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Farnesol information


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
CAS Number
  • 4602-84-0 checkY
3D model (JSmol)
  • Interactive image
  • (2E,6E)-: Interactive image
ChEBI
  • CHEBI:28600 checkY
ChEMBL
  • ChEMBL25308 ☒N
ChemSpider
  • 3210 checkY
  • 392816 (2E,6E)- ☒N
DrugBank
  • DB02509 checkY
ECHA InfoCard 100.022.731 Edit this at Wikidata
IUPHAR/BPS
  • 3215
KEGG
  • C01493 checkY
PubChem CID
  • 3327
  • 445070 (2E,6E)-
UNII
  • EB41QIU6JL ☒N
CompTox Dashboard (EPA)
  • DTXSID3032389 Edit this at Wikidata
InChI
  • 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
SMILES
  • 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
Chemical formula
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).
☒N verify (what is checkY☒N ?)
Infobox references

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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Farnesol is a natural 15-carbon organic compound which is an acyclic sesquiterpene alcohol. Under standard conditions, it is a colorless liquid. It is...

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In enzymology, a farnesol dehydrogenase (EC 1.1.1.216) is an enzyme that catalyzes the chemical reaction 2-trans,6-trans-farnesol + NADP+ ⇌ {\displaystyle...

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due to a high content of aromatic terpenes; e.g., linalool, limonene, farnesol, geraniol and citral. It blends well with any citrus oil, various floral...

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Temporin

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lipids (notably cholesterol), phenols, cresols and sesquiterpenes (notably farnesol and its derivatives). This is not related to temporins that are antimicrobial...

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Prenylation

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to isoprenoid pyrophosphates have been shown. In accordance with this, farnesol and geranylgeraniol have been shown to be able to rescue effects caused...

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Nerolidol

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geranylacetone by the addition of vinyl Grignard reagent. It is used as a source of farnesol, vitamin E, and vitamin K1. Significant sources of natural nerolidol is...

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Chamomile

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several ingredients including coumarin, glycoside, herniarin, flavonoid, farnesol, nerolidol and germacranolide. Despite the presence of coumarin, as chamomile's...

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Sesquiterpene

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water supplies. Oxidation of farnesene then provides the sesquiterpenoid farnesol. Sesquiterpene lactones are a common class of sesquiterpenoids that contain...

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perfumery, resulted in the name for the sesquiterpene biosynthetic chemical farnesol, found as a basic sterol precursor in plants, and cholesterol precursor...

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Ethyl acetoacetate

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Musth

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cholesterol), phenol and 4-methyl phenol, cresols and sesquiterpenes (notably farnesol and its derivatives). Secretions and urine collected from zoo elephants...

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Terpene

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Examples of sesquiterpenes and sesquiterpenoids include humulene, farnesenes, farnesol, geosmin. (The sesqui- prefix means one and a half.) Diterpenes are composed...

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acid, and vanillin. It also contains cinnamyl alcohol, cinnamaldehyde, farnesol, and nerolidol. A minority of it, approximately 30–40%, contains resins...

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C15H26O

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in their simplest versions, esterified with the sesquiterpene alcohol farnesol. Most of the variation occurs in the 8 and 12 positions and can be attributed...

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