Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C5H8O3 |
| Molecular Weight | 116.1152 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC(=O)CC(C)=O
InChI
InChIKey=WRQNANDWMGAFTP-UHFFFAOYSA-N
InChI=1S/C5H8O3/c1-4(6)3-5(7)8-2/h3H2,1-2H3
| Molecular Formula | C5H8O3 |
| Molecular Weight | 116.1152 |
| 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 |
|---|---|---|
| Methyl 6'-amino-5'-cyano-2'-methyl-2-oxospiro-[indoline-3,4'-pyran]-3'-carboxyl-ate. | 2010-12-24 |
|
| Methyl 5'-(2-hy-droxy-phen-yl)-4',5',6',7'-tetra-hydro-spiro-[2H-1-benzopyran-2,7'-1,2,4-triazolo[1,5-a]pyrimidine]-3-carboxyl-ate. | 2010-12-11 |
|
| Methyl 4-(4-meth-oxy-phen-yl)-2-methyl-5-oxo-1,4,5,6,7,8-hexa-hydro-quinoline-3-carboxyl-ate. | 2010-10-09 |
|
| Dimethyl 4-(3,4-dimethoxy-phen-yl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxyl-ate. | 2010-05-15 |
|
| Dimethyl 4-(3-hydroxy-phen-yl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxyl-ate. | 2010-03-31 |
|
| Methyl 4,6-bis-(4-fluoro-phen-yl)-2-oxo-cyclo-hex-3-ene-1-carboxyl-ate. | 2010-03-17 |
|
| Tris(methyl 3-oxobutanoato-κO,O')aluminium(III). | 2009-11-25 |
|
| (Z)-4-[4-(Dimethyl-amino)benzyl-idene]-3-methyl-isoxazol-5(4H)-one. | 2009-11-14 |
|
| 4-(2-Hydroxy-benzyl-idene)-3-methyl-isoxazol-5(4H)-one. | 2009-11-07 |
|
| Metabolomics for biotransformations: Intracellular redox cofactor analysis and enzyme kinetics offer insight into whole cell processes. | 2009-10-01 |
|
| Propionate analogues of zearalenone bind to Hsp90. | 2009-09-04 |
|
| Fe(ClO4)3 x 6H2O: a mild and efficient catalyst for one-pot three component synthesis of beta-acetamido carbonyl compounds under solvent-free conditions. | 2009-08 |
|
| Synthesis and biological evaluation of a phosphonate analog of the natural acetyl cholinesterase inhibitor cyclophostin. | 2008-11-07 |
|
| Physiological and biochemical effects of allelochemical ethyl 2-methyl acetoacetate (EMA) on cyanobacterium Microcystis aeruginosa. | 2008-10 |
|
| (Z)-Methyl 3-(4-ethoxy-anilino)but-2-enoate. | 2008-05-10 |
|
| Development of novel detection reagent for simple and sensitive determination of trace amounts of formaldehyde and its application to flow injection spectrophotometric analysis. | 2008-04-07 |
|
| Dimethyl 4-(4-formyl-phen-yl)-2,6-di-methyl-1,4-dihydro-pyridine-3,5-dicar-boxyl-ate. | 2007-12-18 |
|
| Total synthesis of (+)-acutiphycin. | 2007-12-07 |
|
| Continuous asymmetric ketone reduction processes with recombinant Escherichia coli. | 2007-12-01 |
|
| [Effects of allelochemical EMA from reed on the production and release of cyanotoxins in Microcystis aeruginosa]. | 2007-09 |
|
| Cyclic and acyclic products from the reactions between methyl 3-oxobutanoate and arylhydrazines. | 2007-08 |
|
| [Effects of allelochemical EMA isolated from Phragmites communis on algal cell membrane lipid and ultrastructure]. | 2007-07 |
|
| Probing the effects of microwave irradiation on enzyme-catalysed organic transformations: the case of lipase-catalysed transesterification reactions. | 2007-04-07 |
|
| Total synthesis, molecular editing and evaluation of a tripyrrolic natural product: the case of "butylcycloheptylprodigiosin". | 2007 |
|
| Pechmann reaction promoted by boron trifluoride dihydrate. | 2005-08-31 |
|
| Enantioselective reduction of carbonyl compounds by whole-cell biotransformation, combining a formate dehydrogenase and a (R)-specific alcohol dehydrogenase. | 2005-03 |
|
| Peroxynitrite-initiated oxidation of acetoacetate and 2-methylacetoacetate esters by oxygen: potential sources of reactive intermediates in keto acidoses. | 2004-12 |
|
| A modular and concise total synthesis of (+/-)-daurichromenic acid and analogues. | 2004-05-28 |
|
| Rapid assembly of the bicyclo[5.3.1]undecenone core of penostatin F: a successive Diels-Alder/Claisen reaction strategy with an efficient stereochemical relay. | 2004-04-15 |
|
| Domino Michael-Aldol reactions on 1,4-diarylbut-2-ene-1,4-diones with methyl acetoacetate furnish methyl 2-aroyl-4- hydroxy-6-oxo-4-arylcyclohexane-1-carboxylate derivatives. | 2004-04-02 |
|
| Ruthenium-catalyzed one-pot double allylation/cycloisomerization of 1,3-dicarbonyl compounds leading to exo-methylenecyclopentanes. | 2004-01-05 |
|
| Catalytic asymmetric Michael reaction of beta-keto esters: effects of the linker heteroatom in linked-BINOL. | 2003-12-24 |
|
| Spectrophotometric and fluorimetric determination of hexamine in pure form and its pharmaceutical formulation. | 2003-08 |
|
| A ring-closing metathesis approach toward formal total synthesis of (+)-diplodialide A. | 2003-04-18 |
|
| First total syntheses of the phytotoxins solanapyrones D and E via the domino Michael protocol. | 2002-08-23 |
|
| Succinate is a preferential metabolic stimulus-coupling signal for glucose-induced proinsulin biosynthesis translation. | 2002-08 |
|
| Reduction of ketones and alkyl iodides by SmI(2) and Sm(II)-HMPA complexes. Rate and mechanistic studies. | 2002-06-19 |
|
| Stereospecific substitution of enantiomerically pure 1-(2-pyridinyl)ethyl methanesulfonate with beta-dicarbony compounds. | 2002-05 |
|
| Metal-induced cyclization of thiosemicarbazones derived from beta-keto amides and beta-keto esters: open-chain and cyclized ligands in zinc(II) complexes. | 2002-03-25 |
|
| An unexpected [1,5]-h shift in the synthesis of nitroanilines. | 2002-02-07 |
|
| The first total synthesis of (-)-solanapyrone E based on domino Michael strategy. | 2001-01-25 |
|
| Urinary excretion of 2-methylacetoacetate, 2-methyl-3-hydroxybutyrate and tiglylglycine after isoleucine loading in the diagnosis of 2-methylacetoacetyl-CoA thiolase deficiency. | 1991 |
|
| Acetoacetyl CoA thiolase deficiency: a cause of severe ketoacidosis in infancy simulating salicylism. | 1979-08 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:09:10 GMT 2025
by
admin
on
Mon Mar 31 19:09:10 GMT 2025
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| Record UNII |
CW4I82QAX1
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| Record Status |
Validated (UNII)
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| Record Version |
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m7353
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105-45-3
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