Labdane

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Labdane
IUPAC name

(4aR,5S,6S,8aS)- 1,1,4a,6-tetramethyl-5- [(3R)-3-methylpentyl]decalin

Identifiers
CAS number 561-90-0
PubChem 9548711
ChemSpider 7827634 YesY
ChEBI CHEBI:36505 YesY
ChEMBL CHEMBL1087749 YesY
Jmol-3D images {{#if:C2CC([C@@H]1CC[C@@H]([C@@H]([C@@]1(C)C2)CC[C@H](C)CC)C)(C)C|Image 1
Properties
Molecular formula C20H38
Molar mass 278.516
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Labdane is a natural bicyclic diterpene. It forms the structural core for a wide variety of natural products collectively known as labdanes or labdane diterpenes. The labdanes were so named because the first members of the class were originally obtained from labdanum, a resin derived from rockrose plants.[1][2]

A variety of biological activities have been determined for labdane diterpenes including antibacterial, antifungal, antiprotozoal, and anti-inflammatory activities.[3]

Examples

See also

References

  1. ↑ Cocker, J. D.; Halsall, T. G.; Bowers, A. (1956). "The chemistry of gum labdanum. I. Some acidic constituents". Journal of the Chemical Society: 4259–62. 
  2. ↑ Cocker, J. D.; Halsall, T. G. (1956). "The chemistry of gum labdanum. II. The structure of labdanolic acid". Journal of the Chemical Society: 4262–71. 
  3. ↑ Studies in Natural Product Chemistry : Bioactive Natural Products, Part F, Atta-Ur-Rahman (Editor), ISBN 978-0-08-044001-9
  4. ↑ Isocupressic acid, an abortifacient component of Cupressus macrocarpa. K. Parton, D. Gardner and N.B. Williamson, New Zealand Veterinary Journal, 1996, Volume 44, Issue 3, doi:10.1080/00480169.1996.35946
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