ChemFOnt: Showing chemical card for 6-{[3-(2,4-dihydroxy-3-oxo-1-phenylbutyl)-4-oxo-4H-chromen-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000122994)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:48:28 UTC

Chemfont ID

CFc000122994

Molecule Identification

Common Name

6-{[3-(2,4-dihydroxy-3-oxo-1-phenylbutyl)-4-oxo-4H-chromen-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{[3-(2,4-dihydroxy-3-oxo-1-phenylbutyl)-4-oxo-4h-chromen-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-[(1r)-2,4-dihydroxy-3-oxo-1-phenylbutyl]-2-hydroxy-4h-chromen-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-{[3-(2,4-dihydroxy-3-oxo-1-phenylbutyl)-4-oxo-4H-chromen-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₅H₂₄O₁₂

Average Molecular Weight

516.455

Monoisotopic Molecular Weight

516.126776213

IUPAC Name

6-{[3-(2,4-dihydroxy-3-oxo-1-phenylbutyl)-4-oxo-4H-chromen-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[3-(2,4-dihydroxy-3-oxo-1-phenylbutyl)-4-oxochromen-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OCC(=O)C(O)C(C1=CC=CC=C1)C1=C(OC2OC(C(O)C(O)C2O)C(O)=O)OC2=CC=CC=C2C1=O

InChI Identifier

InChI=1S/C25H24O12/c26-10-13(27)18(29)15(11-6-2-1-3-7-11)16-17(28)12-8-4-5-9-14(12)35-24(16)37-25-21(32)19(30)20(31)22(36-25)23(33)34/h1-9,15,18-22,25-26,29-32H,10H2,(H,33,34)

InChI Key

KIJWZLBAUXORCL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as homoisoflavones. These are homoisoflavonoids with a structure based on the chromone system. Chromone is a bicyclic compound consisting of a 1-benzopyran, which bears a ketone group at the 4-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Homoisoflavonoids

Sub Class

Homoisoflavones

Direct Parent

Homoisoflavones

Alternative Parents

Substituents

Homoisoflavone
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Chromone
Coumarin
Benzopyran
1-benzopyran
Beta-hydroxy acid
Pyranone
Benzenoid
Oxane
Hydroxy acid
Monocyclic benzene moiety
Monosaccharide
Pyran
Acyloin
Vinylogous ester
Heteroaromatic compound
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Polyol
Acetal
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Organooxygen compound
Primary alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0142585)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.94 g/L	ALOGPS
logP	0.18	ALOGPS
logP	-0.071	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	2.95	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	200.28 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	131.38 m³·mol⁻¹	ChemAxon
Polarizability	48.97 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

HMDB0142585

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-{[3-(2,4-dihydroxy-3-oxo-1-phenylbutyl)-4-oxo-4H-chromen-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000122994)

MOL for CFc000122994 (6-{[3-(2,4-dihydroxy-3-oxo-1-phenylbutyl)-4-oxo-4H-chromen-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000122994 (6-{[3-(2,4-dihydroxy-3-oxo-1-phenylbutyl)-4-oxo-4H-chromen-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000122994 (6-{[3-(2,4-dihydroxy-3-oxo-1-phenylbutyl)-4-oxo-4H-chromen-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000122994 (6-{[3-(2,4-dihydroxy-3-oxo-1-phenylbutyl)-4-oxo-4H-chromen-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000122994 (6-{[3-(2,4-dihydroxy-3-oxo-1-phenylbutyl)-4-oxo-4H-chromen-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000122994 (6-{[3-(2,4-dihydroxy-3-oxo-1-phenylbutyl)-4-oxo-4H-chromen-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000122994 (6-{[3-(2,4-dihydroxy-3-oxo-1-phenylbutyl)-4-oxo-4H-chromen-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000122994 (6-{[3-(2,4-dihydroxy-3-oxo-1-phenylbutyl)-4-oxo-4H-chromen-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000122994 (6-{[3-(2,4-dihydroxy-3-oxo-1-phenylbutyl)-4-oxo-4H-chromen-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000122994 (6-{[3-(2,4-dihydroxy-3-oxo-1-phenylbutyl)-4-oxo-4H-chromen-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)