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

methyl 3-methyl-2-oxovalerate
methyl 2-oxo-3-methylpentanoate

Supplier Sponsors

Name:methyl 3-methyl-2-oxopentanoate
CAS Number: 3682-42-6Picture of molecule3D/inchi
FDA UNII: 9909D8DVH1
Nikkaji Web:J109.245F
XlogP3-AA:1.40 (est)
Molecular Weight:144.17024000
Formula:C7 H12 O3
NMR Predictor:Predict (works with chrome, Edge or firefox)
EFSA/JECFA Comments:
JECFA evaluated methyl 2-oxo-3-methylpentanoate (CASrn as in Register). (R)- or (S)- enantiomer not specified by Register CASrn.
Category:flavoring agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
JECFA Food Flavoring:591 methyl 2-oxo-3-methylpentanoate
DG SANTE Food Flavourings:09.550 methyl 2-oxo-3-methylvalerate
FEMA Number:3713 methyl 2-oxo-3-methylpentanoate
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):3682-42-6 ; METHYL 2-OXO-3-METHYLPENTANOATE
 
Physical Properties:
Appearance:colorless clear liquid (est)
Assay: 99.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.98800 to 0.99500 @ 25.00 °C.
Pounds per Gallon - (est).: 8.221 to 8.279
Refractive Index:1.41600 to 1.42600 @ 20.00 °C.
Boiling Point: 197.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.748000 mmHg @ 25.00 °C. (est)
Flash Point: 152.00 °F. TCC ( 66.67 °C. )
logP (o/w): 0.927 (est)
Soluble in:
 alcohol
 fats
 water, slightly
 water, 3.366e+004 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Axsyn
For experimental / research use only.
Pentanoic acid,3-methyl-2-oxo-, methyl ester
BOC Sciences
For experimental / research use only.
Pentanoic acid, 3-methyl-2-oxo-, methyl ester
Parchem
methyl 3-methyl-2-oxovalerate
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the Chemical Sources Association
 
Safety Information:
 
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:
gavage-rat LD50 [sex: M] > 5000 mg/kg
(Moreno, 1979b)

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
flavoring agents
Recommendation for methyl 3-methyl-2-oxovalerate usage levels up to:
 not for fragrance use.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): ND (μg/capita/day)
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 13
Click here to view publication 13
 average usual ppmaverage maximum ppm
baked goods: -100.00000
beverages(nonalcoholic): -25.00000
beverages(alcoholic): -50.00000
breakfast cereal: -50.00000
cheese: --
chewing gum: -100.00000
condiments / relishes: --
confectionery froastings: -50.00000
egg products: --
fats / oils: -50.00000
fish products: --
frozen dairy: -50.00000
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -100.00000
imitation dairy: -25.00000
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: -25.00000
nut products: -50.00000
other grains: -50.00000
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: -25.00000
soft candy: -50.00000
soups: --
sugar substitutes: --
sweet sauces: --
 
Safety References:
European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) on a request from the Commission related to - Flavouring Group Evaluation 10: Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30 - (Commission Regulation (EC) No 1565/2000 of 18 July 2000)
View page or View pdf

Flavouring Group Evaluation 10, Revision 1 (FGE10 Rev1)[1] - Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food (AFC)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 10, Revision 2 (FGE.10Rev2): Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):3682-42-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :545106
National Institute of Allergy and Infectious Diseases:Data
methyl 3-methyl-2-oxopentanoate
Chemidplus:0003682426
 
References:
 methyl 3-methyl-2-oxopentanoate
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:3682-42-6
Pubchem (cid):545106
Pubchem (sid):135263595
 
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
FDA Substances Added to Food (formerly EAFUS):View
HMDB (The Human Metabolome Database):HMDB37114
FooDB:FDB016107
Export Tariff Code:2915.60.0000
ChemSpider:View
FAO:Methyl 2-oxo-3-methylpentanoate
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 methyl 2-keto-3-methyl valerate
 methyl 2-keto-3-methylvalerate
 methyl 2-oxo-3-methyl pentanoate
 methyl 2-oxo-3-methylpentanoate
 methyl 2-oxo-3-methylvalerate
 methyl 3-methyl-2-oxopentanoate
3-methyl-2-oxopentanoic acid methyl ester
3-methyl-2-oxovaleric acid methyl ester
 pentanoic acid, 3-methyl-2-oxo-, methyl ester
 valeric acid, 3-methyl-2-oxo-, methyl ester
 

Articles:

