Molecular Identity
Triamcinolone
(8S,9R,10S,11S,13S,14S,16R,17S)-9-fluoro-11,16,17-trihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
PubChem CID: 31307
Triamcinolone is a C21-steroid hormone that is 1,4-pregnadiene-3,20-dione carrying four hydroxy substituents at positions 11beta, 16alpha, 17alpha and 21 as well as a fluoro substituent at position 9. Used in the form of its 16,17-acetonide to treat various skin infections. It has a role as an anti-inflammatory drug and an anti-allergic agent. It is a primary alpha-hydroxy ketone, a tertiary alpha-hydroxy ketone, a 16alpha-hydroxy steroid, a glucocorticoid, a 17alpha-hydroxy steroid, a 21-hydroxy steroid, an 11beta-hydroxy steroid, a 20-oxo steroid, a 3-oxo-Delta(4) steroid, a fluorinated steroid and a C21-steroid hormone. It derives from a hydride of a pregnane.
2D Structure
Properties
C21H27FO6
Molecular Formula
394.40
Molecular Weight
g/mol
394.1792
Exact Mass
Da
1.2
XLogP
Drug-like (Lipinski: < 5)
115
TPSA
Good oral absorption (< 140 A²)
4
H-Bond Donors
7
H-Bond Acceptors
807
Complexity
SMILES
Canonical SMILES
SMILES: CC12CC(C3(C(C1CC(C2(C(=O)CO)O)O)CCC4=CC(=O)C=CC43C)F)OIsomeric SMILES
SMILES: C[C@]12C[C@@H]([C@]3([C@H]([C@@H]1C[C@H]([C@@]2(C(=O)CO)O)O)CCC4=CC(=O)C=C[C@@]43C)F)OSynonyms(20)
triamcinolone124-94-7FluoxyprednisoloneKenacortRodinoloneVolonTriamcinolonDelphicortLedercortTricortaleCelesteOmcilonTriamcinolonaTriamcinolonumFluoxiprednisolone
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Triamcinolone
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