S-methyl methioninium chloride

L-methylmethioninesulphonium chloride

CAS: 1115-84-0 C6 H14 Cl N O2 S MW: 199.69998000 malty sulfurous

Identification

NameS-methyl methioninium chloride
IUPAC[(3S)-3-amino-3-carboxypropyl](dimethyl)sulfonium chloride
CAS Number1115-84-0
EINECS214-231-1
FDA UNIIG9CUR2204U
Molecular FormulaC6 H14 Cl N O2 S
Molecular Weight199.69998000

Regulatory

Physical Properties

Appearance white crystalline powder (est)
Assay 98.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 134.00 to 139.00 °C. @ 760.00 mm Hg
Flash Point 32.00 °F. TCC ( 0.00 °C. ) (est)
logP (o/w) 0.280
Soluble in alcohol

Organoleptic Properties

Odor Description
at 100.00 %.
Malty, tomato, methional, sulfureous, with a green nuance
Taste Description at 5.00 ppm.

Safety Information

Oral/Parenteral Toxicityoral-mouse LD50 > 6000 mg/kg
Dermal Toxicitysubcutaneous-mouse LD50 > 6000 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

Categoryantioxidants and preservatives for fragrance and flavor
Recommendation for S-methyl methioninium chloride usage levels up tonot for fragrance use.
Recommendation for S-methyl methioninium chloride flavor usage levels up tonot for flavor use.
Maximised Survey-derived Daily Intakes (MSDI-EU)350.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA)75.00 (μg/capita/day)
Structure ClassIII

American International Chemical, Inc.

Consistent sources

North American supplier for globally sourced ingredients.

View All Website (800) 238-0001 info@aicma.com

Augustus Oils Ltd

The Premier Supplier

Augustus Oils Ltd, in harmony with nature - to present it at its best...

View All Website +44 (0)1420 590555 essentials@augustus-oils.ltd.uk

BOC Sciences

Best of Chemicals Supplier

Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...

View All Website 1-631-485-4226 account@bocsci.com

M&U International LLC

Steady supply & demand

Meeting customers increasing demands at home as well as abroad.

View All Website 908-359-9000 sales@mu-intel.com

Synerzine, Inc.

Innovation. Customization. Aroma Ingredients.

Synerzine is a leading supplier of flavor and fragrance ingredients.

