CAS 1115-84-0|dl-methionine methylsulfonium chloride
| Common Name | dl-methionine methylsulfonium chloride | ||
|---|---|---|---|
| CAS Number | 1115-84-0 | Molecular Weight | 199.69900 |
| Density | / | Boiling Point | / |
| Molecular Formula | C6H14ClNO2S | Melting Point | 134ºC |
| MSDS | / | Flash Point | / |
Names
| Name | L-Methionine-S-methyl Sulfonium Chloride |
|---|---|
| Synonym | More Synonyms |
dl-methionine methylsulfonium chloride BiologicalActivity
| Description | Vitamin U (S-Methylmethionine sulfonium) chloride is an orally active anti-ulcer agent with antioxidant activity. Vitamin U inhibits adipocyte differentiation. Vitamin U promotes skin wound healing.Vitamin U can be used in the research of gastrointestinal ulceration[1][2][3][4][5]. |
|---|---|
| Related Catalog | Signaling Pathways >>Others >>OthersResearch Areas >>Inflammation/Immunology |
| In Vitro | Vitamin U chloride (100 μM, 24 h) promotes the growth and migration of human dermal fibroblasts(hDFs)[1]. Vitamin U chloride (0-1 mM, 24 h) activates ERK1/2 in hDFs[1]. Vitamin U chloride (0.1 g/L in the nutrient solution) reduces cell membrane damage in higher plants exposed to low-temperature stress[2]. Vitamin U chloride (10-100 mM, 7 days) inhibits adipocyte differentiation via down-regulation of adipogenic factors and up-regulation of AMPK activity[3]. Cell Proliferation Assay[1] Cell Line: Human dermal fibroblasts(hDFs) Concentration: 100 μM Incubation Time: 24 h Result: Promoted hDFs proliferation. Western Blot Analysis[3] Cell Line: 3T3-L1 cells Concentration: 50, 70, 90 mM Incubation Time: 7 days Result: Increased AMPK phosphorylation and decreased PPAR-γ levels. |
| In Vivo | Vitamin U chloride (50 mg/kg, oral gavage) prevents valproic acid-induced liver injury in rats[4]. Vitamin U chloride (50 mg/kg, oral gavage for 3 days) shows antioxidant effect and prevents GalN-induced gastric damage in rats[5]. Animal Model: Valproic acid (VPA)-induced rats with liver damage[4] Dosage: 50 mg/kg Administration: Oral gavage Result: Blocked the decrease in catalase (CAT), glutathione reductase (GR), glutathione peroxidase (GPx), and superoxide dismutase (SOD) activities. Increased in the levels of IL-1β, active caspase-3, and cytoplasmic cytochrome c. Increased in the number of proliferating cells nuclear antigen (PCNA) positive hepatocytes. |
| References | [1]. Won-Serk Kim, et al. Accelerated wound healing by S-methylmethionine sulfonium: evidence of dermal fibroblast activation via the ERK1/2 pathway. Pharmacology. 2010;85(2):68-76. [2]. Ilona Rácz, et al. S-methylmethionine reduces cell membrane damage in higher plants exposed to low-temperature stress. J Plant Physiol. 2008 Sep 29;165(14):1483-90. [3]. Na Young Lee, et al. Inhibitory Effect of Vitamin U (S-Methylmethionine Sulfonium Chloride) on Differentiation in 3T3-L1 Pre-adipocyte Cell Lines. Ann Dermatol. 2012 Feb;24(1):39-44. [4]. Ertan Celik, et al. Vitamin U prevents valproic acid-induced liver injury through supporting enzymatic antioxidant system and increasing hepatocyte proliferation triggered by inflammation and apoptosis. Toxicol Mech Methods. 2021 Oct;31(8):600-608. [5]. Dileknur Topaloglu, et al. Gastroprotective effect of vitamin U in D-galactosamine-induced hepatotoxicity. J Biochem Mol Toxicol. 2022 Sep;36(9):e23124. |
Chemical & Physical Properties
| Melting Point | 134ºC |
|---|---|
| Molecular Formula | C6H14ClNO2S |
| Molecular Weight | 199.69900 |
| Exact Mass | 199.04300 |
| PSA | 88.62000 |
| LogP | 1.16860 |
| InChIKey | MYGVPKMVGSXPCQ-JEDNCBNOSA-N |
| SMILES | C[S+](C)CCC(N)C(=O)O.[Cl-] |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- >6 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,835,1982
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- >6 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,835,1982
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 432 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,835,1982
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- >6 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,835,1982
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- >6 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,835,1982
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 259 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,835,1982
Safety Information
| Hazard Codes | Xn,N,T,F |
|---|---|
| Risk Phrases | R10:Flammable. R20:Harmful by inhalation. R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . R40:Limited evidence of a carcinogenic effect. R39/23/24/25:Toxic: danger of very serious irreversible effects thr |
| Safety Phrases | S24/25-S61-S36/37-S45 |
| RIDADR | UN 1134 3/PG 3 |
| WGK Germany | 2 |
| RTECS | CZ0175000 |
| Packaging Group | III |
| Hazard Class | 3 |
| HS Code | 2930909090 |
Customs
| HS Code | 2930909090 |
|---|---|
| Summary | 2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0% |
Synonyms
| dl-methionine methylsulfonium chloride |
| d,l-(3-amino-3-carboxypropyl)dimethyl sulfonium chloride |
| l-methionine s-methylsulfonium chloride |
| methylmethioninesulfonium chloride |
| dl-(3-amino-3-carboxypropyl) dimethylsulfonium chloride |
| EINECS 200-625-0 |
| dl-methylmethioninesulfonium chloride |
| methiosulfonium chloride |
| MFCD00031700 |
| methylmethionine sulfonium chloride |
