triamcinolone acetonide   Click here for help

GtoPdb Ligand ID: 2867

Synonyms: Zilretta®
Approved drug PDB Ligand Immunopharmacology Ligand
triamcinolone acetonide is an approved drug (FDA (2017))
Compound class: Synthetic organic
Comment: Triamcinolone is a corticosteroid type anti-inflammatory drug. The approved drug triamcinolone often contains this formulation of the compound. The hexacetonide, furetonide and benetonide forms all have individual INNs.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 93.06
Molecular weight 434.21
XLogP 1.22
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES OCC(=O)C12OC(OC1CC1C2(C)CC(O)C2(C1CCC1=CC(=O)C=CC21C)F)(C)C
Isomeric SMILES OCC(=O)[C@@]12OC(O[C@@H]1C[C@@H]1[C@]2(C)C[C@H](O)[C@]2([C@H]1CCC1=CC(=O)C=C[C@]21C)F)(C)C
InChI InChI=1S/C24H31FO6/c1-20(2)30-19-10-16-15-6-5-13-9-14(27)7-8-21(13,3)23(15,25)17(28)11-22(16,4)24(19,31-20)18(29)12-26/h7-9,15-17,19,26,28H,5-6,10-12H2,1-4H3/t15-,16-,17-,19+,21-,22-,23-,24+/m0/s1
No information available.
Summary of Clinical Use Click here for help
A sustained-release intra-articular injectable triamcinolone acetonide formulation was FDA approved in October 2017, for the management of osteoarthritic knee pain.