Natural Compounds

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

14-Acetoxy-5,6-cis-caryophyllen-7-one

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_833

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

Biological sources: Pulicaria scabra (Thunb.) Druce [1]

C17H24O3: 276.1725

Mp: colorless gum [1]

IR (CCl4): 1740, 1680 [1]

MS: 216.151 [M – HOAc]+ (12), 147 (60), 93 (90), 69 (100) [1]

1H NMR (400 MHz, CDCl3, TMS): 1.02 (3H, s, H-13), 1.05 (3H, s, H-12), 1.69 (1H, dd, J = 11; 7.5, H-10b), 1.85 (1H, m, H-9), 1.89 (1H, dd, J = 11; 10, H-10a), 2.02 (3H, s, OAc), 2.46 (1H, br ddd, J = 10; 10; 7.5, H-1), 2.55–2.35 (4H, m, H-3, H-4), 2.60 (1H, dd, J = 17.5; 1.5, H-8b), 2.77 (1H, dd, J = 17.5; 10, H-8a), 4.54 (1H, d, J = 12, H-14b), 4.75 (1H, dt, J = 1; 12, H-14a), 4.86 (1H, br s, H-15b), 4.91 (1H, br s, H-15a), 5.85 (1H, br dd, J = 12.5; 5, H-5) [1]

References

  1. 1.
    F. Bohlmann, M. Ahmed, J. Jakupovic, Phytochemistry 21(7), 1659 (1982)Google Scholar

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