3-MERCAPTOHEXANOL

Details

Stereochemistry	RACEMIC
Molecular Formula	C6H14OS
Molecular Weight	134.24
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCC(S)CCO

InChI

InChIKey=TYZFMFVWHZKYSE-UHFFFAOYSA-N

InChI=1S/C6H14OS/c1-2-3-6(8)4-5-7/h6-8H,2-5H2,1H3

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Assessing the aromatic potential of Cabernet Sauvignon and Merlot musts used to produce rose wine by assaying the cysteinylated precursor of 3-mercaptohexan-1-ol.	2001 Nov	11714336
Sulfur aroma precursor present in S-glutathione conjugate form: identification of S-3-(hexan-1-ol)-glutathione in must from Vitis vinifera L. cv. Sauvignon blanc.	2002 Jul 3	12083886
Stereoselectivity of the generation of 3-mercaptohexanal and 3-mercaptohexanol by lipase-catalyzed hydrolysis of 3-acetylthioesters.	2003 Jul 16	12848509
Combinatorial synthesis and sensorial properties of mercapto primary alcohols and analogues.	2003 Jun 4	12769536
Stereochemical course of the generation of 3-mercaptohexanal and 3-mercaptohexanol by beta-lyase-catalyzed cleavage of cysteine conjugates.	2004 Jan 14	14709022
Gas chromatography-olfactometry and chemical quantitative study of the aroma of six premium quality spanish aged red wines.	2004 Mar 24	15030226
Effect of screwcap and cork closures on SO2 levels and aromas in a Sauvignon Blanc wine.	2005 Dec 28	16366687
Real-time glucose sensing by surface-enhanced Raman spectroscopy in bovine plasma facilitated by a mixed decanethiol/mercaptohexanol partition layer.	2005 Oct 1	16194070
Comparison of volatile constituents of Persicaria odorata(Lour.) Soják (Polygonum odoratum Lour.) and Persicaria hydropiper L. Spach (Polygonum hydropiper L.).	2006 Apr 19	16608232
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 Jul 14	16678837
Identification of single-strand DNA by in situ scanning tunneling microscopy.	2006 Jun 21	16771476
Stereoisomeric distribution of 3-mercaptohexan-1-ol and 3-mercaptohexyl acetate in dry and sweet white wines made from Vitis vinifera (Var. Sauvignon Blanc and Semillon).	2006 Sep 20	16968090
Aroma extraction dilution analysis of Sauternes wines. Key role of polyfunctional thiols.	2006 Sep 20	16968087
Gas chromatography-mass spectrometry determination of 3-mercaptohexan-1-ol and 3-mercaptohexyl acetate in wine: a comparison of headspace solid phase microextraction and solid phase extraction methods.	2007 Jul 23	17631109
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 Mar 2	17210158
Characterization of the aroma-active compounds in pink guava (Psidium guajava, L.) by application of the aroma extract dilution analysis.	2008 Jun 11	18476695
Nitrogen catabolic repression controls the release of volatile thiols by Saccharomyces cerevisiae during wine fermentation.	2008 Nov	18462383
Coinoculated fermentations using saccharomyces yeasts affect the volatile composition and sensory properties of Vitis vinifera L. cv. sauvignon blanc wines.	2008 Nov 26	18942843
New insights on 3-mercaptohexanol (3MH) biogenesis in Sauvignon Blanc wines: Cys-3MH and (E)-hexen-2-al are not the major precursors.	2008 Oct 8	18788709
Rapid glucose detection by surface enhanced Raman scattering spectroscopy.	2009 Apr	19438017
The influence of yeast on the aroma of Sauvignon Blanc wine.	2009 Apr	19171264
Characterization of the key aroma compounds in pink guava (Psidium guajava L.) by means of aroma re-engineering experiments and omission tests.	2009 Apr 8	19254022
Improved method to quantitatively determine powerful odorant volatile thiols in wine by headspace solid-phase microextraction after derivatization.	2009 Jul 24	19541317
Selective preconcentration of volatile mercaptans in small SPE cartridges: quantitative determination of trace odor-active polyfunctional mercaptans in wine.	2009 Nov	19813224
Fate of key odorants in Sauternes wines through aging.	2009 Sep 23	19754174
Evolution of S-cysteinylated and S-glutathionylated thiol precursors during oxidation of Melon B. and Sauvignon blanc musts.	2010 Apr 14	20199086
Reactivity of volatile thiols with polyphenols in a wine-model medium: impact of oxygen, iron, and sulfur dioxide.	2010 Feb 15	20103150
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 Mar 5	20122692
Understanding the role of thiol and disulfide self-assembled DNA receptor monolayers for biosensing applications.	2010 Sep	20358368
Controlled orientation of DNA in a binary SAM as a key for the successful determination of DNA hybridization by means of electrochemical impedance spectroscopy.	2010 Sep 10	20677315
Analysis, occurrence, and potential sensory significance of five polyfunctional mercaptans in white wines.	2010 Sep 22	20718418

Patents

Name

Type

Language

3-MERCAPTOHEXANOL

Systematic Name

English

3-MERCAPTO-1-HEXANOL

Systematic Name

English

3-MERCAPTOHEXANOL [FHFI]

Common Name

English

FEMA NO. 3851, MERCAPTOHEXANOL-

Code

English

FEMA NO. 3850

Code

English

3-MERCAPTOHEXANOL, (±)-

Systematic Name

English

3-SULFANYLHEXAN-1-OL

Systematic Name

English

1-HEXANOL, 3-MERCAPTO-

Systematic Name

English

Classification Tree Code System Code

JECFA EVALUATION

3-MERCAPTOHEXANOL