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M0639

Sigma-Aldrich

6α-Methylprednisolone

≥98%

Synonym(s):

11β,17α,21-Trihydroxy-6α-methyl-1,4-pregnadiene-3,20-dione, 6α-Methyl-11β,17α,21-trihydroxy-1,4-pregnadiene-3,20-dione, Medrol, Medrone

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About This Item

Empirical Formula (Hill Notation):
C22H30O5
CAS Number:
83-43-2
Molecular Weight:
374.47
Beilstein/REAXYS Number:
2340300
EC Number:
201-476-4
MDL number:
MFCD00010591
UNSPSC Code:
12352200
PubChem Substance ID:
24896564
NACRES:
NA.77

biological source

synthetic

Quality Level

200

sterility

non-sterile

assay

≥98%

form

powder

solubility

chloroform: methanol (1:1): 50 mg/mL, clear, colorless to faintly yellow

application(s)

cell analysis

shipped in

ambient

storage temp.

room temp

SMILES string

[H][C@@]12C[C@H](C)C3=CC(=O)C=C[C@]3(C)[C@@]1([H])[C@@H](O)C[C@@]4(C)[C@@]2([H])CC[C@]4(O)C(=O)CO

InChI

1S/C22H30O5/c1-12-8-14-15-5-7-22(27,18(26)11-23)21(15,3)10-17(25)19(14)20(2)6-4-13(24)9-16(12)20/h4,6,9,12,14-15,17,19,23,25,27H,5,7-8,10-11H2,1-3H3/t12-,14-,15-,17-,19+,20-,21-,22-/m0/s1

InChI key

VHRSUDSXCMQTMA-PJHHCJLFSA-N

Gene Information

human ... NR3C1(2908)
rat ... Nr3c1(24413)

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Application

6α-Methylprednisolone has been used:
  • to stimulate RPMI 8226.1 cells in order to govern the expression of human interleukin-10 (IL-10) gene
  • to induce depletion of CD14+ CD16+ monocytes
  • to study its effect on behavioral and sensory afferent hypersensitivity

Biochem/physiol Actions

Methylprednisolone is a glucocorticoid having anti-inflammatory and immunosuppressive actions. It is useful in treating skin diseases, allergies, multiple sclerosis, asthma, rheumatic disorders, chronic obstructive pulmonary disease, croup and cancer.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Repr. 1B - STOT RE 2

Storage Class

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

wgk_germany

WGK 2

ppe

Eyeshields, Gloves, type N95 (US)

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’.

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Mechanism of glucocorticoid-induced depletion of human CD14+ CD16+ monocytes
Dayyani F, et al.
Journal of Leukocyte Biology, 74(1), 33-39 (2003)
Ling Ye et al.
Anesthesiology, 121(3), 632-643 (2014-05-02)
Localized inflammation of lumbar dorsal root ganglia (DRG) may contribute to low back pain. Local injections of corticosteroids used for low back pain are sometimes ineffective. Many corticosteroids activate not only the target glucocorticoid receptor (GR) but also the mineralocorticoid
Formulation development and evaluation of Methylprednisolone dispersible tablets
Nandhini J and Rajalakshmi AN
Asian Journal of Pharmacy and Pharmacology, 4(4), 514-521 (2018)
Role of STAT3 in glucocorticoid-induced expression of the human IL-10 gene
Unterberger C, et al.
Molecular Immunology, 45(11), 3230-3237 (2008)
Blocking the mineralocorticoid receptor improves effectiveness of steroid treatment for low back pain in rats
Ye L, et al.
Anesthesiology, 121(3), 632-643 (2014)
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