| Identification | Back Directory | [Name]
(9E,11E,13E)-9,11,13-octadecatrienoic acid | [CAS]
544-73-0 | [Synonyms]
Ai3-22368
Einecs 208-877-3
(9E,11E,13E)-9,11,13-Octadecatriensure
9,11,13-Octadecatrienoic acid, (E,E,E)-
all-trans-octadeca-9,11,13-trienoic acid
(9E,11E,13E)-9,11,13-octadecatrienoic acid
(9E, 11E, 13E)-Octadeca-9, 11, 13-trienoic Acid
Fettsuren, gesttigt und ungesttigt, unverzweigt mit - geradzahliger C-Kette und - C-Zahl >=16 und - einer endstndigen Carboxylgruppe | [EINECS(EC#)]
208-877-3 | [Molecular Formula]
C18H30O2 | [MDL Number]
MFCD01082503 | [MOL File]
544-73-0.mol | [Molecular Weight]
278.43 |
| Chemical Properties | Back Directory | [Melting point ]
71.5°C | [Boiling point ]
361.24°C (rough estimate) | [density ]
0.8839 | [refractive index ]
1.5000 | [storage temp. ]
Store at -20°C | [solubility ]
DMF: 30 mg/ml; DMSO: 10 mg/ml; Ethanol: 20 mg/ml | [pka]
4.78±0.10(Predicted) | [CAS DataBase Reference]
544-73-0 |
| Hazard Information | Back Directory | [Definition]
ChEBI: The all-trans isomer of 9,11,13-octadecatrienoic acid. | [Description]
9(E),11(E),13(E)-Octadecatrienoic acid (β-ESA) is a conjugated polyunsaturated fatty acid that is found in plant seed oils and in mixtures of conjugated linolenic acids synthesized by the alkaline isomerization of linolenic acid. It reduces growth of Caco-2 colon cancer cells in a dose-dependent and time-dependent manner. In vitro, β-ESA induces DNA fragmentation and upregulation of pro-apoptotic Bax mRNA. β-ESA decreases protein expression of the apoptosis suppression factor Bcl-2 and induces apoptosis in T24 bladder cancer cells via production of reactive oxygen species. It also inhibits bacterial fatty acid dioxygenase with a Ki value of 49 nM in vitro. | [Uses]
(9E,11E,13E)-9,11,13-Octadecatrienoic Acid, is a conjugated polyunsaturated fatty acid that is found in plant seed oils and in mixtures of conjugated linolenic acids synthesized by the alkaline isomerization of linolenic acid. | [IC 50]
Bcl-2 | [storage]
Store at -20°C | [References]
[1] YUMIKO YASUI. Growth inhibition and apoptosis induction by all-trans-conjugated linolenic acids on human colon cancer cells.[J]. Anticancer research, 2006, 26 3A: 1855-1860.
[2] ZHONGYAN SUN . Beta-eleostearic acid induce apoptosis in T24 human bladder cancer cells through reactive oxygen species (ROS)-mediated pathway[J]. Prostaglandins & other lipid mediators, 2012, 99 1: Pages 1-8. DOI: 10.1016/j.prostaglandins.2012.04.001
[3] ZAHRA MASHHADI Alan R B William E Boeglin. Robust inhibitory effects of conjugated linolenic acids on a cyclooxygenase-related linoleate 10S-dioxygenase: Comparison with COX-1 and COX-2[J]. Biochimica et biophysica acta. Molecular and cell biology of lipids, 2015, 1851 10: Pages 1346-1352. DOI: 10.1016/j.bbalip.2015.07.004 |
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Alfa Chemistry
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1-516-6625404 |
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https://www.alfa-chemistry.com |
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Enzo Biochem Inc
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Enzo Biochem Inc. 13797054060 |
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www.enzo.com |
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