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

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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trisphosphate that is 1D-myo-inositol 1,4,5-trisphosphate in which all all six phosphate hydrogens have been replaced by butyryloxymethyl groups.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 No supplier information found for this compound.
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 Types Sources
12522076 PubMed citation Europe PMC
28390800 PubMed citation Europe PMC
Last Modified
20 November 2017