Ledol

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
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.^{[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:

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%.^[3]

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

^ 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.
^ 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.
^ 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.
^ 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.