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Details

Stereochemistry RACEMIC
Molecular Formula C4H7O3.Na
Molecular Weight 126.0863
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SODIUM 2-HYDROXYBUTYRATE

SMILES

[Na+].CCC(O)C([O-])=O

InChI

InChIKey=MOSCXNXKSOHVSQ-UHFFFAOYSA-M
InChI=1S/C4H8O3.Na/c1-2-3(5)4(6)7;/h3,5H,2H2,1H3,(H,6,7);/q;+1/p-1

HIDE SMILES / InChI

Molecular Formula C4H7O3
Molecular Weight 103.0966
Charge -1
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Predictive toxicology using systemic biology and liver microfluidic "on chip" approaches: application to acetaminophen injury.
2012-03-15
Quinone-dependent D-lactate dehydrogenase Dld (Cg1027) is essential for growth of Corynebacterium glutamicum on D-lactate.
2010-12-15
Plasma metabolomic profiles reflective of glucose homeostasis in non-diabetic and type 2 diabetic obese African-American women.
2010-12-10
Cladielloides A and B: new eunicellin-type diterpenoids from an Indonesian octocoral Cladiella sp.
2010-12-06
(1)H NMR-based metabonomic investigation of the effect of two different exercise sessions on the metabolic fingerprint of human urine.
2010-12-03
Drug off-target effects predicted using structural analysis in the context of a metabolic network model.
2010-09-23
Multi-parameter detection of diabetes mellitus on multichannel poly(dimethylsiloxane) analytical chips coupled with nanoband microelectrode arrays.
2010-09
Consumption of pasteurized human lysozyme transgenic goats' milk alters serum metabolite profile in young pigs.
2010-08
alpha-hydroxybutyrate is an early biomarker of insulin resistance and glucose intolerance in a nondiabetic population.
2010-05-28
Hemolysis is associated with low reticulocyte production index and predicts blood transfusion in severe malarial anemia.
2010-04-06
Quantitative analysis of gamma-hydroxybutyrate at endogenous concentrations in hair using liquid chromatography tandem mass spectrometry.
2010-03-01
The VP1-unique region of parvovirus B19 induces myocardial injury in mice.
2010
Enantioselective oxidation of 2-hydroxy carboxylic acids by glycolate oxidase and catalase coexpressed in methylotrophic Pichia pastoris.
2009-12-17
Metabonomic phenotype and identification of "heart blood stasis obstruction pattern" and "qi and yin deficiency pattern" of myocardial ischemia rat models.
2009-11
Two D-2-hydroxy-acid dehydrogenases in Arabidopsis thaliana with catalytic capacities to participate in the last reactions of the methylglyoxal and beta-oxidation pathways.
2009-09-11
Hematology and serum chemistry parameters in juvenile cynomolgus monkeys (Macaca fascicularis) of Mauritius origin: comparison between purpose-bred and captured animals.
2009-08
Effects of intensive therapy and antecedent hypoglycemia on counterregulatory responses to hypoglycemia in type 2 diabetes.
2009-03
Comprehensive two-dimensional gas chromatography/time-of-flight mass spectrometry for metabonomics: Biomarker discovery for diabetes mellitus.
2009-02-09
Biochemical toxicity of nano-anatase TiO2 particles in mice.
2009
[Effect of intensive insulin treatment on cardiac myocytes of severely scalded rats].
2008-12
Effects of the selective serotonin reuptake inhibitor fluoxetine on counterregulatory responses to hypoglycemia in individuals with type 1 diabetes.
2008-12
[Clinical value of monitoring serum cardiac biomarkers in pulmonary thromboembolism-induced myocardial injury].
2008-10
Clinical applications of urinary organic acids. Part I: Detoxification markers.
2008-09
Effects of a selective serotonin reuptake inhibitor, fluoxetine, on counterregulatory responses to hypoglycemia in healthy individuals.
2008-09
Potential hepatoprotective effects of fullerenol C60(OH)24 in doxorubicin-induced hepatotoxicity in rats with mammary carcinomas.
2008-03-16
Acute doxorubicin nephrotoxicity in rats with malignant neoplasm can be successfully treated with fullerenol C60(OH)24 via suppression of oxidative stress.
2008-02-22
Effects of dexrazoxane and amifostine on evolution of Doxorubicin cardiomyopathy in vivo.
