Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Eremophilanes – Eremophilanes – Monoesters
Biological sources: Cineraria albicans N.E.Br., C. aff. albicans N.E.Br., C. dieterlenii E. Phillips, C. deltoidea Sond., C. lydrata DC. [1]; C. fructiculorum Hutch. et Taylor, C. parvifolia Burtt Davy [2]; C. geifolia L. [1, 3]; C. britteniae Hutch. et R.A. Dyer [3]
C20H26O3: 314.1882
Mp: colorless oil [1]
[α]24 (λ, nm): +189.0° (589), +201.4° (578), +244.4° (546) (c 6.59, CHCl3) [1]
IR (CCl4): 1715, 1665, 1650, 1620 [1]
MS: 314.188 [M]+ (1) (calc. for C20H26O3), 199 (25), 83 (100), 55 (30) [1]
1 H NMR (270 MHz, CHCl3, TMS): 0.99 (3H, s, H-14), 1.01 (3H, d, J = 7, H-15), 1.57 (3H, m, H-3), 1.75 (1H, m, H-4), 1.99 (3H, br s, H-13), 2.25 (2H, m, H-2), 5.39 (1H, br s, H-12b), 5.88 (1H, br s, H-12a), 6.06 (1H, s, H-6), 6.27 (1H, s, H-8), 7.08 (1H, t, J = 4, H-1); OAng: 1.78 (3H, br s, H-5′), 1.85 (3H, dq, J = 7; 1.5, H-4′), 6.05...
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References
F. Bohlmann, W.-R. Abraham, Phytochemistry 17(9), 1629 (1978)
F. Bohlmann, P. Singh, J. Jakupovic, Phytochemistry 21(10), 2531 (1982)
L. Lehmann, J. Jakupovic, F. Bohlmann, L. Vincent, Phytochemistry 27(10), 3307 (1988)
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(2013). 6β-Angeloyloxy-eremophila-1(10),7(8),11(12)-trien-9-one (Cinalyratol Angelicate). In: Azimova, S.S., Saidkhodzhaev, A.I. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0539-9_1025
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