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  • H7768 - 12(S)-Hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoic acid

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H7768 Sigma-Aldrich

12(S)-Hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoic acid

~100 μg/mL in ethanol, ≥95% (HPLC)

Synonym: (S)-12-HETE

  • CAS Number 54397-83-0

  • Empirical Formula (Hill Notation) C20H32O3

  • Molecular Weight 320.47

  •  Beilstein/REAXYS Number 2656104

  •  EC Number 200-578-6

  •  MDL number MFCD00036916

  •  PubChem Substance ID 24895806

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Description

Biochem/physiol Actions

12(S)-HETE is a bioactive lipid implicated in angiogenesis, growth, and metastasic action in tumor cell lines and in animal models. Arachidonate 12-lipoxygenase (12-LOX) converts arachidonic acid to 12(S)-(HETE). Alteration in 12-LOX expression or activity has been reported in various carcinomas including prostate carcinoma.

Prometastatic metabolite of arachidonic acid via the 12-lipoxygenase pathway that is expressed in many tumor cell lines. It is produced in coronary microvasculature and is a potent inducer of relaxation and hyperpolarization of these microvessels. It activates large-conductance Ca2+-activated K+ currents in coronary microvascular smooth muscle.

Packaging

Packaged under Argon.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. H7768.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
UN1170 - class 3 - PG 2 - Ethanol, solution
WGK Germany 
1
Flash Point(F) 
57.2 °F
Flash Point(C) 
14 °C

Documents

Certificate of Analysis

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Certificate of Origin

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Protocols & Articles
Peer-Reviewed Papers
15

References

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