(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[(phosphonooxy)methyl]oxan-2-yl hydrogen phosphate

• ChemBase ID: 2548
• Molecular Formular: C6H13O12P2-
• Molecular Mass: 339.107742
• Monoisotopic Mass: 338.98822412
• SMILES: O[C@@H]1[C@@H](O)[C@H](COP(=O)(O)O)O[C@H](OP(=O)(O)[O-])[C@H]1O
• Canonical SMILES: O[C@@H]1[C@@H](O)[C@H](COP(=O)(O)O)O[C@@H]([C@H]1O)OP(=O)(O)[O-]
• InChI: InChI=1S/C6H14O12P2/c7-3-2(1-16-19(10,11)12)17-6(5(9)4(3)8)18-20(13,14)15/h2-9H,1H2,(H2,10,11,12)(H2,13,14,15)/p-1/t2-,3-,4+,5-,6+/m0/s1
• InChIKey: RWHOZGRAXYWRNX-MDMQIMBFSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[(phosphonooxy)methyl]oxan-2-yl hydrogen phosphate
• IUPAC Traditional name: @α-D-glucose 1,6-bisphosphate
• Synonyms: Alpha-D-Glucose 1,6-Bisphosphate

Database IDs

• CAS Number: 10139-18-1
• PubChem SID: 160965998; 46504846
• PubChem CID: 46936503

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.88676584
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -8.068952
• LogD (pH = 7.4): -10.269987
• Log P: -3.1796713
• Molar Refractivity: 56.5475 cm^3
• Polarizability: 24.348322 Å^3
• Polar Surface Area: 206.27 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.66
• LOG S: -1.19
• Solubility (Water): 2.33e+01 g/l

DETAILS

DrugBank - DB02835

Drug information: experimental