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6β-(2′-Methylbutyroyloxy)-10β-hydroxy-furanoeremophil-1(2)-en-3-one

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Natural Compounds
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Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Eremophilanes – Furanoeremophilanes – Monoesters

Biological sources: Senecio doria L., S. coriaceus Aiton, S. macrophyllus M.Bieb. [1]

C20H26O5: 346.1780

Mp: oil [1]

IR: 3560, 1720, 1645, 1680, 1570 [1]

MS: 346.178 [M]+ (calc. for C20H26O5: 346.178) [1]

1 H NMR (270 MHz, TMS, CDCl3): 1.09 (3H, s, H-14), 1.20 (3H, d, J = 7, H-15), 1.96 (3H, d, J = 1, H-13), 2.35 (1H, q, J = 7, H-4), 2.99 (1H, br d, H-9α), 3.26 (1H, br d, H-9β), 5.96 (1H, d, J = 10, H-2), 6.19 (1H, br s, H-6α), 6.92 (1H, d, J = 10, H-1), 7.16 (1H, br s, J = 1, H-12); OMeBu: 0.91 (3H, t, H-4′), 1.18 (3H, d, H-5′), 1.47 (1H, ddq, H-3′a), 1.70 (1H, ddq, H-3′b), 2.37 (1H, ddq, H-2′) [1]

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References

  1. 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)

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(2013). 6β-(2′-Methylbutyroyloxy)-10β-hydroxy-furanoeremophil-1(2)-en-3-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_1241

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