A prodrug form of methylprednisolone
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6α-Methylprednisolone 21-hemisuccinate

Item No. 11800

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
21-(3-carboxy-1-oxopropoxy)-11β,17-dihydroxy-6α-methyl-pregna-1,4-diene-3,20-dione
CAS Number
2921-57-5
Synonyms
  • Methylprednisolone 21-succinate
  • MPS
Molecular Formula
C26H34O8
Formula Weight
474.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 3 mg/mlDMSO: 5 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 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(COC(CCC(O)=O)=O)=O)=C1
InChi Code
InChI=1S/C26H34O8/c1-14-10-16-17-7-9-26(33,20(29)13-34-22(32)5-4-21(30)31)25(17,3)12-19(28)23(16)24(2)8-6-15(27)11-18(14)24/h6,8,11,14,16-17,19,23,28,33H,4-5,7,9-10,12-13H2,1-3H3,(H,30,31)/t14-,16-,17-,19-,23+,24-,25-,26-/m0/s1
InChi Key
IMBXEJJVJRTNOW-XYMSELFBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $28

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    25 mg

    $63

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    50 mg

    $118

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    100 mg

    $205

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    Product Description

    6α-Methylprednisolone 21-hemisuccinate is a prodrug form of the synthetic glucocorticoid methylprednisolone (Item No. 15013).1 It is converted to methylprednisolone by carboxylesterase 2 (CES2).2 Nanoliposomes containing 6α-methylprednisolone 21-hemisuccinate decreases disease severity in a rat model of adjuvant-induced arthritis.3 Formulations containing 6α-methylprednisolone 21-hemisuccinate have been used as anti-inflammatory agents and immunosuppressants with indications in allergic reactions and dermatologic, renal, gastrointestinal, respiratory, and ophthalmic diseases, as well as endocrine, hematologic, and rheumatic disorders.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vree, T.B., Lagerwerf, A.J., Verwey-van Wissen, C.P., et al. High-performance liquid chromatography analysis, preliminary pharmacokinetics, metabolism and renal excretion of methylprednisolone with its C6 and C20 hydroxy metabolites in multiple sclerosis patients receiving high-dose pulse therapy. J. Chromatogr. B Biomed. Sci. Appl. 732(2), 337-348 (1999).

    2. Hori, T., Jin, L., Fujii, A., et al. Dexamethasone-mediated transcriptional regulation of rat carboxylesterase 2 gene. Xenobiotica 42(7), 614-623 (2012).

    3. Avnir, Y., Ulmansky, R., Wasserman, V., et al. Amphipathic weak acid glucocorticoid prodrugs remote-loaded into sterically stabilized nanoliposomes evaluated in arthritic rats and in a Beagle dog: A novel approach to treating autoimmune arthritis. Arthritis Rheum. 58(1), 119-129 (2008).