7-(2-iodoacetamido)-2-oxo-2H-chromene-4-carboxylic acid

• ChemBase ID: 171658
• Molecular Formular: C12H8INO5
• Molecular Mass: 373.10009
• Monoisotopic Mass: 372.94472036
• SMILES: c12c(c(cc(=O)o1)C(=O)O)ccc(c2)NC(=O)CI
• Canonical SMILES: ICC(=O)Nc1ccc2c(c1)oc(=O)cc2C(=O)O
• InChI: InChI=1S/C12H8INO5/c13-5-10(15)14-6-1-2-7-8(12(17)18)4-11(16)19-9(7)3-6/h1-4H,5H2,(H,14,15)(H,17,18)
• InChIKey: OCVOJISWTFRDSP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-(2-iodoacetamido)-2-oxo-2H-chromene-4-carboxylic acid
• IUPAC Traditional name: 7-(2-iodoacetamido)-2-oxochromene-4-carboxylic acid
• Synonyms: 7-[(Iodoacetyl)amino]-2-oxo-2H-1-benzopyran-4-carboxylic Acid; I-Cca; 7-Iodoacetamidocoumarin-4-carboxylic Acid

Database IDs

• CAS Number: 284679-24-9
• PubChem SID: 164227568
• PubChem CID: 4091940

CALCULATED PROPERTIES

• Acid pKa: 2.2616096
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.6014888
• LogD (pH = 7.4): -2.0611954
• Log P: 1.457718
• Molar Refractivity: 75.4946 cm^3
• Polarizability: 28.262957 Å^3
• Polar Surface Area: 92.7 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Light Yellow Powder

DETAILS

Toronto Research Chemicals - I675250

A water-soluble thio-reactive fluorescent probe.

REFERENCES

• Sinev, M., et al.: Bioconjugate Chem., 11, 352 (2000)