ChemFOnt: Showing chemical card for 6-({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000112117)

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

CFc000112117

Molecule Identification

Common Name

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

Definition

6-({2-[2-(2h-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2h-pyran-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic 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 UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an alkyl-OH-glucuronidation reaction. This alkyl-OH-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₁H₂₄O₁₂

Average Molecular Weight

468.411

Monoisotopic Molecular Weight

468.126776213

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC1=CC(=O)OC(CCC2=CC3=C(OCO3)C=C2)C1OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C21H24O12/c1-28-13-7-14(22)31-11(5-3-9-2-4-10-12(6-9)30-8-29-10)18(13)32-21-17(25)15(23)16(24)19(33-21)20(26)27/h2,4,6-7,11,15-19,21,23-25H,3,5,8H2,1H3,(H,26,27)

InChI Key

BOTJCXSXKAMSFL-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
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Benzodioxole
Beta-hydroxy acid
Dihydropyranone
Dicarboxylic acid or derivatives
Benzenoid
Hydroxy acid
Monosaccharide
Pyran
Oxane
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Lactone
Carboxylic acid ester
Secondary alcohol
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Polyol
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0131708)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.28 g/L	ALOGPS
logP	0.16	ALOGPS
logP	0.038	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	3.37	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	170.44 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	105.54 m³·mol⁻¹	ChemAxon
Polarizability	44.36 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0131708

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 6-({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000112117)

MOL for CFc000112117 (6-({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000112117 (6-({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000112117 (6-({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000112117 (6-({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000112117 (6-({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000112117 (6-({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000112117 (6-({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000112117 (6-({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000112117 (6-({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000112117 (6-({2-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-4-methoxy-6-oxo-3,6-dihydro-2H-pyran-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)