2-oxo-2H-chromen-7-yl icosa-5,8,11,14-tetraenoate

• ChemBase ID: 155728
• Molecular Formular: C29H36O4
• Molecular Mass: 448.59374
• Monoisotopic Mass: 448.26135963
• SMILES: CCCCC/C=C/C/C=C/C/C=C/C/C=C/CCCC(=O)Oc1ccc2ccc(=O)oc2c1
• Canonical SMILES: CCCCC/C=C/C/C=C/C/C=C/C/C=C/CCCC(=O)Oc1ccc2c(c1)oc(=O)cc2
• InChI: InChI=1S/C29H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-28(30)32-26-22-20-25-21-23-29(31)33-27(25)24-26/h6-7,9-10,12-13,15-16,20-24H,2-5,8,11,14,17-19H2,1H3
• InChIKey: SFTGFGOBCQCZDY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-oxo-2H-chromen-7-yl icosa-5,8,11,14-tetraenoate
• IUPAC Traditional name: 2-oxochromen-7-yl icosa-5,8,11,14-tetraenoate
• Synonyms: 5Z,8Z,11Z,14Z-Eicosatetraenoic acid 2-oxo-2H-1-benzopyran-7-yl ester; 7-Hydroxycoumarinyl Arachidonate; Umbelliferyl Arachidonate

Database IDs

• EC Number: 200-578-6
• MDL Number: MFCD00797670
• PubChem SID: 162249866
• PubChem CID: 21946477

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 8.201138
• LogD (pH = 7.4): 8.201138
• Log P: 8.201138
• Molar Refractivity: 139.9913 cm^3
• Polarizability: 52.33207 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: ethanol solution
• Flash Point: 14 °C; 57.2 °F

Safety Information

• European Hazard Symbols: Flammable (F)
• UN Number: 1170
• German water hazard class: 2
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11
• Safety Statements: 7-16
• GHS Pictograms: GHS02
• GHS Signal Word: Danger
• GHS Hazard statements: H225
• GHS Precautionary statements: P210
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1170 3/PG 2
• Storage Temperature: -20°C

Product Information

• Shipped in: wet ice
• Empirical Formula (Hill Notation): C29H36O4

DETAILS

Sigma Aldrich - U0383

Biochem/physiol Actions
Substrate for phospholipase A2. Hydrolysis of the umbelliferyl arachidonate by phospholipase results in the release of the fluorescent compound, 7-hydroxycoumarin, which can be monitored spectrophotometrically (excitation at 335 nm, emission at 450 nm).