(2S)-2-amino-5-(benzyloxy)-5-oxopentanoic acid

• ChemBase ID: 59952
• Molecular Formular: C12H15NO4
• Molecular Mass: 237.2518
• Monoisotopic Mass: 237.10010797
• SMILES: C(=O)([C@H](CCC(=O)OCc1ccccc1)N)O
• Canonical SMILES: O=C(OCc1ccccc1)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C12H15NO4/c13-10(12(15)16)6-7-11(14)17-8-9-4-2-1-3-5-9/h1-5,10H,6-8,13H2,(H,15,16)/t10-/m0/s1
• InChIKey: BGGHCRNCRWQABU-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-(benzyloxy)-5-oxopentanoic acid
• IUPAC Traditional name: (2S)-2-amino-5-(benzyloxy)-5-oxopentanoic acid
• Synonyms: (S)-2-Amino-5-(benzyloxy)-5-oxopentanoic acid; L-Glutamic acid β-benzyl ester; L-Glutamic acid 5-benzyl ester; γ-BENZYL-L-GLUTAMATE; L-Glutamic acid γ-benzyl ester; (2S)-2-Amino-5-(benzyloxy)-5-oxopentanoic acid; L-谷氨酸-5-苄酯; L-谷氨酸 γ-苄酯

Database IDs

• CAS Number: 65681-11-0; 1676-73-9
• EC Number: 216-826-1
• MDL Number: MFCD00002633
• Beilstein Number: 1885646
• PubChem SID: 162064715; 24872949; 24895347
• PubChem CID: 122337

CALCULATED PROPERTIES

• Acid pKa: 1.938334
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.3240203
• LogD (pH = 7.4): -1.3270521
• Log P: -1.3240392
• Molar Refractivity: 60.6694 cm^3
• Polarizability: 24.20611 Å^3
• Polar Surface Area: 89.62 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 181-182 °C(lit.)
• Optical Rotation: [α]20/D +19±2°, c = 1% in acetic acid

Safety Information

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

Product Information

• Purity: ≥99.0% (T); 95+%
• Linear Formula: C6H5CH2OCOCH2CH2CH(NH2)COOH

DETAILS

MP Biomedicals - 02101756

Crystalline

Sigma Aldrich - 49510

Packaging
5, 25 g in glass bottle