ethyl 2,2-bis(2-hydroxy-4-oxo-4H-chromen-3-yl)acetate

• ChemBase ID: 6395
• Molecular Formular: C22H16O8
• Molecular Mass: 408.35764
• Monoisotopic Mass: 408.08451747
• SMILES: o1c(O)c(C(c2c(=O)c3c(oc2O)cccc3)C(=O)OCC)c(=O)c2c1cccc2
• Canonical SMILES: CCOC(=O)C(c1c(O)oc2c(c1=O)cccc2)c1c(O)oc2c(c1=O)cccc2
• InChI: InChI=1S/C22H16O8/c1-2-28-20(25)15(16-18(23)11-7-3-5-9-13(11)29-21(16)26)17-19(24)12-8-4-6-10-14(12)30-22(17)27/h3-10,15,26-27H,2H2,1H3
• InChIKey: SEGSDVUVOWIWFX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2,2-bis(2-hydroxy-4-oxo-4H-chromen-3-yl)acetate
• IUPAC Traditional name: ethyl 2,2-bis(2-hydroxy-4-oxochromen-3-yl)acetate
• Synonyms: Tromexan; Pelentan; Ethyl biscoumacetate

Database IDs

• CAS Number: 548-00-5
• PubChem SID: 160969702
• PubChem CID: 54685524

CALCULATED PROPERTIES

JChem

• Acid pKa: 6.7310805
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 3.1941555
• LogD (pH = 7.4): 2.2480903
• Log P: 3.2191772
• Molar Refractivity: 123.2018 cm^3
• Polarizability: 39.938553 Å^3
• Polar Surface Area: 119.36 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.18
• LOG S: -3.68
• Solubility (Water): 8.61e-02 g/l

DETAILS

DrugBank - DB08794

• Description: Ethyl biscoumacetate is a courmarin that is used as an anticoagulant. It has actions similar to those of Warfarin. (From Martindale, The Extra Pharmacopoeia, 30th ed, p226)
• External Links: Wikipedia