triamcinolone acetonide

Also known as 9alpha-fluoro-11beta,21-dihydroxy-16alpha,17-isopropylidenedioxy-1,4-pregnadiene,3,20-dione, (11beta,16alpha)-9-fluoro-11,21-dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dione, 9-fluoro-11beta,16alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione-16,17-acetonide, 9alpha-fluoro-16alpha-17alpha-isopropylidenedioxy-Delta-1-hydrocortisone, 9alpha-fluoro-16alpha-17alpha-isopropyledenedioxyprednisolone, 9alpha-fluoro-11beta,21-dihydroxy-16alpha,17alpha-isopropylidenedioxypregna-1,4-diene-3,20-dione, 9alpha-fluoro-16alpha-hydroxyprednisolone 16alpha,17alpha-acetonide, Triamcinolone 16,17-acetonide

chemical compound

In the Vinony graph

Within Vinony's link graph, triamcinolone acetonide is referenced by 703 other articles, and connects out to topical medication, mometasone furoate and fludrocortisone.

It is catalogued under topics including Acetonides, Corticosteroid cyclic ketals and Corticosteroids.

Its subject is documented across 12 Wikipedia language editions.

Chemical data

Formula: C24H31FO6
Molecular weight: 434.5 g/mol
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[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one
SMILES: C[C@]12C[C@@H]([C@]3([C@H]([C@@H]1C[C@@H]4[C@]2(OC(O4)(C)C)C(=O)CO)CCC5=CC(=O)C=C[C@@]53C)F)O
InChIKey: YNDXUCZADRHECN-JNQJZLCISA-N
XLogP: 2.5
Polar surface area: 93.1 Å²
H-bond donors: 2
H-bond acceptors: 7
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1960
Admin. routes: parenteral, topical
Indications: diabetic retinopathy, osteoarthritis, knee, seasonal allergic rhinitis, pain

via ChEMBL · EBI

Research

8,724 papers

Suprachoroidal Space Triamcinolone Acetonide: A Review in Uveitic Macular Edema.Drugs · 2022
Enigma of Intramuscular Triamcinolone Acetonide (Kenalog(®)) Efficacy.Clinical pharmacokinetics · 2023
Analytical Methods for Triamcinolone Acetonide: An Exploratory Literature Review.Anti-inflammatory & anti-allergy agents in medicinal chemistry · 2023
Triamcinolone acetonide in ocular therapeutics.Survey of ophthalmology · 2007
Triamcinolone acetonide. A review of its pharmacological properties and therapeutic efficacy in the management of allergic rhinitis.Drugs · 1997

via PubMed

Wikidata facts

Mass: 434.21

Show 6 more facts

chemical formula: C₂₄H₃₁FO₆
canonical SMILES: CC1(OC2CC3C4CCC5=CC(=O)C=CC5(C4(C(CC3(C2(O1)C(=O)CO)C)O)F)C)C
isomeric SMILES: C[C@]12C[C@@H]([C@]3([C@H]([C@@H]1C[C@@H]4[C@]2(OC(O4)(C)C)C(=O)CO)CCC5=CC(=O)C=C[C@@]53C)F)O
subject has role: immunosuppressive drug
Commons category: Triamcinolone acetonide
legal status (medicine): boxed warning

Sources (5)

via Wikidata · CC0