Natural Compounds

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

6β-Isovaleroyloxy-furanoeremophil-1(10)-en-9-one (6β-Isovaleryloxy-9-oxoeuryopsin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1198

CAS Registry Number: 59742-02-8 Open image in new window

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

Biological sources: Senecio praecox DC. [1]; S. macrotis Baker [2]; S. behnii Ric. et Mart. [3]; S. brachychaetus DC., S. inaequidens DC. [4]; S. balsapampae Cuatrec. [5]; S. conrathii N.E. Br. [6]; S. aschenbornianus Schauer [7]; S. hypochoerideus DC. [8]; Euryops annae E. Phillips [9]

C20H26O4: 330.1831

Mp: oil [1]

[α]24 (λ, nm): −50.7° (589), −52.4° (578), −59.2° (546) (c 15.0) [1]

UV 291 [1]

IR: 1745, 1720, 1683, 1650, 1630, 1535 [1]

MS: 330.182 [M]+ (1) (calc. for C20H26O4: 330.182), 246 (90), 228 [M – C4H9COOH]+ (100), 99 [C5H11CO]+ (20), 97 (95), 85 (18) [1]

1H NMR (CDCl3, TMS): 0.96 (3H, d, J = 7, H-15), 1.07 (3H, s, H-14), 1.9 (3H, d, H-13), 6.27 (1H, s, H-6α), 6.83 (1H, t, J = 4, H-1β), 7.37 (1H, q, J = 1, H-12) [1]

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