Chemicals and Drugs

Inositol 1,4,5-Trisphosphate

Intracellular messenger formed by the action of phospholipase C on phosphatidylinositol 4,5-bisphosphate, which is one of the phospholipids that make up the cell membrane. Inositol 1,4,5-trisphosphate is released into the cytoplasm where it releases calcium ions from internal stores within the cell's endoplasmic reticulum. These calcium ions stimulate the activity of B kinase or calmodulin.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

Intracellular messenger formed by the action of phospholipase C on phosphatidylinositol 4,5-bisphosphate, which is one of the phospholipids that make up the cell membrane. Inositol 1,4,5-trisphosphate is released into the cytoplasm where it releases calcium ions from internal stores within the cell's endoplasmic reticulum. These calcium ions stimulate the activity of B kinase or calmodulin.

Chemical Identity

Chemical Information

Molecular Formula
C6H15O15P3
Molecular Weight
420.10 g/mol
CAS Registry No.
85166-31-0
IUPAC Name
[(1R,2S,3R,4R,5S,6R)-2,3,5-trihydroxy-4,6-diphosphonooxycyclohexyl] dihydrogen phosphate
InChIKey
MMWCIQZXVOZEGG-XJTPDSDZSA-N
SMILES
[C@H]1([C@@H]([C@H]([C@@H]([C@H]([C@@H]1OP(=O)(O)O)O)OP(=O)(O)O)OP(=O)(O)O)O)O
MeSH Unique ID
D015544
Source
PubChem CID 439456

MeSH Record

Classification

Broader headings

Related Concepts

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MeSH Record

See Also

MeSH Record

Synonyms

5 entry terms
  • 1,4,5-IP3
  • 1,4,5-InsP3
  • Inositol 1,4,5-Triphosphate
  • Myo-Inositol 1,4,5-Trisphosphate
  • Myoinositol 1,4,5-Triphosphate

MeSH Record

Aspects Covered

28 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, biosynthesis, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, genetics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, physiology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

90

MeSH Record

Previous Indexing

  • Inositol Phosphates (1978-1989)
  • Sugar Phosphates (1974-1977)

MeSH Hierarchy

Tree Numbers

  1. D02w.033w.800w.519w.400w.350
  2. D09w.853w.519w.400w.350
  3. D09w.894w.480w.350

AMA Style

References

  1. National Library of Medicine. Inositol 1,4,5-Trisphosphate. Medical Subject Headings (MeSH). 2026. Unique ID D015544. http://id.nlm.nih.gov/mesh/2026/D015544
  2. Inositol 1,4,5-Trisphosphate. In: Wikidata. https://www.wikidata.org/wiki/Q26998374
  3. Inositol 1,4,5-Trisphosphate. In: PubChem Compound. CID 439456. https://pubchem.ncbi.nlm.nih.gov/compound/439456