{[(2R,3S)-2,3-dihydroxy-4-oxopentyl]oxy}phosphonic acid

• ChemBase ID: 2228
• Molecular Formular: C5H11O7P
• Molecular Mass: 214.110401
• Monoisotopic Mass: 214.02423932
• SMILES: CC(=O)[C@@H](O)[C@H](O)COP(=O)(O)O
• Canonical SMILES: O[C@@H]([C@@H](C(=O)C)O)COP(=O)(O)O
• InChI: InChI=1S/C5H11O7P/c1-3(6)5(8)4(7)2-12-13(9,10)11/h4-5,7-8H,2H2,1H3,(H2,9,10,11)/t4-,5-/m1/s1
• InChIKey: AJPADPZSRRUGHI-RFZPGFLSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S)-2,3-dihydroxy-4-oxopentyl]oxy}phosphonic acid
• IUPAC Traditional name: 1-deoxy-D-xylulose-5-phosphate
• Synonyms: DOXP; 1-Deoxy-D-xylulose 5-phosphate; 1-Deoxy-D-Xylulose-5-Phosphate

Database IDs

• CAS Number: 190079-18-6
• PubChem SID: 46506007; 160965681
• PubChem CID: 443201
• CHEBI ID: 16493
• Chemspider ID: 391473
• DrugBank ID: DB02496
• KEGG ID: C11437
• MeSH Name: 1-deoxy-D-xylulose+5-phosphate
• Wikipedia Title: 1-Deoxy-D-xylulose_5-phosphate

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.4788376
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -4.350515
• LogD (pH = 7.4): -5.2525444
• Log P: -1.943015
• Molar Refractivity: 40.77 cm^3
• Polarizability: 16.632015 Å^3
• Polar Surface Area: 124.29 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.93
• LOG S: -0.89
• Solubility (Water): 2.76e+01 g/l

DETAILS

DrugBank - DB02496

Drug information: experimental