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Ledol

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Chemical compound
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-cyclopropaazulen-4-ol
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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/s1Key: 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/s1Key: AYXPYQRXGNDJFU-AOWZIMASBF
SMILES
  • C1CC213(C3(C)C)CC2(C)O
Properties
Chemical formula C15H26O
Molar mass 222.372 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

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

Sources

Ledol is found in labrador tea, 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%.

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

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.
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