CAS 79551-86-3

20-Hydroxy arachidonic acid

Description:

20-Hydroxy arachidonic acid (20-HETE) is a biologically active metabolite of arachidonic acid, primarily involved in various physiological processes, including vascular function and inflammation. It is characterized by its hydroxyl group at the 20th carbon position of the arachidonic acid chain, which is a polyunsaturated fatty acid. This modification alters its reactivity and biological activity compared to its parent compound. 20-HETE is known to act as a signaling molecule, influencing processes such as vasoconstriction, cell proliferation, and apoptosis. It is synthesized through the action of cytochrome P450 enzymes, particularly CYP4A and CYP4F, and is found in various tissues, including the kidneys and the brain. The substance has garnered interest in research due to its role in cardiovascular health and potential implications in diseases such as hypertension and cancer. Its CAS number, 79551-86-3, is used for identification in chemical databases and regulatory contexts. Overall, 20-HETE is a significant compound in the study of lipid mediators and their effects on human health.

Formula: C₂₀H₃₂O₃

InChI: InChI=1S/C20H32O3/c21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(22)23/h1,3-4,6-7,9-10,12,21H,2,5,8,11,13-19H2,(H,22,23)/b3-1-,6-4-,9-7-,12-10-

InChI key: InChIKey=NNDIXBJHNLFJJP-DTLRTWKJSA-N

SMILES: C(=C\C/C=C\C/C=C\CCCCCO)\C/C=C\CCCC(O)=O

Synonyms:

• (5Z,8Z,11Z,14Z)-20-Hydroxy-5,8,11,14-eicosatetraenoic acid
• (5Z,8Z,11Z,14Z)-20-hydroxyicosa-5,8,11,14-tetraenoic acid
• 20-Hete
• 20-Hydroxy-5,8,11,14-eicosatetraenoic acid
• 20-Hydroxyarachidonic acid
• 20-Hydroxyeicosa-5Z,8Z,11Z,14Z-tetraenoic acid
• 20-Hydroxyeicosatetraenoic acid
• 5,8,11,14-Eicosatetraenoic acid, 20-hydroxy-, (5Z,8Z,11Z,14Z)-
• 5,8,11,14-Eicosatetraenoic acid, 20-hydroxy-, (all-Z)-
• ω-Hydroxyarachidonic acid

20-hydroxy-5(Z),8(Z),11(Z),14(Z)-eicosatetraenoic acid

CAS: 79551-86-3

Formula: C20H32O3

Purity: >98%

Color and Shape: In solution, Ethanol

Molecular weight: 320.47

Ref: 48-14-3040

20-HETE

CAS: 79551-86-3

20-HETE

Molecular weight: 320.47g/mol

Ref: 54-BI4552

20-Hydroxy-(5Z,8Z,11Z,14Z)-Eicosatetraenoic Acid (20-HETE)

CAS: 79551-86-3

Formula: C₂₀H₃₂O₃

Molecular weight: 320.47

Ref: 4Z-P-191056

20-HETE (>80%)

Controlled Product

CAS: 79551-86-3

Applications 20-HETE is a cytochrome P450 (CYP450) metabolite that may play an autacoid role in cerebral and renal vasculature.
References McGiff, J.C., et al.: Am J Physiol, 277, R607-R623 (1999);

Formula: C₂₀H₃₂O₃

Purity: >80%

Color and Shape: Neat

Molecular weight: 320.466

Ref: TR-H290035

20-HETE - 0.01%, in ethanol

CAS: 79551-86-3

20-HETE is a 20-carbon unsaturated fatty acid that is found in the body. It is an arachidonic acid metabolite and has been shown to have vasoconstricting and hypertensive properties. 20-HETE binds to the α1 subunit of the polymerase chain, which inhibits transcription and DNA replication in neuronal cells. Inhibition of this enzyme may be responsible for some of the neuroprotective effects of 20-HETE. This compound also has tubulointerstitial injury and cytochrome P450 inhibition properties, as well as an inhibitory effect on blood platelets. The inhibition of platelet aggregation by 20-HETE may play a role in cerebral vascular diseases such as stroke.

Formula: C₂₀H₃₂O₃

Purity: Min. 95%

Color and Shape: Clear Liquid

Molecular weight: 320.47 g/mol

Ref: 3D-FH74911

20-HETE

CAS: 79551-86-3

20-HETE is a CYP450 product, vasoconstrictor, modulates K+ channels, affects NADPH, ROS, NF-κB, NO synthase, and cell apoptosis/proliferation.

Formula: C₂₀H₃₂O₃

Purity: 99.79%

Color and Shape: Solid

Molecular weight: 320.47

Ref: TM-T14021