Skip to Content
MilliporeSigma
All Photos(2)

Key Documents

T6376

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C21H27FO6
CAS Number:
Molecular Weight:
394.43
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

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

Looking for similar products? Visit Product Comparison Guide

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)

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.

pictograms

Health hazard

signalword

Warning

hcodes

pcodes

Hazard Classifications

Carc. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
Suresh Ambati et al.
mBio, 12(1) (2021-02-25)
Invasive fungal diseases cause millions of deaths each year. There are currently approximately 300,000 acute cases of aspergillosis, most of which result from a pulmonary infection of immunocompromised patients by the common soil organism and opportunistic pathogen Aspergillus fumigatus Patients
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

Articles

Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service