T6376

Triamcinolone

• Synonym(s): 9α-Fluoro-11β,16α,17,21-tetrahydroxy-1,4-pregnadiene-3,20-dione, 9α-Fluoro-11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione, Fluoxyprednisolone
• Empirical Formula (Hill Notation): C₂₁H₂₇FO₆
• CAS Number: 124-94-7
• Molecular Weight: 394.43
• EC Number: 204-718-7
• MDL number: MFCD00010477
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278749
• NACRES: NA.77

Properties

• Quality Level: 100
• mp: 262-263 °C (lit.)
• solubility: DMF: soluble 20 mg/mL; methanol: soluble 5 mg/mL; DMSO: soluble (Refer citation 16)
• originator: Abbott
• SMILES string: [H][C@@]12C[C@@H](O)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]3(F)[C@@]2([H])CCC4=CC(=O)C=C[C@]34C
• InChI: 1S/C21H27FO6/c1-18-6-5-12(24)7-11(18)3-4-13-14-8-15(25)21(28,17(27)10-23)19(14,2)9-16(26)20(13,18)22/h5-7,13-16,23,25-26,28H,3-4,8-10H2,1-2H3/t13-,14-,15+,16-,18-,19-,20-,21-/m0/s1
• InChI key: GFNANZIMVAIWHM-OBYCQNJPSA-N
• Gene Information: human ... NR3C1(2908), PTGS2(5743)

Description

Application

Triamcinolone has been used as a corticosteroid standard for LC-MS-MS analysis[1]. Triamcinolone has also been used to study its effect on IgG and IgE levels in peripheral blood mononuclear cells (PBMCs)[2]

Biochem/physiol Actions

Triamcinolone is a synthetic glucocorticoid agonist; induces gene expression and apoptosis; inhibits prostaglandin synthesis; impairs tumor necrosis factor (TNF)-α-induced degradation of κB-α; potentiates the differentiation-inducing effects of bone morphogenetic proteins (BMP-2, -4, -6).

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by Abbott. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Safety Information

• pictograms: GHS08
• signalword: Warning
• hcodes: H351
• pcodes: P281
• Hazard Classifications: Carc. 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• ppe: dust mask type N95 (US), Eyeshields, Gloves