
CAS Number21593-77-1
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
Molecular FormulaC6H11NO2S
Molecular Weight161.22
Purity≥98 (HPLC)%
Density1.191
Boiling Point300 ºC
Melting Point235-236 ºC
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 21593-77-1 |
| Catalog No. | 2A-9011138 |
| Chinese Name | S-烯丙基-L-半胱氨酸 |
| 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 |
| Molecular Formula | C6H11NO2S |
| Molecular Weight | 161.22 |
| Purity | ≥98 (HPLC) |
| Density | 1.191 |
| Boiling Point | 300 ºC |
| Melting Point | 235-236 ºC |
| Appearance | powder |
| Storage Condition | 2-8°C |
| Packaging | II |
| Application | S-Allyl-L-cysteine is an organic sulfide found in garlic and has a variety of biological activities, including neurotrophic activity, anti-cancer activity, anti-inflammatory activity, etc. |
| HTC | 2930909090 |
| PubChem ID | 329825342 |
| MDL Number | MFCD00151975 |
| SMILES | N[C@@H](CSCC=C)C(O)=O |
| InChI | 1S/C6H11NO2S/c1-2-3-10-4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)/t5-/m0/s1 |
| InChI Key | ZFAHNWWNDFHPOH-YFKPBYRVSA-N |
| NACRES Code | NA.77 |
| eCl@ss | 32160406 |
| UNSPSC | 12352209 |
| Hazard Symbols | 3.1 |
| MSDS | msds/11138_1_21593_77_1.pdf |
| Bioactivity | 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 >> Others Research Areas >> Cancer Research Areas >> Neurological Disease Natural Products >> Others Research Areas >> Inflammation/Immunology Research Areas >> Metabolic Disease Research 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 |
| Use of | 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. Properties Articles24 Name s-allyl-l-cysteine Synonym More Synonyms S-Allyl-L-cysteine Biological Activity 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 >> Others Research Areas >> Cancer Research Areas >> Neurological Disease Natural Products >> Others Research Areas >> Inflammation/Immunology Research Areas >> Metabolic Disease Research Areas >> Others 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 Molecular Formula C6H11NO2S Exact Mass 161.051056 PSA 88.62000 Index of Refraction 1.543 InChIKey ZFAHNWWNDFHPOH-YFKPBYRVSA-N SMILES C=CCSCC(N)C(=O)O |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 30.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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