ChemFOnt: Showing chemical card for 3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4-methoxybenzene-1,2-dicarboxylic acid (CFc000147344)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:27:32 UTC

Chemfont ID

CFc000147344

Molecule Identification

Common Name

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4-methoxybenzene-1,2-dicarboxylic acid

Definition

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4-methoxybenzene-1,2-dicarboxylic 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. Based on a literature review very few articles have been published on 3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4-methoxybenzene-1,2-dicarboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4-methoxybenzene-1,2-dicarboxylate	Generator

Chemical Formula

C₁₅H₁₆O₁₂

Average Molecular Weight

388.281

Monoisotopic Molecular Weight

388.064175955

IUPAC Name

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4-methoxybenzene-1,2-dicarboxylic acid

Traditional Name

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4-methoxybenzene-1,2-dicarboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=C(OC2OC(C(O)C(O)C2O)C(O)=O)C(C(O)=O)=C(C=C1)C(O)=O

InChI Identifier

InChI=1S/C15H16O12/c1-25-5-3-2-4(12(19)20)6(13(21)22)10(5)26-15-9(18)7(16)8(17)11(27-15)14(23)24/h2-3,7-9,11,15-18H,1H3,(H,19,20)(H,21,22)(H,23,24)

InChI Key

BPPODFMBFIVXMZ-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
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
M-methoxybenzoic acid or derivatives
O-glycosyl compound
P-methoxybenzoic acid or derivatives
Benzoic acid or derivatives
Benzoic acid
Tricarboxylic acid or derivatives
Anisole
Benzoyl
Phenoxy compound
Methoxybenzene
Phenol ether
Alkyl aryl ether
Beta-hydroxy acid
Benzenoid
Oxane
Monosaccharide
Monocyclic benzene moiety
Hydroxy acid
Pyran
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Carboxylic acid
Ether
Alcohol
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
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	7.63 g/L	ALOGPS
logP	0.08	ALOGPS
logP	-1.1	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	2.26	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	200.28 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	81.03 m³·mol⁻¹	ChemAxon
Polarizability	34.03 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0166936

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 3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4-methoxybenzene-1,2-dicarboxylic acid (CFc000147344)

MOL for CFc000147344 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4-methoxybenzene-1,2-dicarboxylic acid)

3D MOL for CFc000147344 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4-methoxybenzene-1,2-dicarboxylic acid)

3D SDF for CFc000147344 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4-methoxybenzene-1,2-dicarboxylic acid)

3D-SDF for CFc000147344 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4-methoxybenzene-1,2-dicarboxylic acid)

PDB for CFc000147344 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4-methoxybenzene-1,2-dicarboxylic acid)

3D PDB for CFc000147344 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4-methoxybenzene-1,2-dicarboxylic acid)

SMILES for CFc000147344 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4-methoxybenzene-1,2-dicarboxylic acid)

INCHI for CFc000147344 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4-methoxybenzene-1,2-dicarboxylic acid)

Structure for CFc000147344 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4-methoxybenzene-1,2-dicarboxylic acid)

3D Structure for CFc000147344 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4-methoxybenzene-1,2-dicarboxylic acid)