ChemFOnt: Showing chemical card for 1-{3-[3,5-dihydroxy-4-(sulfooxy)benzoyloxy]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl}-3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylic acid (CFc000117635)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:40:21 UTC

Chemfont ID

CFc000117635

Molecule Identification

Common Name

1-{3-[3,5-dihydroxy-4-(sulfooxy)benzoyloxy]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl}-3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylic acid

Definition

1-{3-[3,5-dihydroxy-4-(sulfooxy)benzoyloxy]-5,7-dihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl}-3,4,6-trihydroxy-5-oxo-5h-benzo[7]annulene-8-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 1-[5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-3,4-dihydro-2h-1-benzopyran-2-yl]-3,4,6-trihydroxy-5-oxo-5h-benzo[7]annulene-8-carboxylic 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
1-{3-[3,5-dihydroxy-4-(sulfooxy)benzoyloxy]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl}-3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylate	Generator
1-{3-[3,5-dihydroxy-4-(sulphooxy)benzoyloxy]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl}-3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylate	Generator
1-{3-[3,5-dihydroxy-4-(sulphooxy)benzoyloxy]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl}-3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylic acid	Generator

Chemical Formula

C₂₈H₂₀O₁₇S

Average Molecular Weight

660.51

Monoisotopic Molecular Weight

660.042120358

IUPAC Name

1-{3-[3,5-dihydroxy-4-(sulfooxy)benzoyloxy]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl}-3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylic acid

Traditional Name

4-{3-[3,5-dihydroxy-4-(sulfooxy)benzoyloxy]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl}-1,2,8-trihydroxy-9-oxobenzo[7]annulene-6-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC2=C(C(O)=C(O)C=C2C2OC3=CC(O)=CC(O)=C3CC2OC(=O)C2=CC(O)=C(OS(O)(=O)=O)C(O)=C2)C(=O)C(O)=C1

InChI Identifier

InChI=1S/C28H20O17S/c29-11-5-15(30)14-8-21(44-28(39)10-3-18(33)26(19(34)4-10)45-46(40,41)42)25(43-20(14)6-11)13-7-17(32)24(36)22-12(13)1-9(27(37)38)2-16(31)23(22)35/h1-7,21,25,29-30,32-34,36H,8H2,(H,31,35)(H,37,38)(H,40,41,42)

InChI Key

IIWFFDPWFGJUAS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Catechin gallates

Alternative Parents

Substituents

Catechin gallate
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Gallic acid or derivatives
Phenylsulfate
M-hydroxybenzoic acid ester
Arylsulfate
1-benzopyran
Benzoate ester
Benzopyran
Chromane
Benzoic acid or derivatives
Tropolone
Tropone
Resorcinol
Phenoxy compound
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Sulfuric acid monoester
Sulfate-ester
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Sulfuric acid ester
Benzenoid
Organic sulfuric acid or derivatives
Vinylogous acid
Carboxylic acid ester
Carboxylic acid
Organoheterocyclic compound
Oxacycle
Ether
Polyol
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0137226)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.21 g/L	ALOGPS
logP	1.96	ALOGPS
logP	2.3	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	-2.7	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	295.11 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	152.8 m³·mol⁻¹	ChemAxon
Polarizability	60.21 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

HMDB0137226

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 1-{3-[3,5-dihydroxy-4-(sulfooxy)benzoyloxy]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl}-3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylic acid (CFc000117635)

MOL for CFc000117635 (1-{3-[3,5-dihydroxy-4-(sulfooxy)benzoyloxy]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl}-3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylic acid)

3D MOL for CFc000117635 (1-{3-[3,5-dihydroxy-4-(sulfooxy)benzoyloxy]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl}-3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylic acid)

3D SDF for CFc000117635 (1-{3-[3,5-dihydroxy-4-(sulfooxy)benzoyloxy]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl}-3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylic acid)

3D-SDF for CFc000117635 (1-{3-[3,5-dihydroxy-4-(sulfooxy)benzoyloxy]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl}-3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylic acid)

PDB for CFc000117635 (1-{3-[3,5-dihydroxy-4-(sulfooxy)benzoyloxy]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl}-3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylic acid)

3D PDB for CFc000117635 (1-{3-[3,5-dihydroxy-4-(sulfooxy)benzoyloxy]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl}-3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylic acid)

SMILES for CFc000117635 (1-{3-[3,5-dihydroxy-4-(sulfooxy)benzoyloxy]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl}-3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylic acid)

INCHI for CFc000117635 (1-{3-[3,5-dihydroxy-4-(sulfooxy)benzoyloxy]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl}-3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylic acid)

Structure for CFc000117635 (1-{3-[3,5-dihydroxy-4-(sulfooxy)benzoyloxy]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl}-3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylic acid)

3D Structure for CFc000117635 (1-{3-[3,5-dihydroxy-4-(sulfooxy)benzoyloxy]-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl}-3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylic acid)