(+/-)8,9-EET

Product Name: (+/-)8,9-EET
CAS No.: 81246-85-7
Chemical Name: (+/-)8,9-EET
Synonyms: 8,9-EET;8(9)-EPETRE;(+/-)8,9-EET;(+/-)8(9)-EPETRE;8,9-epoxyeicosatrienoicacid;(+)8,9-Epoxyeicosa-8z,11z,14z trienoic acid;(±)8,9-Epoxyeicosa-5Z,11Z,14Z-trienoic acid;(+)8,9-Epoxyeicosa-8z,11z,14z trienoic acid;(+/-)8,9-EPOXYEICOSA-5Z,11Z,14Z-TRIENOIC ACID;(+/-)8(9)-EPOXY-5Z,11Z,14Z-EICOSATRIENOIC ACID
CBNumber: CB0288710
Molecular Formula: C20H32O3
Formula Weight: 320.47
MOL File: 81246-85-7.mol

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(+/-)8,9-EET Property

Boiling point:: 456.2±20.0 °C(Predicted)
Density: 0.983±0.06 g/cm3(Predicted)
storage temp.: −20°C
solubility: DMF: 50 mg/ml
DMSO: 50 mg/ml
Ethanol: 50 mg/mlPBS pH 7.2: 1 mg/ml
pka: 4.77±0.10(Predicted)

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Safety

Hazard Codes: F,Xi
Risk Statements: 11-36/37/38
Safety Statements: 16-26-36
RIDADR: UN 1170 3/PG 2

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC

Product number: E589143
Product name: (+/-)-8,9-Epoxyeicosa-5Z,11Z,14Z-trienoicAcid
Packaging: 5mg
Price: $1470
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CHM0004382
Product name: (+/-)8(9)-EPETRE
Purity: 95.00%
Packaging: 5MG
Price: $497.31
Updated: 2021/12/16

AHH

Product number: MT-11682
Product name: (+/-)8(9)-Epetre
Purity: 98%
Packaging: 0.001g
Price: $618
Updated: 2021/12/16

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(+/-)8,9-EET Chemical Properties,Usage,Production

Uses

(+/-)8,9-Epoxyeicosa-5Z,11Z,14Z-trienoic acid is a glucagon inducer in pancreatic islets.

References

[1] N. CHACOS . Novel epoxides formed during the liver cytochrome P-450 oxidation of arachidonic acid[J]. Biochemical and biophysical research communications, 1982, 104 3: Pages 916-922. DOI: 10.1016/0006-291x(82)91336-5
[2] E. OLIW J O F Guengerich. Oxygenation of arachidonic acid by hepatic monooxygenases. Isolation and metabolism of four epoxide intermediates.[J]. The Journal of Biological Chemistry, 1982, 109 1: 3771-3781. DOI: 10.1016/s0021-9258(18)34848-8
[3] JI Y. ZHANG . Regiospecific and enantioselective metabolism of 8,9-epoxyeicosatrienoic acid by cyclooxygenase[J]. Biochemical and biophysical research communications, 1992, 183 1: Pages 138-143. DOI: 10.1016/0006-291x(92)91619-2
[4] JONAS BYSTROM. Endogenous epoxygenases are modulators of monocyte/macrophage activity.[J]. PLoS ONE, 2011: e26591. DOI: 10.1371/journal.pone.0026591
[5] AMY A RAND. Cyclooxygenase-derived proangiogenic metabolites of epoxyeicosatrienoic acids.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2017, 114 17: 4370-4375. DOI: 10.1073/pnas.1616893114
[6] T KATOH. Glomerular stereospecific synthesis and hemodynamic actions of 8,9-epoxyeicosatrienoic acid in rat kidney.[J]. American Journal of Physiology, 1991, 261 4 Pt 2: F578-86. DOI: 10.1152/ajprenal.1991.261.4.f578
[7] FADUMO A. ISSE . Quantification of Epoxyeicosatrienoic acids Enantiomers: The development of reliable and practical liquid chromatography mass Spectrometry assay[J]. Journal of Chromatography B, 2024, 1247: Article 124346. DOI: 10.1016/j.jchromb.2024.124346
[8] ZONGYUAN WU, FANG WEI* Analytical Strategy for Oxylipin Annotation by Combining Chemical Derivatization-Based Retention Index Algorithm and Feature Tandem Mass Spectrometric Fragmentation as a Biomarker Discovery Tool[J]. Analytical Chemistry, 2023, 95 43: 15933-15942. DOI: 10.1021/acs.analchem.3c02789
[9] ANDREI KORNILOV. Revising the structure of a new eicosanoid from human platelets to 8,9-11,12-diepoxy-13-hydroxyeicosadienoic acid.[J]. The Journal of Biological Chemistry, 2019, 294 23: 9225-9238. DOI: 10.1074/jbc.ra119.008915
[10] REUT LEVI-ROSENZVIG . 5,6-δ-DHTL, a stable metabolite of arachidonic acid, is a potential EDHF that mediates microvascular dilation[J]. Free Radical Biology and Medicine, 2017, 103: Pages 87-94. DOI: 10.1016/j.freeradbiomed.2016.12.022

