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Betamethasone Benzoate

Betamethasone Benzoate

Synopsis, Chemistry

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1 USP Standards, 1 Other Ref. Standards

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Also known as: Betamethasone 17-benzoate, 22298-29-9, Uticort, Benisone, W 5975, W-5975

Molecular Formula

C₂₉H₃₃FO₆

Molecular Weight

496.6 g/mol

InChI Key

SOQJPQZCPBDOMF-YCUXZELOSA-N

FDA UNII

877K0XW47A

1 2D Structure

Betamethasone Benzoate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] benzoate

2.1.2 InChI

InChI=1S/C29H33FO6/c1-17-13-22-21-10-9-19-14-20(32)11-12-26(19,2)28(21,30)23(33)15-27(22,3)29(17,24(34)16-31)36-25(35)18-7-5-4-6-8-18/h4-8,11-12,14,17,21-23,31,33H,9-10,13,15-16H2,1-3H3/t17-,21-,22-,23-,26-,27-,28-,29-/m0/s1

2.1.3 InChI Key

SOQJPQZCPBDOMF-YCUXZELOSA-N

2.1.4 Canonical SMILES

CC1CC2C3CCC4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)CO)OC(=O)C5=CC=CC=C5)C)O)F)C

2.1.5 Isomeric SMILES

C[C@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)CO)OC(=O)C5=CC=CC=C5)C)O)F)C

2.2 Other Identifiers

2.2.1 UNII

877K0XW47A

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Betamethasone 17-benzoate

2.3.2 Depositor-Supplied Synonyms

1. Betamethasone 17-benzoate

2. 22298-29-9

3. Uticort

4. Benisone

5. W 5975

6. W-5975

7. Ms 1112

8. 877k0xw47a

9. Pregna-1,4-diene-3,20-dione, 17-(benzoyloxy)-9-fluoro-11,21-dihydroxy-16-methyl-, (11.beta.,16.beta.)-

10. Pregna-1,4-diene-3,20-dione, 17-(benzoyloxy)-9-fluoro-11,21-dihydroxy-16-methyl-, (11beta,16beta)-

11. 9-fluoro-11.beta.,17,21-trihydroxy-16.beta.-methylpregna-1,4-diene-3,20-dione 17-benzoate

12. Euvaderm

13. Flurobate

14. Parbetan

15. Beben

16. Unii-877k0xw47a

17. Betamethasone Benzoate [usan:usp]

18. Einecs 244-897-9

19. Uticort (tn)

20. Betamethasone-17-benzoate

21. Bethamethasone 17-benzoate

22. Schembl49469

23. [(8s,9r,10s,11s,13s,14s,16s,17r)-9-fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] Benzoate

24. Betamethasone Benzoate (usp)

25. Chembl1200376

26. Dtxsid2022670

27. Chebi:135798

28. Zinc4212134

29. Betamethasone Benzoate [usan]

30. Betamethasonebenzoate(200mg)

31. Hy-u00161

32. Betamethasone Benzoate [vandf]

33. Betamethasone Benzoate [mart.]

34. Betamethasone Benzoate [usp-rs]

35. Betamethasone Benzoate [who-dd]

36. Cs-7216

37. 9-fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17-benzoate

38. Betamethasone 17-benzoate [mi]

39. Pregna-1,4-diene-3,20-dione, 9-fluoro-11.beta.,17,21-trihydroxy-16.beta.-methyl-, 17-benzoate

40. Betamethasone Benzoate [orange Book]

41. Betamethasone Benzoate [usp Impurity]

42. D02286

43. Q27269802

44. (11.beta.,16.beta.)-9-fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione17-benzoate

45. (11beta,16beta)-9-fluoro-11,21-dihydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl Benzoate

46. 9-fluoro-11,21-dihydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl Benzoate, (11.beta.,16.beta.)-#

2.4 Create Date

2005-10-11

3 Chemical and Physical Properties

Molecular Formula	C₂₉H₃₃FO₆
Molecular Weight	496.6 g/mol
XLogP3	3.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	5
Exact Mass	496.22611693 g/mol
Monoisotopic Mass	496.22611693 g/mol
Topological Polar Surface Area	101 Å²
Heavy Atom Count	36
Formal Charge	0
Complexity	1030
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.)

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.)