(2S)-2-amino-N-(4-methyl-2-oxo-2H-chromen-7-yl)propanamide; trifluoroacetic acid

• ChemBase ID: 132400
• Molecular Formular: C15H15F3N2O5
• Molecular Mass: 360.2852096
• Monoisotopic Mass: 360.09330625
• SMILES: Cc1cc(=O)oc2c1ccc(c2)NC(=O)[C@H](C)N.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.O=C([C@@H](N)C)Nc1ccc2c(c1)oc(=O)cc2C
• InChI: InChI=1S/C13H14N2O3.C2HF3O2/c1-7-5-12(16)18-11-6-9(3-4-10(7)11)15-13(17)8(2)14;3-2(4,5)1(6)7/h3-6,8H,14H2,1-2H3,(H,15,17);(H,6,7)/t8-;/m0./s1
• InChIKey: YYGKKBUKGNFDJW-QRPNPIFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-N-(4-methyl-2-oxo-2H-chromen-7-yl)propanamide; trifluoroacetic acid
• IUPAC Traditional name: (2S)-2-amino-N-(4-methyl-2-oxochromen-7-yl)propanamide; trifluoroacetic acid
• Synonyms: L-Alanine 4-methyl-7-coumarinylamide trifluoroacetate salt; L-Alanine 7-amido-4-methylcoumarin trifluoroacetate salt; L-Alanine-4-methyl-7-coumarinylamide trifluoroacetate salt

Database IDs

• CAS Number: 96594-10-4
• MDL Number: MFCD00037394
• PubChem SID: 24890844; 162226677
• PubChem CID: 2733806

CALCULATED PROPERTIES

• Acid pKa: 13.057738
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.5886494
• LogD (pH = 7.4): 0.08003867
• Log P: 0.965099
• Molar Refractivity: 68.5472 cm^3
• Polarizability: 25.794388 Å^3
• Polar Surface Area: 81.42 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: ethanol: soluble50 mg/mL, clear, colorless
• Optical Rotation: [α]20/D +6±1°, c = 1% in methanol
• Fluorescence: λex 325 nm; λem 389 nm in ethanol

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: ≥99.0% (TLC)
• Grade: for fluorescence
• Quality Level: PREMIUM
• Empirical Formula (Hill Notation): C13H14N2O3 · C2HF3O2

DETAILS

Sigma Aldrich - A4302

Frequently Asked Questions
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Sigma Aldrich - 05198

Other Notes
Fluorogenic peptidase substrate1