Ethyl linolenate is a fatty acid ethyl ester (FAEE). Ethyl linolenate inhibits melanocyte production with IC50 of 70 μM. Anti-melanogenic effect.

Physicochemical Properties

Molecular Formula	C20H34O2
Molecular Weight	306.48
Exact Mass	306.255
CAS #	1191-41-9
Related CAS #	Ethyl linolenate-d5;203633-16-3
PubChem CID	5367460
Appearance	Colorless to light yellow liquid
Density	0.9±0.1 g/cm3
Boiling Point	374.4±0.0 °C at 760 mmHg
Flash Point	100.7±20.4 °C
Vapour Pressure	0.0±0.8 mmHg at 25°C
Index of Refraction	1.475
LogP	7.49
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	15
Heavy Atom Count	22
Complexity	327
Defined Atom Stereocenter Count	0
SMILES	O(C([H])([H])C([H])([H])[H])C(C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C(/[H])=C(\[H])/C([H])([H])/C(/[H])=C(\[H])/C([H])([H])/C(/[H])=C(\[H])/C([H])([H])C([H])([H])[H])=O
InChi Key	JYYFMIOPGOFNPK-AGRJPVHOSA-N
InChi Code	InChI=1S/C20H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h5-6,8-9,11-12H,3-4,7,10,13-19H2,1-2H3/b6-5-,9-8-,12-11-
Chemical Name	ethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
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 Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
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

ln Vitro	Tyrosinase activity is inhibited and Forskolin-induced melanogenesis is markedly blocked by ethyl linolenate[1].
References	[1]. Melanogenesis inhibitory effect of fatty acid alkyl esters isolated from Oxalis triangularis. Biol Pharm Bull. 2010;33(7):1242-5.
Additional Infomation	Ethyl linolenate is a clear colorless liquid. (NTP, 1992) Ethyl linolenate is a long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of linolenic acid with the hydroxy group of ethanol. It has a role as a human metabolite and a plant metabolite. It is functionally related to an alpha-linolenic acid. Ethyl linolenate has been reported in Daphne odora, Lantana ukambensis, and other organisms with data available.

Solubility Data

Solubility (In Vitro)

DMSO: 100 mg/mL (326.29 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (8.16 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume 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: 2.5 mg/mL (8.16 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. 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. Solubility in Formulation 3: ≥ 2.5 mg/mL (8.16 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (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.