Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Caryophyllanes – Monoesters
C17H24O4: 292.1675
Mp: colorless gum [1]
IR (CCl4): 3620, 3080, 1745, 1680, 1240, 905 [1]
MS: 292.3579.167 [M]+ (0.5) (C17H24O4), 274 (0.5), 232 (5), 219 (10), 201 (6), 147 (41), 119 (53), 93 (100) [1]
1 H NMR (400 MHz, CDCl3, TMS): 0.97 (3H, s, H-13), 1.72 (1H, m, H-4α), 1.72 (1H, m, OH), 1.72 (2H, m, H-10), 1.72 (3H, s, OAc), 2.05 (1H, m, H-4β), 2.05 (1H, m, H-9), 2.05 (2H, m, H-3), 2.17 (1H, ddd, J = 9.5; 9.5; 9.5, H-1), 2.57 (1H, dd, J = 17; 2, H-8α), 2.80 (1H, dd, J = 17; 10, H-8β), 3.95 (1H, d, J = 11, H-12b), 3.99 (1H, br d, J = 12; 1, H-14b), 4.08 (1H, d, J = 11, H-12a), 4.19 (1H, br dd, J = 12; 1, H-14a), 4.82 (1H, br s, H-15b), 4.89 (1H, br s, H-15a), 5.43 (1H, dd, J = 11.5; 5, H-5) [1]
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References
F. Bohlmann, C. Zdero, Phytochemistry 20(11), 2529 (1981)
A. San Feliciano, M. Medarde, M. Gordaliza, E. Del Olmo, J.M.M. del Corral, Phytochemistry 28(10), 2717 (1989)
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(2013). 12-Acetoxy-14-hydroxy-5,6-cis-caryophyllen-7-one. In: Azimova, S.S., Saidkhodzhaev, A.I. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0539-9_831
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