Natural Compounds

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

14-Acetoxy-13-hydroxy-5,6-cis-caryophyllen-7-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_836

Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Caryophyllanes – Monoesters

Biological sources: Pulicaria dysenterica Gaertn. [1]

C17H24O4: 292.1675

Mp: colorless gum [1]

IR (CCl4): 3070, 1740, 1680, 1230, 900 [1]

MS: 292.3579.167 [M]+ (0.2) (C17H24O4), 261 (3), 232 (4), 147 (61), 119 (48), 93 (100), 43 (90) [1]

1H NMR (400 MHz, CDCl3, TMS): 1.08 (3H, s, H-12), 1.72 (1H, m, OH), 1.85 (1H, dd, J = 9.5; ∼11, H-10β), 1.94 (1H, dd, J = 9.5; ∼11, H-10α), 2.00 (3H, s, OAc), 2.03 (1H, ddd, J = 2; 10, H-9), 2.20 (1H, br ddd, J = 11.5; 1; 5, H-4β), 2.37 (2H, m, H-3), 2.46 (1H, m, H-4α), 2.55 (1H, ddd, J = 9.5; 9.5; 9.5, H-1), 2.82 (1H, dd, J = 17; 2, H-8α), 2.91 (1H, dd, J = 17; 10, H-8β), 3.62 (1H, br d, J = 11, H-13b), 3.67 (1H, br d, J = 11, H-13a), 4.53 (1H, d, J = 12; 1, H-14b), 4.73 (1H, ddd, J = 12; 1, H-14a), 4.88 (1H, br s, H-15b), 4.95 (1H, br s, H-15a), 5.84 (1H, dd, J = 11.5; 5, H-5) [1]

References

  1. 1.
    F. Bohlmann, C. Zdero, Phytochemistry 20(11), 2529 (1981)CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2013