ChemFOnt: Showing chemical card for ({6-[2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4-oxo-4H-chromen-8-yl]-3,4,5-trihydroxyoxan-2-yl}methoxy)sulfonic acid (CFc000109715)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:28:38 UTC

Chemfont ID

CFc000109715

Molecule Identification

Common Name

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

Definition

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

Chemical Formula

C₂₁H₂₀O₁₅S

Average Molecular Weight

544.44

Monoisotopic Molecular Weight

544.052291118

IUPAC Name

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

Traditional Name

{6-[2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4-oxochromen-8-yl]-3,4,5-trihydroxyoxan-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(O)=C(O)C=C1

InChI Identifier

InChI=1S/C21H20O15S/c22-7-2-1-6(3-8(7)23)10-4-9(24)12-15(26)18(29)16(27)13(20(12)35-10)21-19(30)17(28)14(25)11(36-21)5-34-37(31,32)33/h1-4,11,14,17,19,21-23,25-30H,5H2,(H,31,32,33)

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0129306)

Plant

Plant (HMDB: HMDB0129306)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	9.37 g/L	ALOGPS
logP	0.18	ALOGPS
logP	-2.7	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	-2.4	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	260.97 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	119.99 m³·mol⁻¹	ChemAxon
Polarizability	49.1 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

HMDB0129306

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB088157

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

131835574

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for ({6-[2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4-oxo-4H-chromen-8-yl]-3,4,5-trihydroxyoxan-2-yl}methoxy)sulfonic acid (CFc000109715)

MOL for CFc000109715 (({6-[2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4-oxo-4H-chromen-8-yl]-3,4,5-trihydroxyoxan-2-yl}methoxy)sulfonic acid)

3D MOL for CFc000109715 (({6-[2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4-oxo-4H-chromen-8-yl]-3,4,5-trihydroxyoxan-2-yl}methoxy)sulfonic acid)

3D SDF for CFc000109715 (({6-[2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4-oxo-4H-chromen-8-yl]-3,4,5-trihydroxyoxan-2-yl}methoxy)sulfonic acid)

3D-SDF for CFc000109715 (({6-[2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4-oxo-4H-chromen-8-yl]-3,4,5-trihydroxyoxan-2-yl}methoxy)sulfonic acid)

PDB for CFc000109715 (({6-[2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4-oxo-4H-chromen-8-yl]-3,4,5-trihydroxyoxan-2-yl}methoxy)sulfonic acid)

3D PDB for CFc000109715 (({6-[2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4-oxo-4H-chromen-8-yl]-3,4,5-trihydroxyoxan-2-yl}methoxy)sulfonic acid)

SMILES for CFc000109715 (({6-[2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4-oxo-4H-chromen-8-yl]-3,4,5-trihydroxyoxan-2-yl}methoxy)sulfonic acid)

INCHI for CFc000109715 (({6-[2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4-oxo-4H-chromen-8-yl]-3,4,5-trihydroxyoxan-2-yl}methoxy)sulfonic acid)

Structure for CFc000109715 (({6-[2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4-oxo-4H-chromen-8-yl]-3,4,5-trihydroxyoxan-2-yl}methoxy)sulfonic acid)

3D Structure for CFc000109715 (({6-[2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4-oxo-4H-chromen-8-yl]-3,4,5-trihydroxyoxan-2-yl}methoxy)sulfonic acid)