(2R,3R,4R)-2,3,4-trihydroxy-4-(hydroxycarbamoyl)butanoate

• ChemBase ID: 3386
• Molecular Formular: C5H8NO7-
• Molecular Mass: 194.11952
• Monoisotopic Mass: 194.0300766
• SMILES: ONC(=O)[C@H](O)[C@@H](O)[C@@H](O)C(=O)[O-]
• Canonical SMILES: ONC(=O)[C@@H]([C@H]([C@H](C(=O)[O-])O)O)O
• InChI: InChI=1S/C5H9NO7/c7-1(3(9)5(11)12)2(8)4(10)6-13/h1-3,7-9,13H,(H,6,10)(H,11,12)/p-1/t1-,2-,3-/m1/s1
• InChIKey: DMGBHBFPSRKPBV-ADNNCPOWSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R)-2,3,4-trihydroxy-4-(hydroxycarbamoyl)butanoate
• IUPAC Traditional name: xylarohydroxamate
• Synonyms: Xylarohydroxamate

Database IDs

• PubChem SID: 160966827; 46508938
• PubChem CID: 46936773

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.167564
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -5.577307
• LogD (pH = 7.4): -6.7469845
• Log P: -3.2692592
• Molar Refractivity: 46.5998 cm^3
• Polarizability: 14.5874405 Å^3
• Polar Surface Area: 150.15 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.28
• LOG S: -0.23
• Solubility (Water): 1.25e+02 g/l

DETAILS

DrugBank - DB03734

Drug information: experimental