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T6376

Triamcinolone

Name: Triamcinolone
Brand: SIGMA

Glucocorticoid agonist

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

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₂₇FO₆

CAS Number:

124-94-7

Molecular Weight:

394.43

NACRES:

NA.77

PubChem Substance ID:

24278749

UNSPSC Code:

12352200

EC Number:

204-718-7

MDL number:

MFCD00010477

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Properties

Product Name

Triamcinolone,

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. 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.

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pictograms

GHS08

signalword

Warning

hcodes

H351

pcodes

P281

Hazard Classifications

Carc. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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