Marvin  02251316152D          

 32 32  0  0  1  0            999 V2000
    6.6365  -13.5279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3499  -13.1128    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9196  -13.1128    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3499  -12.2863    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0634  -13.5279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9196  -12.2863    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2062  -13.5279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6365  -11.8780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0600  -11.8746    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2028  -11.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6374  -14.3529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2042  -11.0530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4899  -10.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4899   -9.8156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7753  -11.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4904  -13.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7773  -13.5325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4904  -12.2927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9234  -14.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2090  -14.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9234  -15.5910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7779  -13.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4924  -13.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7779  -12.2904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3689  -10.6008    0.0000 P   0  3  0  0  0  0  0  0  0  0  0  0
    7.3602   -9.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6589  -11.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6501  -10.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0702   -9.3559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6414   -9.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0353  -10.9932    0.0000 Au  0  5  0  0  0  0  0  0  0  0  0  0
    5.9390  -10.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  6  0  0  0
  3  6  1  0  0  0  0
  3  7  1  6  0  0  0
  4  8  1  0  0  0  0
  4  9  1  1  0  0  0
  6 10  1  1  0  0  0
  6  8  1  0  0  0  0
  1 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 26 29  1  0  0  0  0
 28 30  1  0  0  0  0
 25 31  1  0  0  0  0
  9 31  1  0  0  0  0
 27 32  1  0  0  0  0
M  CHG  2  25   1  31  -1
M  END
> <ID>
CHEBI:2922

> <NAME>
auranofin

> <DEFINITION>
An S-glycosyl compound consisting of 2,3,4,6-tetra-O-acetyl-1-thio-?-D-glucopyranose with the sufur atom coordinated to (triethylphosphoranylidene)gold. It is administered orally for the treatment of active progressive rheumatoid arthritis.

> <STAR>
3

> <SYNONYM>
Triethylphosphine gold; 2,3,4,6-Tetra-O-acetyl-1-thio-beta-D-glucopyranosato-S (triethylphosphine)gold; (1-Thio-beta-D-glucopyranosato)(triethylphosphine)gold 2,3,4,6-tetraacetate

> <IUPAC_NAME>
(2,3,4,6-tetra-O-acetyl-1-thio-beta-D-glucopyranosato-kappaS(1))(triethylphosphine)gold

> <INN>
auranofinum; auranofine; auranofina; auranofin

> <BRAND_NAME>
Ridaura

> <FORMULA>
C20H34AuO9PS

> <MASS>
678.48400

> <MONOISOTOPIC_MASS>
678.13269

> <CHARGE>
0

> <SMILES>
CC[P+](CC)(CC)[Au-]S[C@@H]1O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O

> <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

> <INCHIKEY>
AUJRCFUBUPVWSZ-XTZHGVARSA-M

> <BEILSTEIN_REGISTRY_NUMBER>
8187029

> <CAS_REGISTRY_NUMBER>
34031-32-8

> <GMELIN_REGISTRY_NUMBER>
294107

> <REAXYS_REGISTRY_NUMBER>
14401468

> <CHEMIDPLUS>
34031-32-8

> <DRUGBANK_ACCESSION>
DB00995

> <KEGG_DRUG_ACCESSION>
D00237

> <WIKIPEDIA_ACCESSION>
Auranofin

> <PUBMED_CITATION>
10796461; 11071118; 16036347; 17645497; 18409052; 18789312; 20127591; 22610278; 2656613; 6426843; 6426923; 9189058

$$$$