ACETYLCYSTEINE

Search structure
Trade Names:
Synonyms:
Status: Approved (1963)
Entry Type: Small molecule
Molecule Category: Parent
ATC: R05CB01
UNII: WYQ7N0BPYC

Structure
InChI Key PWKSKIMOESPYIA-BYPYZUCNSA-N
Smile CC(=O)N[C@@H](CS)C(=O)O
InChI
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C5H9NO3S
Molecular Weight 163.2
AlogP -0.49
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 3.0
Polar Surface Area 66.4
Molecular species ACID
Aromatic Rings 0.0
Heavy Atoms 10.0

Pharmacology

Action Mechanism of Action Reference
None Glutathione precursor DailyMed FDA DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 82
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 16

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Wounds and Injuries 4 D014947 ClinicalTrials
Chemical and Drug Induced Liver Injury 4 D056486 ClinicalTrials
Anemia, Sickle Cell 3 D000755 ClinicalTrials
Infertility 3 D007246 ClinicalTrials
Pulmonary Disease, Chronic Obstructive 3 D029424 ClinicalTrials
Respiratory Tract Diseases 3 D012140 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Marijuana Abuse 3 D002189 ClinicalTrials
Sinusitis 3 D012852 ClinicalTrials
Infertility, Female 3 D007247 ClinicalTrials
Reperfusion Injury 3 D015427 ClinicalTrials
Pulmonary Fibrosis 3 D011658 ClinicalTrials
Schizophrenia 3 D012559 ClinicalTrials
Hepatitis, Alcoholic 3 D006519 ClinicalTrials
Graft vs Host Disease 3 D006086 ClinicalTrials
Liver Failure, Acute 3 D017114 ClinicalTrials
Bulimia Nervosa 3 D052018 ClinicalTrials
Coronary Disease 3 D003327 ClinicalTrials
Myocardial Infarction 3 D009203 ClinicalTrials
Acute Kidney Injury 3 D058186 ClinicalTrials
Diabetic Foot 3 D017719 ClinicalTrials
Myocardial Infarction 3 D009203 ClinicalTrials
Renal Insufficiency, Chronic 3 D051436 ClinicalTrials
Mucositis 3 D052016 ClinicalTrials
Atrial Fibrillation 3 D001281 ClinicalTrials
Idiopathic Pulmonary Fibrosis 3 D054990 ClinicalTrials
Asperger Syndrome 2 D020817 ClinicalTrials
Multiple Sclerosis 2 D009103 ClinicalTrials
Muscular Diseases 2 D009135 ClinicalTrials
Alcohol Drinking 2 D000428 ClinicalTrials
Bronchitis, Chronic 2 D029481 ClinicalTrials
Ischemic Stroke 2 D000083242 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Parkinson Disease 2 D010300 ClinicalTrials
Thrombocytopenia 2 D013921 ClinicalTrials
Cognitive Dysfunction 2 D060825 ClinicalTrials
Adrenoleukodystrophy 2 D000326 ClinicalTrials
Kidney Diseases 2 D007674 ClinicalTrials
Gaucher Disease 2 D005776 ClinicalTrials
Retinitis Pigmentosa 2 D012174 ClinicalTrials
Premature Birth 2 D047928 ClinicalTrials
ST Elevation Myocardial Infarction 2 D000072657 ClinicalTrials
Bipolar Disorder 2 D001714 ClinicalTrials
Biliary Atresia 2 D001656 ClinicalTrials
Tuberculosis 2 D014376 ClinicalTrials
Arrhythmias, Cardiac 2 D001145 ClinicalTrials
Trichotillomania 2 D014256 ClinicalTrials
Transposition of Great Vessels 2 D014188 ClinicalTrials
Homocystinuria 2 D006712 ClinicalTrials
Stroke 2 D020521 ClinicalTrials
Polycystic Ovary Syndrome 2 D011085 ClinicalTrials
Brain Injuries 2 D001930 ClinicalTrials
Stress Disorders, Post-Traumatic 2 D013313 ClinicalTrials
Fuchs' Endothelial Dystrophy 2 D005642 ClinicalTrials
