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

• ChemBase ID: 1633
• Molecular Formular: C6H16O18P4
• Molecular Mass: 500.075484
• Monoisotopic Mass: 499.92871019
• SMILES: O[C@H]1[C@H](OP(=O)(O)O)[C@@H](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)O)OP(=O)(O)O
• InChI: InChI=1S/C6H16O18P4/c7-1-3(21-25(9,10)11)2(8)5(23-27(15,16)17)6(24-28(18,19)20)4(1)22-26(12,13)14/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/t1-,2+,3-,4-,5-,6+/m1/s1
• InChIKey: CIPFCGZLFXVXBG-ZIQZFLOESA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 46508691; 160965090
• PubChem CID: 13830686

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.32703635
• H Acceptors: 14
• H Donor: 10
• LogD (pH = 5.5): -14.237286
• LogD (pH = 7.4): -19.160568
• Log P: -4.2762737
• Molar Refractivity: 79.2666 cm^3
• Polarizability: 33.802597 Å^3
• Polar Surface Area: 307.5 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.45
• LOG S: -1.64
• Solubility (Water): 1.15e+01 g/l

DETAILS

DrugBank - DB01863

Drug information: experimental