(+/-)8,9-EET Preparation Products And Raw materials

Raw materials

Preparation Products

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(+/-)8,9-EET Suppliers

China 30 Germany 1 India 1 Switzerland 1 United Kingdom 1 United States 8 Global 42

3B Pharmachem (Wuhan) International Co.,Ltd.

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Shanghai Hongye Biotechnology Co. Ltd

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MedBioPharmaceutical Technology Inc

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Shanghai Universal Biotech Co.,Ltd

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81246-85-7, (+/-)8,9-EETRelated Search:

(+/-)14,15-EET-D8 11,12-EET METHYL ESTER (+/-)5,6-EET METHYL ESTER,5,6-EET METHYL ESTER 14[R],15[S]-EET (+/-)11,12-EET-D8 8,9-EET METHYL ESTER 14,15-EET METHYL ESTER EET-1 protein (+/-)5,6-EET-D8 METHYL ESTER 11,12-EET,(+/-)11,12-EET 5,6-EET,(+/-)5,6-EET (+/-)8,9-EET (Z,Z)-3,6-NONADIEN-1-OL (+/-)8,9-EET-D8 14[S],15[R]-EET (+/-)14,15-EET,14,15-EET

(+/-)8(9)-EPETRE

8(9)-EPETRE

(+/-)8(9)-EPOXY-5Z,11Z,14Z-EICOSATRIENOIC ACID

(+/-)8,9-EPOXYEICOSA-5Z,11Z,14Z-TRIENOIC ACID

(+/-)8,9-EET

8,9-EET

8,9-epoxyeicosatrienoicacid

(Z)-7-[3-[(2Z,5Z)-undeca-2,5-dienyl]oxiran-2-yl]hept-5-enoic acid

(5Z,8S,9R,11Z,14Z)-8,9-Epoxy-5,11,14-icosatrienoic acid

(Z)-7-[(2S,3R)-3-[(2Z,5Z)-2,5-Undecadienyl]oxiranyl]-5-heptenoic acid

(+)8,9-Epoxyeicosa-8z,11z,14z trienoic acid

(±)-8,9-Epoxyeicosa-5Z,11Z,14Z-trienoic acid (8,9-epoxyeicosatrienoic acid)

5-Heptenoic acid, 7-[3-(2,5-undecadien-1-yl)-2-oxiranyl]-

(+/-)-8,9-Epoxyeicosa-5Z,11Z,14Z-trienoic Acid

(±)8,9-Epoxyeicosa-5Z,11Z,14Z-trienoic acid

(+)8,9-Epoxyeicosa-8z,11z,14z trienoic acid

81246-85-7