{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-methyloxan-2-yl]oxy}phosphonic acid

• ChemBase ID: 3808
• Molecular Formular: C7H15O9P
• Molecular Mass: 274.162361
• Monoisotopic Mass: 274.04536869
• SMILES: C[C@@]1(O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)OP(=O)(O)O
• Canonical SMILES: OC[C@H]1O[C@](C)(OP(=O)(O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C7H15O9P/c1-7(16-17(12,13)14)6(11)5(10)4(9)3(2-8)15-7/h3-6,8-11H,2H2,1H3,(H2,12,13,14)/t3-,4-,5+,6-,7-/m1/s1
• InChIKey: QZBAZODTRUGOQS-XUUWZHRGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-methyloxan-2-yl]oxy}phosphonic acid
• IUPAC Traditional name: @heptulose-2-phosphate
• Synonyms: Heptulose-2-Phosphate

Database IDs

• PubChem SID: 160967245; 46508053
• PubChem CID: 124823

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.1455151
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -5.2566485
• LogD (pH = 7.4): -6.372683
• Log P: -2.8080425
• Molar Refractivity: 51.8181 cm^3
• Polarizability: 21.566736 Å^3
• Polar Surface Area: 156.91 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.08
• LOG S: -0.94
• Solubility (Water): 3.18e+01 g/l

DETAILS

DrugBank - DB04195

Drug information: experimental