| Size | Price | Stock | Qty |
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| 5mg |
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| 10mg |
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| Other Sizes |
Purity: ≥95%
| Targets |
Methylmethionine sulfonium chloride does not have a single well-defined biological target. It exhibits antioxidant activity and inhibits adipocyte differentiation. The compound may help in the healing of gastric ulcers. In Japan, it is used over-the-counter to support gastrointestinal health. Its mechanism involves antioxidant effects that protect gastric mucosa from damage.
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| ln Vitro |
Human dermal fibroblasts (hDF) are encouraged to proliferate and migrate when exposed to 100 μM of vitamin U chloride for 24 hours [1]. For a 24-hour period, vitamin U chloride (0–1 mM) activates ERK1/2 in hDF[1]. Higher plants subjected to low temperature stress can benefit from the reduction of cell membrane damage caused by chlorinated vitamin U (0.1 g/L in nutritional solution) [2]. Adipocyte development is inhibited by vitamin U chloride (10–100 mM, 7 days) through the upregulation of AMPK activation and the downregulation of adipogenic factors [3].
In vitro, methylmethionine sulfonium chloride exhibits antioxidant activity and inhibits adipocyte differentiation. It promotes skin wound healing. The compound's activity is assessed by measuring its antioxidant capacity in cell-free systems and its effects on adipocyte differentiation in cell culture models. |
| ln Vivo |
In rats, valproic acid-induced liver damage can be avoided by administering 50 mg/kg of vitamin U chloride orally [4]. Rats exposed to 50 mg/kg of vitamin U chloride orally for three days show antioxidant benefits and are less likely to develop stomach injury from GalN [5].
In vivo, methylmethionine sulfonium chloride is used as an oral anti-ulcer agent. It has been shown to promote gastric ulcer healing and protect against gastric mucosal damage. The compound also promotes skin wound healing. In Japan, it is used over-the-counter to support gastrointestinal health. |
| Enzyme Assay |
In vitro enzyme/receptor binding assays for methylmethionine sulfonium chloride measure its antioxidant activity using DPPH radical scavenging or other antioxidant assays. The compound's ability to inhibit adipocyte differentiation is assessed in cell culture models by measuring lipid accumulation and adipogenic marker expression.
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| Cell Assay |
Cell proliferation experiment [1]
Cell Types: human dermal fibroblasts (hDFs) Tested Concentrations: 100 μM Incubation Duration: 24 h Experimental Results: Promote the proliferation of hDFs. Western Blot Analysis[3] Cell Types: 3T3-L1 Cell Tested Concentrations: 50, 70, 90 mM Incubation Duration: 7 days Experimental Results: Increased AMPK phosphorylation and diminished PPAR-γ levels. In vitro cell-based assays for methylmethionine sulfonium chloride use adipocyte cell lines to assess inhibition of adipocyte differentiation. Cells are treated with serial dilutions of the compound, and lipid accumulation is measured by Oil Red O staining. Cell viability is assessed in parallel. The compound's effects on skin wound healing are evaluated in keratinocyte or fibroblast cultures. |
| Animal Protocol |
Animal/Disease Models: Valproic acid (VPA) induced liver injury in rats [4]
Doses: 50 mg/kg Route of Administration: po (oral gavage) Experimental Results: Blocked catalase (CAT), glutathione reductase (GR) ), glutathione peroxidase (GPx), and superoxide dismutase (SOD) activities. IL-1β, active caspase-3, and cytoplasmic cytochrome c levels were increased. The number of proliferating cell nuclear antigen (PCNA)-positive hepatocytes increased. In vivo animal models for methylmethionine sulfonium chloride include models of gastric ulcer induced by stress, ethanol, or NSAIDs. The compound is administered orally, and its effects on ulcer area, gastric mucosal damage, and inflammatory markers are evaluated. Skin wound healing models are used to assess the compound's effects on wound closure. |
| ADME/Pharmacokinetics |
Methylmethionine sulfonium chloride has a molecular formula of C6H14ClNO2S and a molecular weight of 199.70 g/mol. It is a white to off-white hygroscopic solid with a melting point of 129–133°C (dec.) and slight water solubility. The compound is also known as Vitamin U chloride and is stored under appropriate conditions for research use.
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| Toxicity/Toxicokinetics |
The toxicity profile of methylmethionine sulfonium chloride is favorable for its use as a dietary supplement and over-the-counter gastrointestinal health product. The compound is generally well-tolerated at recommended doses. High doses may cause gastrointestinal discomfort. The compound is not known to be genotoxic or carcinogenic at relevant exposure levels.
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| References |
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| Additional Infomation |
Methylmethionine sulfonium salt is an organic molecular entity. Methylmethionine chloride may aid in the healing of stomach ulcers. In Japan, it is used over-the-counter to support gastrointestinal health. It is also known as "vitamin U," but it is not a true vitamin. Vitamin U is found in leafy green vegetables. It is used to treat peptic ulcers, colitis, and gastritis, and has effects on intestinal secretion, acid production, and enzymatic function. See also: Cabbage (note moved to).
Methylmethionine sulfonium chloride is also known as Vitamin U, S-Methylmethionine sulfonium chloride, and L-Methionine-S-methyl Sulfonium Chloride. It is an orally active anti-ulcer agent with antioxidant activity that inhibits adipocyte differentiation and promotes skin wound healing. The compound is used for research in gastrointestinal ulcer and is available over-the-counter in Japan. |
| Molecular Formula |
C6H14CLNO2S
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|---|---|
| Molecular Weight |
199.693
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| Exact Mass |
199.043
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| CAS # |
1115-84-0
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| PubChem CID |
16217806
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| Appearance |
Off-white to light yellow solid powder
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| Melting Point |
134ºC
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| LogP |
1.168
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
4
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| Rotatable Bond Count |
4
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| Heavy Atom Count |
11
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| Complexity |
116
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| Defined Atom Stereocenter Count |
1
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| SMILES |
C[S+](C)CC[C@@H](C(=O)O)N.[Cl-]
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| InChi Key |
MYGVPKMVGSXPCQ-JEDNCBNOSA-N
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| InChi Code |
InChI=1S/C6H13NO2S.ClH/c1-10(2)4-3-5(7)6(8)9;/h5H,3-4,7H2,1-2H3;1H/t5-;/m0./s1
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| Chemical Name |
[(3S)-3-amino-3-carboxypropyl]-dimethylsulfanium;chloride
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| Synonyms |
FEMA No. 3445; EINECS 214-231-1; Methylmethionine sulfonium chloride
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400  (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 5.0078 mL | 25.0388 mL | 50.0776 mL | |
| 5 mM | 1.0016 mL | 5.0078 mL | 10.0155 mL | |
| 10 mM | 0.5008 mL | 2.5039 mL | 5.0078 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.