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triamcinolone acetonide

Structure via PubChem · Public domain (PubChem)

EntityQ2211240· pop 13· linked from 703 articles

triamcinolone acetonide

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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

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 Ų
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

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