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About This Item
Linear Formula:
HSCH2CH(NHCOCH3)CO2H
CAS Number:
Molecular Weight:
163.19
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
210-498-3
MDL number:
Beilstein/REAXYS Number:
1724426
Product Name
N-Acetyl-L-cysteine, Sigma Grade, ≥99% (TLC), powder
grade
Sigma Grade
Quality Level
assay
≥99% (TLC)
form
powder
color
white to off-white
mp
106-108 °C (lit.)
solubility
H2O: 100 mg/mL (with heating)
application(s)
cell analysis
storage temp.
2-8°C
SMILES string
CC(=O)N[C@@H](CS)C(O)=O
InChI
1S/C5H9NO3S/c1-3(7)6-4(2-10)5(8)9/h4,10H,2H2,1H3,(H,6,7)(H,8,9)/t4-/m0/s1
InChI key
PWKSKIMOESPYIA-BYPYZUCNSA-N
Application
N-Acetyl-L-cysteine has been used to suppress oxygen-dependent hydroxyurea sensitivity in Saccharomyces cerevisiae. It has also been used as an antioxidant for the treatment of C2C12 murine myoblasts.
Biochem/physiol Actions
Antioxidant and mucolytic agent. Increases cellular pools of free radical scavengers. Reported to prevent apoptosis in neuronal cells but induce apoptosis in smooth muscle cells. Inhibits HIV replication. May serve as a substrate for microsomal glutathione transferase.
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
13 - Non Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Loss of SOD1 and LYS7 Sensitizes Saccharomyces cerevisiae to Hydroxyurea and DNA Damage Agents and Downregulates MEC1 Pathway Effectors?
Carole D. Carter
Journal of Virology, 25(23), 10273-10285 (2005)
Low levels of lipopolysaccharide modulate mitochondrial oxygen consumption in skeletal muscle
Madlyn I. Frisard
Metabolism and Disease, 64(3), 416-427 (2015)
Carolina Martinez Romão et al.
Life sciences, 231, 116544-116544 (2019-06-11)
To investigate the effect of long-term N-acetyl-l-cysteine (NAC) treatment in Wistar rats subjected to renal ischemia and reperfusion (IR) and a chronic high‑sodium diet (HSD). Adult male Wistar rats received an HSD (8.0% NaCl) or a normal‑sodium diet (NSD; 1.3%
