IP3   Click here for help

GtoPdb Ligand ID: 4222

Synonyms: 1,4,5-IP3 | 1D-myo-inositol 1,4,5-trisphosphate | inositol 1,4,5-trisphosphate | Ins(1,4,5)P3
PDB Ligand
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 15
Hydrogen bond donors 9
Rotatable bonds 6
Topological polar surface area 290.4
Molecular weight 419.96
XLogP -7.29
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES OC1C(OP(=O)(O)O)C(OP(=O)(O)O)C(C(C1O)OP(=O)(O)O)O
Isomeric 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
InChI Key MMWCIQZXVOZEGG-XJTPDSDZSA-N
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
{[(1R,2S,3R,4R,5S,6R)-2,3,5-trihydroxy-4,6-bis(phosphonooxy)cyclohexyl]oxy}phosphonic acid
Synonyms Click here for help
1,4,5-IP3 | 1D-myo-inositol 1,4,5-trisphosphate | inositol 1,4,5-trisphosphate | Ins(1,4,5)P3
Database Links Click here for help
CAS Registry No. 85166-31-0 (source: Scifinder)
ChEBI CHEBI:16595
ChEMBL Ligand CHEMBL279107
GtoPdb PubChem SID 178101039
PubChem CID 439456
RCSB PDB Ligand I3P
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Wikipedia Inositol_trisphosphate