1,5-bis(2H-1,3-benzodioxol-5-yl)penta-1,4-dien-3-one

• ChemBase ID: 78683
• Molecular Formular: C19H14O5
• Molecular Mass: 322.31146
• Monoisotopic Mass: 322.08412355
• SMILES: O1c2c(ccc(c2)/C=C/C(=O)/C=C/c2cc3c(cc2)OCO3)OC1
• Canonical SMILES: O=C(/C=C/c1ccc2c(c1)OCO2)/C=C/c1ccc2c(c1)OCO2
• InChI: InChI=1S/C19H14O5/c20-15(5-1-13-3-7-16-18(9-13)23-11-21-16)6-2-14-4-8-17-19(10-14)24-12-22-17/h1-10H,11-12H2
• InChIKey: UHDVKUQJNWLHLT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,5-bis(2H-1,3-benzodioxol-5-yl)penta-1,4-dien-3-one; (1E,4E)-1,5-bis(2H-1,3-benzodioxol-5-yl)penta-1,4-dien-3-one
• IUPAC Traditional name: 1,5-bis(2H-1,3-benzodioxol-5-yl)penta-1,4-dien-3-one; (1E,4E)-1,5-bis(2H-1,3-benzodioxol-5-yl)penta-1,4-dien-3-one
• Synonyms: 1,5-di(1,3-benzodioxol-5-yl)penta-1,4-dien-3-one; (1E,4E)-1,5-Bis(1,3-benzodioxol-5-yl)-1,4-pentadien-3-one; 1,5-Bis-(1,3-benzodioxol-5-yl)-3-pentadienone

Database IDs

• CAS Number: 108439-88-9
• MDL Number: MFCD00047281
• PubChem SID: 162043446
• PubChem CID: 5399013

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 4.071611
• LogD (pH = 7.4): 4.071611
• Log P: 4.071611
• Molar Refractivity: 88.561 cm^3
• Polarizability: 33.79395 Å^3
• Polar Surface Area: 53.99 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 198-200°C

REFERENCES

• Liang, G., et al.: Bioorg. Med. Chem., 17, 2623 (2009)