EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

(S)-2-methyl butyric acid
butanoic acid, 2-methyl-, (S)-

Supplier Sponsors

CAS Number: 1730-91-2Picture of molecule3D/inchi
FDA UNII: 5N31513I0N
Nikkaji Web:J57.314K
Beilstein Number:1720485
MDL:MFCD00063166
XlogP3:1.20 (est)
Molecular Weight:102.13310000
Formula:C5 H10 O2
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:colorless to pale yellow clear liquid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.93800 @ 25.00 °C.
Boiling Point: 175.00 to 176.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure:0.554000 mmHg @ 25.00 °C. (est)
Flash Point: 164.00 °F. TCC ( 73.40 °C. ) (est)
logP (o/w): 1.051 (est)
Soluble in:
 alcohol
 propylene glycol
 water, 2.811e+004 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Description:fruity sweet
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Charkit Chemical
METHYLBUTYRIC ACID, (S)-(+)-2-
Santa Cruz Biotechnology
For experimental / research use only.
(S)-(+)-2-Methylbutyric acid
Sigma-Aldrich: Aldrich
For experimental / research use only.
(S)-(+)-2-Methylbutyric acid 98%
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for (S)-2-methyl butyric acid usage levels up to:
 not for fragrance use.
 
Recommendation for (S)-2-methyl butyric acid flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :448893
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2S)-2-methylbutanoic acid
Chemidplus:0001730912
RTECS:KK6825000 for cas# 1730-91-2
 
References:
Leffingwell:Chirality or Article
 (2S)-2-methylbutanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):448893
Pubchem (sid):135092290
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB33742
FooDB:FDB011870
Export Tariff Code:2915.90.1800
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 cheese swiss cheese
Search PMC Picture
 strawberry wild strawberry
Search Trop Picture
 
Synonyms:
 butanoic acid, 2-methyl-, (2S)-
 butanoic acid, 2-methyl-, (S)-
(S)-2-methyl butanoic acid
(2S)-2-methylbutanoic acid
(S)-2-methylbutanoic acid
(S)-a-methylbutanoic acid
(2S)-(+)-2-methylbutyric acid
(S)-(+)-2-methylbutyric acid
(S)-2-methylbutyric acid
(S)-(+)-2-methylbutyricacid
 

Articles:

