5,8,11,14-Icosatetraynoic acid

Names

[ Name ]:
5,8,11,14-Icosatetraynoic acid

[Synonym ]:
Eicosa-5,8,11,14-tetrainsaeure
MFCD00036967
5,8,11,14-eicosatetrayonic acid
5,8,11,14-Icosatetraynoic acid
5,8,11,14-Eicosatetraynoic acid
ETYA
Icosa-5,8,11,14-tetraynoic acid
Octadehydroarachidonic acid
eicosatetraynoic acid

Biological Activity

[Description]:

Eicosatetraynoic acid (ETYA) is a nonspecific inhibitor of cyclooxygenase and lipoxygenase (ID50=8 μM and 4 μM, respectively)[1]. Eicosatetraynoic acid (ETYA) activates PPARα and PPARγ chimeras at 10 µM[2].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Cell Cycle/DNA Damage >> PPAR

Signaling Pathways >> Immunology/Inflammation >> COX

[Target]

COX:8 μM (ID50)

[References]

[1]. Hammarström S, et al. Selective inhibition of platelet n-8 lipoxygenase by 5,8,11-eicosatriynoic acid. Biochim Biophys Acta. 1977 Jun 22;487(3):517-9.

[2]. Kliewer SA, et al. A prostaglandin J2 metabolite binds peroxisome proliferator-activated receptor gamma and promotes adipocyte differentiation. Cell. 1995 Dec 1;83(5):813-9.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
490.3±45.0 °C at 760 mmHg

[ Melting Point ]:
79-81ºC

[ Molecular Formula ]:
C₂₀H₂₄O₂

[ Molecular Weight ]:
296.403

[ Flash Point ]:
226.6±23.4 °C

[ Exact Mass ]:
296.177643

[ PSA ]:
37.30000

[ LogP ]:
5.19

[ Vapour Pressure ]:
0.0±2.7 mmHg at 25°C

[ Index of Refraction ]:
1.528

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2916190090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2916190090

[ Summary ]:
2916190090 unsaturated acyclic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:6.5%。general tariff:30.0%

Articles

Arachidonic acid induces brain endothelial cell apoptosis via p38-MAPK and intracellular calcium signaling.

Microvasc. Res. 98 , 145-58, (2015)

Arachidonic acid (AA), a bioactive fatty acid whose levels increase during neuroinflammation, contributes to cerebral vascular damage and dysfunction. However, the mode of injury and underlying signal...

High extracellular Ca2+ stimulates Ca2+-activated Cl- currents in frog parathyroid cells through the mediation of arachidonic acid cascade.

PLoS ONE 6(4) , e19158, (2011)

Elevation of extracellular Ca(2+) concentration induces intracellular Ca(2+) signaling in parathyroid cells. The response is due to stimulation of the phospholipase C/Ca(2+) pathways, but the direct m...

Reactive oxygen species mediate arachidonic acid-induced dilation in porcine coronary microvessels.

Am. J. Physiol. Heart Circ. Physiol. 285(6) , H2309-15, (2003)

Reactive oxygen species (ROS) have been proposed to mediate vasodilation in the microcirculation. We investigated the role of ROS in arachidonic acid (AA)-induced coronary microvascular dilation. Porc...

Related Compounds

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.