ChemFOnt: Showing chemical card for Gallocatechin 3'-gallate (CFc000281441)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:50 UTC

Chemfont ID

CFc000281441

Molecule Identification

Common Name

Gallocatechin 3'-gallate

Definition

Gallocatechin 3'-gallate is a member of the class of compounds known as catechin gallates. Catechin gallates are organic compounds containing a gallate moiety glycosidically linked to a catechin. Thus, gallocatechin 3'-gallate is considered to be a flavonoid lipid molecule. Gallocatechin 3'-gallate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Gallocatechin 3'-gallate can be found in tea, which makes gallocatechin 3'-gallate a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Gallocatechin 3'-O-gallic acid	Generator
Gallocatechin 3'-gallic acid	Generator

Chemical Formula

C₂₂H₁₈O₁₁

Average Molecular Weight

458.3717

Monoisotopic Molecular Weight

458.084911418

IUPAC Name

2,3-dihydroxy-5-[(2R,3S)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]phenyl 3,4,5-trihydroxybenzoate

Traditional Name

gallocatechin 3'-O-gallate

CAS Registry Number

142784-33-6

SMILES

O[C@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC(OC(=O)C2=CC(O)=C(O)C(O)=C2)=C(O)C(O)=C1

InChI Identifier

InChI=1S/C22H18O11/c23-10-5-12(24)11-7-16(28)21(32-17(11)6-10)8-1-15(27)20(30)18(4-8)33-22(31)9-2-13(25)19(29)14(26)3-9/h1-6,16,21,23-30H,7H2/t16-,21+/m0/s1

InChI Key

CCCILYAHJRZUQN-HRAATJIYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Catechin gallates

Alternative Parents

Substituents

Catechin gallate
Hydrolyzable tannin
Epigallocatechin
Depside backbone
3'-hydroxyflavonoid
3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Tannin
Galloyl ester
Gallic acid or derivatives
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
1-benzopyran
Chromane
Benzopyran
Phenol ester
Benzoate ester
Pyrogallol derivative
Benzoic acid or derivatives
Benzenetriol
Phenoxy compound
Benzoyl
Catechol
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Ether
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavans, Flavanols and Leucoanthocyanidins (LMPK12020124 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301925)

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.071 g/L	ALOGPS
logP	2.07	ALOGPS
logP	3.2	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	197.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	111.75 m³·mol⁻¹	ChemAxon
Polarizability	42.17 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

HMDB0301925

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001632

KNApSAcK ID

C00008886

Chemspider ID

24842569

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44257114

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Gallocatechin 3'-gallate (CFc000281441)

MOL for CFc000281441 (Gallocatechin 3'-gallate)

3D MOL for CFc000281441 (Gallocatechin 3'-gallate)

3D SDF for CFc000281441 (Gallocatechin 3'-gallate)

3D-SDF for CFc000281441 (Gallocatechin 3'-gallate)

PDB for CFc000281441 (Gallocatechin 3'-gallate)

3D PDB for CFc000281441 (Gallocatechin 3'-gallate)

SMILES for CFc000281441 (Gallocatechin 3'-gallate)

INCHI for CFc000281441 (Gallocatechin 3'-gallate)

Structure for CFc000281441 (Gallocatechin 3'-gallate)

3D Structure for CFc000281441 (Gallocatechin 3'-gallate)