Natural Compounds

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

3α-(5′-Methyldodeca-2′E,4′E,6′E-trienoyloxy)-9α,13-dihydroxy-10αH-eremophil-7(11)-en-8-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1045

Open image in new window

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

Biological sources: Senecio erubescens Aiton var. crepidifolius DC., S. macrocephalus DC. [1]

C28H42O5: 458.3032

Mp: 148°C [1]

[α]D −26° (c 4.0, CHCl3) [1]

IR (CCl4): 3600, 1720 [1]

MS: 458.303 [M]+ (20) (calc. for C28H42O5: 458.303), 440 (8), 251 (26), 233 (60), 232 (61), 208 (58), 191 (26), 55 (100) [1]

TLC: C6H6 – CH2Cl2 – Et2O (1:1:1), Rf 0.13 [1]

1H NMR (400 MHz, CDCl3, TMS): 0.90 (3H, d, J = 7, H-15), 0.95 (3H, s, H-14), 1.43 (1H, m, H-4), 1.48 (1H, ddd, J = 11, H-10), 1.98 (3H, br s, H-12), 3.00 (1H, d, J = 14, H-6a), 3.66 (1H, d, J = 2.5, OH), 3.87 (1H, dd, J = 11; 2.5, H-9), 4.18 (1H, br d, J = 13, H-13b), 4.24 (1H, br d, J = 13, H-13a), 4.82 (1H, ddd, J = 11; 11; 5, H-3), H-6b – overlapped multiplets; acyl group: 0.88 (3H, t, J = ∼7, H-12′), 1.31 (4H, m, H-10′, H-11′), 1.41 (2H, tt, J = ∼7,...

This is a preview of subscription content, log in to check access

References

  1. 1.
    F. Bohlmann, C. Zdero, J. Jakupovic, L.N. Misra, S. Banerjee, P. Singh, R.N. Baruah, M.A. Metwally, G. Schmeda-Hirschmann, L.P.D. Vincent, R.M. King, H. Robinson, Phytochemistry 24(6), 1249 (1985)CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2013