6-(bromomethylidene)-3-(naphthalen-1-yl)oxan-2-one

• ChemBase ID: 105371
• Molecular Formular: C16H13BrO2
• Molecular Mass: 317.17722
• Monoisotopic Mass: 316.00989166
• SMILES: Br/C=C\1/CCC(C(=O)O1)c1cccc2c1cccc2
• Canonical SMILES: Br/C=C\1/CCC(C(=O)O1)c1cccc2c1cccc2
• InChI: InChI=1S/C16H13BrO2/c17-10-12-8-9-15(16(18)19-12)14-7-3-5-11-4-1-2-6-13(11)14/h1-7,10,15H,8-9H2
• InChIKey: BYUCSFWXCMTYOI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(bromomethylidene)-3-(naphthalen-1-yl)oxan-2-one
• IUPAC Traditional name: 6-(bromomethylidene)-3-(naphthalen-1-yl)oxan-2-one
• Synonyms: HELSS; E-6-(Bromomethylene)tetrahydro-3-(1-naphthalenyl)-2H-pyran-2-one; HALOENOL LACTONE SUICIDE SUBSTRATE

Database IDs

• CAS Number: 88070-98-8
• PubChem SID: 162092493
• PubChem CID: 5353451

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.9624982
• LogD (pH = 7.4): 3.9624982
• Log P: 3.9624982
• Molar Refractivity: 78.4111 cm^3
• Polarizability: 31.255398 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 02159932

Purity: 98%
Irreversibly and potently inhibits calcium-independent phospholipase A₂ (70% at 100 nm) 100 fold greater than calcium-dependent PLA₂ .

REFERENCES

• Hazen, S.L., et al., J. Biol. Chem. , 266 : 7227, (1991).
• Lehman, J.J., et al., J. Biol. Chem. , 268 : 20713, (1993).