(2R)-2-(phenylformamido)pentanedioic acid

• ChemBase ID: 85777
• Molecular Formular: C12H13NO5
• Molecular Mass: 251.23532
• Monoisotopic Mass: 251.07937252
• SMILES: N(C(=O)c1ccccc1)[C@H](CCC(=O)O)C(=O)O
• Canonical SMILES: O=C(c1ccccc1)N[C@@H](C(=O)O)CCC(=O)O
• InChI: InChI=1S/C12H13NO5/c14-10(15)7-6-9(12(17)18)13-11(16)8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,13,16)(H,14,15)(H,17,18)/t9-/m1/s1
• InChIKey: LPJXPACOXRZCCP-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(phenylformamido)pentanedioic acid
• IUPAC Traditional name: (2R)-2-(phenylformamido)pentanedioic acid
• Synonyms: (+)-N-Benzoylglutamic acid; (2R)-2-(phenylformamido)pentanedioic acid; N-Benzoyl-L-glutamic acid; (+)-N-苯甲酰谷氨酸

Database IDs

• CAS Number: 6094-36-6; 58094-18-1
• MDL Number: MFCD00014028; MFCD00137636
• PubChem SID: 162072893; 24869999
• PubChem CID: 11207465

CALCULATED PROPERTIES

• Acid pKa: 3.333965
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.8000095
• LogD (pH = 7.4): -5.797441
• Log P: 0.741159
• Molar Refractivity: 61.402 cm^3
• Polarizability: 23.525063 Å^3
• Polar Surface Area: 103.7 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 130 - 135°C; 130-135 °C(lit.)
• Optical Rotation: [α]22/D +12°, c = 5 in H2O
• Hydrophobicity(logP): 0.295

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 97%
• Linear Formula: HO2CCH2CH2CH(NHCOC6H5)CO2H

DETAILS

Sigma Aldrich - 462756

Packaging
1 g in glass bottle