Showing chemical card for 3,4,5-trihydroxy-6-(1,3,4,5-tetrahydroxycyclohexanecarbonyloxy)oxane-2-carboxylic acid (CFc000157494)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:44:11 UTC

Chemfont ID

CFc000157494

Molecule Identification

Common Name

3,4,5-trihydroxy-6-(1,3,4,5-tetrahydroxycyclohexanecarbonyloxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-(1,3,4,5-tetrahydroxycyclohexanecarbonyloxy)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-(1,3,4,5-tetrahydroxycyclohexanecarbonyloxy)oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

MOL for CFc000157494 (3,4,5-trihydroxy-6-(1,3,4,5-tetrahydroxycyclohexanecarbonyloxy)oxane-2-carboxylic acid)

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3D MOL for CFc000157494 (3,4,5-trihydroxy-6-(1,3,4,5-tetrahydroxycyclohexanecarbonyloxy)oxane-2-carboxylic acid)

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3D SDF for CFc000157494 (3,4,5-trihydroxy-6-(1,3,4,5-tetrahydroxycyclohexanecarbonyloxy)oxane-2-carboxylic acid)

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3D-SDF for CFc000157494 (3,4,5-trihydroxy-6-(1,3,4,5-tetrahydroxycyclohexanecarbonyloxy)oxane-2-carboxylic acid)

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PDB for CFc000157494 (3,4,5-trihydroxy-6-(1,3,4,5-tetrahydroxycyclohexanecarbonyloxy)oxane-2-carboxylic acid)

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3D PDB for CFc000157494 (3,4,5-trihydroxy-6-(1,3,4,5-tetrahydroxycyclohexanecarbonyloxy)oxane-2-carboxylic acid)

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SMILES for CFc000157494 (3,4,5-trihydroxy-6-(1,3,4,5-tetrahydroxycyclohexanecarbonyloxy)oxane-2-carboxylic acid)

OC1CC(O)(CC(O)C1O)C(=O)OC1OC(C(O)C(O)C1O)C(O)=O

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INCHI for CFc000157494 (3,4,5-trihydroxy-6-(1,3,4,5-tetrahydroxycyclohexanecarbonyloxy)oxane-2-carboxylic acid)

InChI=1S/C13H20O12/c14-3-1-13(23,2-4(15)5(3)16)12(22)25-11-8(19)6(17)7(18)9(24-11)10(20)21/h3-9,11,14-19,23H,1-2H2,(H,20,21)

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Structure for CFc000157494 (3,4,5-trihydroxy-6-(1,3,4,5-tetrahydroxycyclohexanecarbonyloxy)oxane-2-carboxylic acid)

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3D Structure for CFc000157494 (3,4,5-trihydroxy-6-(1,3,4,5-tetrahydroxycyclohexanecarbonyloxy)oxane-2-carboxylic acid)

Synonyms

Value	Source
3,4,5-Trihydroxy-6-(1,3,4,5-tetrahydroxycyclohexanecarbonyloxy)oxane-2-carboxylate	Generator

Chemical Formula

C₁₃H₂₀O₁₂

Average Molecular Weight

368.291

Monoisotopic Molecular Weight

368.095476084

IUPAC Name

3,4,5-trihydroxy-6-(1,3,4,5-tetrahydroxycyclohexanecarbonyloxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-(1,3,4,5-tetrahydroxycyclohexanecarbonyloxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC1CC(O)(CC(O)C1O)C(=O)OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C13H20O12/c14-3-1-13(23,2-4(15)5(3)16)12(22)25-11-8(19)6(17)7(18)9(24-11)10(20)21/h3-9,11,14-19,23H,1-2H2,(H,20,21)

InChI Key

CAVDKHWQPRTJMJ-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

O-glucuronides
Quinic acids and derivatives
Beta hydroxy acids and derivatives
Cyclohexanols
Pyrans
Dicarboxylic acids and derivatives
Monosaccharides
Oxanes
Tertiary alcohols
Carboxylic acid esters
Acetals
Carboxylic acids
Polyols
Oxacyclic compounds
Carbonyl compounds
Hydrocarbon derivatives
Organic oxides

Substituents

Hydrolyzable tannin
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Quinic acid
Beta-hydroxy acid
Cyclohexanol
Cyclitol or derivatives
Dicarboxylic acid or derivatives
Hydroxy acid
Monosaccharide
Oxane
Pyran
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Acetal
Oxacycle
Polyol
Carboxylic acid derivative
Carboxylic acid
Carbonyl group
Organic oxide
Alcohol
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	154 g/L	ALOGPS
logP	-2.5	ALOGPS
logP	-4.6	ChemAxon
logS	-0.38	ALOGPS
pKa (Strongest Acidic)	3.13	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	214.44 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	72 m³·mol⁻¹	ChemAxon
Polarizability	32.33 Å³	ChemAxon
Number of Rings	2	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

HMDB0177086

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