1,1,1-trifluorohenicosa-6,9,12,15-tetraen-2-one

• ChemBase ID: 105357
• Molecular Formular: C21H31F3O
• Molecular Mass: 356.4654496
• Monoisotopic Mass: 356.23270027
• SMILES: CCCCC/C=C/C/C=C/C/C=C/C/C=C/CCCC(=O)C(F)(F)F
• Canonical SMILES: CCCCC/C=C/C/C=C/C/C=C/C/C=C/CCCC(=O)C(F)(F)F
• InChI: InChI=1S/C21H31F3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(25)21(22,23)24/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3
• InChIKey: PLWROONZUDKYKG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,1,1-trifluorohenicosa-6,9,12,15-tetraen-2-one
• IUPAC Traditional name: 1,1,1-trifluorohenicosa-6,9,12,15-tetraen-2-one
• Synonyms: AACOCF₃; ARACHIDONIC ACID TRIFLUOROMETHYLKETONE; 1,1,1-Trifluoromethyl-6,9,12,15-heieicosatetraen-2-one; AACOCF3; Arach-CF3; Arachidonyl trifluoromethyl ketone

Database IDs

• CAS Number: 149301-79-1
• MDL Number: MFCD00236427
• PubChem SID: 24890647; 162092602
• PubChem CID: 5353415

CALCULATED PROPERTIES

• Acid pKa: 14.056171
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 8.049125
• LogD (pH = 7.4): 8.049125
• Log P: 8.049125
• Molar Refractivity: 104.5153 cm^3
• Polarizability: 37.598885 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >5 mg/mL
• Apperance: yellow oil

Safety Information

• Storage Condition: -20°C, Desiccate; desiccated; protect from light
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... PLA2G1B(5319)

Product Information

• Purity: ≥97% (NMR); 98%
• Empirical Formula (Hill Notation): C21H31F3O

DETAILS

MP Biomedicals - 02159884

Purity: 98%
Arachidonic acid analog which selectively inhibits human cytosolic phospholipase A₂ .

Sigma Aldrich - A231

Biochem/physiol Actions
Inhibits anandamide hydrolysis in vitro; inhibits phospholipase A2.
Caution
Hygroscopic, photosensitive, air sensitive

REFERENCES

• Street, J.P., et al., Biochemistry , 32 : 5935, (1993)
• Bartoli, F., et al., J. Biol. Chem. , 269 : 15625, (1994).