CHEBI:138527 - D-myo-Ins(1,4,5)P3 hexakis(butyryloxymethyl) ester

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ChEBI Name D-myo-Ins(1,4,5)P3 hexakis(butyryloxymethyl) ester
ChEBI ID CHEBI:138527
ChEBI ASCII Name D-myo-Ins(1,4,5)P3 hexakis(butyryloxymethyl) ester
Definition A phosphatidylinositol trisphosphate that is 1D-myo-inositol 1,4,5-trisphosphate in which all all six phosphate hydrogens have been replaced by butyryloxymethyl groups. It is a cell-permeant analogue of inositol 1,4,5-trisphosphate and an agonist of the inositol 1,4,5-trisphosphate receptor.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Sabrina Toro
Supplier Information
Download Molfile XML SDF
Formula C36H63O27P3
Net Charge 0
Average Mass 1020.792
Monoisotopic Mass 1020.27696
InChI InChI=1S/C36H63O27P3/c1-7-13-25(37)49-19-55-64(46,56-20-50-26(38)14-8-2)61-34-31(43)32(44)35(62-65(47,57-21-51-27(39)15-9-3)58-22-52-28(40)16-10-4)36(33(34)45)63-66(48,59-23-53-29(41)17-11-5)60-24-54-30(42)18-12-6/h31-36,43-45H,7-24H2,1-6H3/t31-,32+,33+,34-,35-,36-/m1/s1
InChIKey PVEVFIAVCISJSO-FOJCDXFYSA-N
SMILES [C@@H]1([C@@H]([C@@H](O)[C@H]([C@H]([C@@H]1O)OP(=O)(OCOC(=O)CCC)OCOC(=O)CCC)O)OP(=O)(OCOC(=O)CCC)OCOC(=O)CCC)OP(=O)(OCOC(=O)CCC)OCOC(=O)CCC
Roles Classification
Biological Role(s): IP3 receptor agonist
An agonist that activates IP3 receptors.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing D-myo-Ins(1,4,5)P3 hexakis(butyryloxymethyl) ester (CHEBI:138527) has functional parent 1D-myo-inositol 1,4,5-trisphosphate (CHEBI:16595)
D-myo-Ins(1,4,5)P3 hexakis(butyryloxymethyl) ester (CHEBI:138527) has role IP3 receptor agonist (CHEBI:139109)
D-myo-Ins(1,4,5)P3 hexakis(butyryloxymethyl) ester (CHEBI:138527) is a phosphatidylinositol trisphosphate (CHEBI:60169)
IUPAC Names
[(1R,2R,3S,4R,5R,6S)-3,5,6-trihydroxycyclohexane-1,2,4-triyl]tris[oxyphosphorylbis(oxymethylene)] hexabutanoate
[(1R,2R,3S,4R,5R,6S)-3,5,6-trihydroxycyclohexane-1,2,4-triyl]tris[oxyphosphorylbis(oxymethylene)] hexabutyrate
Synonyms Sources
(−)-1D-myo-inositol 1,4,5-triphosphate hexakis(butyryloxymethyl) ester ChEBI
D-myo-Ins(1,4,5)P3 hexakis(butanoyloxymethyl) ester ChEBI
IP3/BM ChEBI
Registry Numbers Types Sources
10757630 Reaxys Registry Number Reaxys
209479-81-2 CAS Registry Number SUBMITTER
Citations Waiting for Citations Types Sources
12522076 PubMed citation Europe PMC
28390800 PubMed citation Europe PMC
Last Modified
20 November 2017