Showing chemical card for 3,4,5-trihydroxy-6-(2,4,6-trihydroxybenzoyloxy)oxane-2-carboxylic acid (CFc000105569)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:22:34 UTC

Chemfont ID

CFc000105569

Molecule Identification

Common Name

3,4,5-trihydroxy-6-(2,4,6-trihydroxybenzoyloxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-(2,4,6-trihydroxybenzoyloxy)oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2,4,6-trihydroxybenzoic 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

MOL for CFc000105569 (3,4,5-trihydroxy-6-(2,4,6-trihydroxybenzoyloxy)oxane-2-carboxylic acid)

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3D MOL for CFc000105569 (3,4,5-trihydroxy-6-(2,4,6-trihydroxybenzoyloxy)oxane-2-carboxylic acid)

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3D SDF for CFc000105569 (3,4,5-trihydroxy-6-(2,4,6-trihydroxybenzoyloxy)oxane-2-carboxylic acid)

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3D-SDF for CFc000105569 (3,4,5-trihydroxy-6-(2,4,6-trihydroxybenzoyloxy)oxane-2-carboxylic acid)

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PDB for CFc000105569 (3,4,5-trihydroxy-6-(2,4,6-trihydroxybenzoyloxy)oxane-2-carboxylic acid)

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3D PDB for CFc000105569 (3,4,5-trihydroxy-6-(2,4,6-trihydroxybenzoyloxy)oxane-2-carboxylic acid)

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SMILES for CFc000105569 (3,4,5-trihydroxy-6-(2,4,6-trihydroxybenzoyloxy)oxane-2-carboxylic acid)

OC1C(O)C(OC(=O)C2=C(O)C=C(O)C=C2O)OC(C1O)C(O)=O

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INCHI for CFc000105569 (3,4,5-trihydroxy-6-(2,4,6-trihydroxybenzoyloxy)oxane-2-carboxylic acid)

InChI=1S/C13H14O11/c14-3-1-4(15)6(5(16)2-3)12(22)24-13-9(19)7(17)8(18)10(23-13)11(20)21/h1-2,7-10,13-19H,(H,20,21)

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Structure for CFc000105569 (3,4,5-trihydroxy-6-(2,4,6-trihydroxybenzoyloxy)oxane-2-carboxylic acid)

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3D Structure for CFc000105569 (3,4,5-trihydroxy-6-(2,4,6-trihydroxybenzoyloxy)oxane-2-carboxylic acid)

Synonyms

Value	Source
3,4,5-Trihydroxy-6-(2,4,6-trihydroxybenzoyloxy)oxane-2-carboxylate	Generator

Chemical Formula

C₁₃H₁₄O₁₁

Average Molecular Weight

346.244

Monoisotopic Molecular Weight

346.053611271

IUPAC Name

3,4,5-trihydroxy-6-(2,4,6-trihydroxybenzoyloxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-(2,4,6-trihydroxybenzoyloxy)oxane-2-carboxylic acid

CAS Registry Number

None

SMILES

OC1C(O)C(OC(=O)C2=C(O)C=C(O)C=C2O)OC(C1O)C(O)=O

InChI Identifier

InChI=1S/C13H14O11/c14-3-1-4(15)6(5(16)2-3)12(22)24-13-9(19)7(17)8(18)10(23-13)11(20)21/h1-2,7-10,13-19H,(H,20,21)

InChI Key

AWDIBSVSNVUZOL-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

p-Hydroxybenzoic acid alkyl esters
o-Hydroxybenzoic acid esters
Salicylic acid and derivatives
Phloroglucinols and derivatives
Benzoyl derivatives
Beta hydroxy acids and derivatives
1-hydroxy-2-unsubstituted benzenoids
1-hydroxy-4-unsubstituted benzenoids
Pyrans
Oxanes
Monosaccharides
Dicarboxylic acids and derivatives
Vinylogous acids
Secondary alcohols
Carboxylic acid esters
Carboxylic acids
Acetals
Oxacyclic compounds
Polyols
Carbonyl compounds
Hydrocarbon derivatives
Organic oxides

Substituents

1-o-glucuronide
O-glucuronide
Trihydroxybenzoic acid
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
O-hydroxybenzoic acid ester
Benzoate ester
Salicylic acid or derivatives
Benzenetriol
Benzoic acid or derivatives
Phloroglucinol derivative
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Beta-hydroxy acid
Monosaccharide
Oxane
Monocyclic benzene moiety
Benzenoid
Dicarboxylic acid or derivatives
Pyran
Hydroxy acid
Vinylogous acid
Carboxylic acid ester
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Acetal
Organoheterocyclic compound
Oxacycle
Polyol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0125160)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	16.8 g/L	ALOGPS
logP	-0.01	ALOGPS
logP	0.27	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	2.7	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	194.21 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	71.56 m³·mol⁻¹	ChemAxon
Polarizability	30.55 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

HMDB0125160

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB084074

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

131831695

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available