Triamcinolone acetonideProduct ingredient for Triamcinolone
- Name
- Triamcinolone acetonide
- Drug Entry
- Triamcinolone
Triamcinolone is a corticosteroid used to treat various inflammatory conditions in the body from allergic rhinitis to acute exacerbations of multiple sclerosis.13 Triamcinolone can be used as a one time adjunct treatment of osteoarthritic knee pain,16 or first line as a topical treatment of corticosteroid responsive dermatoses.11 Triamcinolone is more commonly seen in the forms triamcinolone hexacetonide, triamcinolone acetonide, and triamcinolone diacetate.10,11,12,13,14,15,16
Triamcinolone was granted FDA approval on 3 December 1957.9 In October 2021, a suspension of triamcinolone acetonide was approved for suprachoroidal injection - the first suprachoroidal injection to receive FDA approval19 - for the treatment of patients with macular edema associated with uveitis.18
- Accession Number
- DBSALT000860
- Structure
- Synonyms
- Triamcincolone acetonide / Triamcinolone 16,17-acetonide / Triamcinolone acetonide
- UNII
- F446C597KA
- CAS Number
- 76-25-5
- Weight
- Average: 434.504
Monoisotopic: 434.210466881 - Chemical Formula
- C24H31FO6
- InChI Key
- YNDXUCZADRHECN-JNQJZLCISA-N
- 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
- IUPAC Name
- (1S,2S,4R,8S,9S,11S,12R,13S)-12-fluoro-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosa-14,17-dien-16-one
- SMILES
- [H][C@@]12C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C
- External Links
- KEGG Drug
- D00983
- KEGG Compound
- C08183
- PubChem Compound
- 6436
- ChemSpider
- 6196
- BindingDB
- 50248362
- ChEBI
- 71418
- ChEMBL
- CHEMBL1504
- ZINC
- ZINC000003875481
- PDBe Ligand
- 1TA
- Wikipedia
- Triamcinolone_acetonide
- Predicted Properties
Property Value Source Water Solubility 0.0423 mg/mL ALOGPS logP 2.31 ALOGPS logP 1.94 Chemaxon logS -4 ALOGPS pKa (Strongest Acidic) 13.4 Chemaxon pKa (Strongest Basic) -3.3 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 93.06 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 111.59 m3·mol-1 Chemaxon Polarizability 44.71 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon