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Details

Stereochemistry RACEMIC
Molecular Formula C4H8O2
Molecular Weight 88.1051
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACETOIN

SMILES

CC(O)C(C)=O

InChI

InChIKey=ROWKJAVDOGWPAT-UHFFFAOYSA-N
InChI=1S/C4H8O2/c1-3(5)4(2)6/h3,5H,1-2H3

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Characterization of volatile compounds from the reaction of 3-hydroxy-2-butanone and ammonium sulfide model system.
1999 Jan
Evaluation of individual components of plum odor as potential attractants for adult plum curculios.
2001 Jan
Catalytic acid-base groups in yeast pyruvate decarboxylase. 2. Insights into the specific roles of D28 and E477 from the rates and stereospecificity of formation of carboligase side products.
2001 Jun 26
Scale-down model to simulate spatial pH variations in large-scale bioreactors.
2001 Jun 5
Identification of odoriferous compounds from adults of a swallowtail butterfly, Papilio machaon (Lepidoptera: Papilionidae).
2001 Nov-Dec
Redirection of pyruvate catabolism in Lactococcus lactis by selection of mutants with additional growth requirements.
2001 Sep
Purine metabolizing capability of Enterobacter agglomerans affects volatiles production and attractiveness to Mexican fruit fly.
2002 Aug
Genetic engineering of brewing yeast to reduce the content of ethanol in beer.
2002 May
Aroma active components in aqueous kiwi fruit essence and kiwi fruit puree by GC-MS and multidimensional GC/GC-O.
2002 Sep 11
Volatile chemicals identified in extracts from newly hybrid citrus, dekopon (Shiranuhi mandarin Suppl. J.).
2002 Sep 11
A pheromone-binding protein from the cockroach Leucophaea maderae: cloning, expression and pheromone binding.
2003 Apr 15
Microbiological and fermentation characteristics of togwa, a Tanzanian fermented food.
2003 Feb 15
Attractiveness of fruit and flower odorants detected by olfactory receptor neurons in the fruit chafer Pachnoda marginata.
2003 May
Proteolysis, volatile compounds, and sensory evaluation in Hispánico cheese manufactured with the addition of a thermophilic adjunct culture, nisin, and calcium alginate-nisin microparticles.
2003 Oct
Co-fermentation of glucose and citrate by Lactococcus lactis diacetylactis: quantification of the relative metabolic rates by isotopic analysis at natural abundance.
2003 Oct
Effects of temperature, inoculum size and starch hydrolyzate concentration on butanediol production by Bacillus licheniformis.
2003 Sep
Production of L-2,3-butanediol by a new pathway constructed in Escherichia coli.
2004
[Chemical analysis of bronchoalveolar lavage in diagnostics of pneumonia].
2004 Dec
Global transcription profiles and intracellular pH regulation measured in Bacillus licheniformis upon external pH upshifts.
2004 Dec
A method for the determination of flux in elementary modes, and its application to Lactobacillus rhamnosus.
2004 Dec 5
Volatiles production and attractiveness to the Mexican fruit fly of Enterobacter agglomerans isolated from apple maggot and Mexican fruit flies.
2004 Jul
Kinetic analysis and modelling of enzymatic (R)-phenylacetylcarbinol batch biotransformation process.
2004 Jul 15
Genetic organization and expression of citrate permease in lactic acid bacteria.
2004 Jun 30
Bacterial volatiles induce systemic resistance in Arabidopsis.
2004 Mar
Metabolic analysis of acetate accumulation during xylose consumption by Paenibacillus polymyxa.
2004 Mar
Natural-abundance isotope ratio mass spectrometry as a means of evaluating carbon redistribution during glucose-citrate cofermentation by Lactococcus lactis.
2004 Nov
The 'buttery' attribute of wine--diacetyl--desirability, spoilage and beyond.
2004 Nov 15
Enhanced production of acetoin and butanediol in recombinant Enterobacter aerogenes carrying Vitreoscilla hemoglobin gene.
2004 Oct
Gas chromatographic quantification of major volatile compounds and polyols in wine by direct injection.
2004 Oct 20
Distinct intracellular localization of Gpd1p and Gpd2p, the two yeast isoforms of NAD+-dependent glycerol-3-phosphate dehydrogenase, explains their different contributions to redox-driven glycerol production.
2004 Sep 17
2,3-di-O-methoxymethyl-6-O-tert-butyldimethylsilyl-gamma-cyclodextrin: a new class of cyclodextrin derivatives for gas chromatographic separation of enantiomers.
2005 Jan 21
Dual regulation of genes involved in acetoin biosynthesis and motility/biofilm formation by the virulence activator AphA and the acetate-responsive LysR-type regulator AlsR in Vibrio cholerae.
2005 Jul
Exchanging the substrate specificities of pyruvate decarboxylase from Zymomonas mobilis and benzoylformate decarboxylase from Pseudomonas putida.
2005 Jul
(R)-phenylacetylcarbinol production in aqueous/organic two-phase systems using partially purified pyruvate decarboxylase from Candida utilis.
2005 Jul 20
Modeling Lactococcus lactis using a genome-scale flux model.
2005 Jun 27
Characterization of respiratory exposures at a microwave popcorn plant with cases of bronchiolitis obliterans.
2005 Mar
Patents

