ChemFOnt: Showing chemical card for Kaempferol 3-alpha-D-arabinopyranoside (CFc000281473)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:53 UTC

Chemfont ID

CFc000281473

Molecule Identification

Common Name

Kaempferol 3-alpha-D-arabinopyranoside

Definition

Kaempferol 3-alpha-d-arabinopyranoside is a member of the class of compounds known as flavonoid-3-o-glycosides. Flavonoid-3-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Kaempferol 3-alpha-d-arabinopyranoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Kaempferol 3-alpha-d-arabinopyranoside can be found in avocado, which makes kaempferol 3-alpha-d-arabinopyranoside a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Kaempferol 3-a-D-arabinopyranoside	Generator
Kaempferol 3-α-D-arabinopyranoside	Generator

Chemical Formula

C₂₀H₁₈O₁₀

Average Molecular Weight

418.354

Monoisotopic Molecular Weight

418.08999678

IUPAC Name

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

Traditional Name

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

CAS Registry Number

201533-09-7

SMILES

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

InChI Identifier

InChI=1S/C20H18O10/c21-9-3-1-8(2-4-9)18-19(30-20-17(27)15(25)12(24)7-28-20)16(26)14-11(23)5-10(22)6-13(14)29-18/h1-6,12,15,17,20-25,27H,7H2/t12-,15+,17+,20+/m1/s1

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301957)

Food

Vegetable

Fruit vegetable

Avocado (FooDB: FOOD00130)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.18 g/L	ALOGPS
logP	0.98	ALOGPS
logP	0.79	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	6.37	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	166.14 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	101.33 m³·mol⁻¹	ChemAxon
Polarizability	39.65 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0301957

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001678

KNApSAcK ID

Not Available

Chemspider ID

59696223

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14749098

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Kaempferol 3-alpha-D-arabinopyranoside (CFc000281473)

MOL for CFc000281473 (Kaempferol 3-alpha-D-arabinopyranoside)

3D MOL for CFc000281473 (Kaempferol 3-alpha-D-arabinopyranoside)

3D SDF for CFc000281473 (Kaempferol 3-alpha-D-arabinopyranoside)

3D-SDF for CFc000281473 (Kaempferol 3-alpha-D-arabinopyranoside)

PDB for CFc000281473 (Kaempferol 3-alpha-D-arabinopyranoside)

3D PDB for CFc000281473 (Kaempferol 3-alpha-D-arabinopyranoside)

SMILES for CFc000281473 (Kaempferol 3-alpha-D-arabinopyranoside)

INCHI for CFc000281473 (Kaempferol 3-alpha-D-arabinopyranoside)

Structure for CFc000281473 (Kaempferol 3-alpha-D-arabinopyranoside)

3D Structure for CFc000281473 (Kaempferol 3-alpha-D-arabinopyranoside)