| Identification | Back Directory | [Name]
5,6-DEHYDROARACHIDONIC ACID | [CAS]
58688-54-3 | [Synonyms]
5,6-dehydro aa
GIOQWSLKUVKKAO-QNEBEIHSSA-N
5,6-DEHYDROARACHIDONIC ACID
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 | [Molecular Formula]
C20H30O2 | [MDL Number]
MFCD00065715 | [MOL File]
58688-54-3.mol | [Molecular Weight]
302.45 |
| Chemical Properties | Back Directory | [Fp ]
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 | [InChI]
1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12- | [InChIKey]
GIOQWSLKUVKKAO-QNEBEIHSSA-N | [SMILES]
CCCCC\C=C/C\C=C/C\C=C/CC#CCCCC(O)=O |
| Hazard Information | Back Directory | [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 AAthe 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. |
|
| Company Name: |
BOC Sciences
|
| Tel: |
1-631-485-4226; 16314854226 |
| Website: |
https://www.bocsci.com |
| Company Name: |
Alfa Chemistry
|
| Tel: |
1-516-6625404 |
| Website: |
https://www.alfa-chemistry.com |
|