Methylprednisolone Aceponate

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Also known as: 86401-95-8, Advantan, Methylprednisolone aceponate [inn], Sh-440, Et54w9j4u2, Pregna-1,4-diene-3,20-dione,21-(acetyloxy)-11-hydroxy-6-methyl-17-(1-oxopropoxy)-, (6a,11b)-

Molecular Formula

C₂₇H₃₆O₇

Molecular Weight

472.6 g/mol

InChI Key

DALKLAYLIPSCQL-YPYQNWSCSA-N

FDA UNII

ET54W9J4U2

1 2D Structure

Methylprednisolone Aceponate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(6S,8S,9S,10R,11S,13S,14S,17R)-17-(2-acetyloxyacetyl)-11-hydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl] propanoate

2.1.2 InChI

InChI=1S/C27H36O7/c1-6-23(32)34-27(22(31)14-33-16(3)28)10-8-19-18-11-15(2)20-12-17(29)7-9-25(20,4)24(18)21(30)13-26(19,27)5/h7,9,12,15,18-19,21,24,30H,6,8,10-11,13-14H2,1-5H3/t15-,18-,19-,21-,24+,25-,26-,27-/m0/s1

2.1.3 InChI Key

DALKLAYLIPSCQL-YPYQNWSCSA-N

2.1.4 Canonical SMILES

CCC(=O)OC1(CCC2C1(CC(C3C2CC(C4=CC(=O)C=CC34C)C)O)C)C(=O)COC(=O)C

2.1.5 Isomeric SMILES

CCC(=O)O[C@@]1(CC[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2C[C@@H](C4=CC(=O)C=C[C@]34C)C)O)C)C(=O)COC(=O)C

2.2 Other Identifiers

2.2.1 UNII

ET54W9J4U2

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 6alpha-methylprednisolone Aceponate

2. Advantan

3. Adventan

4. Lexxema

2.3.2 Depositor-Supplied Synonyms

1. 86401-95-8

2. Advantan

3. Methylprednisolone Aceponate [inn]

4. Sh-440

5. Et54w9j4u2

6. Pregna-1,4-diene-3,20-dione,21-(acetyloxy)-11-hydroxy-6-methyl-17-(1-oxopropoxy)-, (6a,11b)-

7. [(6s,8s,9s,10r,11s,13s,14s,17r)-17-(2-acetyloxyacetyl)-11-hydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthren-17-yl] Propanoate

8. (6s,8s,9s,10r,11s,13s,14s,17r)-17-(2-acetoxyacetyl)-11-hydroxy-6,10,13-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3h-cyclopenta[a]phenanthren-17-yl Propionate

9. Methylprednisolone Aceponate (inn)

10. Aceponato De Metilprednisolona [spanish]

11. Methylprednisoloni Aceponas [latin]

12. Methylprednisoloni Aceponas

13. Zk91588

14. Brn 5663614

15. Unii-et54w9j4u2

16. Aceponate De Methylprednisolone [french]

17. Aceponato De Metilprednisolona

18. Aceponate De Methylprednisolone

19. Advantan (tn)

20. Methylprednisolone-aceponate

21. Schembl3466

22. 11beta,17,21-trihydroxy-6alpha-methylpregna-1,4-diene-3,20-dione, 21-acetate 17-propionate

23. Chembl1697782

24. Dtxsid2023301

25. 6?-methyl Prednisolone Aceponate

26. Chebi:135762

27. Zinc4213828

28. Mfcd00866150

29. Akos016003120

30. Ac-6842

31. Db14643

32. Methylprednisolone Aceponate [mi]

33. Ncgc00510142-01

34. Ds-18010

35. Methylprednisolone Aceponate [jan]

36. Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-11-hydroxy-6-methyl-17-(1-oxopropoxy)-, (6-alpha,11-beta)-

37. Zk-91588

38. 6.alpha.-methylprednisolone Aceponate

39. Methylprednisolone Aceponate [who-dd]

40. 6-.alpha.-methylprednisolone Aceponate

41. D07203

42. 401m958

43. A841638

44. Q6824052

45. 21-acetoxy-11beta-hydroxy-6alpha-methyl-17-propionyloxy-1,4-pregnadiene-3,20-dione

46. (6alpha,11beta)-21-(acetyloxy)-11-hydroxy-6-methyl-3,20-dioxopregna-1,4-dien-17-yl Propanoate

47. (6s,8s,9r,11s,13s,14s,17r)-17-(2-acetoxyacetyl)-11-hydroxy-6,10,13-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3h-cyclopenta[a]phenanthren-17-yl Propionate

48. 11.beta.,17,21-trihydroxy-6.alpha.-methylpregna-1,4-diene-3,20-dione, 21-acetate 17-propionate

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₇H₃₆O₇
Molecular Weight	472.6 g/mol
XLogP3	3.8
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	7
Exact Mass	472.24610348 g/mol
Monoisotopic Mass	472.24610348 g/mol
Topological Polar Surface Area	107 Å²
Heavy Atom Count	34
Formal Charge	0
Complexity	980
Isotope Atom Count	0
Defined Atom Stereocenter Count	8
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Inflammatory Agents

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

4.2 ATC Code

H02AB04

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

D - Dermatologicals

D07 - Corticosteroids, dermatological preparations

D07A - Corticosteroids, plain

D07AC - Corticosteroids, potent (group iii)

D07AC14 - Methylprednisolone aceponate