ChemFOnt: Showing chemical card for (2S)-2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(propan-2-yl)butanedioic acid (CFc000138960)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:14:23 UTC

Chemfont ID

CFc000138960

Molecule Identification

Common Name

(2S)-2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(propan-2-yl)butanedioic acid

Definition

(2S)-2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(propan-2-yl)butanedioic acid 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. Based on a literature review very few articles have been published on (2S)-2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(propan-2-yl)butanedioic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S)-2-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(propan-2-yl)butanedioate	Generator

Chemical Formula

C₁₃H₂₀O₁₁

Average Molecular Weight

352.292

Monoisotopic Molecular Weight

352.100561464

IUPAC Name

(2S)-2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(propan-2-yl)butanedioic acid

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H]C1(O[C@@](CC(O)=O)(C(C)C)C(O)=O)OC([H])(C(O)=O)C([H])(O)C([H])(O)C1([H])O

InChI Identifier

InChI=1S/C13H20O11/c1-4(2)13(12(21)22,3-5(14)15)24-11-8(18)6(16)7(17)9(23-11)10(19)20/h4,6-9,11,16-18H,3H2,1-2H3,(H,14,15)(H,19,20)(H,21,22)/t6?,7?,8?,9?,11?,13-/m0/s1

InChI Key

OYEKSPJCNAXIID-LJYVPCBJSA-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

1-o-glucuronide
O-glucuronide
Glycosyl compound
O-glycosyl compound
Tricarboxylic acid or derivatives
Beta-hydroxy acid
Hydroxy acid
Monosaccharide
Pyran
Oxane
Secondary alcohol
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Polyol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	18.6 g/L	ALOGPS
logP	-0.33	ALOGPS
logP	-1.2	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	3.01	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	191.05 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	70.86 m³·mol⁻¹	ChemAxon
Polarizability	31.56 Å³	ChemAxon
Number of Rings	1	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

HMDB0158552

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 (2S)-2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(propan-2-yl)butanedioic acid (CFc000138960)

MOL for CFc000138960 ((2S)-2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(propan-2-yl)butanedioic acid)

3D MOL for CFc000138960 ((2S)-2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(propan-2-yl)butanedioic acid)

3D SDF for CFc000138960 ((2S)-2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(propan-2-yl)butanedioic acid)

3D-SDF for CFc000138960 ((2S)-2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(propan-2-yl)butanedioic acid)

PDB for CFc000138960 ((2S)-2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(propan-2-yl)butanedioic acid)

3D PDB for CFc000138960 ((2S)-2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(propan-2-yl)butanedioic acid)

SMILES for CFc000138960 ((2S)-2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(propan-2-yl)butanedioic acid)

INCHI for CFc000138960 ((2S)-2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(propan-2-yl)butanedioic acid)

Structure for CFc000138960 ((2S)-2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(propan-2-yl)butanedioic acid)

3D Structure for CFc000138960 ((2S)-2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-(propan-2-yl)butanedioic acid)