Ledol

Ledol
Names
	IUPAC name (1aR,4R,4aS,7R,7aS,7bS)-1,1,4,7-Tetramethyldecahydro-1H-cyclopropa[e]azulen-4-ol
Identifiers
CAS Number	577-27-5 ;
3D model (JSmol)	Interactive image;
ChemSpider	83783;
PubChem CID	92812;
UNII	99XJ3YS21U ;
CompTox Dashboard (EPA)	DTXSID40877915 ;
	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/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;
	SMILES C[C@@H]1CC[C@H]2[C@@H]1[C@H]3[C@H](C3(C)C)CC[C@@]2(C)O;
Properties
Chemical formula	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).
	Infobox references

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

Sources

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

Rhododendron tomentosum - Northern Labrador tea, previously Ledum palustre
Rhododendron groenlandicum - Bog Labrador tea, previously Ledum groenlandicum or Ledum latifolium
Rhododendron columbianum - Western Labrador tea, or trapper's tea, previously Ledum glandulosum

Ledol is also found in the essential oil of priprioca at a concentration of around 4%.[2]

Ledol is also found to varying concentrations in the following plants:[3]

Andrews, Steve; Rindsberg, Katrina (April 2001). Herbs of the Northern Shaman: A Guide to Mind-Altering Plants of the Northern Hemisphere. Loompanics Unlimited. ISBN 9781559502115. OCLC 780276732.
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.
Department of Agriculture, Agricultural Research Service. 1992-2016. Dr. Duke's Phytochemical and Ethnobotanical Databases. https://phytochem.nal.usda.gov/phytochem/chemicals/show/11299?et= https://dx.doi.org/10.15482/USDA.ADC/1239279

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