3-{[(1S)-1-phenylethyl]carbamoyl}propanoic acid

• ChemBase ID: 150839
• Molecular Formular: C12H15NO3
• Molecular Mass: 221.2524
• Monoisotopic Mass: 221.10519335
• SMILES: C[C@@H](c1ccccc1)NC(=O)CCC(=O)O
• Canonical SMILES: C[C@@H](c1ccccc1)NC(=O)CCC(=O)O
• InChI: InChI=1S/C12H15NO3/c1-9(10-5-3-2-4-6-10)13-11(14)7-8-12(15)16/h2-6,9H,7-8H2,1H3,(H,13,14)(H,15,16)/t9-/m0/s1
• InChIKey: WUEKFTPKHWMMIP-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(1S)-1-phenylethyl]carbamoyl}propanoic acid
• IUPAC Traditional name: 3-{[(1S)-1-phenylethyl]carbamoyl}propanoic acid
• Synonyms: (S)-(-)-N-(α-Methylbenzyl)succinamidic acid; (S)-(-)-N-(1-Phenylethyl)succinamic acid; (S)-(-)-N-(α-甲基苄基)琥珀酰胺酸; (S)-(-)-N-(1-苯乙基)琥珀酰胺酸

Database IDs

• CAS Number: 21752-34-1
• EC Number: 244-569-5
• MDL Number: MFCD00077433
• Beilstein Number: 3205511
• PubChem SID: 162244999; 24869856
• PubChem CID: 89036

CALCULATED PROPERTIES

• Acid pKa: 4.463608
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.08609161
• LogD (pH = 7.4): -1.6788746
• Log P: 1.1592987
• Molar Refractivity: 59.2873 cm^3
• Polarizability: 23.107845 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 100-104 °C(lit.)
• Optical Rotation: [α]24/D -111°, c = 2 in ethanol

Safety Information

• 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: 98%
• Linear Formula: C6H5CH(CH3)NHCOCH2CH2CO2H

DETAILS

Sigma Aldrich - 461431

Packaging
5 g in glass bottle