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patchouli alcohol

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EntityQ7144372· pop 10· linked from 116 articles

patchouli alcohol

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Also known as patchouli camphor, patchoulic alcohol, patchoulanol, [1R-(1alpha,4beta,4aalpha,6beta,8aalpha)]-octahydro-4,8a,9,9-tetramethyl-1,6-methano-1(2H)-naphthol, (-)-(1R,3R,6S,7S,8S)-2,2,6,8-tetramethyltricyclo[5.3.1.0(3,8)]undecan-3-ol, (-)-patchoulol, (-)-patchouli alcohol

Patchoulol or patchouli alcohol (C15H26O) is a sesquiterpene alcohol found in patchouli (Pogostemon cablin). Patchouli oil is an important material in perfumery. The (−)-optical isomer is one of the organic compounds responsible for the typical patchouli scent. Patchoulol is obtained industrially from patchouli leaf fermentation.

Chemical data

Formula
C15H26O
Molecular weight
222.37 g/mol
IUPAC name
(1R,3R,6S,7S,8S)-2,2,6,8-tetramethyltricyclo[5.3.1.03,8]undecan-3-ol
SMILES
C[C@H]1CC[C@@]2([C@@]3([C@H]1C[C@H](C2(C)C)CC3)C)O
InChIKey
GGHMUJBZYLPWFD-CUZKYEQNSA-N
XLogP
4.1
Polar surface area
20.2 Ų
H-bond donors
1
H-bond acceptors
1
Formal charge
0

via PubChem

Wikidata facts

Mass
222.198365
Show 3 more facts
chemical formula
C₁₅H₂₆O
canonical SMILES
CC1CCC2(C(C3CCC2(C1C3)C)(C)C)O
isomeric SMILES
C[C@H]1CC[C@@]2([C@@]3([C@H]1C[C@H](C2(C)C)CC3)C)O
Sources (2)

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Encyclopedic overview

4 sections
Contents
  • Structure determination
  • See also
  • References
  • External links

Patchoulol or patchouli alcohol (C15H26O) is a sesquiterpene alcohol found in patchouli (Pogostemon cablin). Patchouli oil is an important material in perfumery. The (−)-optical isomer is one of the organic compounds responsible for the typical patchouli scent. Patchoulol is obtained industrially from patchouli leaf fermentation.

Patchoulol is also used in the synthesis of the chemotherapy drug Taxol.

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

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