Basic information Safety Supplier Related

5,6-DEHYDROARACHIDONIC ACID

Basic information Safety Supplier Related

5,6-DEHYDROARACHIDONIC ACID Basic information

Product Name:
5,6-DEHYDROARACHIDONIC ACID
Synonyms:
  • 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)-
CAS:
58688-54-3
MF:
C20H30O2
MW:
302.45
Mol File:
58688-54-3.mol
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5,6-DEHYDROARACHIDONIC ACID Chemical Properties

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 Information

Hazard Codes 
F
Risk Statements 
11-16
Safety Statements 
16-7
RIDADR 
UN 1170 3/PG 2
WGK Germany 
1

MSDS

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5,6-DEHYDROARACHIDONIC ACID Usage And Synthesis

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.

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