methylprednisolone   

GtoPdb Ligand ID: 7088

Synonyms: Medrol® | U-67590A
methylprednisolone is an approved drug (FDA (1957))
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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2D Structure
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Physico-chemical Properties
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
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
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
TRPC5 Hs Activator Activation 4.9 pEC50 - 2
pEC50 4.9 (EC50 1.2x10-5 M) [2]
Description: Measuring intracellular calcium elevation in HEK293 cells expressing hTRPC5.
Selectivity at nuclear hormone receptors
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Glucocorticoid receptor Hs Agonist Agonist 8.3 pKi - 1
pKi 8.3 (Ki 5.03x10-9 M) [1]