Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Eremophilanes – Eremophilanes – Monoesters
Biological sources: Senecio bicolor (Willd.) Tod., S. sylvaticus L., S. Senecio grisebachii Baker var. balansae (Baker) Cabrera, S. viscosus L. [1]; S. gerardii Harv. [2]; S. warszewiczii A. Braun et Bouche [3]
C20H30O4: 334.2144
Mp: oil [1]
[α]24 (λ, nm): −9° (589), −9° (578), −10° (546), −13° (436) (c 2.1)
IR: 3490, 1710, 900 [1]
MS: 334.214 [M]+ (8) (calc. for C20H30O4 334.214), 252 [M – O=C=C(Me)–CH=CH2]+ (20), 234 [M – C4H7COOH]+ (18), 83 [C4H7CO]+ (100) [1]
1 H NMR (270 MHz, CDCl3, TMS): 0.95 (3H, d, J = 7, H-15), 1.18 (3H, s br, H-15), 1.5 (1H, m, J = 11, H-10β), 1.5 (2H, m, J = 5; 3, H-1), 1.65 (1H, dd, J = 13, H-6β), 1.80 (3H, s br, J = 1, H-13), 2.1 (1H, m, J = 11; 7, H-4α), 2.13 (1H, dd, J = 5.5, H-6α), 2.24 (1H, dddd, J = 5; 3; 12; 5, H-2β), 3.27 (1H, dd, J = 5.5; 13, H-7α), 4.00 (1H, d br, J = 11, H-9α), 4.81...
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F. Bohlmann, K.-H. Knoll, C. Zdero, P.K. Mahanta, M. Grenz, A. Suwita, D. Ehlers, N.L. Van, W.-R. Abraham, A.A. Natu, Phytochemistry 16(7), 965 (1977)
F. Bohlmann, C. Zdero, Phytochemistry 17(8), 1337 (1978)
F. Bohlmann, C. Zdero, D. Berger, A. Suwita, P. Mahanta, C. Jeffrey, Phytochemistry 18(1), 79 (1979)
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(2013). 3α-Angeloyloxy-9β-hydroxy-7α,10βH-eremophil-11(12)-en-8-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_1020
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DOI: https://doi.org/10.1007/978-1-4614-0539-9_1020
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