E3140
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
UNSPSC Code:
12352202
PubChem Substance ID:
MDL number:
Product Name
5,8,11-Eicosatriynoic acid, ≥98%
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)
SMILES string
CCCCCCCCC#CCC#CCC#CCCCC(O)=O
InChI key
OWYNLPMPYBYKJP-UHFFFAOYSA-N
assay
≥98%
form
powder
solubility
methanol: 10 mg/mL, clear, colorless to light yellow
storage temp.
−20°C
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
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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Roberto Tonelli et al.
American journal of respiratory and critical care medicine, 202(4), 558-567 (2020-04-24)
Rationale: The role of inspiratory effort still has to be determined as a potential predictor of noninvasive mechanical ventilation (NIV) failure in acute hypoxic de novo respiratory failure.Objectives: To explore the hypothesis that inspiratory effort might be a major determinant
R Reich et al.
Prostaglandins, 26(6), 1011-1020 (1983-12-01)
The possible involvement of products of the lipoxygenase pathway of arachidonic acid cascade in ovulation was tested by intrabursal injection of nordihydroguaiaretic acid (NDGA); 5, 8, 11-eicosatriynoic acid (5, 8, 11-ETYA), 3 amino-1-(3 trifluromethyphenyl)-2-pyrazoline hydrochloride (BW755c) and (FPL 55712). All
S J Craib et al.
British journal of pharmacology, 134(1), 30-37 (2001-08-28)
1. In the absence of indomethacin, anandamide did not contract the guinea-pig bronchus at concentrations up to 100 microM. In the presence of indomethacin (10 microM), anandamide induced concentration-related contractions with a pEC(50) value of 5.18+/-0.11. It was significantly less
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
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
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