ChemFOnt: Showing chemical card for 2-(hydroxymethyl)butanedioic acid (CFc000141727)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:18:16 UTC

Chemfont ID

CFc000141727

Molecule Identification

Common Name

2-(hydroxymethyl)butanedioic acid

Definition

Itamalic acid, also known as itamalate, belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. Itamalic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Itamalate	Generator
Hydroxymethylsuccinate	Generator

Chemical Formula

C₅H₈O₅

Average Molecular Weight

148.114

Monoisotopic Molecular Weight

148.037173358

IUPAC Name

2-(hydroxymethyl)butanedioic acid

Traditional Name

2-(hydroxymethyl)butanedioic acid

CAS Registry Number

Not Available

SMILES

OCC(CC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C5H8O5/c6-2-3(5(9)10)1-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)

InChI Key

BEQYLBDBIZXMIC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Hydroxy fatty acids

Alternative Parents

Substituents

Beta-hydroxy acid
Branched fatty acid
Hydroxy fatty acid
Short-chain hydroxy acid
Dicarboxylic acid or derivatives
Hydroxy acid
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	186 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-1.1	ChemAxon
logS	0.1	ALOGPS
pKa (Strongest Acidic)	3.75	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	29.89 m³·mol⁻¹	ChemAxon
Polarizability	12.85 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0161319

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

12304521

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-(hydroxymethyl)butanedioic acid (CFc000141727)

MOL for CFc000141727 (2-(hydroxymethyl)butanedioic acid)

3D MOL for CFc000141727 (2-(hydroxymethyl)butanedioic acid)

3D SDF for CFc000141727 (2-(hydroxymethyl)butanedioic acid)

3D-SDF for CFc000141727 (2-(hydroxymethyl)butanedioic acid)

PDB for CFc000141727 (2-(hydroxymethyl)butanedioic acid)

3D PDB for CFc000141727 (2-(hydroxymethyl)butanedioic acid)

SMILES for CFc000141727 (2-(hydroxymethyl)butanedioic acid)

INCHI for CFc000141727 (2-(hydroxymethyl)butanedioic acid)

Structure for CFc000141727 (2-(hydroxymethyl)butanedioic acid)

3D Structure for CFc000141727 (2-(hydroxymethyl)butanedioic acid)