Ledol

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

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

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]

• Cistus ladaniferus
• Eucalyptus albens
• Eucalyptus astringens
• Eucalyptus blakelyi
• Eucalyptus bosistoana
• Eucalyptus botryoides
• Eucalyptus camaldulensis
• Eucalyptus citriodora
• Eucalyptus cladocalyx
• Eucalyptus dealbata
• Eucalyptus diversicolor
• Eucalyptus globulus
• Corymbia maculata
• Eucalyptus maidenii
• Eucalyptus melliodora
• Eucalyptus moluccana
• Eucalyptus nova-anglica
• Eucalyptus occidentalis
• Eucalyptus oviformis
• Eucalyptus paniculata
• Eucalyptus polyanthemos
• Eucalyptus punctata
• Eucalyptus saligna
• Eucalyptus siderophloia
• Eucalyptus sideroxylon
• Eucalyptus tereticornis
• Humulus lupulus
• Hyssopus officinalis
• Rhododendron tomentosum
• Mentha x piperita
• Panax quinquefolius
• Peumus boldus
• Pimenta dioica
• Piper cubeba
• Salvia officinalis
• Satureja obovata
• Syzygium aromaticum
• Teucrium arduini
• Teucrium gnaphalodes
• Teucrium polium
• Valeriana officinalis
• Vitex agnus-castus

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 9781559502115. OCLC 780276732.
2. 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.
3. 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