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	4430-35-7^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:138799
ChEMBL	ChEMBL573428
ChemSpider	7991398
PubChem CID	9815648
UNII	8RUP6Q3JBB^Y
CompTox Dashboard (EPA)	DTXSID00431173
InChI InChI=1S/C8H15NOS2/c1-12(10)7-5-3-2-4-6-9-8-11/h2-7H2,1H3 Key: XQZVZULJKVALRI-UHFFFAOYSA-N
SMILES CS(=O)CCCCCCN=C=S
Properties
Chemical formula	C₈H₁₅NOS₂
Molar mass	205.33 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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.^[1]

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.^[2] These results have been reported in the popular press, using the name "hexaraphane" for 6-MSITC.^[3]

References

[edit]

^ 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.
^ 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.
^ Kyodo News (November 27, 2023). "Wasabi effective in improving memory of elderly: study". Japan Today. Nagoya. Retrieved November 27, 2023.

v t e Cruciferous biochemistry
Types of compounds	Phenylthiocarbamide (PTC/PTU) Thiocyanates Nitriles Indoles Gibberellin
Glucosinolates	Glucobrassicin Glucocapparin Glucoraphanin Gluconasturtiin Glucotropaeolin Progoitrin Sinigrin Sinalbin
Isothiocyanates (ITC, mustard oils)	Sulforaphane (SFN) Raphanin Allyl isothiocyanate (AITC) Methyl isothiocyanate (MITC) Benzyl isothiocyanate (BITC) Fluorescein isothiocyanate (FITC) Phenyl isothiocyanate (PITC) Phenethyl isothiocyanate (PEITC) 6-MITC Erucin
Bioactive metabolites	Goitrin Indole-3-carbinol
Brassicaceae (Cruciferous vegetables): Brassica Cruciferous Biochemistry genera (list)

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