| 9,12-Octadecadiynoic AcidCOX and lipoxygenase inhibitor |
Sample solution is provided at 25 µL, 10mM.
Nature.2017 Jan 19;541(7637):417-420.
Nature.2018 Nov;563(7731):407-411.Nature.2018 Jun 13.Nature.2018 Jun 27.Nature.2018 Mar 29;555(7698):673-677.Nature.2017 Sep 7;549(7670):96-100.Nature.2016 Apr 21;532(7599):398-401.
Science.2016 Aug 5;353(6299)594-8Nat Nanotechnol.2017 Dec;12(12):1190-1198.Nature Biotechnology.2017 Jun;35(6):569-576Nat Med.2018 Sep 17.Cell.2018 Dec 21. pii: S0092-8674(18)31561-7.Cell.Available online 25 October 2018.Cell.2018 Sep 27. pii: S0092-8674(18)31183-8.Cell.2018 Jun 28;174(1):172-186.e21.Cell.2018 Feb 22;172(5):1007-1021.e17.Cell.2017 Nov 30;171(6):1284-1300.e21.Cell.2017 Aug 17. pii: S0092-8674(17)30869-3.Cell.2017 Jul 13;170(2):312-323Nat Med.2018 Jan 29.Nat Med.2017 Nov;23(11):1342-1351.Cell.2017 Apr 6;169(2):286-300.Cell.2015 Aug 27;162(5):987-1002.Cell.2015 Feb 12;160(4):729-44.Nature Medicine.2017 Apr;23(4):493-500.Cancer Cell.2018 May 14;33(5):905-921.e5.Cancer Cell.2018 Apr 9;33(4):752-769.e8.Cancer Cell.2018 Mar 12;33(3):401-416.e8.Cancer Cell.2017 Aug 14;32(2):253-267.e5.Nat Methods.2018 Jul;15(7):523-526.Cell Stem Cell.2018 May 3;22(5):769-778.e4.Cell Stem Cell.2017 Nov 20. pii: S1934-5909(17)30375-2.Quality Control & MSDS
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- Purity = 98.00%
- COA (Certificate Of Analysis)
- MSDS (Material Safety Data Sheet)
- Datasheet
Chemical structure
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| Cas No. | 2012-14-8 | SDF | Download SDF |
| Synonyms | Ro 3-1314 | ||
| Chemical Name | 9,12-octadecadiynoic acid | ||
| Canonical SMILES | CCCCCCCCCCCCCCCCCC(=O)O | ||
| Formula | C18H28O2 | M.Wt | 276.4 |
| Solubility | ≤10mg/ml in ethanol;10mg/ml in DMSO;10mg/ml in methanol;10mg/ml in acetone;10mg/ml in acetonitrile | Storage | Store at -20°C |
| Physical Appearance | A crystalline solid | Shipping Condition | Evaluation sample solution : ship with blue ice.All other available size:ship with RT , or blue ice upon request |
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. | ||
Ki: 0.6 μM for ram seminal vesicle COX
9,12-Octadecadiynoic acid is a COX and lipoxygenase inhibitor.
Cyclooxygenase (COX) is an enzyme responsible for the formation of prostanoids, such as thromboxane and prostaglandins. Pharmaceutical inhibition of COX can lead to relief from the symptoms of inflammation and pain. Nonsteroidal anti-inflammatory drugs, including aspirin and ibuprofen, display their effects via inhibition of COX.
In vitro: 9,12-Octadecadiynoic acid was identified as an inhibitor of both COX and lipoxygenase, which could inhibit ram seminal vesicle COX. 9,12-Octadecadiynoic acid was found to be a more effective inhibitor of COX-1 than of 15-LO when used at a concentration of 48 μM [1,2]. In another study, fatty acids from natural sources including 9,12-octadecadiynoic acid were isolated and assayed for their effect on the bioconversion of arachidonic acid into prostaglandin E2. Two very active cyclooxygenase inhibitors were discovered, namely jacarandic acid and the synthetic 8Z, 10E, 12E-octadecatrienoic acid. Earlier described potent inhibitors showed the following IC50 values: 1.3 μM for indomethacin; 1.3 μM for 9,12-octadecadiynoic acid, 2.7 μM for 8Z, 12E, 14Z-eicosatrienoic acid; 4.4 μM for 5,8,11,14-eicosatetraynoic acid [3].
In vivo: Up to now, there is no animal in vivo data reported.
Clinical trial: So far, no clinical study has been conducted.
References:[1] Vanderhoek, J.Y. and Lands, W.E.M. Acetylenic inhibitors of sheep vesicular gland oxygenase. Biochimica et Biophysica Acta 296, 374-381 (1973).[2] Downing, D.T.,Barve, J.A.,Gunstone, F.D., et al. Structural requirements of acetylenic fatty acids for inhibition of soybean lipoxygenase and prostaglandin synthase. Biochimica et Biophysica Acta 280, 343-347 (1972).[3] Nugteren DH, Christ-Hazelhof E. Naturally occurring conjugated octadecatrienoic acids are strong inhibitors of prostaglandin biosynthesis. Prostaglandins. 1987 Mar;33(3):403-17.
