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Merck
CN

E6016

Sigma-Aldrich

14(S),15(R)-Epoxy-(5Z,8Z,11Z)-eicosatrienoic acid

~100 μg/mL in ethanol, ~98% (HPLC)

Synonym(s):

14(S),15(R)-EET

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About This Item

Empirical Formula (Hill Notation):
C20H32O3
CAS Number:
Molecular Weight:
320.47
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
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Assay

~98% (HPLC)

concentration

~100 μg/mL in ethanol

storage temp.

−20°C

SMILES string

CCCCC[C@@H]1O[C@@H]1C\C=C/C\C=C/C\C=C/CCCC(O)=O

InChI

1S/C20H32O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-7,9-10,13,18-19H,2-3,5,8,11-12,14-17H2,1H3,(H,21,22)/b6-4-,9-7-,13-10-/t18-,19+/m0/s1

InChI key

JBSCUHKPLGKXKH-LLZJRKGESA-N

Packaging

Packaged under argon

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

55.4 °F - closed cup

Flash Point(C)

13 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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K Hasunuma et al.
Prostaglandins, leukotrienes, and essential fatty acids, 42(3), 171-175 (1991-03-01)
The vasodilatory effect of epoxyeicosatrienoic acids (EpETrE), especially 5(6)-EpETrE, has been reported recently and a role of P-450-dependent arachidonic acid monooxygenase metabolites was suggested in vasoregulation. Accordingly, the presence of P-450-dependent arachidonic acid monooxygenase was investigated in rat aortic smooth
A Zosmer et al.
Prostaglandins & other lipid mediators, 71(1-2), 43-53 (2003-05-17)
Human trophoblast cells are known to release a range of arachidonic acid metabolites into culture medium, including cyclo-oxygenase, lipoxygenase and epoxygenase products. In this study we investigated the effects of dibutyryl cyclic AMP (db cAMP) on arachidonic acid metabolism in
A Zosmer et al.
The Journal of steroid biochemistry and molecular biology, 81(4-5), 369-376 (2002-10-04)
Previous investigations have implicated epoxygenase metabolites of arachidonic acid in the control of steroidogenesis in luteinised granulosa cells. The aim of this study was to assess this hypothesis further. We first determined the responsiveness of the cells in vitro to
David S Wishart et al.
Nucleic acids research, 37(Database issue), D603-D610 (2008-10-28)
The Human Metabolome Database (HMDB, http://www.hmdb.ca) is a richly annotated resource that is designed to address the broad needs of biochemists, clinical chemists, physicians, medical geneticists, nutritionists and members of the metabolomics community. Since its first release in 2007, the
Nikolaos Psychogios et al.
PloS one, 6(2), e16957-e16957 (2011-03-02)
Continuing improvements in analytical technology along with an increased interest in performing comprehensive, quantitative metabolic profiling, is leading to increased interest pressures within the metabolomics community to develop centralized metabolite reference resources for certain clinically important biofluids, such as cerebrospinal

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