{[(1S,2R,3R,4S,5S,6S)-2,3,5-trihydroxy-4,6-bis(phosphonooxy)cyclohexyl]oxy}phosphonic acid

• ChemBase ID: 1503
• Molecular Formular: C6H15O15P3
• Molecular Mass: 420.095583
• Monoisotopic Mass: 419.96237967
• SMILES: O[C@@H]1[C@@H](O)[C@H](OP(=O)(O)O)[C@@H](OP(=O)(O)O)[C@@H](O)[C@H]1OP(=O)(O)O
• Canonical SMILES: O[C@H]1[C@H](OP(=O)(O)O)[C@@H](OP(=O)(O)O)[C@H]([C@H]([C@@H]1O)OP(=O)(O)O)O
• InChI: InChI=1S/C6H15O15P3/c7-1-2(8)5(20-23(13,14)15)6(21-24(16,17)18)3(9)4(1)19-22(10,11)12/h1-9H,(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)/t1-,2-,3+,4+,5+,6+/m1/s1
• InChIKey: MMWCIQZXVOZEGG-MLQGYMEPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(1S,2R,3R,4S,5S,6S)-2,3,5-trihydroxy-4,6-bis(phosphonooxy)cyclohexyl]oxy}phosphonic acid
• IUPAC Traditional name: inositol 1,3,4-trisphosphate
• Synonyms: (1s,3s,4s)-1,3,4-Triphospho-Myo-Inositol

Database IDs

• PubChem SID: 160964962; 46506250
• PubChem CID: 439455

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.5363206
• H Acceptors: 12
• H Donor: 9
• LogD (pH = 5.5): -11.57853
• LogD (pH = 7.4): -15.176788
• Log P: -4.1527076
• Molar Refractivity: 68.3937 cm^3
• Polarizability: 29.101633 Å^3
• Polar Surface Area: 260.97 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.86
• LOG S: -1.45
• Solubility (Water): 1.48e+01 g/l

DETAILS

DrugBank - DB01729

Drug information: experimental