ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-[(2-methyl-3-phenylpropanoyl)oxy]oxane-2-carboxylic acid (CFc000114084)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:35:02 UTC

Chemfont ID

CFc000114084

Molecule Identification

Common Name

3,4,5-trihydroxy-6-[(2-methyl-3-phenylpropanoyl)oxy]oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-[(2-methyl-3-phenylpropanoyl)oxy]oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-methyl-3-phenylpropanoic acid. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aliphatic-acyl-O-glucuronidation reaction. This aliphatic-acyl-O-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-[(2-methyl-3-phenylpropanoyl)oxy]oxane-2-carboxylate	Generator

Chemical Formula

C₁₆H₂₀O₈

Average Molecular Weight

340.328

Monoisotopic Molecular Weight

340.115817604

IUPAC Name

3,4,5-trihydroxy-6-[(2-methyl-3-phenylpropanoyl)oxy]oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-[(2-methyl-3-phenylpropanoyl)oxy]oxane-2-carboxylic acid

CAS Registry Number

None

SMILES

CC(CC1=CC=CC=C1)C(=O)OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C16H20O8/c1-8(7-9-5-3-2-4-6-9)15(22)24-16-12(19)10(17)11(18)13(23-16)14(20)21/h2-6,8,10-13,16-19H,7H2,1H3,(H,20,21)

InChI Key

VUQLWLPBIKCXPF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

O-glucuronide
1-o-glucuronide
Phenylpropane
Beta-hydroxy acid
Fatty acid ester
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty acyl
Benzenoid
Hydroxy acid
Pyran
Monosaccharide
Oxane
Carboxylic acid ester
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Acetal
Carboxylic acid derivative
Polyol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0133675)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	14.7 g/L	ALOGPS
logP	0	ALOGPS
logP	0.65	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	3.36	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	78.84 m³·mol⁻¹	ChemAxon
Polarizability	32.69 Å³	ChemAxon
Number of Rings	2	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

HMDB0133675

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB090714

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

131837527

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-[(2-methyl-3-phenylpropanoyl)oxy]oxane-2-carboxylic acid (CFc000114084)

MOL for CFc000114084 (3,4,5-trihydroxy-6-[(2-methyl-3-phenylpropanoyl)oxy]oxane-2-carboxylic acid)

3D MOL for CFc000114084 (3,4,5-trihydroxy-6-[(2-methyl-3-phenylpropanoyl)oxy]oxane-2-carboxylic acid)

3D SDF for CFc000114084 (3,4,5-trihydroxy-6-[(2-methyl-3-phenylpropanoyl)oxy]oxane-2-carboxylic acid)

3D-SDF for CFc000114084 (3,4,5-trihydroxy-6-[(2-methyl-3-phenylpropanoyl)oxy]oxane-2-carboxylic acid)

PDB for CFc000114084 (3,4,5-trihydroxy-6-[(2-methyl-3-phenylpropanoyl)oxy]oxane-2-carboxylic acid)

3D PDB for CFc000114084 (3,4,5-trihydroxy-6-[(2-methyl-3-phenylpropanoyl)oxy]oxane-2-carboxylic acid)

SMILES for CFc000114084 (3,4,5-trihydroxy-6-[(2-methyl-3-phenylpropanoyl)oxy]oxane-2-carboxylic acid)

INCHI for CFc000114084 (3,4,5-trihydroxy-6-[(2-methyl-3-phenylpropanoyl)oxy]oxane-2-carboxylic acid)

Structure for CFc000114084 (3,4,5-trihydroxy-6-[(2-methyl-3-phenylpropanoyl)oxy]oxane-2-carboxylic acid)

3D Structure for CFc000114084 (3,4,5-trihydroxy-6-[(2-methyl-3-phenylpropanoyl)oxy]oxane-2-carboxylic acid)