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guaiol

Structure via PubChem · Public domain (PubChem)

EntityQ5613321· pop 8· linked from 8 articles

Also known as 2-[(3S,5R,8S)-3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl]propan-2-ol, guaiac alcohol, champacol, champaca camphor, [3S-(3alpha,5alpha,8alpha)]-1,2,3,4,5,6,7,8-octahydro-alpha,alpha,3,8-tetramethyl-5-azulenemethanol

Guaiol or champacol is an organic compound, a sesquiterpenoid alcohol found in several plants, especially in the oil of guaiacum and cypress pine. It is a crystalline solid that melts at 92 °C. Guaiol is one of many terpenes found in Cannabis and it has been associated with decreasing anxiolytic activity.

Chemical data

Formula
C15H26O
Molecular weight
222.37 g/mol
IUPAC name
2-[(3S,5R,8S)-3,8-dimethyl-1,2,3,4,5,6,7,8-octahydroazulen-5-yl]propan-2-ol
SMILES
C[C@H]1CC[C@H](CC2=C1CC[C@@H]2C)C(C)(C)O
InChIKey
TWVJWDMOZJXUID-SDDRHHMPSA-N
XLogP
3.1
Polar surface area
20.2 Ų
H-bond donors
1
H-bond acceptors
1
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
222.198365
Show 4 more facts
found in taxon
Petasites hybridus
chemical formula
C₁₅H₂₆O
canonical SMILES
CC1CCC(CC2=C1CCC2C)C(C)(C)O
isomeric SMILES
C[C@H]1CC[C@H](CC2=C1CC[C@@H]2C)C(C)(C)O
Sources (3)

via Wikidata · CC0

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Encyclopedic overview

3 sections
Contents
  • Reactions
  • See also
  • References

Guaiol or champacol is an organic compound, a sesquiterpenoid alcohol found in several plants, especially in the oil of guaiacum and cypress pine. It is a crystalline solid that melts at 92 °C. Guaiol is one of many terpenes found in Cannabis and it has been associated with decreasing anxiolytic activity.

==Reactions==

Excerpted from Wikipedia’s “guaiol” article, available under the CC BY-SA 4.0 licence.

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