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Pinolenic acid ethyl ester (Ethyl pinolenate)

Cat No.:V65188 Purity: ≥98%
Pinolenic Acid is a polyunsaturated fatty acid found in the seed oil of red pine (Pinus orientalis) and maritime pine (Pinus pinaster).
Pinolenic acid ethyl ester (Ethyl pinolenate)
Pinolenic acid ethyl ester (Ethyl pinolenate) Chemical Structure CAS No.: 493015-74-0
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
Other Sizes
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Product Description
Pinolenic Acid is a polyunsaturated fatty acid found in the seed oil of red pine (Pinus orientalis) and maritime pine (Pinus pinaster). Both oils were found to have lipid-lowering properties. A diet containing marine pine seed oil (MPSO) reduced high-density lipoprotein and ApoA1 levels in transgenic mice expressing human ApoA1. MPSO was found to reduce cholesterol efflux in vitro. Red pine seed oil supplements may help with obesity by reducing appetite. People who take this oil increase the satiety hormones CCK and GLP-1 and reduce appetite. The activity of the oil is attributed to terpineic acid. Pinolenic acid is not metabolically converted to arachidonic acid and can reduce arachidonic acid levels in the phosphatidylinositol fraction of HepG2 cells from 15.9% to 7.0%. Pinolenic acid ethyl ester is a neutral, more lipophilic form of the free acid.
Pinolenic acid ethyl ester (CAS 493015-74-0), also known as ethyl pinolenate, is a fatty acid ester with the chemical formula C₂₀H₃₄O₂ and a molecular weight of 306.48 g/mol. It is the ethyl ester of pinolenic acid (all-cis-5,9,12-octadecatrienoic acid), a polyunsaturated fatty acid found in pine nuts. Pinolenic acid ethyl ester is a high-purity biochemical reagent (>98%) suitable for use as a biomaterial or organic synthesis intermediate in life science research and drug discovery. It appears as a colorless to light yellow liquid. The compound is used as a standard for lipid analysis and in studies of fatty acid metabolism.
Biological Activity I Assay Protocols (From Reference)
Targets
Pinolenic acid ethyl ester does not have a defined biological target as it is a fatty acid ester and research reagent rather than a pharmacologically active compound. Its function is biochemical—it serves as a lipid standard and as a model compound for studying fatty acid metabolism. Pinolenic acid itself has been shown to have appetite-suppressing effects and lipid-lowering properties, potentially through interactions with cholecystokinin (CCK) and other metabolic pathways. As an ethyl ester, it can be hydrolyzed to release pinolenic acid for biological studies. The compound itself is not evaluated for biological activity against specific targets.
ln Vitro
In vitro, pinolenic acid ethyl ester exhibits no pharmacological activity as it is a fatty acid ester. Its utility is demonstrated in lipid analysis as a chromatographic standard for the identification and quantification of fatty acid esters by GC or LC-MS. The compound is also used in studies of lipid metabolism and fatty acid absorption. Pinolenic acid, the free fatty acid, has been shown to stimulate CCK secretion and suppress appetite, but the ethyl ester is primarily used as a research reagent. In cell-based assays, fatty acid esters can be taken up by cells and metabolized, but the ester itself is not tested for pharmacological activity.
ln Vivo
Pinolenic acid ethyl ester is not a pharmacologically active agent and does not exhibit established in vivo therapeutic activity. It is used as a lipid standard and research reagent. The compound is not intended for human or animal exposure as a therapeutic agent. It is used in research laboratories for lipid analysis and biochemical studies. No therapeutic efficacy has been reported for this compound. The compound is not administered to animals in pharmacological studies as a test article. Its role is strictly analytical—serving as a standard for lipid analysis and as a precursor for pinolenic acid studies.
Enzyme Assay
In vitro assays for pinolenic acid ethyl ester focus on its use as a lipid standard rather than receptor binding. A standard protocol involves preparing solutions of the compound in organic solvents (hexane, chloroform) and using it as a standard for GC or LC-MS analysis of fatty acid esters. The compound is also used as a substrate for lipase or esterase activity assays, where the enzyme hydrolyzes the ester bond, and the released ethanol or fatty acid is measured by enzymatic or colorimetric methods. Quality control includes GC purity analysis (>98%) and density measurement.
Cell Assay
In vitro cell culture experiments with pinolenic acid ethyl ester typically involve studies of fatty acid metabolism or lipid uptake. Cells are cultured in appropriate media and treated with the fatty acid ester at concentrations ranging from 1-100 µM for 24-72 hours. Cellular lipid content is measured by lipid extraction followed by GC or LC-MS analysis. Esterase activity can be measured by monitoring the hydrolysis of the ester bond. Cell viability is assessed using MTT assays to ensure that observed effects are not due to cytotoxicity.
Animal Protocol
In vivo animal studies with pinolenic acid ethyl ester are not well documented, as the compound is primarily used as a research reagent and lipid standard. If conducted, typical protocols for fatty acid ester administration would involve oral gavage in rodents at doses ranging from 10-100 mg/kg. Blood samples would be collected for pharmacokinetic analysis and lipid profiling. However, such studies are not standard for this compound as it is not a drug candidate. The compound is primarily used in analytical and biochemical research.
ADME/Pharmacokinetics
Pharmacokinetic properties of pinolenic acid ethyl ester are not well characterized as it is not a drug substance. As a fatty acid ester with a molecular weight of 306.48 and high lipophilicity (logP approximately 6-7), the compound would be expected to be absorbed through the gastrointestinal tract and metabolized by esterases to pinolenic acid and ethanol. The fatty acid would be further metabolized via β-oxidation and other lipid metabolic pathways. However, formal pharmacokinetic studies have not been conducted as the compound is not intended for human use.
Toxicity/Toxicokinetics
Pinolenic acid ethyl ester is generally considered to have low toxicity as a fatty acid ester. Standard laboratory precautions should be followed when handling the compound, including the use of gloves and safety glasses. The compound should be stored in a cool, dry place away from light and moisture. No acute toxicity, mutagenicity, or carcinogenicity data are available. The compound is not intended for drug, household, or other uses. In case of contact, rinse with water and seek medical advice if irritation persists.
Additional Infomation
Ethyl pinenoate is a lipid.
Pinolenic acid ethyl ester is a fatty acid ester used as a chromatographic standard for lipid analysis and in biochemical research. It is also known as ethyl pinolenate. Pinolenic acid, the free acid, is a polyunsaturated fatty acid found in pine nuts that has been studied for appetite suppression and lipid-lowering effects. The compound has not undergone clinical trials and is not approved as a pharmaceutical. Its mechanism of action is biochemical—serving as a standard and model compound for lipid analysis and fatty acid metabolism studies.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H34O2
Molecular Weight
306.48
Exact Mass
306.255
CAS #
493015-74-0
PubChem CID
35027734
Appearance
Colorless to light yellow liquid(Density:0.893±0.06 g/cm3)
Density
0.9±0.1 g/cm3
Boiling Point
390.6±31.0 °C at 760 mmHg
Flash Point
100.8±23.2 °C
Vapour Pressure
0.0±0.9 mmHg at 25°C
Index of Refraction
1.475
LogP
7.65
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
CCCCC/C=C\C/C=C\CC/C=C\CCCC(=O)OCC
InChi Key
VNRWOSFYACMRHX-UCVSHGSNSA-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/h8-9,11-12,15-16H,3-7,10,13-14,17-19H2,1-2H3/b9-8-,12-11-,16-15-
Chemical Name
ethyl (5Z,9Z,12Z)-octadeca-5,9,12-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: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
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.

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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.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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