Pain 2 D010146 ClinicalTrials
Hearing Loss 2 D034381 ClinicalTrials
Neurofibromatosis 1 2 D009456 ClinicalTrials
Hepatic Veno-Occlusive Disease 2 D006504 ClinicalTrials
Autistic Disorder 2 D001321 ClinicalTrials
De Lange Syndrome 2 D003635 ClinicalTrials
Tobacco Use Disorder 2 D014029 ClinicalTrials
Obsessive-Compulsive Disorder 2 D009771 ClinicalTrials
Lupus Erythematosus, Systemic 2 D008180 ClinicalTrials
Acute Lung Injury 2 D055371 ClinicalTrials
Tourette Syndrome 2 D005879 ClinicalTrials
Neuralgia 2 D009437 ClinicalTrials
Dry Eye Syndromes 2 D015352 ClinicalTrials
Mental Disorders 2 D001523 ClinicalTrials
Cocaine-Related Disorders 2 D019970 ClinicalTrials
Alcoholism 2 D000437 ClinicalTrials
Rhabdomyolysis 2 D012206 ClinicalTrials
Pyelonephritis 2 D011704 ClinicalTrials
Amphetamine-Related Disorders 2 D019969 ClinicalTrials
Purpura, Thrombocytopenic, Idiopathic 2 D016553 ClinicalTrials
Common Cold 2 D003139 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Scleroderma, Diffuse 2 D045743 ClinicalTrials
Bacteremia 2 D016470 ClinicalTrials
Child Development Disorders, Pervasive 2 D002659 ClinicalTrials
Fibromyalgia 1 D005356 ClinicalTrials
Cardiomyopathy, Hypertrophic 1 D002312 ClinicalTrials
Altitude Sickness 1 D000532 ClinicalTrials
Aging 1 D000375 ClinicalTrials
Gambling 1 D005715 ClinicalTrials
Hearing Loss, Noise-Induced 1 D006317 ClinicalTrials
Neuromuscular Diseases 1 D009468 ClinicalTrials
Niemann-Pick Disease, Type C 1 D052556 ClinicalTrials
Renal Insufficiency 1 D051437 ClinicalTrials
Substance-Related Disorders 1 D019966 ClinicalTrials
Breast Neoplasms 1 D001943 ClinicalTrials
beta-Thalassemia 1 D017086 ClinicalTrials
Irritable Bowel Syndrome 1 D043183 ClinicalTrials
Respiratory Tract Infections 1 D012141 ClinicalTrials
Depressive Disorder 0 D003866 ClinicalTrials
Alzheimer Disease 0 D000544 ClinicalTrials
Purpura, Thrombotic Thrombocytopenic 0 D011697 ClinicalTrials
Depressive Disorder, Major 0 D003865 ClinicalTrials
Respiratory Distress Syndrome 0 D012128 ClinicalTrials
Diabetes Mellitus, Type 2 0 D003924 ClinicalTrials

Related Entries

MCS

Mixture

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Injury, poisoning and procedural complications
12.09
General disorders and administration site conditions
10.86
Immune system disorders
8.73
Respiratory, thoracic and mediastinal disorders
8.73
Vascular disorders
8.51
Nervous system disorders
6.94
Cardiac disorders
5.71
Skin and subcutaneous tissue disorders
5.26
Gastrointestinal disorders
4.7
Psychiatric disorders
4.59
Metabolism and nutrition disorders
3.81
Hepatobiliary disorders
3.36
Infections and infestations
3.14
Blood and lymphatic system disorders
2.91
Investigations
2.35
Pregnancy, puerperium and perinatal conditions
2.24

Cross References

Resources Reference
CAS NUMBER 616-91-1
ChEBI 28939
ChEMBL CHEMBL600
DrugBank DB06151
DrugCentral 66
EPA CompTox DTXSID5020021
FDA SRS WYQ7N0BPYC
Human Metabolome Database HMDB0001890
Guide to Pharmacology 10945
KEGG C06809
PDB SC2
PharmGKB PA448033
PubChem 12035
SureChEMBL SCHEMBL5292
ZINC ZINC000003589203
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