11(Z),14(Z),17(Z)-Eicosatrienoic acid is an unsaturated fatty acid that can sustain the continuous replication of functional mitochondria in Saccharomyces cerevisiae (KD115).

Physicochemical Properties

Molecular Formula	C20H34O2
Molecular Weight	306.48
Exact Mass	306.255
CAS #	17046-59-2
PubChem CID	5312529
Appearance	Liquid
Density	0.9±0.1 g/cm3
Boiling Point	432.7±14.0 °C at 760 mmHg
Flash Point	329.4±15.2 °C
Vapour Pressure	0.0±2.2 mmHg at 25°C
Index of Refraction	1.489
LogP	7.56
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	15
Heavy Atom Count	22
Complexity	327
Defined Atom Stereocenter Count	0
SMILES	CC/C=C\C/C=C\C/C=C\CCCCCCCCCC(=O)O
InChi Key	AHANXAKGNAKFSK-PDBXOOCHSA-N
InChi Code	InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10H,2,5,8,11-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-
Chemical Name	(11Z,14Z,17Z)-icosa-11,14,17-trienoic acid
Synonyms	11,14,17-Eicosatrienoic acid
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

References

[1]. Selective loss of mitochondrial genome can be caused by certain unsaturated fatty acids. Arch Biochem Biophys. 1983, 224, 1.

Additional Infomation

All-cis-icosa-11,14,17-trienoic acid is an icosatrienoic acid having three cis- double bonds at positions 11, 14 and 17. It is a fatty acid 20:3 and an omega-3 fatty acid. It is a conjugate acid of an (11Z,14Z,17Z)-icosatrienoate. 11,14,17-Eicosatrienoic acid has been reported in Elaeis guineensis and Caenorhabditis elegans with data available. Eicosatrienoic Acid is a polyunsaturated long-chain fatty acid with a 20-carbon backbone and exactly 3 double bonds. Six different isomers can be called by this name.

Solubility Data

Solubility (In Vitro)

DMSO : 50 mg/mL (163.14 mM; with sonication)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 1.25 mg/mL (4.08 mM)(saturation unknown) in 10% DMSO 40% PEG300 5% Tween-80 45% Saline (Add these cosolvents from left to right, one by one), Clear Solution This solution produces a clear solution of ≥ 1.25 mg/mL (saturation unknown). For example, if 1 mL of working solution, add 100 μL of 12.5 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix; then add 50 μL Tween-80 to the above system and mix; then add 450 μL saline to make up to 1 mL. *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 1.25 mg/mL (4.08 mM)(saturation unknown) in 10% DMSO 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution (saturation unknown) . For example, if 1 mL of working solution, add 100 μL of 12.5 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD in saline and mix. *Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	3.2629 mL	16.3143 mL	32.6286 mL
	5 mM	0.6526 mL	3.2629 mL	6.5257 mL
	10 mM	0.3263 mL	1.6314 mL	3.2629 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.