Chemistry:Ledol

Short description: 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-cyclopropa[e]azulen-4-ol
Identifiers
CAS Number	577-27-5 Y
3D model (JSmol)	Interactive image
ChemSpider	83783
PubChem CID	92812
UNII	99XJ3YS21U Y
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

Tracking categories (test):

• SizeSet

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:

• 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%.

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