CHEBI:50131 - 5-aza-2'-deoxycytidine

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ChEBI Name 5-aza-2'-deoxycytidine
ChEBI ID CHEBI:50131
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB2127503, eMolecules:29913760, eMolecules:474683, Selleckchem:Acetylcysteine, ZINC000003589203
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N-acetylcysteine, also known as Acetylcysteine and NAC, is a medication that is used to treat paracetamol (acetaminophen) overdose and to loosen thick mucus in individuals with chronic bronchopulmonary disorders, such as pneumonia and bronchitis. It has been used to treat lactobezoar in infants. It can be taken intravenously, orally (swallowed by mouth), or inhaled as a mist by use of a nebulizer. It is also sometimes used as a dietary supplement. Common side effects include nausea and vomiting when taken orally. The skin may occasionally become red and itchy with any route of administration. A non-immune type of anaphylaxis may also occur. It appears to be safe in pregnancy. For paracetamol overdose, it works by increasing the level of glutathione, an antioxidant that can neutralize the toxic breakdown products of paracetamol. When inhaled, it acts as a mucolytic by decreasing the thickness of mucus. Acetylcysteine was initially patented in 1960 and came into medical use in 1968. It is on the World Health Organization's List of Essential Medicines. It is available as a generic medication. The sulfur-containing amino acids cysteine and methionine are more easily oxidized than the other amino acids.
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Formula C8H12N4O4
Net Charge 0
Average Mass 228.20544
Monoisotopic Mass 228.08585
InChI InChI=1S/C8H12N4O4/c9-7-10-3-12(8(15)11-7)6-1-4(14)5(2-13)16-6/h3-6,13-14H,1-2H2,(H2,9,11,15)/t4-,5+,6+/m0/s1
InChIKey XAUDJQYHKZQPEU-KVQBGUIXSA-N
SMILES Nc1ncn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)n1
ChEBI Ontology
Outgoing 5-aza-2'-deoxycytidine (CHEBI:50131) is a 2'-deoxyribonucleoside (CHEBI:18274)
IUPAC Name
4-amino-1-(2-deoxy-β-D-erythro-pentofuranosyl)-1,3,5-triazin-2(1H)-one
INN Source
decitabine ChemIDplus
Synonyms Sources
4-amino-1-(2-deoxy-β-D-erythro-pentofuranosyl)-s-triazin-2(1H)-one ChemIDplus
5-azadeoxycytidine ChemIDplus
Manual Xrefs Databases
790 DrugCentral
DB01262 DrugBank
Decitabine Wikipedia
LSM-5855 LINCS
View more database links
Registry Numbers Types Sources
2353-33-5 CAS Registry Number ChemIDplus
617982 Beilstein Registry Number Beilstein
Last Modified
22 February 2017