(2S)-2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-3-phenylpropanoic acid

• ChemBase ID: 131637
• Molecular Formular: C17H13NO4
• Molecular Mass: 295.28942
• Monoisotopic Mass: 295.0844579
• SMILES: c1ccc(cc1)C[C@@H](C(=O)O)N1C(=O)c2ccccc2C1=O
• Canonical SMILES: OC(=O)[C@@H](N1C(=O)c2c(C1=O)cccc2)Cc1ccccc1
• InChI: InChI=1S/C17H13NO4/c19-15-12-8-4-5-9-13(12)16(20)18(15)14(17(21)22)10-11-6-2-1-3-7-11/h1-9,14H,10H2,(H,21,22)/t14-/m0/s1
• InChIKey: VAYRSTHMTWUHGE-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-3-phenylpropanoic acid
• IUPAC Traditional name: (2S)-2-(1,3-dioxoisoindol-2-yl)-3-phenylpropanoic acid
• Synonyms: N-Phthaloyl-L-phenylalanine; (2S)-2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-3-phenylpropanoic acid; N-邻苯二甲酰-L-苯丙氨酸

Database IDs

• CAS Number: 5123-55-7
• MDL Number: MFCD00069738
• Beilstein Number: 90080
• PubChem SID: 24887510; 162225914
• PubChem CID: 334207

CALCULATED PROPERTIES

• Acid pKa: 3.3770394
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.5106596
• LogD (pH = 7.4): -0.7884325
• Log P: 2.620173
• Molar Refractivity: 79.409 cm^3
• Polarizability: 29.786175 Å^3
• Polar Surface Area: 74.68 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 179 - 181°C; 181-185 °C
• Hydrophobicity(logP): 2.608

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (TLC); 95%
• Empirical Formula (Hill Notation): C17H13NO4

DETAILS

Sigma Aldrich - 79950

Packaging
5 g in glass bottle