2-METHYLBUTYRIC ACID

Details

Stereochemistry	RACEMIC
Molecular Formula	C5H10O2
Molecular Weight	102.1317
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC(C)C(O)=O

InChI

InChIKey=WLAMNBDJUVNPJU-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Comparison of volatile components in Chinese traditional pickled peppers using HS-SPME-GC-MS, GC-O and multivariate analysis.	2010-12	21108121
Complete genome sequence of Desulfarculus baarsii type strain (2st14).	2010-11-20	21304732
Characterization of volatile compounds of Daucus crinitus Desf. Headspace Solid Phase Microextraction as alternative technique to Hydrodistillation.	2010-09-21	20858266
Absolute configuration of odorine.	2010-08-28	21588760
Permanent draft genome sequence of Dethiosulfovibrio peptidovorans type strain (SEBR 4207).	2010-08-20	21304695
RP-HPLC/MS-APCI analysis of branched chain TAG prepared by precursor-directed biosynthesis with Rhodococcus erythropolis.	2010-08	20635225
Dissecting the in vivo metabolic potential of two human gut acetogens.	2010-07-16	20444704
Geobacillus sp., a thermophilic soil bacterium producing volatile antibiotics.	2010-07	20091406
Composition and biological properties of the volatile oil of Artemisia gorgonum Webb.	2010-05	20491086
Mass spectrometry screening reveals widespread diversity in trichome specialized metabolites of tomato chromosomal substitution lines.	2010-05	20113441
Variation of sesquiterpene lactone contents in different Arnica montana populations: influence of ecological parameters.	2010-05	20101561
Isolation and characterization of a novel 2-sec-butylphenol-degrading bacterium Pseudomonas sp. strain MS-1.	2010-04	19705287
Desulfovibrio butyratiphilus sp. nov., a Gram-negative, butyrate-oxidizing, sulfate-reducing bacterium isolated from an anaerobic municipal sewage sludge digester.	2010-03	19654341
The genome sequence of the rumen methanogen Methanobrevibacter ruminantium reveals new possibilities for controlling ruminant methane emissions.	2010-01-28	20126622
Cultured skin microbiota attracts malaria mosquitoes.	2009-12-17	20017925
Effect of low and zero magnetic field on the hyperpolarization lifetime in parahydrogenated perdeuterated molecules.	2009-09	19535274
Anti-inflammatory and analgesic properties of Heracleum persicum essential oil and hydroalcoholic extract in animal models.	2009-07-30	19467316
Acyltransferase mediated polyketide release from a fungal megasynthase.	2009-06-24	19530726
Identification and synthesis of the sex pheromone of the Madeira mealybug, Phenacoccus madeirensis Green.	2009-06	19529970
Characterization of volatile substances in apples from Rosaceae family by headspace solid-phase microextraction followed by GC-qMS.	2009-06	19425016
Glial metabolism of isoleucine.	2009-01	18787950
Kinetic modeling of methyl butanoate in shock tube.	2008-12-25	19035670
Microbial production and biomedical applications of lovastatin.	2008-11	21369428
Purification and characterization of antibacterial substances produced by a marine bacterium Pseudoalteromonas haloplanktis strain.	2008-11	18828792
Aroma-active components of Lycii fructus (kukija).	2008-08	19241541
Acquired multiple Acyl-CoA dehydrogenase deficiency in 10 horses with atypical myopathy.	2008-05	18406615
Essential oil composition of Pimpinella anisum L. fruits from various European countries.	2008-02-15	18266152
Syntrophomonas wolfei subsp. methylbutyratica subsp. nov., and assignment of Syntrophomonas wolfei subsp. saponavida to Syntrophomonas saponavida sp. nov. comb. nov.	2007-07	17223300
