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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: 3650-09-7, Salvin, Li791sxt24, Chebi:65585, Unii-li791sxt24, 11,12-dihydroxyabieta-8,11,13-trien-20-oic acid

Molecular Formula

C₂₀H₂₈O₄

Molecular Weight

332.4 g/mol

InChI Key

QRYRORQUOLYVBU-VBKZILBWSA-N

FDA UNII

LI791SXT24

Carnosic acid has been reported in Salvia officinalis, Cuminum cyminum, and other organisms with data available.

1 2D Structure

Carnosic Acid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid

2.1.2 InChI

InChI=1S/C20H28O4/c1-11(2)13-10-12-6-7-14-19(3,4)8-5-9-20(14,18(23)24)15(12)17(22)16(13)21/h10-11,14,21-22H,5-9H2,1-4H3,(H,23,24)/t14-,20+/m0/s1

2.1.3 InChI Key

QRYRORQUOLYVBU-VBKZILBWSA-N

2.2 Other Identifiers

2.2.1 UNII

LI791SXT24

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Salvin

2.3.2 Depositor-Supplied Synonyms

1. 3650-09-7

2. Salvin

3. Li791sxt24

4. Chebi:65585

5. Unii-li791sxt24

6. 11,12-dihydroxyabieta-8,11,13-trien-20-oic Acid

7. 11,12-dihydroxy-13-isopropylpodocarpa-8,11,13-trien-17-oic Acid

8. (4ar,10as)-5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,3,4,9,10,10a-hexahydrophenanthrene-4a(2h)-carboxylic Acid

9. 4a(2h)-phenanthrenecarboxylic Acid, 1,3,4,9,10,10a-hexahydro-5,6-dihydroxy-1,1-dimethyl-7-(1-methylethyl)-, (4ar-trans)-

10. Carnosic Acid (usp-rs)

11. Carnosic Acid [usp-rs]

12. Podocarpa-8,11,13-trien-17-oic Acid, 11,12-dihydroxy-13-isopropyl-

13. (4ar,10as)-1,3,4,9,10,10a-hexahydro-5,6-dihydroxy-1,1-dimethyl-7-(1-methylethyl)-4a(2h)-phenanthrenecarboxylic Acid

14. Carnosic Acid (constituent Of Rosemary)

15. 139236-75-2

16. Mfcd02259459

17. Nsc694080

18. (4ar,10as)-5,6-dihydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic Acid

19. 4a(2h)-phenanthrenecarboxylic Acid, 1,3,4,9,10,10a-hexahydro-5,6-dihydroxy-1,1-dimethyl-7-(1-methylethyl)-, (4ar,10as)-rel-

20. (4ar,10as)-5,6-dihydroxy-7-isopropyl-1,1-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylic Acid

21. Roseox

22. Rosamox

23. Carnosic-acid

24. Carsonic Acid

25. Carnosic Acid (standard)

26. Upcmld-dp056

27. Carnosic Acid [mi]

28. Chembl484853

29. Schembl9923661

30. Upcmld-dp056:001

31. Hy-n0644r

32. Dtxsid20904450

33. Bcpp000299

34. Carnosic Acid, Analytical Standard

35. Hy-n0644

36. Msk40209

37. Bdbm50371232

38. S3838

39. Akos015901362

40. Ac-6030

41. Bcp9000491

42. Ccg-207954

43. Fc32525

44. Nsc-694080

45. Smp2_000204

46. Ncgc00161623-01

47. 1st40209

48. As-31052

49. Nci60_033653

50. Bcp0726000155

51. C2488

52. C3477

53. Cs-0009671

54. Ns00124779

55. C21818

56. A918580

57. Q412827

58. Sr-05000002202

59. Sr-05000002202-2

60. Carnosic Acid (constituent Of Rosemary) [dsc]

61. Carnosic Acid, Primary Pharmaceutical Reference Standard

62. Carnosic Acid From Rosmarinus Officinalis, >=91%, Powder

63. Carnosic Acid, United States Pharmacopeia (usp) Reference Standard

64. (4ar,10as)-5,6-dihydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylicacid

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₂₈O₄
Molecular Weight	332.4 g/mol
XLogP3	4.9
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Exact Mass	Da
Monoisotopic Mass	Da
Topological Polar Surface Area	77.8
Heavy Atom Count	24
Formal Charge	0
Complexity	500
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
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-Infective Agents, Local

Substances used on humans and other animals that destroy harmful microorganisms or inhibit their activity. They are distinguished from DISINFECTANTS, which are used on inanimate objects. (See all compounds classified as Anti-Infective Agents, Local.)

Antioxidants

Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)

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