ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-[2,4,5-trihydroxy-3-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid (CFc000108789)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:27:17 UTC

Chemfont ID

CFc000108789

Molecule Identification

Common Name

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

Definition

3,4,5-trihydroxy-6-[2,4,5-trihydroxy-3-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2,4,5-trihydroxy-3-(3,4,5-trihydroxybenzoyloxy)benzoic 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
3,4,5-Trihydroxy-6-[2,4,5-trihydroxy-3-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylate	Generator

Chemical Formula

C₂₀H₁₈O₁₆

Average Molecular Weight

514.348

Monoisotopic Molecular Weight

514.0594845

IUPAC Name

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

Traditional Name

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

CAS Registry Number

None

SMILES

OC1C(O)C(OC(=O)C2=CC(O)=C(O)C(OC(=O)C3=CC(O)=C(O)C(O)=C3)=C2O)OC(C1O)C(O)=O

InChI Identifier

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

InChI Key

RLGNZDJOSRVPJX-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
Depside backbone
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Galloyl ester
Ubiquinol skeleton
Trihydroxybenzoic acid
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
O-hydroxybenzoic acid ester
Phenol ester
Benzoate ester
Salicylic acid or derivatives
Hydroxyquinol derivative
Benzenetriol
Benzoic acid or derivatives
Pyrogallol derivative
Tricarboxylic acid or derivatives
Benzoyl
Phenoxy compound
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Oxane
Hydroxy acid
Monocyclic benzene moiety
Pyran
Benzenoid
Monosaccharide
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Polyol
Carboxylic acid
Carboxylic acid derivative
Acetal
Organoheterocyclic compound
Oxacycle
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0128380)

Plant

Plant (HMDB: HMDB0128380)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.37 g/L	ALOGPS
logP	1.07	ALOGPS
logP	1.02	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	2.44	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	281.2 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	109.3 m³·mol⁻¹	ChemAxon
Polarizability	46.04 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0128380

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB087235

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

131834720

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,4,5-trihydroxy-6-[2,4,5-trihydroxy-3-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid (CFc000108789)

MOL for CFc000108789 (3,4,5-trihydroxy-6-[2,4,5-trihydroxy-3-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)

3D MOL for CFc000108789 (3,4,5-trihydroxy-6-[2,4,5-trihydroxy-3-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)

3D SDF for CFc000108789 (3,4,5-trihydroxy-6-[2,4,5-trihydroxy-3-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)

3D-SDF for CFc000108789 (3,4,5-trihydroxy-6-[2,4,5-trihydroxy-3-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)

PDB for CFc000108789 (3,4,5-trihydroxy-6-[2,4,5-trihydroxy-3-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)

3D PDB for CFc000108789 (3,4,5-trihydroxy-6-[2,4,5-trihydroxy-3-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)

SMILES for CFc000108789 (3,4,5-trihydroxy-6-[2,4,5-trihydroxy-3-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)

INCHI for CFc000108789 (3,4,5-trihydroxy-6-[2,4,5-trihydroxy-3-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)

Structure for CFc000108789 (3,4,5-trihydroxy-6-[2,4,5-trihydroxy-3-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)

3D Structure for CFc000108789 (3,4,5-trihydroxy-6-[2,4,5-trihydroxy-3-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)