ChemicalBook > CAS DataBase List > 5,6-DEHYDROARACHIDONIC ACID

5,6-DEHYDROARACHIDONIC ACID

Product Name
5,6-DEHYDROARACHIDONIC ACID
CAS No.
58688-54-3
Chemical Name
5,6-DEHYDROARACHIDONIC ACID
Synonyms
5,6-dehydro aa;5,6-DEHYDROARACHIDONIC ACID;GIOQWSLKUVKKAO-QNEBEIHSSA-N;eicosa-8,11,14-trien-5-ynoic acid;8Z,11Z,14Z-EICOSATRIEN-5-YNOIC ACID;CIS-8,11,14-EICOSATRIEN-5-YNOIC ACID;8,11,14-Eicosatrien-5-ynoic acid, (8Z,11Z,14Z)-;5,6-dehydro AA, cis-8,11,14-Eicosatrien-5-ynoic acid;5,6 dehydro Arachidonic Acid,5,6dehydro Arachidonic Acid
CBNumber
CB7674299
Molecular Formula
C20H30O2
Formula Weight
302.45
MOL File
58688-54-3.mol
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5,6-DEHYDROARACHIDONIC ACID Property

Flash point:
17 °C
storage temp. 
−20°C
solubility 
0.15 M Tris-HCl pH 8.5: >1 mg/ml (from Oleic Acid); DMF: >100 mg/ml (from Oleic Acid); DMSO: >100 mg/ml (from Oleic Acid); Ethanol: >100 mg/ml (from Oleic Acid); PBS pH 7.2: <100 μg/ml (from Oleic Acid)
form 
ethanol solution
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Safety

Hazard Codes 
F
Risk Statements 
11-16
Safety Statements 
16-7
RIDADR 
UN 1170 3/PG 2
WGK Germany 
1
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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
D2154
Product name
5,6-Dehydroarachidonic acid
Purity
≥98%, ethanol solution
Packaging
100μg
Price
$644
Updated
2024/03/01
Sigma-Aldrich
Product number
D2154
Product name
5,6-Dehydroarachidonic acid
Purity
≥98%, ethanol solution
Packaging
25μg
Price
$249
Updated
2023/01/07
Cayman Chemical
Product number
90020
Product name
5,6-dehydro Arachidonic Acid
Purity
≥98%
Packaging
25μg
Price
$98
Updated
2024/03/01
Cayman Chemical
Product number
90020
Product name
5,6-dehydro Arachidonic Acid
Purity
≥98%
Packaging
50μg
Price
$186
Updated
2024/03/01
Cayman Chemical
Product number
90020
Product name
5,6-dehydro Arachidonic Acid
Purity
≥98%
Packaging
100μg
Price
$351
Updated
2024/03/01
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5,6-DEHYDROARACHIDONIC ACID Chemical Properties,Usage,Production

Uses

5,6-Dehydroarachidonic acid is a 5-lipoxygenase (Lipoxygenase) inhibitor that inhibits the biosynthesis of leukotrienes. However, 5,6-Dehydroarachidonic acid had no effect on vascular cell proliferation[1][2][3].

Definition

ChEBI: 5,6-dehydro Arachidonic Acid is a long-chain fatty acid.

Biological Activity

Inhibits 5-lipoxygenase of guinea pig leukocytes with an IC50 of 10 μM. In extracts of r at basophilic leukemia cells preincubated with 5,6-dehydro AA, the Ki for the conversion of arachidonic acid to 5-HPETE is 15 μM.

References

[1] Sok DE, et al. Inhibition of leukotriene biosynthesis by acetylenic analogs. Biochem Biophys Res Commun. 1982 Jul 16;107(1):101-8. DOI:10.1016/0006-291x(82)91675-8
[2] Dethlefsen SM, et al. Arachidonic acid metabolites in bFGF-, PDGF-, and serum-stimulated vascular cell growth. Exp Cell Res. 1994 Jun;212(2):262-73. DOI:10.1006/excr.1994.1142
[3] Corey E J, et al. Synthesis of three potential inhibitors of the biosynthesis of leukotrienes A–E[J]. Tetrahedron Letters, 1980, 21(44): 4243-4246.

5,6-DEHYDROARACHIDONIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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5,6-DEHYDROARACHIDONIC ACID Suppliers

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58688-54-3, 5,6-DEHYDROARACHIDONIC ACIDRelated Search:


  • 5,6-dehydro aa
  • eicosa-8,11,14-trien-5-ynoic acid
  • 5,6-dehydro AA, cis-8,11,14-Eicosatrien-5-ynoic acid
  • CIS-8,11,14-EICOSATRIEN-5-YNOIC ACID
  • GIOQWSLKUVKKAO-QNEBEIHSSA-N
  • 8Z,11Z,14Z-EICOSATRIEN-5-YNOIC ACID
  • 5,6-DEHYDROARACHIDONIC ACID
  • 8,11,14-Eicosatrien-5-ynoic acid, (8Z,11Z,14Z)-
  • 5,6 dehydro Arachidonic Acid,5,6dehydro Arachidonic Acid
  • 58688-54-3
  • Enzymes, Inhibitors, and Substrates
  • Enzyme Inhibitors
  • Enzyme Inhibitors by Enzyme
  • BioChemical
  • Biochemicals and Reagents
  • Lipoxygenase (5-)
  • L to O