(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-phenyl(2-13C)propanoic acid

• ChemBase ID: 137749
• Molecular Formular: C24H21NO4
• Molecular Mass: 388.42049484
• Monoisotopic Mass: 388.150413
• SMILES: c1ccc(cc1)C[13C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: O=C(N[13C@H](C(=O)O)Cc1ccccc1)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C24H21NO4/c26-23(27)22(14-16-8-2-1-3-9-16)25-24(28)29-15-21-19-12-6-4-10-17(19)18-11-5-7-13-20(18)21/h1-13,21-22H,14-15H2,(H,25,28)(H,26,27)/t22-/m0/s1/i22+1
• InChIKey: SJVFAHZPLIXNDH-LFHFSERFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-phenyl(2-^1^3C)propanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-phenyl(2-^1^3C)propanoic acid
• Synonyms: N-(9-Fluorenylmethoxycarbonyl)-L-phenylalanine-2-13C; L-Phenylalanine-2-13C N-Fmoc derivative; Fmoc-Phe-OH-2-13C

Database IDs

• CAS Number: 286460-71-7
• MDL Number: MFCD00190348
• PubChem SID: 24872792; 162232010
• PubChem CID: 16213589

CALCULATED PROPERTIES

• Acid pKa: 3.8483627
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.0461423
• LogD (pH = 7.4): 1.4621404
• Log P: 4.7016435
• Molar Refractivity: 109.1961 cm^3
• Polarizability: 43.600082 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 180-187 °C(lit.)
• Optical Rotation: [α]20/D -37°, c = 1 in DMF
• Mass Shift: M+1

Safety Information

• German water hazard class: 3

Product Information

• Isotopic Purity: 99 atom % 13C
• Mol. Weight: mol wt 388.42 by atom % calculation
• Linear Formula: C6H5CH213CH(NH-Fmoc)CO2H

DETAILS

Sigma Aldrich - 492965

Packaging
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.