[(1E,3R,4S,5R)-3,4,5,7-tetrahydroxyhept-1-en-1-yl]phosphonic acid

• ChemBase ID: 1610
• Molecular Formular: C7H15O7P
• Molecular Mass: 242.163561
• Monoisotopic Mass: 242.05553945
• SMILES: OCC[C@@H](O)[C@H](O)[C@H](O)/C=C/P(=O)(O)O
• Canonical SMILES: OCC[C@H]([C@@H]([C@@H](/C=C/P(=O)(O)O)O)O)O
• InChI: InChI=1S/C7H15O7P/c8-3-1-5(9)7(11)6(10)2-4-15(12,13)14/h2,4-11H,1,3H2,(H2,12,13,14)/b4-2+/t5-,6-,7+/m1/s1
• InChIKey: CZQSGBWQBMZTMQ-AEVYZNAZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1E,3R,4S,5R)-3,4,5,7-tetrahydroxyhept-1-en-1-yl]phosphonic acid
• IUPAC Traditional name: (1E,3R,4S,5R)-3,4,5,7-tetrahydroxyhept-1-en-1-ylphosphonic acid
• Synonyms: 2-Deoxy-D-Glucitol 6-(E)-Vinylhomophosphonate

Database IDs

• PubChem SID: 46508308; 160965067
• PubChem CID: 448372

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.537203
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -5.164418
• LogD (pH = 7.4): -5.681462
• Log P: -3.3590882
• Molar Refractivity: 51.5361 cm^3
• Polarizability: 20.403273 Å^3
• Polar Surface Area: 138.45 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.92
• LOG S: -1.06
• Solubility (Water): 2.10e+01 g/l

DETAILS

DrugBank - DB01840

Drug information: experimental