CAS 21593-77-1|S-Allyl-L-cysteine
| Common Name | S-Allyl-L-cysteine | ||
|---|---|---|---|
| CAS Number | 21593-77-1 | Molecular Weight | 161.222 |
| Density | 1.191 | Boiling Point | 300 ºC |
| Molecular Formula | C6H11NO2S | Melting Point | 235-236 ºC |
| MSDS | ChineseUSA | Flash Point | 135 ºC |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | s-allyl-l-cysteine |
|---|---|
| Synonym | More Synonyms |
S-Allyl-L-cysteine BiologicalActivity
| Description | S-Allyl-L-cysteine, one of the organosulfur compounds found in AGE, possess various biological effects including neurotrophic activity, anti-cancer activity, anti-inflammatory activity. |
|---|---|
| Related Catalog | Signaling Pathways >>Others >>OthersResearch Areas >>CancerResearch Areas >>Neurological DiseaseNatural Products >>OthersResearch Areas >>Inflammation/ImmunologyResearch Areas >>Metabolic DiseaseResearch Areas >>Others |
| In Vitro | It is found that S-Allyl-L-cysteine could protect against amyloid-protein (A)-and tunicamycin-induced cell death in differentiated PC12 cells. Simultaneously applied S-Allyl-L-cysteine (1 μM) suppresses the cell death induced by Aβ25-35 and Aβ1-40 in a concentration-dependent manner, and neuronal integrity is almost completely retained. Simultaneously applied S-Allyl-L-cysteine significantly decreases the Aβ-induced level of ROS. The TEAC value of S-Allyl-L-cysteine is lower than that of oxidized GSH, and no antioxidant activity is observed. Intracellular GSH levels remains unaffected by treatment of neurons with S-Allyl-L-cysteine for 24 h. Furthermore, the increase in caspase-12 protein expression is suppressed by simultaneously adding 1 μM S-Allyl-L-cysteine [1]. S-Allyl-L-cysteine up to a concentration 1.0 mM does not exhibit any cytotoxic impact on morphology of myoblast and myotubes in culture observed under bright field microscope. TNF treatment leads to a significant decrease in the intracellular CK activity while S-Allyl-L-cysteine pre-treatment to TNF treated myotubes decreases the release of CK in media. S-Allyl-L-cysteine pre-treatment decreases the level of active form of this enzyme in S-Allyl-L-cysteine+TNF group. Similar observations are recorded at mRNA level for caspase-3. These results illustrate that S-Allyl-L-cysteine regulates apoptotic signals via suppressing the transcription and thus protein expression of caspase-3[2]. |
| References | [1]. Kosuge Y, et al. S-allyl-L-cysteine selectively protects cultured rat hippocampal neurons from amyloid beta-protein- and tunicamycin-induced neuronal death. Neuroscience. 2003;122(4):885-95. [2]. Dutt V, et al. S-allyl cysteine inhibits TNFα-induced skeletal muscle wasting through suppressing proteolysis and expression of inflammatory molecules. Biochim Biophys Acta. 2018 Apr;1862(4):895-906. |
Chemical & Physical Properties
| Density | 1.191 |
|---|---|
| Boiling Point | 300 ºC |
| Melting Point | 235-236 ºC |
| Molecular Formula | C6H11NO2S |
| Molecular Weight | 161.222 |
| Flash Point | 135 ºC |
| Exact Mass | 161.051056 |
| PSA | 88.62000 |
| LogP | 1.31 |
| Vapour Pressure | 0.0±1.3 mmHg at 25°C |
| Index of Refraction | 1.543 |
| InChIKey | ZFAHNWWNDFHPOH-YFKPBYRVSA-N |
| SMILES | C=CCSCC(N)C(=O)O |
| Storage condition | 2-8°C |
Safety Information
| Symbol | GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H317 |
| Precautionary Statements | P280 |
| Hazard Codes | F,C |
| Risk Phrases | R11:Highly Flammable. R22:Harmful if swallowed. R34:Causes burns. R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . |
| Safety Phrases | S16-S26-S36/37/39-S45 |
| RIDADR | UN 2379 3/PG 2 |
| WGK Germany | 3 |
| RTECS | EO4460000 |
| Packaging Group | II |
| Hazard Class | 3.1 |
| 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% |
Articles24
More Articles| Berberine and S allyl cysteine mediated amelioration of DEN+CCl4 induced hepatocarcinoma. Biochim. Biophys. Acta 1840(1) , 219-44, (2014) Diethylnitrosamine (DEN) and carbon tetrachloride (CCl4) have been used as initiator and promoter respectively to establish an animal model for investigating molecular events appear to be involved in ... | |
| The "aged garlic extract:" (AGE) and one of its active ingredients S-allyl-L-cysteine (SAC) as potential preventive and therapeutic agents for Alzheimer's disease (AD). Curr. Med. Chem. 18 , 3306-3313, (2011) Alzheimer's disease (AD) is the most common form of dementia in the older people and 7(th) leading cause of death in the United States. Deposition of amyloid-beta (Aβ) plaques, hyperphosphorylation of... | |
| S-allyl-L-cysteine and isoliquiritigenin improve mitochondrial function in cellular models of oxidative and nitrosative stress. Food Chem. 194 , 843-8, (2015) Oxidative and nitrosative stress resulting in mitochondrial dysfunction are an early event in the pathogenesis of Alzheimer's disease (AD). Nuclear factor erythroid-2-related factor 2 (Nrf2) is a key ... |
Synonyms
| (R)-Allylthio-2-aminopropanoic acid |
| L-DEOXYALLIIN |
| L-Cysteine, S-2-propen-1-yl |
| DEOXYALLIIN |
| MFCD00151975 |
| s-allylcysteine |
| S-Allyl-D-cysteine |
| S-allylcysteine zwitterion |
| (2R)-3-(Allylthio)-2-aminopropanoic acid |
| (R)-Allylthio-2-aminopropionic Acid |
| S-allyl cysteine |
| CYSTEINE,S-ALLYL-L |
| 3-(Allylthio)-L-alanine |
| L-Deoxyalliin S-allyl-cysteine S-allylcysteine SAC |
| 3-allylsulfanyl-2-amino-propionic acid |
| (R)-3-(Allylthio)-2-aminopropanoic acid |
| S-2-Propenylcysteine |
| L-3-(Allylthio)-alanine |
| (2R)-3-allylsulfanyl-2-amino-propionic acid |
| Allylcysteine |
| D-Cysteine, S-2-propen-1-yl- |
| L-Cysteine, S-2-propen-1-yl- |
