4-MERCAPTO-4-METHYL-2-PENTANONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H12OS
Molecular Weight	132.224
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of 4-MERCAPTO-4-METHYL-2-PENTANONE

Structure Search

SMILES

CC(=O)CC(C)(C)S

InChI

InChIKey=QRNZMFDCKKEPSX-UHFFFAOYSA-N

InChI=1S/C6H12OS/c1-5(7)4-6(2,3)8/h8H,4H2,1-3H3

HIDE SMILES / InChI

Molecular Formula	C6H12OS
Molecular Weight	132.224
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
Straightforward synthesis of deuterated precursors to demonstrate the biogenesis of aromatic thiols in wine.	2010-10-13	20825191
Analysis, occurrence, and potential sensory significance of five polyfunctional mercaptans in white wines.	2010-09-22	20718418
Evolution of S-cysteinylated and S-glutathionylated thiol precursors during oxidation of Melon B. and Sauvignon blanc musts.	2010-04-14	20199086
Validation of a nanoliquid chromatography-tandem mass spectrometry method for the identification and the accurate quantification by isotopic dilution of glutathionylated and cysteinylated precursors of 3-mercaptohexan-1-ol and 4-mercapto-4-methylpentan-2-one in white grape juices.	2010-03-05	20122692
Reactivity of volatile thiols with polyphenols in a wine-model medium: impact of oxygen, iron, and sulfur dioxide.	2010-02-15	20103150
New factor characterizing the in-mouth release of odorants (volatile thiols): compositional changes in odorants exhaled from the human nose during drinking.	2009-12-09	19902943
Impact of oxygen dissolved at bottling and transmitted through closures on the composition and sensory properties of a Sauvignon Blanc wine during bottle storage.	2009-11-11	19886682
Selective preconcentration of volatile mercaptans in small SPE cartridges: quantitative determination of trace odor-active polyfunctional mercaptans in wine.	2009-11	19813224
Improved method to quantitatively determine powerful odorant volatile thiols in wine by headspace solid-phase microextraction after derivatization.	2009-07-24	19541317
The influence of yeast on the aroma of Sauvignon Blanc wine.	2009-04	19171264
Novel character impact compounds in Yuzu (Citrus junos Sieb. ex Tanaka) peel oil.	2009-03-11	19203264
First identification of 4-S-glutathionyl-4-methylpentan-2-one, a potential precursor of 4-mercapto-4-methylpentan-2-one, in Sauvignon Blanc juice.	2009-02-11	19125618
Nitrogen catabolic repression controls the release of volatile thiols by Saccharomyces cerevisiae during wine fermentation.	2008-11	18462383
Surprising structural lability of a cysteine-S-conjugate precursor of 4-methyl-4-sulfanylpentan-2-one, a varietal aroma in wine of Vitis vinifera L. cv. Sauvignon blanc.	2008-05	18493966
Improved solid-phase extraction procedure for the isolation and in-sorbent pentafluorobenzyl alkylation of polyfunctional mercaptans. Optimized procedure and analytical applications.	2008-03-21	18258244
Comparison of 4-Mercapto-4-methylpentan-2-one contents in hop cultivars from different growing regions.	2008-02-13	18173243
Engineering volatile thiol release in Saccharomyces cerevisiae for improved wine aroma.	2007-07	17492802
Quantitative determination of wine polyfunctional mercaptans at nanogram per liter level by gas chromatography-negative ion mass spectrometric analysis of their pentafluorobenzyl derivatives.	2007-04-06	17316666
Optimization of a procedure for the selective isolation of some powerful aroma thiols. Development and validation of a quantitative method for their determination in wine.	2007-03-02	17210158
Automated analysis of 2-methyl-3-furanthiol and 3-mercaptohexyl acetate at ng L(-1) level by headspace solid-phase microextracion with on-fibre derivatisation and gas chromatography-negative chemical ionization mass spectrometric determination.	2006-07-14	16678837
Occurrence of polyfunctional thiols in fresh lager beers.	2006-07-12	16819917
Influence of fermentation temperature on volatile thiols concentrations in Sauvignon blanc wines.	2006-05-01	16524635
Influence of manufacturing conditions and crop season on the formation of 4-mercapto-4-methyl-2-pentanone in Japanese green tea (sen-cha).	2005-06-29	15969524
Variation in 4-mercapto-4-methyl-pentan-2-one release by Saccharomyces cerevisiae commercial wine strains.	2004-11-15	15522498
Characterization of the aroma of a wine from maccabeo. Key role played by compounds with low odor activity values.	2004-06-02	15161224
Combinatorial synthesis and sensorial properties of mercapto primary alcohols and analogues.	2003-06-04	12769536
Impact odorants of different young white wines from the Canary Islands.	2003-05-21	12744677
Quantitative determination of sulfur-containing wine odorants at sub parts per billion levels. 2. Development and application of a stable isotope dilution assay.	2003-05-21	12744649
Identification of potent odorants in different green tea varieties using flavor dilution technique.	2002-09-25	12236694
Aroma composition changes in early season grapefruit juice produced from thermal concentration.	2002-02-13	11829649
Evaluation of key aroma compounds in hand-squeezed grapefruit juice (Citrus paradisi Macfayden) by quantitation and flavor reconstitution experiments.	2001-03	11312864

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:22:58 GMT 2025` Edited by `admin` on `Mon Mar 31 19:22:58 GMT 2025`
Record UNII	9524RG5ZQL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FEMA NO. 3997

Preferred Name

English

4-MERCAPTO-4-METHYL-2-PENTANONE

Systematic Name

English

4-METHYL-4-MERCAPTO-2-PENTANONE

Systematic Name

English

4-METHYL-4-SULFANYLPENTAN-2-ONE

Systematic Name

English

2-MERCAPTO-2-METHYLPENTAN-4-ONE

Systematic Name

English

4-MERCAPTO-4-METHYL-2-PENTANONE [FHFI]

Common Name

English

2-PENTANONE, 4-MERCAPTO-4-METHYL-

Systematic Name

English

Code System Code Type Description

MESH

C530764