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71030-37-0

71030-37-0 structure
71030-37-0 structure
  • Name: 12-HETE
  • Chemical Name: (5Z,8Z,10E,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoic acid
  • CAS Number: 71030-37-0
  • Molecular Formula: C20H32O3
  • Molecular Weight: 320.466
  • Catalog: Signaling Pathways Apoptosis Apoptosis
  • Create Date: 2016-05-05 12:10:30
  • Modify Date: 2025-08-27 18:26:57
  • 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].
Name (5Z,8Z,10E,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoic acid
Synonyms (±)12-HETE
5,8,10,14-Eicosatetraenoic acid, 12-hydroxy-, (5Z,8Z,10E,14Z)-
12-Hydroxyeicosatetraenoic acid
(5Z,8Z,10E,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoic acid
(5Z,8Z,10E,14Z)-12-hydroxyicosatetraenoic acid
(5Z,8Z,10E,14Z)-12-Hydroxy-5,8,10,14-icosatetraenoic acid
Description 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].
Related Catalog
In Vitro 12-HETE participates in the inhibition of cell apoptosis by activating the ILK/NF-κB pathway, implying an important underlying mechanism that promotes the survival of ovarian cancer cells. 12-HETE facilitates cell survival by activating the integrin-linked kinase/NF-κB pathway in ovarian cancer. 12-HETE protects against cell apoptosis in ovarian cancer cells in a concentration-dependent manner. 12-HETE (1 µM) significantly decreases the activation of caspase-3 induced by serum deprivation (SD).12-HETE represses the increased activity of caspase-3 induced by SD in a concentration-dependent manner, with an IC50 value of 1.13 µM[1]. 12-HETE (1 µM) facilitates the activation and nuclear translocation of NF-κB via ILK in ovarian cancer cells[1]. 12-HETE inhibits insulin secretion, reduces metabolic activity and induces cell death in human islets. 12-HETE increases bovine platelet aggregation induced by thrombin and inhibits prostaglandin E1-induced elevation of intracellular cAMP levels. 12-HETE inhibits washed platelet (WP) aggregation[2]. The neuronal effects of 12-HETE include attenuation of calcium influx and glutamate release as well as inhibition of AMPA receptor (AMPA-R) activation[3]. Cell Viability Assay[1] Cell Line: Ovarian cancer OVCAR-3 and SKOV3 cells Concentration: 0, 0.2, 0.5, and 1 µM Incubation Time: 0, 24, 48, 72, and 96 hours Result: Inhibited the decrease in cell viability induced by SD in a dose-dependent manner. 1 µM 12-HETE treatment significantly mitigated the decrease in cell viability under conditions of SD. Western Blot Analysis[1] Cell Line: Ovarian cancer OVCAR-3 and SKOV3 cells Concentration: 1 µM Incubation Time: Result: Led to increased levels of NF-κB p65 phosphorylation. Caused a significant increase in the protein levels of nuclear NF-κB p65, which was accompanied by decreased levels of NF-κB p65 in the cytoplasm.
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.

[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.

[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.
Density 1.0±0.1 g/cm3
Boiling Point 487.7±45.0 °C at 760 mmHg
Molecular Formula C20H32O3
Molecular Weight 320.466
Flash Point 262.8±25.2 °C
Exact Mass 320.235138
PSA 17.07000
LogP 5.45
Vapour Pressure 0.0±2.8 mmHg at 25°C
Index of Refraction 1.514

CHEMICAL IDENTIFICATION

RTECS NUMBER :
JX3871000
CHEMICAL NAME :
5,8,10,14-Eicosatetraenoic acid, 12-hydroxy-, (E,Z,Z,Z)-
CAS REGISTRY NUMBER :
71030-37-0
LAST UPDATED :
199712
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C20-H32-O3
MOLECULAR WEIGHT :
320.52

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Human Cells - not otherwise specified
DOSE/DURATION :
20 umol/L
REFERENCE :
CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 45,561,1985
HS Code 2918199090
HS Code 2918199090
Summary 2918199090 other carboxylic acids with alcohol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%
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