CHEBI:73791 - GW 501516 sulfone

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ChEBI Name GW 501516 sulfone
ChEBI ID CHEBI:73791
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H18F3NO5S2
Net Charge 0
Average Mass 485.49700
Monoisotopic Mass 485.058
InChI InChI=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)
InChIKey FGSAXXBOZZGAEJ-UHFFFAOYSA-N
SMILES Cc1cc(ccc1OCC(O)=O)S(=O)(=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 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-thiazole (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 Sources
Endurobol sulfone ChEBI
GW 1516 sulfone ChEBI
GW 501,516 sulfone ChEBI
GW-1516 sulfone ChEBI
GW-501,516 sulfone ChEBI
GW-501516 sulfone ChEBI
GW1516 sulfone ChEBI
GW501,516 sulfone ChEBI
Registry Number Type Source
14259911 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19946680 PubMed citation Europe PMC
23100242 PubMed citation Europe PMC
Last Modified
24 May 2013