ChemFOnt: Showing chemical card for 6-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,4',5,5',6'-pentahydroxy-[1,1'-biphenyl]-2,2'-dicarboxylic acid (CFc000107072)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:24:46 UTC

Chemfont ID

CFc000107072

Molecule Identification

Common Name

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

Definition

6-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,4',5,5',6'-pentahydroxy-[1,1'-biphenyl]-2,2'-dicarboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 4,4',5,5',6,6'-hexahydroxy-[1,1'-biphenyl]-2,2'-dicarboxylic acid. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aromatic-OH-glucuronidation reaction. This aromatic-OH-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

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

Chemical Formula

C₂₀H₁₈O₁₆

Average Molecular Weight

514.348

Monoisotopic Molecular Weight

514.0594845

IUPAC Name

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

Traditional Name

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

CAS Registry Number

None

SMILES

OC1C(O)C(OC2=C(C(=CC(O)=C2O)C(O)=O)C2=C(O)C(O)=C(O)C=C2C(O)=O)OC(C1O)C(O)=O

InChI Identifier

InChI=1S/C20H18O16/c21-5-1-3(17(29)30)7(11(25)9(5)23)8-4(18(31)32)2-6(22)10(24)15(8)35-20-14(28)12(26)13(27)16(36-20)19(33)34/h1-2,12-14,16,20-28H,(H,29,30)(H,31,32)(H,33,34)

InChI Key

GHRGLWVULLLVLD-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
O-glucuronide
Biphenol
1-o-glucuronide
Glucuronic acid or derivatives
Gallic acid or derivatives
Gallic acid
Biphenyl
Hexose monosaccharide
Dihydroxybenzoic acid
O-glycosyl compound
Glycosyl compound
Hydroxybenzoic acid
Benzoic acid or derivatives
Benzoic acid
Tricarboxylic acid or derivatives
Pyrogallol derivative
Benzenetriol
Catechol
Phenoxy compound
Benzoyl
Phenol ether
Beta-hydroxy acid
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Monosaccharide
Benzenoid
Hydroxy acid
Monocyclic benzene moiety
Pyran
Oxane
Secondary alcohol
Carboxylic acid derivative
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0126663)

Plant

Plant (HMDB: HMDB0126663)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	6.61 g/L	ALOGPS
logP	1.19	ALOGPS
logP	-0.83	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	2.5	ChemAxon
pKa (Strongest Basic)	-5.6	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	292.2 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	109.6 m³·mol⁻¹	ChemAxon
Polarizability	43.55 Å³	ChemAxon
Number of Rings	3	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

HMDB0126663

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB085531

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

131833045

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,4',5,5',6'-pentahydroxy-[1,1'-biphenyl]-2,2'-dicarboxylic acid (CFc000107072)

MOL for CFc000107072 (6-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,4',5,5',6'-pentahydroxy-[1,1'-biphenyl]-2,2'-dicarboxylic acid)

3D MOL for CFc000107072 (6-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,4',5,5',6'-pentahydroxy-[1,1'-biphenyl]-2,2'-dicarboxylic acid)

3D SDF for CFc000107072 (6-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,4',5,5',6'-pentahydroxy-[1,1'-biphenyl]-2,2'-dicarboxylic acid)

3D-SDF for CFc000107072 (6-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,4',5,5',6'-pentahydroxy-[1,1'-biphenyl]-2,2'-dicarboxylic acid)

PDB for CFc000107072 (6-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,4',5,5',6'-pentahydroxy-[1,1'-biphenyl]-2,2'-dicarboxylic acid)

3D PDB for CFc000107072 (6-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,4',5,5',6'-pentahydroxy-[1,1'-biphenyl]-2,2'-dicarboxylic acid)

SMILES for CFc000107072 (6-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,4',5,5',6'-pentahydroxy-[1,1'-biphenyl]-2,2'-dicarboxylic acid)

INCHI for CFc000107072 (6-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,4',5,5',6'-pentahydroxy-[1,1'-biphenyl]-2,2'-dicarboxylic acid)

Structure for CFc000107072 (6-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,4',5,5',6'-pentahydroxy-[1,1'-biphenyl]-2,2'-dicarboxylic acid)

3D Structure for CFc000107072 (6-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,4',5,5',6'-pentahydroxy-[1,1'-biphenyl]-2,2'-dicarboxylic acid)