{2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)ethenyl]phenoxy}phosphonic acid

• ChemBase ID: 126673
• Molecular Formular: C18H21O8P
• Molecular Mass: 396.328301
• Monoisotopic Mass: 396.09740426
• SMILES: O=P(O)(O)Oc1c(OC)ccc(c1)/C=C/c1cc(OC)c(OC)c(OC)c1
• Canonical SMILES: COc1cc(/C=C/c2ccc(c(c2)OP(=O)(O)O)OC)cc(c1OC)OC
• InChI: InChI=1S/C18H21O8P/c1-22-14-8-7-12(9-15(14)26-27(19,20)21)5-6-13-10-16(23-2)18(25-4)17(11-13)24-3/h5-11H,1-4H3,(H2,19,20,21)
• InChIKey: WDOGQTQEKVLZIJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)ethenyl]phenoxy}phosphonic acid
• IUPAC Traditional name: 2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)ethenyl]phenoxyphosphonic acid
• Synonyms: CA4P; CA4PD; fosbretabulin; fosbretabulin disodium; Combretastatin A-4 phosphate

Database IDs

• PubChem SID: 162221003
• PubChem CID: 5351387; 5844922
• Chemspider ID: 4508406
• Wikipedia Title: Combretastatin_A-4_phosphate

CALCULATED PROPERTIES

• Acid pKa: 1.6219862
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 0.3281389
• LogD (pH = 7.4): -0.51279986
• Log P: 2.7249713
• Molar Refractivity: 100.2194 cm^3
• Polarizability: 38.5234 Å^3
• Polar Surface Area: 103.68 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true