View All Website (404) 524-6744 info@synerzine.com

Potential Uses

FL corn FL potato FL tomato FL vegetable

Natural Occurrence

cabbage leaf garlic plant leek wild leek plant vegetable

Synonyms

(S)-(3- amino-3-carboxypropyl) dimethyl sulfonium chloride laevo-(3- amino-3-carboxypropyl) dimethyl sulfonium chloride laevo-(S)-(3- amino-3-carboxypropyl) dimethyl sulfonium chloride L-(3- amino-3-carboxypropyl)dimethylsulfonium chloride L-(3- amino-4-hydroxy-4-oxobutyl)-dimethylsulfanium chloride laevo-(3- amino-4-hydroxy-4-oxobutyl)-dimethylsulfanium chloride ardesyl cabagin epadyn-U merastom laevo- methyl methionine sulfonum chloride S- methylmethionine L- methylmethioninesulfonum chloride L- methylmethioninesulphonium chloride S- methylmethioninesulphonium chloride S- methylmethioninium chloride S- methymethionine chloride u-vit vitamin U yucron [(3S)-3- amino-3-carboxypropyl](dimethyl)sulfonium chloride PubMed: Vitamin U has a protective effect on valproic acid-induced renal damage due to its anti-oxidant, anti-inflammatory, and anti-fibrotic properties. PubMed: Vitamin U, a novel free radical scavenger, prevents lens injury in rats administered with valproic acid. PubMed: Dimethyl sulfide as a source of the seaweed-like aroma in cooked soybeans and correlation with its precursor, S-methylmethionine (vitamin U). PubMed: Comparison of amino acid positron emission tomographic radiotracers for molecular imaging of primary and metastatic brain tumors. PubMed: Comparative metabolite profiling of foxglove aphids (Aulacorthum solani Kaltenbach) on leaves of resistant and susceptible soybean strains. PubMed: Digestive recovery of sulfur-methyl-L-methionine and its bioaccessibility in Kimchi cabbages using a simulated in vitro digestion model system. PubMed: A novel automethylation reaction in the Aspergillus nidulans LaeA protein generates S-methylmethionine. PubMed: Comparison of GC-MS and NMR for metabolite profiling of rice subjected to submergence stress. PubMed: Effects of vitamin U (S-methyl methionine sulphonium chloride) on valproic acid induced liver injury in rats. PubMed: Agrobacterium tumefaciens can obtain sulphur from an opine that is synthesized by octopine synthase using S-methylmethionine as a substrate. PubMed: Inhibitory Effect of Vitamin U (S-Methylmethionine Sulfonium Chloride) on Differentiation in 3T3-L1 Pre-adipocyte Cell Lines. PubMed: Vitamin U-bonded stationary phase in capillary ion chromatography. PubMed: S-methylmethionine is involved in the salinity tolerance of Arabidopsis thaliana plants at germination and early growth stages. PubMed: Effects of Zn(II) complex with vitamins C and U, and carnitine on metabolic syndrome model rats. PubMed: Increased phloem transport of S-methylmethionine positively affects sulfur and nitrogen metabolism and seed development in pea plants. PubMed: Changes in saccharide, amino acid and S-methylmethionine content during malting of barley grown with different nitrogen and sulfur status. PubMed: Accelerated wound healing by S-methylmethionine sulfonium: evidence of dermal fibroblast activation via the ERK1/2 pathway. PubMed: An integrative genomic analysis identifies Bhmt2 as a diet-dependent genetic factor protecting against acetaminophen-induced liver toxicity. PubMed: Quantitation of S-methylmethionine in raw vegetables and green malt by a stable isotope dilution assay using LC-MS/MS: comparison with dimethyl sulfide formation after heat treatment. PubMed: Effects of combination treatment with famotidine and methylmethionine sulfonium chloride on the mucus barrier of rat gastric mucosa. PubMed: Identification of S-methylmethionine in Petit Manseng grapes as dimethyl sulphide precursor in wine. PubMed: S-methylmethionine reduces cell membrane damage in higher plants exposed to low-temperature stress. PubMed: Betaine-homocysteine S-methyltransferase-2 is an S-methylmethionine-homocysteine methyltransferase. PubMed: Effect of s-methylmethionine sulphonium chloride on oesophagogastric ulcers in pigs. PubMed: [Positron emission tomography with L-[S-methyl-11C]-methioine and its biodistribution]. PubMed: [Studying the anti-ulcer activity of gastrobiol]. PubMed: Comparative species utilization and toxicity of sulfur amino acids. PubMed: The expression level of threonine synthase and cystathionine-gamma-synthase is