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ACTIVE PHARMA INGREDIENTS

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Also known as: 16409-45-3, Menthol, acetate, 89-48-5, Menthyl acetate racemic, Cyclohexanol, 5-methyl-2-(1-methylethyl)-, acetate, 29066-34-0

Molecular Formula

C₁₂H₂₂O₂

Molecular Weight

198.30 g/mol

InChI Key

XHXUANMFYXWVNG-UHFFFAOYSA-N

l-menthyl acetate is a natural product found in Mentha canadensis with data available.

1 2D Structure

Menthyl Acetate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(5-methyl-2-propan-2-ylcyclohexyl) acetate

2.1.2 InChI

InChI=1S/C12H22O2/c1-8(2)11-6-5-9(3)7-12(11)14-10(4)13/h8-9,11-12H,5-7H2,1-4H3

2.1.3 InChI Key

XHXUANMFYXWVNG-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1CCC(C(C1)OC(=O)C)C(C)C

2.2 Synonyms

2.2.1 Depositor-Supplied Synonyms

1. 16409-45-3

2. Menthol, Acetate

3. 89-48-5

4. Menthyl Acetate Racemic

5. Cyclohexanol, 5-methyl-2-(1-methylethyl)-, Acetate

6. 29066-34-0

7. (5-methyl-2-propan-2-ylcyclohexyl) Acetate

8. 2623-23-6

9. (+/-)-menthyl Acetate

10. 2230-87-7

11. 2-isopropyl-5-methylcyclohexyl Acetate

12. (+)-neomenthyl Acetate

13. D-neomenthyl Acetate

14. L-menthyl Acetate;(-)-menthyl Acetate

15. 5-methyl-2-(1-methylethyl)cyclohexanol Acetate

16. Neomenthol Acetate

17. Fema Number 2668

18. Hsdb 824

19. (.+/-.)-menthol Acetate

20. Einecs 240-459-6

21. Acetic Acid, P-menth-3-yl Ester, Dl-

22. Ai3-36197

23. Menthanyl Acetate

24. Cyclohexanol, 5-methyl-2-(1-methylethyl)-, Acetate, (1r,2r,5r)-rel-

25. Menthol, Neo-

26. Cyclohexanol, 5-methyl-2-(1-methylethyl)-, Acetate, (1.alpha.,2.beta.,5.alpha.)-

27. 20777-36-0

28. Einecs 218-767-7

29. (5r)-2-isopropyl-5-methylcyclohexyl Acetate

30. Starbld0011430

31. Menthyl Acetate, 97%

32. Menthylacetate97

33. (2-isopropyl-5-methyl-cyclohexyl) Acetate

34. Acetic Acid Menthyl Ester

35. Schembl57396

36. Chembl254585

37. 2-isopropyl-5-methylcyclohexyl Acetate, (1.alpha.,2.beta.,5.alpha.)-

38. Dtxsid20859153

39. Nsc7350

40. Acetic Acid, P-menth-3-yl Ester

41. Chebi:191550

42. (1s)-(+)-menthylacetate

43. Nsc-7350

44. Dl-menthyl Acetate, >=97%, Fg

45. Nsc122112

46. Akos015837885

47. Cis-1,3,trans-1,4- Menthol Acetate

48. Nsc 122112

49. Nsc-122112

50. Sb44841

51. Sb46743

52. As-83629

53. Db-063670

54. Db-071375

55. Ft-0604526

56. Ft-0604554

57. Ft-0628207

58. Ft-0631427

59. Ft-0690234

60. Ft-0694110

61. W-100373

62. Cyclohexanol, Acetate, (1.alpha.,2.alpha.,5.beta.)-

63. Menthyl Acetate, Primary Pharmaceutical Reference Standard

64. Cyclohexanol, Acetate, [1s-(1.alpha.,2.alpha.,5.beta.)]-

65. Cyclohexanol, 5-methyl-2-(1-methylethyl)-, Acetate, (1alpha,2alpha,5beta)-

66. Cyclohexanol, 5-methyl-2-(1-methylethyl)-, Acetate, (1.alpha.,2.beta.,5.alpha.)-(.+/-.)-

2.3 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₁₂H₂₂O₂
Molecular Weight	198.30 g/mol
XLogP3	3.6
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	3
Exact Mass	198.161979940 g/mol
Monoisotopic Mass	198.161979940 g/mol
Topological Polar Surface Area	26.3 Å²
Heavy Atom Count	14
Formal Charge	0
Complexity	199
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	3
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 Metabolism/Metabolites

AS AN ESTER IT IS PRESUMABLY HYDROLYZED IN THE ALIMENTARY TRACT TO MENTHOL AND ACETIC ACID.

Gosselin, R.E., R.P. Smith, H.C. Hodge. Clinical Toxicology of Commercial Products. 5th ed. Baltimore: Williams and Wilkins, 1984., p. II-258

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