ChemFOnt: Showing chemical card for 3,4,8,9,10-pentahydroxy-6-oxo-2-{5,6,7-trihydroxy-1-oxo-3-[1,2,3-trihydroxy-4-(sulfooxy)butyl]-1H-isochromen-8-yl}-6H-benzo[c]chromene-1-carboxylic acid (CFc000110321)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:29:31 UTC

Chemfont ID

CFc000110321

Molecule Identification

Common Name

3,4,8,9,10-pentahydroxy-6-oxo-2-{5,6,7-trihydroxy-1-oxo-3-[1,2,3-trihydroxy-4-(sulfooxy)butyl]-1H-isochromen-8-yl}-6H-benzo[c]chromene-1-carboxylic acid

Definition

3,4,8,9,10-pentahydroxy-6-oxo-2-{5,6,7-trihydroxy-1-oxo-3-[1,2,3-trihydroxy-4-(sulfooxy)butyl]-1h-isochromen-8-yl}-6h-benzo[c]chromene-1-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3,4,8,9,10-pentahydroxy-6-oxo-2-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1h-isochromen-8-yl]-6h-benzo[c]chromene-1-carboxylic acid. It is generated by Sulfotransferase family cytosolic 2B member 1 (O00204) and Sulfotransferase enzymes via a sulfation-of-primary-alcohol reaction. This sulfation-of-primary-alcohol occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,8,9,10-Pentahydroxy-6-oxo-2-{5,6,7-trihydroxy-1-oxo-3-[1,2,3-trihydroxy-4-(sulfooxy)butyl]-1H-isochromen-8-yl}-6H-benzo[c]chromene-1-carboxylate	Generator
3,4,8,9,10-Pentahydroxy-6-oxo-2-{5,6,7-trihydroxy-1-oxo-3-[1,2,3-trihydroxy-4-(sulphooxy)butyl]-1H-isochromen-8-yl}-6H-benzo[c]chromene-1-carboxylate	Generator
3,4,8,9,10-Pentahydroxy-6-oxo-2-{5,6,7-trihydroxy-1-oxo-3-[1,2,3-trihydroxy-4-(sulphooxy)butyl]-1H-isochromen-8-yl}-6H-benzo[c]chromene-1-carboxylic acid	Generator

Chemical Formula

C₂₇H₂₀O₂₁S

Average Molecular Weight

712.5

Monoisotopic Molecular Weight

712.021778838

IUPAC Name

3,4,8,9,10-pentahydroxy-6-oxo-2-{5,6,7-trihydroxy-1-oxo-3-[1,2,3-trihydroxy-4-(sulfooxy)butyl]-1H-isochromen-8-yl}-6H-benzo[c]chromene-1-carboxylic acid

Traditional Name

3,4,8,9,10-pentahydroxy-6-oxo-2-{5,6,7-trihydroxy-1-oxo-3-[1,2,3-trihydroxy-4-(sulfooxy)butyl]isochromen-8-yl}benzo[c]chromene-1-carboxylic acid

CAS Registry Number

None

SMILES

OC(COS(O)(=O)=O)C(O)C(O)C1=CC2=C(C(=O)O1)C(=C(O)C(O)=C2O)C1=C(C(O)=O)C2=C(OC(=O)C3=CC(O)=C(O)C(O)=C23)C(O)=C1O

InChI Identifier

InChI=1S/C27H20O21S/c28-6-1-5-9(19(34)16(6)31)13-14(25(39)40)12(21(36)23(38)24(13)48-26(5)41)11-10-4(15(30)22(37)20(11)35)2-8(47-27(10)42)18(33)17(32)7(29)3-46-49(43,44)45/h1-2,7,17-18,28-38H,3H2,(H,39,40)(H,43,44,45)

InChI Key

ZRVXVTLVXWERCR-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
Biphenol
7,8-dihydroxycoumarin
Gallic acid or derivatives
Coumarin
Dihydroxybenzoic acid
Isocoumarin
Benzopyran
Hydroxybenzoic acid
1-benzopyran
2-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Sulfate-ester
Sulfuric acid monoester
Pyran
Alkyl sulfate
Sulfuric acid ester
Benzenoid
Heteroaromatic compound
Organic sulfuric acid or derivatives
Secondary alcohol
Lactone
Polyol
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Aromatic alcohol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0129912)

