FComEx: 2-Hydroxy-2-methylbutyric acid (PC001150)

Record Information

Version

1.0

Creation date

2018-05-02 11:40:43 UTC

Update date

2018-05-04 14:28:12 UTC

FoodComEx ID

PC001150

FoodDB Record

Chemical Information

Name

2-Hydroxy-2-methylbutyric acid

Description

2-Hydroxy-2-methylbutyric acid is an unusual metabolite found in the urine of patients with 2-hydroxyglutaric aciduria and maple syrup urine disease. 2-Hydroxy-2-methylbutyric acid is also a secondary metabolite found in human urine after exposure to the gasoline additive tert-amyl-Me-ether (TAME). (PMID 11504147, 10828258, 9260660, 11482739) [HMDB]

CAS Number

3739-30-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(+/-)-2-Hydroxy-2-methylbutanoate	hmdb
(+/-)-2-Hydroxy-2-methylbutanoic acid	hmdb
(+/-)-2-Hydroxy-2-methylbutyric acid	hmdb
(+/-)-a-Hydroxy-a-methylbutyric acid	hmdb
(+/-)-alpha-Hydroxy-alpha-methylbutyric acid	hmdb
2-Hydroxy-2-Methyl Butyrate	hmdb
2-Hydroxy-2-Methyl Butyric acid	hmdb
2-hydroxy-2-methyl-butanoate	hmdb
2-hydroxy-2-methyl-Butanoic acid	hmdb
2-hydroxy-2-methyl-butyrate	hmdb
2-hydroxy-2-methyl-Butyric acid	hmdb
2-Hydroxy-2-methyl-n-butyrate	hmdb
2-Hydroxy-2-methyl-n-butyric acid	hmdb
2-Hydroxy-2-methylbutanoate	hmdb
2-Hydroxy-2-methylbutanoic acid	hmdb
2-Hydroxy-2-methylbutyrate	hmdb
2-Hydroxy-2-methylbutyric acid	hmdb
2-Methyl-2-hydroxybutyric acid	hmdb
a-hydroxy-a-methyl-Butyric acid	hmdb
a-Hydroxy-a-methylbutyric acid	hmdb
alpha-hydroxy-alpha-methyl-Butyric acid	hmdb
alpha-Hydroxy-alpha-methylbutyric acid	hmdb

Chemical Formula

C5H10O3

IUPAC name

2-hydroxy-2-methylbutanoic acid

InChI Identifier

InChI=1S/C5H10O3/c1-3-5(2,8)4(6)7/h8H,3H2,1-2H3,(H,6,7)

InChI Key

MBIQENSCDNJOIY-UHFFFAOYSA-N

Isomeric SMILES

CCC(C)(O)C(O)=O

Average Molecular Weight

118.1311

Monoisotopic Molecular Weight

118.062994186

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

Sub Class

Fatty acids and conjugates

Direct Parent

Hydroxy fatty acids

Alternative Parents

Substituents

Branched fatty acid
Hydroxy fatty acid
Methyl-branched fatty acid
Alpha-hydroxy acid
Hydroxy acid
Tertiary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-hydroxy fatty acid (CHEBI:68454 )
branched-chain fatty acid (CHEBI:68454 )
Hydroxy fatty acids (LMFA01050389 )

Physico-Chemical Properties - Experimental

Property	Value	Reference
Experimental logP	Not Available
Experimental Water Solubility	Not Available
Melting Point	Not Available

Foods of Origin

Food	Content Range	Average	Reference
Food			Reference

Production Data

Production Method

commercial

Production Method Reference

Not Available

Production Method Reference File

Not Available

Quantity Available

1 to 2 mg

Delivery Time

2 weeks

Storage Form

solid

Storage Conditions

RT

Stability

Not Available

Purity

unknown

Spectra

Spectral Data Upon Request

Not Available

Provider Information

Contact Name	Contact Institution	Contact Email
Augustin Scalbert	International Agency for Research on Cancer (IARC), Biomarkers Group, 150 cours Albert Thomas, Lyon, FR, 69372	scalberta@iarc.fr

Commercial Vendors