Patents

Name Type Language
ACETOIN
FHFI   HSDB   MI  
Systematic Name English
DIMETHYLKETOL
Common Name English
ACETOIN DIMER
Common Name English
3-HYDROXY-2-BUTANONE
Systematic Name English
2,3-BUTANOLONE
Common Name English
ACETOIN (MONOMER)
FCC  
Common Name English
(±)-3-HYDROXYBUTAN-2-ONE
Systematic Name English
(±)-ACETOIN
Systematic Name English
ACETYLMETHYLCARBINOL
Systematic Name English
FEMA NO. 2008
Code English
ACETOIN (DIMER)
FCC  
Common Name English
2,3,5,6- TETRAMETHYL-1,4-DIOXANE-2,5-DIOL
Systematic Name English
ACETOIN [FHFI]
Common Name English
DL-ACETOIN
Common Name English
ACETYL METHYL CARBINOL
Systematic Name English
ACETOIN MONOMER
Common Name English
METHANOL, ACETYLMETHYL-
Systematic Name English
ACETOIN (MONOMER) [FCC]
Common Name English
.GAMMA.-HYDROXY-.BETA.-OXOBUTANE
Systematic Name English
ACETOIN [HSDB]
Common Name English
DI-METHYLKETOL
Common Name English
ACETYL METHYL CARBINOL DIMER
Common Name English
ACETOIN [MI]
Common Name English
NSC-7609
Code English
ACETOIN (DIMER) [FCC]
Common Name English
Classification Tree Code System Code
JECFA EVALUATION ACETOIN
Created by admin on Fri Dec 15 17:05:23 GMT 2023 , Edited by admin on Fri Dec 15 17:05:23 GMT 2023
Code System Code Type Description
WIKIPEDIA
ACETOIN
Created by admin on Fri Dec 15 17:05:23 GMT 2023 , Edited by admin on Fri Dec 15 17:05:23 GMT 2023
PRIMARY
EPA CompTox
DTXSID0024399
Created by admin on Fri Dec 15 17:05:23 GMT 2023 , Edited by admin on Fri Dec 15 17:05:23 GMT 2023
PRIMARY
MERCK INDEX
m1333
Created by admin on Fri Dec 15 17:05:23 GMT 2023 , Edited by admin on Fri Dec 15 17:05:23 GMT 2023
PRIMARY Merck Index
SMS_ID
100000133195
Created by admin on Fri Dec 15 17:05:23 GMT 2023 , Edited by admin on Fri Dec 15 17:05:23 GMT 2023
PRIMARY
JECFA MONOGRAPH
337
Created by admin on Fri Dec 15 17:05:23 GMT 2023 , Edited by admin on Fri Dec 15 17:05:23 GMT 2023
PRIMARY
CHEBI
15688
Created by admin on Fri Dec 15 17:05:23 GMT 2023 , Edited by admin on Fri Dec 15 17:05:23 GMT 2023
PRIMARY
HSDB
974
Created by admin on Fri Dec 15 17:05:23 GMT 2023 , Edited by admin on Fri Dec 15 17:05:23 GMT 2023
PRIMARY
FDA UNII
BG4D34CO2H
Created by admin on Fri Dec 15 17:05:23 GMT 2023 , Edited by admin on Fri Dec 15 17:05:23 GMT 2023
PRIMARY
CAS
513-86-0
Created by admin on Fri Dec 15 17:05:23 GMT 2023 , Edited by admin on Fri Dec 15 17:05:23 GMT 2023
PRIMARY
PUBCHEM
179
Created by admin on Fri Dec 15 17:05:23 GMT 2023 , Edited by admin on Fri Dec 15 17:05:23 GMT 2023
PRIMARY
NSC
7609
Created by admin on Fri Dec 15 17:05:23 GMT 2023 , Edited by admin on Fri Dec 15 17:05:23 GMT 2023
PRIMARY
EVMPD
SUB49977
Created by admin on Fri Dec 15 17:05:23 GMT 2023 , Edited by admin on Fri Dec 15 17:05:23 GMT 2023
PRIMARY
ECHA (EC/EINECS)
208-174-1
Created by admin on Fri Dec 15 17:05:23 GMT 2023 , Edited by admin on Fri Dec 15 17:05:23 GMT 2023
PRIMARY