Natural Compounds

2013 Edition
| Editors: Shakhnoza S. Azimova, Ashraf I. Saidkhodzhaev

6α-(3′,4′-Methylidenoxy-benzoyloxy)-5α(H)-dauc-8-en-4β-ol (Jaeschkeanidin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_917

CAS Registry Number: 126585-80-6 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Daucanes (Carotanes) – Monoesters

Biological sources: Ferula jaeschkeana Vatke [1]

C23H30O5: 386.2093

Mp: 123–124°C [1]

IR (KBr): 3405, 2900, 1845, 1680, 1640, 1270, 1170, 720 [1]

MS: 386.2094 [M]+ (calc. for C23H30O5: 386.4893), 368, 353, 343, 310, 161, 149 (100), 121, 119, 91, 28 [1]

1H NMR: 0.85 (3H, d, J = 7, H-12), 0.94 (3H, d, J = 7, H-13), 1.16 (3H, br s, H-14), 1.91 (3H, s, H-15), 5.32 (1H, t, J = 10.3, H-6), 5.56 (1H, t, J = 6.5, H-9); acyl group: 6.08 (2H, s, H-1″), 7.35 (1H, d, J = 3.5, H-2′), 7.68 (1H, t, J = 7; 2.5, H-6′), 8.02 (1H, d, J = 7, H-5′) [1]

13 C NMR [ 1]:

Table 1

C-1

45.2

C-9

129.3

C-1′

147.2

2

32.3

10

41.2

2′

112.2

3

42.1

11

61.7

3′

132.1

4

87.5

12

18.4

4′

149.1

5

36.1

13

17.3

5′

101.8

6

79.8

14

19.8

6′

101.8

7

42.2

15

29.3

C=O

168.9

8

133.6

   

1″

100.5

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References

  1. 1.
    T.K. Razdan, B. Qadri, M.A. Qurishi, M.A. Khuroo, P.K. Kachroo, Phytochemistry 28(12), 3389 (1989)CrossRefGoogle Scholar

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