D2154

5,6-Dehydroarachidonic acid

≥98%, ethanol solution

• Synonym(s): 5,6-dehydro AA, cis-8,11,14-Eicosatrien-5-ynoic acid
• Empirical Formula (Hill Notation): C₂₀H₃₀O₂
• CAS Number: 58688-54-3
• Molecular Weight: 302.45
• EC Number: 200-578-6
• MDL number: MFCD00065715
• UNSPSC Code: 12352211
• PubChem Substance ID: 24893642
• NACRES: NA.77

Properties

• Quality Level: 200
• assay: ≥98%
• form: ethanol solution
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: CCCCC\C=C/C\C=C/C\C=C/CC#CCCCC(O)=O
• 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-
• InChI key: GIOQWSLKUVKKAO-QNEBEIHSSA-N

Description

General description

An analog of arachidonic acid in which the 5,6 double bond has been replaced with an acetylene group.

Biochem/physiol Actions

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

Safety Information

• pictograms: GHS02,GHS07
• signalword: Danger
• hcodes: H225,H319
• pcodes: P210 - P233 - P240 - P241 - P242 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 2
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 2
• flash_point_f: 62.6 °F - closed cup
• flash_point_c: 17 °C - closed cup