Identification

Namehexyl isothiocyanate
IUPAC1-isothiocyanatohexane
CAS Number4404-45-9
EINECS224-549-2
FDA UNII2S7C3GA0Z5
Molecular FormulaC7 H13 N S
Molecular Weight143.25261000
MDL NumberMFCD00014445
Nikkaji NumberJ117.065A
Beilstein1748295

Regulatory

JECFA Food Flavoring1895 hexyl isothiocyanate
FEMA Number4422
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)6803-40-3 ; HEXYL ISOTHIOCYANATE

Physical Properties

Appearance colorless to yellow clear liquid (est)
Assay 97.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 0.93100 to 0.94100 @ 20.00 °C.
Pounds per Gallon - (est). 7.756 to 7.839
Refractive Index 1.49000 to 1.49400 @ 20.00 °C.
Boiling Point 218.00 to 219.00 °C. @ 760.00 mm Hg, 72.00 to 73.00 °C. @ 8.00 mm Hg
Vapor Pressure 0.261000 mmHg @ 25.00 °C. (est)
Flash Point 187.00 °F. TCC ( 86.11 °C. )
logP (o/w) 3.681 (est)
Soluble in alcohol
Insoluble in water
Similar Items note

Organoleptic Properties

Odor Description sharp green

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral ToxicityNot determined
Dermal Toxicitysubcutaneous-rabbit LD50 100 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavoring agents
Recommendation for hexyl isothiocyanate usage levels up tonot for fragrance use.
baked goods-
beverages(nonalcoholic)1.00000
beverages(alcoholic)1.00000
breakfast cereal-
cheese0.50000
chewing gum5.00000
condiments / relishes1.00000
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy-
fruit ices-
gelatins / puddings-
granulated sugar-
gravies-
hard candy2.00000
imitation dairy-
instant coffee / tea-
jams / jellies-
meat products-
milk products-
nut products0.50000
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors5.00000
snack foods0.50000
soft candy2.00000
soups0.50000
sugar substitutes-
sweet sauces-

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Potential Uses

FL horseradish FL radish FL wasabi

Natural Occurrence

horseradish radish

Synonyms

hexane, 1-isothiocyanato- 1- hexyl isothiocyanate N- hexyl mustard hexyl mustard oil N- hexyl mustard oil N- hexylisothiocyanate 1-iso thiocyanatohexane iso thiocyanic acid hexyl ester iso thiocyanic acid, hexyl ester 1-iso thiocyanohexane PubMed: Effect of Wasabi Component 6-(Methylsulfinyl)hexyl Isothiocyanate and Derivatives on Human Pancreatic Cancer Cells. PubMed: Intracellular accumulation of structurally varied isothiocyanates correlates with inhibition of nitric oxide production in proinflammatory stimuli-activated tumorigenic macrophage-like cells. PubMed: Utilization of 6-(methylsulfinyl)hexyl isothiocyanate for sensitization of tumor cells to antitumor agents in combination therapies. PubMed: Homology modeling and structural analysis of human P-glycoprotein. PubMed: Molecular Mechanisms Underlying Anti-Inflammatory Actions of 6-(Methylsulfinyl)hexyl Isothiocyanate Derived from Wasabi (Wasabia japonica). PubMed: Isothiocyanates from Wasabia japonica activate transient receptor potential ankyrin 1 channel. PubMed: Dynamics of Nrf2 and Keap1 in ARE-mediated NQO1 expression by wasabi 6-(methylsulfinyl)hexyl isothiocyanate. PubMed: Glutathione biosynthesis via activation of the nuclear factor E2-related factor 2 (Nrf2)--antioxidant-response element (ARE) pathway is essential for neuroprotective effects of sulforaphane and 6-(methylsulfinyl) hexyl isothiocyanate. PubMed: Glycogen synthase kinase-3β inhibition of 6-(methylsulfinyl)hexyl isothiocyanate derived from wasabi (Wasabia japonica Matsum). PubMed: Microarray-based determination of anti-inflammatory genes targeted by 6-(methylsulfinyl)hexyl isothiocyanate in macrophages. PubMed: Alkyl isothiocyanates suppress epidermal growth factor receptor kinase activity but augment tyrosine kinase activity. PubMed: Anti-nitric oxide production activity of isothiocyanates correlates with their polar surface area rather than their lipophilicity. PubMed: The augmenting activity of 6-(methylsulfinyl)hexyl isothiocyanate on cellular glutathione levels is less sensitive to thiol compounds than its cytotoxic activity. PubMed: Detection of 6-(methylsulfinyl)hexyl isothiocyanate (6-MITC) and its conjugate with N-acetyl-L-cysteine (NAC) by high performance liquid chromatograpy-atmospheric pressure chemical ionization mass spectrometry (HPLC-MS/APCI). PubMed: [Experiment study of PHI on histone methylation and acetylation in Molt-4 cells]. PubMed: Effects of 6-(methylsulfinyl)hexyl isothiocyanate on cyclooxygenase-2 expression induced by lipopolysaccharide, interferon-gamma and 12-O-tetradecanoylphorbol-13-acetate. PubMed: Preventive effect of oral administration of 6-(methylsulfinyl)hexyl isothiocyanate derived from wasabi (Wasabia japonica Matsum) against pulmonary metastasis of B16-BL6 mouse melanoma cells. PubMed: Inhibition of lipopolysaccharide-induced cyclooxygenase-2 transcription by 6-(methylsulfinyl) hexyl isothiocyanate, a chemopreventive compound from Wasabia japonica (Miq.) Matsumura, in mouse macrophages. PubMed: 6-(Methylsulfinyl)hexyl isothiocyanate suppresses inducible nitric oxide synthase expression through the inhibition of Janus kinase 2-mediated JNK pathway in lipopolysaccharide-activated murine macrophages. PubMed: Selective sensitivity to wasabi-derived 6-(methylsulfinyl)hexyl isothiocyanate of human breast cancer and melanoma cell lines studied in vitro. PubMed: Effects of dietary chemopreventive phytochemicals on P-glycoprotein function. PubMed: Augmented gene expression of quinone reductase by 6-(methylsulfinyl)hexyl isothiocyanate through avoiding its cytotoxicity. PubMed: Transcriptional regulation of nicotinamide adenine dinucleotide phosphate: quinone oxidoreductase in murine hepatoma cells by 6-(methylsufinyl)hexyl isothiocyanate, an active principle of wasabi (Eutrema wasabi Maxim). PubMed: Structure-activity relationships of isothiocyanates as mechanism-based inhibitors of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-induced lung tumorigenesis in A/J mice. PubMed: Formate assay in body fluids: application in methanol poisoning.