2,5-dioxopyrrolidin-1-yl 2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetate

• ChemBase ID: 156314
• Molecular Formular: C16H13NO7
• Molecular Mass: 331.27692
• Monoisotopic Mass: 331.06920176
• SMILES: COc1ccc2c(cc(=O)oc2c1)CC(=O)ON1C(=O)CCC1=O
• Canonical SMILES: COc1ccc2c(c1)oc(=O)cc2CC(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C16H13NO7/c1-22-10-2-3-11-9(6-15(20)23-12(11)8-10)7-16(21)24-17-13(18)4-5-14(17)19/h2-3,6,8H,4-5,7H2,1H3
• InChIKey: XYBYCKCNAJSBQE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 2-(7-methoxy-2-oxochromen-4-yl)acetate
• Synonyms: 7-Methoxy-4-coumarinacetic acid N-succinimidyl ester; N-Succinimidyl 7-methoxy-4-coumarinylacetate; 7-Methoxy-4-coumarinylacetic acid N-succinimidyl ester; 1-[[(7-methoxy-2-oxo-2H-1-benzopyran-4-yl)acetyl]oxy]-2,5-Pyrrolidinedione; 7-Methoxycoumarin-4-acetic Acid N-Succinimidyl Ester

Database IDs

• CAS Number: 359436-89-8
• MDL Number: MFCD01863413
• PubChem SID: 24889319; 162250452
• PubChem CID: 1268292

CALCULATED PROPERTIES

• Acid pKa: 17.708063
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 0.41899523
• LogD (pH = 7.4): 0.41899523
• Log P: 0.41899523
• Molar Refractivity: 79.114 cm^3
• Polarizability: 30.7529 Å^3
• Polar Surface Area: 99.21 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; DMSO
• Apperance: White Solid
• Melting Point: 205-211°C (dec.)
• Fluorescence: λex 324 nm; λem 394 nm in 0.1 M phosphate pH 7.0

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Moisture Sensitive
• 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% (coupling rate)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C16H13NO7

DETAILS

Sigma Aldrich - 92206

Other Notes
Fluorescent marker for peptides1