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
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
| Molecular Formula | C6H14OS |
| Molecular Weight | 134.24 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Melting temperature of surface-tethered DNA. | 2010-11-01 |
|
| Elucidation of the 1,3-sulfanylalcohol oxidation mechanism: an unusual identification of the disulfide of 3-sulfanylhexanol in sauternes botrytized wines. | 2010-10-13 |
|
| Analysis, occurrence, and potential sensory significance of five polyfunctional mercaptans in white wines. | 2010-09-22 |
|
| Controlled orientation of DNA in a binary SAM as a key for the successful determination of DNA hybridization by means of electrochemical impedance spectroscopy. | 2010-09-10 |
|
| Understanding the role of thiol and disulfide self-assembled DNA receptor monolayers for biosensing applications. | 2010-09 |
|
| A comparison of laboratory and pilot-scale fermentations in winemaking conditions. | 2010-08 |
|
| Influence of juice pressing conditions on polyphenols, antioxidants, and varietal aroma of Sauvignon blanc microferments. | 2010-06-23 |
|
| Evolution of S-cysteinylated and S-glutathionylated thiol precursors during oxidation of Melon B. and Sauvignon blanc musts. | 2010-04-14 |
|
| 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 |
|
| Aromatic potential of botrytized white wine grapes: identification and quantification of new cysteine-S-conjugate flavor precursors. | 2010-02-15 |
|
| Reactivity of volatile thiols with polyphenols in a wine-model medium: impact of oxygen, iron, and sulfur dioxide. | 2010-02-15 |
|
| Analysis of precursors to wine odorant 3-mercaptohexan-1-ol using HPLC-MS/MS: resolution and quantitation of diastereomers of 3-S-cysteinylhexan-1-ol and 3-S-glutathionylhexan-1-ol. | 2010-02-10 |
|
| Synthesis of wine thiol conjugates and labeled analogues: fermentation of the glutathione conjugate of 3-mercaptohexan-1-ol yields the corresponding cysteine conjugate and free thiol. | 2010-02-10 |
|
| 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 |
|
| Selective preconcentration of volatile mercaptans in small SPE cartridges: quantitative determination of trace odor-active polyfunctional mercaptans in wine. | 2009-11 |
|
| Fate of key odorants in Sauternes wines through aging. | 2009-09-23 |
|
| Improved method to quantitatively determine powerful odorant volatile thiols in wine by headspace solid-phase microextraction after derivatization. | 2009-07-24 |
|
| Characterization of the key aroma compounds in pink guava (Psidium guajava L.) by means of aroma re-engineering experiments and omission tests. | 2009-04-08 |
|
| Rapid glucose detection by surface enhanced Raman scattering spectroscopy. | 2009-04 |
|
| The influence of yeast on the aroma of Sauvignon Blanc wine. | 2009-04 |
|
| A new efficient enantioselective synthesis of (+)-cis-2-methyl-4-propyl-1,3-oxathiane, a valuable ingredient for the aroma of passion fruit. | 2009-01 |
|
| Coinoculated fermentations using saccharomyces yeasts affect the volatile composition and sensory properties of Vitis vinifera L. cv. sauvignon blanc wines. | 2008-11-26 |
|
| Nitrogen catabolic repression controls the release of volatile thiols by Saccharomyces cerevisiae during wine fermentation. | 2008-11 |
|
| New insights on 3-mercaptohexanol (3MH) biogenesis in Sauvignon Blanc wines: Cys-3MH and (E)-hexen-2-al are not the major precursors. | 2008-10-08 |
|
| Nitrogen catabolite repression modulates the production of aromatic thiols characteristic of Sauvignon Blanc at the level of precursor transport. | 2008-08 |
|
| Hyphenated gas chromatography-mass spectrometry analysis of 3-mercaptohexan-1-ol and 3-mercaptohexyl acetate in wine: Comparison with results of other sampling procedures via a robust regression. | 2008-07-21 |
|
| Characterization of the aroma-active compounds in pink guava (Psidium guajava, L.) by application of the aroma extract dilution analysis. | 2008-06-11 |
|
| Synthesis of the individual diastereomers of the cysteine conjugate of 3-mercaptohexanol (3-MH). | 2008-05-28 |
|
