Ledol

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Ledol
Names
IUPAC name
6β,11-Cyclo-1β,4α,5β-guaian-10α-ol
Systematic IUPAC name
(1aR,4R,4aS,7R,7aS,7bS)-1,1,4,7-Tetramethyldecahydro-1H-cyclopropa[e]azulen-4-ol
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C15H26O/c1-9-5-6-10-12(9)13-11(14(13,2)3)7-8-15(10,4)16/h9-13,16H,5-8H2,1-4H3/t9-,10+,11-,12-,13-,15-/m1/s1
    Key: AYXPYQRXGNDJFU-AOWZIMASSA-N
  • InChI=1/C15H26O/c1-9-5-6-10-12(9)13-11(14(13,2)3)7-8-15(10,4)16/h9-13,16H,5-8H2,1-4H3/t9-,10+,11-,12-,13-,15-/m1/s1
    Key: AYXPYQRXGNDJFU-AOWZIMASBF
  • C[C@@H]1CC[C@H]2[C@@H]1[C@H]3[C@H](C3(C)C)CC[C@@]2(C)O
Properties
C15H26O
Molar mass 222.372 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Ledol is a poisonous sesquiterpene that can cause cramps, paralysis, and delirium.[citation needed] Caucasian peasants used Rhododendron plants for these effects in shamanistic rituals.[1]

Sources

Ledol is found in labrador tea,[2] an herbal tea (not a true tea) made from three closely related species:

Ledol is also found in the essential oil of priprioca at a concentration of around 4%.[3]

Ledol is also found to varying concentrations in the following plants:[4]

References

  1. ^ Andrews, Steve; Rindsberg, Katrina (April 2001). Herbs of the Northern Shaman: A Guide to Mind-Altering Plants of the Northern Hemisphere. Loompanics Unlimited. ISBN 1-55950-211-8. OCLC 780276732.
  2. ^ Dampc, Anna; Luczkiewicz, Maria (2015). "Labrador tea – the aromatic beverage and spice: A review of origin, processing and safety". Journal of the Science of Food and Agriculture. 95 (8): 1577–1583. Bibcode:2015JSFA...95.1577D. doi:10.1002/jsfa.6889. PMID 25156477.
  3. ^ Azambuja, Wagner. "Priprioca Essential Oil - Óleos Essenciais O Guia do Brasil". Óleos Essenciais. Brazil. Archived from the original on 13 September 2017. Retrieved 12 September 2017.
  4. ^ Duke, James A. (1992). "Handbook of phytochemical constituents of GRAS herbs and other economic plants". Department of Agriculture, Agricultural Research Service. 1992-2016. Dr. Duke's Phytochemical and Ethnobotanical Databases. Boca Raton, FL: CRC Press. doi:10.15482/USDA.ADC/1239279. Archived from the original on 2021-09-30. Retrieved 2017-09-13.