acetyl-laevo-cysteine
(2R)-2-acetamido-3-sulfanylpropanoic acid
 
Notes:
the n-acetyl derivative of cysteine. it is used as a mucolytic agent to reduce the viscosity of mucous secretions. it has also been shown to have antiviral effects in patients with hiv due to inhibition of viral stimulation by reactive oxygen intermediates. Effective inhibitor of enzymic browning in foods [DFC] N-Acetyl-L-cysteine is a pharmaceutical drug and nutritional supplement used primarily as a mucolytic agent and in the management of paracetamol (acetaminophen) overdose. Other uses include sulfate repletion in conditions, such as autism, where cysteine and related sulfur amino acids may be depleted. N-Acetyl-L-cysteine is a precursor in the formation of the antioxidant glutathione in the body. The thiol group confers antioxidant effects and is able to reduce free radicals. [Wikipedia]
  • Charkit Chemical
    • Charkit Chemical Corporation
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      ACETYL-L-CYCTEINE, N-
       
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    • Penta International Corporation
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      At Penta, our products and services help businesses do business better.
      For over 30 years, Penta Manufacturing Company has played a growing role in worldwide chemistry innovations and applications. As an industry leader, Penta continues to pioneer chemistry-based solutions for practically every area of commerce. Our products and expertise have helped fuel technical advances in dozens of commercial applications including flavoring, coloring, fragrances and chemical processes.
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      Product(s):
      01-07300 N-ACETYL-l-CYSTEINE USP, Kosher
       
Synonyms   Articles   Notes   Search
(2R)-2-acetamido-3-sulfanylpropanoic acid (Click)
CAS Number: 616-91-1Picture of molecule
Other: 7696-05-1
ECHA EINECS - REACH Pre-Reg: 210-498-3
FDA UNII: WYQ7N0BPYC
Nikkaji Web: J3.309J
Beilstein Number: 1724426
MDL: MFCD00004880
XlogP3: 0.40 (est)
Molecular Weight: 163.19633000
Formula: C5 H9 N O3 S
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: special dietary and nutritional additives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
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Perfumer and Flavorist: Search
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IBM Patents: Obtain
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NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 109.00 to  110.00 °C. @ 760.00 mm Hg
Boiling Point: 407.00 to  408.00 °C. @ 760.00 mm Hg (est)
Flash Point: 392.00 °F. TCC ( 200.00 °C. )
logP (o/w): -0.696 (est)
Soluble in:
 water, 2.429e+005 mg/L @ 25 °C (est)
Similar Items: note
acetyl-dextro,laevo-tryptophan
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: antioxidants
skin conditioning
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Suppliers:
Aceto
N-Acetyl -L- Cysteine
AIDP
N-Acetyl L-Cysteine NAC 98.5%-101.0%
Ajinomoto USA
N-Acetyl-L-cysteine
Ajinomoto USA
N-Acetyl-L-cysteine
Carbosynth
For experimental / research use only.
N-Acetyl-L-cysteine
Charkit Chemical
ACETYL-L-CYCTEINE, N-
EMD Millipore
For experimental / research use only.
N-Acetyl-L-cysteine
Maypro Industries
Acetyl-Cysteine
Penta International
N-ACETYL-l-CYSTEINE USP, Kosher
Prinova
N-Acetyl-L-Cysteine
Qingdao Dacon Trading
N-Acetyl-L-cysteine
Santa Cruz Biotechnology
For experimental / research use only.
N-Acetyl-L-cysteine ≥98%
Sigma-Aldrich
For experimental / research use only.
N-Acetyl-L-cysteine Sigma Grade, ≥99% (TLC), powder
TCI AMERICA
For experimental / research use only.
N-Acetyl-L-cysteine >98.0%(HPLC)(T)
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Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 22 - Do not breath dust.
S 24/25 - Avoid contact with skin and eyes.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD50  400 mg/kg
National Technical Information Service. Vol. AD691-490

intravenous-mouse LD50  3800 mg/kg
BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of Medicinal Chemistry. Vol. 10, Pg. 1172, 1967.

oral-mouse LD50  4400 mg/kg
European Patent Application. Vol. #0192191

intravenous-rat LD50  1140 mg/kg
GASTROINTESTINAL: OTHER CHANGES
European Journal of Respiratory Diseases. Vol. 61(Suppl

oral-rat LD50  5050 mg/kg
Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.

intravenous-dog LD50  700 mg/kg
Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 479, 1979.

oral-dog LD50  > 1000 mg/kg
Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 479, 1979.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: special dietary and nutritional additives
Recommendation for acetyl-laevo-cysteine usage levels up to:
 not for fragrance use.
 
