ACETOIN

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 Search

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

Molecular Formula	C4H8O2
Molecular Weight	88.1051
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Approval Year

PubMed

Title	Date	PubMed
Citrate catabolism and production of acetate and succinate by Lactobacillus helveticus ATCC 15807.	2005-11	15770479
(R)-phenylacetylcarbinol production in aqueous/organic two-phase systems using partially purified pyruvate decarboxylase from Candida utilis.	2005-07-20	15892055
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.	2005-07	15978075
Exchanging the substrate specificities of pyruvate decarboxylase from Zymomonas mobilis and benzoylformate decarboxylase from Pseudomonas putida.	2005-07	15930043
Modeling Lactococcus lactis using a genome-scale flux model.	2005-06-27	15982422
Microarray karyotyping of commercial wine yeast strains reveals shared, as well as unique, genomic signatures.	2005-04-16	15833139
Characterization of respiratory exposures at a microwave popcorn plant with cases of bronchiolitis obliterans.	2005-03	15764540
2,3-di-O-methoxymethyl-6-O-tert-butyldimethylsilyl-gamma-cyclodextrin: a new class of cyclodextrin derivatives for gas chromatographic separation of enantiomers.	2005-01-21	15700470
A method for the determination of flux in elementary modes, and its application to Lactobacillus rhamnosus.	2004-12-05	15470705
[Chemical analysis of bronchoalveolar lavage in diagnostics of pneumonia].	2004-12	15655724
Global transcription profiles and intracellular pH regulation measured in Bacillus licheniformis upon external pH upshifts.	2004-12	15365694
The 'buttery' attribute of wine--diacetyl--desirability, spoilage and beyond.	2004-11-15	15454314
Natural-abundance isotope ratio mass spectrometry as a means of evaluating carbon redistribution during glucose-citrate cofermentation by Lactococcus lactis.	2004-11	15560780
Gas chromatographic quantification of major volatile compounds and polyols in wine by direct injection.	2004-10-20	15478997
Enhanced production of acetoin and butanediol in recombinant Enterobacter aerogenes carrying Vitreoscilla hemoglobin gene.	2004-10	15309606
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.	2004-09-17	15210723
Pleiotropic effects of lactate dehydrogenase inactivation in Lactobacillus casei.	2004-08-06	15882939
Kinetic analysis and modelling of enzymatic (R)-phenylacetylcarbinol batch biotransformation process.	2004-07-15	15219404
Volatiles production and attractiveness to the Mexican fruit fly of Enterobacter agglomerans isolated from apple maggot and Mexican fruit flies.	2004-07	15503523
Genetic organization and expression of citrate permease in lactic acid bacteria.	2004-06-30	15266398
Effect of pyruvate kinase overproduction on glucose metabolism of Lactococcus lactis.	2004-04	15073320
Growth and metabolism of selected strains of probiotic bacteria, in maize porridge with added malted barley.	2004-03-15	14984778
Bacterial volatiles induce systemic resistance in Arabidopsis.	2004-03	14976231
Metabolic analysis of acetate accumulation during xylose consumption by Paenibacillus polymyxa.	2004-03	14556038
Gluconic acid consumption in wines by Schizosaccharomyces pombe and its effect on the concentrations of major volatile compounds and polyols.	2004-02-11	14759138
Method development for the determination of diacetyl and acetoin at a microwave popcorn plant.	2004-02-01	14968874
Prevalence of Staphylococcus aureus carriage by young Malaysian footballers during indoor training.	2004-02	14751938
NADH-reductive stress in Saccharomyces cerevisiae induces the expression of the minor isoform of glyceraldehyde-3-phosphate dehydrogenase (TDH1).	2004-02	14652693
Production of L-2,3-butanediol by a new pathway constructed in Escherichia coli.	2004	15548307
Effect of preculturing conditions on growth of Lactobacillus rhamnosus on medium containing glucose and citrate.	2004	15160605
Purification of antilisterial bacteriocins.	2004	15156034
Serine metabolism in Lactobacillus plantarum.	2003-12-31	14623392
Changes in gluconic acid, polyols and major volatile compounds in sherry wine during aging with submerged flor yeast cultures.	2003-11	14719822
Growth and metabolism of selected strains of probiotic bacteria in milk.	2003-10-15	12927703
Diacetyl of lactic acid bacteria from milk and fermented foods in Thailand.	2003-10	14673754
Isolation and characterization of ButA, a secondary glycine betaine transport system operating in Tetragenococcus halophila.	2003-10	14629018
Proteolysis, volatile compounds, and sensory evaluation in Hispánico cheese manufactured with the addition of a thermophilic adjunct culture, nisin, and calcium alginate-nisin microparticles.	2003-10	14594220
The multifunctional isopropyl alcohol dehydrogenase of Phytomonas sp. could be the result of a horizontal gene transfer from a bacterium to the trypanosomatid lineage.	2003-09-19	12853449
The species-specific ratios of 2,3-butanediol and acetoin isomers as a tool to evaluate wine yeast performance.	2003-09-01	12892931
Vibrio pacinii sp. nov., from cultured aquatic organisms.	2003-09	13130050
Vibrio fortis sp. nov. and Vibrio hepatarius sp. nov., isolated from aquatic animals and the marine environment.	2003-09	13130038
Potential of on-line CIMS for bioprocess monitoring.	2003-08-02	12892502
Growth and energy generation by Enterococcus faecium FAIR-E 198 during citrate metabolism.	2003-07-25	12781942
Increased pyruvate efficiency in enzymatic production of (R)-phenylacetylcarbinol.	2003-06	12889792
Purification, crystallization and preliminary X-ray crystallographic studies on acetolactate decarboxylase.	2003-06	12777778
Attractiveness of fruit and flower odorants detected by olfactory receptor neurons in the fruit chafer Pachnoda marginata.	2003-05	12857034
Crystallization and preliminary crystallographic study of a pheromone-binding protein from the cockroach Leucophaea maderae.	2003-05	12777811
(R)-acetoin-female sex pheromone of the summer chafer Amphimallon solstitiale (L.).	2003-04	12775160
[Salmonella identification after incubation in the soil].	2002	15072243
Simple and sensitive determination of diacetyl and acetoin in biological samples and alcoholic drinks by gas chromatography with electron-capture detection.	1992-06-10	1400754

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:40:11 GMT 2025` Edited by `admin` on `Mon Mar 31 18:40:11 GMT 2025`
Record UNII	BG4D34CO2H
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ACETOIN (DIMER)

Preferred Name

English

ACETOIN

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)

Common Name

English

(±)-3-HYDROXYBUTAN-2-ONE

Systematic Name

English

(±)-ACETOIN

Systematic Name

English

ACETYLMETHYLCARBINOL

Systematic Name

English

FEMA NO. 2008

Code

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