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Inositol trisphosphate information


1D-myo-inositol 1,4,5-trisphosphate

The inositol trisphosphate trianion
Names
IUPAC name
[(1R,2S,3R,4R,5S,6R)-2,3,5-trihydroxy-4,6-diphosphonooxycyclohexyl] dihydrogen phosphate
Other names
IP3; Triphosphoinositol; Inositol 1,4,5-trisphosphate
Identifiers
CAS Number
  • 85166-31-0
3D model (JSmol)
  • Interactive image
ChemSpider
  • 388562
IUPHAR/BPS
  • 4222
PubChem CID
  • 439456
UNII
  • MU34XVK5NR checkY
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
    Key: MMWCIQZXVOZEGG-XJTPDSDZSA-N
  • InChI=1/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
    Key: MMWCIQZXVOZEGG-XJTPDSDZBF
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
Properties
Chemical formula
C6H15O15P3
Molar mass 420.096 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Inositol trisphosphate or inositol 1,4,5-trisphosphate abbreviated InsP3 or Ins3P or IP3 is an inositol phosphate signaling molecule. It is made by hydrolysis of phosphatidylinositol 4,5-bisphosphate (PIP2), a phospholipid that is located in the plasma membrane, by phospholipase C (PLC). Together with diacylglycerol (DAG), IP3 is a second messenger molecule used in signal transduction in biological cells. While DAG stays inside the membrane, IP3 is soluble and diffuses through the cell, where it binds to its receptor, which is a calcium channel located in the endoplasmic reticulum. When IP3 binds its receptor, calcium is released into the cytosol, thereby activating various calcium regulated intracellular signals.

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Inositol trisphosphate

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Inositol trisphosphate or inositol 1,4,5-trisphosphate abbreviated InsP3 or Ins3P or IP3 is an inositol phosphate signaling molecule. It is made by hydrolysis...

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Inositol trisphosphate receptor

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Inositol trisphosphate receptor (InsP3R) is a membrane glycoprotein complex acting as a Ca2+ channel activated by inositol trisphosphate (InsP3). InsP3R...

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Inositol phosphate

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the inositol ring. inositol monophosphate (IP) inositol bisphosphate (IP2) inositol trisphosphate (IP3) inositol tetrakisphosphate (IP4) inositol pentakisphosphate...

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Inositol

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Inositol, primarily the isomer myo-inositol, is a carbocyclic sugar that is abundant in the brain and other mammalian tissues; it mediates cell signal...

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Ryanodine receptor

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heart and pancreas cells. Ryanodine receptors are similar to the inositol trisphosphate (IP3 or InsP3) receptor, and stimulated to transport Ca2+ into the...

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Muscarinic acetylcholine receptor

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class Gq, which use upregulation of phospholipase C and, therefore, inositol trisphosphate and intracellular calcium as a signaling pathway. A receptor so...

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ITPR3

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Inositol 1,4,5-trisphosphate receptor, type 3, also known as ITPR3, is a protein which in humans is encoded by the ITPR3 gene. The protein encoded by this...

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Phosphatidylinositol

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Phosphatidylinositol or inositol phospholipid is a biomolecule. It was initially called "inosite" when it was discovered by Léon Maquenne and Johann Joseph...

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Gq alpha subunit

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phosphatidylinositol 4,5-bisphosphate (PIP2) to diacyl glycerol (DAG) and inositol trisphosphate (IP3). IP3 acts as a second messenger to release stored calcium...

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ITPR1

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Inositol 1,4,5-trisphosphate receptor type 1 is a protein that in humans is encoded by the ITPR1 gene. ITPR1 has been shown to interact with: AHCYL1, CA8...

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Hydralazine

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the arterial bed. The molecular mechanism involves inhibition of inositol trisphosphate-induced Ca2+ release from the sarcoplasmic reticulum in arterial...

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Mast cell

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to catalyze phosphatidylinositol bisphosphate breakdown to yield inositol trisphosphate (IP3) and diacyglycerol (DAG). IP3 elevates calcium levels, and...

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Michael Berridge

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for his work on cell signaling, in particular the discovery that inositol trisphosphate acts as a second messenger, linking events at the plasma membrane...

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Inositol polyphosphate kinase

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various inositol phosphates. Members of the family include inositol-polyphosphate multikinases, inositol-hexakisphosphate kinases, inositol-trisphosphate 3-kinases...

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Intracellular receptor

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that bind to them are usually intracellular second messengers like inositol trisphosphate (IP3) and extracellular lipophilic hormones like steroid hormones...

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ITPKA

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Inositol-trisphosphate 3-kinase A is an enzyme that in humans is encoded by the ITPKA gene. ITPKA is one of three inositol-trisphosphate 3-kinase (ITP3K)...

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Diglyceride

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enzyme) that, through the same reaction, produces inositol trisphosphate (IP3). Although inositol trisphosphate diffuses into the cytosol, diacylglycerol remains...

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ITPKB

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Inositol-trisphosphate 3-kinase B is an enzyme that in humans is encoded by the ITPKB gene. The protein encoded by the ITPKB gene is one of 3 isoforms...

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Second messenger system

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transduction. The enzyme phospholipase C produces diacylglycerol and inositol trisphosphate, which increases calcium ion permeability into the membrane. Active...

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Muscarinic acetylcholine receptor M1

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class Gq that use upregulation of phospholipase C and, therefore, inositol trisphosphate and intracellular calcium as a signalling pathway. A receptor so...

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Vomeronasal receptor

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expressing Gi2. Coupling of the receptors to this protein mediates inositol trisphosphate signaling. A number of human V1 receptor homologues have also been...

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IP3

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IP3 may refer to: Inositol trisphosphate (IP3), used for signal transduction in biological cells Third-order intercept point, in radio telecommunication...

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