ChemFOnt: Showing chemical card for 4-O-Digalloyl-3,5-di-O-galloylquinic acid (CFc000020240)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:11:33 UTC

Chemfont ID

CFc000020240

Molecule Identification

Common Name

4-O-Digalloyl-3,5-di-O-galloylquinic acid

Definition

4-O-Digalloyl-3,5-di-O-galloylquinic acid is isolated from commercial tannic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-O-Digalloyl-3,5-di-O-galloylquinate	Generator
3,5,4,4-Tetragqa	HMDB
3,5-Di-galloyl-4-O-digalloylquinic acid	HMDB
3,5-Di-O-galloyl-4-O-digalloylquinic acid	HMDB
3,5-g-4-DiGQA	HMDB
(3R,5R)-4-[3,5-Dihydroxy-4-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-1-hydroxy-3,5-bis(3,4,5-trihydroxybenzoyloxy)cyclohexane-1-carboxylate	Generator

Chemical Formula

C₃₅H₂₈O₂₂

Average Molecular Weight

800.5836

Monoisotopic Molecular Weight

800.10722258

IUPAC Name

(3R,5R)-4-[3,5-dihydroxy-4-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-1-hydroxy-3,5-bis(3,4,5-trihydroxybenzoyloxy)cyclohexane-1-carboxylic acid

Traditional Name

(3R,5R)-4-[3,5-dihydroxy-4-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-1-hydroxy-3,5-bis(3,4,5-trihydroxybenzoyloxy)cyclohexane-1-carboxylic acid

CAS Registry Number

123134-19-0

SMILES

OC(=O)C1(O)C[C@@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)C(OC(=O)C2=CC(O)=C(OC(=O)C3=CC(O)=C(O)C(O)=C3)C(O)=C2)[C@@H](C1)OC(=O)C1=CC(O)=C(O)C(O)=C1

InChI Identifier

InChI=1S/C35H28O22/c36-15-1-11(2-16(37)25(15)44)30(47)54-23-9-35(53,34(51)52)10-24(55-31(48)12-3-17(38)26(45)18(39)4-12)29(23)57-33(50)14-7-21(42)28(22(43)8-14)56-32(49)13-5-19(40)27(46)20(41)6-13/h1-8,23-24,29,36-46,53H,9-10H2,(H,51,52)/t23-,24-,29?,35?/m1/s1

InChI Key

IUPQNOUMMBZOED-JHZIIMIVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Depsides and depsidones

Sub Class

Not Available

Direct Parent

Depsides and depsidones

Alternative Parents

Substituents

Depside backbone
Pentacarboxylic acid or derivatives
Galloyl ester
Quinic acid
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
Phenol ester
Benzoate ester
Benzenetriol
Benzoic acid or derivatives
Pyrogallol derivative
Phenoxy compound
Benzoyl
Resorcinol
Phenol
1-hydroxy-4-unsubstituted benzenoid
Cyclohexanol
1-hydroxy-2-unsubstituted benzenoid
Alpha-hydroxy acid
Cyclitol or derivatives
Monocyclic benzene moiety
Benzenoid
Hydroxy acid
Cyclic alcohol
Tertiary alcohol
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Polyol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0039346)
Cell membrane (HMDB: HMDB0039346)

Source

Exogenous

Exogenous (HMDB: HMDB0039346)

Food

Food (HMDB: HMDB0039346)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039346)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.29 g/L	ALOGPS
logP	2.64	ALOGPS
logP	4.41	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	2.36	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	385.26 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	182.76 m³·mol⁻¹	ChemAxon
Polarizability	72.18 Å³	ChemAxon
Number of Rings	5	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

HMDB0039346

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124022

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-O-Digalloyl-3,5-di-O-galloylquinic acid (CFc000020240)

MOL for CFc000020240 (4-O-Digalloyl-3,5-di-O-galloylquinic acid)

3D MOL for CFc000020240 (4-O-Digalloyl-3,5-di-O-galloylquinic acid)

3D SDF for CFc000020240 (4-O-Digalloyl-3,5-di-O-galloylquinic acid)

3D-SDF for CFc000020240 (4-O-Digalloyl-3,5-di-O-galloylquinic acid)

PDB for CFc000020240 (4-O-Digalloyl-3,5-di-O-galloylquinic acid)

3D PDB for CFc000020240 (4-O-Digalloyl-3,5-di-O-galloylquinic acid)

SMILES for CFc000020240 (4-O-Digalloyl-3,5-di-O-galloylquinic acid)

INCHI for CFc000020240 (4-O-Digalloyl-3,5-di-O-galloylquinic acid)

Structure for CFc000020240 (4-O-Digalloyl-3,5-di-O-galloylquinic acid)

3D Structure for CFc000020240 (4-O-Digalloyl-3,5-di-O-galloylquinic acid)