allyl methyl sulfide

3-(methylthio)-1-propene

CAS: 10152-76-8 C4 H8 S MW: 88.17276000 sulfurous garlic

Identification

Nameallyl methyl sulfide
IUPAC3-methylsulfanylprop-1-ene
CAS Number10152-76-8
EINECS233-422-0
FDA UNIIV7QI1R316C
Molecular FormulaC4 H8 S
Molecular Weight88.17276000
MDL NumberMFCD00008657
Nikkaji NumberJ35.931I
CoE Number11429

Regulatory

DG SANTE Food Flavourings12.096 allyl methyl sulfide

Physical Properties

Appearance colorless clear liquid (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 0.87400 to 0.88000 @ 25.00 °C.
Pounds per Gallon - (est). 7.273 to 7.322
Refractive Index 1.46800 to 1.47400 @ 20.00 °C.
Boiling Point 92.00 to 93.00 °C. @ 760.00 mm Hg
Vapor Pressure 68.372002 mmHg @ 25.00 °C. (est)
Flash Point 64.00 °F. TCC ( 17.78 °C. )
logP (o/w) 1.530 (est)
Soluble in alcohol
Insoluble in water
Similar Items note

Organoleptic Properties

Odor Description
at 0.10 % in propylene glycol.
Alliaceous, Garlic, Onion
Taste Description
sulfurous alliaceous onion savory
garlic

Safety Information

Preferred SDSView
European informationMost important hazard(s):
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
IFRA Purity Specification< 0.1% free allyl alcohol
Recommendation for allyl methyl sulfide usage levels up tonot for fragrance use.
Maximised Survey-derived Daily Intakes (MSDI-EU)0.99 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI)78 (μg/person/day)
Threshold of Concern540 (μg/person/day)
Structure ClassII
Dairy products, excluding products of category 02.0 (01.0)0.20000
Fats and oils, and fat emulsions (type water-in-oil) (02.0)0.10000
Edible ices, including sherbet and sorbet (03.0)0.20000
Processed fruit (04.1)0.20000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2)-
Confectionery (05.0)0.20000
Chewing gum (05.3)-
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0)0.10000
Bakery wares (07.0)0.20000
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)0.20000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1)0.10000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2)0.20000
Ready-to-eat savouries (15.0)0.40000
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 coffee FL fruit tropical fruit FL garlic FL leek FL meat FL onion FL seafood FL soup

Natural Occurrence

beef cooked beef PMC garlic - up to 12 mg/kg garlic bulb garlic fruit juice garlic oil ginger oil ginger rhizome ginger rhizome oil leek onion bulb