2007-12
Cytotoxic and Antihaptotactic beauvericin analogues from precursor-directed biosynthesis with the insect pathogen Beauveria bassiana ATCC 7159.
2007-09
A unicenter, randomized, double-blind, parallel-group, placebo-controlled study of Melatonin as an Adjunct in patients with acute myocaRdial Infarction undergoing primary Angioplasty The Melatonin Adjunct in the acute myocaRdial Infarction treated with Angioplasty (MARIA) trial: study design and rationale.
2007-07
Biomass in the manufacture of industrial products--the use of proteins and amino acids.
2007-06
Metabolic characterisation of plasma in juveniles with glycogen storage disease type 1a (GSD1a) by high-resolution (1)H NMR spectroscopy.
2007-06
Bacillus decisifrondis sp. nov., isolated from soil underlying decaying leaf foliage.
2007-05
Qualitative analysis of products formed during the acid catalyzed liquefaction of bagasse in ethylene glycol.
2007-05
On the interactions of alkyl 2-hydroxycarboxylic acids with alkoxysilanes: selective esterification of simple 2-hydroxycarboxylic acids.
2007
Differential myolysis of myocardium and skeletal muscle in hamsters with dilated cardiomyopathy: beneficial protective effect of diltiazem.
2006-11
Analysis of polyploid cells in mouse embryonic cells cultured under diabetic conditions.
2006-09
[Change of myocardial enzymes in patients with acute tetramine poisoning].
2006-06
[Protective effects of urinastatin on organ function in patients with severe burn].
2006-01
[Specific features of the laboratory diagnosis of myocardial infarction in patients with anemia].
2005-12
Perturbing the hydrophobic pocket of mandelate racemase to probe phenyl motion during catalysis.
2005-06-28
Alpha-hydroxybutyrate dehydrogenase activity in intrahepatic cholestasis of pregnancy.
2005-06
Urinary endogenous concentrations of GHB and its isomers in healthy humans and diabetics.
2005-05-10
[Changes in myocardial enzyme spectrum and electrocardiogram after Salmonella food poisoning].
2004-11
Electron acquisition system constructed from an NAD-independent D-lactate dehydrogenase and cytochrome c2 in Rhodopseudomonas palustris No. 7.
2004-03
The effects of inhaled nitric oxide on cardiac pathology and energy metabolism in a canine model of smoke inhalation injury.
2004-02
Evaluation of clinical utility of serum enzymes and troponin-T in the early stages of acute myocardial infarction.
2003-07
[Changes of myocardial enzymes in patients with acute carbon monoxide poisoning].
2003-02
Crystallization and some properties of D-lactate dehydrogenase from Staphylococcus sp. LDH-1.
2002
600 MHz 1H-NMR spectroscopy of human cerebrospinal fluid: effects of sample manipulation and assignment of resonances.
1993-08
Clinical conditions associated with urinary excretion of 2-hydroxybutyric acid.
1975-05
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 22:50:13 GMT 2025
Edited
by admin
on Mon Mar 31 22:50:13 GMT 2025
Record UNII
TF4710DNP9
Record Status Validated (UNII)
Record Version
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Name Type Language
SODIUM 2-HYDROXYBUTYRATE
Systematic Name English
J203.295C
Preferred Name English
SODIUM .ALPHA.-HYDROXYBUTYRATE
Systematic Name English
SODIUM 2-HYDROXYBUTANOATE
Systematic Name English
BUTANOIC ACID, 2-HYDROXY-, MONOSODIUM SALT, (±)-
Systematic Name English
BUTYRIC ACID, 2-HYDROXY-, MONOSODIUM SALT, DL-
Common Name English
BUTANOIC ACID, 2-HYDROXY-, SODIUM SALT (1:1)
Systematic Name English
Code System Code Type Description
FDA UNII
TF4710DNP9
Created by admin on Mon Mar 31 22:50:13 GMT 2025 , Edited by admin on Mon Mar 31 22:50:13 GMT 2025
PRIMARY
PUBCHEM
23663641
Created by admin on Mon Mar 31 22:50:13 GMT 2025 , Edited by admin on Mon Mar 31 22:50:13 GMT 2025
PRIMARY
ECHA (EC/EINECS)
225-812-4
Created by admin on Mon Mar 31 22:50:13 GMT 2025 , Edited by admin on Mon Mar 31 22:50:13 GMT 2025
PRIMARY
CAS
5094-24-6
Created by admin on Mon Mar 31 22:50:13 GMT 2025 , Edited by admin on Mon Mar 31 22:50:13 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE