2,5-dioxopyrrolidin-1-yl 7-hydroxy-2-oxo-2H-chromene-3-carboxylate

• ChemBase ID: 155856
• Molecular Formular: C14H9NO7
• Molecular Mass: 303.22376
• Monoisotopic Mass: 303.03790163
• SMILES: c1cc(cc2c1cc(c(=O)o2)C(=O)ON1C(=O)CCC1=O)O
• Canonical SMILES: Oc1ccc2c(c1)oc(=O)c(c2)C(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C14H9NO7/c16-8-2-1-7-5-9(13(19)21-10(7)6-8)14(20)22-15-11(17)3-4-12(15)18/h1-2,5-6,16H,3-4H2
• InChIKey: KFEBWCYYRFZMTJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 7-hydroxy-2-oxo-2H-chromene-3-carboxylate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 7-hydroxy-2-oxochromene-3-carboxylate
• Synonyms: N-Succinimidyl 7-hydroxycoumarin-3-carboxylate; Umbelliferone-3-carboxylic acid N-succinimidyl ester; 7-Hydroxycoumarin-3-carboxylic acid N-succinimidyl ester

Database IDs

• CAS Number: 134471-24-2
• MDL Number: MFCD00037568
• Beilstein Number: 9419622
• PubChem SID: 162249994; 24879226
• PubChem CID: 5706554

CALCULATED PROPERTIES

• Acid pKa: 7.6684203
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.6670381
• LogD (pH = 7.4): 0.4842213
• Log P: 0.6699561
• Molar Refractivity: 70.1576 cm^3
• Polarizability: 27.051188 Å^3
• Polar Surface Area: 110.21 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF: soluble; DMSO: soluble
• Fluorescence: λex 386 nm; λem 448 nm in 0.1 M Tris pH 9.0

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: ≥95.0% (coupling assay to aminopropyl silica gel)
• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C14H9NO7