(6R,7R)-2,4,7-trihydroxy-6-(hydroxymethyl)-6-methyl-1,3,5,2$l^{5},4$l^{5}-trioxadiphosphocane-2,4-dione

• ChemBase ID: 3593
• Molecular Formular: C5H12O9P2
• Molecular Mass: 278.090902
• Monoisotopic Mass: 277.99565522
• SMILES: C[C@]1(CO)O[P@](=O)(O)O[P@@](=O)(O)OC[C@H]1O
• Canonical SMILES: OC[C@@]1(C)O[P@](=O)(O)O[P@](=O)(OC[C@H]1O)O
• InChI: InChI=1S/C5H12O9P2/c1-5(3-6)4(7)2-12-15(8,9)14-16(10,11)13-5/h4,6-7H,2-3H2,1H3,(H,8,9)(H,10,11)/t4-,5-/m1/s1
• InChIKey: SFRQRNJMIIUYDI-RFZPGFLSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6R,7R)-2,4,7-trihydroxy-6-(hydroxymethyl)-6-methyl-1,3,5,2$l^{5},4$l^{5}-trioxadiphosphocane-2,4-dione
• IUPAC Traditional name: (6R,7R)-2,4,7-trihydroxy-6-(hydroxymethyl)-6-methyl-1,3,5,2$l^{5},4$l^{5}-trioxadiphosphocane-2,4-dione
• Synonyms: 2c-Methyl-D-Erythritol 2,4-Cyclodiphosphate

Database IDs

• PubChem SID: 160967031; 46507462
• PubChem CID: 46936844

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8052549
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -6.22792
• LogD (pH = 7.4): -6.58361
• Log P: -1.837599
• Molar Refractivity: 49.0836 cm^3
• Polarizability: 20.76321 Å^3
• Polar Surface Area: 142.75 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.81
• LOG S: -1.11
• Solubility (Water): 2.14e+01 g/l

DETAILS

DrugBank - DB03961

Drug information: experimental