influenced by the level of both threonine and methionine in Arabidopsis plants. PubMed: Dietary S-methylmethionine, a component of foods, has choline-sparing activity in chickens. PubMed: Ability of possible DMS precursors to release DMS during wine aging and in the conditions of heat-alkaline treatment. PubMed: Unusual accumulation of S-methylmethionine in aerobic-etiolated and in anoxic rice seedlings: an 1H-NMR study. PubMed: S-methylmethionine is both a substrate and an inactivator of 1-aminocyclopropane-1-carboxylate synthase. PubMed: Insertional inactivation of the methionine s-methyltransferase gene eliminates the s-methylmethionine cycle and increases the methylation ratio. PubMed: The activation of c-Jun NH2-terminal kinase (JNK) by DNA-damaging agents serves to promote drug resistance via activating transcription factor 2 (ATF2)-dependent enhanced DNA repair. PubMed: S-adenosylmethionine conformations in solution and in protein complexes: conformational influences of the sulfonium group. PubMed: The N-terminal region of Arabidopsis cystathionine gamma-synthase plays an important regulatory role in methionine metabolism. PubMed: Constitutive overexpression of cystathionine gamma-synthase in Arabidopsis leads to accumulation of soluble methionine and S-methylmethionine. PubMed: [The effect of cobavit on glutathione system in patients with bleeding gastroduodenal ulcer]. PubMed: The S-methylmethionine cycle in angiosperms: ubiquity, antiquity and activity. PubMed: Mechanisms to account for maintenance of the soluble methionine pool in transgenic Arabidopsis plants expressing antisense cystathionine gamma-synthase cDNA. PubMed: Reverse methionine biosynthesis from S-adenosylmethionine in eukaryotic cells. PubMed: Differential labelling of sphingolipids by [3H]serine and ([3H]methyl)-methionine in fish leukocytes. PubMed: Augmentative effects of L-cysteine and methylmethionine sulfonium chloride on mucin secretion in rabbit gastric mucous cells. PubMed: S-methylmethionine plays a major role in phloem sulfur transport and is synthesized by a novel type of methyltransferase. PubMed: A family of S-methylmethionine-dependent thiol/selenol methyltransferases. Role in selenium tolerance and evolutionary relation. PubMed: S-methylmethionine metabolism in Escherichia coli. PubMed: [The anti-ulcer action of dibunol (Tonarol)]. PubMed: Dimethylsulfoniopropionate biosynthesis in Spartina alterniflora1. Evidence that S-methylmethionine and dimethylsulfoniopropylamine are intermediates. PubMed: Salinity promotes accumulation of 3-dimethylsulfoniopropionate and its precursor S-methylmethionine in chloroplasts. PubMed: Late-infantile ceroid-lipofuscinosis: lysine methylation of mitochondrial ATP synthase subunit c from lysosomal storage bodies. PubMed: [Radiation-protective effect of S-methylmethionine (vitamin U)]. PubMed: S-methylmethionine sulfonium in fruits of citrus hybrids. PubMed: Methionine derivatives diminish sulphide damage to colonocytes--implications for ulcerative colitis. PubMed: Mechanisms for cytoprotection by vitamin U from ethanol-induced gastric mucosal damage in rats. PubMed: Purification and properties of S-adenosyl-L-methionine:L-methionine S-methyltransferase from Wollastonia biflora leaves. PubMed: Effect of hammer mill screen size and addition of fibre or S-methylmethionine-sulphonium chloride to the diet on the occurrence of oesophagogastric lesions in fattening pigs. PubMed: [Determination of taurine, L-glutamine, vitamin U and L-aspartic acid in pharmaceuticals by high-performance liquid chromatography with pre-column derivatization]. PubMed: Biosynthesis of 3-dimethylsulfoniopropionate in Wollastonia biflora (L.) DC. Evidence that S-methylmethionine is an intermediate. PubMed: Sulfhydryl-containing agents in the treatment of gastric bleeding induced by nonsteroidal anti-inflammatory drugs. PubMed: Protection against chronic gastric ulceration in the rat with sulfhydryl-containing agents. PubMed: [The nutritional prevention of postradiation effects]. PubMed: Role of sulfhydryl-containing agents in the healing of erosive gastritis and chronic gastric ulceration in the rat. PubMed: Sulphydryl-containing agents: a new approach to the problem of refractory peptic ulceration. PubMed: Sulphydryl-containing agents stimulate the healing of duodenal