Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

138061

Sigma-Aldrich

N-Acetyl-L-cysteine

98%

Synonym(s):

LNAC, NAC

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
HSCH2CH(NHCOCH3)CO2H
CAS Number:
616-91-1
Molecular Weight:
163.19
Beilstein/REAXYS Number:
1724426
EC Number:
210-498-3
MDL number:
MFCD00004880
UNSPSC Code:
12352209

assay

98%

optical activity

[α]25/D +4.5°, c = 2 in H2O

mp

106-108 °C (lit.)

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

Looking for similar products? Visit Product Comparison Guide

Application

Useful reagent in a variety of biochemical applications, such as the derivatization of anticancer triazenes[1] and the synthesis of matlystatin A via 1,4-Michael addition.[2]

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.

replaced by

Product No.
Description
Pricing

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
S57592
S36982
16604EI
16207KN
08821DF

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Tetrahedron Letters, 34, 8477-8477 (1993)
Journal of the Chemical Society. Perkin Transactions 1, 3241-3241 (1991)
Kristell Le Gal et al.
Science translational medicine, 7(308), 308re8-308re8 (2015-10-09)
Antioxidants in the diet and supplements are widely used to protect against cancer, but clinical trials with antioxidants do not support this concept. Some trials show that antioxidants actually increase cancer risk and a study in mice showed that antioxidants
Marialucia Gallorini et al.
Biomaterials, 56, 114-128 (2015-05-03)
Oxidative stress due to increased formation of reactive oxygen species (ROS) in target cells of dental resin monomers like 2-hydroxyethyl methacrylate (HEMA) is a major mechanism underlying the disturbance of vital cell functions including mineralization and differentiation, responses of the
Francielli Licks et al.
World journal of gastroenterology, 21(43), 12351-12360 (2015-11-26)
To evaluate the antioxidant effect of N-acetylcysteine (NAC) on the stomach of rats with portal hypertension. Twenty-four male Wistar rats weighing ± 250 g were divided into four experimental groups (n = 6 each): Sham-operated (SO), SO + NAC, partial

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service