(Z)-9-Tetradecenyl acetate

• CAS: 16725-53-4
• Catalog Number: ACM16725534-2
• Category: Main Products; Fatty Acetates
• Molecular Weight: 254.41g/mol
• Molecular Formula: C16H30O2
• Synonyms: (Z)-9-Tetradecenyl acetate;16725-53-4;[(Z)-tetradec-9-enyl] acetate;(Z)-9-Tetradecen-1-ol acetate;9-Tetradecen-1-ol, acetate, (Z)-;Z-9-Tetradecenyl acetate;UNII-TN9973W29F;9Z-Tetradecenyl acetate;(z)-9-tetradecen-1-yl acetate;CIS-9-TETRADECENYL ACETATE;TN9973W29F;9-Tetradecen-1-ol, acetate, (9Z)-;9-Tetradecen-1-ol, 1-acetate, (9Z)-;EINECS 240-780-1;AI3-33474;(9Z)-tetradecen-1-yl acetate;(9Z)-9-Tetradecenyl acetate;SCHEMBL434446;Z-9-Tetradecen-1-ol acetate;Z-9-Tetradecen-1-yl acetate;DTXSID50894976;Acetic acid (9Z)-9-tetradecenyl;(Z)-tetradec-9-en-1-yl acetate;[(Z)-tetradec-9-enyl] ethanoate;LMFA07010316;ZINC12405099;acetic acid [(Z)-tetradec-9-enyl] ester;A810836;Q27290039;(Z)-9-Tetradecen-1-yl acetate 100 microg/mL in Acetonitrile
• IUPAC Name: [(Z)-tetradec-9-enyl] acetate
• Canonical SMILES: CCCCC=CCCCCCCCCOC(=O)C
• InChI: InChI=1S/C16H30O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-18-16(2)17/h6-7H,3-5,8-15H2,1-2H3/b7-6-
• InChI Key: XXPBOEBNDHAAQH-SREVYHEPSA-N
• Appearance: Colorless liquid
• Application: (Z)-9-Tetradecenyl Acetate is one of the sex pheromone components of Ostrinia genus in Japan.
• Storage: Freezer
• Acetate: 9 Myristoleyl
• Bond Position Cis Trans: ∆ 9
• CNo Chain: C14:1
• Complexity: 209
• Covalently-Bonded Unit Count: 1
• EC Number: 240-780-1
• Exact Mass: 254.224580195g/mol
• Heavy Atom Count: 18
• Hydrogen Bond Acceptor Count: 2
• Monoisotopic Mass: 254.224580195g/mol
• Rotatable Bond Count: 13
• Topological Polar Surface Area: 26.3Ų
• UNII: TN9973W29F
• XLogP3: 5.9

Case Study

Biosynthetic Pathway for Pheromones Such as (Z)-9-Tetradecadienyl Acetate

Ding, Bao-Jian, et al. Pest Management Science, 2022, 78(3), 1048-1059.

(Z, E)-9,12-tetradecadienyl acetate (ZETA,Z9,E12-14:OAc) is the major sex pheromone component of many stored food moth species. This pheromone is used worldwide for disruption, detection, monitoring, and large-scale trapping of fresh and processed food storage facilities. In this study, the bioproduction of the ZETA pheromone by the engineered yeast Saccharomyces cerevisiae was demonstrated, which also involved the production of (Z)-9-tetradecene acetate (Z9-14:OAc).
The biosynthesis of Z9,E12-14:OAc in E. cautella has been shown as figure. To create a biosynthetic pathway for ZETA production, this study utilized Dmel_D9 from D. melanogaster. The pathway was assembled using SexipgFARII38 and yeast ATF139. SexipgFARII effectively reduces Z9,E12-14:Acyl, while ATF1 is highly efficient at acetylating (Z, E)-9,12-tetradecadien-1-ol (Z9,E12-14:OH).
When the complete biosynthetic pathway was expressed in yeast and myristic acid methyl ester (14:Me) was added to the yeast medium, the final pheromone components, Z9,E12-14:OAc and (Z)-9-tetradecenyl acetate (Z9-14:OAc), were detected in the medium after four days of cultivation.

Custom Reviews

August 16, 2023

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Custom Q&A

What is the Molecular formula of (Z)-9-Tetradecenyl acetate?

C16H30O2

What is the Molecular weight of (Z)-9-Tetradecenyl acetate?

254.41

What is the EC number of (Z)-9-Tetradecenyl acetate?

240-780-1

What is the InChIKey of (Z)-9-Tetradecenyl acetate?

XXPBOEBNDHAAQH-SREVYHEPSA-N

What is the SMILES of (Z)-9-Tetradecenyl acetate?

CCCC/C=C\CCCCCCCCOC(=O)C

What is the Appearance of (Z)-9-Tetradecenyl acetate?

Colorless to pale yellow liquid at room temperature

What is the Occurrence of (Z)-9-Tetradecenyl acetate?

It is a naturally occurring compound found in various plant sources, particularly in flower petals, fruits, and essential oils. It is present in the pheromones of certain insects.

What is the Solubility of (Z)-9-Tetradecenyl acetate?

It is not very soluble in water but shows good solubility in common organic solvents such as ethanol, methanol, acetone, and diethyl ether.

What is the Stability of (Z)-9-Tetradecenyl acetate?

(Z)-9-Tetradecenyl acetate has good stability under normal conditions. However, it can undergo hydrolysis in the presence of moisture, catalyzed by acids or bases, resulting in the release of acetic acid.

What is the Application of (Z)-9-Tetradecenyl acetate?

(Z)-9-Tetradecenyl acetate is used in the fragrance and flavor industry. It provides sweet, fruity, and floral notes to perfumes, colognes, and cosmetic products. It is also used as a flavoring agent in food products, such as baked goods and confectionery.