{[(2S,3S,4S,5R)-3,4-dihydroxy-2-(hydroxymethyl)-5-[(phosphonooxy)methyl]oxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 127484
• Molecular Formular: C7H16O12P2
• Molecular Mass: 354.142262
• Monoisotopic Mass: 354.01169921
• SMILES: O=P(O)(O)OC[C@H]1O[C@@](CO)(COP(=O)(O)O)[C@@H](O)[C@@H]1O
• Canonical SMILES: OC[C@@]1(COP(=O)(O)O)O[C@@H]([C@H]([C@@H]1O)O)COP(=O)(O)O
• InChI: InChI=1S/C7H16O12P2/c8-2-7(3-18-21(14,15)16)6(10)5(9)4(19-7)1-17-20(11,12)13/h4-6,8-10H,1-3H2,(H2,11,12,13)(H2,14,15,16)/t4-,5-,6+,7+/m1/s1
• InChIKey: NSKBXJZGSYZROA-JWXFUTCRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3S,4S,5R)-3,4-dihydroxy-2-(hydroxymethyl)-5-[(phosphonooxy)methyl]oxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2S,3S,4S,5R)-3,4-dihydroxy-2-(hydroxymethyl)-5-[(phosphonooxy)methyl]oxolan-2-yl]methoxyphosphonic acid
• Synonyms: Fructose 2,6-bisphosphate

Database IDs

• CAS Number: 79082-92-1
• PubChem SID: 162221803
• PubChem CID: 105021; 57459445
• Chemspider ID: 21106440
• MeSH Name: fructose+2,6-bisphosphate
• Wikipedia Title: Fructose_2,6-bisphosphate

CALCULATED PROPERTIES

• Acid pKa: 0.9583191
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -8.453994
• LogD (pH = 7.4): -10.5797825
• Log P: -3.5817807
• Molar Refractivity: 62.8212 cm^3
• Polarizability: 26.22719 Å^3
• Polar Surface Area: 203.44 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false