ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-[2-(2-hydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid (CFc000125891)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:52:53 UTC

Chemfont ID

CFc000125891

Molecule Identification

Common Name

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

Definition

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

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-[2-(2-hydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylate	Generator

Chemical Formula

C₂₀H₁₈O₁₁

Average Molecular Weight

434.353

Monoisotopic Molecular Weight

434.0849114

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OC(=O)C2=CC=CC=C2OC(=O)C2=CC=CC=C2O)OC(C1O)C(O)=O

InChI Identifier

InChI=1S/C20H18O11/c21-11-7-3-1-5-9(11)18(27)29-12-8-4-2-6-10(12)19(28)31-20-15(24)13(22)14(23)16(30-20)17(25)26/h1-8,13-16,20-24H,(H,25,26)

InChI Key

TYBRJLFBSYHGTD-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
O-hydroxybenzoic acid ester
Phenol ester
Salicylic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Tricarboxylic acid or derivatives
Benzoyl
Phenoxy compound
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Oxane
Benzenoid
Monocyclic benzene moiety
Hydroxy acid
Pyran
Monosaccharide
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Acetal
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Polyol
Carboxylic acid
Alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0145482)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.24 g/L	ALOGPS
logP	0.57	ALOGPS
logP	1.89	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	2.88	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	180.05 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	99.4 m³·mol⁻¹	ChemAxon
Polarizability	40.47 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0145482

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 3,4,5-trihydroxy-6-[2-(2-hydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid (CFc000125891)

MOL for CFc000125891 (3,4,5-trihydroxy-6-[2-(2-hydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)

3D MOL for CFc000125891 (3,4,5-trihydroxy-6-[2-(2-hydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)

3D SDF for CFc000125891 (3,4,5-trihydroxy-6-[2-(2-hydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)

3D-SDF for CFc000125891 (3,4,5-trihydroxy-6-[2-(2-hydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)

PDB for CFc000125891 (3,4,5-trihydroxy-6-[2-(2-hydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)

3D PDB for CFc000125891 (3,4,5-trihydroxy-6-[2-(2-hydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)

SMILES for CFc000125891 (3,4,5-trihydroxy-6-[2-(2-hydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)

INCHI for CFc000125891 (3,4,5-trihydroxy-6-[2-(2-hydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)

Structure for CFc000125891 (3,4,5-trihydroxy-6-[2-(2-hydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)

3D Structure for CFc000125891 (3,4,5-trihydroxy-6-[2-(2-hydroxybenzoyloxy)benzoyloxy]oxane-2-carboxylic acid)