A synthetic glucocorticoid, an agonist glucorticoid and mineralocorticoid receptors, and an active metabolite of MPS
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Methylprednisolone

Item No. 15013

Technical Information
Formal Name
11β,17,21-trihydroxy-6α-methyl-pregna-1,4-diene-3,20-dione
CAS Number
83-43-2
Synonyms
  • 6α-Methylprednisolone
  • NSC 19987
  • U-7532
Molecular Formula
C22H30O5
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 5 mg/ml
λmax
243 nm
SMILES
O=C1C=C[C@@]2(C)C([C@@H](C)C[C@]3([H])[C@]2([H])[C@@H](O)C[C@@]4(C)[C@@]3([H])CC[C@]4(O)C(CO)=O)=C1
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Methylprednisolone is a synthetic glucocorticoid, an agonist of glucocorticoid and mineralocorticoid receptors, and an active metabolite of the prodrug 6α-methylprednisolone 21-hemisuccinate (MPS; Item Nos. 11800 | 35742).1 It transactivates glucocorticoid and mineralocorticoid receptors in a reporter assay using CV-1 cells (EC50s = 2.92 and 2.31 nM for the human receptors, respectively). Methylprednisolone (40 mg/kg) reduces endotoxin-induced complement activation in rabbits.2 It induces T cell apoptosis and reduces the number of T cell spinal cord infiltrates in a rat model of experimental autoimmune encephalomyelitis (EAE) when administered at a dose of 50 mg/kg.3 It decreases the number of reactive spinal astrocytes, improves proprioceptive limb placing and coordination, and reduces spinal edema and the number of spinal necrotic cells in a rat model of spinal crush injury.4 Formulations containing methylprednisolone have been used in the treatment of immune and autoimmune disorders, such as rheumatoid arthritis, systemic lupus erythematosus, psoriasis, corneal ulcers, ulcerative colitis, and allergies, among others.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Grossmann, C., Scholz, T., Rochel, M., et alTransactivation via the human glucocorticoid and mineralocorticoid receptor by therapeutically used steroids in CV-1 cells: A comparison of their glucocorticoid and mineralocorticoid properties. Eur. J. Endocrinol. 151(3), 397-406 (2004).

    2. Bult, H., Herman, A.G., and Rampart, M. Modification of endotoxin-induced haemodynamic and haematological changes in the rabbit by methylprednisolone, F(ab')2 fragments and rosmarinic acid. Br. J. Pharmacol. 84(2), 317-327 (1985).

    3. Schmidt, J., Gold, R., Schönrock, L., et alT-cell apoptosis in situ in experimental autoimmune encephalomyelitis following methylprednisolone pulse therapy. Brain 123(Pt 7), 1431-1441 (2000).

    4. Jiang, S., Khan, M.I., Middlemiss, P.J., et alAIT-082 and methylprednisolone singly, but not in combination, enhance functional and histological improvement after acute spinal cord injury in rats. Int. J. Immunopathol. Pharmacol. 17(3), 353-366 (2004).