5-KETE
- CAS No.
- 106154-18-1
- Chemical Name:
- 5-KETE
- Synonyms
- 5-OXOETE;5-KETE;5OxoETE,5 OxoETE;5-OxoETE MaxSpec Standard;MEASLHGILYBXFO-XTDASVJISA-N;5-OxoETE Lipid Maps MS Standard;5-OXO-6E,8Z,11Z,14Z-EICOSATETRAENOIC ACID;5-KETOEICOSA-6E,8Z,11,Z14Z-TETRAENOIC ACID;5-Oxo-(6E,8Z,11Z,14Z)-6,8,11,14-eicosatetraenoicacid;6,8,11,14-Eicosatetraenoic acid, 5-oxo-, (6E,8Z,11Z,14Z)-
- CBNumber:
- CB3297005
- Molecular Formula:
- C20H30O3
- Molecular Weight:
- 318.45
- MDL Number:
- MFCD00216129
- MOL File:
- 106154-18-1.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Boiling point | 495.0±45.0 °C(Predicted) |
|---|---|
| Density | 0.980±0.06 g/cm3(Predicted) |
| storage temp. | Store at -80°C |
| solubility | DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS pH 7.2: 0.8 mg/ml |
| form | Liquid. |
| pka | 4.59±0.10(Predicted) |
| InChI | 1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h6-7,9-10,12-14,16H,2-5,8,11,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,13-12-,16-14+ |
| InChIKey | MEASLHGILYBXFO-XTDASVJISA-N |
| SMILES | OC(CCCC(/C=C/C=C\C/C=C\C/C=C\CCCCC)=O)=O |
| UNSPSC Code | 12352211 |
| NACRES | NA.25 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS02 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H225-H319 | |||||||||
| Precautionary statements | P210-P233-P240-P241-P242-P305+P351+P338 | |||||||||
| WGK Germany | WGK 1 | |||||||||
| Storage Class | 3 - Flammable liquids | |||||||||
| Hazard Classifications | Eye Irrit. 2 Flam. Liq. 2 |
|||||||||
| NFPA 704 |
|
5-KETE price More Price(17)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Cayman Chemical | 34250 | 5-OxoETE ≥95% | 106154-18-1 | 25μg | $86 | 2026-04-30 | Buy |
| Cayman Chemical | 34250 | 5-OxoETE ≥95% | 106154-18-1 | 50μg | $163 | 2026-04-30 | Buy |
| Cayman Chemical | 34250 | 5-OxoETE ≥95% | 106154-18-1 | 100μg | $292 | 2026-04-30 | Buy |
| Cayman Chemical | 34250 | 5-OxoETE ≥95% | 106154-18-1 | 250μg | $687 | 2026-04-30 | Buy |
| Cayman Chemical | 10007244 | 5-OxoETE MaxSpec? Standard ≥95% | 106154-18-1 | 10μg | $107 | 2023-01-06 | Buy |
5-KETE Chemical Properties, Uses, Production
Description
5-OxoETE is a polyunsaturated keto acid formed by the oxidation of 5-HETE in human neutrophils by a specific dehydrogenase. It stimulates cytosolic calcium levels in neutrophils with an EC50 value of 2 nM. 5-OxoETE selectively stimulates the migration and degranulation of eosinophils and activates the MAPK pathway in stimulated neutrophils via a specific G protein-
5-OxoETE MaxSpec® standard is a quantitative grade standard of 5-oxoETE that has been prepared specifically for mass spectrometry and related applications where quantitative reproducibility is required. The solution has been prepared gravimetrically and is supplied in a deactivated glass ampule sealed under argon. The concentration was verified by comparison to an independently prepared calibration standard. This 5-oxoETE MaxSpec® standard is guaranteed to meet identity, purity, stability, and concentration specifications and is provided with a batch-specific certificate of analysis. Ongoing stability testing is performed to ensure the concentration remains accurate throughout the shelf life of the product. Note: The amount of solution added to the vial is in excess of the listed amount. Therefore, it is necessary to accurately measure volumes for preparation of calibration standards. Follow recommended storage and handling conditions to maintain product quality.
