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Chemistry

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Also known as: Solu-medrone, Urbason solubile, M-6-p, Nsc-48989, Methylprednisolone sodium hemisuccinate, U 9088
Molecular Formula
C26H34NaO8+
Molecular Weight
497.5  g/mol
InChI Key
FQISKWAFAHGMGT-SGJOWKDISA-N

Methylprednisolone Sodium Succinate
A water-soluble ester of METHYLPREDNISOLONE used for cardiac, allergic, and hypoxic emergencies.
1 2D Structure

Methylprednisolone Sodium Succinate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;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
2.1.2 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/t14-,16-,17-,19-,23+,24-,25-,26-;/m0./s1
2.1.3 InChI Key
FQISKWAFAHGMGT-SGJOWKDISA-N
2.1.4 Canonical SMILES
CC1CC2C3CCC(C3(CC(C2C4(C1=CC(=O)C=C4)C)O)C)(C(=O)COC(=O)CCC(=O)O)O.[Na+]
2.1.5 Isomeric 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)COC(=O)CCC(=O)O)O.[Na+]
2.2 Synonyms
2.2.1 MeSH Synonyms

1. 6 Alpha-methylprednisolone Sodium Hemisuccinate

2. A-methapred

3. Hemisuccinate, Methylprednisolone

4. Methylprednisolone Hemisuccinate

5. Methylprednisolone Hemisuccinate Monosodium Salt

6. Methylprednisolone Sodium Hemisuccinate

7. Methylprednisolone Sodium Succinate

8. Methylprednisolone Succinate

9. Sodium Hemisuccinate, Methylprednisolone

10. Sodium Succinate, Methylprednisolone

11. Solumedrol

12. Succinate, Methylprednisolone

13. Urbason-soluble

14. Urbasonsoluble

2.2.2 Depositor-Supplied Synonyms

1. Solu-medrone

2. Urbason Solubile

3. M-6-p

4. Nsc-48989

5. Methylprednisolone Sodium Hemisuccinate

6. U 9088

7. Urabason

8. 2375-03-3

9. Nsc48989

10. Prednisolone, Succinate, Sodium Salt

11. 6.alpha.-methylprednisolone Sodium Succinate

12. 6.alpha.-methylprednisolone 21-sodium Succinate

13. 6.alpha.-methylprednisolone Sodium Hemisuccinate

14. 6.alpha.-methylpregnisolone 21-sodium Succinate

15. 6.alpha.-methylprednisolone 21-sodium Hemisuccinate

16. 6.alpha.-methylprednisolone 21-hemisuccinate Sodium Salt

17. Pregna-1,20-dione, 11.beta.,17,21-trihydroxy-6.alpha.-methyl-, 21-(hydrogen Succinate), Monosodium Salt

18. Pregna-1,20-dione, 21-(3-carboxy-1-oxopropoxy)-11,17-dihydroxy-6-methyl-, Monosodium Salt, (6.alpha.,11.beta.)-

2.3 Create Date
2011-12-19
3 Chemical and Physical Properties
Molecular Weight 497.5 g/mol
Molecular Formula C26H34NaO8+
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count7
Exact Mass497.21513732 g/mol
Monoisotopic Mass497.21513732 g/mol
Topological Polar Surface Area138 Ų
Heavy Atom Count35
Formal Charge1
Complexity981
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameMethylprednisolone sodium succinate
Drug LabelSOLU-MEDROL Sterile Powder is an antiflammatory glucocorticoid, which contains methylprednisolone sodium succinate as the active ingredient. Methylprednisolone sodium succinate, USP, is the sodium succinate ester of methylprednisolone, and it occurs...
Active IngredientMethylprednisolone sodium succinate
Dosage FormInjectable
RouteInjection
Strengtheq 2gm base/vial; eq 40mg base/vial; eq 125mg base/vial; eq 500mg base/vial; eq 1gm base/vial
Market StatusPrescription
CompanyMustafa Nevsat; Fresenius Kabi Usa

2 of 2  
Drug NameMethylprednisolone sodium succinate
Drug LabelSOLU-MEDROL Sterile Powder is an antiflammatory glucocorticoid, which contains methylprednisolone sodium succinate as the active ingredient. Methylprednisolone sodium succinate, USP, is the sodium succinate ester of methylprednisolone, and it occurs...
Active IngredientMethylprednisolone sodium succinate
Dosage FormInjectable
RouteInjection
Strengtheq 2gm base/vial; eq 40mg base/vial; eq 125mg base/vial; eq 500mg base/vial; eq 1gm base/vial
Market StatusPrescription
CompanyMustafa Nevsat; Fresenius Kabi Usa

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Inflammatory Agents

Substances that reduce or suppress INFLAMMATION. (See all compounds classified as Anti-Inflammatory Agents.)


Antineoplastic Agents, Hormonal

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) (See all compounds classified as Antineoplastic Agents, Hormonal.)


Glucocorticoids

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. (See all compounds classified as Glucocorticoids.)


Neuroprotective Agents

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. (See all compounds classified as Neuroprotective Agents.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Corticosteroid [EPC]; Corticosteroid Hormone Receptor Agonists [MoA]

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22-Jan-2021
23-Oct-2024
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