METHYLPREDNISOLONE SODIUM SUCCINATE

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Trade Names	A-METHAPRED METHYLPREDNISOLONE METHYLPREDNISOLONE SODIUM SUCCINATE SOLU-MEDROL
Synonyms	A-methapred Methylprednisolone Methylprednisolone 21-succinate sodium salt Methylprednisolone sodium succinate Min-i-mix NSC-48989 Solu-medrol Solu-medrone Urbasone
Status
Molecule Category	Salt-form
UNII	LEC9GKY20K
EPA CompTox	DTXSID2023303
Parent Compound:	METHYLPREDNISOLONE


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	FQISKWAFAHGMGT-SGJOWKDISA-M
Smiles	C[C@H]1C[C@@H]2[C@H]([C@@H](O)C[C@@]3(C)[C@H]2CC[C@]3(O)C(=O)COC(=O)CCC(=O)[O-])[C@@]2(C)C=CC(=O)C=C12.[Na+]
InChI	InChI=1S/C26H34O8.Na/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);/q;+1/p-1/t14-,16-,17-,19-,23+,24-,25-,26-;/m0./s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C26H33NaO8
Molecular Weight	496.53
AlogP	2.22
Hydrogen Bond Acceptor	7.0
Hydrogen Bond Donor	3.0
Number of Rotational Bond	6.0
Polar Surface Area	138.2
Molecular species	ACID
Aromatic Rings	0.0
Heavy Atoms	34.0

Bioactivity

Mechanism of Action	Action	Reference
Glucocorticoid receptor agonist	AGONIST	FDA


Protein: Glucocorticoid receptor Description: Glucocorticoid receptor Organism : Homo sapiens P04150 ENSG00000113580

Assay Description	Organism	Bioactivity	Reference
Tested in vitro for the inhibition of iron-dependent lipid peroxidation against rat brain homogenates, by malondialdehyde (MDA) formation assay	Rattus norvegicus	0.0 nM
Ability to inhibit iron-dependent lipid peroxidation in rat brain homogenate using MDA (malondialdehyde) formation assay at 300 uM	Rattus norvegicus	0.0 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging	Homo sapiens	12.29 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	0.6895 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.09 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.09 %

Cross References

Resources	Reference
ChEBI	6890
ChEMBL	CHEMBL1201081
FDA SRS	LEC9GKY20K
PubChem	23680530
SureChEMBL	SCHEMBL40947

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).