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Methylprednisolone

CAT: 0804-HY-B0260-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B0260-01Size:100 mg
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Description
Methylprednisolone (U 7532) is a synthetic corticosteroid with anti-inflammatory and immunomodulating properties. Methylprednisolone improve severe or critical COVID-19 by activating ACE2 and reducing IL-6 levels[3].
CAS Number
83-43-2
Product Name Alternative
U 7532
UNSPSC
12352211
Hazard Statement
H360, H373
Target
Autophagy; Bacterial; Glucocorticoid Receptor; SARS-CoV
Type
Reference compound
Related Pathways
Anti-infection; Autophagy; Immunology/Inflammation; Vitamin D Related/Nuclear Receptor
Applications
COVID-19-anti-virus
Field of Research
Cancer; Infection; Endocrinology; Inflammation/Immunology; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/methylprednisolone.html
Purity
99.78
Solubility
DMSO : 125 mg/mL (ultrasonic; warming; heat to 60°C) |H2O : < 0.1 mg/mL (ultrasonic)
Smiles
O=C1C=C[C@]2(C)[C@@]3([H])[C@@H](O)C[C@]4(C)[C@@](O)(C(CO)=O)CC[C@@]4([H])[C@]3([H])C[C@H](C)C2=C1
Molecular Formula
C22H30O5
Molecular Weight
374.47
Precautions
H360, H373
References & Citations
[1]Strupp, M., et al., Methylprednisolone, valacyclovir, or the combination for vestibular neuritis. N Engl J Med, 2004. 351 (4) : p. 354-61.|[2]Bracken, M.B., et al., A randomized, controlled trial of methylprednisolone or naloxone in the treatment of acute spinal-cord injury. Results of the Second National Acute Spinal Cord Injury Study. N Engl J Med, 1990. 322 (20) : p. 1405-11.|[3]Zhen Xiang, et al. Glucocorticoids improve severe or critical COVID-19 by activating ACE2 and reducing IL-6 levels. Int J Biol Sci 2020; 16 (13) :2382-2391.|[4]Fan Y, et al. Isovitexin targets SIRT3 to prevent steroid-induced osteonecrosis of the femoral head by modulating mitophagy-mediated ferroptosis. Bone Res. 2025 Jan 26;13 (1) :18.|[5]Yu R, et al. Physiologically Based Pharmacokinetic Modeling: The Reversible Metabolism and Tissue-Specific Partitioning of Methylprednisolone and Methylprednisone in Rats. Drug Metab Dispos. 2024 Jun 17;52 (7) :662-672.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Reference compound1
Clinical Information
Launched

Chemical Information

Methylprednisolone

6alpha-methylprednisolone is the 6alpha-stereoisomer of 6-methylprednisolone. It has a role as an anti-inflammatory drug, a xenobiotic, an adrenergic agent, an antiemetic, a neuroprotective agent and an environmental contaminant. It is a primary alpha-hydroxy ketone, a tertiary alpha-hydroxy ketone and a 6-methylprednisolone.

CAS Number83-43-2
PubChem CID6741
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
Molecular FormulaC22H30O5
Molecular Weight374.5
XLogP1.9
Topological Polar Surface Area94.8
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Heavy Atom Count27
Formal Charge0
Complexity754
SMILES
C[C@H]1C[C@H]2[C@@H]3CC[C@@]([C@]3(C[C@@H]([C@@H]2[C@@]4(C1=CC(=O)C=C4)C)O)C)(C(=O)CO)O
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
InChIKey
VHRSUDSXCMQTMA-PJHHCJLFSA-N
Chemical Structure
2D Structure
2D structure of Methylprednisolone
CAS: 83-43-2
CID: 6741
Formula: C22H30O5
MW: 374.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight374.5
XLogP31.9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass374.20932405
Monoisotopic Mass374.20932405
Topological Polar Surface Area94.8 Ų
Heavy Atom Count27
Formal Charge0
Complexity754
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes