ChemFOnt: Showing chemical card for 6-(3,4-dimethoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000139461)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:15:06 UTC

Chemfont ID

CFc000139461

Molecule Identification

Common Name

6-(3,4-dimethoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-(3,4-dimethoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid 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. 6-(3,4-dimethoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-(3,4-Dimethoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₁₅H₁₈O₁₀

Average Molecular Weight

358.299

Monoisotopic Molecular Weight

358.08999678

IUPAC Name

6-(3,4-dimethoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-(3,4-dimethoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C=C(C=C1)C(=O)OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C15H18O10/c1-22-7-4-3-6(5-8(7)23-2)14(21)25-15-11(18)9(16)10(17)12(24-15)13(19)20/h3-5,9-12,15-18H,1-2H3,(H,19,20)

InChI Key

QQHYYHJSWRVMAM-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
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
M-methoxybenzoic acid or derivatives
P-methoxybenzoic acid or derivatives
O-dimethoxybenzene
Benzoate ester
Dimethoxybenzene
Benzoic acid or derivatives
Benzoyl
Phenol ether
Phenoxy compound
Methoxybenzene
Anisole
Beta-hydroxy acid
Alkyl aryl ether
Pyran
Oxane
Dicarboxylic acid or derivatives
Monosaccharide
Monocyclic benzene moiety
Hydroxy acid
Benzenoid
Secondary alcohol
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Ether
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	7.86 g/L	ALOGPS
logP	-0.51	ALOGPS
logP	-0.43	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	2.76	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	151.98 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	78.54 m³·mol⁻¹	ChemAxon
Polarizability	33.96 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0159053

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6-(3,4-dimethoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000139461)

MOL for CFc000139461 (6-(3,4-dimethoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000139461 (6-(3,4-dimethoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000139461 (6-(3,4-dimethoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000139461 (6-(3,4-dimethoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000139461 (6-(3,4-dimethoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000139461 (6-(3,4-dimethoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000139461 (6-(3,4-dimethoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000139461 (6-(3,4-dimethoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000139461 (6-(3,4-dimethoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000139461 (6-(3,4-dimethoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)