Natural Compounds

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

10α-Acetoxy-14α-methyl-4α,5β(H)-isodauc-6-en-15-al

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_852

Open image in new window

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

Biological sources: Critonia quadrangularis (DC.) R.M. King & H. Rob. [1]

C17H26O3: 278.1882

Mp: mix. with 4α,5β(H)-14α-methylisodauc-6-en-15-al, 4α,5β(H)-14α-methyldauc-6-en-15-al and with its Ac [1]

MS (mix.): 278.188 [M]+ (12) (calc. for C17H26O3: 278.188), 218 (44), 175 (52), 123 (100) [1]

1H NMR (400 MHz, CDCl3, TMS) (mix.): 0.80 (3H, s, H-14), 0.88 (3H, d, J = 6.5, H-13), 0.90 (3H, d, J = 6.5, H-12), 1.31 (1H, dddd, J = 11.5; 13; 13; 2, H-9α), 1.43 (1H, m, H-2b), 1.48 (1H, m, H-2a), 1.63 (1H, dqq, J = 6.5; 6.5, H-11), 1.66 (1H, m, H-3b), 1.78 (1H, m, H-9β), 1.88 (1H, m, H-3a), 1.89 (1H, m, H-8β), 2.05 (1H, m, H-4), 2.35 (1H, dd, J = 5; 10.5, H-5), 2.98 (1H, br dd, J = 2; 6; 15, H-8α), 4.78 (1H, dd, J = 11.5; 4, H-10), 6.59 (1H, br d, J = 5, H-6), 9.37 (1H, s, H-15) [1]

References

  1. 1.
    J. Jakupovic, V. Castro, F. Bohlmann, Phytochemistry 26(2), 451 (1987)CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2013