(2S,3S,4R,5S)-2,3,4,5-tetrahydroxy-6-(phosphonooxy)hexanoic acid

• ChemBase ID: 1431
• Molecular Formular: C6H13O10P
• Molecular Mass: 276.135181
• Monoisotopic Mass: 276.02463325
• SMILES: O[C@@H](COP(=O)(O)O)[C@@H](O)[C@H](O)[C@H](O)C(=O)O
• Canonical SMILES: O[C@H]([C@H]([C@@H]([C@@H](C(=O)O)O)O)O)COP(=O)(O)O
• InChI: InChI=1S/C6H13O10P/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12/h2-5,7-10H,1H2,(H,11,12)(H2,13,14,15)/t2-,3+,4-,5-/m0/s1
• InChIKey: BIRSGZKFKXLSJQ-QTBDOELSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4R,5S)-2,3,4,5-tetrahydroxy-6-(phosphonooxy)hexanoic acid
• IUPAC Traditional name: @L-guluronic acid 6-phosphate
• Synonyms: L-Guluronic Acid 6-Phosphate

Database IDs

• PubChem SID: 160964890; 46508101
• PubChem CID: 446821

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.4859276
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -7.9830685
• LogD (pH = 7.4): -10.147999
• Log P: -3.5333104
• Molar Refractivity: 49.1439 cm^3
• Polarizability: 20.478642 Å^3
• Polar Surface Area: 184.98 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.27
• LOG S: -1.12
• Solubility (Water): 2.07e+01 g/l

DETAILS

DrugBank - DB01655

Drug information: experimental