Showing Compound 2-Hydroxy-2-methylbutyric acid (FDB022784)

Record Information

Version

1.0

Creation date

2011-09-21 00:19:35 UTC

Update date

2015-10-09 22:31:27 UTC

Primary ID

FDB022784

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

2-Hydroxy-2-methylbutyric acid

Description

2-Hydroxy-2-methylbutyric acid belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. Based on a literature review a significant number of articles have been published on 2-Hydroxy-2-methylbutyric acid.

CAS Number

3739-30-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
2-Hydroxy-2-methylbutyrate	Generator
(+/-)-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, Generator
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-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
2-Hydroxy-2-methylbutyric acid	MeSH
(+/-)-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
a-hydroxy-a-methyl-Butyric acid	hmdb
alpha-hydroxy-alpha-methyl-Butyric acid	hmdb

Predicted Properties

Property	Value	Source
Water Solubility	349 g/L	ALOGPS
logP	0.13	ALOGPS
logP	0.48	ChemAxon
logS	0.47	ALOGPS
pKa (Strongest Acidic)	4.1	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	28.08 m³·mol⁻¹	ChemAxon
Polarizability	11.73 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

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

Classification

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

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 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Biological location:

Biofluid and excreta:

Cell and elements:

Extracellular

Subcellular:

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Industrial application:

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	2-Hydroxy-2-methylbutyric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-05fu-9100000000-c1a485cb07f0e01d496b	Spectrum
Predicted GC-MS	2-Hydroxy-2-methylbutyric acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-010a-9720000000-17fc3516e0b12dfe8891	Spectrum
Predicted GC-MS	2-Hydroxy-2-methylbutyric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)	splash10-0kml-9100000000-e255071f7864eb24d52b	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)	splash10-0a4m-9000000000-182db94e75153cc5fe7e	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)	splash10-0a4l-9000000000-0b6fff2f0bd2398fd3da	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-00xr-9400000000-2c345c81c4e7d0adda1f	2021-09-17	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-00xr-9400000000-2c345c81c4e7d0adda1f	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0udl-3900000000-e3a36ea2735fe0adee10	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0ab9-9000000000-ca684c90aea7a8978860	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-7aff4fb32a653cf10765	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-052b-9000000000-d95699a47657772ec28b	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-dd58382320e8a790d761	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0gi0-6900000000-8ff2da5d9ad778c414d8	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0l9r-9400000000-1c799a2ce1690ef0b9b0	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-ab6ea008b1316fb4e28d	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-6900000000-695acf62fd24b0a8056e	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9100000000-8798c599a99d917ff1d9	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ab9-9000000000-4262713c5b9c8e0e7c92	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ab9-9200000000-339b88bdf89fa18818f0	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-23fdf7ac403bc732b18f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-c91f3f5946e47e0898f1	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-0fb707df87ac8f8919b9	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-3900000000-4ac52ee77b52ef304aa7	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-0673811c3ca40c50612c	2021-09-22	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)		Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		Spectrum

External Links

ChemSpider ID

86129

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

95433

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB01987

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

show

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound 2-Hydroxy-2-methylbutyric acid (FDB022784)

Structure for FDB022784 (2-Hydroxy-2-methylbutyric acid)