Laurenene

Laurenene is a diterpene natural product with an unusual [5.5.5.7]fenestrane structure. It was first discovered in extracts from the New Zealand tree species Dacrydium cupressinum by researchers at the University of Otago.[2] It has since been found in other species of New Zealand trees, such as Podocarpus totara.[3]

Laurenene
Names
Preferred IUPAC name
(2aR,2a1R,4aR,7R,10aS)-3,3,4a,7,10a-Pentamethyl-1,2,2a,3,4,4a,5,7,8,9,10,10a-dodecahydropentaleno[1,6-cd]azulene
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C20H32/c1-14-7-6-10-18(4)12-9-16-17(2,3)13-19(5)11-8-15(14)20(16,18)19/h8,14,16H,6-7,9-13H2,1-5H3/t14-,16-,18+,19-,20+/m1/s1[1]
    Key: TYDFDHZTDWVUJF-ULKVZQIESA-N[1]
  • C[C@@H]1CCC[C@@]2(C)CC[C@@H]3C(C)(C)C[C@@]4(C)CC=C1[C@]324
Properties
C20H32
Molar mass 272.476 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. "Laurenene". NIST.
  2. Corbett, R. Edward; Lauren, Denis R.; Weavers, Rex T. (1979). "The structure of laurenene, a new diterpene from the essential oil of Dacrydium cupressinum. Part 1". Journal of the Chemical Society, Perkin Transactions 1: 1774–1790. doi:10.1039/P19790001774.
  3. Clarke, Don B.; Hinkley, Simon F.R.; Weavers, Rex T. (June 1997). "Waihoensene. A new laurenene-related diterpene from Podocarpus totara var waihoensis". Tetrahedron Letters. 38 (24): 4297–4300. doi:10.1016/S0040-4039(97)00884-8.
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