Natural Compounds

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

3β-(2′-Methylbutyroyloxy)-eremophila-9(10),6(7)-dien-8-on-12-oic Acid

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1043

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

Biological sources: Cacalia roborowskii (Maxim.) Ling [1]

C20H28O5: 348.1937

Mp: oil [1]

[α]D +22.4° (c 4.6, CHCl3)

IR (KBr): 2500–3400 (br, bonded OH), 1734 (C5H9CO), 1710 (COOH), 1665, 1634, 1620 (α,β,α′β′-unsaturated ketone), 1240 (C–O), 980, 915, 732

EI-MS: 348 [M]+ (0.5), 246 [M – C4H9COOH]+ (40), 228 (58), 202 (60), 200 (80), 187 (65), 173 (62), 162 (55), 148 (45), 131 (20), 115 (20), 91 (30), 85 [C4H9CO]+ (80), 77 (50), 68 (30), 57 [C4H9CO – CO]+ (100), 55 (50) [1]

1H NMR (400 MHz, CDCl3): 1.19 (3H, d, J = 7.0, H-15), 1.34 (3H, s, H-14), 1.36 (3H, d, J = 2.1, H-13), 1.69 (1H, m, H-2a), 1.75 (m, H-4), 2.13 (1H, m, H-2b), 2.32 (1H, m, H-1a), 2.67 (1H, m, H-1b), 3.74 (1H, d, J = 7.1, H-11), 5.05 (1H, J = 2.8, H-3), 6.19 (1H, s, H-9), 6.93 (1H, s, H-6); OMeBu: 0.94 (3H, t, H-4′), 1.23 (3H, d, H-5),...

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References

  1. 1.
    S. Zhang, G. Zhao, R. Li, G. Lin, Phytochemistry 48(3), 519 (1998)CrossRefGoogle Scholar

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