Recommendation for acetyl-laevo-cysteine flavor usage levels up to:
 not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food (AFC) on a request from the Commission related to N-Acetyl-L-cysteine for use in foods for particular nutritional uses and in foods for special medical purposes
View page or View pdf
EPI System: View
ClinicalTrials.gov: search
Daily Med: search
NLM Hazardous Substances Data Bank: Search
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
Carcinogenic Potency Database: Search
Env. Mutagen Info. Center: Search
NLM Developmental and Reproductive Toxicity: Search
EPA Substance Registry Services (TSCA): 616-91-1
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 12035
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 (2R)-2-acetamido-3-sulfanylpropanoic acid
Chemidplus: 0000616911
RTECS: HA1660000 for cas# 616-91-1
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References:
 (2R)-2-acetamido-3-sulfanylpropanoic acid
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 616-91-1
Pubchem (cid): 12035
Pubchem (sid): 134978062
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
Golm Metabolome Database: Search
KEGG (GenomeNet): C06809
HMDB (The Human Metabolome Database): HMDB01890
FooDB: FDB002281
Export Tariff Code: 2930.90.9190
FDA Listing of Food Additive Status: View
MedlinePlusSupp: View
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
Formulations/Preparations:
parenteral: for injection concentrate, for iv infusion: 200 mgml acetadote (cumberland). oral inhalation, intratracheal instillation, and oral: solution: 100 mg (of acetylcysteine) per ml (10%), acetylcysteine sodium solution, (abbott, american regent, bedford, dey, mayne, roxane); mucomyst (sandoz); 200 mg (of acetylcysteine) per ml (20%) acetylcysteine sodium solution (abbott, american regent, bedford, dey, mayne, roxane); mucomyst (sandoz). acetylcysteine sodium
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
 antioxidants 
 skin conditioning 
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
(R)-2-acetamido-3-mercaptopropanoic acid
(2R)-2-acetamido-3-sulfanyl-propanoic acid
(2R)-2-acetamido-3-sulfanylpropanoic acid
L-a-acetamido-b-mercaptopropionic acid
L-alpha-acetamido-beta-mercaptopropionic acid
laevo-alpha-acetamido-beta-mercaptopropionic acid
 acetilcisteina
 acetyl cysteine
N-acetyl-3-mercaptoalanine
N-acetyl-L-(+)-cysteine
N-acetyl-L-cysteine
 acetyl-laevo-cysteine
N-acetyl-laevo-cysteine
(R)-2-acetylamino-3-mercaptopropanoic acid
(2R)-2-acetylamino-3-sulfanylpropanoic acid
2-(acetylamino)-3-mercaptopropionic acid
(2R)-2-(acetylamino)-3-sulfanylpropanoic acid
 acetylcysteine
 acetylcysteinum
 airbron
 broncholysin
 brunac
 cysteine, N-(1-hydroxyethylidene)-, (Z)-
L-cysteine, N-acetyl-
 cysteine, N-acetyl-, L-
 exomuc
 fabrol
 fluatox
 fluimicil infantil
 fluimucetin
 fluimucil
 flumucetin
 fluprowit
 inspir
 LNAC
 lysomucil
 mercapturic acid
(R)-mercapturic acid
 mucofilin
 mucolator
 mucolyticum
 mucolytikum lappe
 mucomyst
 mucosil
 mucosolvin
 mucret
 NASGC
 parvolex
 respaire
 tixair
Synonyms   Articles   Notes   Search   Top
Articles:
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PubMed: Ampelopsin induces cell growth inhibition and apoptosis in breast cancer cells through ROS generation and endoplasmic reticulum stress pathway.
PubMed: Alternative Biomarkers of n-Hexane exposure: Characterization of aminoderived pyrroles and thiol-pyrrole conjugates in urine of rats exposed to 2,5-Hexanedione.
PubMed: The role of oxidative stress in citreoviridin-induced DNA damage in human liver-derived HepG2 cells.
PubMed: Sulforaphane induces reactive oxygen species-mediated mitotic arrest and subsequent apoptosis in human bladder cancer 5637 cells.
PubMed: Oxidative stress contributes to gold nanoparticle-induced cytotoxicity in human tumor cells.
PubMed: Aflatoxin G1-induced oxidative stress causes DNA damage and triggers apoptosis through MAPK signaling pathway in A549 cells.
PubMed: Dose-dependent folic acid and memantine treatments promote synergistic or additive protection against Aβ(25-35) peptide-induced apoptosis in SH-SY5Y cells mediated by mitochondria stress-associated death signals.
PubMed: Protective effects of 6-hydroxy-1-methylindole-3-acetonitrile on cisplatin-induced oxidative nephrotoxicity via Nrf2 inactivation.
PubMed: Comparative analysis of ER stress response into HIV protease inhibitors: lopinavir but not darunavir induces potent ER stress response via ROS/JNK pathway.
PubMed: Antiproliferative and apoptotic effects of spanish honeys.
PubMed: Reactive oxygen species mediate tolfenamic acid-induced apoptosis in human colorectal cancer cells.
