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
KEGG Drug
D00983
KEGG Compound
C08183
PubChem Compound
6436
ChemSpider
6196
ChEBI
71418
ChEMBL
CHEMBL1504
ZINC
ZINC000003875481
PDBe Ligand
1TA
Wikipedia
Triamcinolone_acetonide
Predicted Properties
PropertyValueSource
Water Solubility0.0423 mg/mLALOGPS
logP2.31ALOGPS
logP1.94Chemaxon
logS-4ALOGPS
pKa (Strongest Acidic)13.4Chemaxon
pKa (Strongest Basic)-3.3Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area93.06 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity111.59 m3·mol-1Chemaxon
Polarizability44.71 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon