2,5-dioxopyrrolidin-1-yl 2-(7-hydroxy-2-oxo-2H-chromen-3-yl)acetate

• ChemBase ID: 156613
• Molecular Formular: C15H11NO7
• Molecular Mass: 317.25034
• Monoisotopic Mass: 317.0535517
• SMILES: c1cc(cc2c1cc(c(=O)o2)CC(=O)ON1C(=O)CCC1=O)O
• Canonical SMILES: O=C(Cc1cc2ccc(cc2oc1=O)O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C15H11NO7/c17-10-2-1-8-5-9(15(21)22-11(8)7-10)6-14(20)23-16-12(18)3-4-13(16)19/h1-2,5,7,17H,3-4,6H2
• InChIKey: OQFZNMXNTLDKDB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 2-(7-hydroxy-2-oxo-2H-chromen-3-yl)acetate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 2-(7-hydroxy-2-oxochromen-3-yl)acetate
• Synonyms: N-Succinimidyl 7-hydroxy-4-coumarinylacetate; Umbelliferone-4-acetic acid N-succinimidyl ester; 7-Hydroxy-4-coumarinylacetic acid N-succinimidyl ester

Database IDs

• CAS Number: 185102-64-1
• MDL Number: MFCD01863079
• PubChem SID: 24879228; 162250750
• PubChem CID: 16217111

CALCULATED PROPERTIES

• Acid pKa: 7.8010273
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.36710465
• LogD (pH = 7.4): 0.22509181
• Log P: 0.36925706
• Molar Refractivity: 74.7068 cm^3
• Polarizability: 28.868345 Å^3
• Polar Surface Area: 110.21 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: acetonitrile: soluble; DMSO: soluble; methanol: soluble
• Fluorescence: λex 322 nm; λem 396 nm in methanol

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: ≥85% (HPLC)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C15H11NO7