(2S)-2-amino-3-(3,4-dihydroxyphenyl)-N-hydroxypropanamide

• ChemBase ID: 102415
• Molecular Formular: C9H12N2O4
• Molecular Mass: 212.20258
• Monoisotopic Mass: 212.07970687
• SMILES: N[C@@H](Cc1cc(O)c(O)cc1)C(=O)NO
• Canonical SMILES: ONC(=O)[C@H](Cc1ccc(c(c1)O)O)N
• InChI: InChI=1S/C9H12N2O4/c10-6(9(14)11-15)3-5-1-2-7(12)8(13)4-5/h1-2,4,6,12-13,15H,3,10H2,(H,11,14)/t6-/m0/s1
• InChIKey: RKSUTJIIIXNGAF-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(3,4-dihydroxyphenyl)-N-hydroxypropanamide
• IUPAC Traditional name: (2S)-2-amino-3-(3,4-dihydroxyphenyl)-N-hydroxypropanamide
• Synonyms: L-Dopa hydroxamic acid; L-β-3,4-DIHYDROXYPHENYLALANINE HYDROXAMIC ACID

Database IDs

• PubChem SID: 162105775
• PubChem CID: 60055276

CALCULATED PROPERTIES

• Acid pKa: 8.686533
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -2.4329758
• LogD (pH = 7.4): -0.8156615
• Log P: -0.613722
• Molar Refractivity: 52.6649 cm^3
• Polarizability: 20.493664 Å^3
• Polar Surface Area: 115.81 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: Room Temperature (15-30°C)