E1768
5,8,11,14-Eicosatetraynoic acid
≥97%
别名:
ETYA, Octadehydroarachidonic acid
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关于此项目
经验公式（希尔记法）:
C20H24O2
化学文摘社编号:
分子量:
296.40
UNSPSC Code:
12352106
NACRES:
NA.77
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1798411
InChI
1S/C20H24O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-5,8,11,14,17-19H2,1H3,(H,21,22)
SMILES string
CCCCCC#CCC#CCC#CCC#CCCCC(O)=O
InChI key
MGLDCXPLYOWQRP-UHFFFAOYSA-N
biological source
synthetic (organic)
assay
≥97%
form
powder
mp
78-80 °C
solubility
ethanol: 50 mg/mL, clear, colorless to yellow
storage temp.
−20°C
Quality Level
Gene Information
human ... ALOX15(246)
Biochem/physiol Actions
Eicosatetraynoic acid (ETYA) is a non-metabolizable analog of ω-6 arachidonic acid. ETYA is a strong activator of the human peroxisome proliferator-activated receptor α (PPARα). It acts as an inhibitor of lipoxygenases (LOX) and cyclooxygenases (COX).
Eicosatetraynoic acid is a lipoxygenase and cyclooxygenase inhibitor.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
C Wolfrum et al.
Proceedings of the National Academy of Sciences of the United States of America, 98(5), 2323-2328 (2001-02-28)
Peroxisome proliferator-activated receptor alpha (PPARalpha) is a key regulator of lipid homeostasis in hepatocytes and target for fatty acids and hypolipidemic drugs. How these signaling molecules reach the nuclear receptor is not known; however, similarities in ligand specificity suggest the
Crystal J J Lee et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 25(7), 2468-2483 (2011-04-20)
Thalidomide (TD) causes birth defects in humans and rabbits via several potential mechanisms, including bioactivation by embryonic prostaglandin H synthase (PHS) enzymes to a reactive intermediate that enhances reactive oxygen species (ROS) formation. We show herein that TD in rabbit
Christine L Oltman et al.
American journal of physiology. Heart and circulatory physiology, 285(6), H2309-H2315 (2003-07-19)
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. Porcine epicardial coronary arterioles (110 +/- 4 microm diameter) were mounted onto pipettes in
Ming-Xiao Wang et al.
American journal of physiology. Renal physiology, 318(6), F1369-F1376 (2020-04-21)
Cytochrome P-450 (Cyp) epoxygenase-dependent metabolites of arachidonic acid (AA) have been shown to inhibit renal Na+ transport, and inhibition of Cyp-epoxygenase is associated with salt-sensitive hypertension. We used the patch-clamp technique to examine whether Cyp-epoxygenase-dependent AA metabolites inhibited the basolateral
Deepti Dabral et al.
Biochemical and biophysical research communications, 515(2), 261-267 (2019-05-28)
The canonical Phospholipase A2 (PLA2) metabolites lysophosphatidylcholine (LPC) and arachidonic acid (ARA) affect regulated exocytosis in a wide variety of cells and are proposed to directly influence membrane merger owing to their respective spontaneous curvatures. According to the Stalk-pore hypothesis
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