21593-77-1

21593-77-1 structure

Name: S-Allyl-L-cysteine
Chemical Name: s-allyl-l-cysteine
CAS Number: 21593-77-1
Molecular Formula: C₆H₁₁NO₂S
Molecular Weight: 161.222
Catalog: Biochemical Amino acids and their derivatives Cysteine derivative
Create Date: 2018-03-30 08:00:00
Modify Date: 2024-01-02 08:12:04
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.

Name	s-allyl-l-cysteine
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-

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
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.

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
Storage condition	2-8°C

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

Precursor 10
232953-12-7 52-89-1 106-95-6 52-90-4
107-18-6 870-23-5 5147-00-2 2731-73-9
556-27-4 49621-03-6
DownStream 9
2179-57-9 539-86-6 127-17-3 52-90-4
556-27-4 113-24-6 1187-84-4 17795-24-3
23127-41-5