64382
DL-Methionine methylsulfonium chloride
≥97.0% (AT)
Synonym(s):
(3-Amino-3-carboxypropyl)dimethyl sulfonium chloride, MMS, Methyl-methionine sulphonium chloride, Vitamin U
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About This Item
Empirical Formula (Hill Notation):
C6H14ClNO2S
CAS Number:
Molecular Weight:
199.70
Beilstein:
4163617
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
Recommended Products
biological source
synthetic
Assay
≥97.0% (AT)
form
powder
impurities
≤0.002% heavy metals
ign. residue
≤0.1%
loss
≤3% loss on drying
color
colorless to white
pH
4.0-5.5
mp
139-140 °C
solubility
H2O: 100 mg/mL, clear, colorless
SMILES string
[Cl-].C[S+](C)CCC(N)C(O)=O
InChI
1S/C6H13NO2S.ClH/c1-10(2)4-3-5(7)6(8)9;/h5H,3-4,7H2,1-2H3;1H
InChI key
MYGVPKMVGSXPCQ-UHFFFAOYSA-N
Biochem/physiol Actions
DL-Methionine methylsulfonium (DL-MMSC), a racemic mixture, is used to study its mechanism of protection against gastric ulceration. DL-MMSC may also be used as a methionine analogue.
S-Methionine methylsulfonium (SMMS) chloride is a derivative of methionine metabolism in some plants. SMMS has potent therapeutic effects on gastrointestinal ulceration potentially via its ability to promote dermal fibroblast migration and growth.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Won-Serk Kim et al.
Pharmacology, 85(2), 68-76 (2010-01-30)
S-Methylmethionine sulfonium (SMMS) is a derivative of the amino acid methionine, and is synthesized in a variety of plants. SMMS is widely referred to as vitamin U because of its potent therapeutic effect on gastrointestinal ulceration. Skin wounds are accompanied
Ji-Hoon Song et al.
Journal of food science, 82(1), 36-43 (2016-11-25)
The objectives of the current study were to determine S-methyl-L-methionine (SMM) from various Brassicaceae family vegetables by using validated analytical method and to characterize the intestinal transport mechanism of SMM by the Caco-2 cells. The SMM is well known to
Effect of s-methylmethionine sulphonium chloride on oesophagogastric ulcers in pigs.
Kopinski JS, Fogarty R, McVeigh J.
Australian Journal of Chemistry, 85, 362-367 (2007)
A S Salim
Journal of pharmaceutical sciences, 81(7), 698-700 (1992-07-01)
Reserpine (intraperitoneal, 5 mg/kg every day for 5 days) produced chronic ulceration of the rat stomach 2 weeks postdose. Gavage with 1% DL-cysteine or DL-methionine-S-methylsulfonium chloride at 1 mL/day for 2 weeks and 5 days protected against ulceration in 30%
A S Salim
Pharmacology, 46(5), 281-288 (1993-05-01)
This prospective randomized double-blind controlled study investigated whether sulphydryl-containing agents protect against the recurrence of duodenal ulceration. To this end, DL-cysteine (200 mg 4 times daily) and DL-methionine-methyl sulphonium chloride (MMSC, 500 mg 4 times daily) were administered orally. Three
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