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1-Isothiocyanato-6-(methylsulfenyl)-hexane Sale

(Synonyms: Lesquerellin, 6-Methylthiohexyl Isothiocyanate) 目录号 : GC49495

An isothiocyanate with diverse biological activities

1-Isothiocyanato-6-(methylsulfenyl)-hexane Chemical Structure

Cas No.:4430-39-1

规格 价格 库存 购买数量
1 mg
¥460.00
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5 mg
¥1,491.00
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10 mg
¥2,538.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

1-Isothiocyanato-6-(methylsulfenyl)-hexane is an isothiocyanate that has been found in wasabi (W. japonica) and has diverse biological activities.1,2 It is active against the bacterium B. subtilis in an agar diffusion assay when used at a concentration of 25 µmol/disc and the fungus T. mentagrophytes (MIC = 25 µg/ml).2 It has repellent activity in the blue mussel (M. edulis) assay, as well as antifouling activity in the conventional submerged assay when applied to polyvinyl chloride (PVC) plates at a concentration of 50 µmol/cm2.2

1.Toh, H., Nishimura, A., Takasawa, R., et al.ω-Methylsulfinylalkyl isothiocyanates in wasabi, Wasabia japonica MatsumAgric. Biol. Chem.54(6)1587-1589(1990) 2.Takasawa, R., Ogura, C., Watanabe, N., et al.An efficient laboratory matching and screening method for antifouling substances using the blue mussel, Mytilus edulis, and an antimicrobial assayBiosci. Biotech. Bioch.56(8)1208-1211(1992)

Chemical Properties

Cas No. 4430-39-1 SDF Download SDF
别名 Lesquerellin, 6-Methylthiohexyl Isothiocyanate
Canonical SMILES CSCCCCCCN=C=S
分子式 C8H15NS2 分子量 189.3
溶解度 Ethanol: 10 mg/ml 储存条件 -20°C
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1 mg 5 mg 10 mg
1 mM 5.2826 mL 26.4131 mL 52.8262 mL
5 mM 1.0565 mL 5.2826 mL 10.5652 mL
10 mM 0.5283 mL 2.6413 mL 5.2826 mL
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Research Update

Anti-Cancer Effects of Oxygen-Atom-Modified Derivatives of Wasabi Components on Human Leukemia Cells

Int J Mol Sci 2023 Apr 6;24(7):6823.PMID:37047794DOI:PMC10095376

1-Isothiocyanato-6-(methylsulfinyl)-hexanate (6-MITC) is a natural compound found in Wasabia japonica. The synthetic derivatives 1-Isothiocyanato-6-(methylsulfenyl)-hexane (I7447) and 1-Isothiocyanato-6-(methylsulfonyl)-hexane (I7557) were obtained from 6-MITC by deleting and adding an oxygen atom to the sulfone group, respectively. We previously demonstrated that extensive mitotic arrest, spindle multipolarity, and cytoplasmic vacuole accumulation were induced by 6-MITC and inhibited the viability of human chronic myelogenous leukemia K562 cells. In this study, we examined the anti-cancer effects of 6-MITC derivatives on human chronic myelogenous leukemia (CML) cells. Autophagy was identified as the formation of autophagosomes with double-layered membranes using transmission electron microscopy. Cell cycle and differentiation were analyzed using flow cytometry. Apoptosis was detected by annexin V staining. After treatment with I7447 and I7557, the G2/M phase of cell cycle arrest was revealed. Cell death can be induced by a distinct mechanism (the simultaneous occurrence of autophagy and aberrant mitosis). The expression levels of acridine orange were significantly affected by lysosomal inhibitors. The natural wasabi component, 6-MITC, and its synthetic derivatives have similar effects on human chronic myelogenous leukemia cells and may be developed as novel therapeutic agents against leukemia.