ChemFOnt: Showing chemical card for Ethyl gallate 3-glucuronide (CFc000147254)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:27:23 UTC

Chemfont ID

CFc000147254

Molecule Identification

Common Name

Ethyl gallate 3-glucuronide

Definition

Ethyl gallate 3-glucuronide belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either (1) galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units, or (2) at least two galloyl units C-C coupled to each other and without a glycosidically linked catechin unit. Ethyl gallate 3-glucuronide is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Ethyl gallic acid 3-glucuronide	Generator
(2S,3S,4S,5R,6S)-6-[5-(Ethoxycarbonyl)-2,3-dihydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylate	HMDB
Ethyl gallate 3-O-beta-D-glucuronopyranoside	HMDB
Ethyl gallate 3-O-glucuronide	HMDB
Ethyl gallate 3-O-β-D-glucuronopyranoside	HMDB
Ethyl gallate glucuronide	HMDB
Ethyl gallate monoglucuronide	HMDB
Ethylgallate 3-O-beta-D-glucuronopyranoside	HMDB
Ethylgallate 3-O-glucuronide	HMDB
Ethylgallate 3-O-β-D-glucuronopyranoside	HMDB
Ethylgallate 3-glucuronide	HMDB
Ethylgallate glucuronide	HMDB
Ethylgallate monoglucuronide	HMDB
Ethyl gallate 3-glucuronide	HMDB

Chemical Formula

C₁₅H₁₈O₁₁

Average Molecular Weight

374.298

Monoisotopic Molecular Weight

374.0849114

IUPAC Name

(2S,3S,4S,5R,6S)-6-[5-(ethoxycarbonyl)-2,3-dihydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-6-[5-(ethoxycarbonyl)-2,3-dihydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

1456546-87-4

SMILES

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

InChI Identifier

InChI=1S/C15H18O11/c1-2-24-14(23)5-3-6(16)8(17)7(4-5)25-15-11(20)9(18)10(19)12(26-15)13(21)22/h3-4,9-12,15-20H,2H2,1H3,(H,21,22)/t9-,10-,11+,12-,15+/m0/s1

InChI Key

AYYKZKTZUDGRGL-QKZHPOIUSA-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
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
O-glycosyl compound
Dihydroxybenzoic acid
Glycosyl compound
Benzoate ester
Benzoic acid or derivatives
Phenoxy compound
Phenol ether
Catechol
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Beta-hydroxy acid
Benzenoid
Pyran
Oxane
Monosaccharide
Hydroxy acid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0166846)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	12.6 g/L	ALOGPS
logP	0	ALOGPS
logP	-0.52	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	2.64	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	183.21 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	80.79 m³·mol⁻¹	ChemAxon
Polarizability	34.33 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

HMDB0166846

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB093706

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

156908320

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Ethyl gallate 3-glucuronide (CFc000147254)

MOL for CFc000147254 (Ethyl gallate 3-glucuronide)

3D MOL for CFc000147254 (Ethyl gallate 3-glucuronide)

3D SDF for CFc000147254 (Ethyl gallate 3-glucuronide)

3D-SDF for CFc000147254 (Ethyl gallate 3-glucuronide)

PDB for CFc000147254 (Ethyl gallate 3-glucuronide)

3D PDB for CFc000147254 (Ethyl gallate 3-glucuronide)

SMILES for CFc000147254 (Ethyl gallate 3-glucuronide)

INCHI for CFc000147254 (Ethyl gallate 3-glucuronide)

Structure for CFc000147254 (Ethyl gallate 3-glucuronide)

3D Structure for CFc000147254 (Ethyl gallate 3-glucuronide)