ChemFOnt: Showing chemical card for Kaempferol 3-gluco-xyloside (CFc000282434)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:47 UTC

Chemfont ID

CFc000282434

Molecule Identification

Common Name

Kaempferol 3-gluco-xyloside

Definition

Kaempferol 3-gluco-xyloside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Kaempferol 3-gluco-xyloside can be found in blackcurrant, which makes kaempferol 3-gluco-xyloside a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(4-Hydroxyphenyl)-3-[5-O-(b-D-glucopyranosyl)-b-D-xylofuranosyloxy]-5,7-dihydroxy-4H-1-benzopyran-4-one	Generator
2-(4-Hydroxyphenyl)-3-[5-O-(β-D-glucopyranosyl)-β-D-xylofuranosyloxy]-5,7-dihydroxy-4H-1-benzopyran-4-one	Generator

Chemical Formula

C₂₆H₂₈O₁₅

Average Molecular Weight

580.4915

Monoisotopic Molecular Weight

580.142820226

IUPAC Name

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

Traditional Name

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

CAS Registry Number

None

SMILES

OC[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]2O)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C26H28O15/c27-7-14-17(31)20(34)22(36)25(39-14)37-8-15-18(32)21(35)26(40-15)41-24-19(33)16-12(30)5-11(29)6-13(16)38-23(24)9-1-3-10(28)4-2-9/h1-6,14-15,17-18,20-22,25-32,34-36H,7-8H2/t14-,15-,17-,18+,20+,21-,22-,25-,26+/m1/s1

InChI Key

ZCSGYFZGLZYNDP-MNMCUWBGSA-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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302918)

Food

Fruit

Berry

Blackcurrant (FooDB: FOOD00155)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.65 g/L	ALOGPS
logP	-0.17	ALOGPS
logP	-0.98	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	6.43	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	245.29 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	133.75 m³·mol⁻¹	ChemAxon
Polarizability	55.43 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

HMDB0302918

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB006887

KNApSAcK ID

Not Available

Chemspider ID

59696416

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101773473

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Kaempferol 3-gluco-xyloside (CFc000282434)

MOL for CFc000282434 (Kaempferol 3-gluco-xyloside)

3D MOL for CFc000282434 (Kaempferol 3-gluco-xyloside)

3D SDF for CFc000282434 (Kaempferol 3-gluco-xyloside)

3D-SDF for CFc000282434 (Kaempferol 3-gluco-xyloside)

PDB for CFc000282434 (Kaempferol 3-gluco-xyloside)

3D PDB for CFc000282434 (Kaempferol 3-gluco-xyloside)

SMILES for CFc000282434 (Kaempferol 3-gluco-xyloside)

INCHI for CFc000282434 (Kaempferol 3-gluco-xyloside)

Structure for CFc000282434 (Kaempferol 3-gluco-xyloside)

3D Structure for CFc000282434 (Kaempferol 3-gluco-xyloside)