7-(diethylamino)-2-oxo-2H-chromene-3-carboxylic acid

• ChemBase ID: 84835
• Molecular Formular: C14H15NO4
• Molecular Mass: 261.2732
• Monoisotopic Mass: 261.10010797
• SMILES: o1c(=O)c(cc2ccc(cc12)N(CC)CC)C(=O)O
• Canonical SMILES: CCN(c1ccc2c(c1)oc(=O)c(c2)C(=O)O)CC
• InChI: InChI=1S/C14H15NO4/c1-3-15(4-2)10-6-5-9-7-11(13(16)17)14(18)19-12(9)8-10/h5-8H,3-4H2,1-2H3,(H,16,17)
• InChIKey: WHCPTFFIERCDSB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-(diethylamino)-2-oxo-2H-chromene-3-carboxylic acid
• IUPAC Traditional name: 7-(diethylamino)-2-oxochromene-3-carboxylic acid
• Synonyms: 7-(Diethylamino)coumarin-3-carboxylic acid; 7-(Diethylamino)-2-oxo-2H-chromene-3-carboxylic acid; 7-(Diethylamino)-2-oxo-2H-1-benzopyran-3-carboxylic acid; 7-(Diethylamino)coumarin-3-carboxylic acid; 7-(diethylamino)-2-oxo-2H-chromene-3-carboxylic acid

Database IDs

• CAS Number: 50995-74-9
• MDL Number: MFCD00068721
• Beilstein Number: 6145963
• PubChem SID: 24862874; 162071951
• PubChem CID: 659294

CALCULATED PROPERTIES

• Acid pKa: 3.064465
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.031518575
• LogD (pH = 7.4): -1.2375402
• Log P: 0.9503344
• Molar Refractivity: 71.5487 cm^3
• Polarizability: 26.58453 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF: soluble; DMSO: soluble
• Melting Point: 222-224 °C (dec.)(lit.); 222-224°C
• Fluorescence: λex 409 nm; λem 473 nm in 0.1 M Tris pH 9.0

Safety Information

• Storage Warning: Irritant/Light Sensitive/Moisture Sensitive/Store under Argon
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (HPCE); 95%
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C14H15NO4

DETAILS

Sigma Aldrich - 36799

Other Notes
Fluorescent label for amine modification and protein conjugation1