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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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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