Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C4H6O3 |
| Molecular Weight | 102.0886 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC(=O)C(C)=O
InChI
InChIKey=CWKLZLBVOJRSOM-UHFFFAOYSA-N
InChI=1S/C4H6O3/c1-3(5)4(6)7-2/h1-2H3
| Molecular Formula | C4H6O3 |
| Molecular Weight | 102.0886 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Supplementation of pyruvate prevents palmitate-induced impairment of glucose uptake in C2 myotubes. | 2011-10-15 |
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| Glycolytic flux occurs in Drosophila melanogaster recovering from camptothecin treatment. | 2010-11 |
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| A general approach to anionic acid-labile surfactants with tunable properties. | 2010-09-17 |
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| Kinetics and products of gas-phase reactions of ozone with methyl methacrylate, methyl acrylate, and ethyl acrylate. | 2010-08-19 |
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| AGI-1067, a novel antioxidant and anti-inflammatory agent, enhances insulin release and protects mouse islets. | 2010-07-29 |
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| Troglitazone regulates anaplerosis via a pull/push affect on glutamate dehydrogenase mediated glutamate deamination in kidney-derived epithelial cells; implications for the Warburg effect. | 2010 |
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| Production of L-lactate in Leuconostoc citreum via heterologous expression of L-lactate dehydrogenase gene. | 2009-10-26 |
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| Dual role of poly(ADP-ribose) glycohydrolase in the regulation of cell death in oxidatively stressed A549 cells. | 2009-10 |
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| Role of plant glyoxylate reductases during stress: a hypothesis. | 2009-09-14 |
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| A high affinity pyruvate decarboxylase is present in cottonwood leaf veins and petioles: a second source of leaf acetaldehyde emission? | 2009-07 |
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| Mitochondrial dysfunction contributes to impaired insulin secretion in INS-1 cells with dominant-negative mutations of HNF-1alpha and in HNF-1alpha-deficient islets. | 2009-06-19 |
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| Starvation in the midst of plenty: making sense of ceramide-induced autophagy by analysing nutrient transporter expression. | 2009-02 |
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| C1-symmetric oxazolinyl sulfoximines as ligands in copper-catalyzed asymmetric mukaiyama aldol reactions. | 2008-03-06 |
|
| (E)-Methyl 2-[(4-nitro-phen-yl)-hydrazono]-propanoate. | 2007-12-21 |
|
| Sulfur mustard toxicity following dermal exposure: role of oxidative stress, and antioxidant therapy. | 2007-10-30 |
|
| Keto-enol driven assembly of methyl pyruvate on Pt(111). | 2007-09-26 |
|
| Bacillus decisifrondis sp. nov., isolated from soil underlying decaying leaf foliage. | 2007-05 |
|
| Rhythm of the beta-cell oscillator is not governed by a single regulator: multiple systems contribute to oscillatory behavior. | 2007-05 |
|
| Genistein-induced apoptosis and autophagocytosis in ovarian cancer cells. | 2007-04 |
|
| A role for carbon catabolite repression in the metabolism of phosphonoacetate by Agromyces fucosus Vs2. | 2006-08 |
|
| The clinical relevance of the metabolism of prostate cancer; zinc and tumor suppression: connecting the dots. | 2006-05-15 |
|
| Dioxiranes generated in situ from pyruvates and oxone as environmentally friendly oxidizing agents for disinfection. | 2006-01-15 |
|
| Evidence for C-H...O=C bonding in coadsorbed aromatic-carbonyl systems on Pt(111). | 2005-06-23 |
|
| Substrate effects on oscillations in metabolism, calcium and secretion in single mouse islets of Langerhans. | 2005-06-20 |
|
| The glucose dependence of Akt-transformed cells can be reversed by pharmacologic activation of fatty acid beta-oxidation. | 2005-06-16 |
|
| Regioselectively nucleus and/or side-chain fluorinated 2-(Phenanthryl)propionic acids by an effective combination of radical and organometallic chemistry. | 2005-01-21 |
|
| P2Y purinergic potentiation of glucose-induced insulin secretion and pancreatic beta-cell metabolism. | 2004-12 |
|
| Overexpression of short heterodimer partner recovers impaired glucose-stimulated insulin secretion of pancreatic beta-cells overexpressing UCP2. | 2004-10 |
|
| Quantitative NAD(P)H/flavoprotein autofluorescence imaging reveals metabolic mechanisms of pancreatic islet pyruvate response. | 2004-07-23 |
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| Stereoselective generation of vicinal stereogenic quaternary centers by photocycloaddition of 5-methoxy oxazoles to alpha-keto esters: synthesis of erythro beta-hydroxy dimethyl aspartates. | 2004-04-21 |
|
| Adsorption states and modifier-substrate interactions on Pt(111) relevant to the enantioselective hydrogenation of alkyl pyruvates in the Orito reaction. | 2003-12-24 |
|
| Monitoring carbonyl-amine reaction between pyruvic acid and alpha-amino alcohols by FTIR spectroscopy--a possible route to Amadori products. | 2003-10-22 |
|
| Increased fatty acid oxidation in transgenic mice overexpressing UCP3 in skeletal muscle. | 2003-09 |
|
| Dacrymenone and VM 3298-2--new antibiotics with antibacterial and antifungal activity. | 2003-08-27 |
|
| Observation of high enantioselectivity for the gas phase hydrogenation of methyl pyruvate using supported Pt catalysts pre-modified with cinchonidine. | 2003-08-07 |
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| Utility of historical vehicle-control data in the interpretation of the local lymph node assay. | 2003-07 |
|
| Studies with GIP/Ins cells indicate secretion by gut K cells is KATP channel independent. | 2003-05 |
|
| Aspects of enantioselective heterogeneous catalysis: structure and reactivity of (S)-(-)-1-(1-naphthyl)ethylamine on Pt[111]. | 2003-03-05 |
|
| Methyl pyruvate stimulates pancreatic beta-cells by a direct effect on KATP channels, and not as a mitochondrial substrate. | 2002-12-15 |
|
| New methyl pyruvate thiosemicarbazones and their copper and zinc complexes: synthesis, characterization, X-ray structures and biological activity. | 2001-12-01 |
|
| Potentiation and prolongation of the insulinotropic action of glucagon-like peptide 1 by methyl pyruvate or dimethyl ester of L-glutamic acid in a type 2 diabetes animal model. | 2001-11 |
|
| Selective C-C bond activation of methyl pyruvate on Ni(111) to yield surface methoxycarbonyl. | 2001-07-04 |
|
| Potentiation by methyl pyruvate of GLP-1 insulinotropic action in normal rats. | 2001-06 |
|
| Methyl pyruvate initiates membrane depolarization and insulin release by metabolic factors other than ATP. | 2001-03-01 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:51:28 GMT 2025
by
admin
on
Mon Mar 31 18:51:28 GMT 2025
|
| Record UNII |
3KJM65G5XL
|
| Record Status |
Validated (UNII)
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| Record Version |
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m9405
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51850
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DTXSID9049326
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11748
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65430
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600-22-6
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3KJM65G5XL
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209-987-4
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Methyl pyruvate
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C104813
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