L-rhamnosyl)

INCHI for CFc000282231 (Kaempferol 7-O-beta-D-glucoside-O-alpha-L-rhamnosyl)

Structure for CFc000282231 (Kaempferol 7-O-beta-D-glucoside-O-alpha-L-rhamnosyl)

3D Structure for CFc000282231 (Kaempferol 7-O-beta-D-glucoside-O-alpha-L-rhamnosyl)