methylprednisolone   Click here for help

GtoPdb Ligand ID: 7088

Synonyms: Medrol® | U-67590A
Approved drug Immunopharmacology Ligand
methylprednisolone is an approved drug (FDA (1957))
Compound class: Metabolite
Comment: Methylprednisolone is a corticosteroid.
Marketed formulations may contain methylprednisolone acetate (PubChem CID 5877).
Methylprednisolone has been reported to activate the TRPC5 ion channel [2]. Methylprednisolone-induced activation of TRPC5 is long lasting, reversible and sensitive to the TRPC5 inhibitor clemizole [2].
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View more information in the IUPHAR Pharmacology Education Project: methylprednisolone

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 94.83
Molecular weight 374.21
XLogP 1.52
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCC(=O)C1(O)CCC2C1(C)CC(O)C1C2CC(C2=CC(=O)C=CC12C)C
Isomeric SMILES OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)C
InChI 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
No information available.
Summary of Clinical Use Click here for help
Methylprednisolone is used to treat numerous inflammatory conditions including arthritis, lupus, psoriasis, ulcerative colitis and allergic disorders. The drug is also used to treat glucocorticoid-responsive conditions of the skin, eyes, lungs, stomach, nervous system and blood cells, and some endocrine conditions.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
As an agonist of the glucocorticoid receptor, methylprednisolone modulates expression of genes containing the glucocorticoid response element (GRE). Although complex, the response appears to include inhibition of the biosynthesis of pro-inflammatory prostaglandins and leukotrienes.
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