Physicochemical Properties
| Molecular Formula | C18H30O2 |
| Molecular Weight | 278.4296 |
| Exact Mass | 278.225 |
| CAS # | 544-72-9 |
| PubChem CID | 5281126 |
| Appearance | Colorless to light yellow liquid |
| LogP | 5.66 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 13 |
| Heavy Atom Count | 20 |
| Complexity | 301 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | CCCCC=CC=CC=CCCCCCCCC(=O)O |
| InChi Key | CUXYLFPMQMFGPL-BGDVVUGTSA-N |
| InChi Code | InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h5-10H,2-4,11-17H2,1H3,(H,19,20)/b6-5-,8-7+,10-9- |
| Chemical Name | (9Z,11E,13Z)-octadeca-9,11,13-trienoic 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]. Punicic acid: A striking health substance to combat metabolic syndromes in humans. Lipids Health Dis. 2017;16(1):99. [2]. Punicic acid a conjugated linolenic acid inhibits TNFα-induced neutrophil hyperactivation and protects from experimental colon inflammation in rats. PloS one, 2009, 4(7): e6458. [3]. Punicic acid and its role in the prevention of neurological disorders: A review. Foods 11.3 (2022): 252. [4]. Punicic acid is an ω-5 fatty acid capable of inhibiting breast cancer proliferation. International journal of oncology 36.2 (2010): 421-426. |
| Additional Infomation |
(9Z,11E,13Z)-octadecatrienoic acid is a 9,11,13-octadecatrienoic acid having its double bonds in cis, trans and cis configurations, respectively. It has been isolated from pomegranate (Punica granatum). It has a role as an antineoplastic agent and a plant metabolite. Punicic acid has been reported in Trichosanthes tricuspidata, Trichosanthes rosthornii, and other organisms with data available. Punicic Acid is a polyunsaturated long-chain fatty acid with an 18-carbon backbone and exactly three double bonds, originating from the 5th, 7th and 9th positions from the methyl end, with these three bonds in the cis-, trans- and cis- configurations, respectively. See also: Pomegranate Seed Oil (has part). |
Solubility Data
| Solubility (In Vitro) | DMSO : ~100 mg/mL (~359.16 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: 2.5 mg/mL (8.98 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 (8.98 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 (8.98 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 | 3.5916 mL | 17.9578 mL | 35.9157 mL | |
| 5 mM | 0.7183 mL | 3.5916 mL | 7.1831 mL | |
| 10 mM | 0.3592 mL | 1.7958 mL | 3.5916 mL |