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D9184

Sigma-Aldrich

Dexaméthasone

meets USP testing specifications

Synonyme(s) :

(11β,16α)-9-Fluoro-11,17,21-trihydroxy-16-méthylpregna-1,4-diène-3,20-dione, 9α-Fluoro-16α-méthyl-11β,17α,21-trihydroxy-1,4-pregnadiène-3,20-dione, 9α-Fluoro-16α-méthylprednisolone, Prednisolone F

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About This Item

Formule empirique (notation de Hill):
C22H29FO5
Numéro CAS:
50-02-2
Poids moléculaire :
392.46
Numéro Beilstein :
2066651
Numéro CE :
200-003-9
Numéro MDL:
MFCD00064136
Code UNSPSC :
12352212
ID de substance PubChem :
24894273
Nomenclature NACRES :
NA.21

Source biologique

synthetic (organic)

Niveau de qualité

200

Agence

USP/NF
meets USP testing specifications

Pureté

97.0-102.0%

Forme

solid

Pf

262-264 °C (lit.)

Conditions d'expédition

ambient

Température de stockage

2-8°C

Chaîne SMILES 

C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(=O)CO

InChI

1S/C22H29FO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,17+,19+,20+,21+,22+/m1/s1

Clé InChI

UREBDLICKHMUKA-CXSFZGCWSA-N

Informations sur le gène

human ... ABCB1(5243) , CYP3A4(1576) , IL4(3565) , IL5(3567) , NR3C1(2908)
mouse ... Abcb1a(18671) , Abcb1b(18669) , Ifng(15978) , Nos2(18126) , Ptgs2(19225) , Tnf(21926)
rat ... Ar(24208) , Nr3c1(24413) , Tnf(24835)

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Description générale

Dexamethasone is an anti-inflammatory glucocorticoid with a range of effects on cell survival, cell signaling and gene expression. It is useful for study of apoptosis, cell signaling pathways and gene expression.

Application

Dexamethasone was used as medium supplement in the following studies:
  • To investigate the osteogenic differentiation and chondrogenic differentiation of bone marrow mesenchymal stem cells (MSCs).
  • In α-MEM (minimum essential medium) for inducing the osteogenic and adipogenic differentiation in mesenchymal stem cells from human bone marrow and umbilical cord blood.
  • For the isolation and characterization of mesenchymal stem cells isolated from 6- to 8-week-old C57BL/6J mice.

Actions biochimiques/physiologiques

Agent anti-inflammatoire du type glucocorticoïde. Régule la survie, la croissance et la différenciation des lymphocytes T. Inhibe l′induction de l′oxyde nitrique synthase.

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Danger

Mentions de danger

H360FD

Classification des risques

Repr. 1B

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Laura Pierdomenico et al.
Transplantation, 80(6), 836-842 (2005-10-08)
Bone marrow mesenchymal stem cells (MSCs) are currently being investigated in preclinical and clinical settings because of their multipotent differentiative capacity or, alternatively, their immunosuppressive function. The aim of this study was to evaluate dental pulp (DP) as a potential
Ezio Gerdoni et al.
Annals of neurology, 61(3), 219-227 (2007-03-28)
To evaluate the ability of mesenchymal stem cells (MSCs), a subset of adult stem cells from bone marrow, to cure experimental autoimmune encephalomyelitis. The outcome of the injection of MSCs, in mice immunized with the peptide 139-151 of the proteolipid
Yu-Jen Chang et al.
Stem cells (Dayton, Ohio), 24(3), 679-685 (2005-09-24)
Bone marrow and umbilical cord blood are reported to be the main sources of mesenchymal stem cells (MSCs), which have been proposed for many clinical applications. This study evaluated and quantitated the differentiation potential of bone marrow-derived MSCs (bmMSCs) and
Erich Piovan et al.
Cancer cell, 24(6), 766-776 (2013-12-03)
Glucocorticoid resistance is a major driver of therapeutic failure in T cell acute lymphoblastic leukemia (T-ALL). Here, we identify the AKT1 kinase as a major negative regulator of the NR3C1 glucocorticoid receptor protein activity driving glucocorticoid resistance in T-ALL. Mechanistically
Yukiko Kitase et al.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research, 25(12), 2657-2668 (2010-06-26)
Glucocorticoids are known to induce osteocyte apoptosis, whereas mechanical loading has been shown to sustain osteocyte viability. Here we show that mechanical loading in the form of fluid-flow shear stress blocks dexamethasone-induced apoptosis of osteocyte-like cells (MLO-Y4). Prostaglandin E(2) (PGE(2)
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