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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:
Pricing and availability is not currently available.

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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Benjamin P Green et al.
Appetite, 108, 93-103 (2016-11-05)
Comprising of two experiments, this study assessed the metabolic, endocrine and appetite-related responses to acute and chronic milk consumption in adolescent males (15-18 y). Eleven adolescents [mean ± SD age: 16.5 ± 0.9 y; BMI: 23.3 ± 3.3 kg/m2] participated in the acute experiment and completed two laboratory visits
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
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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