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5-KETE

Product Name
5-KETE
CAS No.
106154-18-1
Chemical Name
5-KETE
Synonyms
5-KETE;5-OXOETE;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
Formula Weight
318.45
MOL File
106154-18-1.mol
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5-KETE Property

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
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N-Bromosuccinimide Price

Cayman Chemical
Product number
34250
Product name
5-OxoETE
Purity
≥95%
Packaging
25μg
Price
$77
Updated
2024/03/01
Cayman Chemical
Product number
10007244
Product name
5-OxoETE MaxSpec? Standard
Purity
≥95%
Packaging
10μg
Price
$107
Updated
2023/01/06
Cayman Chemical
Product number
34250
Product name
5-OxoETE
Purity
≥95%
Packaging
50μg
Price
$144
Updated
2024/03/01
Cayman Chemical
Product number
34250
Product name
5-OxoETE
Purity
≥95%
Packaging
100μg
Price
$273
Updated
2024/03/01
Cayman Chemical
Product number
34250
Product name
5-OxoETE
Purity
≥95%
Packaging
250μg
Price
$602
Updated
2024/03/01
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5-KETE Chemical Properties,Usage,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-coupled receptor.

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

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5-KETE Suppliers

3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15838
Advantage
69
Yichang Zhongyitai Trading Co., Ltd.
Tel
0717-6449896 13886658719
Fax
0717-6558598
Email
root@zhongyitai.com
Country
China
ProdList
1978
Advantage
58
EMMX Biotechnology LLC
Tel
888-539-0666
Fax
888-539-0666
Email
info@emmx.com
Country
United States
ProdList
8447
Advantage
60
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9803
Advantage
58
Shanghai Hongye Biotechnology Co. Ltd
Tel
400-9205774
Email
sales@glpbio.cn
Country
China
ProdList
6777
Advantage
58
ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
Country
China
ProdList
11218
Advantage
58
Energy Chemical
Tel
021-58432009 400-005-6266
Fax
021-58436166
Email
marketing1@energy-chemical.com
Country
China
ProdList
44894
Advantage
58
MedBioPharmaceutical Technology Inc
Tel
021-69568360 18916172912
Email
order@med-bio.cn
Country
China
ProdList
8140
Advantage
58
amyjetsci
Tel
027-59626688 18771149750
Email
sales@amyjet.com
Country
China
ProdList
2917
Advantage
58
TargetMol Chemicals Inc.
Tel
4008200310
Email
marketing@tsbiochem.com
Country
China
ProdList
24961
Advantage
58

106154-18-1, 5-KETERelated Search:


  • 5-OXO-6E,8Z,11Z,14Z-EICOSATETRAENOIC ACID
  • 5-OXOETE
  • 5-KETE
  • 5-KETOEICOSA-6E,8Z,11,Z14Z-TETRAENOIC ACID
  • 5-Oxo-(6E,8Z,11Z,14Z)-6,8,11,14-eicosatetraenoicacid
  • 5-OxoETE Lipid Maps MS Standard
  • MEASLHGILYBXFO-XTDASVJISA-N
  • 5-OxoETE MaxSpec Standard
  • 6,8,11,14-Eicosatetraenoic acid, 5-oxo-, (6E,8Z,11Z,14Z)-
  • 5OxoETE,5 OxoETE
  • 106154-18-1