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CHEBI:73790 - GW 501516 sulfoxide

ChEBI IDCHEBI:73790
ChEBI NameGW 501516 sulfoxide
Stars
DefinitionA sulfoxide 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 sulfoxide in sports drugs testing can be used to prove GW 501516 doping.
Last Modified24 May 2013
SubmitterGareth Owen
DownloadsMolfile
FormulaC21H18F3NO4S2
Net Charge0
Average Mass469.506
Monoisotopic Mass469.06293
SMILESCc1cc(S(=O)Cc2sc(-c3ccc(C(F)(F)F)cc3)nc2C)ccc1OCC(=O)O
InChIInChI=1S/C21H18F3NO4S2/c1-12-9-16(7-8-17(12)29-10-19(26)27)31(28)11-18-13(2)25-20(30-18)14-3-5-15(6-4-14)21(22,23)24/h3-9H,10-11H2,1-2H3,(H,26,27)
InChIKeyHIAJAADVHQENJP-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 sulfoxide (CHEBI:73790) has functional parent GW 501516 (CHEBI:73726)
GW 501516 sulfoxide (CHEBI:73790) is a 1,3-thiazoles (CHEBI:38418)
GW 501516 sulfoxide (CHEBI:73790) is a aromatic ether (CHEBI:35618)
GW 501516 sulfoxide (CHEBI:73790) is a monocarboxylic acid (CHEBI:25384)
GW 501516 sulfoxide (CHEBI:73790) is a organofluorine compound (CHEBI:37143)
GW 501516 sulfoxide (CHEBI:73790) is a sulfoxide (CHEBI:22063)
Incoming Relation(s)
GW 501516 sulfone (CHEBI:73791) has functional parent GW 501516 sulfoxide (CHEBI:73790)
IUPAC Name 
{2-methyl-4-[({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methyl)sulfinyl]phenoxy}acetic acid
Synonyms  Source
GW 501,516 sulfoxideChEBI
GW-501516 sulfoxideChEBI
GW-501,516 sulfoxideChEBI
GW-1516 sulfoxideChEBI
GW1516 sulfoxideChEBI
GW 1516 sulfoxideChEBI
Citations