Biosynthesis of tiglic, ethacrylic, and 2-methylbutyric acids in a carabid beetle, Pterostichus (Hypherpes) californicus.	2007-05	17404818
Pathway analysis of branched-chain ester biosynthesis in apple using deuterium labeling and enantioselective gas chromatography-mass spectrometry.	2007-04-04	17335222
Fatty acids synthesized by oral treponemes in chemically defined media.	2007-04	17229060
Concentrated oat beta-glucan, a fermentable fiber, lowers serum cholesterol in hypercholesterolemic adults in a randomized controlled trial.	2007-03-26	17386092
Resistance to the skeletal muscle injury expressed by repeated treatment with compound A that has HMG-CoA reductase inhibitory activity.	2007-02	17327690
Olfactory mucosa-expressed organic anion transporter, Oat6, manifests high affinity interactions with odorant organic anions.	2006-12-29	17094945
Chemical communication in Chagas disease vectors. Source, identity, and potential function of volatiles released by the metasternal and Brindley's glands of Triatoma infestans adults.	2006-09	16902820
Chiral templating of surfaces: adsorption of (S)-2-methylbutanoic acid on Pt(111) single-crystal surfaces.	2006-07-12	16819884
Characterization of cachaça and rum aroma.	2006-01-25	16417309
Odor-active constituents in fresh pineapple (Ananas comosus [L.] Merr.) by quantitative and sensory evaluation.	2005-07	16041138
4,8-Dimethyldecanal, the aggregation pheromone of Tribolium castaneum, is biosynthesized through the fatty acid pathway.	2005-06	16222778
Identification of a male-produced aggregation pheromone in the western flower thrips Frankliniella occidentalis.	2005-06	16222777
Enantioselective synthesis of the female sex pheromone of the pink hibiscus Mealybug, Maconellicoccus hirsutus.	2005-04-06	15796578
Absolute configuration of the alpha-methylbutyryl residue in longipinene derivatives from Stevia pilosa.	2005-03	15771882
2-ethylhydracrylic aciduria in short/branched-chain acyl-CoA dehydrogenase deficiency: application to diagnosis and implications for the R-pathway of isoleucine oxidation.	2005-03	15615815
Bioactive constituents from Turkish Pimpinella species.	2005-02	17191975
Precursor and temperature modulation of fatty acid composition and growth of Listeria monocytogenes cold-sensitive mutants with transposon-interrupted branched-chain alpha-keto acid dehydrogenase.	2005-02	15699210
Stable isotope dilution analysis of wine fermentation products by HS-SPME-GC-MS.	2005-02	15660221
Requirements for the formation of a chiral template.	2005-01-20	16866451
New decalin derivatives, eujavanoic acids A and B, from Eupenicillium javanicum.	2004-09	15387665
Sex pheromone of the pink hibiscus mealybug, Maconellicoccus hirsutus, contains an unusual cyclobutanoid monoterpene.	2004-06-29	15197282
Simultaneous determination of C2-C22 non-esterified fatty acids and other metabolically relevant carboxylic acids in biological material by gas chromatography of their benzyl esters.	1988-03-18	3372640

Patents

Name

Type

Language

NSC-7304

Preferred Name

English

2-METHYLBUTYRIC ACID

Systematic Name

English

METHYLETHYLACETIC ACID

Systematic Name

English

FEMA NO. 2695

Code

English

(±)-2-METHYLBUTYRIC ACID

Systematic Name

English

2-METHYLBUTYRIC ACID [FHFI]

Common Name

English

DL-2-METHYLBUTYRIC ACID

Common Name

English

2-METHYLBUTANOIC ACID

Systematic Name

English

2-METHYLBUTYRIC ACID [FCC]

Common Name

English

DL-.ALPHA.-METHYLBUTYRIC ACID

Common Name

English

ETHYLMETHYLACETIC ACID

Systematic Name

English

2-METHYLBUTYRIC ACID, DL-

Common Name

English

Classification Tree Code System Code

JECFA EVALUATION

2-METHYLBUTYRIC ACID