ChemFOnt: Showing chemical card for [4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]oxidanesulfonic acid (CFc000108135)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:26:19 UTC

Chemfont ID

CFc000108135

Molecule Identification

Common Name

[4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]oxidanesulfonic acid

Definition

[4-(3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-2-yl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]oxidanesulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-(4-hydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol. 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
[4-(3,5,7-Trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]oxidanesulfonate	Generator
[4-(3,5,7-Trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]oxidanesulphonate	Generator
[4-(3,5,7-Trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]oxidanesulphonic acid	Generator

Chemical Formula

C₂₁H₂₄O₁₄S

Average Molecular Weight

532.47

Monoisotopic Molecular Weight

532.088676627

IUPAC Name

[4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]oxidanesulfonic acid

Traditional Name

[4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]oxidanesulfonic acid

CAS Registry Number

None

SMILES

OCC1OC(OC2=C(OS(O)(=O)=O)C=CC(=C2)C2OC3=CC(O)=CC(O)=C3CC2O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C21H24O14S/c22-7-16-17(26)18(27)19(28)21(34-16)33-15-3-8(1-2-13(15)35-36(29,30)31)20-12(25)6-10-11(24)4-9(23)5-14(10)32-20/h1-5,12,16-28H,6-7H2,(H,29,30,31)

InChI Key

JCMCONXYALVLTH-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid O-glycosides

Alternative Parents

Substituents

Flavonoid-3p-o-glycoside
Flavonoid o-glycoside
Catechin
Flavan-3-ol
3-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Flavan
Phenolic glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Phenylsulfate
1-benzopyran
Arylsulfate
Chromane
Benzopyran
Phenoxy compound
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Sulfate-ester
Monosaccharide
Monocyclic benzene moiety
Sulfuric acid monoester
Sulfuric acid ester
Benzenoid
Oxane
Organic sulfuric acid or derivatives
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organic oxygen compound
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0127726)

Plant

Plant (HMDB: HMDB0127726)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	9.25 g/L	ALOGPS
logP	-0.84	ALOGPS
logP	-2.9	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	-2.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	232.9 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	116.14 m³·mol⁻¹	ChemAxon
Polarizability	48.16 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0127726

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB086587

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

131834058

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for [4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]oxidanesulfonic acid (CFc000108135)

MOL for CFc000108135 ([4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]oxidanesulfonic acid)

3D MOL for CFc000108135 ([4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]oxidanesulfonic acid)

3D SDF for CFc000108135 ([4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]oxidanesulfonic acid)

3D-SDF for CFc000108135 ([4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]oxidanesulfonic acid)

PDB for CFc000108135 ([4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]oxidanesulfonic acid)

3D PDB for CFc000108135 ([4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]oxidanesulfonic acid)

SMILES for CFc000108135 ([4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]oxidanesulfonic acid)

INCHI for CFc000108135 ([4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]oxidanesulfonic acid)

Structure for CFc000108135 ([4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]oxidanesulfonic acid)

3D Structure for CFc000108135 ([4-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl]oxidanesulfonic acid)