(2S)-2-amino-3-{[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]carbamoyl}propanoic acid

• ChemBase ID: 131694
• Molecular Formular: C14H18N2O5
• Molecular Mass: 294.30312
• Monoisotopic Mass: 294.12157169
• SMILES: COC(=O)[C@H](Cc1ccccc1)NC(=O)C[C@@H](C(=O)O)N
• Canonical SMILES: COC(=O)[C@H](Cc1ccccc1)NC(=O)C[C@@H](C(=O)O)N
• InChI: InChI=1S/C14H18N2O5/c1-21-14(20)11(7-9-5-3-2-4-6-9)16-12(17)8-10(15)13(18)19/h2-6,10-11H,7-8,15H2,1H3,(H,16,17)(H,18,19)/t10-,11-/m0/s1
• InChIKey: SHHIPKDJQYIJJF-QWRGUYRKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-{[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]carbamoyl}propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-{[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]carbamoyl}propanoic acid
• Synonyms: β-Asp-Phe methyl ester; N-β-L-Aspartyl-L-phenylalanine methyl ester; N-β-L-天冬氨酰-L-苯丙氨酸甲酯; β-天冬氨酰-苯丙氨酸甲基酯

Database IDs

• CAS Number: 22839-61-8
• EC Number: 245-262-9
• MDL Number: MFCD00078838
• PubChem SID: 162225971; 24890498; 24866393
• PubChem CID: 89862

CALCULATED PROPERTIES

• Acid pKa: 1.9198438
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.2156997
• LogD (pH = 7.4): -2.2514522
• Log P: -2.2155774
• Molar Refractivity: 73.2182 cm^3
• Polarizability: 29.14675 Å^3
• Polar Surface Area: 118.72 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 201-204 °C (dec.)(lit.)
• Optical Rotation: [α]20/D +6°, c = 1 in H2O

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: 96%
• Impurities: <4% water
• Linear Formula: HO2CCH(NH2)CH2CONHCH(CH2C6H5)CO2CH3

DETAILS

Sigma Aldrich - 421677

Packaging
5 g in glass bottle