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183509-22-0

183509-22-0 Structure

183509-22-0 Structure
IdentificationBack Directory
[Name]

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

183509-22-0
[Synonyms]

16(R)-HETE
JEKNPVYFNMZRJG-STHMYGMFSA-N
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
[Molecular Formula]

C20H32O3
[MDL Number]

MFCD11113130
[MOL File]

183509-22-0.mol
[Molecular Weight]

320.47
Chemical PropertiesBack Directory
[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)
Hazard InformationBack Directory
[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
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