CAS 71774-08-8

5(S)-HPETE

Description:

5(S)-HPETE, or 5-hydroperoxyeicosatetraenoic acid, is a lipid-derived signaling molecule that plays a significant role in various biological processes, particularly in inflammation and cell signaling. It is a hydroperoxide derivative of arachidonic acid, which is a polyunsaturated fatty acid. The compound is characterized by the presence of a hydroperoxy group (-OOH) at the fifth carbon position of the eicosatetraenoic acid chain. This structure makes it reactive and capable of participating in further biochemical transformations, including conversion to other eicosanoids such as leukotrienes and prostaglandins. 5(S)-HPETE is produced through the action of lipoxygenases on arachidonic acid and is involved in mediating inflammatory responses. Its biological activity is influenced by its stereochemistry, with the (S) configuration being crucial for its interaction with specific receptors and enzymes. Due to its role in inflammation and potential implications in various diseases, including cardiovascular and autoimmune disorders, 5(S)-HPETE is of interest in pharmacological and biomedical research.

Formula: C₂₀H₃₂O₄

InChI: InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h6-7,9-10,12-14,16,19,23H,2-5,8,11,15,17-18H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1

InChI key: InChIKey=JNUUNUQHXIOFDA-JGKLHWIESA-N

SMILES: [C@@H](/C=C/C=C\C/C=C\C/C=C\CCCCC)(CCCC(O)=O)OO

Synonyms:

• 5(S)-Hydroxyperoxy-6-trans-8,11,14-cis-eicosatetraenoic acid
• (5S,6E,8Z,11Z,14Z)-5-Hydroperoxy-6,8,11,14-eicosatetraenoic acid
• 6,8,11,14-Eicosatetraenoic acid, 5-hydroperoxy-, (5S,6E,8Z,11Z,14Z)-
• 6,8,11,14-Eicosatetraenoic acid, 5-hydroperoxy-, [S-(E,Z,Z,Z)]-
• 5(S)-Hydroperoxy-6trans,8cis,11cis,14cis-eicosatetraenoic acid

5(S)​-​HPETE

CAS: 71774-08-8

5(S)-HpETE is a PUFA made by 5-LO from arachidonic acid, metabolized into LTA4, a key leukotriene precursor.

Formula: C₂₀H₃₂O₄

Color and Shape: Solid

Molecular weight: 336.472

Ref: TM-T40826

5(S)-hydroperoxy-6(E),8(Z),11(Z),14(Z)-eicosatetraenoic acid

CAS: 71774-08-8

Formula: C20H32O4

Purity: >98%

Color and Shape: In solution, Ethanol

Molecular weight: 336.47

Ref: 48-12-2047

5-Hydroperoxy-6,8,11,14-eicosatetraenoic acid

CAS: 71774-08-8

5-Hydroperoxy-6,8,11,14-eicosatetraenoic acid is a lipid molecule that is produced from arachidonic acid. This product is an activator of protein kinase C (PKC), which has been shown to be involved in the regulation of ion channels and ligand binding. It may also be used as a research tool for cell biology and pharmacology. 5-Hydroperoxy-6,8,11,14-eicosatetraenoic acid has been shown to inhibit the synthesis of certain proteins such as phospholipase A2 and cyclooxygenase.

Formula: C₂₀H₃₂O₄

Purity: Min. 95%

Molecular weight: 336.5 g/mol

Ref: 3D-WCA77408