ChemFOnt: Showing chemical card for 3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-5-hydroxy-4-(sulfooxy)benzoic acid (CFc000108731)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:27:11 UTC

Chemfont ID

CFc000108731

Molecule Identification

Common Name

3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-5-hydroxy-4-(sulfooxy)benzoic acid

Definition

3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-5-hydroxy-4-(sulfooxy)benzoic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-4,5-dihydroxybenzoic acid. It is generated by Sulfotransferase 1A3 (P0DMM9) and Sulfotransferase enzymes via a -4-O-sulfation-of-phenolic-compound reaction. This -4-O-sulfation-of-phenolic-compound occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-[3,4-Dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-5-hydroxy-4-(sulfooxy)benzoate	Generator
3-[3,4-Dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-5-hydroxy-4-(sulphooxy)benzoate	Generator
3-[3,4-Dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-5-hydroxy-4-(sulphooxy)benzoic acid	Generator

Chemical Formula

C₂₁H₁₄O₁₆S

Average Molecular Weight

554.39

Monoisotopic Molecular Weight

554.000255545

IUPAC Name

3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-5-hydroxy-4-(sulfooxy)benzoic acid

Traditional Name

3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-5-hydroxy-4-(sulfooxy)benzoic acid

CAS Registry Number

None

SMILES

OC(=O)C1=CC(O)=C(OS(O)(=O)=O)C(OC(=O)C2=CC(O)=C(O)C(OC(=O)C3=CC(O)=C(O)C(O)=C3)=C2)=C1

InChI Identifier

InChI=1S/C21H14O16S/c22-10-2-8(3-11(23)16(10)26)20(30)35-14-6-9(4-12(24)17(14)27)21(31)36-15-5-7(19(28)29)1-13(25)18(15)37-38(32,33)34/h1-6,22-27H,(H,28,29)(H,32,33,34)

InChI Key

CPICRMPUAOFTLE-UHFFFAOYSA-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
Galloyl ester
Gallic acid or derivatives
P-hydroxybenzoic acid ester
Phenylsulfate
Dihydroxybenzoic acid
M-hydroxybenzoic acid ester
Hydroxybenzoic acid
Phenol ester
Benzoate ester
Arylsulfate
Tricarboxylic acid or derivatives
Pyrogallol derivative
Benzenetriol
Benzoic acid or derivatives
Benzoic acid
Benzoyl
Catechol
Phenoxy compound
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0128322)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.29 g/L	ALOGPS
logP	1.73	ALOGPS
logP	3.65	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	-2.9	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	274.88 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	120.78 m³·mol⁻¹	ChemAxon
Polarizability	48.69 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

HMDB0128322

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB087177

KNApSAcK ID

Not Available

Chemspider ID

74852165

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131834662

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-5-hydroxy-4-(sulfooxy)benzoic acid (CFc000108731)

MOL for CFc000108731 (3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-5-hydroxy-4-(sulfooxy)benzoic acid)

3D MOL for CFc000108731 (3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-5-hydroxy-4-(sulfooxy)benzoic acid)

3D SDF for CFc000108731 (3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-5-hydroxy-4-(sulfooxy)benzoic acid)

3D-SDF for CFc000108731 (3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-5-hydroxy-4-(sulfooxy)benzoic acid)

PDB for CFc000108731 (3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-5-hydroxy-4-(sulfooxy)benzoic acid)

3D PDB for CFc000108731 (3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-5-hydroxy-4-(sulfooxy)benzoic acid)

SMILES for CFc000108731 (3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-5-hydroxy-4-(sulfooxy)benzoic acid)

INCHI for CFc000108731 (3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-5-hydroxy-4-(sulfooxy)benzoic acid)

Structure for CFc000108731 (3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-5-hydroxy-4-(sulfooxy)benzoic acid)

3D Structure for CFc000108731 (3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-5-hydroxy-4-(sulfooxy)benzoic acid)