PubMed:Characterization of volatile components in makgeolli, a traditional Korean rice wine, with or without pasteurization, during storage.
PubMed:Eight new diterpenoids and two new nor-diterpenoids from the stems of Croton cascarilloides.
PubMed:Identification of potent odourants in wine and brewed coffee using gas chromatography-olfactometry and comprehensive two-dimensional gas chromatography.
PubMed:The compositions of volatiles and aroma-active compounds in dried omija fruits (Schisandra chinensis Baillon) according to the cultivation areas.
PubMed:Prevalence, concentration, spoilage, and mitigation of Alicyclobacillus spp. in tropical and subtropical fruit juice concentrates.
PubMed:Composition of the essential oil of Argania spinosa (Sapotaceae) fruit pulp.
PubMed:Top note compounds of Chinese traditional bacteria-fermented soybean.
PubMed:Contribution to the analysis of the essential oil of Helichrysum italicum (Roth) G. Don. Determination of ester bonded acids and phenols.
PubMed:Cyclooxygenase-2 inhibitory effects and composition of the volatile oil from the dried roots of Lithospermum erythrorhizon.
PubMed:Characterization of aroma compounds in apple cider using solvent-assisted flavor evaporation and headspace solid-phase microextraction.
PubMed:Differentiation of aroma characteristics of pine-mushrooms (Tricholoma matsutake Sing.) of different grades using gas chromatography-olfactometry and sensory analysis.
PubMed:Cytotoxic clerodane diterpenes from Glossocarya calcicola.
PubMed:Identification of potent odorants in different cultivars of snake fruit [Salacca zalacca (Gaert.) Voss] using gas chromatography-olfactometry.
PubMed:Influence of strawberry yogurt composition on aroma release.
PubMed:Enantioselective analysis of methyl-branched alcohols and acids in rhubarb (Rheum rhabarbarum L.) stalks.
PubMed:Gas chromatographic-olfactometric characterization of aroma compounds in two types of cashew apple nectar.
PubMed:Three new C-14 oxygenated taxanes from the wood of Taxus yunnanensis.
PubMed:Enantiomeric synthesis of (S)-2-methylbutanoic acid methyl ester, apple flavor, using lipases in organic solvent.
PubMed:Potent aroma compounds of two red wine vinegars.
PubMed:Structural and Functional Analysis of the Loading Acyltransferase from Avermectin Modular Polyketide Synthase.
PubMed:Biodegradation of C5-C 8 fatty acids and production of aroma volatiles by Myroides sp. ZB35 isolated from activated sludge.
PubMed:Synthesis of high-quality water-soluble near-infrared-emitting CdTe quantum dots capped with 3-mercaptobutyric acid.
PubMed:Aromatic profile of ciders by chemical quantitative, gas chromatography-olfactometry, and sensory analysis.
PubMed:Characterization of the key aroma compounds in Bartlett pear brandies by means of the sensomics concept.
PubMed:Characterization of volatile components in makgeolli, a traditional Korean rice wine, with or without pasteurization, during storage.
PubMed:Relation between HLA genes, human skin volatiles and attractiveness of humans to malaria mosquitoes.
PubMed:Eight new diterpenoids and two new nor-diterpenoids from the stems of Croton cascarilloides.
PubMed:In-tube extraction and GC-MS analysis of volatile components from wild and cultivated sea buckthorn (Hippophae rhamnoides L. ssp. Carpatica) berry varieties and juice.
PubMed:Characterization of the formation of branched short-chain fatty acid:CoAs for bitter acid biosynthesis in hop glandular trichomes.
PubMed:2-Methylbutyrylglycine induces lipid oxidative damage and decreases the antioxidant defenses in rat brain.
PubMed:Parallel mitral and tufted cell pathways route distinct odor information to different targets in the olfactory cortex.
PubMed:Production of volatile compounds by Lactobacillus sakei from branched chain α-keto acids.
PubMed:Study on pharmacokinetics and tissue distribution of pteryxin in mice by ultra-pressure liquid chromatography with tandem mass spectrometry.
PubMed:The compositions of volatiles and aroma-active compounds in dried omija fruits (Schisandra chinensis Baillon) according to the cultivation areas.
PubMed:Identification of fruity aroma-producing compounds from Chryseobacterium sp. isolated from the Western Ghats, India.
PubMed:Pivalic acid acts as a starter unit in a fatty acid and antibiotic biosynthetic pathway in Alicyclobacillus, Rhodococcus and Streptomyces.
PubMed:Prevalence, concentration, spoilage, and mitigation of Alicyclobacillus spp. in tropical and subtropical fruit juice concentrates.
PubMed:Composition of the essential oil of Argania spinosa (Sapotaceae) fruit pulp.
PubMed:Production of volatile metabolites by grape-associated microorganisms.
PubMed:Isolation and characterization of a novel 2-sec-butylphenol-degrading bacterium Pseudomonas sp. strain MS-1.
PubMed:Effect of low and zero magnetic field on the hyperpolarization lifetime in parahydrogenated perdeuterated molecules.
PubMed:Characterization of volatile substances in apples from Rosaceae family by headspace solid-phase microextraction followed by GC-qMS.
PubMed:Top note compounds of Chinese traditional bacteria-fermented soybean.
PubMed:Purification and characterization of antibacterial substances produced by a marine bacterium Pseudoalteromonas haloplanktis strain.
PubMed:Cyclooxygenase-2 inhibitory effects and composition of the volatile oil from the dried roots of Lithospermum erythrorhizon.
PubMed:Innate versus learned odour processing in the mouse olfactory bulb.
PubMed:Characterization of aroma compounds in apple cider using solvent-assisted flavor evaporation and headspace solid-phase microextraction.
PubMed:Differentiation of aroma characteristics of pine-mushrooms (Tricholoma matsutake Sing.) of different grades using gas chromatography-olfactometry and sensory analysis.
PubMed:Enthalpies of formation, bond dissociation energies and reaction paths for the decomposition of model biofuels: ethyl propanoate and methyl butanoate.
PubMed:Stereoselective biocatalytic synthesis of (S)-2-hydroxy-2-methylbutyric acid via substrate engineering by using "thio-disguised" precursors and oxynitrilase catalysis.
PubMed:Absolute configuration of the creatonotines and callimorphines, two classes of arctiid-specific pyrrolizidine alkaloids.
PubMed:Role of branched-chain fatty acids in pH stress tolerance in Listeria monocytogenes.
