(2S,3R)-2-amino-3-hydroxybutanedioic acid

• ChemBase ID: 1915
• Molecular Formular: C4H7NO5
• Molecular Mass: 149.10208
• Monoisotopic Mass: 149.03242233
• SMILES: N[C@@H]([C@@H](O)C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]([C@@H](C(=O)O)N)O
• InChI: InChI=1S/C4H7NO5/c5-1(3(7)8)2(6)4(9)10/h1-2,6H,5H2,(H,7,8)(H,9,10)/t1-,2+/m0/s1
• InChIKey: YYLQUHNPNCGKJQ-NHYDCYSISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-2-amino-3-hydroxybutanedioic acid
• IUPAC Traditional name: β-hydroxyaspartic acid
• Synonyms: Beta-Hydroxyaspartic Acid; Beta-Hydroxy Aspartic Acid

Database IDs

• PubChem SID: 46508333; 160965370
• PubChem CID: 14463

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.570692
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -6.314836
• LogD (pH = 7.4): -7.612952
• Log P: -4.423453
• Molar Refractivity: 27.8709 cm^3
• Polarizability: 11.629409 Å^3
• Polar Surface Area: 120.85 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.43
• LOG S: -0.13
• Solubility (Water): 1.11e+02 g/l

DETAILS

DrugBank - DB02157

Drug information: experimental

DrugBank - DB03640

Drug information: experimental