Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C4H8O3 |
| Molecular Weight | 104.1045 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC(O)C(O)=O
InChI
InChIKey=AFENDNXGAFYKQO-UHFFFAOYSA-N
InChI=1S/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7)
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| 600 MHz 1H-NMR spectroscopy of human cerebrospinal fluid: effects of sample manipulation and assignment of resonances. | 1993 Aug |
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| Chemo-enzymatic D-enantiomerization of DL-lactate. | 2001 Apr 5 |
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| Potassium concentration differences in the vitreous humour from the two eyes revisited by microanalysis with capillary electrophoresis. | 2001 Jul 27 |
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| Assessment of coronary reperfusion in patients with myocardial infarction using fatty acid binding protein concentrations in plasma. | 2001 Mar |
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| Inhibition of in vitro CO2 production and lipid synthesis by 2-hydroxybutyric acid in rat brain. | 2001 May |
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| The Na(+)/H(+) exchange inhibitor eniporide as an adjunct to early reperfusion therapy for acute myocardial infarction. Results of the evaluation of the safety and cardioprotective effects of eniporide in acute myocardial infarction (ESCAMI) trial. | 2001 Nov 15 |
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| Directed biosynthesis of new enniatins. | 2001 Oct |
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| Effects of N-n-butyl haloperidol iodide on rat myocardial ischemia and reperfusion injury and L-type calcium current. | 2003 Aug |
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| Evaluation of clinical utility of serum enzymes and troponin-T in the early stages of acute myocardial infarction. | 2003 Jul |
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| Determination of valproic acid (2-propylpentanoic acid) in human plasma by capillary electrophoresis with indirect UV detection. | 2003 Jun |
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| [Evolution of the neuroprotection concept]. | 2003 Mar-Apr |
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| Indicators of erythrocyte damage after microwave warming of packed red blood cells. | 2003 May |
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| The effects of inhaled nitric oxide on cardiac pathology and energy metabolism in a canine model of smoke inhalation injury. | 2004 Feb |
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| Differential myolysis of myocardium and skeletal muscle in hamsters with dilated cardiomyopathy: beneficial protective effect of diltiazem. | 2006 Nov |
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| Analysis of polyploid cells in mouse embryonic cells cultured under diabetic conditions. | 2006 Sep |
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| Metabolic characterisation of plasma in juveniles with glycogen storage disease type 1a (GSD1a) by high-resolution (1)H NMR spectroscopy. | 2007 Jun |
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| Bacillus decisifrondis sp. nov., isolated from soil underlying decaying leaf foliage. | 2007 May |
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| [Effect of intensive insulin treatment on cardiac myocytes of severely scalded rats]. | 2008 Dec |
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| Hematology and serum chemistry parameters in juvenile cynomolgus monkeys (Macaca fascicularis) of Mauritius origin: comparison between purpose-bred and captured animals. | 2009 Aug |
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| Comprehensive two-dimensional gas chromatography/time-of-flight mass spectrometry for metabonomics: Biomarker discovery for diabetes mellitus. | 2009 Feb 9 |
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| Effects of intensive therapy and antecedent hypoglycemia on counterregulatory responses to hypoglycemia in type 2 diabetes. | 2009 Mar |
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| Metabonomic phenotype and identification of "heart blood stasis obstruction pattern" and "qi and yin deficiency pattern" of myocardial ischemia rat models. | 2009 Nov |
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| Biochemical toxicity of nano-anatase TiO2 particles in mice. | 2009 Summer |
|
| Hemolysis is associated with low reticulocyte production index and predicts blood transfusion in severe malarial anemia. | 2010 Apr 6 |
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| Consumption of pasteurized human lysozyme transgenic goats' milk alters serum metabolite profile in young pigs. | 2010 Aug |
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| Cladielloides A and B: new eunicellin-type diterpenoids from an Indonesian octocoral Cladiella sp. | 2010 Dec 6 |
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| Quantitative analysis of gamma-hydroxybutyrate at endogenous concentrations in hair using liquid chromatography tandem mass spectrometry. | 2010 Mar 1 |
|
| Predictive toxicology using systemic biology and liver microfluidic "on chip" approaches: application to acetaminophen injury. | 2012 Mar 15 |
Patents
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| Classification Tree | Code System | Code | ||
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EPA PESTICIDE CODE |
621751
Created by
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| Code System | Code | Type | Description | ||
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6495
Created by
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209-985-3
Created by
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PRIMARY | |||
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565-70-8
Created by
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SUPERSEDED | |||
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50613
Created by
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O0ADR0I4H5
Created by
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2-HYDROXYBUTYRIC ACID
Created by
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1148
Created by
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11266
Created by
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DTXSID8041903
Created by
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600-15-7
Created by
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PRIMARY |
SALT/SOLVATE (PARENT)
SUBSTANCE RECORD
