HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Compound

Methylprednisolone Succinate

HCID 16923
New noteNew reactionRequest quotes
Print preview
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
2921-57-5
Standard 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
InChIKey
IMBXEJJVJRTNOW-XYMSELFBSA-N
Molecular formula
C26H34O8
Average molar mass
474.5 g/mol
Monoisotopic mass
474.22536804

Overview

Methylprednisolone succinate is a hemisuccinate and a corticosteroid hormone.

Names & identifiers

Preferred name
Methylprednisolone Succinate
IUPAC
4-[2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethoxy]-4-oxobutanoic acid
English name
Methylprednisolone hemisuccinate
Molecular formula
C26H34O8
Molecular weight
474.54

Names & synonyms

2921-57-5METHYLPREDNISOLONE HEMISUCCINATEMethylprednisolone succinateUrbasonSoluble5GMR90S4KNMethylprednisolone Hemisuccinate [USP]Succinate, MethylprednisoloneHemisuccinate, MethylprednisoloneSodium Succinate, MethylprednisoloneMethylprednisolone hemisuccinate (USP)Sodium Hemisuccinate, MethylprednisoloneMethylprednisolone Hemisuccinate Monosodium Salt
Show more names
Methylprednisolone 21-Hemisuccinate6α-Methylprednisolone 21-HeMisuccinateMethylprednisolone hydrogen succinate CRSdrogensuccinate)(6-alpha,11-beta)-ylMethylprednisolone, PowdermethylprednisolonesuccinateMethylprednisolone sucsinateMethylprednisolone Impurity 15METHYLPRENISOLONE HEMISUCCINATE
6 alpha-Methylprednisolone Sodium Hemisuccinate4-{2-[(1R,3aS,3bS,5S,9aR,9bS,10S,11aS)-1,10-dihydroxy-5,9a,11a-trimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]-2-oxoethoxy}-4-oxobutanoic acid4-(2-((1R,3aS,3bS,5S,9aR,9bS,10S,11aS)-1,10-dihydroxy-5,9a,11a-trimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta(a)phenanthren-1-yl)-2-oxoethoxy)-4-oxobutanoic acidRefChem:389122220-863-9Methylprednisolone hydrogen succinateMethylprednisolone hydrogen hemisuccinate4-[2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethoxy]-4-oxobutanoic acid

Properties

Computed structural properties

XLogP
2.2
Topological polar surface area
138 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
8
Rotatable bonds
7
Heavy atoms
34
Formal charge
0
Complexity
981

Physicochemical properties

Melting point
230 °C · >230°C (dec.)
Boiling point
689.6 · 689.6±55.0 °C(Predicted)
Density
1.33 · 1.33±0.1 g/cm3(Predicted)
storage temp.
2 · 2-8°C
solubility
Practically insoluble in water, slightly soluble in acetone and in anhydrous ethanol. It dissolves in dilute solutions of alkali hydroxides.
pka
4.29 · 4.29±0.17(Predicted)
form
Solid
color
White to Off-White
InChIKey
IMBXEJJVJRTNOW-HNOXHBQWNA-N
SMILES
C1(=O)C=C2[C@](C)(C=C1)[C@]1([H])[C@]([H])([C@@]3([H])[C@@](C[C@@H]1O)(C)[C@@](O)(C(=O)COC(=O)CCC(O)=O)CC3)C[C@@H]2C |&1:4,8,10,12,14,16,19,35,r|
LogP
2.69 · 2.69
CAS DataBase Reference
2921 · 2921-57-5(CAS DataBase Reference)
FDA UNII
5 GMR90S4KN · 5GMR90S4KN
Symbol(GHS)
8 · GHS08
Signal word

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H302 (30.4%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P260, P264, P270, P280, P301+P317, P302+P352, P317, P318, P319, P321, P330, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 56 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationREACH registered substance: 11β,17,21-trihydroxy-6α-methylpregna-1,4-diene-3,20-dione 21-(hydrogen succinate) (EC: 220-863-9)
Hazard Classes and CategoriesAcute Tox. 4 (30.4%)

Safety data

hs_code
2937290000
Signal word
Danger
Symbol(GHS)
GHS08
Hazard statements
H360FD-H373
REACH Registrations
Active
Precautionary statements
P202-P260-P280-P308+P313-P405-P501

Chemistry & industry

Pharmacology

Pharmacodynamics · 1 item

Methylprednisolone sodium succinate (the sodium salt of methylprednisolone hemisuccinate) has the same metabolic and anti-inflammatory actions as methylprednisolone. When given parenterally and in equimolar quantities, the two compounds are equivalent in biologic activity.

MeSH Pharmacological Classification · 4 items

Substances that reduce or suppress INFLAMMATION.

A group of CORTICOSTEROIDS that affect carbohydrate metabolism (GLUCONEOGENESIS, liver glycogen deposition, elevation of BLOOD SUGAR), inhibit ADRENOCORTICOTROPIC HORMONE secretion, and possess pronounced anti-inflammatory activity. They also play a role in fat and protein metabolism, maintenance of arterial blood pressure, alteration of the connective tissue response to injury, reduction in the number of circulating lymphocytes, and functioning of the central nervous system.

Drugs intended to prevent damage to the brain or spinal cord from ischemia, stroke, convulsions, or trauma. Some must be administered before the event, but others may be effective for some time after. They act by a variety of mechanisms, but often directly or indirectly minimize the damage produced by endogenous excitatory amino acids.

Antineoplastic agents that are used to treat hormone-sensitive tumors. Hormone-sensitive tumors may be hormone-dependent, hormone-responsive, or both. A hormone-dependent tumor regresses on removal of the hormonal stimulus, by surgery or pharmacological block. Hormone-responsive tumors may regress when pharmacologic amounts of hormones are administered regardless of whether previous signs of hormone sensitivity were observed. The major hormone-responsive cancers include carcinomas of the breast, prostate, and endometrium; lymphomas; and certain leukemias. (From AMA Drug Evaluations Annual 1994, p2079)

Applications · 3 items

DescriptionMethylprednisolone hemisuccinate is a glucocorticoid used to treat severe allergic reactions, asthma, autoimmune diseases, blood disorders, gastrointestinal disorders, and endocrine disorders, among others.

Uses6α-Methylprednisolone 21-Hemisuccinate is a derivative of methylprednisolone (M325934), a glucocorticoid and a anti-inflammatory drug used to treat central nervous system disorders such as multiple sclerosis. 6α-Methylprednisolone 21-Hemisuccinate was examined for potential therapeutic efficacy in a model of neuroinflammation in rats with acute autoimmune encephalomyelitis.

Related reactions

0 records
New reaction record

No reaction records under the current filter.

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
More actions
New noteNew reactionRequest quotes

Database identifiers

CAS
2921-57-5
PubChem CID
16923
DTXSID
DTXSID80183466
ChEMBL
CHEMBL1201265
ChEBI
CHEBI:135765
UNII
5GMR90S4KN
EC Number
220-863-9
Nikkaji
J7.938C
Danger
Hazard statements
360 FD-H373 · H360FD-H373
Precautionary statements
202 · P202-P260-P280-P308+P313-P405-P501
HS Code
2937290000 · 2937290000
REACH Registrations
Active

UsesGlucocorticoid.

Additional notes

DefinitionChEBI: Methylprednisolone succinate is a corticosteroid hormone and a hemisuccinate.