3α-(2′-Methylacryloyloxy)-7βH-eremophila-9(10),11(12)-dien-8-one (Methylacryloyloxy-petasol)
CAS Registry Number: 70238-50-5 Open image in new window
Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Eremophilanes – Eremophilanes – Monoesters
Biological sources: Petasites hybridus (L.) (= P. officinalis Moench) [1, 2]
C19H26O3: 302.1882
Mp: mix. with the senecioyloxy-petasol [1]
UV (cyclohexane) (mix.): 225 [1]
IR (CCl4) (mix.): 1713, 1676, 1648, 1627 [1]
MS (mix.): 302.1880 [M]+ (calc. for C19H26O3: 302.1882) [1]
1H NMR (360 MHz, CDCl3, TMS) (mix.): 0.97 (3H, d, J = 7, H-15), 1.25 (3H, s, H-14), 1.51 (1H, dtd, J = 5; 14; 11, H-2ax), 1.69 (1H, dq, J = 11; 7, H-4ax), 1.75 (3H, s, H-13), 1.87 (1H, dd, J = 13; 14.5, H-6ax), 2.04 (1H, dd, J = 13; 4.5, H-6eq), 2.24 (1H, dd, J = 14; 4.5, H-2eq), 2.38 (1H, dd, J = 14; 5, H-1eq), 2.54 (1H, tdd, J = 14; 1.8, H-1ax), 3.15 (1H, dd, J = 14.5; 4.5, H-7ax), 4.86 (1H, d, J = <1, H-12-trans), 4.92 (1H, td, J = 11; 4.5; 11, H-3ax), 5.01 (1H, d, J = 1.3, H-12-cis),...
References
- 1.M. Neuenschwander, A. Neuenschwander, E. Steinegger, P. Engel, Helv. Chim. Acta 62, 609 (1979)CrossRefGoogle Scholar
- 2.B. Debrunner, M. Neuenschwander, R. Brenneisen, Pharm. Acta Helv. 70, 167 (1995)CrossRefGoogle Scholar