(+/-)12-HETE Chemical Properties

Boiling point:

487.7±45.0 °C(Predicted)

Density 

0.984±0.06 g/cm3(Predicted)

storage temp. 

Store at -20°C

solubility 

0.1 M Na2CO3: 2 mg/ml; DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS (pH 7.2): 0.8 mg/ml

form 

Liquid

pka

4.75±0.10(Predicted)

color 

Colorless to light yellow

(+/-)12-HETE Usage And Synthesis

Description

(±)12-HETE is one of the six monohydroxy fatty acids produced by the non-enzymatic oxidation of arachidonic acid. The biological activity of (±)12-HETE is similar to that of its constituent enantiomers (Item Nos. 34560 and 34570). It aggregates neutrophils with an EC₅₀ value of 40 nM.

Uses

12-HETE, a major metabolic product of arachidonic acid using 12-LOX catalysis, inhibits cell apoptosis in a dose-dependent manner. 12-HETE promotes the activation and nuclear translocation of NF-κB through the integrin-linked kinase (ILK) pathway[1].12-HETE has both anti-thrombotic and pro-thrombotic effects[2]. 12-HETE is a neuromodulator[3].

Definition

ChEBI: (5Z,8Z,10E,14Z)-12-hydroxyicosatetraenoic acid is the (5Z,8Z,10E,14Z)-stereoisomer of 12-HETE. It has a role as a mouse metabolite. It is a conjugate acid of a 12-HETE(1-).

References

[1] Qian Liu, et al. 12-HETE facilitates cell survival by activating the integrin-linked kinase/NF-κB pathway in ovarian cancer. Cancer Manag Res. 2018 Nov 16;10:5825-5838. DOI:10.2147/CMAR.S180334
[2] Benedetta Porro, et al. Analysis, physiological and clinical significance of 12-HETE: a neglected platelet-derived 12-lipoxygenase product. J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Aug 1;964:26-40. DOI:10.1016/j.jchromb.2014.03.015
[3] Aidan J Hampson, et al. 12-hydroxyeicosatetrenoate (12-HETE) attenuates AMPA receptor-mediated neurotoxicity: evidence for a G-protein-coupled HETE receptor. J Neurosci. 2002 Jan 1;22(1):257-64. DOI:10.1523/JNEUROSCI.22-01-00257.2002

(+/-)12-HETE(71030-37-0)Related Product Information

• 12-HETE 10-11 reductase
• 12(S)-HETE-D8
• (+/-)12-HETE
• (s)-12-hete
• 12(S),20-DIHETE
• 12(S)-HETE-[5,6,8,9,11,12,14,15-3H(N)]-
• 12(R)-HETE
• 12(S)-HPETE [1-14C]
• 12(S)-HPETE
• (+/-)12-HPETE