Natural Compounds

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

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

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1048

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. speciosus Willd. [1]

C28H42O4: 442.3083

Mp: colorless oil [1]

[α]D −10° (c 0.16, CHCl3) [1]

IR (CCl4): 3500, 1720 [1]

MS: 442.308 [M]+ (11) (calc. for C28H42O4: 442.308), 414 (8), 374 (23), 235 (44), 234 (26), 217 (26), 206 (40), 191 (40), 55 (100) [1]

TLC: C6H6 – CH2Cl2 – Et2O (3:3:1) [1]

HPLC: MeOH – H2O (4:1), Rt 16.0 min [1]

1H NMR (400 MHz, CDCl3, TMS): 0.91 (3H, d, J = 7, H-15), 0.93 (3H, s, H-14), 1.45 (1H, m, H-4), 1.47 (1H, ddd, J = 11, H-10), 1.81 (3H, d, H-13), 1.93 (3H, d, H-12), 2.92 (1H, d, J = 14, H-6a), 3.76 (1H, d, J = 2.5, OH), 3.84 (1H, dd, J = 11; 2.5, H-9), 4.84 (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 =...

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