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Merck
CN

E1768

5,8,11,14-Eicosatetraynoic acid

≥97%

Synonym(s):

ETYA, Octadehydroarachidonic acid

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About This Item

Empirical Formula (Hill Notation):
C20H24O2
CAS Number:
Molecular Weight:
296.40
UNSPSC Code:
12352106
NACRES:
NA.77
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1798411
Assay:
≥97%
Form:
powder
Quality level:
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biological source

synthetic (organic)

Quality Level

assay

≥97%

form

powder

mp

78-80 °C

solubility

ethanol: 50 mg/mL, clear, colorless to yellow

storage temp.

−20°C

SMILES string

CCCCCC#CCC#CCC#CCC#CCCCC(O)=O

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)

InChI key

MGLDCXPLYOWQRP-UHFFFAOYSA-N

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.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Product Information Sheet


Kazuhiro Tamura et al.
Vascular pharmacology, 44(6), 411-416 (2006-05-03)
To address the role of prostaglandin E2 (PGE2) in tube formation of endothelial cells and the relationships between the action of PGE2 and vascular endothelial growth factor (VEGF), cultured human umbilical vein endothelial cells (HUVECs) were used to evaluate tube
Marcelo D Carattino et al.
The Journal of biological chemistry, 278(38), 36202-36213 (2003-07-03)
Epithelial Na+ channels (ENaCs) are regulated by the phospholipase A2 (PLA2) product arachidonic acid. Pharmacological inhibition of PLA2 with aristolochic acid induced a significant increase in amiloride-sensitive currents in Xenopus oocytes expressing ENaC. Arachidonic acid or 5,8,11,14-eicosatetraynoic acid (ETYA), a
Miriam Guizy et al.
American journal of physiology. Cell physiology, 289(5), C1251-C1260 (2005-07-01)
Dietary polyunsaturated fatty acids (PUFAs) have been reported to exhibit antiarrhythmic properties, which have been attributed to their availability to modulate Na(+), Ca(2+), and several K(+) channels. However, their effects on human ether-a-go-go-related gene (HERG) channels are unknown. In this



Global Trade Item Number

SKUGTIN
E1768-5MG04061832785370
E1768-25MG04061832785363