T6376

Sigma-Aldrich

Triamcinolone

Synonym(s):
9α-Fluoro-11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione, 9α-Fluoro-11β,16α,17,21-tetrahydroxy-1,4-pregnadiene-3,20-dione, Fluoxyprednisolone
Empirical Formula (Hill Notation):
C21H27FO6
CAS Number:
Molecular Weight:
394.43
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

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)

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Application

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

Packaging

1, 5 g in glass bottle
50, 250 mg in glass insert

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 also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.
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.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Health hazard

Signal Word

Warning

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

M O Aksoy et al.
The Journal of allergy and clinical immunology, 103(6), 1081-1091 (1999-06-09)
Airway epithelial cells are among the first cells to come in contact with aerosolized corticosteroids. However, the relative potencies and time course of action of the several commonly used aerosolized corticosteroids on eicosanoid production by airway epithelial cells are unknown....
F H Klebl et al.
Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology, 24(11), 1022-1029 (1994-11-01)
Hydrocortisone (HC) as well as its synthetic derivatives have been shown to strongly enhance interleukin-4 (IL-4)-induced in vitro IgE synthesis. To investigate possible effects on IgG subclasses, peripheral blood mononuclear cells (PBMC) were incubated with different glucocorticosteroids in the absence...
Wai-Leung Langston Suen et al.
Journal of controlled release : official journal of the Controlled Release Society, 167(1), 21-28 (2013-01-15)
We are proposing folate-decorated polymeric nanoparticles as carriers of poorly soluble drug molecules for intracellular and prolonged delivery to retinal pigment epithelium (RPE) cells. RPE is a monolayer of epithelial cells that forms the outer blood-retinal barrier in the posterior...
Thøger Persson Krogh et al.
The American journal of sports medicine, 41(3), 625-635 (2013-01-19)
Lateral epicondylitis (LE) is a common musculoskeletal disorder for which an effective treatment strategy remains unknown. To examine whether a single injection of platelet-rich plasma (PRP) is more effective than placebo (saline) or glucocorticoid in reducing pain in adults with...
A versatile liquid chromatography-tandem mass spectrometry system for the analysis of different groups of veterinary drugs.
Munoz, P. et al.
Analytica Chimica Acta, 529(1), 137-144 (2005)
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