3-butenyl isothiocyanate

4-isothiocyanatobut-1-ene

CAS: 3386-97-8 C5 H7 N S MW: 113.18279000

Identification

Name3-butenyl isothiocyanate
IUPAC4-isothiocyanatobut-1-ene
CAS Number3386-97-8
EINECS222-209-8
FDA UNII13O98H1EW1
Molecular FormulaC5 H7 N S
Molecular Weight113.18279000
MDL NumberMFCD00191660
Nikkaji NumberJ45.898H

Regulatory

JECFA Food Flavoring1889 3-butenyl isothiocyanate
DG SANTE Food Flavourings12.283 3-butenyl isothiocyanate
FEMA Number4418
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)3386-97-8 ; 3-BUTENYL ISOTHIOCYANATE

Physical Properties

Appearance colorless clear liquid (est)
Assay 97.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 0.98500 to 0.98700 @ 25.00 °C.
Pounds per Gallon - (est). 8.196 to 8.213
Refractive Index 1.52100 to 1.52300 @ 20.00 °C.
Boiling Point 163.00 to 164.00 °C. @ 760.00 mm Hg, 75.00 to 77.00 °C. @ 14.00 mm Hg
Vapor Pressure 2.722000 mmHg @ 25.00 °C. (est)
Flash Point 112.00 °F. TCC ( 44.44 °C. )
logP (o/w) 2.692 (est)
Soluble in alcohol
Insoluble in water
Similar Items note

Organoleptic Properties

Odor Description aromatic pungent

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
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 3-butenyl isothiocyanate usage levels up tonot for fragrance use.
Maximised Survey-derived Daily Intakes (MSDI-EU)110.00 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI)4000 (μg/person/day)
Threshold of Concern540 (μg/person/day)
baked goods-
beverages(nonalcoholic)1.00000
beverages(alcoholic)1.00000
breakfast cereal-
cheese0.50000
chewing gum5.00000
condiments / relishes40.00000
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 vegetables0.50000
reconstituted vegetables-
seasonings / flavors10.00000
snack foods1.00000
soft candy2.00000
soups1.00000
sugar substitutes-
sweet sauces-
Dairy products, excluding products of category 02.0 (01.0)0.10000
Fats and oils, and fat emulsions (type water-in-oil) (02.0)0.10000
Edible ices, including sherbet and sorbet (03.0)1.00000
Processed fruit (04.1)0.10000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2)0.10000
Confectionery (05.0)10.00000
Chewing gum (05.3)-
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0)2.00000
Bakery wares (07.0)1.00000
Meat and meat products, including poultry and game (08.0)0.10000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0)0.10000
Eggs and egg products (10.0)-
Sweeteners, including honey (11.0)-
Salts, spices, soups, sauces, salads, protein products, etc. (12.0)0.10000
Foodstuffs intended for particular nutritional uses (13.0)-
Non-alcoholic ("soft") beverages, excl. dairy products (14.1)10.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2)20.00000
Ready-to-eat savouries (15.0)0.10000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0)0.10000

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Potential Uses

FL horseradish FL mustard FL radish FL wasabi

Natural Occurrence

bread wheat bread PMC cabbage cooked cabbage - 0.06 mg/kg cabbage leaf cabbage raw cabbage - up to 0.04 mg/kg cauliflower - up to 0.01 mg/kg cress garden cress horseradish horseradish root milk PMC mustard PMC rutabaga turnup wasabi watercress

