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Key Documents

E3140

Sigma-Aldrich

5,8,11-Eicosatriynoic acid

≥98%

Synonym(s):

ETI

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About This Item

Empirical Formula (Hill Notation):
C20H28O2
CAS Number:
Molecular Weight:
300.44
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:

Assay

≥98%

form

powder

solubility

methanol: 10 mg/mL, clear, colorless to light yellow

storage temp.

−20°C

SMILES string

CCCCCCCCC#CCC#CCC#CCCCC(O)=O

InChI

1S/C20H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-8,11,14,17-19H2,1H3,(H,21,22)

InChI key

OWYNLPMPYBYKJP-UHFFFAOYSA-N

Biochem/physiol Actions

The acetylenic analog of 5,8,11-eicosatrienoic acid is an inhibitor of 12-lipoxygenase and, in MDCK cells, triggers release of Ca2+ from endoplasmic reticulum and other intracellular stores.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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J Nakao et al.
Atherosclerosis, 43(2-3), 143-150 (1982-06-01)
The migration of rat aortic smooth muscle cells was measured in modified Boyden chambers. Smooth muscle cells were motile in vitro and their migration was stimulated (time- and dose-dependently) by a platelet-derived factor. Treatment of platelets with indomethacin resulted in
R S Barlow et al.
The American journal of physiology, 275(4 Pt 2), H1283-H1289 (1998-09-24)
It has been known for a number of years that neutrophils and macrophages secrete H2O2 while fighting disease, and the levels obtained within the vasculature under these conditions can reach several hundred micromolar. Because the effect of H2O2 on vascular
F Saito et al.
Hypertension (Dallas, Tex. : 1979), 20(2), 138-143 (1992-08-01)
Previous studies have shown that inhibition of the lipoxygenase pathway of arachidonic acid metabolism can prevent the development of elevated blood pressure in renin-dependent models of hypertension. Agents that inhibit the lipoxygenase pathway such as phenidone and the flavonoid baicalein
L Orning et al.
The Journal of biological chemistry, 255(17), 8023-8026 (1980-09-10)
Leukotriene C4 and leukotriene D4 are slow reacting substances produced by mouse mastocytoma cells and rat basophilic leukemia cells, respectively. Serine x borate complex, an inhibitor of glutamyl transpeptidase (EC 2.3.2.2), prevented the formation of the biologically more potent leukotriene
H Viland et al.
International journal of immunopharmacology, 10(7), 879-887 (1988-01-01)
The immunomodulatory agent RU 41740 (Biostim), which is derived from Klebsiella pneumoniae, may augment mitogenic responses of purified human blood lymphocytes. In non-purified preparations, however, responses may be sharply reduced due to the fact that Biostim induces monocytes to secrete

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