Farnesol

Farnesol
Skeletal formula of farnesol
Ball-and-stick model
Names
Preferred IUPAC name
(2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.022.731 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3 checkY
    Key: CRDAMVZIKSXKFV-UHFFFAOYSA-N checkY
  • (2E,6E)-: InChI=1S/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3/b14-9+,15-11+
    Key: CRDAMVZIKSXKFV-YFVJMOTDSA-N
  • OCC=C(CCC=C(CC\C=C(/C)C)C)C
  • (2E,6E)-: OC/C=C(/CC/C=C(/CC\C=C(/C)C)C)C
Properties
C15H26O
Molar mass 222.37 g/mol
Appearance Clear colorless liquid
Odor Floral
Density 0.887 g/cm3
Boiling point 283 to 284.00 °C (541.40 to 543.20 °F; 556.15 to 557.15 K) at 760 mmHg
111 °C at 0.35 mmHg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Farnesol is a natural 15-carbon organic compound which is an acyclic sesquiterpene alcohol. Under standard conditions, it is a colorless liquid. It is hydrophobic, and thus insoluble in water, but miscible with oils.

Farnesol is produced from 5-carbon isoprene compounds in both plants and animals. Phosphate-activated derivatives of farnesol are the building blocks of possibly all acyclic sesquiterpenoids. These compounds are doubled to form 30-carbon squalene, which is the precursor for steroids in plants, animals, and fungi. Farnesol and its derivatives are important starting compounds for natural and artificial organic synthesis.


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