Plant

Plant (HMDB: HMDB0129912)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.46 g/L	ALOGPS
logP	1.32	ALOGPS
logP	-0.15	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	-2.2	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	376.03 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	155.85 m³·mol⁻¹	ChemAxon
Polarizability	63.03 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

HMDB0129912

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB088763

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

131836136

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,4,8,9,10-pentahydroxy-6-oxo-2-{5,6,7-trihydroxy-1-oxo-3-[1,2,3-trihydroxy-4-(sulfooxy)butyl]-1H-isochromen-8-yl}-6H-benzo[c]chromene-1-carboxylic acid (CFc000110321)

MOL for CFc000110321 (3,4,8,9,10-pentahydroxy-6-oxo-2-{5,6,7-trihydroxy-1-oxo-3-[1,2,3-trihydroxy-4-(sulfooxy)butyl]-1H-isochromen-8-yl}-6H-benzo[c]chromene-1-carboxylic acid)

3D MOL for CFc000110321 (3,4,8,9,10-pentahydroxy-6-oxo-2-{5,6,7-trihydroxy-1-oxo-3-[1,2,3-trihydroxy-4-(sulfooxy)butyl]-1H-isochromen-8-yl}-6H-benzo[c]chromene-1-carboxylic acid)

3D SDF for CFc000110321 (3,4,8,9,10-pentahydroxy-6-oxo-2-{5,6,7-trihydroxy-1-oxo-3-[1,2,3-trihydroxy-4-(sulfooxy)butyl]-1H-isochromen-8-yl}-6H-benzo[c]chromene-1-carboxylic acid)

3D-SDF for CFc000110321 (3,4,8,9,10-pentahydroxy-6-oxo-2-{5,6,7-trihydroxy-1-oxo-3-[1,2,3-trihydroxy-4-(sulfooxy)butyl]-1H-isochromen-8-yl}-6H-benzo[c]chromene-1-carboxylic acid)

PDB for CFc000110321 (3,4,8,9,10-pentahydroxy-6-oxo-2-{5,6,7-trihydroxy-1-oxo-3-[1,2,3-trihydroxy-4-(sulfooxy)butyl]-1H-isochromen-8-yl}-6H-benzo[c]chromene-1-carboxylic acid)

3D PDB for CFc000110321 (3,4,8,9,10-pentahydroxy-6-oxo-2-{5,6,7-trihydroxy-1-oxo-3-[1,2,3-trihydroxy-4-(sulfooxy)butyl]-1H-isochromen-8-yl}-6H-benzo[c]chromene-1-carboxylic acid)

SMILES for CFc000110321 (3,4,8,9,10-pentahydroxy-6-oxo-2-{5,6,7-trihydroxy-1-oxo-3-[1,2,3-trihydroxy-4-(sulfooxy)butyl]-1H-isochromen-8-yl}-6H-benzo[c]chromene-1-carboxylic acid)

INCHI for CFc000110321 (3,4,8,9,10-pentahydroxy-6-oxo-2-{5,6,7-trihydroxy-1-oxo-3-[1,2,3-trihydroxy-4-(sulfooxy)butyl]-1H-isochromen-8-yl}-6H-benzo[c]chromene-1-carboxylic acid)

Structure for CFc000110321 (3,4,8,9,10-pentahydroxy-6-oxo-2-{5,6,7-trihydroxy-1-oxo-3-[1,2,3-trihydroxy-4-(sulfooxy)butyl]-1H-isochromen-8-yl}-6H-benzo[c]chromene-1-carboxylic acid)

3D Structure for CFc000110321 (3,4,8,9,10-pentahydroxy-6-oxo-2-{5,6,7-trihydroxy-1-oxo-3-[1,2,3-trihydroxy-4-(sulfooxy)butyl]-1H-isochromen-8-yl}-6H-benzo[c]chromene-1-carboxylic acid)