ChemFOnt: Showing chemical card for Kaempferol 3-O-galactoside (CFc000333613)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:13:51 UTC

Chemfont ID

CFc000333613

Molecule Identification

Common Name

Kaempferol 3-O-galactoside

Definition

Kaempferol 3-o-beta-d-galactopyranoside, also known as trifolin or trifolioside, 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-o-beta-d-galactopyranoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Kaempferol 3-o-beta-d-galactopyranoside can be found in horseradish, which makes kaempferol 3-o-beta-d-galactopyranoside a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Trifolioside	ChEBI
Kaempferol 3-O-beta-D-galactoside	Kegg
Kaempferol 3-O-b-D-galactoside	Generator
Kaempferol 3-O-β-D-galactoside	Generator
Kaempferol 3-O-b-D-galactopyranoside	HMDB
Kaempferol 3-O-β-D-galactopyranoside	HMDB
Kaempferol-3-O-galactoside	HMDB
Kaempferol 3-galactoside	HMDB
Kaempferol 3-O-D-galactoside	HMDB
Kaempferol 3-O-galactopyranoside	HMDB
Kaempferol 3-O-galactoside	HMDB
Kaempferol-3-O-D-galactopyranoside	HMDB
Kaempferol 3-O-beta-D-galactopyranoside	HMDB
Kaempferol 3-O-beta-galactoside	HMDB
Kaempferol 3-O-β-galactoside	HMDB
Kaempferol 3-beta-D-galactopyranoside	HMDB
Kaempferol 3-β-D-galactopyranoside	HMDB
Kaempferol 3-beta-D-galactoside	HMDB
Kaempferol 3-β-D-galactoside	HMDB
Trifoliin	HMDB
Trifolin	ChEBI

Chemical Formula

C₂₁H₂₀O₁₁

Average Molecular Weight

448.3769

Monoisotopic Molecular Weight

448.100561482

IUPAC Name

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

Traditional Name

trifolin

CAS Registry Number

23627-87-4

SMILES

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

InChI Identifier

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

InChI Key

JPUKWEQWGBDDQB-DTGCRPNFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrans

Sub Class

Pyranones and derivatives

Direct Parent

Pyranones and derivatives

Alternative Parents

Substituents

Alkyl aryl ether
Pyranone
Heteroaromatic compound
Vinylogous ester
Tetrahydrofuran
Tertiary alcohol
1,2-diol
Lactone
Secondary alcohol
Dialkyl ether
Ether
Oxacycle
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0030864)

Food

Fruit

Drupe

Apricot (FooDB: FOOD00144)
Peach (FooDB: FOOD00149)

Pome

Pear (FooDB: FOOD00152)

Herb and spice

Spice

Caraway (FooDB: FOOD00043)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.58 g/L	ALOGPS
logP	0.52	ALOGPS
logP	0.16	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	6.37	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	186.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	107.29 m³·mol⁻¹	ChemAxon
Polarizability	42.47 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