ulceration in man. PubMed: Role of sulphydryl-containing agents in the management of recurrent attacks of ulcerative colitis. A new approach. PubMed: Administration of sulfhydryls to stimulate the healing of ischemia-induced acute gastric mucosal injury in the rat. PubMed: Clinical value of PET with 18F-fluorodeoxyglucose and L-methyl-11C-methionine for diagnosis of recurrent brain tumor and radiation injury. PubMed: [Metabolism of S-methylmethionine (vitamin U) in animals]. PubMed: [The effect of methylation on the carnitine synthesis]. PubMed: [Increase of the functional activity of natural killers under the effects of the pharmacological correction of the sympathoadrenal system state in patients with lung cancer]. PubMed: Role of oxygen-derived free radicals in mechanism of acute and chronic duodenal ulceration in the rat. PubMed: Determination of vitamin U and its degradation products by high- performance liquid chromatography with fluorescence detection. PubMed: [Effect of vitamin U on the colony formation of oral epithelial cells in vitro]. PubMed: [Effect of various factors on the methylation of DNAse I]. PubMed: [Effect of quaterin and S-methylmethionine on the intensity of chromatin protein methylation]. PubMed: [S-methyl methionine (vitamin U) pharmacokinetics in rat and man]. PubMed: [Effect of sea buckthorn oil on various pathophysiologic mechanisms and the course of peptic ulcer]. PubMed: Analysis of S-methylmethionine and S-adenosylmethionine in plant tissue by a dansylation, dual-isotope method. PubMed: [Use of vitamin U electrophoresis with duodenal peptic ulcer patients]. PubMed: [Anti-ulcer action of the sodium salt of N-(4-sulfolanol-3-yl) methionine]. PubMed: [Ulcer-fiber-cabbage and vitamin U]. PubMed: Modulation of phospholipid methylation in rabbit leukocytes by indomethacin. PubMed: Oesophagogastric ulcer in swine and vitamin U. IV. Efficiency of the Hungarian vitamin U preparation in reduction of economic losses. PubMed: Oesophagogastric ulcer in swine and vitamin U. III. Reduction of economic losses by vitamin U. PubMed: [Correction of the function of the sympathoadrenal system in the surgical and combined treatment of patients with cancer of the esophagus and stomach]. PubMed: Therapeutic and preventive effects of saponin of ginseng fruit on experimental gastric ulcers. PubMed: Relationships between phosphoenolpyruvate synthesis and glutamine formation in isolated chicken liver mitochondria. PubMed: Nerve growth factor stimulates phospholipid methylation in target ganglionic neurons independently of the cyclic AMP and sodium pump responses. PubMed: The effect of cholesterol on ubiquinone and tetrahymanol biosynthesis in Tetrahymena pyriformis. PubMed: Myofibrillar protein turnover. Synthesis of protein-bound 3-methylhistidine, actin, myosin heavy chain and aldolase in rat skeletal muscle in the fed and starved states. PubMed: Gas-liquid and column liquid chromatography for studying vitamin U metabolism in humans and animals. PubMed: Mutagenic action of S-methylmethionine in bacteria. PubMed: Oesophagogastric ulcer in swine and vitamin U. II. Nature of vitamin U. PubMed: Oesophagogastric ulcer in swine and vitamin U. I. Relative incidence of the syndrome in Hungary. PubMed: Preparation of 11C-methyl iodide and L-[S-methyl-11C]methionine by an automated continuous flow process. PubMed: A new radioactive drug selectively accumulating in Melanoma cells. PubMed: [DNA methylation in the cells of Escherichia coli MRE 600 in the presence of S-methylmethionine]. PubMed: [Vitamin U and RNA metabolism in prokaryotes]. PubMed: [Natural sources of vitamin U and its retention in nutritional products]. PubMed: Preparation and 13C NMR characterization of [[epsilon-13C] methionine-192]-alpha-chymotrypsin. The demethylation of [S-[13C] methylmethionine-192]-alpha-chymotrypsin by an active site-directed thiol. PubMed: [Influence of S-methylmethionine on the metabolism of nucleic acids in Escherichia coli]. PubMed: [Treatment of depressive conditions with S-methylmethionine (vitamin U)]. PubMed: Hypolipidemic effect of L-form S-methylmethionine sulfonium chloride in man. PubMed: [Gastrointestinal bleeding complicating burn injuries and its prevention (author's transl)]. PubMed: [tRNA methyltransferase activity in Escherichia coli growing on a medium with