CHEBI:73790 - GW 501516 sulfoxide

Main ChEBI Ontology Automatic Xrefs
ChEBI Name GW 501516 sulfoxide
ChEBI ID CHEBI:73790
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H18F3NO4S2
Net Charge 0
Average Mass 469.49700
InChI InChI=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)
InChIKey HIAJAADVHQENJP-UHFFFAOYSA-N
SMILES Cc1cc(ccc1OCC(O)=O)S(=O)Cc1sc(nc1C)-c1ccc(cc1)C(F)(F)F
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing GW 501516 sulfoxide (CHEBI:73790) has functional parent GW 501516 (CHEBI:73726)
GW 501516 sulfoxide (CHEBI:73790) is a 1,3-thiazole (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:35813)
Incoming 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 Sources
Endurobol sulfoxide ChEBI
GW 1516 sulfoxide ChEBI
GW 501,516 sulfoxide ChEBI
GW-1516 sulfoxide ChEBI
GW-501,516 sulfoxide ChEBI
GW-501516 sulfoxide ChEBI
GW1516 sulfoxide ChEBI
GW501,516 sulfoxide ChEBI
Citations Waiting for Citations Types Sources
19946680 PubMed citation CiteXplore
23100242 PubMed citation CiteXplore
Last Modified
24 May 2013