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128914-46-5

(±)16-HETE, also known as hydroxyeicosatetraenoic acid, is a racemic mixture of the minor CYP450 metabolite of arachidonic acid, which plays a crucial role in regulating electrolyte and fluid transport in the kidney. It is released by the kidney upon angiotensin II stimulation and exhibits stereospecific biological activity, with distinct effects of its (R) and (S) enantiomers on vasodilation and ATPase activity.
Used in Pharmaceutical Industry:
(±)16-HETE is used as a research compound for studying the role of arachidonic acid metabolites in kidney function and their potential therapeutic applications in treating kidney-related disorders. The distinct effects of its enantiomers on vasodilation and ATPase activity make it a valuable tool for understanding the underlying mechanisms of kidney function and developing targeted therapies.
Used in Biomedical Research:
(±)16-HETE is used as a bioactive molecule in biomedical research to investigate the stereospecific effects of arachidonic acid metabolites on various physiological processes, such as vasodilation and ATPase activity inhibition. This knowledge can contribute to the development of novel therapeutic strategies for managing kidney diseases and other related conditions.

128914-46-5

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128914-46-5 Usage

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-

128914-46-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 16-HETE

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

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More Details:128914-46-5 SDS

128914-46-5Downstream Products

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

LC-MS/MS analysis of epoxyalcohols and epoxides of arachidonic acid and their oxygenation by recombinant CYP4F8 and CYP4F22

Nilsson,Ivanov,Oliw

experimental part, p. 64 - 71 (2011/02/21)

CYP4F22 and CYP4F8 are expressed in epidermis, and mutations of CYP4F22 are associated with lamellar ichthyosis. Epoxyalcohols (HEETs) and epoxides (EETs) of 20:4n-6 appear to be important for the water permeability barrier of skin. Our aim was to study the MS/MS spectra and fragmentation of these compounds and to determine whether they were oxidized by CYP4F22 or CYP4F8 expressed in yeast. HEETs were prepared from 15-hydroperoxyeicosatetraenoic acid (15-HPETE), 12-HPETE, and their [2H8]labeled isotopomers, and separated by normal phase-HPLC with MS/MS analysis. CYP4F22 oxygenated 20:4n-6 at C-18, whereas metabolites of HEETs could not be identified. CYP4F8 formed ω3 hydroxy metabolites of HEETs derived from 12R-HPETE with 11,12-epoxy-10-hydroxy configuration, but not HEETs derived from 15S-HPETE. 8,9-EET and 11,12-EET were also subject to ω3 hydroxylation by CYP4F8. We conclude that CYP4F8 and CYP4F22 oxidize 20:4n-6 and that CYP4F8 selectively oxidizes 8,9-EET, 11,12-EET, and 10,11R,12R-HEET at the ω3 position.

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.

A simple method for the preparation of (5Z,8Z,11Z,14Z)-16-Hydroxyeicosa-5,8,11,14-tetraenoic acid enantiomers and the corresponding 14,15-Dehydro analogues: Role of the 16-Hydroxy group for the lipoxygenase reaction

Ivanov, Igor V.,Romanov, Stepan G.,Groza, Nataliya V.,Nigam, Santosh,Kuhn, Hartmut,Myagkova, Galina I.

, p. 2335 - 2343 (2007/10/03)

(5Z,8Z,11Z,13E)-15-Hydroxy-5,8,11,13-eicosatetraenoic acid (15-HETE) is not well oxygenated by arachidonate 15-lipoxygenases because of two structural reasons: (i) it contains a hydrophilic OH-group in close proximity to its methyl end and (ii) it lacks t

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