ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-(3-hydroxy-4-{[3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenoxy]carbonyl}-5-methylphenoxy)oxane-2-carboxylic acid (CFc000130849)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:00:34 UTC

Chemfont ID

CFc000130849

Molecule Identification

Common Name

3,4,5-trihydroxy-6-(3-hydroxy-4-{[3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenoxy]carbonyl}-5-methylphenoxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-(3-hydroxy-4-{[3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenoxy]carbonyl}-5-methylphenoxy)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-(3-hydroxy-4-{[3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenoxy]carbonyl}-5-methylphenoxy)oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-(3-hydroxy-4-{[3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenoxy]carbonyl}-5-methylphenoxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₇H₃₂O₁₃

Average Molecular Weight

564.54

Monoisotopic Molecular Weight

564.18429109

IUPAC Name

3,4,5-trihydroxy-6-(3-hydroxy-4-{[3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenoxy]carbonyl}-5-methylphenoxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{3-hydroxy-4-[3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenoxycarbonyl]-5-methylphenoxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=C(OC(=O)C2=C(O)C=C(OC3OC(C(O)C(O)C3O)C(O)=O)C=C2C)C=C(CO)C(CO)=C1O

InChI Identifier

InChI=1S/C27H32O13/c1-11(2)4-5-15-18(7-13(9-28)16(10-29)20(15)31)39-26(37)19-12(3)6-14(8-17(19)30)38-27-23(34)21(32)22(33)24(40-27)25(35)36/h4,6-8,21-24,27-34H,5,9-10H2,1-3H3,(H,35,36)

InChI Key

VRDRNLTZLFGNPG-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
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
O-hydroxybenzoic acid ester
Glycosyl compound
O-glycosyl compound
Benzoate ester
Phenol ester
Salicylic acid or derivatives
Benzoic acid or derivatives
Phenoxy compound
M-cresol
Benzoyl
Benzyl alcohol
Phenol ether
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Toluene
Benzenoid
Oxane
Dicarboxylic acid or derivatives
Hydroxy acid
Monocyclic benzene moiety
Monosaccharide
Pyran
Vinylogous acid
Carboxylic acid ester
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Polyol
Aromatic alcohol
Alcohol
Carbonyl group
Organic oxygen compound
Primary alcohol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	0.44 g/L	ALOGPS
logP	1.35	ALOGPS
logP	2.13	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.01	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	223.67 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	138.73 m³·mol⁻¹	ChemAxon
Polarizability	56.64 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

HMDB0150440

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-(3-hydroxy-4-{[3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenoxy]carbonyl}-5-methylphenoxy)oxane-2-carboxylic acid (CFc000130849)

MOL for CFc000130849 (3,4,5-trihydroxy-6-(3-hydroxy-4-{[3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenoxy]carbonyl}-5-methylphenoxy)oxane-2-carboxylic acid)

3D MOL for CFc000130849 (3,4,5-trihydroxy-6-(3-hydroxy-4-{[3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenoxy]carbonyl}-5-methylphenoxy)oxane-2-carboxylic acid)

3D SDF for CFc000130849 (3,4,5-trihydroxy-6-(3-hydroxy-4-{[3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenoxy]carbonyl}-5-methylphenoxy)oxane-2-carboxylic acid)

3D-SDF for CFc000130849 (3,4,5-trihydroxy-6-(3-hydroxy-4-{[3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenoxy]carbonyl}-5-methylphenoxy)oxane-2-carboxylic acid)

PDB for CFc000130849 (3,4,5-trihydroxy-6-(3-hydroxy-4-{[3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenoxy]carbonyl}-5-methylphenoxy)oxane-2-carboxylic acid)

3D PDB for CFc000130849 (3,4,5-trihydroxy-6-(3-hydroxy-4-{[3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenoxy]carbonyl}-5-methylphenoxy)oxane-2-carboxylic acid)

SMILES for CFc000130849 (3,4,5-trihydroxy-6-(3-hydroxy-4-{[3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenoxy]carbonyl}-5-methylphenoxy)oxane-2-carboxylic acid)

INCHI for CFc000130849 (3,4,5-trihydroxy-6-(3-hydroxy-4-{[3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenoxy]carbonyl}-5-methylphenoxy)oxane-2-carboxylic acid)

Structure for CFc000130849 (3,4,5-trihydroxy-6-(3-hydroxy-4-{[3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenoxy]carbonyl}-5-methylphenoxy)oxane-2-carboxylic acid)

3D Structure for CFc000130849 (3,4,5-trihydroxy-6-(3-hydroxy-4-{[3-hydroxy-4,5-bis(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)phenoxy]carbonyl}-5-methylphenoxy)oxane-2-carboxylic acid)