PubMed: Reduced scytonemin isolated from Nostoc commune induces autophagic cell death in human T-lymphoid cell line Jurkat cells.
PubMed: Modulation of antioxidant defense system by the dithiocarbamate fungicides Maneb and Zineb in Chinese hamster V79 cells and the role of N-acetyl-L-cysteine.
PubMed: Determination of benzyl isothiocyanate metabolites in human plasma and urine by LC-ESI-MS/MS after ingestion of nasturtium (Tropaeolum majus L.).
PubMed: γ-Tocotrienol induced cell cycle arrest and apoptosis via activating the Bax-mediated mitochondrial and AMPK signaling pathways in 3T3-L1 adipocytes.
PubMed: Rats with metabolic syndrome resist the protective effects of N-acetyl l-cystein against impaired spermatogenesis induced by high-phosphorus/zinc-free diet.
PubMed: Coumestrol induces senescence through protein kinase CKII inhibition-mediated reactive oxygen species production in human breast cancer and colon cancer cells.
PubMed: Genotoxicity of 2-bromo-3'-chloropropiophenone.
PubMed: Oxidative DNA damage is involved in ochratoxin A-induced G2 arrest through ataxia telangiectasia-mutated (ATM) pathways in human gastric epithelium GES-1 cells in vitro.
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PubMed: Verrucarin A enhances TRAIL-induced apoptosis via NF-κB-mediated Fas overexpression.
PubMed: Antagonistic effect of Pseudomonas graminis CPA-7 against foodborne pathogens in fresh-cut apples under simulated commercial conditions.
PubMed: An iTRAQ-based mitoproteomics approach for profiling the nephrotoxicity mechanisms of ochratoxin A in HEK 293 cells.
PubMed: Herbacetin induces apoptosis in HepG2 cells: Involvements of ROS and PI3K/Akt pathway.
PubMed: Diallyl trisulfide induces apoptosis in human breast cancer cells through ROS-mediated activation of JNK and AP-1.
PubMed: The chinese herbal decoction danggui buxue tang inhibits angiogenesis in a rat model of liver fibrosis.
PubMed: Oleic acid and glucose regulate glucagon-like peptide 1 receptor expression in a rat pancreatic ductal cell line.
PubMed: Platycodin D induces reactive oxygen species-mediated apoptosis signal-regulating kinase 1 activation and endoplasmic reticulum stress response in human breast cancer cells.
PubMed: A role for virally induced reactive oxygen species in Kaposi's sarcoma herpesvirus tumorigenesis.
PubMed: Crosstalk between endoplasmic reticulum stress and oxidative stress in apoptosis induced by α-tocopheryl succinate in human gastric carcinoma cells.
PubMed: Beta-eleostearic acid induce apoptosis in T24 human bladder cancer cells through reactive oxygen species (ROS)-mediated pathway.
PubMed: Diallyl trisulfide induces apoptosis of human basal cell carcinoma cells via endoplasmic reticulum stress and the mitochondrial pathway.
PubMed: Ochratoxin A induces oxidative DNA damage and G1 phase arrest in human peripheral blood mononuclear cells in vitro.
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PubMed: Isoobtusilactone A sensitizes human hepatoma Hep G2 cells to TRAIL-induced apoptosis via ROS and CHOP-mediated up-regulation of DR5.
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PubMed: Oxidative stress impairs HIF1α activation: a novel mechanism for increased vulnerability of steatotic hepatocytes to hypoxic stress.
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PubMed: Benzyl isothiocyanate (BITC) induces G2/M phase arrest and apoptosis in human melanoma A375.S2 cells through reactive oxygen species (ROS) and both mitochondria-dependent and death receptor-mediated multiple signaling pathways.
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PubMed: Ginsenoside Rb1 inhibits cell activation and liver fibrosis in rat hepatic stellate cells.
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PubMed: Protective effect of N-acetyl-L-cysteine against maneb induced oxidative and apoptotic injury in Chinese hamster V79 cells.
PubMed: L-cysteine, N-acetyl-L-cysteine, and glutathione protect Xenopus laevis embryos against acrylamide-induced malformations and mortality in the frog embryo teratogenesis assay.
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PubMed: Exercise-induced elevation in plasma oxidative generating capability augments the temporal inflammatory response stimulated by lipopolysaccharide.
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PubMed: Isoobtusilactone A-induced apoptosis in human hepatoma Hep G2 cells is mediated via increased NADPH oxidase-derived reactive oxygen species (ROS) production and the mitochondria-associated apoptotic mechanisms.
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