Skip to Content
Merck
All Photos(1)

Key Documents

E3140

Sigma-Aldrich

5,8,11-Eicosatriynoic acid

≥98%

Synonym(s):

ETI

Sign Into View Organizational & Contract Pricing


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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Qi Wang et al.
PLoS pathogens, 17(1), e1009175-e1009175 (2021-01-12)
The zig-zag model of host-pathogen interaction describes the relative strength of defense response across a spectrum of pathogen-induced plant phenotypes. A stronger defense response results in increased resistance. Here, we investigate the strength of pathogen virulence during disease and place
G Wang et al.
Bone & joint research, 6(7), 452-463 (2017-08-03)
Osteoporosis has become an increasing concern for older people as it may potentially lead to osteoporotic fractures. This study is designed to assess the efficacy and safety of ten therapies for post-menopausal women using network meta-analysis. We conducted a systematic
G Marone et al.
Journal of clinical & laboratory immunology, 12(2), 111-116 (1983-10-01)
We have studied the role of arachidonic acid (AA) metabolism in the release of lysosomal enzymes (beta-glucuronidase and lysozyme) from human polymorphonuclear leukocytes (PMNs). 5,8,11,14-Eicosatetraenoic acid (ETYA), which inhibits both the cyclo-oxygenase and the lipoxygenase pathways of AA metabolism, was
An inhibitor of lipoxygenase inhibits histamine release from human basophils.
G Marone et al.
Clinical immunology and immunopathology, 17(1), 117-122 (1980-09-01)
Xiaobao Dong et al.
Plant physiology, 167(3), 1186-1203 (2015-01-24)
Pattern-triggered immunity (PTI) and effector-triggered immunity (ETI) are two main plant immune responses to counter pathogen invasion. Genome-wide gene network organizing principles leading to quantitative differences between PTI and ETI have remained elusive. We combined an advanced machine learning method

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service