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6-(Methylsulfinyl)hexyl isothiocyanate

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6-(Methylsulfinyl)hexyl isothiocyanate
Names
Preferred IUPAC name 1-Isothiocyanato-6-(methanesulfinyl)hexane
Other names 6-MITC; 6-MSITC; Hesperin
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C8H15NOS2/c1-12(10)7-5-3-2-4-6-9-8-11/h2-7H2,1H3Key: XQZVZULJKVALRI-UHFFFAOYSA-N
SMILES
  • CS(=O)CCCCCCN=C=S
Properties
Chemical formula C8H15NOS2
Molar mass 205.33 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

6-(Methylsulfinyl)hexyl isothiocyanate (6-MITC or 6-MSITC) is a compound within the isothiocyanate group of organosulfur compounds. 6-MITC is obtained from cruciferous vegetables, chiefly wasabi. Like other isothiocyanates, it is produced when the enzyme myrosinase transforms the associated glucosinolate into 6-MITC upon cell injury.

It is a trend in Japan to apply freshly grated wasabi stem to the hair because Kinin Corporation, the world's largest wasabi producer, claims that 6-MITC promotes hair regrowth.

In a 2023 study of healthy older adults aged 60 years and over, the group taking one tablet (0.8 mg of 6-MSITC) every day for 12 weeks showed a significant improvement in working and episodic memory performances. These results have been reported in the popular press, using the name "hexaraphane" for 6-MSITC.

See also

References

  1. Azouaoui, Sirine (26 May 2017). "In Japan, people are putting wasabi on their heads to stimulate hair growth". Archived from the original on 27 May 2017. Retrieved 26 May 2017.
  2. Nouchi, Rui; Kawata, Natasha (October 30, 2023). "Benefits of Wasabi Supplements with 6-MSITC (6-Methylsulfinyl Hexyl Isothiocyanate) on Memory Functioning in Healthy Adults Aged 60 Years and Older: Evidence from a Double-Blinded Randomized Controlled Trial". Nutrients. 15 (21): 4608. doi:10.3390/nu15214608. PMC 10648564. PMID 37960261.
  3. Kyodo News (November 27, 2023). "Wasabi effective in improving memory of elderly: study". Japan Today. Nagoya. Retrieved November 27, 2023.
Cruciferous biochemistry
Types of compounds
Glucosinolates
Isothiocyanates (ITC, mustard oils)
Bioactive metabolites


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