methionine and S-methylmethionine]. PubMed: Toxicology of glucosinolates, related compounds (nitriles, R-goitrin, isothiocyanates) and vitamin U found in Cruciferae. PubMed: A possible activation of cholesterol 7-hydroxylation by S-methylmethionine (vitamin U). PubMed: Comparative effects of S-methylmethionine (vitamin U) and methionine on choline-deficient fatty liver in rats. PubMed: Hypolipidemic effects of S-methylmethionine (vitamin U) using various experimental procedures. PubMed: Protein methylation: cytochrome c methylation as a model system. PubMed: Effects of S-methylmethionine (vitamin U) on experimental nephrotic hyperlipidemia. PubMed: Mode of hypocholesterolemic action of S-methylmethionine (vitamin U) in mice. PubMed: Normalizing effects of S-methylmethionine (vitamin U) on lipoprotein disorder in rats. PubMed: [The mechanism of action of S-methylmethionine]. PubMed: [Therapeutic use of vitamin U in gastroenterological practice]. PubMed: [Kraurosis vulvae (problems of pathogenesis and therapy)]. PubMed: Hypolipidemic effects of S-methylmethionine (vitamin U) using various experimental procedures. PubMed: [Gas chromatographic determination of S-methylmethionine (vitamin U) in plants]. PubMed: [Use of methylmethioninesulfonium chloride in active forms of rheumatism]. PubMed: [Anti-inflammatory effect of methylmethionine sulfonium chloride (vitamin U)]. PubMed: [Clinical effect and an analysis of the mechanism of action of vitamin U (S-methylmethioninesulfonium chloride) in peptic ulcer of the stomach and duodenum]. PubMed: [Method of electrophoretic determination of S-methyl methionine in plants]. PubMed: [Therapeutic effectiveness of methylmethioninesulfonium chloride (vitamin U) in patients with chronic enterocolitis]. PubMed: [Therapeutic effect of MMSC1 (vitamin U) on gastric and intestinal function in the treatment of patients with chronic gastritis]. PubMed: [Effect of complex treatment including casein hydrolysate and vitamin U on the protein-amino acid spectrum of the blood in patients with peptic ulcer]. PubMed: [Data on the therapeutic use of vitamin U]. PubMed: [Methylmethioninesulfonium chloride (vitamin U)]. PubMed: [Methylmethionine (vitamin U) metabolism in mammals]. PubMed: [The effect of S-methylmethionine (vitamin U) on the acid-forming function of the stomach in peptic ulcer]. PubMed: [From ancient brassicotherapy to vitamin U]. PubMed: [Clinical results of the experimentation of vitamin U]. PubMed: [The therapeutic value of so-called vitamin "U" in the treatment of ulcers--a clinical judgment]. PubMed: [A new therapy of peptic ulcer: "the anti-ulcer factor of cabbage" ("vitamin U")]. PubMed: [ON THE SYNTHESIS OF METHIONINE METHYL SULFONIUM SALTS (VITAMIN U)]. PubMed: [On a case of ulcer treated with a new preparation with a base of "vitamin U" and urogastrone]. PubMed: [Vitamin U-1 (anti-ulcer factor)]. PubMed: [Study of the mechnism of action of so-called "vitamin U" with histochemical reactions]. PubMed: [Is the pharmacological property of vitamin U specific? II. The effect of quercetin on experimental gastric ulcer induced by histamine and antihistaminics]. PubMed: [Vitamin U, a hypothetic anti-ulcer factor]. PubMed: [Contribution to the knowledge of the ulcer-preventive factor (so-called vitamin U) intestinal activity of vitamin U-containing dry extracts of cabbage. II]. PubMed: [A contribution to ulcer prevention factors, so-called vitamin U. I]. PubMed: [Histological effect of vitamin U on ulcers induced on the stomach of dogs]. PubMed: [Vitamin U (anti-ulcer factor), contained in cabbage juice, etc., as a possible means of correcting late dumping syndrome]. PubMed: [Treatment of peptic ulcer disease of stomach & duodenum with vitamin U]. PubMed: Vitamin U therapy of peptic ulcer; experience at San Quentin Prison. PubMed: The medical management of gastric ulcers with vitamin U therapy. PubMed: [The present state of so-called vitamin U therapy of peptic ulcer]. PubMed: Vitamin U concentrate therapy of peptic ulcer. PubMed: [Treatment of peptic ulcer with cabbage juice and banana frappé (anti-ulcus factor, Vitamin U)]. PubMed: Vitamin U therapy of peptic ulcer. PubMed: Anti-peptic ulcer dietary factor (vitamin "U") in the treatment of peptic ulcer. PubMed: Rapid healing of peptic ulcers in patients receiving fresh cabbage juice.