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
Classification
Compound class Metabolite or derivative
Approved drug? Yes (FDA (1957))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-6,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one
International Nonproprietary Names
INN number INN
732 methylprednisolone
Synonyms
Medrol® | U-67590A
Database Links
CAS Registry No. 83-43-2
ChEBI CHEBI:6888
ChEMBL Ligand CHEMBL650
DrugBank Ligand DB00959
DrugCentral Ligand 1768
GtoPdb PubChem SID 178103666
Immunopaedia Search methylprednisolone
NURSA Ligand 10.1621/6A7WO8R4WE
PubChem CID 6741
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Wikipedia Methylprednisolone

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Tocris
Methylprednisolone
Cat. No. 4819