ChemFOnt: Showing chemical card for Catechin 7-glucuronide (CFc000108136)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:26:19 UTC

Chemfont ID

CFc000108136

Molecule Identification

Common Name

Catechin 7-glucuronide

Definition

Catechin 7-glucuronide belongs to the class of organic compounds known as flavonoid-7-O-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position. BioTransformer predicts that catechin 7-glucuronide is a product of catechin metabolism via an aromatic-OH-glucuronidation and catalyzed by the UDP-glucuronosyltransferase 1-1 (P22309) enzyme (PMID: 30612223 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S,3S,4S,5R,6S)-6-{[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	HMDB
(+)-Catechin 7-O-beta-D-glucuronopyranoside	HMDB
(+)-Catechin 7-O-glucuronide	HMDB
(+)-Catechin 7-O-β-D-glucuronopyranoside	HMDB
(+)-Catechin 7-glucuronide	HMDB
(+)-Catechin glucuronide	HMDB
(+)-Catechin monoglucuronide	HMDB
Catechin 7-O-beta-D-glucuronopyranoside	HMDB
Catechin 7-O-glucuronide	HMDB
Catechin 7-O-β-D-glucuronopyranoside	HMDB
Catechin glucuronide	HMDB
Catechin monoglucuronide	HMDB
Catechin 7-glucuronide	HMDB

Chemical Formula

C₂₁H₂₂O₁₂

Average Molecular Weight

466.395

Monoisotopic Molecular Weight

466.111126148

IUPAC Name

(2S,3S,4S,5R,6S)-6-{[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-6-{[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

1146696-34-5

SMILES

[H][C@]1(O)CC2=C(O)C=C(O[C@]3([H])O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)C=C2O[C@]1([H])C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C21H22O12/c22-10-2-1-7(3-12(10)24)18-13(25)6-9-11(23)4-8(5-14(9)32-18)31-21-17(28)15(26)16(27)19(33-21)20(29)30/h1-5,13,15-19,21-28H,6H2,(H,29,30)/t13-,15-,16-,17+,18+,19-,21+/m0/s1

InChI Key

FDWDKTKDGDLDTP-QCBBCZTKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glucuronides

Alternative Parents

Substituents

Flavonoid-7-o-glucuronide
Flavonoid-7-o-glycoside
Catechin
Hydroxyflavonoid
Flavan-3-ol
5-hydroxyflavonoid
4'-hydroxyflavonoid
3-hydroxyflavonoid
3'-hydroxyflavonoid
Flavan
Phenolic glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
1-benzopyran
Benzopyran
Chromane
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Beta-hydroxy acid
Alkyl aryl ether
Benzenoid
Pyran
Oxane
Monosaccharide
Hydroxy acid
Monocyclic benzene moiety
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0127727)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.68 g/L	ALOGPS
logP	0.04	ALOGPS
logP	-0.15	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	2.84	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	206.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	106.01 m³·mol⁻¹	ChemAxon
Polarizability	44.37 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

HMDB0127727

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB093582

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

156908316

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Catechin 7-glucuronide (CFc000108136)

MOL for CFc000108136 (Catechin 7-glucuronide)

3D MOL for CFc000108136 (Catechin 7-glucuronide)

3D SDF for CFc000108136 (Catechin 7-glucuronide)

3D-SDF for CFc000108136 (Catechin 7-glucuronide)

PDB for CFc000108136 (Catechin 7-glucuronide)

3D PDB for CFc000108136 (Catechin 7-glucuronide)

SMILES for CFc000108136 (Catechin 7-glucuronide)

INCHI for CFc000108136 (Catechin 7-glucuronide)

Structure for CFc000108136 (Catechin 7-glucuronide)

3D Structure for CFc000108136 (Catechin 7-glucuronide)