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Farnesyl Acetate

Catalog Number
ACM29548309-3
CAS
29548-30-9
Structure
IUPAC Name
[(2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trienyl] acetate
Synonyms
3,7,11-Trimethyldodeca-2,6,10-trienyl acetate
Molecular Weight
264.4
Molecular Formula
C17H28O2
Canonical SMILES
CC(=CCCC(=CCCC(=CCOC(=O)C)C)C)C
InChI
InChI=1S/C17H28O2/c1-14(2)8-6-9-15(3)10-7-11-16(4)12-13-19-17(5)18/h8,10,12H,6-7,9,11,13H2,1-5H3/b15-10+,16-12+
InChI Key
ZGIGZINMAOQWLX-NCZFFCEISA-N
Boiling Point
115-125 °C/0.3 mmHg(lit.)
Melting Point
63-64 °C
Flash Point
>230 °F
Purity
98%
Density
0.914 g/mL at 25 °C(lit.)
Solubility
Soluble in ethanol
Appearance
Colourless oil
Storage
Amber vial, refrigerator
Active Content
95%
Physical State
Liquid
Typical Applications
Use as perfume.
Spec Sheet
Case Study

Toxicity and Sublethal Effects of Farnesyl Acetate on Plutella xylostella

Toxicity and Sublethal Effects of Farnesyl Acetate on Plutella xylostella Yusoff, N., Abd Ghani, I., Othman, N. W., Aizat, W. M., & Hassan, M. (2021). Insects, 12(2), 109.

The diamondback moth (Plutella xylostella) is the most destructive pest of Brassica vegetable crops worldwide. Prolonged and uncontrolled exposure to insecticides not only leads to the development of insecticide resistance in the diamondback moth, but also has negative impacts on human health, environmental pollution, and non-target organisms. Farnesyl acetate can reduce the population density and reproductive success of the diamondback moth, potentially achieving effective management of this pest.
Sublethal Concentrations of Selected Farnesyl Derivatives on P. xylostella
Bioassay results showed that the treatment with farnesyl derivatives significantly resulted in different levels of larval mortality (F = 118.309, degrees of freedom (df) = 4, p < 0.0001). The larval mortality in each treatment was corrected to control mortality. When treated with 100 mg/L farnesyl acetate, the highest larval mortality (64%) was observed, followed by farnesyl acetone (30%), hexahydrofarnesyl acetone (13.3%), farnesyl bromide (10%), and farnesyl chloride (3.3%). Larval mortality also increased significantly with increasing concentration of farnesyl derivatives (F = 70.202, df = 3, p < 0.0001). There was a significant interaction between farnesyl derivatives and concentration in affecting larval mortality (F = 14.73, df = 12, p < 0.0001). The estimated LC50 and LC90 of farnesyl acetate at 96 hours were 56.41 and 272.56 mg/L, respectively. Meanwhile, the LC50 and LC90 of farnesyl acetone were 142.87 and 407.67 mg/L, respectively. However, other farnesyl derivatives (farnesyl bromide, farnesyl chloride and hexahydrofarnesyl acetone) had no toxic effects on the P. xylostella larvae.

Engineered Escherichia Coli for the Biosynthesis of Advanced Biofuel Farnesyl Acetate

Engineered <em>Escherichia Coli</em> for the Biosynthesis of Advanced Biofuel Farnesyl Acetate Guo, Daoyi, et al. Bioresource technology 269 (2018): 577-580.

The decreasing petroleum reserves and the rapid accumulation of greenhouse gases have increased the interest in microbial biofuels. For the first time, a biosynthetic pathway for the advanced biofuel farnesyl acetate was constructed in Escherichia coli.
Construction of a Farnesyl Acetate Biosynthesis Pathway in E. Coli
To biosynthesize farnesyl acetate, the MVA pathway was first established in E. coli to provide the precursors IPP and DMAPP. AtoB from E. coli, ERG13 and tHMG1 from Saccharomyces cerevisiae were co-expressed under the control of the T7 promoter on plasmid pDG30. Idi from E. coli, ERG8, MVD1 and ERG12 from S. cerevisiae were co-expressed under the T7 promoter on plasmid pDG31. Then, farnesyl diphosphate synthase (IspA) and phosphatidylglycerophosphatase (PgpB) were co-expressed on plasmid pDG32 to catalyze the conversion of IPP and DMAPP to farnesol. Finally, the ATF1 gene from S. cerevisiae was cloned into plasmid pDG32 for expression. The plasmids pDG30, pDG31, and pDG32 were co-transformed into E. coli BL21(DE3) cells to generate the engineered strain DG106. The production of farnesyl acetate in the recombinant E. coli strain was detected by GC-MS. Farnesyl acetate accumulated to 128 ± 10.5 mg/L in DG106.

Custom Q&A

What is the product name of CAS number 29548-30-9?

The product name is Farnesyl Acetate.

What are the synonyms of Farnesyl Acetate?

The synonyms are 2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-, acetate; 3,7,11-Trimethyldodeca-2,6,10-trienyl acetate.

What is the molecular weight of Farnesyl Acetate?

The molecular weight of Farnesyl Acetate is 264.40 g/mol.

What is the molecular formula of Farnesyl Acetate?

The molecular formula of Farnesyl Acetate is C17H28O2.

What is the flash point of Farnesyl Acetate?

The flash point of Farnesyl Acetate is >113°C.

What is the purity of Farnesyl Acetate according to GC?

The purity of Farnesyl Acetate is >95.0% according to GC.

What is the density of Farnesyl Acetate?

The density of Farnesyl Acetate is 0.91.

What is the appearance of Farnesyl Acetate?

The appearance of Farnesyl Acetate is a colorless to pale yellow clear liquid.

What is the percentage of actives in Farnesyl Acetate?

The percentage of actives in Farnesyl Acetate is 95%.

What are the typical applications of Farnesyl Acetate?

Farnesyl Acetate is typically used as a perfume.

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