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Auranofin information


Auranofin
Clinical data
Trade namesRidaura
AHFS/Drugs.comConsumer Drug Information
MedlinePlusa685038
Pregnancy
category
  • AU: B3
Routes of
administration
Oral
ATC code
  • M01CB03 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: WARNING[1]Rx-only
Pharmacokinetic data
Bioavailability40%[2][3]
Protein binding60%[2][3]
MetabolismPlasma membrane of the cell removes the acetyl groups of the glucose moiety.
Elimination half-life21-31 days[2][3]
ExcretionUrine (60%), faeces[2][3]
Identifiers
IUPAC name
  • Gold(+1) cation; 3,4,5-triacetyloxy-6- (acetyloxymethyl) oxane-2-thiolate; triethylphosphanium
CAS Number
  • 34031-32-8 checkY
PubChem CID
  • 6333901
DrugBank
  • DB00995 checkY
ChemSpider
  • 21242895 checkY
UNII
  • 3H04W2810V
KEGG
  • D00237 checkY
ChEBI
  • CHEBI:2922 ☒N
ChEMBL
  • ChEMBL1366 ☒N
CompTox Dashboard (EPA)
  • DTXSID4020115 Edit this at Wikidata
ECHA InfoCard100.047.077 Edit this at Wikidata
Chemical and physical data
FormulaC20H34AuO9PS0
Molar mass678.48 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • CCP(=[Au]S[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)(CC)CC
InChI
  • InChI=1S/C14H20O9S.C6H15P.Au/c1-6(15)19-5-10-11(20-7(2)16)12(21-8(3)17)13(14(24)23-10)22-9(4)18;1-4-7(5-2)6-3;/h10-14,24H,5H2,1-4H3;4-6H2,1-3H3;/q;;+1/p-1/t10-,11-,12+,13-,14+;;/m1../s1 checkY
  • Key:AUJRCFUBUPVWSZ-XTZHGVARSA-M checkY
 ☒NcheckY (what is this?)  (verify)

Auranofin is a gold salt classified by the World Health Organization as an antirheumatic agent. It has the brand name Ridaura.

  1. ^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.
  2. ^ a b c d Kean WF, Hart L, Buchanan WW (May 1997). "Auranofin". British Journal of Rheumatology. 36 (5): 560–572. doi:10.1093/rheumatology/36.5.560. PMID 9189058.
  3. ^ a b c d "Ridaura (auranofin) dosing, indications, interactions, adverse effects, and more". Medscape Reference. WebMD. Retrieved 13 March 2014.

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