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Merck

M0639

Sigma-Aldrich

6α-Methylprednisolone

≥98%

Sinónimos:

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

Fórmula empírica (notación de Hill):
C22H30O5
Número de CAS:
Peso molecular:
374.47
Beilstein/REAXYS Number:
2340300
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
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biological source

synthetic

Quality Level

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[1]
  • to induce depletion of CD14+ CD16+ monocytes[2]
  • to study its effect on behavioral and sensory afferent hypersensitivity[3]

Biochem/physiol Actions

Methylprednisolone is a glucocorticoid having anti-inflammatory and immunosuppressive actions.[4] It is useful in treating skin diseases, allergies, multiple sclerosis, asthma, rheumatic disorders, chronic obstructive pulmonary disease, croup and cancer.[5]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Health hazard

signalword

Danger

Hazard Classifications

Repr. 1B - STOT RE 2

target_organs

Adrenal gland,Immune system

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)


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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)
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
Mechanism of glucocorticoid-induced depletion of human CD14+ CD16+ monocytes
Dayyani F, et al.
Journal of Leukocyte Biology, 74(1), 33-39 (2003)
The anti-inflammatory and immunosuppressive effects of glucocorticoids, recent developments and mechanistic insights
Agnes
Molecular and Cellular Endocrinology, 335(1), 2-13 (2011)

Questions

1–2 of 2 Questions  
  1. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  2. What solvents can be used for Methylprednisolone?

    1 answer
    1. Sigma tests the solublity of Methylprednisolone at 50 mg/ml in chloroform:methanol (1:1) yielding a clear, colorless to faint yellow solution. This product is practically insoluble in water, soluble 1 in 100 of dehydrated ethanol (10 mg/ml), slightly soluble in chloroform and ether; sparingly soluble in dioxan and methanol.  It has been reported that this product is soluble in DMSO at a concentration of 100 mM. An NMR has been run using DMSO-d6 suggesting this product is soluble at 5-10 mg/ml in DMSO.

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