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Key Documents

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E1768

Sigma-Aldrich

5,8,11,14-Eicosatetraynoic acid

≥97%

Sinonimo/i:

ETYA, Octadehydroarachidonic acid

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About This Item

Formula empirica (notazione di Hill):
C20H24O2
Numero CAS:
1191-85-1
Peso molecolare:
296.40
Beilstein:
1798411
Numero MDL:
MFCD00036967
Codice UNSPSC:
12352106
ID PubChem:
24894432
NACRES:
NA.77

Origine biologica

synthetic (organic)

Saggio

≥97%

Forma fisica

powder

Punto di fusione

78-80 °C

Solubilità

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

Temperatura di conservazione

−20°C

Stringa SMILE

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)
MGLDCXPLYOWQRP-UHFFFAOYSA-N

Informazioni sul gene

human ... ALOX15(246)

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Azioni biochim/fisiol

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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A S Taylor et al.
Prostaglandins, 29(3), 449-458 (1985-03-01)
5,8,11,14-eicosatetraynoic acid (ETYA), a widely used inhibitor of cyclooxygenase and lipoxygenase, inhibited the incorporation of 14C-arachidonic acid into cell lipids of the murine thymoma EL4 whereas oleic acid had no effect. Inhibition appeared to result from the ability of ETYA
Günther F E Scherer et al.
FEBS letters, 581(22), 4205-4211 (2007-08-19)
Auxin increases phospholipase A(2) activity within 2min (Paul, R., Holk, A. and Scherer, G.F.E. (1998) Fatty acids and lysophospholipids as potential second messengers in auxin action. Rapid activation of phospholipase A(2) activity by auxin in suspension-cultured parsley and soybean cells.
Parissa Taheri et al.
Journal of plant physiology, 167(3), 201-208 (2009-09-05)
Vitamins are plant growth regulators and activators of defense responses against pathogens. The cytomolecular mechanisms involved in the induction of resistance by chemicals especially vitamins on monocotyledonous plants are largely unknown. Here, we show that riboflavin, which acts as 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
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
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