| Identification | Back Directory | [Name]
(+/-)12-HETE | [CAS]
71030-37-0 | [Synonyms]
(R)-12-HETE
(+/-)12-HETE
(+/-)12-HETE
ZNHVWPKMFKADKW-VXBMJZGYSA-N
12-hydroxyeicosatetraenoicacid
(5Z,8Z,10E,14Z)-12-hydroxyicosatetraenoic acid
10,14-eicosatetraenoicacid,12-hydroxy-,(e,z,z,z)-8
(+/-)12-HYDROXYEICOSA-5Z,8Z,10E,14Z-TETRAENOIC ACID
(+/-)12-HYDROXY-5Z,8Z,10E,14Z-EICOSATETRAENOIC ACID
5,8,10,14-Eicosatetraenoic acid, 12-hydroxy-, (E,Z,Z,Z)-
(5E,8Z,10Z,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoic acid
(5Z,8Z,10E,14Z)-12-Hydroxy-5,8,10,14-icosatetraenoic acid
(5Z,8Z,10E,14Z)-12-Hydroxyicosa-5,8,10,14-tetraenoic acid
5,8,10,14-Eicosatetraenoic acid, 12-hydroxy-, (5Z,8Z,10E,14Z)- | [Molecular Formula]
C20H32O3 | [MDL Number]
MFCD00065826 | [MOL File]
71030-37-0.mol | [Molecular Weight]
320.47 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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-). | [storage]
Store at -20°C | [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 |
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