(2S)-2-amino-3-[4-(benzyloxy)phenyl]propanoic acid

• ChemBase ID: 108239
• Molecular Formular: C16H17NO3
• Molecular Mass: 271.31108
• Monoisotopic Mass: 271.12084341
• SMILES: N[C@@H](Cc1ccc(OCc2ccccc2)cc1)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)Cc1ccc(cc1)OCc1ccccc1
• InChI: InChI=1S/C16H17NO3/c17-15(16(18)19)10-12-6-8-14(9-7-12)20-11-13-4-2-1-3-5-13/h1-9,15H,10-11,17H2,(H,18,19)/t15-/m0/s1
• InChIKey: KAFHLONDOVSENM-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-[4-(benzyloxy)phenyl]propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-[4-(benzyloxy)phenyl]propanoic acid
• Synonyms: 4-Benzyloxy-L-phenylalanine; O-Benzyl-L-tyrosine; H-Tyr(Bzl)-OH; O-BENZYL-L-TYROSINE; 4-苄氧基-L-苯丙氨酸; O-苄基-L-酪氨酸

Database IDs

• CAS Number: 16652-64-5
• EC Number: 240-699-1
• MDL Number: MFCD00002605
• Beilstein Number: 2659642
• PubChem SID: 162095472; 24848452
• PubChem CID: 725701

CALCULATED PROPERTIES

• Acid pKa: 1.9508076
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.38191238
• LogD (pH = 7.4): 0.3785746
• Log P: 0.3818868
• Molar Refractivity: 76.1921 cm^3
• Polarizability: 29.993883 Å^3
• Polar Surface Area: 72.55 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 259 °C (dec.)(lit.)
• Optical Rotation: [α]20/D -8.9°, c = 1 in acetic acid: water (4:1); [α]20/D -9.5±1°, c = 1% in acetic acid: water (4:1)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... PPARG(5468)

Product Information

• Purity: ≥99.0% (NT); 97%
• Linear Formula: C6H5CH2OC6H4CH2CH(NH2)CO2H

DETAILS

MP Biomedicals - 05206647

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 855839

Packaging
5 g in glass bottle

Sigma Aldrich - 14010

Packaging
5 g in glass bottle