Synonyms

3- buten-1-yl isothiocyanate 1- butene-4-isothiocyanate 1- butene, 4-isothiocyanato- 4-iso thiocyanato-1-butene 4-iso thiocyanatobut-1-ene iso thiocyanic acid 3-buten-1-yl ester iso thiocyanic acid but-3-enyl ester iso thiocyanic acid butenyl ester iso thiocyanic acid, 3-butenyl ester PubMed: Generation of the antioxidant yellow pigment derived from 4-methylthio-3-butenyl isothiocyanate in salted radish roots (takuan-zuke). PubMed: Flavor, glucosinolates, and isothiocyanates of nau (Cook's scurvy grass, Lepidium oleraceum) and other rare New Zealand Lepidium species. PubMed: Mitochondria-mediated apoptosis in human lung cancer A549 cells by 4-methylsulfinyl-3-butenyl isothiocyanate from radish seeds. PubMed: GC-MS Analysis of the Extracts from Korean Cabbage (Brassica campestris L. ssp. pekinensis) and Its Seed. PubMed: Response surface optimization and identification of isothiocyanates produced from broccoli sprouts. PubMed: Effect of pretreatment with dehulling and microwaving on the flavor characteristics of cold-pressed rapeseed oil by GC-MS-PCA and electronic nose discrimination. PubMed: Instability and Structural Change of 4-Methylsulfinyl-3-butenyl Isothiocyanate in the Hydrolytic Process. PubMed: Chemopreventive effects of 4-methylthio-3-butenyl Isothiocyanate (Raphasatin) but not curcumin against pancreatic carcinogenesis in hamsters. PubMed: 4-Methylsulfanyl-3-butenyl isothiocyanate derived from glucoraphasatin is a potent inducer of rat hepatic phase II enzymes and a potential chemopreventive agent. PubMed: Evaluation of antibacterial activity of 3-butenyl, 4-pentenyl, 2-phenylethyl, and benzyl isothiocyanate in Brassica vegetables. PubMed: Male Phyllotreta striolata (F.) produce an aggregation pheromone: identification of male-specific compounds and interaction with host plant volatiles. PubMed: In-silico study of 4-methylsulfinyl-3-butenyl isothiocyanate binding to tubulin induces A549 cells apoptosis. PubMed: Hexane extract of Raphanus sativus L. roots inhibits cell proliferation and induces apoptosis in human cancer cells by modulating genes related to apoptotic pathway. PubMed: In-vitro free radical scavenging, antiproliferative and anti-zearalenone cytotoxic effects of 4-(methylthio)-3-butenyl isothiocyanate from Tunisian Raphanus sativus. PubMed: Semiquantitative analysis of 3-butenyl isothiocyanate to monitor an off-flavor in mustard seeds and glycosinolates screening for origin identification. PubMed: Mustard oil in "Shibori Daikon" a variety of Japanese radish, selectively inhibits the proliferation of H-ras-transformed 3Y1 cells. PubMed: Isothiocyanate from the Tunisian radish (Raphanus sativus) prevents genotoxicity of Zearalenone in vivo and in vitro. PubMed: Isothiocyanate profile and selective antibacterial activity of root, stem, and leaf extracts derived from Raphanus sativus L. PubMed: Kaiware Daikon (Raphanus sativus L.) extract: a naturally multipotent chemopreventive agent. PubMed: Comparison of the glucosinolate-myrosinase systems among daikon (Raphanus sativus, Japanese white radish) varieties. PubMed: Cytotoxic and antioxidant activity of 4-methylthio-3-butenyl isothiocyanate from Raphanus sativus L. (Kaiware Daikon) sprouts. PubMed: Aqueous extract from Spanish black radish (Raphanus sativus L. Var. niger) induces detoxification enzymes in the HepG2 human hepatoma cell line. PubMed: A Comparison of Semiochemically Mediated Interactions Involving Specialist and Generalist Brassica-feeding Aphids and the Braconid Parasitoid Diaeretiella rapae. PubMed: A major factor in gravitropism in radish hypocotyls is the suppression of growth on the upper side of hypocotyls. PubMed: Isothiocyanates stimulating oviposition by the diamondback moth, Plutella xylostella. PubMed: Raphanus sativus and its isothiocyanates inhibit vascular smooth muscle cells proliferation and induce G(1) cell cycle arrest. PubMed: Effects of Brussels sprout juice on the cell cycle and adhesion of human colorectal carcinoma cells (HT29) in vitro. PubMed: Induction of myrosinase gene expression and myrosinase activity in radish hypocotyls by phototropic stimulation. PubMed: Simultaneous monitoring of volatile selenium and sulfur species from se accumulating plants (wild type and genetically modified) by GC/MS and GC/ICPMS using solid-phase microextraction for sample introduction. PubMed: 4-(Methylthio)-3-butenyl isothiocyanate, a principal antimutagen in daikon (Raphanus sativus; Japanese white radish). PubMed: Phototropic stimulation induces the conversion of glucosinolate to phototropism-regulating substances of radish hypocotyls. PubMed: Isothiocyanates in myrosinase treated herb extract of Cleome chrysantha decne. and their antimicrobial activities. PubMed: Thermal degradation of sulforaphane in aqueous solution. PubMed: Antimicrobial components of some cruciferae plants (Diplotaxis harra Forsk. and Erucaria microcarpa Boiss.) PubMed: Occurrence of stereoisomers of 1-(2'-pyrrolidinethione-3'-yl)- 1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid in fermented radish roots and their different mutagenic properties. PubMed: Herbicidal activity of sulforaphene from stock (Matthiola incana). PubMed: Behavioral and electrophysiological responses of Aphids to host and nonhost plant volatiles. PubMed: Glucosinolate degradation products, alkanes and fatty acids from plants and cell cultures of Descurainia sophia. PubMed: [Isothiocyanate and vinyl thio-oxazolidone contents of rape seeds and rape seed oil].