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Also known as: Akba, 67416-61-9, 3-o-acetyl-11-keto-beta-boswellic acid, Acetyl-11-keto-beta-boswellic acid, Acetyl-11-keto-b-boswellic acid, Acetyl-11-keto-beta-boswellic acid, boswellia serrata

Molecular Formula

C₃₂H₄₈O₅

Molecular Weight

512.7 g/mol

InChI Key

HMMGKOVEOFBCAU-BCDBGHSCSA-N

FDA UNII

BS16QT99Q1

(3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bS)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-14-oxo-1,2,3,4a,5,6,7,8,9,10,11,12,12a,14a-tetradecahydropicene-4-carboxylic acid is a natural product found in Boswellia papyrifera, Boswellia sacra, and Boswellia serrata with data available.

1 2D Structure

3-O-Acetyl-11-Keto-Beta-Boswellic Acid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bS)-3-acetyloxy-4,6a,6b,8a,11,12,14b-heptamethyl-14-oxo-1,2,3,4a,5,6,7,8,9,10,11,12,12a,14a-tetradecahydropicene-4-carboxylic acid

2.1.2 InChI

InChI=1S/C32H48O5/c1-18-9-12-28(4)15-16-30(6)21(25(28)19(18)2)17-22(34)26-29(5)13-11-24(37-20(3)33)32(8,27(35)36)23(29)10-14-31(26,30)7/h17-19,23-26H,9-16H2,1-8H3,(H,35,36)/t18-,19+,23-,24-,25+,26-,28-,29+,30-,31-,32-/m1/s1

2.1.3 InChI Key

HMMGKOVEOFBCAU-BCDBGHSCSA-N

2.1.4 Canonical SMILES

CC1CCC2(CCC3(C(=CC(=O)C4C3(CCC5C4(CCC(C5(C)C(=O)O)OC(=O)C)C)C)C2C1C)C)C

2.1.5 Isomeric SMILES

C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC(=O)[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@H]([C@]5(C)C(=O)O)OC(=O)C)C)C)[C@@H]2[C@H]1C)C)C

2.2 Other Identifiers

2.2.1 UNII

BS16QT99Q1

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 3-o-acetyl-11-keto-boswellic Acid

2. Acetyl-11-keto-beta-boswellic Acid

3. Acetyl-11-keto-boswellic Acid

4. Acetyl-11-ketoboswellic Acid

5. Ackba

6. Akba Cpd

2.3.2 Depositor-Supplied Synonyms

1. Akba

2. 67416-61-9

3. 3-o-acetyl-11-keto-beta-boswellic Acid

4. Acetyl-11-keto-beta-boswellic Acid

5. Acetyl-11-keto-b-boswellic Acid

6. Acetyl-11-keto-beta-boswellic Acid, Boswellia Serrata

7. Bs16qt99q1

8. Chembl237111

9. (3r,4r,4ar,6ar,6bs,8ar,11r,12s,12ar,14ar,14bs)-3-acetyloxy-4,6a,6b,8a,11,12,14b-heptamethyl-14-oxo-1,2,3,4a,5,6,7,8,9,10,11,12,12a,14a-tetradecahydropicene-4-carboxylic Acid

10. Akba Cpd

11. Acetyl-11-keto--boswellic Acid

12. Acetyl-11-ketoboswellic Acid

13. (3r,4r,4ar,6ar,6bs,8ar,11r,12s,12ar,14ar,14bs)-3-acetoxy-4,6a,6b,8a,11,12,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4-carboxylic Acid

14. Unii-bs16qt99q1

15. 3-acetyl-11-keto-

16. A-boswellic Acid

17. 3-acetyl-11-keto-.beta.-boswellic Acid

18. 3alpha-acetoxy-11-keto-beta-boswellic Acid

19. Mfcd03788777

20. Curator_000001

21. Beta-boswellic Acid,3-acetyl,11-keto

22. Schembl23610472

23. Chebi:166842

24. Dtxsid601303401

25. Hy-n0892

26. Acetyl-11-keto-bet.-boswellic Acid

27. 3-acetyl-11-keto-ss-boswellic Acid

28. Bdbm50241262

29. S9024

30. Zinc14089767

31. 11-keto-bet.-boswellic Acid Acetate

32. 3-o-acetyl-11-keto-b-boswellic Acid

33. Akos026670207

34. Ccg-269792

35. Cs-3736

36. 3a-acetyl-11-keto-bet.-boswellic Acid

37. 3-o-acetyl-11-keto-bet.-boswellic Acid

38. Ac-34814

39. 3a-acetoxy-11-oxo-12-ursen-24-oic Acid

40. Acetyl-11-oxo-.beta.-boswellic Acid

41. Acetyl-11-keto-.beta.-boswellic Acid

42. 11-keto-.beta.-boswellic Acid Acetate

43. 3-o-acetyl-11-keto-.beta.-boswellic Acid

44. 416a619

45. Q27274850

46. 3-acetyl-11-keto-beta-boswellic Acid [usp-rs]

47. 3.alpha.-acetoxy-11-oxo-12-ursen-24-oic Acid

48. 3.alpha.-acetyl-11-keto-.beta.-boswellic Acid

49. Acetyl-11-keto- Beta -boswellic Acid, Boswellia Serrata

50. (3a,4bet.)-3-(acetyloxy)-11-oxo Urs-12-en-23-oic Acid

51. 3-o-acetyl-11-keto-beta-boswellic Acid, Analytical Standard

52. (3.alpha.,4.beta.)-3-(acetyloxy)-11-oxours-12-en-23-oic Acid

53. 3-o-acetyl-11-keto-

54. A-boswellic Acid; Acetyl-11-keto-

55. A-boswellic Acid

56. 3-acetyl-11-keto-.beta.-boswellic Acid (constituent Of Boswellia Serrata) [dsc]

57. 3-acetyl-11-keto-beta-boswellic Acid, United States Pharmacopeia (usp) Reference Standard

58. Urs-12-en-23-oic Acid, 3-(acetyloxy)-11-oxo-, (3.alpha.,4.beta.)-

2.4 Create Date

2006-10-26

3 Chemical and Physical Properties

Molecular Formula	C₃₂H₄₈O₅
Molecular Weight	512.7 g/mol
XLogP3	7.2
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	3
Exact Mass	512.35017463 g/mol
Monoisotopic Mass	512.35017463 g/mol
Topological Polar Surface Area	80.7 Å²
Heavy Atom Count	37
Formal Charge	0
Complexity	1060
Isotope Atom Count	0
Defined Atom Stereocenter Count	11
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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