SML3554
6-(Methylsulfinyl)hexyl isothiocyanate
≥98% (HPLC)
Synonym(s):
1-Isothiocyanato-6-(methylsulfinyl)hexane, 6-MITC, 6-MSITC, Hesperin
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About This Item
Empirical Formula (Hill Notation):
C8H15NOS2
CAS Number:
Molecular Weight:
205.34
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Recommended Products
Quality Level
Assay
≥98% (HPLC)
form
oil
color
colorless to yellow
storage temp.
2-8°C
SMILES string
O=S(C)CCCCCCN=C=S
InChI
1S/C8H15NOS2/c1-12(10)7-5-3-2-4-6-9-8-11/h2-7H2,1H3
InChI key
XQZVZULJKVALRI-UHFFFAOYSA-N
Biochem/physiol Actions
6-(Methylsulfinyl)hexyl isothiocyanate (6-MITC) is a major bioactive compound in wasabi that exhibits antimicrobial, anti-inflammatory, antiplatelet, antioxidant and anticancer properties (mean log GI50 = −5.41 (3.9 μM) in a human cancer cell panel). 6-MITC concurrently induces autophagy and mitotic arrest, suppresses NF-κβ signaling by competitive inhibition of GSK-3β.
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Antimutagenic and Chemopreventive Properties of 6-(Methylsulfinyl) Hexyl Isothiocyanate on TK6 Human Cells by Flow Cytometry
Cocchi V, Hrelia P, Lenzi M
Frontiers in Pharmacology, 11 (2020)
6-(methylsulfinyl)hexyl isothiocyanate (6-MITC) from Wasabia japonica alleviates inflammatory bowel disease (IBD) by potential inhibition of glycogen synthase kinase 3 beta (GSK-3?)
Lohning A, Kidachi Y, Kamiie K, Sasaki K, Ryoyama K, Yamaguchi H
European Journal of Medicinal Chemistry, 216 (2021)
Akira Uruno et al.
Molecular and cellular biology, 40(6) (2020-01-15)
Nrf2 (NF-E2-related-factor 2) is a stress-responsive transcription factor that protects cells against oxidative stresses. To clarify whether Nrf2 prevents Alzheimer's disease (AD), AD model AppNL-G-F/NL-G-F knock-in (AppNLGF ) mice were studied in combination with genetic Nrf2 induction model Keap1FA/FA mice.
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