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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)
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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
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
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
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
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
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