β-Araneosene

β-Araneosene
Names
Preferred IUPAC name
(3aS,6E,10E,12aS)-6,10,12a-Trimethyl-3-(propan-2-ylidene)-1,2,3,3a,4,5,8,9,12,12a-decahydrocyclopenta[11]annulene
Other names
Dolabellane
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C20H32/c1-15(2)18-12-14-20(5)13-11-17(4)8-6-7-16(3)9-10-19(18)20/h7,11,19H,6,8-10,12-14H2,1-5H3/b16-7+,17-11+/t19-,20-/m1/s1
    Key: VSEDLQDFSQWMRG-WSHNDMGWSA-N
  • InChI=1/C20H32/c1-15(2)18-12-14-20(5)13-11-17(4)8-6-7-16(3)9-10-19(18)20/h7,11,19H,6,8-10,12-14H2,1-5H3/b16-7+,17-11+/t19-,20-/m1/s1
    Key: VSEDLQDFSQWMRG-WSHNDMGWBP
  • C\2=C(/CC[C@@H]1/C(=C(\C)C)CC[C@@]1(C)C/C=C(\C)CC/2)C
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

β-Araneosene is a molecule first isolated in 1975 from the mold Sordaria araneosa by Borschberg. This unprecedented diterpene framework was given the name “araneosene”. In 1976, the skeletal class was renamed to “dolabellane” due to the isolation of several compounds containing this framework found from the sea hare Dolabella californica. Since their initial discovery, there are now more than 150 known dolabellanes, mostly isolated from marine sources.

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