ChemFOnt: Showing chemical card for 2-benzyl-3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxybutanedioic acid (CFc000112517)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:32:44 UTC

Chemfont ID

CFc000112517

Molecule Identification

Common Name

2-benzyl-3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxybutanedioic acid

Definition

2-benzyl-3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxybutanedioic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-benzyl-2,3-dihydroxybutanedioic acid. 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
2-Benzyl-3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxybutanedioate	Generator

Chemical Formula

C₁₇H₂₀O₁₂

Average Molecular Weight

416.335

Monoisotopic Molecular Weight

416.095476084

IUPAC Name

2-benzyl-3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxybutanedioic acid

Traditional Name

2-benzyl-3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxybutanedioic acid

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OC(C(O)=O)C(O)(CC2=CC=CC=C2)C(O)=O)OC(C1O)C(O)=O

InChI Identifier

InChI=1S/C17H20O12/c18-8-9(19)11(13(21)22)28-15(10(8)20)29-12(14(23)24)17(27,16(25)26)6-7-4-2-1-3-5-7/h1-5,8-12,15,18-20,27H,6H2,(H,21,22)(H,23,24)(H,25,26)

InChI Key

MQSVZVUBWLJQMJ-UHFFFAOYSA-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
Glycosyl compound
O-glycosyl compound
3-phenylpropanoic-acid
Tricarboxylic acid or derivatives
Beta-hydroxy acid
Sugar acid
Pyran
Alpha-hydroxy acid
Monocyclic benzene moiety
Hydroxy acid
Monosaccharide
Benzenoid
Oxane
Tertiary alcohol
Secondary alcohol
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Acetal
Polyol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0132108)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	4.43 g/L	ALOGPS
logP	-0.01	ALOGPS
logP	-1.2	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	2.86	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	211.28 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	87.83 m³·mol⁻¹	ChemAxon
Polarizability	36.63 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0132108

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 2-benzyl-3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxybutanedioic acid (CFc000112517)

MOL for CFc000112517 (2-benzyl-3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxybutanedioic acid)

3D MOL for CFc000112517 (2-benzyl-3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxybutanedioic acid)

3D SDF for CFc000112517 (2-benzyl-3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxybutanedioic acid)

3D-SDF for CFc000112517 (2-benzyl-3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxybutanedioic acid)

PDB for CFc000112517 (2-benzyl-3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxybutanedioic acid)

3D PDB for CFc000112517 (2-benzyl-3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxybutanedioic acid)

SMILES for CFc000112517 (2-benzyl-3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxybutanedioic acid)

INCHI for CFc000112517 (2-benzyl-3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxybutanedioic acid)

Structure for CFc000112517 (2-benzyl-3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxybutanedioic acid)

3D Structure for CFc000112517 (2-benzyl-3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxybutanedioic acid)