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W247804

Sigma-Aldrich

Farnesol

mixture of isomers, ≥95%, stabilized, FG

Synonym(s):

3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol

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About This Item

Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)=CHCH2CH2C(CH3)=CHCH2OH
CAS Number:
4602-84-0
Molecular Weight:
222.37
FEMA Number:
2478
Beilstein/REAXYS Number:
1763926
EC Number:
225-004-1
Council of Europe no.:
78
MDL number:
MFCD00002918
UNSPSC Code:
12164502
PubChem Substance ID:
24901122
Flavis number:
2.029
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Halal
Kosher

reg. compliance

EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117
FDA 21 CFR 172.515

assay

≥95%

contains

α-tocopherol (synthetic stabilizer)

may contain

≤50 ppm hexane

refractive index

n20/D 1.489 (lit.)

bp

149 °C/4 mmHg (lit.)

density

0.886 g/mL at 20 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

fresh; floral; sweet

SMILES string

C/C(CC/C=C(C)/CCC=C(C)C)=C\CO

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+

InChI key

CRDAMVZIKSXKFV-YFVJMOTDSA-N

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Related Categories

Application


  • Farnesol repurposing for prevention and treatment of Acinetobacter baumannii biofilms.: This article explores the efficacy of repurposing farnesol for preventing and treating biofilms caused by Acinetobacter baumannii, highlighting its potential as an antibacterial agent (Tan et al., 2024).

  • Methyl-Jasmonate Functions as a Molecular Switch Promoting Cross-Talk between Pathways for the Biosynthesis of Isoprenoid Backbones Used to Modify Proteins in Plants.: This study investigates the role of methyl-jasmonate in regulating the biosynthesis of isoprenoid backbones, which are crucial for post-translational modification of proteins in plants and may involve farnesol as an intermediate or by-product (Chevalier et al., 2024).

  • Repurposing Farnesol for Combating Drug-Resistant and Persistent Single and Polymicrobial Biofilms.: This article discusses the potential of repurposing farnesol to combat drug-resistant and persistent biofilms, demonstrating its utility in enhancing antibiotic efficacy and addressing antimicrobial resistance (Tan et al., 2024).

Biochem/physiol Actions

Taste at 10 ppm

Other Notes

Natural occurrence: Apricot, orange peel and oil, grapefruit juice, cloves, ginger thyme beef, whiskey basil, papaya, anise seed and balsam of Peru.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Skin Irrit. 2 - Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

311.0 °F - closed cup

flash_point_c

155 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Veterinary microbiology, 159(3-4), 375-380 (2012-05-15)
Farnesol is a sesquiterpene alcohol that modulates cell-to-cell communication in Candida albicans. In recent years, several studies have shown that this molecule presents inhibitory effects against non-albicans Candida species, Paracoccidioides brasiliensis and bacteria. The present study aimed at determining the
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Neurofibromin regulates cell motility via three distinct GTPase pathways acting through two different domains, the Ras GTPase-activating protein-related domain (GRD) and the pre-GRD domain. First, the GRD domain inhibits Ras-dependent changes in cell motility through the mitogen activated protein cascade.
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Cholesterol and bile acid metabolism is tightly controlled by nuclear receptors. The liver X receptor, an oxysterol-activated nuclear receptor, limits cholesterol accumulation in the body both by stimulating reverse cholesterol transport and by inhibiting intestinal cholesterol absorption. The liver X
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