ChemFOnt: Showing chemical card for (2-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl)oxidanesulfonic acid (CFc000112708)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:33:01 UTC

Chemfont ID

CFc000112708

Molecule Identification

Common Name

(2-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl)oxidanesulfonic acid

Definition

(2-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-7-yl]oxy}-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl)oxidanesulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 7-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-2-(4-hydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5-diol. It is generated by Sulfotransferase family cytosolic 2B member 1 (O00204) and Sulfotransferase enzymes via a sulfation-of-secondary-alcohol reaction. This sulfation-of-secondary-alcohol occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl)oxidanesulfonate	Generator
(2-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl)oxidanesulphonate	Generator
(2-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl)oxidanesulphonic acid	Generator

Chemical Formula

C₂₀H₂₂O₁₂S

Average Molecular Weight

486.44

Monoisotopic Molecular Weight

486.083197322

IUPAC Name

(2-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl)oxidanesulfonic acid

Traditional Name

(2-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl)oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

OCC1(O)COC(OC2=CC(O)=C3CC(O)C(OC3=C2)C2=CC=C(O)C=C2)C1OS(O)(=O)=O

InChI Identifier

InChI=1S/C20H22O12S/c21-8-20(25)9-29-19(18(20)32-33(26,27)28)30-12-5-14(23)13-7-15(24)17(31-16(13)6-12)10-1-3-11(22)4-2-10/h1-6,15,17-19,21-25H,7-9H2,(H,26,27,28)

InChI Key

SRJBJACLMDVZNG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavan-3-ols. These are flavans that bear and hydroxyl group at position 3 (B ring), but not at position 4.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavan-3-ols

Alternative Parents

Substituents

3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Flavan-3-ol
Hydroxyflavonoid
Phenolic glycoside
Glycosyl compound
O-glycosyl compound
Chromane
Benzopyran
Pentose monosaccharide
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Alkyl sulfate
Sulfate-ester
Sulfuric acid ester
Monosaccharide
Benzenoid
Sulfuric acid monoester
Monocyclic benzene moiety
Tetrahydrofuran
Tertiary alcohol
Organic sulfuric acid or derivatives
Secondary alcohol
Acetal
Organoheterocyclic compound
Oxacycle
Ether
Organic oxygen compound
Alcohol
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0132299)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.52 g/L	ALOGPS
logP	-0.4	ALOGPS
logP	-1.6	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	-2.2	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	192.44 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	108.41 m³·mol⁻¹	ChemAxon
Polarizability	45.68 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

HMDB0132299

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 (2-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl)oxidanesulfonic acid (CFc000112708)

MOL for CFc000112708 ((2-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl)oxidanesulfonic acid)

3D MOL for CFc000112708 ((2-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl)oxidanesulfonic acid)

3D SDF for CFc000112708 ((2-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl)oxidanesulfonic acid)

3D-SDF for CFc000112708 ((2-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl)oxidanesulfonic acid)

PDB for CFc000112708 ((2-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl)oxidanesulfonic acid)

3D PDB for CFc000112708 ((2-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl)oxidanesulfonic acid)

SMILES for CFc000112708 ((2-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl)oxidanesulfonic acid)

INCHI for CFc000112708 ((2-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl)oxidanesulfonic acid)

Structure for CFc000112708 ((2-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl)oxidanesulfonic acid)

3D Structure for CFc000112708 ((2-{[3,5-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl)oxidanesulfonic acid)