1-[2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 172926
• Molecular Formular: C17H17NO6
• Molecular Mass: 331.31998
• Monoisotopic Mass: 331.10558727
• SMILES: c1c(cc2c(c1)c(cc(=O)o2)CC(=O)N1CCCC1C(=O)O)OC
• Canonical SMILES: COc1ccc2c(c1)oc(=O)cc2CC(=O)N1CCCC1C(=O)O
• InChI: InChI=1S/C17H17NO6/c1-23-11-4-5-12-10(8-16(20)24-14(12)9-11)7-15(19)18-6-2-3-13(18)17(21)22/h4-5,8-9,13H,2-3,6-7H2,1H3,(H,21,22)
• InChIKey: SEFOAEFTUYEMLH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: 1-[2-(7-methoxy-2-oxochromen-4-yl)acetyl]pyrrolidine-2-carboxylic acid
• Synonyms: 1-[(7-Methoxy-2-oxo-2H-1-benzopyran-4-yl)acetyl]-L-proline; MOCAc-Pro; 7-Methoxycoumarin-4-acetyl-L-proline

Database IDs

• CAS Number: 359436-90-1
• PubChem SID: 164228836
• PubChem CID: 3527121

CALCULATED PROPERTIES

• Acid pKa: 3.291441
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -1.4054227
• LogD (pH = 7.4): -2.642344
• Log P: 0.78555644
• Molar Refractivity: 83.5467 cm^3
• Polarizability: 32.197544 Å^3
• Polar Surface Area: 93.14 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Very Pale Blue Solid
• Melting Point: 95-97°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M262350

A quenched fluorescent substrate with a methoxycoumarin group instead of tryptophan for the assay of crude enzymes.

REFERENCES

• Knight, C.G., et al.: FEBS, 296 (3)
• 263-266 (1992)