(2S)-3-[(2,3,3a,4,5,6,7,7a-13C8,1-15N)-1H-indol-3-yl]-2-amino(1,2,3-13C3)propanoic acid

• ChemBase ID: 158777
• Molecular Formular: C11H12N2O2
• Molecular Mass: 217.13120101
• Monoisotopic Mass: 217.12085064
• SMILES: [13cH]1[13cH][13cH][13c]2[13c]([13cH]1)[13c]([13cH][15nH]2)[13CH2][13C@@H]([13C](=O)O)[15NH2]
• Canonical SMILES: O[13C](=O)[13C@H]([13CH2][13c]1[13cH][15nH][13c]2[13c]1[13cH][13cH][13cH][13cH]2)[15NH2]
• InChI: InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1/i1+1,2+1,3+1,4+1,5+1,6+1,7+1,8+1,9+1,10+1,11+1,12+1,13+1
• InChIKey: QIVBCDIJIAJPQS-ODOYFPBQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-[(2,3,3a,4,5,6,7,7a-^1^3C₈,1-^1^5N)-1H-indol-3-yl]-2-amino(1,2,3-^1^3C₃)propanoic acid
• IUPAC Traditional name: (2S)-3-[(2,3,3a,4,5,6,7,7a-^1^3C₈,1-^1^5N)-1H-indol-3-yl]-2-amino(1,2,3-^1^3C₃)propanoic acid
• Synonyms: L-Tryptophan-ul-13C,15N; L-Tryptophan-13C11,15N2

Database IDs

• MDL Number: MFCD00209800
• PubChem SID: 24880745; 162252913
• PubChem CID: 16217284

CALCULATED PROPERTIES

• Acid pKa: 2.5439286
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.0856168
• LogD (pH = 7.4): -1.0892947
• Log P: -1.085457
• Molar Refractivity: 56.2028 cm^3
• Polarizability: 23.092001 Å^3
• Polar Surface Area: 79.11 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 280-285 °C (dec.)(lit.)
• Optical Rotation: [α]20/D -30.5°, c = 1 in H2O
• Mass Shift: M+13

Safety Information

• German water hazard class: 3

Product Information

• Purity: 95% (CP)
• Isotopic Purity: 95 atom % 15N; 97 atom % 13C
• Mol. Weight: mol wt 216.71 by atom % calculation
• Empirical Formula (Hill Notation): 13C11H1215N2O2

DETAILS

Sigma Aldrich - 574597

Packaging
100 mg in glass bottle