ChemFOnt: Showing chemical card for {2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxidanesulfonic acid (CFc000112118)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:32:09 UTC

Chemfont ID

CFc000112118

Molecule Identification

Common Name

{2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxidanesulfonic acid

Definition

{2-[2-(2h-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2h-pyran-3-yl}oxidanesulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 6-[2-(2h-1,3-benzodioxol-5-yl)ethyl]-5-hydroxy-4-methoxy-5,6-dihydro-2h-pyran-2-one. 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-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxidanesulfonate	Generator
{2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxidanesulphonate	Generator
{2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxidanesulphonic acid	Generator

Chemical Formula

C₁₅H₁₆O₉S

Average Molecular Weight

372.34

Monoisotopic Molecular Weight

372.051503269

IUPAC Name

{2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxidanesulfonic acid

Traditional Name

{2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-2,3-dihydropyran-3-yl}oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(=O)OC(CCC2=CC3=C(OCO3)C=C2)C1OS(O)(=O)=O

InChI Identifier

InChI=1S/C15H16O9S/c1-20-13-7-14(16)23-11(15(13)24-25(17,18)19)5-3-9-2-4-10-12(6-9)22-8-21-10/h2,4,6-7,11,15H,3,5,8H2,1H3,(H,17,18,19)

InChI Key

DYERYZFDWLAJMF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as kavalactones. These are lactones, which is structurally characterized by a benzene ring and a pyranone moiety, linked to each other to form a 4-methoxy-6-(2-phenylethyl)-2H-pyran-2-one skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Kavalactones

Sub Class

Not Available

Direct Parent

Kavalactones

Alternative Parents

Substituents

Kavalactone
Benzodioxole
Dihydropyranone
Pyran
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Sulfuric acid ester
Benzenoid
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Organic sulfuric acid or derivatives
Carboxylic acid ester
Lactone
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Acetal
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0131709)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.49 g/L	ALOGPS
logP	-0.13	ALOGPS
logP	1.54	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	-1.9	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	117.59 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	83.25 m³·mol⁻¹	ChemAxon
Polarizability	34.64 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

HMDB0131709

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-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxidanesulfonic acid (CFc000112118)

MOL for CFc000112118 ({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxidanesulfonic acid)

3D MOL for CFc000112118 ({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxidanesulfonic acid)

3D SDF for CFc000112118 ({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxidanesulfonic acid)

3D-SDF for CFc000112118 ({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxidanesulfonic acid)

PDB for CFc000112118 ({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxidanesulfonic acid)

3D PDB for CFc000112118 ({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxidanesulfonic acid)

SMILES for CFc000112118 ({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxidanesulfonic acid)

INCHI for CFc000112118 ({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxidanesulfonic acid)

Structure for CFc000112118 ({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxidanesulfonic acid)

3D Structure for CFc000112118 ({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxidanesulfonic acid)