128914-46-5 Usage
Description
Electrolyte and fluid transport in the kidney are regulated in part by arachidonic acid and its metabolites. (±)16-HETE is the racemic version of a minor CYP450 metabolite of arachidonic acid released by the kidney upon angiotensin II stimulation. The biological activity of 16-HETE is stereospecific. 16(R)-HETE dose-dependently stimulates vasodilation of the rabbit kidney, however 16(S)-HETE does not affect perfusion pressure. At a concentration of 2 μM the (S)-enantiomer of 16-HETE inhibits proximal tubule ATPase activity by as much as 60%, whereas the (R)-isomer has negligible effects on ATPase activity.
Definition
ChEBI: A HETE that consists of arachidonic acid bearing an additional hydroxy substituent at position 16.
Check Digit Verification of cas no
The CAS Registry Mumber 128914-46-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,8,9,1 and 4 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 128914-46:
(8*1)+(7*2)+(6*8)+(5*9)+(4*1)+(3*4)+(2*4)+(1*6)=145
145 % 10 = 5
So 128914-46-5 is a valid CAS Registry Number.
InChI:InChI=1/C20H32O3/c1-2-3-16-19(21)17-14-12-10-8-6-4-5-7-9-11-13-15-18-20(22)23/h4-5,8-11,14,17,19,21H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,17-14-
128914-46-5Relevant articles and documents
Repurposing Resveratrol and Fluconazole to Modulate Human Cytochrome P450-Mediated Arachidonic Acid Metabolism
El-Sherbeni, Ahmed A.,El-Kadi, Ayman O. S.
, p. 1278 - 1288 (2016/04/26)
Cytochrome P450 (P450) enzymes metabolize arachidonic acid (AA) to several biologically active epoxyeicosatrienoic acids (EETs) and hydroxyeicosatetraenoic acids (HETEs). Repurposing clinically-approved drugs could provide safe and readily available means
Practical, asymmetric synthesis of 16-hydroxyeicosa-5(Z),8(Z),11(Z),14(Z)-tetraenoic acid (16-HETE), an endogenous inhibitor of neutrophil activity
Reddy, Y. Krishna,Reddy, L. Manmohan,Capdevila, Jorge H.,Falck
, p. 3719 - 3720 (2007/10/03)
An asymmetric synthesis of 16-HETE, an endogenous inhibitor of neutrophil activity, was achieved in six steps from R-(-)-glycidyl benzyl ether in 28% overall yield.