Synonyms

allyl methyl sulphide allylmethylsulfide methyl allyl sulfide methyl prop-2-en-1-yl sulfide methyl propenyl sulfide 3-( methyl thio)-1-propene 3-( methylsulfanyl)prop-1-ene 3- methylsulfanylprop-1-ene 3- methylthio-1-propene 3-( methylthio)-1-propene prop-1-ene, 3-(methylthio)- 1- propene, 3-(methylthio)- 2- propenyl methyl sulfide sulfide, allyl methyl PubMed: Garlic PubMed: Allicin Bioavailability and Bioequivalence from Garlic Supplements and Garlic Foods PubMed: Quantification of Allyl Methyl Sulfide, Allyl Methyl Sulfoxide, and Allyl Methyl Sulfone in Human Milk and Urine After Ingestion of Cooked and Roasted Garlic PubMed: Biomarkers of food intake for Allium vegetables PubMed: Metabolism and pharmacokinetics studies of allyl methyl disulfide in rats PubMed: Measurement of diallyl disulfide and allyl methyl sulfide emanating from human skin surface and influence of ingestion of grilled garlic PubMed: Quantification of Volatile Metabolites Derived From Garlic (Allium sativum) in Human Urine PubMed: Quantification of selected volatile organic compounds in human urine by gas chromatography selective reagent ionization time of flight mass spectrometry (GC-SRI-TOF-MS) coupled with head-space soli PubMed: Oxidation-Triggerable Liposome Incorporating Poly(Hydroxyethyl Acrylate-co-Allyl methyl sulfide) as an Anticancer Carrier of Doxorubicin PubMed: Fatty Acid Composition and Applications of Eriobotrya japonica Seed Oil PubMed: [Research on volatiles of rakkyo (Allium Chinense G. Don) and Chinese chive (Allium Tuberosum Rottl. ex Sprengel) based on headspace and the molecular recognition of SERS] PubMed: Characterization of key aroma compounds in aged garlic extract PubMed: Anticarcinogenic properties of garlic: a review PubMed: Identification and Quantification of Volatile Ramson-Derived Metabolites in Humans PubMed: Allyl methyl sulfide, an organosulfur compound alleviates hyperglycemia mediated hepatic oxidative stress and inflammation in streptozotocin - induced experimental rats PubMed: Analysis of Breath Specimens for Biomarkers of Plasmodium falciparum Infection PubMed: Allyl methyl sulfide, a garlic active component mitigates hyperglycemia by restoration of circulatory antioxidant status and attenuating glycoprotein components in streptozotocin-induced experiment PubMed: Effect of milk on the deodorization of malodorous breath after garlic ingestion PubMed: Deodorization with ku-ding-cha containing a large amount of caffeoyl quinic acid derivatives PubMed: Deodorization of Garlic Breath by Foods, and the Role of Polyphenol Oxidase and Phenolic Compounds PubMed: Layered double hydroxide/poly(vinylpyrrolidone) coated solid phase microextraction Arrow for the determination of volatile organic compounds in water PubMed: Quantification of volatile metabolites derived from garlic in human breast milk PubMed: Deodorization of garlic breath volatiles by food and food components PubMed: Do garlic-derived allyl sulfides scavenge peroxyl radicals? PubMed: Primary screening and application of repellent plant volatiles to control tea leafhopper, Empoasca onukii Matsuda PubMed: Mechanisms of the preventive properties of some garlic components in the carbon tetrachloride-promoted oxidative stress. Diallyl sulfide; diallyl disulfide; allyl mercaptan and allyl methyl sulfide PubMed: Volatile sulphur compounds and pathways of L-methionine catabolism in Williopsis yeasts PubMed: Kinetic characterizations of diallyl sulfide analogs for their novel role as CYP2E1 enzyme inhibitors PubMed: Reactivity of allyl methyl sulphide, the in-vitro metabolite of garlic, with some amino acids and with phospholipid involved in viral infections PubMed: Detection of Volatile Metabolites of Garlic in Human Breast Milk PubMed: [Study of volatile organic compounds of fresh allium species using headspace combined with surface-enhanced Raman scattering] PubMed: [Clinical and pathologic features of tonsil-associated skin-bone-joint-kidney diseases] PubMed: Screening of organosulfur compounds as inhibitors of human CYP2A6 PubMed: Garlic Influences Gene Expression In Vivo and In Vitro PubMed: A Miniature Gas Sampling Interface with Open Microfluidic Channels: Characterization of Gas-to-Liquid Extraction Efficiency of Volatile Organic Compounds PubMed: In vitro evaluation of structural analogs of diallyl sulfide as novel CYP2E1 inhibitors for their protective effect against xenobiotic-induced toxicity and HIV replication PubMed: Allicin and allicin-derived garlic compounds increase breath acetone through allyl methyl sulfide: use in measuring allicin bioavailability PubMed: Modulation of cytochrome P450 enzymes by organosulfur compounds from garlic PubMed: Novel Sulfur Metabolites of Garlic Attenuate Cardiac Hypertrophy and Remodeling through Induction of Na(+)/K(+)-ATPase Expression PubMed: Actinobacillus pleuropneumoniae is impaired by the garlic volatile allyl methyl sulfide (AMS) in vitro and in-feed garlic alleviates pleuropneumonia in a pig model PubMed: