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12(S)-HETE

Product Name
12(S)-HETE
CAS No.
54397-83-0
Chemical Name
12(S)-HETE
Synonyms
12(S)-HETE;(s)-12-hete;12(S) HETE,12(S)HETE;12(S)-HETE MaxSpecStandard;12(S)-HETE Lipid Maps MS Standard;(S)-12-Hydroxyeicosatetraenoic acid;12-L-Hydroxy-5,8,10,14-eicosatetraenoic Acid;12(S)-hydroxy-(5Z,8Z,10E,14Z)-*eicosatetraenoic A;12(S)-HYDROXYEICOSA-5Z,8Z,10E,14Z-TETRAENOIC ACID;12(S)-HYDROXY-(5Z,8Z,10E,14Z)-EICOSATETRAENOIC ACID
CBNumber
CB0483829
Molecular Formula
C20H32O3
Formula Weight
320.47
MOL File
54397-83-0.mol
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12(S)-HETE Property

Boiling point:
487.7±45.0 °C(Predicted)
Density 
0.984±0.06 g/cm3(Predicted)
Flash point:
14 °C
storage temp. 
-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)
BRN 
2656104
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Safety

Hazard Codes 
F,Xi
Risk Statements 
11-36/37/38
Safety Statements 
7-16-26-36
RIDADR 
UN 1170 3/PG 2
WGK Germany 
1
8-10-23
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
H7768
Product name
12(S)-Hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoic acid
Purity
~100?μg/mL in ethanol, ≥95% (HPLC)
Packaging
10μg
Price
$319
Updated
2024/03/01
Cayman Chemical
Product number
34570
Product name
12(S)-HETE
Purity
≥98%
Packaging
25μg
Price
$141
Updated
2024/03/01
Cayman Chemical
Product number
10007248
Product name
12(S)-HETE MaxSpec? Standard
Purity
≥95%
Packaging
10μg
Price
$177
Updated
2024/03/01
Cayman Chemical
Product number
34570
Product name
12(S)-HETE
Purity
≥98%
Packaging
50μg
Price
$267
Updated
2024/03/01
Cayman Chemical
Product number
34570
Product name
12(S)-HETE
Purity
≥98%
Packaging
100μg
Price
$392
Updated
2024/03/01
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12(S)-HETE Chemical Properties,Usage,Production

Description

12(S)-HETE is the predominant lipoxygenase product of mammalian platelets. It enhances tumor cell adhesion to endothelial cells, fibronectin, and the subendothelial matrix at 0.1 μM.

12(S)-HETE MaxSpec® standard is a quantitative grade standard of 12(S)-HETE that has been prepared specifically for mass spectrometry or any application where quantitative reproducibility is required. The solution has been prepared gravimetrically and is supplied in a deactivated glass ampule sealed under argon. The concentration was verified by comparison to an independently prepared calibration standard. This 12(S)-HETE MaxSpec® standard is guaranteed to meet identity, purity, stability, and concentration specifications and is provided with a batch-specific certificate of analysis. Ongoing stability testing is performed to ensure the concentration remains accurate throughout the shelf life of the product. Note: The amount of solution added to the vial is in excess of the listed amount. Therefore, it is necessary to accurately measure volumes for preparation of calibration standards. Follow recommended storage and handling conditions to maintain product quality.

Uses

A fatty acid metabolite of arachidonic acid (A765000). Potential biomarker for asthma monitoring and diagnosis. Stimulates protein kinase C-mediated release of cathepsin B from malignant cells. Used in the study of mechanisms controlling cell cycle arrest and induction of apoptosis in prostate cancer cells via 12-lipoxygenase inhibition..

Uses

12(S)-HETE is the predominant lipoxygenase product of mammalian platelets. It enhances tumor cell adhesion to endothelial cells, fibronectin, and the subendothelial matrix at 0.1 μM.

Definition

ChEBI: A HETE having a (12S)-hydroxy group and (5Z)-, (8Z)-, (10E)- and (14Z)-double bonds.

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.

12(S)-HETE Preparation Products And Raw materials

Raw materials

Preparation Products

54397-83-0, 12(S)-HETERelated Search:


  • 12(S)-HYDROXY-(5Z,8Z,10E,14Z)-EICOSATETRAENOIC ACID
  • 12(S)-HETE
  • 12(S)-HYDROXYEICOSA-5Z,8Z,10E,14Z-TETRAENOIC ACID
  • 12(S)-HETE Lipid Maps MS Standard
  • [S-(E,Z,Z,Z)]-12-Hydroxy-5,8,10,14-eicosatetraenoic Acid
  • 12-L-Hydroxy-5,8,10,14-eicosatetraenoic Acid
  • 12(S)-HETE MaxSpecStandard
  • (12S,5Z,8Z,10E,14Z)-12-Hydroxyeicosatetraenoic acid
  • 12(S)-hydroxy-(5Z,8Z,10E,14Z)-*eicosatetraenoic A
  • 12(S)-HYDROXY-(5Z,8Z,10E,14Z)-*EICOSATET RAENOIC ACI
  • (s)-12-hete
  • (5Z,8Z,10E,12S,14Z)-12-Hydroxy-5,8,10,14-icosatetraenoic acid
  • (5Z,8Z,10E,12S,14Z)-12-Hydroxyicosa-5,8,10,14-tetraenoic acid
  • (S)-12-Hydroxyeicosatetraenoic acid
  • 12(S)-HETE;12(S)-HYDROXY-(5Z,8Z,10E,14Z)-EICOSATETRAENOIC ACID
  • 5,8,10,14-Eicosatetraenoic acid, 12-hydroxy-, (5Z,8Z,10E,12S,14Z)-
  • 12(S) HETE,12(S)HETE
  • 54397-83-0
  • Biochemicals and Reagents
  • Fatty Acids
  • Unsaturated fatty acids and derivatives
  • Lipids
  • Omega 6 fatty acids and derivatives
  • Polyunsaturated
  • BioChemical
  • Aliphatics
  • Fatty Acid Derivatives & Lipids
  • Glycerols
  • Metabolites & Impurities