triamcinolone   Click here for help

GtoPdb Ligand ID: 2870

Synonyms: fluoxiprednisolone | Kenalog® | Nasacort®
Approved drug Immunopharmacology Ligand
triamcinolone is an approved drug (FDA (1957))
Compound class: Synthetic organic
Comment: Triamcinolone is a synthetic glucocorticoid anti-inflammatory drug. The approved drug is often administered in the formulation triamcinolone acetonide. Hexacetonide, furetonide and benetonide forms are also used in the clinic, and have individual INNs.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 2
Topological polar surface area 115.06
Molecular weight 394.18
XLogP 0.67
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCC(=O)C1(O)C(O)CC2C1(C)CC(O)C1(C2CCC2=CC(=O)C=CC12C)F
Isomeric SMILES OCC(=O)[C@@]1(O)[C@H](O)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)F
InChI InChI=1S/C21H27FO6/c1-18-6-5-12(24)7-11(18)3-4-13-14-8-15(25)21(28,17(27)10-23)19(14,2)9-16(26)20(13,18)22/h5-7,13-16,23,25-26,28H,3-4,8-10H2,1-2H3/t13-,14-,15+,16-,18-,19-,20-,21-/m0/s1
InChI Key GFNANZIMVAIWHM-OBYCQNJPSA-N
Selectivity at nuclear hormone receptors
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Glucocorticoid receptor Primary target of this compound Hs Agonist Agonist 7.7 pIC50 - 1
pIC50 7.7 [1]