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

• ChemBase ID: 3032
• Molecular Formular: C6H17O21P5
• Molecular Mass: 580.055385
• Monoisotopic Mass: 579.89504071
• SMILES: O[C@H]1[C@H](OP(=O)(O)O)[C@H](OP(=O)(O)O)[C@@H](OP(=O)(O)O)[C@@H](OP(=O)(O)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]1OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O
• InChI: InChI=1S/C6H17O21P5/c7-1-2(23-28(8,9)10)4(25-30(14,15)16)6(27-32(20,21)22)5(26-31(17,18)19)3(1)24-29(11,12)13/h1-7H,(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/t1-,2-,3+,4-,5-,6+/m0/s1
• InChIKey: CTPQAXVNYGZUAJ-WPRNADSXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(1S,2R,3R,4S,5S,6S)-2-hydroxy-3,4,5,6-tetrakis(phosphonooxy)cyclohexyl]oxy}phosphonic acid
• IUPAC Traditional name: [(1S,2R,3R,4S,5S,6S)-2-hydroxy-3,4,5,6-tetrakis(phosphonooxy)cyclohexyl]oxyphosphonic acid
• Synonyms: Inositol-(1,3,4,5,6)-Pentakisphosphate

Database IDs

• PubChem SID: 46505565; 160966479
• PubChem CID: 9548598

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.18812706
• H Acceptors: 16
• H Donor: 11
• LogD (pH = 5.5): -14.501955
• LogD (pH = 7.4): -19.744932
• Log P: -4.39984
• Molar Refractivity: 90.1395 cm^3
• Polarizability: 38.50862 Å^3
• Polar Surface Area: 354.03 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.14
• LOG S: -1.64
• Solubility (Water): 1.34e+01 g/l

DETAILS

DrugBank - DB03344

Drug information: experimental