EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

acetyl-laevo-cysteine
(2R)-2-acetamido-3-sulfanylpropanoic acid

Supplier Sponsors

CAS Number: 616-91-1Picture of molecule3D/inchi
Other(deleted CASRN):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, Edge 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
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: antioxidants
skin conditioning
 
Suppliers:
AIDP
N-Acetyl L-Cysteine NAC 98.5%-101.0%
Ajinomoto USA
N-Acetyl-L-cysteine
Ajinomoto USA
N-Acetyl-L-cysteine
BOC Sciences
For experimental / research use only.
N-Acetyl-L-cysteine > 95%
Odor: characteristic
Use: N-Acetyl-L-cysteine is a metabolite of Methyl Isocyanate.
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
Glentham Life Sciences
N-Acetyl-L-cysteine
Graham Chemical
N-Acetyl-L-Cysteine
Maypro Industries
Acetyl-Cysteine
Meafo
For experimental / research use only.
N-acetyl-L-cysteine
Penta International
N-ACETYL-L-CYSTEINE USP
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)
United International
N-Acetyl-L-Cysteine Nat.
 
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
 
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.
 
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
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
Carcinogenic Potency Database: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
 
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
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (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
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
 
Potential Blenders and core components note
None Found
 
Potential Uses:
 antioxidants
 skin conditioning
 
Occurrence (nature, food, other):note
 not found in nature
 
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
 

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PubMed:Aflatoxin G1-induced oxidative stress causes DNA damage and triggers apoptosis through MAPK signaling pathway in A549 cells.
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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.
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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.
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PubMed:A role for virally induced reactive oxygen species in Kaposi's sarcoma herpesvirus tumorigenesis.
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PubMed:Beta-eleostearic acid induce apoptosis in T24 human bladder cancer cells through reactive oxygen species (ROS)-mediated pathway.
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PubMed:Ochratoxin A induces oxidative DNA damage and G1 phase arrest in human peripheral blood mononuclear cells in vitro.
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PubMed:Protective effect of N-acetyl-L-cysteine against maneb induced oxidative and apoptotic injury in Chinese hamster V79 cells.
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PubMed:Synthesis and characterization of mercapturic acid (N-acetyl-L-cysteine)-aflatoxin B1 adduct and its quantitation in rat urine by an enzyme immunoassay.
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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.
PubMed:Oxidative DNA damage induced by Ochratoxin A in the HK-2 human kidney cell line: evidence of the relationship with cytotoxicity.
PubMed:N-acetylcysteine is a highly available precursor for cysteine in the neonatal piglet receiving parenteral nutrition.
PubMed:Reactive oxygen species mediate shear stress-induced fluid-phase endocytosis in vascular endothelial cells.
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PubMed:Triacylglycerol-mediated oxidative stress inhibits nitric oxide production in rat isolated hepatocytes.
PubMed:Induction of quinone reductase by sulforaphane and sulforaphane N-acetylcysteine conjugate in murine hepatoma cells.
PubMed:Effect of sulforaphane on metallothionein expression and induction of apoptosis in human hepatoma HepG2 cells.
PubMed:(-)-Epigallocatechin-3-gallate promotes pro-matrix metalloproteinase-7 production via activation of the JNK1/2 pathway in HT-29 human colorectal cancer cells.
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PubMed:Separation of enantiomers of N-acetylcysteine by capillary electrophoresis after derivatization by o-phthaldialdehyde.
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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]
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