| Quantification of cysteine S-conjugate of 3-sulfanylhexan-1-ol in must and wine of petite arvine vine by stable isotope dilution analysis. | 2008-05-14 |
|
| Improved solid-phase extraction procedure for the isolation and in-sorbent pentafluorobenzyl alkylation of polyfunctional mercaptans. Optimized procedure and analytical applications. | 2008-03-21 |
|
| Analysis of the diastereoisomers of the cysteinylated aroma precursor of 3-sulfanylhexanol in Vitis vinifera grape must by gas chromatography coupled with ion trap tandem mass spectrometry. | 2008-03-07 |
|
| Effect of skin contact and pressure on the composition of Sauvignon Blanc must. | 2007-12-12 |
|
| 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. | 2007-07-23 |
|
| Engineering volatile thiol release in Saccharomyces cerevisiae for improved wine aroma. | 2007-07 |
|
| Volatile organic sulfur-containing constituents in Poncirus trifoliata (L.) Raf. (Rutaceae). | 2007-05-30 |
|
| 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 |
|
| Modulation of volatile sulfur compounds by wine yeast. | 2007-04 |
|
| 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 |
|
| Odorous impact of volatile thiols on the aroma of young botrytized sweet wines: identification and quantification of new sulfanyl alcohols. | 2007-02-21 |
|
| 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). | 2006-09-20 |
|
| Aroma extraction dilution analysis of Sauternes wines. Key role of polyfunctional thiols. | 2006-09-20 |
|
| 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 |
|
| Identification of single-strand DNA by in situ scanning tunneling microscopy. | 2006-06-21 |
|
| Comparison of volatile constituents of Persicaria odorata(Lour.) Soják (Polygonum odoratum Lour.) and Persicaria hydropiper L. Spach (Polygonum hydropiper L.). | 2006-04-19 |
|
| Effect of screwcap and cork closures on SO2 levels and aromas in a Sauvignon Blanc wine. | 2005-12-28 |
|
| Real-time glucose sensing by surface-enhanced Raman spectroscopy in bovine plasma facilitated by a mixed decanethiol/mercaptohexanol partition layer. | 2005-10-01 |
|
| Identification of odoriferous sulfanylalkanols in human axilla secretions and their formation through cleavage of cysteine precursors by a C-S lyase isolated from axilla bacteria. | 2004-07 |
|
| Gas chromatography-olfactometry and chemical quantitative study of the aroma of six premium quality spanish aged red wines. | 2004-03-24 |
|
| Stereochemical course of the generation of 3-mercaptohexanal and 3-mercaptohexanol by beta-lyase-catalyzed cleavage of cysteine conjugates. | 2004-01-14 |
|
| Stereoselectivity of the generation of 3-mercaptohexanal and 3-mercaptohexanol by lipase-catalyzed hydrolysis of 3-acetylthioesters. | 2003-07-16 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 20:07:20 GMT 2025
by
admin
on
Mon Mar 31 20:07:20 GMT 2025
|
| Record UNII |
U3TIX8Z92N
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Systematic Name | English | ||
|
Preferred Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
|
JECFA EVALUATION |
3-MERCAPTOHEXANOL
Created by
admin on Mon Mar 31 20:07:20 GMT 2025 , Edited by admin on Mon Mar 31 20:07:20 GMT 2025
|
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
77690
Created by
admin on Mon Mar 31 20:07:20 GMT 2025 , Edited by admin on Mon Mar 31 20:07:20 GMT 2025
|
PRIMARY | |||
|
51755-83-0
Created by
admin on Mon Mar 31 20:07:20 GMT 2025 , Edited by admin on Mon Mar 31 20:07:20 GMT 2025
|
PRIMARY | |||
|
DTXSID70866216
Created by
admin on Mon Mar 31 20:07:20 GMT 2025 , Edited by admin on Mon Mar 31 20:07:20 GMT 2025
|
PRIMARY | |||
|
U3TIX8Z92N
Created by
admin on Mon Mar 31 20:07:20 GMT 2025 , Edited by admin on Mon Mar 31 20:07:20 GMT 2025
|
PRIMARY | |||
|
C477019
Created by
admin on Mon Mar 31 20:07:20 GMT 2025 , Edited by admin on Mon Mar 31 20:07:20 GMT 2025
|
PRIMARY | |||
|
495
Created by
admin on Mon Mar 31 20:07:20 GMT 2025 , Edited by admin on Mon Mar 31 20:07:20 GMT 2025
|
PRIMARY | |||
|
521348
Created by
admin on Mon Mar 31 20:07:20 GMT 2025 , Edited by admin on Mon Mar 31 20:07:20 GMT 2025
|
PRIMARY |