dl-methionine methylsulfonium chloride

Modify Date: 2025-08-21 19:12:17

dl-methionine methylsulfonium chloride Structure
dl-methionine methylsulfonium chloride structure
 Common Name dl-methionine methylsulfonium chloride
CAS Number 1115-84-0 Molecular Weight 199.69900
Density N/A Boiling Point N/A
Molecular Formula C6H14ClNO2S Melting Point 134ºC
MSDS N/A Flash Point N/A

 Use of dl-methionine methylsulfonium chloride


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].

 Names

Name L-Methionine-S-methyl Sulfonium Chloride
Synonym More Synonyms

 dl-methionine methylsulfonium chloride Biological Activity

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
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

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
WR7440000
CHEMICAL NAME :
Sulfonium, (3-amino-3-carboxypropyl)dimethyl-, chloride, L-
CAS REGISTRY NUMBER :
1115-84-0
LAST UPDATED :
199103
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C6-H14-N-O2-S.Cl
MOLECULAR WEIGHT :
199.72
WISWESSER LINE NOTATION :
QVYZ2S1&1 &G &6/12

HEALTH HAZARD DATA

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

 Synthetic Route

L-Methionine structure

L-Methionine

CAS#:63-68-3

methyl iodide structure

methyl iodide

CAS#:74-88-4

~72%

dl-methionine methylsulfonium chloride Structure

dl-methionine m...

CAS#:1115-84-0

Literature: Mladkova, Jana; Vanek, Vaclav; Budesinsky, Milos; Elbert, Tomas; Demianova, Zuzana; Garrow, Timothy A.; Jiracek, Jiri Journal of Medicinal Chemistry, 2012 , vol. 55, # 15 p. 6822 - 6831

 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
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