methyl 3-methyl-2-oxovalerate
methyl 2-oxo-3-methylpentanoate
Identification
| Name | methyl 3-methyl-2-oxovalerate |
| IUPAC | methyl 3-methyl-2-oxopentanoate |
| CAS Number | 3682-42-6 |
| FDA UNII | 9909D8DVH1 |
| Molecular Formula | C7 H12 O3 |
| Molecular Weight | 144.17024000 |
| Nikkaji Number | J109.245F |
Regulatory
| JECFA Food Flavoring | 591 methyl 2-oxo-3-methylpentanoate |
| DG SANTE Food Flavourings | 09.550 methyl 2-oxo-3-methylvalerate |
| FEMA Number | 3713 |
| 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 |
| Insoluble in | water |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | gavage-rat LD50 [sex: M] > 5000 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| 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) |
| baked goods | - |
| beverages(nonalcoholic) | - |
| beverages(alcoholic) | - |
| breakfast cereal | - |
| cheese | - |
| chewing gum | - |
| condiments / relishes | - |
| confectionery froastings | - |
| egg products | - |
| fats / oils | - |
| fish products | - |
| frozen dairy | - |
| fruit ices | - |
| gelatins / puddings | - |
| granulated sugar | - |
| gravies | - |
| hard candy | - |
| imitation dairy | - |
| instant coffee / tea | - |
| jams / jellies | - |
| meat products | - |
| milk products | - |
| nut products | - |
| other grains | - |
| poultry | - |
| processed fruits | - |
| processed vegetables | - |
| reconstituted vegetables | - |
| seasonings / flavors | - |
| snack foods | - |
| soft candy | - |
| soups | - |
| sugar substitutes | - |
| sweet sauces | - |
BOC Sciences
Best of Chemicals Supplier
Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...
Chemical sources Association Inc
Exchange of knowledge
Need This Item for Flavor? You can contact the Chemical Sources Association.
Potential Uses
Natural Occurrence
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
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].