ChemFOnt: Showing chemical card for 6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000113015)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:33:28 UTC

Chemfont ID

CFc000113015

Molecule Identification

Common Name

6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2h-1-benzopyran-2-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-(2,4-dihydroxyphenyl)-6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-3,4-dihydro-2h-1-benzopyran-4-one. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aromatic-OH-glucuronidation reaction. This aromatic-OH-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₆H₂₈O₁₃

Average Molecular Weight

548.497

Monoisotopic Molecular Weight

548.152990962

IUPAC Name

6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1(C)OC1CC1=C(O)C2=C(OC(CC2=O)C2=C(OC3OC(C(O)C(O)C3O)C(O)=O)C=C(O)C=C2)C=C1O

InChI Identifier

InChI=1S/C26H28O13/c1-26(2)17(39-26)6-11-12(28)7-16-18(19(11)30)13(29)8-15(36-16)10-4-3-9(27)5-14(10)37-25-22(33)20(31)21(32)23(38-25)24(34)35/h3-5,7,15,17,20-23,25,27-28,30-33H,6,8H2,1-2H3,(H,34,35)

InChI Key

IIKIREAXZNCVKC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 6-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

6-prenylated flavanones

Alternative Parents

Substituents

6-prenylated flavanone
Hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Chromone
Chromane
1-benzopyran
Benzopyran
Phenoxy compound
Aryl alkyl ketone
Aryl ketone
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Beta-hydroxy acid
Monocyclic benzene moiety
Benzenoid
Pyran
Oxane
Hydroxy acid
Monosaccharide
Vinylogous acid
Ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Polyol
Oxacycle
Acetal
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Oxirane
Dialkyl ether
Ether
Organic oxide
Carbonyl group
Alcohol
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0132606)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.17 g/L	ALOGPS
logP	1.77	ALOGPS
logP	1.33	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.03	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	215.97 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	128.36 m³·mol⁻¹	ChemAxon
Polarizability	53.5 Å³	ChemAxon
Number of Rings	5	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

HMDB0132606

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-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000113015)

MOL for CFc000113015 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000113015 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000113015 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000113015 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000113015 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000113015 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000113015 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000113015 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000113015 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000113015 (6-(2-{6-[(3,3-dimethyloxiran-2-yl)methyl]-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl}-5-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)