(2S)-2-amino-3-[(2,4,5,6,7-2H5)-1H-indol-3-yl]propanoic acid

• ChemBase ID: 139789
• Molecular Formular: C11H12N2O2
• Molecular Mass: 204.22518
• Monoisotopic Mass: 204.08987763
• SMILES: c1ccc2c(c1)c(c[nH]2)C[C@@H](C(=O)O)N
• Canonical SMILES: OC(=O)[C@H](Cc1c[nH]c2c1cccc2)N
• 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
• InChIKey: QIVBCDIJIAJPQS-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-[(2,4,5,6,7-^2H₅)-1H-indol-3-yl]propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-[(2,4,5,6,7-^2H₅)-1H-indol-3-yl]propanoic acid
• Synonyms: (S)-2-Amino-3-(3-indoyl-d5)propionic acid; L-α-Amino-(3-indole-d5)propionic acid; Deuterated Trp; Deuterated tryptophan; Trp-d5; L-Tryptophan-d5(indole-d5); (+/-)-Tryptophan-d5; (-)-1H-Indole-3-alanine-d5; L-α-Amino-3-indolepropionic Acid-d5; NSC 13119-d5; l-α-Aminoindole-3-propionic Acid-d5; L-Tryptophan-d5; L-色氨酸-d5（吲哚-d5）

Database IDs

• CAS Number: 62595-11-3
• MDL Number: MFCD00144688
• PubChem SID: 162234037; 24881953
• PubChem CID: 12209747

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: 23.11526 Å^3
• Polar Surface Area: 79.11 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 227-232°C (dec.); 280-285 °C (dec.)(lit.)
• Optical Rotation: [α]20/D -30.5°, c = 1 in H2O
• Mass Shift: M+5

Safety Information

• Storage Condition: Refrigerator
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Isotopic Purity: 97 atom % D
• Mol. Weight: mol wt 209.11 by atom % calculation
• Empirical Formula (Hill Notation): C11D5H7N2O2

DETAILS

Sigma Aldrich - 615862

Packaging
500 mg in glass bottle
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.

Toronto Research Chemicals - T947212

A labelled, essential amino acid.

REFERENCES

• Goze, C., et al.: Eur. J. Pharmacol., 643, 153 (2010)
• Bhandare, P., et al.: J. Chem. Pharm. Res., 2, 372 (2010)