8-(benzyloxy)-4-hydroxy-2H-chromen-2-one

• ChemBase ID: 170278
• Molecular Formular: C16H12O4
• Molecular Mass: 268.26408
• Monoisotopic Mass: 268.07355886
• SMILES: c1ccc2c(c1OCc1ccccc1)oc(=O)cc2O
• Canonical SMILES: O=c1cc(O)c2c(o1)c(ccc2)OCc1ccccc1
• InChI: InChI=1S/C16H12O4/c17-13-9-15(18)20-16-12(13)7-4-8-14(16)19-10-11-5-2-1-3-6-11/h1-9,17H,10H2
• InChIKey: CSMRRRMWQAEPGF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-(benzyloxy)-4-hydroxy-2H-chromen-2-one
• IUPAC Traditional name: 8-(benzyloxy)-4-hydroxychromen-2-one
• Synonyms: 8-(Benzyloxy)-4-hydroxy-coumarin; 4-Hydroxy-8-(phenylmethoxy)-2H-1-benzopyran-2-one; 4-Hydroxy-8-benzyloxycoumarin

Database IDs

• CAS Number: 30992-67-7
• PubChem SID: 164226188
• PubChem CID: 57377060

CALCULATED PROPERTIES

• Acid pKa: 6.118714
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.5031393
• LogD (pH = 7.4): 1.305299
• Log P: 2.5966146
• Molar Refractivity: 74.5167 cm^3
• Polarizability: 28.41908 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Light Yellow Solid

DETAILS

Toronto Research Chemicals - H829940

Intermediate in the production of anticoagulants

REFERENCES

• Pohl, L., et al.: J. Med. Chem., 18, 513 (1975)