ChemFOnt: Showing chemical card for Catechin 3-glucoside (CFc000336907)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:30:19 UTC

Chemfont ID

CFc000336907

Molecule Identification

Common Name

Catechin 3-glucoside

Definition

Epicatechin 3-glucoside, also known as epicatechin 3-O-beta-D-glucopyranoside, 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. Epicatechin 3-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Epicatechin 3-glucoside can be found in chinese cinnamon and herbs and spices, which makes epicatechin 3-glucoside a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Epicatechin 3-O-beta-D-glucopyranoside	HMDB

Chemical Formula

C₂₁H₂₄O₁₁

Average Molecular Weight

452.412

Monoisotopic Molecular Weight

452.131861593

IUPAC Name

2-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

2-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

109280-46-8

SMILES

OCC1OC(OC2CC3=C(OC2C2=CC(O)=C(O)C=C2)C=C(O)C=C3O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C21H24O11/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8/h1-5,15-29H,6-7H2

InChI Key

YOVYWMDLYSJYPO-UHFFFAOYSA-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
Catechin
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavan-3-ol
Hydroxyflavonoid
Flavan
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Chromane
Benzopyran
1-benzopyran
Catechol
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Oxane
Monosaccharide
Monocyclic benzene moiety
Benzenoid
Secondary alcohol
Oxacycle
Polyol
Acetal
Ether
Organoheterocyclic compound
Primary alcohol
Organooxygen compound
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0037943)

Food

Pulse

Lentil

Lentils (FooDB: FOOD00098)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.26 g/L	ALOGPS
logP	-0.02	ALOGPS
logP	0.024	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	9	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	189.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	106.41 m³·mol⁻¹	ChemAxon
Polarizability	43.54 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

HMDB0037943

DrugBank ID

Not Available

Phenol Explorer Compound ID

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14104301

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Catechin 3-glucoside (CFc000336907)

MOL for CFc000336907 (Catechin 3-glucoside)

3D MOL for CFc000336907 (Catechin 3-glucoside)

3D SDF for CFc000336907 (Catechin 3-glucoside)

3D-SDF for CFc000336907 (Catechin 3-glucoside)

PDB for CFc000336907 (Catechin 3-glucoside)

3D PDB for CFc000336907 (Catechin 3-glucoside)

SMILES for CFc000336907 (Catechin 3-glucoside)

INCHI for CFc000336907 (Catechin 3-glucoside)

Structure for CFc000336907 (Catechin 3-glucoside)

3D Structure for CFc000336907 (Catechin 3-glucoside)