ChemFOnt: Showing chemical card for 6-(2,3-dihydroxy-4-methoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000121354)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:45:59 UTC

Chemfont ID

CFc000121354

Molecule Identification

Common Name

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

Definition

6-(2,3-dihydroxy-4-methoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2,3-dihydroxy-4-methoxybenzoic acid. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aromatic-acyl-O-glucuronidation reaction. This aromatic-acyl-O-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

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

Chemical Formula

C₁₄H₁₆O₁₁

Average Molecular Weight

360.271

Monoisotopic Molecular Weight

360.069261335

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C14H16O11/c1-23-5-3-2-4(6(15)7(5)16)13(22)25-14-10(19)8(17)9(18)11(24-14)12(20)21/h2-3,8-11,14-19H,1H3,(H,20,21)

InChI Key

DLGXXCQSWAKLOC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

O-glucuronide
1-o-glucuronide
Hexose monosaccharide
M-hydroxybenzoic acid ester
O-hydroxybenzoic acid ester
P-methoxybenzoic acid or derivatives
Methoxyphenol
Benzoate ester
Salicylic acid or derivatives
Benzoic acid or derivatives
Phenoxy compound
Phenol ether
Anisole
Methoxybenzene
Catechol
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Beta-hydroxy acid
Monocyclic benzene moiety
Benzenoid
Dicarboxylic acid or derivatives
Pyran
Hydroxy acid
Monosaccharide
Oxane
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Ether
Polyol
Acetal
Oxacycle
Carbonyl group
Alcohol
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0140945)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	14.1 g/L	ALOGPS
logP	-0.08	ALOGPS
logP	-0.23	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	2.65	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	5	ChemAxon
Refractivity	76.04 m³·mol⁻¹	ChemAxon
Polarizability	32.77 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0140945

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-(2,3-dihydroxy-4-methoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000121354)

MOL for CFc000121354 (6-(2,3-dihydroxy-4-methoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000121354 (6-(2,3-dihydroxy-4-methoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000121354 (6-(2,3-dihydroxy-4-methoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000121354 (6-(2,3-dihydroxy-4-methoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000121354 (6-(2,3-dihydroxy-4-methoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000121354 (6-(2,3-dihydroxy-4-methoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000121354 (6-(2,3-dihydroxy-4-methoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000121354 (6-(2,3-dihydroxy-4-methoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000121354 (6-(2,3-dihydroxy-4-methoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000121354 (6-(2,3-dihydroxy-4-methoxybenzoyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)