Showing Compound 2-Methylbutanoic acid (FDB008135)

Record Information

Version

1.0

Creation date

2010-04-08 22:07:56 UTC

Update date

2025-11-18 23:07:11 UTC

Primary ID

FDB008135

Secondary Accession Numbers

FDB011876

Chemical Information

FooDB Name

2-Methylbutanoic acid

Description

Ethylmethylacetic acid, also known as alpha-methyl butyric acid or a-methyl butyrate, belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present. Based on a literature review a small amount of articles have been published on Ethylmethylacetic acid.

CAS Number

116-53-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
2-Methybutyric acid	ChEBI
alpha-Methyl butyric acid	ChEBI
alpha-Methylbutyric acid	ChEBI
Butane-2-carboxylic acid	ChEBI
Methylethylacetic acid	ChEBI
2-Methylbutyric acid	Kegg
2-Methybutyrate	Generator
a-Methyl butyrate	Generator
a-Methyl butyric acid	Generator
alpha-Methyl butyrate	Generator
Α-methyl butyrate	Generator
Α-methyl butyric acid	Generator
a-Methylbutyrate	Generator
a-Methylbutyric acid	Generator
alpha-Methylbutyrate	Generator
Α-methylbutyrate	Generator
Α-methylbutyric acid	Generator
Butane-2-carboxylate	Generator
Methylethylacetate	Generator
2-Methylbutyrate	Generator
Ethylmethylacetate	Generator
(+/-)-2-methylbutyrate	HMDB
(+/-)-2-methylbutyric acid	HMDB
2-Ethylpropionate	HMDB
2-Ethylpropionic acid	HMDB
2-Methyl butyrate	HMDB
2-Methyl butyric acid	HMDB
2-Methylbutanoate	HMDB, Generator
2-Methylbutanoic acid	HMDB
D-2-Methyl butyrate	HMDB
D-2-Methyl butyric acid	HMDB
DL-2-Methy butyrate	HMDB
DL-2-Methy butyric acid	HMDB
DL-2-Methylbutyrate	HMDB
DL-2-Methylbutyric acid	HMDB
2-Methylbutyrate, (+-)-isomer	MeSH, HMDB
2-Methylbutyrate, sodium salt	MeSH, HMDB
RS-2-Methylbutyrate	MeSH, HMDB
Ethylmethylacetic acid	ChEBI
2-Ethylpropanoic acid	manual
2-Methyl-n-butyric acid	manual
Active valeric acid	manual
alpha-Methyl-n-butyric acid	manual
Butyric acid, 2-methyl- (6CI,8CI)	manual
Butyric acid, alpha-methyl- (3CI)	manual
FEMA 2695	db_source
α-methyl butyrate	Generator
α-methyl butyric acid	Generator
α-methylbutyrate	Generator
α-methylbutyric acid	Generator

Predicted Properties

Property	Value	Source
Water Solubility	57.2 g/L	ALOGPS
logP	1.47	ALOGPS
logP	1.46	ChemAxon
logS	-0.25	ALOGPS
pKa (Strongest Acidic)	4.97	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	26.45 m³·mol⁻¹	ChemAxon
Polarizability	10.98 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C5H10O2

IUPAC name

2-methylbutanoic acid

InChI Identifier

InChI=1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)

InChI Key

WLAMNBDJUVNPJU-UHFFFAOYSA-N

Isomeric SMILES

CCC(C)C(O)=O

Average Molecular Weight

102.1317

Monoisotopic Molecular Weight

102.068079564

Classification

Description

Belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Methyl-branched fatty acids

Alternative Parents

Substituents

Methyl-branched fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

methylbutyric acid (CHEBI:37070 )
Branched fatty acids (LMFA01020072 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

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	C 58.80%; H 9.87%; O 31.33%	DFC
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
EI-MS	Mass Spectrum (Electron Ionization)	splash10-05i0-9000000000-5202133990304f535e3e	2015-03-01	View Spectrum
GC-MS	2-Methylbutanoic acid, non-derivatized, GC-MS Spectrum	splash10-05i3-9000000000-0aaa78177c0a6f4e0f30	Spectrum
GC-MS	2-Methylbutanoic acid, non-derivatized, GC-MS Spectrum	splash10-05i3-9000000000-0aaa78177c0a6f4e0f30	Spectrum
Predicted GC-MS	2-Methylbutanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-056r-9000000000-2909ffab0f5a63851edf	Spectrum
Predicted GC-MS	2-Methylbutanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-05dr-9200000000-d03c368f82e8aafbbf2e	Spectrum
Predicted GC-MS	2-Methylbutanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Methylbutanoic 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 - EI-B (HITACHI M-80B) , Positive	splash10-05i3-9000000000-1b5a036458bffab2edb2	2012-08-31	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udr-9500000000-015593bb5625d47062e0	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4r-9100000000-9cefc93a02ed409afaa7	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-4c09f00d4b395429c15f	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udr-9500000000-015593bb5625d47062e0	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4r-9100000000-9cefc93a02ed409afaa7	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-4c09f00d4b395429c15f	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-2900000000-91099c4563c2a38048c7	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0pb9-9500000000-614d914711126947b2cc	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-0c48b735fe7cb3bd438f	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-2900000000-91099c4563c2a38048c7	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0pb9-9500000000-614d914711126947b2cc	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-0c48b735fe7cb3bd438f	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-4c159e60dacc58e6ba98	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-2900000000-3de63f631f358f44d663	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-49980d35bd5bcf94041b	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0zg0-9500000000-ebceed22ebf0c3f30cbf	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-ee8b144eb008ebfb745c	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-b0c600bc4b289c4f5f6d	2021-09-23	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

37070

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB02176

CRC / DFC (Dictionary of Food Compounds) ID

DCL63-Q:DCL63-Q

EAFUS ID

2287

Dr. Duke ID

2-METHYL-BUTANOIC-ACID|2-METHYL-BUTYRIC-ACID

BIGG ID

Not Available

KNApSAcK ID

C00029461

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

116-53-0

GoodScent ID

rw1056421

SuperScent ID

8314

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

Flavor	Citations
cheese	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
sweat	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
sour	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
strawberry	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
pungent	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
acid	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
roquefort cheese	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.