N-{3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-yl}-2-iodoacetamide

• ChemBase ID: 155428
• Molecular Formular: C22H14INO6
• Molecular Mass: 515.25413
• Monoisotopic Mass: 514.98658517
• SMILES: c1cc2c(cc1NC(=O)CI)C(=O)OC12c2ccc(cc2Oc2c1ccc(c2)O)O
• Canonical SMILES: ICC(=O)Nc1ccc2c(c1)C(=O)OC12c2ccc(cc2Oc2c1ccc(c2)O)O
• InChI: InChI=1S/C22H14INO6/c23-10-20(27)24-11-1-4-15-14(7-11)21(28)30-22(15)16-5-2-12(25)8-18(16)29-19-9-13(26)3-6-17(19)22/h1-9,25-26H,10H2,(H,24,27)
• InChIKey: UATCLPJEZJKNHE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-yl}-2-iodoacetamide
• IUPAC Traditional name: N-{3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-yl}-2-iodoacetamide
• Synonyms: 5-IAF; 5-(Iodoacetamido)fluorescein

Database IDs

• CAS Number: 63368-54-7
• Beilstein Number: 6543244
• PubChem SID: 162249566
• PubChem CID: 123822

CALCULATED PROPERTIES

• Acid pKa: 8.719002
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 4.0633535
• LogD (pH = 7.4): 4.0431566
• Log P: 4.063614
• Molar Refractivity: 119.1669 cm^3
• Polarizability: 44.347202 Å^3
• Polar Surface Area: 105.09 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 492 nm; λem 515 nm (Mercaptoethanol adduct); λex 493 nm; λem 522 nm (pH 9.2)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C22H14INO6

DETAILS

Sigma Aldrich - I9271

Packaging
25, 100 mg in poly bottle