S-methyl-laevo-cysteine
alanine, 3-(methylthio)-, L- (8CI)
Identification
| Name | S-methyl-laevo-cysteine |
| IUPAC | (2R)-2-amino-3-methylsulfanylpropanoic acid |
| CAS Number | 1187-84-4 |
| EINECS | 214-701-6 |
| FDA UNII | A34I1H07YM |
| Molecular Formula | C4 H9 N O2 S |
| Molecular Weight | 135.18613000 |
| MDL Number | MFCD00002612 |
| Nikkaji Number | J55.191K |
| Beilstein | 1721675 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 300.30 °C. @ 760.00 mm Hg (est) |
| Flash Point | 276.00 °F. TCC ( 135.40 °C. ) (est) |
| logP (o/w) | 0.380 (est) |
| Soluble in | water, 2.252e+005 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for S-methyl-laevo-cysteine usage levels up to | not for fragrance use. |
| Recommendation for S-methyl-laevo-cysteine flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
alanine, 3-(methylthio)-, L- (8CI)
S-
methyl-L-cysteine
L-
cysteine, S-methyl- (9CI)
S-
methylcysteine
(2R)-2-
amino-3-methylsulfanylpropanoic acid
PubMed:
Transcriptome Profiling Identifies Candidate Genes Associated with the Accumulation of Distinct Sulfur γ-Glutamyl Dipeptides in Phaseolus vulgaris and Vigna mungo Seeds.
PubMed:
Transcripts of sulphur metabolic genes are co-ordinately regulated in developing seeds of common bean lacking phaseolin and major lectins.
PubMed:
Precursors and formation of pyrithione and other pyridyl-containing sulfur compounds in drumstick onion, Allium stipitatum.
PubMed:
Effect of genetic characteristics and environmental factors on organosulfur compounds in garlic ( Allium sativum L.) grown in Andalusia, Spain.
PubMed:
Applications of direct analysis in real time-mass spectrometry (DART-MS) in Allium chemistry. (Z)-butanethial S-oxide and 1-butenyl thiosulfinates and their S-(E)-1-butenylcysteine S-oxide precursor from Allium siculum.
PubMed:
Characterization of shortday onion cultivars of 3 pungency levels with flavor precursor, free amino acid, sulfur, and sugar contents.
PubMed:
The antidiabetic effect of onion and garlic in experimental diabetic rats: meta-analysis.
PubMed:
Seed storage protein deficiency improves sulfur amino acid content in common bean (Phaseolus vulgaris L.): redirection of sulfur from gamma-glutamyl-S-methyl-cysteine.
PubMed:
Protective and alleviative effects from 4 cysteine-containing compounds on ethanol-induced acute liver injury through suppression of oxidation and inflammation.
PubMed:
Antiinflammatory and antifibrogenic effects of s-ethyl cysteine and s-methyl cysteine in the kidney of diabetic mice.
PubMed:
Determination of seven organosulfur compounds in garlic by high-performance liquid chromatography.
PubMed:
Antioxidative and antiglycative effects of six organosulfur compounds in low-density lipoprotein and plasma.
PubMed:
Antioxidative activity of sulfur-containing compounds in Allium species for human low-density lipoprotein (LDL) oxidation in vitro.
PubMed:
Kale carotenoids remain stable while flavor compounds respond to changes in sulfur fertility.
PubMed:
Determination of S-methyl-, S-propyl-, and S-propenyl-L-cysteine sulfoxides by gas chromatography-mass spectrometry after tert-butyldimethylsilylation.
PubMed:
Characterization of some Allium hybrids by aroma precursors, aroma profiles, and alliinase activity.
PubMed:
3-methylthiopropionaldehyde as precursor of dimethyl trisulfide in aged beers.
PubMed:
Chemopreventive effects of S-methylcysteine on rat hepatocarcinogenesis induced by concurrent administration of sodium nitrite and morpholine.
PubMed:
Cysteine sulfoxides and alliinase activity of some Allium species.
PubMed:
Antimicrobial activity of sulfur compounds derived from cabbage.
PubMed:
The utilization and safety of isomeric sulfur-containing amino acids in mice.
PubMed:
The nutritional role of S-Methyl-L-cysteine.
PubMed:
Inhibition of nitrosation of amines by thiols, alcohols and carbohydrates.
PubMed:
A simple method for the approximate determination of S-methylcysteine sulphoxide (kale anaemia factor).
PubMed:
Estimation of S-methylcysteine sulphoxide (kale anaemia factor) and its distribution among brassica forage and root crops.