EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:73791 - GW 501516 sulfone

ChEBI IDCHEBI:73791
ChEBI NameGW 501516 sulfone
Stars
DefinitionA sulfone resulting from the oxidation of the sulfur attached to one of the phenyl groups of GW 501516. It is a urinary metabolite of GW 501516 (a failed drug candidate and gene doping agent whose use by athletes has been prohibited by the World Anti-Doping Agency), so detection of the sulfone in sports drugs testing can be used to prove GW 501516 doping.
Last Modified24 May 2013
SubmitterGareth Owen
DownloadsMolfile
FormulaC21H18F3NO5S2
Net Charge0
Average Mass485.505
Monoisotopic Mass485.05785
SMILESCc1cc(S(=O)(=O)Cc2sc(-c3ccc(C(F)(F)F)cc3)nc2C)ccc1OCC(=O)O
InChIInChI=1S/C21H18F3NO5S2/c1-12-9-16(7-8-17(12)30-10-19(26)27)32(28,29)11-18-13(2)25-20(31-18)14-3-5-15(6-4-14)21(22,23)24/h3-9H,10-11H2,1-2H3,(H,26,27)
InChIKeyFGSAXXBOZZGAEJ-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
GW 501516 sulfone (CHEBI:73791) has functional parent GW 501516 (CHEBI:73726)
GW 501516 sulfone (CHEBI:73791) has functional parent GW 501516 sulfoxide (CHEBI:73790)
GW 501516 sulfone (CHEBI:73791) is a 1,3-thiazoles (CHEBI:38418)
GW 501516 sulfone (CHEBI:73791) is a aromatic ether (CHEBI:35618)
GW 501516 sulfone (CHEBI:73791) is a monocarboxylic acid (CHEBI:25384)
GW 501516 sulfone (CHEBI:73791) is a organofluorine compound (CHEBI:37143)
GW 501516 sulfone (CHEBI:73791) is a sulfone (CHEBI:35850)
IUPAC Name 
{2-methyl-4-[({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methyl)sulfonyl]phenoxy}acetic acid
Synonyms  Source
GW1516 sulfoneChEBI
GW-501,516 sulfoneChEBI
GW501,516 sulfoneChEBI
GW-1516 sulfoneChEBI
GW 1516 sulfoneChEBI
GW-501516 sulfoneChEBI
Registry NumbersSources
Reaxys:14259911Reaxys
Citations