2-hydroxy-4-(prop-2-en-1-yl)benzaldehyde

• ChemBase ID: 159555
• Molecular Formular: C10H10O2
• Molecular Mass: 162.1852
• Monoisotopic Mass: 162.06807956
• SMILES: c1cc(cc(c1C=O)O)CC=C
• Canonical SMILES: C=CCc1ccc(c(c1)O)C=O
• InChI: InChI=1S/C10H10O2/c1-2-3-8-4-5-9(7-11)10(12)6-8/h2,4-7,12H,1,3H2
• InChIKey: BPTHHQRFXFVCMG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-4-(prop-2-en-1-yl)benzaldehyde
• IUPAC Traditional name: 2-hydroxy-4-(prop-2-en-1-yl)benzaldehyde
• Synonyms: 3-Allyl-2-Hydroxybenzaldehyde; 2-Hydroxy-3-(2-propen-1-yl)benzaldehyde; 3-Allyl Salicylaldehyde

Database IDs

• CAS Number: 24019-66-7
• PubChem SID: 162253690
• PubChem CID: 244670

CALCULATED PROPERTIES

• Acid pKa: 8.3186
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.1300993
• LogD (pH = 7.4): 3.0816767
• Log P: 3.1307535
• Molar Refractivity: 48.9102 cm^3
• Polarizability: 18.106892 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Light Yellow Liquid

DETAILS

Toronto Research Chemicals - A575000

A synthetic intermediate for the sythesis of 3-aminoflavones. Flavonoids have been studied for their antiproliferative activity and in vitro cytotoxicity.

REFERENCES

• Bauvois, B., et al.: J. Med. Chem., 46, 3900 (2003)
• Putt, K., et al.: Nat. Chem. Biol., 2, 543 (2003)