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12(S)-Hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoic acid_Molecular_structure_CAS_54397-83-0)
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12(S)-Hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoic acid

Catalog No. H7768 Name Sigma Aldrich
CAS Number 54397-83-0 Website http://www.sigmaaldrich.com
M. F. C20H32O3 Telephone 1-800-521-8956
M. W. 320.46628 Fax
Purity ≥95% (HPLC) Email
Storage Chembase ID: 155431

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 Flammable (F)
European Hazard Symbols Irritant Irritant (Xi)
MSDS Link Download
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.

REFERENCES