2-amino-3-(1H-indol-3-yl)(2,3-13C2)propanoic acid

• ChemBase ID: 179361
• Molecular Formular: C11H12N2O2
• Molecular Mass: 207.20389857
• Monoisotopic Mass: 207.0936222
• SMILES: c1ccc2c(c1)c(c[nH]2)[13CH2][13CH](C(=O)O)[15NH2]
• Canonical SMILES: OC(=O)[13CH]([13CH2]c1c[nH]c2c1cccc2)[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)/i5+1,9+1,12+1
• InChIKey: QIVBCDIJIAJPQS-NCZFIEHRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(1H-indol-3-yl)(2,3-^1^3C₂)propanoic acid
• IUPAC Traditional name: 2-amino-3-(1H-indol-3-yl)(2,3-^1^3C₂)propanoic acid
• Synonyms: DL-α-Amino-3-indolepropionic Acid; (RS)-Tryptophan-13C2,15N; (+/-)-Tryptophan-13C2,15N; 1H-Indole-3-alanine-13C2,15N; DL-Tryptophane-13C2,15N; NSC 13118-13C2,15N; D,L-Tryptophan-13C2,15N

Database IDs

• PubChem SID: 164235271
• PubChem CID: 46783211

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

• Solubility: Dilute Aqueous Sodium Hydroxide; DMSO; Water
• Apperance: Light Brown Solid
• Melting Point: 248-252°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - T894802

A labelled metabolite of indole acetic acid in roots and root nodules of Phaseolus mungo.

REFERENCES

• Lowry, O., et al.: J. Biol. Chem., 193, 265 (1951)
• Dullaart, J., et al.: J. Exp. Bot., 21, 975 (1951)
• Verma, D., et al.: Physiol. Plant, 85, 253 (1951)