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 |
|---|---|---|
| New methyl pyruvate thiosemicarbazones and their copper and zinc complexes: synthesis, characterization, X-ray structures and biological activity. | 2001 Dec 1 |
|
| Methyl pyruvate stimulates pancreatic beta-cells by a direct effect on KATP channels, and not as a mitochondrial substrate. | 2002 Dec 15 |
|
| Observation of high enantioselectivity for the gas phase hydrogenation of methyl pyruvate using supported Pt catalysts pre-modified with cinchonidine. | 2003 Aug 7 |
|
| Adsorption states and modifier-substrate interactions on Pt(111) relevant to the enantioselective hydrogenation of alkyl pyruvates in the Orito reaction. | 2003 Dec 24 |
|
| Dacrymenone and VM 3298-2--new antibiotics with antibacterial and antifungal activity. | 2003 Jul-Aug |
|
| Aspects of enantioselective heterogeneous catalysis: structure and reactivity of (S)-(-)-1-(1-naphthyl)ethylamine on Pt[111]. | 2003 Mar 5 |
|
| Studies with GIP/Ins cells indicate secretion by gut K cells is KATP channel independent. | 2003 May |
|
| Monitoring carbonyl-amine reaction between pyruvic acid and alpha-amino alcohols by FTIR spectroscopy--a possible route to Amadori products. | 2003 Oct 22 |
|
| Increased fatty acid oxidation in transgenic mice overexpressing UCP3 in skeletal muscle. | 2003 Sep |
|
| 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 Apr 21 |
|
| P2Y purinergic potentiation of glucose-induced insulin secretion and pancreatic beta-cell metabolism. | 2004 Dec |
|
| Quantitative NAD(P)H/flavoprotein autofluorescence imaging reveals metabolic mechanisms of pancreatic islet pyruvate response. | 2004 Jul 23 |
|
| Overexpression of short heterodimer partner recovers impaired glucose-stimulated insulin secretion of pancreatic beta-cells overexpressing UCP2. | 2004 Oct |
|
| Regioselectively nucleus and/or side-chain fluorinated 2-(Phenanthryl)propionic acids by an effective combination of radical and organometallic chemistry. | 2005 Jan 21 |
|
| The glucose dependence of Akt-transformed cells can be reversed by pharmacologic activation of fatty acid beta-oxidation. | 2005 Jun 16 |
|
| Substrate effects on oscillations in metabolism, calcium and secretion in single mouse islets of Langerhans. | 2005 Jun 20 |
|
| Evidence for C-H...O=C bonding in coadsorbed aromatic-carbonyl systems on Pt(111). | 2005 Jun 23 |
|
| A role for carbon catabolite repression in the metabolism of phosphonoacetate by Agromyces fucosus Vs2. | 2006 Aug |
|
| Dioxiranes generated in situ from pyruvates and oxone as environmentally friendly oxidizing agents for disinfection. | 2006 Jan 15 |
|
| The clinical relevance of the metabolism of prostate cancer; zinc and tumor suppression: connecting the dots. | 2006 May 15 |
|
| Genistein-induced apoptosis and autophagocytosis in ovarian cancer cells. | 2007 Apr |
|
| Bacillus decisifrondis sp. nov., isolated from soil underlying decaying leaf foliage. | 2007 May |
|
| Sulfur mustard toxicity following dermal exposure: role of oxidative stress, and antioxidant therapy. | 2007 Oct 30 |
|
| Keto-enol driven assembly of methyl pyruvate on Pt(111). | 2007 Sep 26 |
|
| C1-symmetric oxazolinyl sulfoximines as ligands in copper-catalyzed asymmetric mukaiyama aldol reactions. | 2008 Mar 6 |
|
| Starvation in the midst of plenty: making sense of ceramide-induced autophagy by analysing nutrient transporter expression. | 2009 Feb |
|
| A high affinity pyruvate decarboxylase is present in cottonwood leaf veins and petioles: a second source of leaf acetaldehyde emission? | 2009 Jul |
|
| 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 Jun 19 |
|
| Dual role of poly(ADP-ribose) glycohydrolase in the regulation of cell death in oxidatively stressed A549 cells. | 2009 Oct |
|
| Production of L-lactate in Leuconostoc citreum via heterologous expression of L-lactate dehydrogenase gene. | 2009 Oct 26 |
|
| Role of plant glyoxylate reductases during stress: a hypothesis. | 2009 Sep 14 |
|
| 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 |
|
| AGI-1067, a novel antioxidant and anti-inflammatory agent, enhances insulin release and protects mouse islets. | 2010 Jul 29 |
|
| A general approach to anionic acid-labile surfactants with tunable properties. | 2010 Sep 17 |
|
| Supplementation of pyruvate prevents palmitate-induced impairment of glucose uptake in C2 myotubes. | 2011 Oct 15 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 17:45:10 GMT 2023
by
admin
on
Fri Dec 15 17:45:10 GMT 2023
|
| Record UNII |
3KJM65G5XL
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
m9405
Created by
admin on Fri Dec 15 17:45:10 GMT 2023 , Edited by admin on Fri Dec 15 17:45:10 GMT 2023
|
PRIMARY | Merck Index | ||
|
51850
Created by
admin on Fri Dec 15 17:45:10 GMT 2023 , Edited by admin on Fri Dec 15 17:45:10 GMT 2023
|
PRIMARY | |||
|
DTXSID9049326
Created by
admin on Fri Dec 15 17:45:10 GMT 2023 , Edited by admin on Fri Dec 15 17:45:10 GMT 2023
|
PRIMARY | |||
|
11748
Created by
admin on Fri Dec 15 17:45:10 GMT 2023 , Edited by admin on Fri Dec 15 17:45:10 GMT 2023
|
PRIMARY | |||
|
65430
Created by
admin on Fri Dec 15 17:45:10 GMT 2023 , Edited by admin on Fri Dec 15 17:45:10 GMT 2023
|
PRIMARY | |||
|
600-22-6
Created by
admin on Fri Dec 15 17:45:10 GMT 2023 , Edited by admin on Fri Dec 15 17:45:10 GMT 2023
|
PRIMARY | |||
|
3KJM65G5XL
Created by
admin on Fri Dec 15 17:45:10 GMT 2023 , Edited by admin on Fri Dec 15 17:45:10 GMT 2023
|
PRIMARY | |||
|
209-987-4
Created by
admin on Fri Dec 15 17:45:10 GMT 2023 , Edited by admin on Fri Dec 15 17:45:10 GMT 2023
|
PRIMARY | |||
|
Methyl pyruvate
Created by
admin on Fri Dec 15 17:45:10 GMT 2023 , Edited by admin on Fri Dec 15 17:45:10 GMT 2023
|
PRIMARY | |||
|
C104813
Created by
admin on Fri Dec 15 17:45:10 GMT 2023 , Edited by admin on Fri Dec 15 17:45:10 GMT 2023
|
PRIMARY |