ChemFOnt: Showing chemical card for 4-Glucogallic acid (CFc000022457)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:14:47 UTC

Chemfont ID

CFc000022457

Molecule Identification

Common Name

4-Glucogallic acid

Definition

4-Glucogallic acid is found in blackcurrant. 4-Glucogallic acid is isolated from commercial rhubarb (Rheum species) and the fruit of Arbutus unedo [CCD].

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Glucogallate	Generator
Gallic acid 4-O-glucoside	HMDB
3,5-Dihydroxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoate	Generator
Gallate 4-glucoside	Generator

Chemical Formula

C₁₃H₁₆O₁₀

Average Molecular Weight

332.261

Monoisotopic Molecular Weight

332.074346715

IUPAC Name

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

Traditional Name

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

CAS Registry Number

None

SMILES

[H][C@]1(CO)O[C@@]([H])(OC2=C(O)C=C(C=C2O)C(O)=O)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C13H16O10/c14-3-7-8(17)9(18)10(19)13(22-7)23-11-5(15)1-4(12(20)21)2-6(11)16/h1-2,7-10,13-19H,3H2,(H,20,21)/t7-,8-,9+,10-,13+/m1/s1

InChI Key

YPSNWSNUXIIKHO-YANYRWCTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
Gallic acid or derivatives
O-glycosyl compound
Hydroxybenzoic acid
Benzoic acid or derivatives
Benzoic acid
Phenoxy compound
Phenol ether
Benzoyl
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Sugar acid
Monocyclic benzene moiety
Monosaccharide
Benzenoid
Oxane
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Polyol
Organic oxide
Hydrocarbon derivative
Primary alcohol
Alcohol
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: HMDB0041593)
Cytoplasm (HMDB: HMDB0041593)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041593)

Source

Exogenous

Exogenous (HMDB: HMDB0041593)

Food

Food (HMDB: HMDB0041593)

Fruit

Berry

Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Strawberry (FooDB: FOOD00083)
Highbush blueberry (FooDB: FOOD00191)
Jostaberry (FooDB: FOOD00257)

Endogenous

Plant

Plant (HMDB: HMDB0041593)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041593)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	20.4 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-1.5	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	3.88	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	177.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	71.4 m³·mol⁻¹	ChemAxon
Polarizability	29.94 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0041593

DrugBank ID

Not Available

Phenol Explorer Compound ID

435

FooDB ID

FDB021732

KNApSAcK ID

Not Available

Chemspider ID

8263651

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10088114

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-Glucogallic acid (CFc000022457)

MOL for CFc000022457 (4-Glucogallic acid)

3D MOL for CFc000022457 (4-Glucogallic acid)

3D SDF for CFc000022457 (4-Glucogallic acid)

3D-SDF for CFc000022457 (4-Glucogallic acid)

PDB for CFc000022457 (4-Glucogallic acid)

3D PDB for CFc000022457 (4-Glucogallic acid)

SMILES for CFc000022457 (4-Glucogallic acid)

INCHI for CFc000022457 (4-Glucogallic acid)

Structure for CFc000022457 (4-Glucogallic acid)

3D Structure for CFc000022457 (4-Glucogallic acid)