Natural Compounds

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

9β-Acetoxy-eremophila-1(10),7(11)-dien-8-one (9β-Acetoxy-1,10-didehydrofukinon)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_998

CAS Registry Number: 55050-19-6 Open image in new window

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

Biological sources: Senecio elegans L. [1]; S. grisebachii Baker var. balansae (Baker) Cabrera [2]

C17H24O3: 276.1725

Mp: oil [1]

[α]24 (λ, nm): −52.7° (589), −54.0° (578), −57.9° (546) (c 3.41) [1]

IR: 1758, 1243, 1714, 1640 [1]

MS: 276.172 [M]+ (5) (calc. for C17H24O3 276.1725), 234 (91), 216 (100), 219 (15), 205 (26), 201 (61) [1]

1H NMR (CDCl3, TMS): 1.09 (3H, s, H-14), 1.5 (1H, m, H-3, H-4), 1.84 (3H, br s, H-13), 1.97 (3H, d, J = 6.5, H-15), 2.05 (2H, m, H-2), 2.05 (3H, t, H-12), 2.34 (1H, ddd, J = 14, H-6a), 2.56 (1H, d, J = 14, H-6b), 5.71 (1H, ddd, H-1), 5.87 (1H, ddd, H-9) [1]

References

  1. 1.
    F. Bohlmann, C. Zdero, Chem. Ber. 107, 2912 (1974)CrossRefGoogle Scholar
  2. 2.
    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)CrossRefGoogle Scholar

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