(2S)-2-{[(benzyloxy)carbonyl]amino}-4-(methylsulfanyl)butanoic acid

• ChemBase ID: 102119
• Molecular Formular: C13H17NO4S
• Molecular Mass: 283.34338
• Monoisotopic Mass: 283.08782903
• SMILES: CSCC[C@H](NC(=O)OCc1ccccc1)C(=O)O
• Canonical SMILES: CSCC[C@@H](C(=O)O)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C13H17NO4S/c1-19-8-7-11(12(15)16)14-13(17)18-9-10-5-3-2-4-6-10/h2-6,11H,7-9H2,1H3,(H,14,17)(H,15,16)/t11-/m0/s1
• InChIKey: FPKHNNQXKZMOJJ-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(benzyloxy)carbonyl]amino}-4-(methylsulfanyl)butanoic acid
• IUPAC Traditional name: (2S)-2-{[(benzyloxy)carbonyl]amino}-4-(methylsulfanyl)butanoic acid
• Synonyms: Z-L-Methionine; N-Cbz-L-methionine; N-Benzyloxycarbonyl-L-methionine; N-Carbobenzyloxy-L-methionine; Z-Met-OH; N-CBZ-L-METHIONINE; (S)-2-(((benzyloxy)carbonyl)amino)-4-(methylthio)butanoic acid; Z-L-Methionine; Z-Met-OH; N-苄氧羰基-L-甲硫氨酸; Z-L-蛋氨酸; N-苄氧羰基-L-蛋氨酸; Z-L-蛋氨酸

Database IDs

• CAS Number: 1152-62-1
• EC Number: 214-570-5
• MDL Number: MFCD00065124
• Beilstein Number: 2058696
• PubChem SID: 24869527; 162088101
• PubChem CID: 1550857

CALCULATED PROPERTIES

• Acid pKa: 3.8503869
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.5817805
• LogD (pH = 7.4): -1.0031883
• Log P: 2.235328
• Molar Refractivity: 73.266 cm^3
• Polarizability: 28.727186 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 66-70 °C(lit.); 67-69 °C; 67-71°C
• Optical Rotation: [α]20/D -26±1°, c = 1% in methanol; [α]25/D -18.5°, c = 2.4 in 95% ethanol; -26 (c=1 in methanol)

Safety Information

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

Product Information

• Purity: ≥99.0% (T); 97%; 98+%
• Grade: puriss.
• Linear Formula: CH3SCH2CH2CH(NHCOOCH2C6H5)COOH

DETAILS

MP Biomedicals - 02100225

Crystalline

Sigma Aldrich - 459240

Packaging
5, 25 g in glass bottle