ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[(3E)-4-(1-oxo-1H-isochromen-3-yl)but-3-en-2-yl]oxy}oxane-2-carboxylic acid (CFc000110444)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:29:42 UTC

Chemfont ID

CFc000110444

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[(3E)-4-(1-oxo-1H-isochromen-3-yl)but-3-en-2-yl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[(3e)-4-(1-oxo-1h-isochromen-3-yl)but-3-en-2-yl]oxy}oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-[(1e)-3-hydroxybut-1-en-1-yl]-1h-isochromen-1-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
3,4,5-Trihydroxy-6-{[(3E)-4-(1-oxo-1H-isochromen-3-yl)but-3-en-2-yl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₁₉H₂₀O₉

Average Molecular Weight

392.36

Monoisotopic Molecular Weight

392.110732224

IUPAC Name

3,4,5-trihydroxy-6-{[(3E)-4-(1-oxo-1H-isochromen-3-yl)but-3-en-2-yl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[(3E)-4-(1-oxoisochromen-3-yl)but-3-en-2-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

None

SMILES

[H]\C(C(C)OC1OC(C(O)C(O)C1O)C(O)=O)=C(\[H])C1=CC2=CC=CC=C2C(=O)O1

InChI Identifier

InChI=1S/C19H20O9/c1-9(26-19-15(22)13(20)14(21)16(28-19)17(23)24)6-7-11-8-10-4-2-3-5-12(10)18(25)27-11/h2-9,13-16,19-22H,1H3,(H,23,24)/b7-6+

InChI Key

SKWHMYQMJDBZEV-VOTSOKGWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Alkyl glycoside
O-glycosyl compound
Isocoumarin
Glycosyl compound
Benzopyran
2-benzopyran
Beta-hydroxy acid
Pyranone
Pyran
Hydroxy acid
Oxane
Monosaccharide
Benzenoid
Heteroaromatic compound
Secondary alcohol
Lactone
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0130035)
Cell membrane (HMDB: HMDB0130035)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0130035)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0130035)

Source

Endogenous

Endogenous (HMDB: HMDB0130035)

Animal

Animal (HMDB: HMDB0130035)

Exogenous

Food

Food (HMDB: HMDB0130035)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0130035)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0130035)

Lipid metabolism pathway (HMDB: HMDB0130035)

Biochemical process

Lipid transport (HMDB: HMDB0130035)

Role

Biological role

Energy source (HMDB: HMDB0130035)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.8 g/L	ALOGPS
logP	0.3	ALOGPS
logP	0.7	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	3.43	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	142.75 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	95.87 m³·mol⁻¹	ChemAxon
Polarizability	39 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	No	ChemAxon

External Links

HMDB ID

HMDB0130035

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB088853

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

131836240

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,4,5-trihydroxy-6-{[(3E)-4-(1-oxo-1H-isochromen-3-yl)but-3-en-2-yl]oxy}oxane-2-carboxylic acid (CFc000110444)

MOL for CFc000110444 (3,4,5-trihydroxy-6-{[(3E)-4-(1-oxo-1H-isochromen-3-yl)but-3-en-2-yl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000110444 (3,4,5-trihydroxy-6-{[(3E)-4-(1-oxo-1H-isochromen-3-yl)but-3-en-2-yl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000110444 (3,4,5-trihydroxy-6-{[(3E)-4-(1-oxo-1H-isochromen-3-yl)but-3-en-2-yl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000110444 (3,4,5-trihydroxy-6-{[(3E)-4-(1-oxo-1H-isochromen-3-yl)but-3-en-2-yl]oxy}oxane-2-carboxylic acid)

PDB for CFc000110444 (3,4,5-trihydroxy-6-{[(3E)-4-(1-oxo-1H-isochromen-3-yl)but-3-en-2-yl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000110444 (3,4,5-trihydroxy-6-{[(3E)-4-(1-oxo-1H-isochromen-3-yl)but-3-en-2-yl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000110444 (3,4,5-trihydroxy-6-{[(3E)-4-(1-oxo-1H-isochromen-3-yl)but-3-en-2-yl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000110444 (3,4,5-trihydroxy-6-{[(3E)-4-(1-oxo-1H-isochromen-3-yl)but-3-en-2-yl]oxy}oxane-2-carboxylic acid)

Structure for CFc000110444 (3,4,5-trihydroxy-6-{[(3E)-4-(1-oxo-1H-isochromen-3-yl)but-3-en-2-yl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000110444 (3,4,5-trihydroxy-6-{[(3E)-4-(1-oxo-1H-isochromen-3-yl)but-3-en-2-yl]oxy}oxane-2-carboxylic acid)