ChemFOnt: Showing chemical card for (5-{3-[(acetyloxy)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-2-methoxyphenyl)oxidanesulfonic acid (CFc000118140)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:41:07 UTC

Chemfont ID

CFc000118140

Molecule Identification

Common Name

(5-{3-[(acetyloxy)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-2-methoxyphenyl)oxidanesulfonic acid

Definition

(5-{3-[(acetyloxy)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2h-1-benzopyran-3-yl}-2-methoxyphenyl)oxidanesulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of [5,7-dihydroxy-3-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2h-1-benzopyran-3-yl]methyl acetate. It is generated by Sulfotransferase 1A3 (P0DMM9) and Sulfotransferase enzymes via a -3-O-sulfation-of-phenolic-compound reaction. This -3-O-sulfation-of-phenolic-compound occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(5-{3-[(acetyloxy)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-2-methoxyphenyl)oxidanesulfonate	Generator
(5-{3-[(acetyloxy)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-2-methoxyphenyl)oxidanesulphonate	Generator
(5-{3-[(acetyloxy)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-2-methoxyphenyl)oxidanesulphonic acid	Generator

Chemical Formula

C₁₉H₁₈O₁₁S

Average Molecular Weight

454.4

Monoisotopic Molecular Weight

454.056982574

IUPAC Name

(5-{3-[(acetyloxy)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-2-methoxyphenyl)oxidanesulfonic acid

Traditional Name

(5-{3-[(acetyloxy)methyl]-5,7-dihydroxy-4-oxo-2H-1-benzopyran-3-yl}-2-methoxyphenyl)oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

COC1=C(OS(O)(=O)=O)C=C(C=C1)C1(COC(C)=O)COC2=CC(O)=CC(O)=C2C1=O

InChI Identifier

InChI=1S/C19H18O11S/c1-10(20)28-8-19(9-29-16-7-12(21)6-13(22)17(16)18(19)23)11-3-4-14(27-2)15(5-11)30-31(24,25)26/h3-7,21-22H,8-9H2,1-2H3,(H,24,25,26)

InChI Key

IGCHOULNQLPGRR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C4' atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

4'-O-methylated isoflavonoids

Alternative Parents

Substituents

4p-methoxyisoflavonoid
Isoflavanol
Isoflavanone
Hydroxyisoflavonoid
Isoflavan
Chromone
Phenylsulfate
Arylsulfate
Benzopyran
Chromane
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Aryl ketone
Aryl alkyl ketone
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Sulfate-ester
Sulfuric acid monoester
Monocyclic benzene moiety
Sulfuric acid ester
Benzenoid
Organic sulfuric acid or derivatives
Vinylogous acid
Carboxylic acid ester
Ketone
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Ether
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0137731)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.45 g/L	ALOGPS
logP	0.68	ALOGPS
logP	1.81	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	-2.4	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	165.89 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	103.56 m³·mol⁻¹	ChemAxon
Polarizability	41.57 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0137731

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 (5-{3-[(acetyloxy)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-2-methoxyphenyl)oxidanesulfonic acid (CFc000118140)

MOL for CFc000118140 ((5-{3-[(acetyloxy)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-2-methoxyphenyl)oxidanesulfonic acid)

3D MOL for CFc000118140 ((5-{3-[(acetyloxy)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-2-methoxyphenyl)oxidanesulfonic acid)

3D SDF for CFc000118140 ((5-{3-[(acetyloxy)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-2-methoxyphenyl)oxidanesulfonic acid)

3D-SDF for CFc000118140 ((5-{3-[(acetyloxy)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-2-methoxyphenyl)oxidanesulfonic acid)

PDB for CFc000118140 ((5-{3-[(acetyloxy)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-2-methoxyphenyl)oxidanesulfonic acid)

3D PDB for CFc000118140 ((5-{3-[(acetyloxy)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-2-methoxyphenyl)oxidanesulfonic acid)

SMILES for CFc000118140 ((5-{3-[(acetyloxy)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-2-methoxyphenyl)oxidanesulfonic acid)

INCHI for CFc000118140 ((5-{3-[(acetyloxy)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-2-methoxyphenyl)oxidanesulfonic acid)

Structure for CFc000118140 ((5-{3-[(acetyloxy)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-2-methoxyphenyl)oxidanesulfonic acid)

3D Structure for CFc000118140 ((5-{3-[(acetyloxy)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl}-2-methoxyphenyl)oxidanesulfonic acid)