PubMed:Nuclear magnetic resonance metabolomics of iron deficiency in soybean leaves.
PubMed:Biomarkers for type 2 diabetes and impaired fasting glucose using a nontargeted metabolomics approach.
PubMed:Early metabolic adaptation in C57BL/6 mice resistant to high fat diet induced weight gain involves an activation of mitochondrial oxidative pathways.
PubMed:Quantitative metabolomic profiling of serum, plasma, and urine by (1)H NMR spectroscopy discriminates between patients with inflammatory bowel disease and healthy individuals.
PubMed:Streptococcus pneumoniae and Staphylococcus aureus pneumonia induce distinct metabolic responses.
PubMed:Metabolite profiling of human amniotic fluid by hyphenated nuclear magnetic resonance spectroscopy.
PubMed:Effect of the branched-chain alpha-keto acids accumulating in maple syrup urine disease on S100B release from glial cells.
PubMed:Creatine and antioxidant treatment prevent the inhibition of creatine kinase activity and the morphological alterations of C6 glioma cells induced by the branched-chain alpha-keto acids accumulating in maple syrup urine disease.
PubMed:Protective effect of alpha-keto-beta-methyl-n-valeric acid on BV-2 microglia under hypoxia or oxidative stress.
PubMed:alpha-keto-beta-methyl-n-valeric acid diminishes reactive oxygen species and alters endoplasmic reticulum Ca(2+) stores.
PubMed:A conditional marker gene allowing both positive and negative selection in plants.
PubMed:Inhibition of alpha-ketoglutarate dehydrogenase complex promotes cytochrome c release from mitochondria, caspase-3 activation, and necrotic cell death.
PubMed:Lacticin 3147 favours isoleucine transamination by Lactococcus lactis IFPL359 in a cheese-model system.
PubMed:Inhibition of the alpha-ketoglutarate dehydrogenase complex alters mitochondrial function and cellular calcium regulation.
PubMed:Mycobacterium tuberculosis ketopantoate hydroxymethyltransferase: tetrahydrofolate-independent hydroxymethyltransferase and enolization reactions with alpha-keto acids.
PubMed:Pharmacological evidence that alpha-ketoisovaleric acid induces convulsions through GABAergic and glutamatergic mechanisms in rats.
PubMed:Analysis of (S)- and (R)-3-methyl-2-oxopentanoate enantiomorphs in body fluids.
PubMed:Chloride-dependent inhibition of vesicular glutamate uptake by alpha-keto acids accumulated in maple syrup urine disease.
PubMed:Branched-chain alpha-keto acid catabolism via the gene products of the bkd operon in Enterococcus faecalis: a new, secreted metabolite serving as a temporary redox sink.
PubMed:Formation of L-alloisoleucine in vivo: an L-[13C]isoleucine study in man.
PubMed:Renal clearance of branched-chain L-amino and 2-oxo acids in maple syrup urine disease.
PubMed:Determination of R- and S-3-methyl-2-oxopentanoate enantiomers in human plasma: suitable method for label enrichment analysis.
PubMed:Production of acyl-carnitines from the metabolism of [U-14C]3-methyl-2-oxopentanoate by rat liver and skeletal muscle mitochondria.
PubMed:Alpha-keto acid metabolism by hepatocytes cultured in a hybrid liver support bioreactor.
PubMed:Purification and characterization of the branched chain alpha-ketoacid dehydrogenase complex from Saccharomyces cerevisiae.
PubMed:Comparative metabolism and structure of BCKD-E2 in primary biliary cirrhosis.
PubMed:Oral L-alloisoleucine loading studies in healthy subjects and in patients with maple syrup urine disease.
PubMed:An improved assay for pyruvate dehydrogenase in liver and heart.
PubMed:On the mechanism of L-alloisoleucine formation: studies on a healthy subject and in fibroblasts from normals and patients with maple syrup urine disease.
PubMed:Analysis of maple syrup urine disease in cell culture: use of substrates.
PubMed:Transamination and oxidative decarboxylation of L-isoleucine, L-alloisoleucine and related 2-oxo acids in perfused rat hind limb muscle.
PubMed:Regulation of branched-chain 2-oxo acid dehydrogenase activity during exercise.
PubMed:Transamination and oxidative decarboxylation rates of branched-chain 2-oxo acids in cultured human skin fibroblasts.
PubMed:Activation of branched-chain alpha-ketoacid dehydrogenase in isolated hepatocytes by branched-chain alpha-ketoacids.
PubMed:Phosphorylation of branched-chain 2-oxo acid dehydrogenase complex in isolated hepatocytes.
PubMed:A study of the metabolism of [U-14C]3-methyl-2-oxopentanoate by rat liver mitochondria using h.p.l.c. with continuous on-line monitoring of radioactive intact acyl-coenzyme A intermediates.
PubMed:Pharmacokinetic and metabolic interrelationships among branched-chain keto and amino acids in humans.
PubMed:Metabolism of valine and 3-methyl-2-oxobutanoate by the isolated perfused rat kidney.
PubMed:Branched-chain amino acid metabolism.
PubMed:The relationship between branched-chain amino acids and alpha-keto acids in blood in uremia.
PubMed:Binding of branched-chain 2-oxo acids to bovine serum albumin.
PubMed:Blood levels of branched-chain alpha-keto acids in uremia: effect of an oral glucose tolerance test.
PubMed:Dynamics of O2 consumption in rat pancreatic islets.
PubMed:2-oxocarboxylic acids and function of pancreatic islets in obese-hyperglycaemic mice. Insulin secretion in relation to 45Ca uptake and metabolism.
PubMed:Partial purification and properties of branched-chain 2-oxo acid dehydrogenase of ox liver.
PubMed:[Vitamin B 6 biosynthesis in Bacillus subtilis].
 
Notes:
Flavouring ingredient
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