halcinonide

Also known as (4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS)-6b-(chloroacetyl)-4b-fluoro-5-hydroxy-4a,6a,8,8-tetramethyl-3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-tetradecahydro-2H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-2-one, Halcinonid, Halcinonida, Halcinonidum

médicament

Chemical data

Formula: C24H32ClFO5
Molecular weight: 455 g/mol
IUPAC name: (1S,2S,4R,8S,9S,11S,12R,13S)-8-(2-chloroacetyl)-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-en-16-one
SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@]2([C@H](C[C@]4([C@H]3C[C@@H]5[C@]4(OC(O5)(C)C)C(=O)CCl)C)O)F
InChIKey: MUQNGPZZQDCDFT-JNQJZLCISA-N
XLogP: 3.6
Polar surface area: 72.8 Å²
H-bond donors: 1
H-bond acceptors: 6
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1974
Admin. routes: topical
Indications: skin disease

via ChEMBL · EBI

Research

101 papers

Halcinonide activates smoothened to ameliorate ischemic stroke injury.Life sciences · 2025
Tildrakizumab in Combination With Topical Halcinonide 0.1% Ointment for Treating Moderate to Severe Plaque Psoriasis.Journal of drugs in dermatology : JDD · 2023
Demonstration of the biphasic release of 0.1% halcinonide cream.Journal of drugs in dermatology : JDD · 2015
Topical halcinonide and betamethasone valerate effects on plasma cortisol: acute and subacute usage studies.Archives of dermatology · 1977
Therapeutic uses of halcinonide.Scottish medical journal · 1977

via PubMed

Wikidata facts

Subclass of: chemical compound
Mass: 454.192
Has use: medication

Show 4 more facts

isomeric SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@]2([C@H](C[C@]4([C@H]3C[C@@H]5[C@]4(OC(O5)(C)C)C(=O)CCl)C)O)F
canonical SMILES: CC1(OC2CC3C4CCC5=CC(=O)CCC5(C4(C(CC3(C2(O1)C(=O)CCl)C)O)F)C)C
chemical formula: C₂₄H₃₂ClFO₅
subject has role: anti-inflammatory agent

Sources (2)

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via Wikidata sitelinks · CC0