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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View more information in the IUPHAR Pharmacology Education Project: triamcinolone

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
No information available.
Summary of Clinical Use Click here for help
Triamcinolone is used for its antiinflammatory or immunosuppressive actions in many conditions. For example, oral triamcinolone is used to treat conditions such as allergic disorders, skin conditions, ulcerative colitis, arthritis, lupus, psoriasis, and breathing disorders. This drug is also used topically as an anti-inflammatory and anti-pruritic agent. Injectable forms of the drug may be used to reduce intra-articular joint pain, stiffness and swelling associated with rheumatoid and osteoarthritic arthritis, bursitis, epicondylitis, and tenosynovitis.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Please see DrugBank link on the Summary tab of this ligand page for an overview of the mechanism of action of triamcinolone.
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