(2S,3S)-2-amino-3-(2H-1,3-benzodioxol-5-yl)-3-hydroxy(2,3-13C2)propanoic acid; acetic acid

• ChemBase ID: 173659
• Molecular Formular: C12H15NO7
• Molecular Mass: 288.22871857
• Monoisotopic Mass: 288.08859639
• SMILES: c12c(ccc(c1)[13C@@H]([13C@@H]([15NH2])C(=O)O)O)OCO2.OC(=O)C
• Canonical SMILES: OC(=O)[13C@@H]([13C@H](c1ccc2c(c1)OCO2)O)[15NH2].CC(=O)O
• InChI: InChI=1S/C10H11NO5.C2H4O2/c11-8(10(13)14)9(12)5-1-2-6-7(3-5)16-4-15-6;1-2(3)4/h1-3,8-9,12H,4,11H2,(H,13,14);1H3,(H,3,4)/t8-,9+;/m1./s1/i8+1,9+1,11+1
• InChIKey: MLMBILXCWROGFT-YVOIDUNUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2-amino-3-(2H-1,3-benzodioxol-5-yl)-3-hydroxy(2,3-^1^3C₂)propanoic acid; acetic acid
• IUPAC Traditional name: (2S,3S)-2-amino-3-(2H-1,3-benzodioxol-5-yl)-3-hydroxy(2,3-^1^3C₂)propanoic acid; acetic acid
• Synonyms: (R,S)-rel-α-Amino-β-hydroxy-1,3-benzodioxole-5-propanoic Acid-13C2,15N Acetate Salt; DL-threo-β-(3,4-Methylenedioxyphenyl)serine-13C2,15N Acetate Salt

Database IDs

• PubChem SID: 164229569
• PubChem CID: 71750323

CALCULATED PROPERTIES

• Acid pKa: 1.383694
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -2.4807048
• LogD (pH = 7.4): -2.4939106
• Log P: -2.4806468
• Molar Refractivity: 52.0907 cm^3
• Polarizability: 21.084055 Å^3
• Polar Surface Area: 102.01 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - M304027

Intermediate in the preparation of labelled DL-threo-Droxidopa, an antiparkinsonian.