Triamcinolone hexacetonideProduct ingredient for Triamcinolone
- Name
- Triamcinolone hexacetonide
- 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
- DBSALT000861
- Structure
- Synonyms
- Hexacetonido de triancinolona / Triamcinolone hexacetonide / Triamcinoloni hexacetonidum
- External IDs
- BRN 1413888 / CL 34433 / CL-34433
- UNII
- I7GT1U99Y9
- CAS Number
- 5611-51-8
- Weight
- Average: 532.649
Monoisotopic: 532.283631823 - Chemical Formula
- C30H41FO7
- InChI Key
- TZIZWYVVGLXXFV-FLRHRWPCSA-N
- InChI
- InChI=1S/C30H41FO7/c1-25(2,3)15-24(35)36-16-22(34)30-23(37-26(4,5)38-30)13-20-19-9-8-17-12-18(32)10-11-27(17,6)29(19,31)21(33)14-28(20,30)7/h10-12,19-21,23,33H,8-9,13-16H2,1-7H3/t19-,20-,21-,23+,27-,28-,29-,30+/m0/s1
- IUPAC Name
- 2-[(1S,2S,4R,8S,9S,11S,12R,13S)-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosa-14,17-dien-8-yl]-2-oxoethyl 3,3-dimethylbutanoate
- SMILES
- [H][C@@]12C[C@H]3OC(C)(C)O[C@@]3(C(=O)COC(=O)CC(C)(C)C)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C
- External Links
- KEGG Drug
- D00985
- KEGG Compound
- C08185
- PubChem Compound
- 21826
- ChemSpider
- 20516
- ChEBI
- 9670
- ChEMBL
- CHEMBL1200878
- ZINC
- ZINC000004097475
- Wikipedia
- Triamcinolone_hexacetonide
- Predicted Properties
Property Value Source Water Solubility 0.00314 mg/mL ALOGPS logP 3.9 ALOGPS logP 4.12 Chemaxon logS -5.2 ALOGPS pKa (Strongest Acidic) 13.63 Chemaxon pKa (Strongest Basic) -3.4 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 99.13 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 138.99 m3·mol-1 Chemaxon Polarizability 56.04 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon