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Also known as: 19408-84-5, 6,7-dihydrocapsaicin, N-(4-hydroxy-3-methoxybenzyl)-8-methylnonanamide, 8-methyl-n-vanillylnonanamide, Dihydro capsaicin, Nonanamide, n-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-

Molecular Formula

C₁₈H₂₉NO₃

Molecular Weight

307.4 g/mol

InChI Key

XJQPQKLURWNAAH-UHFFFAOYSA-N

FDA UNII

W9BV32M08A

dihydrocapsaicin is a natural product found in Capsicum pubescens, Capsicum annuum var. annuum, and Capsicum annuum with data available.

1 2D Structure

Dihydrocapsaicin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnonanamide

2.1.2 InChI

InChI=1S/C18H29NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h10-12,14,20H,4-9,13H2,1-3H3,(H,19,21)

2.1.3 InChI Key

XJQPQKLURWNAAH-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(C)CCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC

2.2 Other Identifiers

2.2.1 UNII

W9BV32M08A

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 19408-84-5

2. 6,7-dihydrocapsaicin

3. N-(4-hydroxy-3-methoxybenzyl)-8-methylnonanamide

4. 8-methyl-n-vanillylnonanamide

5. Dihydro Capsaicin

6. Nonanamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-

7. N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnonanamide

8. Chebi:46932

9. Nonanamide, 8-methyl-n-vanillyl-

10. 8-methyl Dihydrocapsaicin

11. 8-methyl-n-vanillyl-nonanamide

12. N-((4-hydroxy-3-methoxyphenyl)methyl)-8-methylnonanamide

13. W9bv32m08a

14. Nonanamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-8-methyl-

15. Tnp00314

16. Ccris 1589

17. Sr-01000075976

18. Brn 2815150

19. Unii-w9bv32m08a

20. Dihydrocapsacine

21. Mfcd00057794

22. Dihydrocapsaicin,(s)

23. Lopac-m-1022

24. Capsaicin, Dihydro-

25. Lopac0_000782

26. Ccris1589

27. Mls002153458

28. Schembl119080

29. Chembl311158

30. Dtxsid4041864

31. Dihydrocapsaicin [usp-rs]

32. Hms2232l10

33. Hms3262m06

34. Hms3371m21

35. Hms3649n17

36. Bcp09851

37. Hy-n0361

38. Zinc2522581

39. Dihydrocapsaicin, Analytical Standard

40. Tox21_500782

41. Bdbm50231198

42. Stl570272

43. Zb1859

44. Akos016009558

45. Ccg-204867

46. Lp00782

47. Sdccgsbi-0050760.p002

48. Ncgc00015645-01

49. Ncgc00015645-02

50. Ncgc00015645-03

51. Ncgc00015645-04

52. Ncgc00015645-05

53. Ncgc00015645-06

54. Ncgc00015645-13

55. Ncgc00094119-01

56. Ncgc00094119-02

57. Ncgc00094119-03

58. Ncgc00261467-01

59. Ac-23369

60. As-77558

61. Smr001230817

62. Db-044848

63. Cs-0008911

64. Eu-0100782

65. Ft-0624952

66. N1679

67. S9086

68. Dihydrocapsaicin, From Capsicum Sp., >=85%

69. A14534

70. C16952

71. M 1022

72. 408d845

73. Q-100236

74. Q5276422

75. Sr-01000075976-1

76. Sr-01000075976-6

77. Dihydrocapsaicin (constituent Of Capsicum) [dsc]

78. N-((4-hydroxy-3-methoxyphenyl)methyl)-8-methyl-nonanamide

79. N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnonenamide

80. Dihydrocapsaicin, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₂₉NO₃
Molecular Weight	307.4 g/mol
XLogP3	4.4
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	10
Exact Mass	307.21474379 g/mol
Monoisotopic Mass	307.21474379 g/mol
Topological Polar Surface Area	58.6 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	307
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1