| Identification | Back Directory | [Name]
5,8,11-EICOSATRIYNOIC ACID | [CAS]
13488-22-7 | [Synonyms]
ETI
EICOSATRIYNOIC ACID
5,8,11-Icosatriynoic acid
5,8,11-EICOSATRIYNOIC ACID
Icosa-5,8,11-triynoic acid
OWYNLPMPYBYKJP-UHFFFAOYSA-N
5,8,11-EICOSATRIYNOIC ACID Basic information
5,8,11-EICOSATRIYNOIC ACID ISO 9001：2015 REACH | [EINECS(EC#)]
200-533-0 | [Molecular Formula]
C20H28O2 | [MDL Number]
MFCD00077343 | [MOL File]
13488-22-7.mol | [Molecular Weight]
300.44 |
| Chemical Properties | Back Directory | [Melting point ]
70.5-71.5 °C | [Boiling point ]
473.8±40.0 °C(Predicted) | [density ]
0.990±0.06 g/cm3(Predicted) | [storage temp. ]
−20°C
| [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Off-white solid. | [pka]
4.61±0.10(Predicted) | [color ]
Pale Yellow to Pale Beige | [Stability:]
Light Sensitive |
| Hazard Information | Back Directory | [Uses]
ETI is a leukotriene antagonist and selective 5-LO (5-lipoxygenase) inhibitor. | [Definition]
ChEBI: A C20 polyunsaturated fatty acid having three triple bonds in the 5-, 8- and 11-positions. | [Biological Activity]
5,8,11-eicosatriynoic acid is a selective inhibitor of lipoxygenases with id50 values of 24 μm and 340 μm for n-8 lipoxygenase and fatty acid cycle-oxygenase , respectively[1][2].fatty acid cycle-oxygenase and n-8 lipoxygenase catalyze the initial reactions which lead to the formation of three major arachidonic acid metabolites in human platelets. in several tissues, these two enzymes act concomitantly on arachidonic acid [1].5,8,11-eicosatriynoic acid (5,8,11-et) is a selective inhibitor of lipoxygenases with id50 values of 24 μm and 340 μm for n-8 lipoxygenase and fatty acid cycle-oxygenase, respectively. 5,8,11-eicosatriynoic acid was useful for studies on physiological and pathophysiological roles of 12 l-hydroxy-5,8,10,14-eicosatetraenoic acid formation in various tissues [1]. in mouse mastocytoma cells, 5,8,11-eicosatriynoic acid inhibited a23187 and l-cysteine induced leukotriene c (ltc4) biosynthesis with id50 value of 5 μm [2]. | [References]
[1]. hammarstrm s. selective inhibition of platelet n-8 lipoxygenase by 5,8,11-eicosatriynoic acid. biochim biophys acta. 1977 jun 22;487(3):517-9.
[2]. orning l, hammarstrm s. inhibition of leukotriene c and leukotriene d biosynthesis. j biol chem. 1980 sep 10;255(17):8023-6. |
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