71030-39-2

Basic information

• Product Name: (±)-5-HETE, (±)-(6E,8Z,11Z,14Z)-5-Hydroxyeicosatetraenoic acid solution
• Synonyms: (±)-(6E,8Z,11Z,14Z)-5-Hydroxyeicosatetraenoic acid solution;(±)-5-HETE, (±)-(6E,8Z,11Z,14Z)-5-Hydroxyeicosatetraenoic acid solution;KGIJOOYOSFUGPC-XTDASVJISA-N
• CAS NO: 71030-39-2
• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.46628
• Mol File: 71030-39-2.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 483.9°C at 760 mmHg
• Flash Point: 260.5°C
• Appearance: /
• Density: 0.985g/cm³
• Vapor Pressure: 2.15E-11mmHg at 25°C
• Refractive Index: 1.514
• Storage Temp.: ?20°C
• PKA: 4.67±0.10(Predicted)
• CAS DataBase Reference: (±)-5-HETE, (±)-(6E,8Z,11Z,14Z)-5-Hydroxyeicosatetraenoic acid solution(CAS DataBase Reference)
• NIST Chemistry Reference: (±)-5-HETE, (±)-(6E,8Z,11Z,14Z)-5-Hydroxyeicosatetraenoic acid solution(71030-39-2)
• EPA Substance Registry System: (±)-5-HETE, (±)-(6E,8Z,11Z,14Z)-5-Hydroxyeicosatetraenoic acid solution(71030-39-2)

Safety Data

• Hazard Codes: F
• Statements: 11
• Safety Statements: 7-16
• Hazardous Substances Data: 71030-39-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h12-18,21H,2-11H2,1H3,(H,22,23)

Upstream product

• 506-32-1 all cis 5,8,11,14-eicosatetraenoic acid 
• 65090-68-8 dodeca-3,6-diyn-1-ol 
• 66753-05-7 <5,6,8,9,11,12,14,15-3H8>arachidonic acid 
• 83685-97-6 (R)-5-Benzyloxy-6-oxo-hexanoic acid ethyl ester 
• 81345-05-3 (Z,Z)-1-iodo-3,6-dodecadiene 
• 86535-43-5 ((3Z,6Z)-Dodeca-3,6-dienyl)-triphenyl-phosphonium; chloride 
• 111689-72-6 (R)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentanoic acid ethyl ester 
• 85924-34-1 Methanesulfonic acid (3Z,6Z)-dodeca-3,6-dienyl ester 
• 29125-78-8 (Z,Z)-3,6-dodecadien-1-ol 
• 49664-88-2 ammonium arachidonate 
• 105198-71-8 (4Z,7Z)-1-trideca-4,7-dien-1-yne 
• 105198-72-9 (6E,11Z,14Z)-(S)-5-(tert-Butyl-dimethyl-silanyloxy)-icosa-6,11,14-trien-8-ynoic acid methyl ester 
• 105229-06-9 (6E,8Z,11Z,14Z)-(S)-5-(tert-Butyl-dimethyl-silanyloxy)-icosa-6,8,11,14-tetraenoic acid methyl ester 
• 105198-70-7 (4Z,7Z)-1-trimethyl silyl-trideca-4,7-dien-1-yne 

Downstream Products

• 126432-17-5 5-oxo-ETE 
• 82200-87-1 5(S),15(S)-dihydroxy-6E,8Z,11Z,13E-eicosatetraenoic acid 
• 1272576-36-9 (5S,15R)-5,15-dihydroxy-eicosa-6,8,11,13-tetraenoic acid 
• 1272576-39-2 (5S,11R)-5,11-dihydroxy-eicosa-6,8,12,14-tetraenoic acid 
• 70968-99-9 (=/-)-5-hydroxy-6-trans-8,11,14,-cis-eicosatetraenoic acid methyl ester 
• 78037-99-7 (5S)-(6E,8Z,11Z,14Z)-5-hydroxy-eicosa-6,8,11,14-tetraenoic acid, methyl ester 

Relevant articles and documents

Repurposing Resveratrol and Fluconazole to Modulate Human Cytochrome P450-Mediated Arachidonic Acid Metabolism

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

METHOD OF SYNTHESIZING A 5-OXO-CONJUGATED FATTY ACID

There is provided a novel chemical synthetic method for the preparation of a 5-oxo-ETE and related compounds. The method is based on a short and efficient synthesis of 5-oxo-ETE from commercially available Arachidonic acid. The method is based on the surprising discovery that a 5-oxo-conjugated fatty acid may be efficiently converted into the corresponding 5-oxo-conjugated fatty acid by reaction with the Dess-Martin reagent (1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one)in the presence of pyridine or a substituted pyridine.

Preparation of high specific activity tritium-labelled leukotriene B 4 suitable for radioligand binding assay

We describe a method of preparation of high specific activity tritium-labelled leukotriene (LT) B4 from [5,6,8,9,11,12, 14,15- 3H] arachidonic acid (AA; 6.66 TBq/mmol) utilizing a LTB 4-synthesizing enzyme system from rat basophilic leukemia (RBL-1) cells. It was shown that both cyclooxygenase inhibitor indomethacin and adenosine 5′-triphosphate induced [3H] AA transformation to [3H] LTB4. In optimized conditions up to 15% of total radioactivity of the incubation mixture was present in [3H] LTB 4. A separation of [3H] LTB4 from other labelled C20:4 products was achieved by a three-step reverse phase-high-performance liquid chromatography in methanol- and acetonitrile-based solvent systems. [3H] LTB4 was confirmed to be identical to the naturally occurring LTB4 by a radioligand binding assay using a culture of HF1 cells that express a BLT1 receptor. Copyright