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

• Catalog No.: H7768
• CAS Number: 54397-83-0
• M. F.: C20H32O3
• M. W.: 320.46628
• Purity: ≥95% (HPLC)

SYNONYMS

• IUPAC name: (12S)-12-hydroxyicosa-5,8,10,14-tetraenoic acid
• IUPAC Traditional name: (12S)-12-hydroxyicosa-5,8,10,14-tetraenoic acid
• Synonyms: (S)-12-HETE

DATABASE IDS

• PubChem SID: 24895806
• Beilstein Number: 2656104
• CAS Number: 54397-83-0
• MDL Number: MFCD00036916

PROPERTIES

• Concentration: ~100 μg/mL in ethanol
• Empirical Formula (Hill Notation): C20H32O3
• Purity: ≥95% (HPLC)
• Shipped in: dry ice
• Flash Point: 14 °C
• Flash Point: 57 °F
• European Hazard Symbols: Flammable (F)
• European Hazard Symbols: Irritant (Xi)
• RID/ADR: UN 1170 3/PG 2
• Risk Statements: 11-36/37/38
• Safety Statements: 7-16-26-36
• Storage Temperature: -20°C
• Hazard Class: 3
• UN Number: 1170
• Packing Group: 2
• German water hazard class: 1

DETAILS

Description (English)

Biochem/physiol Actions
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.
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.
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.

Description (简体中文)

Biochem/physiol Actions
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.
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.
包装
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.