Detection of Volatile Metabolites Derived from Garlic (Allium sativum) in Human Urine PubMed: Allylmethylsulfide, a Sulfur Compound Derived from Garlic, Attenuates Isoproterenol-Induced Cardiac Hypertrophy in Rats PubMed: In vivo metabolism of diallyl disulphide in the rat: identification of two new metabolites PubMed: Allyl Methyl Sulfide Preserved Pressure Overload-Induced Heart Failure Via Modulation of Mitochondrial Function PubMed: Product ion distributions for the reactions of NO(+) with some physiologically significant volatile organosulfur and organoselenium compounds obtained using a selective reagent ionization time-of-f PubMed: Enhancement by organosulfur compounds from garlic and onions of diethylnitrosamine-induced glutathione S-transferase positive foci in the rat liver PubMed: Remotely triggered scaffolds for controlled release of pharmaceuticals PubMed: Asymmetric copper-catalyzed PubMed: Effect of Fresh Garlic on Lipid Oxidation and Microbiological Changes of Pork Patties during Refrigerated Storage PubMed: A non-invasive method for in vivo skin volatile compounds sampling PubMed: Composition, stability, and bioavailability of garlic products used in a clinical trial PubMed: Mammary cancer prevention by regular garlic and selenium-enriched garlic PubMed: Determination of urine-derived odorous compounds in a source separation sanitation system PubMed: Volatile sulfur compounds in human expiration after eating raw or heat-treated garlic PubMed: Differentiation of mouth versus gut as site of origin of odoriferous breath gases after garlic ingestion PubMed: Blood and breath profiles of volatile organic compounds in patients with end-stage renal disease PubMed: Inhibition of heterocyclic aromatic amine formation in fried ground beef patties by garlic and selected garlic-related sulfur compounds PubMed: Significant inhibition of garlic essential oilon benzo[a]pyrene formation in charcoal-grilled pork sausagesrelates to sulfide compounds PubMed: "Masked" Lewis-acidity of an aluminum à-phosphinoamide complex PubMed: In situ solvothermal growth of metal-organic framework-5 supported on porous copper foam for noninvasive sampling of plant volatile sulfides PubMed: Naturally occurring diallyl disulfide inhibits the formation of carcinogenic heterocyclic aromatic amines in boiled pork juice PubMed: Photoionization-Generated Dibromomethane Cation Chemical Ionization Source for Time-of-Flight Mass Spectrometry and Its Application on Sensitive Detection of Volatile Sulfur Compounds PubMed: Diallylsulfide and allylmethylsulfide are uniquely effective among organosulfur compounds in inhibiting CYP2E1 protein in animal models PubMed: The determination of metabolites of garlic preparations in breath and human plasma PubMed: Comparative study of extraction techniques for determination of garlic flavor components by gas chromatography-mass spectrometry PubMed: Modulation of cytokine secretion by garlic oil derivatives is associated with suppressed nitric oxide production in stimulated macrophages PubMed: Metabolites of diallyl disulfide and diallyl sulfide in primary rat hepatocytes PubMed: Determination of allicin, S-allylcysteine and volatile metabolites of garlic in breath, plasma or simulated gastric fluids PubMed: Differential effects of organosulfur compounds from garlic oil on nitric oxide and prostaglandin E2 in stimulated macrophages PubMed: Garlic components inhibit angiotensin II-induced cell-cycle progression and migration: Involvement of cell-cycle inhibitor p27(Kip1) and mitogen-activated protein kinase PubMed: Post-fasting olfactory, transcriptional, and feeding responses in Drosophila PubMed: Radioprotective activity of naturally occurring organosulfur compounds PubMed: Effect of alkyl sulfides on diazomethane-induced methylation of DNA in vitro PubMed: Volatile organic compounds of Schenella pityophilus PubMed: Inhibition of cytochrome P4502E1 expression by organosulfur compounds allylsulfide, allylmercaptan and allylmethylsulfide in rats PubMed: Low allicin release from garlic supplements: a major problem due to the sensitivities of alliinase activity PubMed: Modulation of rat hepatic cytochrome P-450 activity by garlic organosulfur compounds PubMed: Intake of New Zealand Blackcurrant Powder Affects Skin-Borne Volatile Organic Compounds in Middle-Aged and Older Adults PubMed: Ajoene exerts potent effects in 3T3-L1 adipocytes by inhibiting adipogenesis and inducing apoptosis PubMed: Allylmethylsulfide Down-Regulates X-Ray Irradiation-Induced Nuclear Factor-kappaB Signaling in C57/BL6 Mouse Kidney PubMed: Enhanced expression of rat microsomal epoxide hydrolase gene by organosulfur compounds PubMed: Fragmentation of allylmethylsulfide by chemical ionization: dependence on humidity and inhibiting role of water PubMed: Design and synthesis of novel oxindoles as potential non-nucleosidic reverse transcriptase inhibitors against HIV PubMed: A preliminary study on the action of genus Allium on thyroid 131iodide uptake in rats