ChemicalBook > CAS DataBase List > (5Z,8Z,11Z,14Z,16R)-16-hydroxyicosa-5,8,11,14-tetraenoic acid

(5Z,8Z,11Z,14Z,16R)-16-hydroxyicosa-5,8,11,14-tetraenoic acid

Product Name
(5Z,8Z,11Z,14Z,16R)-16-hydroxyicosa-5,8,11,14-tetraenoic acid
CAS No.
183509-22-0
Chemical Name
(5Z,8Z,11Z,14Z,16R)-16-hydroxyicosa-5,8,11,14-tetraenoic acid
Synonyms
16(R)-HETE;JEKNPVYFNMZRJG-STHMYGMFSA-N;16(R)-hydroxy-5(Z),8(Z),11(Z),14(Z)-ETA;16(R)-hydroxy-5(Z),8(Z),11(Z),14(Z)-eicosatetraenoic acid;(5Z,8Z,11Z,14Z,16R)-16-hydroxyicosa-5,8,11,14-tetraenoic acid;5,8,11,14-Eicosatetraenoic acid, 16-hydroxy-, (5Z,8Z,11Z,14Z,16R)-
CBNumber
CB61235342
Molecular Formula
C20H32O3
Formula Weight
320.47
MOL File
183509-22-0.mol
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(5Z,8Z,11Z,14Z,16R)-16-hydroxyicosa-5,8,11,14-tetraenoic acid Property

Boiling point:
477.3±45.0 °C(Predicted)
Density 
0.984±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
0.1 M Na2CO3: 2 mg/ml; DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS (pH 7.2): 0.8 mg/ml
pka
4.75±0.10(Predicted)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
10004385
Product name
16(R)-HETE
Purity
≥98%
Packaging
25μg
Price
$146
Updated
2024/03/01
Cayman Chemical
Product number
10004385
Product name
16(R)-HETE
Purity
≥98%
Packaging
50μg
Price
$278
Updated
2024/03/01
Cayman Chemical
Product number
10004385
Product name
16(R)-HETE
Purity
≥98%
Packaging
100μg
Price
$525
Updated
2024/03/01
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(5Z,8Z,11Z,14Z,16R)-16-hydroxyicosa-5,8,11,14-tetraenoic acid Chemical Properties,Usage,Production

Description

Electrolyte and fluid transport in the kidney are regulated in part by arachidonic acid and its metabolites. 16-HETE is a minor CYP450 metabolite of arachidonic acid released by the kidney upon angiotensin II stimulation that demonstrates stereospecific biological activity. Electrolyte and fluid transport in the kidney are regulated in part by arachidonic acid and its metabolites. 16-HETE is a minor CYP450 metabolite of arachidonic acid released by the kidney upon angiotensin II stimulation that demonstrates stereospecific biological activity. 16(R)-HETE inhibits proximal tubule ATPase activity by as much as 60% at a concentration of 2 μM.

Uses

16(R)-HETE, a metabolite of the cytochrome P450 branch of the arachidonate cascade, is a vasodilator[1].

Definition

ChEBI: 16(R)-HETE is a 16-HETE in which the chiral centre at position 16 has R-configuration. It has a role as a mouse metabolite. It is a conjugate acid of a 16(R)-HETE(1-). It is an enantiomer of a 16(S)-HETE.

References

[1] Reddy YK, et al. Practical, asymmetric synthesis of 16-hydroxyeicosa-5(Z),8(Z), 11(Z),14(Z)-tetraenoic acid (16-HETE), an endogenous inhibitor of neutrophil activity. Bioorg Med Chem Lett. 2003 Nov 3;13(21):3719-20. DOI:10.1016/j.bmcl.2003.08.005

(5Z,8Z,11Z,14Z,16R)-16-hydroxyicosa-5,8,11,14-tetraenoic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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(5Z,8Z,11Z,14Z,16R)-16-hydroxyicosa-5,8,11,14-tetraenoic acid Suppliers

BOC Sciences
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183509-22-0, (5Z,8Z,11Z,14Z,16R)-16-hydroxyicosa-5,8,11,14-tetraenoic acidRelated Search:


  • (5Z,8Z,11Z,14Z,16R)-16-hydroxyicosa-5,8,11,14-tetraenoic acid
  • 16(R)-HETE
  • JEKNPVYFNMZRJG-STHMYGMFSA-N
  • 16(R)-hydroxy-5(Z),8(Z),11(Z),14(Z)-eicosatetraenoic acid
  • 5,8,11,14-Eicosatetraenoic acid, 16-hydroxy-, (5Z,8Z,11Z,14Z,16R)-
  • 16(R)-hydroxy-5(Z),8(Z),11(Z),14(Z)-ETA
  • 183509-22-0