ChemFOnt: Showing chemical card for Gallic acid 3-O-(6-galloylglucoside) (CFc000020219)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:11:31 UTC

Chemfont ID

CFc000020219

Molecule Identification

Common Name

Gallic acid 3-O-(6-galloylglucoside)

Definition

Gallic acid 3-O-(6-galloylglucoside) is found in green vegetables. Gallic acid 3-O-(6-galloylglucoside) is isolated from commercial rhubarb and from the underground part of great burnet (Sanguisorba officinalis).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Gallate 3-O-(6-galloylglucoside)	Generator
3,4-Dihydroxy-5-({3,4,5-trihydroxy-6-[(3,4,5-trihydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoate	HMDB

Chemical Formula

C₂₀H₂₀O₁₄

Average Molecular Weight

484.3644

Monoisotopic Molecular Weight

484.085305348

IUPAC Name

3,4-dihydroxy-5-({3,4,5-trihydroxy-6-[(3,4,5-trihydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoic acid

Traditional Name

3,4-dihydroxy-5-({3,4,5-trihydroxy-6-[(3,4,5-trihydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoic acid

CAS Registry Number

87087-61-4

SMILES

OC1C(O)C(COC(=O)C2=CC(O)=C(O)C(O)=C2)OC(OC2=CC(=CC(O)=C2O)C(O)=O)C1O

InChI Identifier

InChI=1S/C20H20O14/c21-8-2-7(3-9(22)13(8)24)19(31)32-5-12-15(26)16(27)17(28)20(34-12)33-11-4-6(18(29)30)1-10(23)14(11)25/h1-4,12,15-17,20-28H,5H2,(H,29,30)

InChI Key

NRQUZRZEYPSZEY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Phenolic glycoside
Galloyl ester
Gallic acid or derivatives
Dihydroxybenzoic acid
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
O-glycosyl compound
Glycosyl compound
Hydroxybenzoic acid
Benzoate ester
Benzenetriol
Benzoic acid or derivatives
Benzoic acid
Pyrogallol derivative
Phenoxy compound
Catechol
Phenol ether
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Sugar acid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Monosaccharide
Oxane
Benzenoid
Carboxylic acid ester
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Carboxylic acid
Alcohol
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0039325)
Cytoplasm (HMDB: HMDB0039325)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039325)

Source

Exogenous

Exogenous (HMDB: HMDB0039325)

Food

Food (HMDB: HMDB0039325)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0039325)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039325)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2 g/L	ALOGPS
logP	0.51	ALOGPS
logP	0.037	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	3.93	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	243.9 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	107.17 m³·mol⁻¹	ChemAxon
Polarizability	43.6 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0039325

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018878

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

73157749

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Gallic acid 3-O-(6-galloylglucoside) (CFc000020219)

MOL for CFc000020219 (Gallic acid 3-O-(6-galloylglucoside))

3D MOL for CFc000020219 (Gallic acid 3-O-(6-galloylglucoside))

3D SDF for CFc000020219 (Gallic acid 3-O-(6-galloylglucoside))

3D-SDF for CFc000020219 (Gallic acid 3-O-(6-galloylglucoside))

PDB for CFc000020219 (Gallic acid 3-O-(6-galloylglucoside))

3D PDB for CFc000020219 (Gallic acid 3-O-(6-galloylglucoside))

SMILES for CFc000020219 (Gallic acid 3-O-(6-galloylglucoside))

INCHI for CFc000020219 (Gallic acid 3-O-(6-galloylglucoside))

Structure for CFc000020219 (Gallic acid 3-O-(6-galloylglucoside))

3D Structure for CFc000020219 (Gallic acid 3-O-(6-galloylglucoside))