12(S)-Hydroxy (5Z,8Z,10E,14Z)-Eicosatetraenoic Acid

• CAT Number: R051666
• CAS Number: 54397-83-0
• Molecular Formula: C20H32O3
• Molecular Weight: 320.473
• Purity: ≥95%
• Synonyms: [S-(E,Z,Z,Z)]-12-Hydroxy-5,8,10,14-eicosatetraenoic Acid; 12-HETE; 12-Hydroxy-5,8,10,14-eicosatetraenoic Acid; 12-Hydroxyeicosatetraenoic Acid; 12-L-Hydroxy-5,8,10,14-eicosatetraenoic Acid
• Storage: -20°C
• IUPAC Name: (5Z,8Z,10E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoic acid
• InChI: InChI=1S/C20H32O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17,19,21H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7-,11-8-,13-10-,17-14+/t19-/m0/s1
• InChIKey: ZNHVWPKMFKADKW-LQWMCKPYSA-N
• SMILES: CCCCCC=CCC(C=CC=CCC=CCCCC(=O)O)O

12(S)-Hydroxy (5Z,8Z,10E,14Z)-Eicosatetraenoic Acid (12(S)-HETE) is a bioactive lipid derived from arachidonic acid through the enzymatic action of 12-lipoxygenase (12-LOX). It is part of the eicosanoid family, playing a significant role in inflammatory and immune responses. 12(S)-HETE is involved in various physiological and pathological processes, including cell proliferation, apoptosis, and angiogenesis, and is linked to the progression of diseases such as cancer, cardiovascular disorders, and inflammatory conditions. This lipid mediator interacts with specific receptors on cells, influencing cellular signaling pathways and contributing to the regulation of vascular and immune functions, making it a target of interest in medical research.