ChemFOnt: Showing chemical card for ({3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]oxan-2-yl}methoxy)sulfonic acid (CFc000107589)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:25:31 UTC

Chemfont ID

CFc000107589

Molecule Identification

Common Name

({3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]oxan-2-yl}methoxy)sulfonic acid

Definition

({3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4h-chromen-8-yl]oxan-2-yl}methoxy)sulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 5,6,7-trihydroxy-2-(4-hydroxyphenyl)-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4h-chromen-4-one. 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
({3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]oxan-2-yl}methoxy)sulfonate	Generator
({3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]oxan-2-yl}methoxy)sulphonate	Generator
({3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]oxan-2-yl}methoxy)sulphonic acid	Generator

Chemical Formula

C₂₁H₂₀O₁₄S

Average Molecular Weight

528.44

Monoisotopic Molecular Weight

528.057376498

IUPAC Name

({3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]oxan-2-yl}methoxy)sulfonic acid

Traditional Name

{3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]oxan-2-yl}methoxysulfonic acid

CAS Registry Number

None

SMILES

OC1C(O)C(COS(O)(=O)=O)OC(C1O)C1=C(O)C(O)=C(O)C2=C1OC(=CC2=O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C21H20O14S/c22-8-3-1-7(2-4-8)10-5-9(23)12-15(25)18(28)16(26)13(20(12)34-10)21-19(29)17(27)14(24)11(35-21)6-33-36(30,31)32/h1-5,11,14,17,19,21-22,24-29H,6H2,(H,30,31,32)

InChI Key

FXGPDAMIJNTHMP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid 8-c-glycosides. Flavonoid 8-C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid 8-C-glycosides

Alternative Parents

Substituents

Flavonoid-8-c-glycoside
4'-hydroxyflavonoid
5-hydroxyflavonoid
6-hydroxyflavonoid
Hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Phenolic glycoside
C-glycosyl compound
Chromone
Glycosyl compound
1-benzopyran
Benzopyran
Monosaccharide sulfate
Pyranone
Phenol
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Sulfuric acid ester
Pyran
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Oxane
Heteroaromatic compound
Vinylogous acid
Organic sulfuric acid or derivatives
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Dialkyl ether
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0127180)

Plant

Plant (HMDB: HMDB0127180)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	8.25 g/L	ALOGPS
logP	0.16	ALOGPS
logP	-2.4	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	-2.4	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	240.74 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	118 m³·mol⁻¹	ChemAxon
Polarizability	48.12 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0127180

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB086045

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

131833548

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-[5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]oxan-2-yl}methoxy)sulfonic acid (CFc000107589)

MOL for CFc000107589 (({3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]oxan-2-yl}methoxy)sulfonic acid)

3D MOL for CFc000107589 (({3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]oxan-2-yl}methoxy)sulfonic acid)

3D SDF for CFc000107589 (({3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]oxan-2-yl}methoxy)sulfonic acid)

3D-SDF for CFc000107589 (({3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]oxan-2-yl}methoxy)sulfonic acid)

PDB for CFc000107589 (({3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]oxan-2-yl}methoxy)sulfonic acid)

3D PDB for CFc000107589 (({3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]oxan-2-yl}methoxy)sulfonic acid)

SMILES for CFc000107589 (({3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]oxan-2-yl}methoxy)sulfonic acid)

INCHI for CFc000107589 (({3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]oxan-2-yl}methoxy)sulfonic acid)

Structure for CFc000107589 (({3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]oxan-2-yl}methoxy)sulfonic acid)

3D Structure for CFc000107589 (({3,4,5-trihydroxy-6-[5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]oxan-2-yl}methoxy)sulfonic acid)