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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-02-28 17:19:06 UTC
Update Date2023-02-21 17:15:55 UTC
HMDB IDHMDB0001890
Secondary Accession Numbers
  • HMDB01890
Metabolite Identification
Common NameAcetylcysteine
Description
Structure
Thumb
Synonyms
Chemical FormulaC5H9NO3S
Average Molecular Weight163.195
Monoisotopic Molecular Weight163.030313849
IUPAC Name(2R)-2-acetamido-3-sulfanylpropanoic acid
Traditional Nameacetylcysteine
CAS Registry Number616-91-1
SMILES
CC(=O)N[C@@H](CS)C(O)=O
InChI Identifier
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 KeyPWKSKIMOESPYIA-BYPYZUCNSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-L-alpha-amino acids
Alternative Parents
Substituents
  • N-acyl-l-alpha-amino acid
  • Cysteine or derivatives
  • Acetamide
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Alkylthiol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point109.5 °CNot Available
Boiling Point407.00 to 408.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility242900 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP-0.696 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue Locations
  • Fibroblasts
  • Intestine
  • Kidney
  • Liver
  • Neuron
  • Placenta
Pathways
Normal Concentrations
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB06151
Phenol Explorer Compound IDNot Available
FooDB IDFDB002281
KNApSAcK IDNot Available
Chemspider ID11540
KEGG Compound IDC06809
BioCyc IDCPD-9175
BiGG IDNot Available
Wikipedia LinkAcetylcysteine
METLIN ID784
PubChem Compound12035
PDB IDNot Available
ChEBI ID28939
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1265501
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References

Transporters

General function:
Involved in transporter activity
Specific function:
Mediates the Na(+)-independent transport of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostaglandin E2, thromboxane B2, leukotriene C3, leukotriene E4, thyroxine and triiodothyronine. May play an important role in the clearance of bile acids and organic anions from the liver
Gene Name:
SLCO1B1
Uniprot ID:
Q9Y6L6
Molecular weight:
76448.0
References
  1. Daily A, Monks NR, Leggas M, Moscow JA: Abrogation of microcystin cytotoxicity by MAP kinase inhibitors and N-acetyl cysteine is confounded by OATPIB1 uptake activity inhibition. Toxicon. 2010 Apr 1;55(4):827-37. doi: 10.1016/j.toxicon.2009.11.019. Epub 2009 Nov 24. [PubMed:19944114 ]