CHEBI:71197 - tofacitinib citrate

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ChEBI Name tofacitinib citrate
ChEBI ID CHEBI:71197
Definition A citrate salt obtained by combining equimolar amounts of tofacitinib and citric acid. Used to treat moderately to severely active Rheumatoid Arthritis.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H28N6O8
Net Charge 0
Average Mass 504.49310
Monoisotopic Mass 504.197
InChI InChI=1S/C16H20N6O.C6H8O7/c1-11-5-8-22(14(23)3-6-17)9-13(11)21(2)16-12-4-7-18-15(12)19-10-20-16;7-3(8)1-6(13,5(11)12)2-4(9)10/h4,7,10-11,13H,3,5,8-9H2,1-2H3,(H,18,19,20);13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/t11-,13+;/m1./s1
InChIKey SYIKUFDOYJFGBQ-YLAFAASESA-N
SMILES OC(=O)CC(O)(CC(O)=O)C(O)=O.C[C@@H]1CCN(C[C@@H]1N(C)c1ncnc2[nH]ccc12)C(=O)CC#N
Roles Classification
Biological Role(s): EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor
An EC 2.7.10.* (protein-tyrosine kinase) inhibitor that specifically blocks the action of non-specific protein-tyrosine kinase (EC 2.7.10.2).
Application(s): antirheumatic drug
A drug used to treat rheumatoid arthritis.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing tofacitinib citrate (CHEBI:71197) has part tofacitinib (CHEBI:71200)
tofacitinib citrate (CHEBI:71197) has role antirheumatic drug (CHEBI:35842)
tofacitinib citrate (CHEBI:71197) has role EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor (CHEBI:76617)
tofacitinib citrate (CHEBI:71197) is a citrate salt (CHEBI:50744)
IUPAC Name
3-{(3R,4R)-4-methyl-3-[methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl}-3-oxopropanenitrile 2-hydroxypropane-1,2,3-tricarboxylate
Synonyms Sources
CP-690,550-10 ChemIDplus
Tasocitinib citrate KEGG DRUG
Brand Name Source
Xeljanz ChemIDplus
Manual Xrefs Databases
D09783 KEGG DRUG
US2003130292 Patent
WO2005063251 Patent
WO2005105146 Patent
View more database links
Registry Numbers Types Sources
11610699 Reaxys Registry Number Reaxys
540737-29-9 CAS Registry Number ChemIDplus
540737-29-9 CAS Registry Number KEGG DRUG
Citation Waiting for Citations Type Source
21105711 PubMed citation Europe PMC
Last Modified
11 August 2015