Uses
5-oxo-ETE is a compound that stimulates neutrophil degranulation.
Definition
ChEBI: 5-oxo-ETE is an oxoicosatetraenoic acid having a 5-oxo group; and (6E)-, (8Z), (11Z)- and (14Z)-double bonds. It has a role as a human metabolite, a mouse metabolite and an immunomodulator. It is functionally related to an icosa-6,8,11,14-tetraenoic acid. It is a conjugate acid of a 5-oxo-ETE(1-).
Biological Activity
Potent oxoeicosanoid (OXE) receptor agonist (EC 50 = 0.33 nM). Chemoattractant for both neutrophils and eosinophils and induces transendothelial migration of eosinophils.
References
[1] W S POWELL S G F Gravelle. Metabolism of 5(S)-hydroxy-6,8,11,14-eicosatetraenoic acid and other 5(S)-hydroxyeicosanoids by a specific dehydrogenase in human polymorphonuclear leukocytes.[J]. The Journal of Biological Chemistry, 1992, 267 27: 19233-19241.
[2] WILLIAM S. POWELL Sylvie G Ying Zhang. Effects of Phorbol Myristate Acetate on the Synthesis of 5-Oxo-6,8,11,14-eicosatetraenoic Acid by Human Polymorphonuclear Leukocytes[J]. Biochemistry Biochemistry, 1994, 33 13: 3927-3933. DOI: 10.1021/bi00179a019
[3] J T O’FLAHERTY. 5-Oxo-eicosanoids and hematopoietic cytokines cooperate in stimulating neutrophil function and the mitogen-activated protein kinase pathway.[J]. The Journal of Biological Chemistry, 1996, 271 30: 17821-17828. DOI: 10.1074/jbc.271.30.17821
[4] J T O’FLAHERTY. 5-Oxo-eicosatetraenoate is a broadly active, eosinophil-selective stimulus for human granulocytes.[J]. Journal of immunology, 1996, 157 1: 336-342.
[5] TAKESHI HOSOI. Identification of a Novel Human Eicosanoid Receptor Coupled to Gi/o *[J]. The Journal of Biological Chemistry, 2002, 64 1: 31459-31465. DOI: 10.1074/jbc.m203194200
[6] CAROL E JONES. Expression and characterization of a 5-oxo-6E,8Z,11Z,14Z-eicosatetraenoic acid receptor highly expressed on human eosinophils and neutrophils.[J]. Molecular Pharmacology, 2003, 63 3: 471-477. DOI: 10.1124/mol.63.3.471
5-KETE Preparation Products And Raw materials
Raw materials
Preparation Products
5-KETE Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| Yichang Zhongyitai Trading Co., Ltd. | 0717-6449896 13886658719 | root@zhongyitai.com | China | 1978 | 58 |
| EMMX Biotechnology LLC | 888-539-0666 | info@emmx.com | United States | 8435 | 60 |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9799 | 58 |
| Shanghai Hongye Biotechnology Co. Ltd | 400-9205774 400-920-5774 | sales@glpbio.cn | China | 6705 | 58 |
| BOC Sciences | 16314854226; +8616314854226 | inquiry@bocsci.com | United States | 19852 | 58 |
| ChemeGen(Shanghai) Biotechnology Co.,Ltd. | 18818260767 | sales@chemegen.com | China | 11123 | 58 |
| Energy Chemical | 400-0056266 | marketing1@energy-chemical.com | China | 44927 | 58 |
| MedBioPharmaceutical Technology Inc | 021-69568360 18916172912 | order@med-bio.cn | China | 8137 | 58 |
| amyjet | 4006800868;027-59626688 18771149750 | sales@amyjet.com | China | 2909 | 58 |