PubMed: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.
PubMed:Requirements for the formation of a chiral template.
PubMed:Chiral templating of surfaces: adsorption of (S)-2-methylbutanoic acid on Pt(111) single-crystal surfaces.
PubMed:Potent odorants characterize the aroma quality of leaves and stalks in raw and boiled celery.
PubMed:Cytotoxic clerodane diterpenes from Glossocarya calcicola.
PubMed:Identification of potent odorants in different cultivars of snake fruit [Salacca zalacca (Gaert.) Voss] using gas chromatography-olfactometry.
PubMed:Branched-chain fatty acid biosynthesis in a branched-chain amino acid aminotransferase mutant of Staphylococcus carnosus.
PubMed:Stable isotope dilution analysis of wine fermentation products by HS-SPME-GC-MS.
PubMed:2-ethylhydracrylic aciduria in short/branched-chain acyl-CoA dehydrogenase deficiency: application to diagnosis and implications for the R-pathway of isoleucine oxidation.
PubMed:Influence of strawberry yogurt composition on aroma release.
PubMed:Enantioselective analysis of methyl-branched alcohols and acids in rhubarb (Rheum rhabarbarum L.) stalks.
PubMed:Three new C-14 oxygenated taxanes from the wood of Taxus yunnanensis.
PubMed:Methanobrevibacter acididurans sp. nov., a novel methanogen from a sour anaerobic digester.
PubMed:Cloning and inactivation of a branched-chain-amino-acid aminotransferase gene from Staphylococcus carnosus and characterization of the enzyme.
PubMed:Correlation of long-range membrane order with temperature-dependent growth characteristics of parent and a cold-sensitive, branched-chain-fatty-acid-deficient mutant of Listeria monocytogenes.
PubMed:Competitive binding of aroma compounds by beta-cyclodextrin.
PubMed:Aspects of the biosynthesis of non-aromatic fungal polyketides by iterative polyketide synthases.
PubMed:Metabolism of ethyl tiglate in apple fruits leads to the formation of small amounts of (R)-ethyl 2-methylbutanoate.
PubMed:Simultaneous enantioseparation of flobufen and its diastereomeric metabolites on ULMO, a Pirkle type chiral stationary phase.
PubMed:Odorant molecular length: one aspect of the olfactory code.
PubMed:Oncogenic ras mediates apoptosis in response to protein kinase C inhibition through the generation of reactive oxygen species.
PubMed:Biotransformation and kinetics of excretion of tert-amyl-methyl ether in humans and rats after inhalation exposure.
PubMed:Potent aroma compounds of two red wine vinegars.
PubMed:Electron paramagnetic resonance studies of the membrane fluidity of the foodborne pathogenic psychrotroph Listeria monocytogenes.
PubMed:Biotransformation of [(12)C]- and [(13)C]-tert-amyl methyl ether and tert-amyl alcohol.
PubMed:Metabolic pathways of flobufen-a new antirheumatic and antiarthritic drug. Interspecies comparison.
PubMed:Modulation of polyketide synthase activity by accessory proteins during lovastatin biosynthesis.
PubMed:Analogues of gamma-aminobutyric acid (GABA) and trans-4-aminocrotonic acid (TACA) substituted in the 2 position as GABAC receptor antagonists.
PubMed:Critical role of anteiso-C15:0 fatty acid in the growth of Listeria monocytogenes at low temperatures.
PubMed:Separation of the stereoisomers of the main metabolite of a non-steroidal anti-inflammatory drug, flobufen, by chiral high-performance liquid chromatography.
PubMed:The gp15/400 polyprotein antigen of Brugia malayi binds fatty acids and retinoids.
PubMed:On the structure of calonyctin A, a plant growth regulator.
PubMed:Sexual dimorphism in the defensive secretion of a carabid beetle.
PubMed:Branched-chain fatty acid requirement for avermectin production by a mutant of Streptomyces avermitilis lacking branched-chain 2-oxo acid dehydrogenase activity.
PubMed:Propionyl-CoA condensing enzyme from Ascaris muscle mitochondria. I. Isolation and characterization of multiple forms.
PubMed:3-Oxothiolase activities and [14C]-2-methylbutanoic acid incorporation in cultured fibroblasts from 13 cases of suspected 3-oxothiolase deficiency.
PubMed:Irritant principles of the spurge family (Euphorbiaceae). XIII. Oligocyclic and macrocyclic diterpene esters from latices of some Euphorbia species utilized as source plants of honey.
PubMed:Stereoselectivity in the 2-methylbutyrate incorporation into anteiso fatty acids in Bacillus subtilis mutants.
PubMed:Nutritional requirements of Methanomicrobium mobile.
PubMed:Effects of volatile fatty acids on propionate metabolism and gluconeogenesis in caprine hepatocytes.
PubMed:Induction of peroxisomal fatty acyl-CoA oxidase and microsomal laurate hydroxylase activities by beclobric acid and two metabolites in primary cultures of rat hepatocytes.
PubMed:Biosynthesis of mevinolin, a hypocholesterolemic fungal metabolite, in Aspergillus terreus.
PubMed:Influence of oral intake of seven different antibiotics on faecal short-chain fatty acid excretion in healthy subjects.
PubMed:Synthesis of stereoisomers of 8-methyl-2-decanol and esters attractive to severalDiabrotica sp.
PubMed:Mevinolinic acid biosynthesis by Aspergillus terreus and its relationship to fatty acid biosynthesis.
PubMed:Short-chain fatty acids in intestinal content of germfree mice monocontaminated with Escherichia coli or Clostridium difficile.
PubMed:Amino acids of the Murchison meteorite: II. Five carbon acyclic primary beta-, gamma-, and delta-amino alkanoic acids.
PubMed:Stereoselectivity of 1-aminocyclopropanecarboxylate malonyltransferase toward stereoisomers of 1-amino-2-ethylcyclopropanecarboxylic acid.
PubMed:Pathway of formation of branched-chain volatile fatty acids in Ascaris mitochondria.
PubMed:Adenosine 5'-triphosphate- yielding pathways of branched-chain amino acid fermentation by a marine spirochete.
PubMed:Excretion pattern of branched-chain amino acid metabolites during the course of acute infections in a patient with methylmalonic acidaemia.
PubMed:Biochemical studies in a patient with defects in the metabolism of acyl-CoA and sarcosine: another possible case of glutaric aciduria type II.
PubMed:Demonstration of a new mammalian isoleucine catabolic pathway yielding an Rseries of metabolites.
PubMed:Volatile fatty acid requirements of cellulolytic rumen bacteria.
 
Notes:
Isol. from many essential oils and other biol. sources
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