Natural Compounds

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

4β-Acetoxy-5β,6α,9β(H)-cadinane-3α,10β-diol (3α-Hydroxy-4β-acetoxy-epi-cubenol)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_810

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

Biological sources: Chamaecyparis obtusa (Sieb. et Zucc.) Endl. var. formosana (Hayata) [1]

C17H30O4: 298.2144

Mp: amorphous solid [1]

[α]D25 +10.2° (c 0.12, CHCl3) [1]

IR (KBr): 3430, 1735, 1224, 1016, 996 [1]

EI-MS: 298 [M]+ (1), 280 (28), 227 (36), 20 (25), 195 (30), 177 (60), 167 (100), 159 (22) [1]

HR-EI-MS: 298.2148 (calc. for C17H30O4: 298.2144) [1]

1H NMR (400 MHz, CDCl3): 0.72 (3H, d, J = 6.9, H-12), 0.84 (3H, d, J = 6.9, H-13), 0.87 (3H, d, J = 6.7, H-14), 1.05 (1H, qd, J = 12.8; 6.8, H-7a), 1.16 (3H, s, H-15), 1.24 (1H, m, H-2a), 1.26 (1H, m, H-9), 1.42 (1H, m, H-8a), 1.46 (1H, m, H-6), 1.47 (1H, m, H-8b), 1.51 (1H, m, H-1a), 1.65 (1H, qd, J = 12.8; 4.2, H-7b), 1.82 (1H, m*, H-11), 1.83 (1H, *, H-5), 1.85 (1H, m, H-2b), 1.86 (1H, m*, H-1b), 2.08 (3H, s, OAc), 5.05 (1H, br s, H-4), * – overlapping...

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References

  1. 1.
    Y.-H. Kuo, C.-H. Chen, S.-C. Chien, Y.-L. Lin, J. Nat. Prod. 65, 25 (2002)CrossRefGoogle Scholar

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