2,5-dioxopyrrolidin-1-yl 2-(7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)acetate

• ChemBase ID: 153651
• Molecular Formular: C16H13NO7
• Molecular Mass: 331.27692
• Monoisotopic Mass: 331.06920176
• SMILES: Cc1c2ccc(cc2oc(=O)c1CC(=O)ON1C(=O)CCC1=O)O
• Canonical SMILES: O=C(Cc1c(=O)oc2c(c1C)ccc(c2)O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C16H13NO7/c1-8-10-3-2-9(18)6-12(10)23-16(22)11(8)7-15(21)24-17-13(19)4-5-14(17)20/h2-3,6,18H,4-5,7H2,1H3
• InChIKey: VODLZKHEKKGCBG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 96735-88-5
• MDL Number: MFCD00467590
• PubChem SID: 162247790; 24879550
• PubChem CID: 5413011

CALCULATED PROPERTIES

• Acid pKa: 7.765588
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.6663168
• LogD (pH = 7.4): 0.5142132
• Log P: 0.6686517
• Molar Refractivity: 78.9888 cm^3
• Polarizability: 30.686281 Å^3
• Polar Surface Area: 110.21 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: acetonitrile: soluble; chloroform: soluble; DMF: soluble
• Fluorescence: λex 322 nm; λem 452 nm in 0.1 M phosphate pH 7.0

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: ≥90.0%
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C16H13NO7