2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-4-(2-iodoacetamido)benzoic acid

• ChemBase ID: 138791
• Molecular Formular: C22H14INO6
• Molecular Mass: 515.25413
• Monoisotopic Mass: 514.98658517
• SMILES: c1cc(c(cc1NC(=O)CI)c1c2ccc(cc2oc2cc(=O)ccc12)O)C(=O)O
• Canonical SMILES: ICC(=O)Nc1ccc(c(c1)c1c2ccc(=O)cc2oc2c1ccc(c2)O)C(=O)O
• InChI: InChI=1S/C22H14INO6/c23-10-20(27)24-11-1-4-14(22(28)29)17(7-11)21-15-5-2-12(25)8-18(15)30-19-9-13(26)3-6-16(19)21/h1-9,25H,10H2,(H,24,27)(H,28,29)
• InChIKey: NQLYNFNRQHVPET-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-4-(2-iodoacetamido)benzoic acid
• IUPAC Traditional name: 2-(3-hydroxy-6-oxoxanthen-9-yl)-4-(2-iodoacetamido)benzoic acid
• Synonyms: IAF; 4(5)-(Iodoacetamido)fluorescein

Database IDs

• CAS Number: 63368-54-7
• MDL Number: MFCD00050393
• Beilstein Number: 6543244
• PubChem SID: 162233042
• PubChem CID: 9827862

CALCULATED PROPERTIES

• Acid pKa: 3.7781649
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.3565845
• LogD (pH = 7.4): -1.0860133
• Log P: 2.8468406
• Molar Refractivity: 131.3594 cm^3
• Polarizability: 44.322468 Å^3
• Polar Surface Area: 112.93 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 265-267 °C (dec.)(lit.)
• Absorption Wavelength: λmax 266 nm in DMF

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Compostion: Dye content, 90%
• Empirical Formula (Hill Notation): C22H14INO6

DETAILS

Sigma Aldrich - 444839

Packaging
25 mg in glass bottle