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Name1D-Myo-Inositol 1,3,4,5-tetrakisphosphate
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
Description1D-Myo-Inositol 1,3,4,5-tetrakisphosphate (IP4) is an intermediate in inositol pyrophosphates biosynthesis pathway. IP4 is the precursor to IP5 in 1D-myo-inositol hexakisphosphate (IP6) biosynthesis pathway. IP6 is one of the most prevalent forms of phosphorylated inositols in the eukaryotic cell. It is a strong chelator of important minerals such as calcium, magnesium, iron and zinc. The main function of IP6 in yeast is related to regulation of mRNA export from the nucleus. [Biocyc PWY-6369 and PWY-6361]
  • 1,3,4,5-tetrakis(dihydrogen phosphate) myo-Inositol
  • 1D-myo-inositol 1,3,4,5-tetrakis(dihydrogen phosphate)
  • 1D-myo-Inositol 1,3,4,5-tetrakisphosphate
  • 1D-Myo-inositol 1,3,4,5-tetrakisphosphic acid
  • d-myo-inositol 1,3,4,5-tetrakisphosphate
  • Inositol 1,3,4,5-tetrakis(phosphate)
  • inositol 1,3,4,5-tetrakisphosphate
  • inositol-(1,3,4,5)-tetrakisphosphate
  • Inositol-1,3,4,5-tetrakisphosphate
  • Inositol-1,3,4,5-tetraphosphate
  • myo-Inositol 1,3,4,5-tetrakis(phosphate)
  • myo-Inositol 1,3,4,5-tetraphosphate
  • myo-Inositol-1,3,4,5-tetrakisphosphate
  • myo-Inositol, 1,3,4,5-tetrakis(dihydrogen phosphate)
  • D-Myo-inositol 1,3,4,5-tetrakisphosphoric acid
  • Inositol 1,3,4,5-tetrakisphosphoric acid
  • 1D-myo-Inositol 1,3,4,5-tetrakisphosphoric acid
  • D-myo-Inositol 1,3,4,5-tetrakis(phosphate)
  • IP4
  • Inositol 1,3,4,5-tetraphosphate
  • Ins(1,3,4,5)P(4)
  • Ins(1,3,4,5)P4
  • Ins-1,3,4,5-P4
CAS number102850-29-3
WeightAverage: 500.0755
Monoisotopic: 499.928709756
IUPAC Name{[(1S,2S,3S,4S,5R,6S)-2,4-dihydroxy-3,5,6-tris(phosphonooxy)cyclohexyl]oxy}phosphonic acid
Traditional IUPAC Name[(1S,2S,3S,4S,5R,6S)-2,4-dihydroxy-3,5,6-tris(phosphonooxy)cyclohexyl]oxyphosphonic acid
Chemical FormulaC6H16O18P4
Chemical Taxonomy
Description belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentInositol phosphates
Alternative Parents
  • Inositol phosphate
  • Monoalkyl phosphate
  • Cyclohexanol
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Secondary alcohol
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Physical Properties
Melting pointNot Available
Experimental Properties
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
Water Solubility11.5 g/LALOGPS
pKa (Strongest Acidic)0.33ChemAxon
Physiological Charge-8ChemAxon
Hydrogen Acceptor Count14ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area307.5 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity79.27 m³·mol⁻¹ChemAxon
Polarizability34.19 ųChemAxon
Number of Rings1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • nucleus
Organoleptic PropertiesNot Available
SMPDB Pathways
Inositol MetabolismPW002498 ThumbThumb?image type=greyscaleThumb?image type=simple
Inositol phosphate metabolismPW002495 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways
Inositol phosphate metabolismec00562 Map00562
SMPDB Reactions
1D-Myo-Inositol 1,3,4,5-tetrakisphosphate + waterInositol 1,4,5-trisphosphate + phosphate
Inositol 1,3,4-trisphosphate + Adenosine triphosphate1D-Myo-Inositol 1,3,4,5-tetrakisphosphate + ADP
1D-Myo-Inositol 1,3,4,5-tetrakisphosphate + Adenosine triphosphateInositol 1,3,4,5,6-pentakisphosphate + ADP
Inositol 1,4,5-trisphosphate + Adenosine triphosphate1D-Myo-Inositol 1,3,4,5-tetrakisphosphate + ADP
1D-Myo-Inositol 1,3,4,5-tetrakisphosphate + waterInositol 1,3,4-trisphosphate + phosphate
KEGG Reactions
Adenosine triphosphate + hydron + 1D-Myo-Inositol 1,3,4,5-tetrakisphosphateADP + Inositol 1,3,4,5,6-pentakisphosphate
Adenosine triphosphate + hydron + Inositol 1,4,5-trisphosphate1D-Myo-Inositol 1,3,4,5-tetrakisphosphate + ADP
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9033500000-40d3d4fb1dfc500ee207JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-3001950000-8bde1d0dcad1c609d6d4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f89-2001920000-c33b25f7e9af41d5d654JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-3129000000-f3f2e7fccb48b86bb61fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-3000900000-af9d7140e2bc712f10f3JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9001400000-ab5da4d3f21cb6ec2131JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-d2897590cb37f5181545JSpectraViewer
  • Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). "BRENDA, the enzyme information system in 2011." Nucleic Acids Res 39:D670-D676.21062828
  • Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). "A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology." Nat Biotechnol 26:1155-1160.18846089
  • Xia, H. J., Yang, G. (2005). "Inositol 1,4,5-trisphosphate 3-kinases: functions and regulations." Cell Res 15:83-91.15740635
  • Pouillon, V., Hascakova-Bartova, R., Pajak, B., Adam, E., Bex, F., Dewaste, V., Van Lint, C., Leo, O., Erneux, C., Schurmans, S. (2003). "Inositol 1,3,4,5-tetrakisphosphate is essential for T lymphocyte development." Nat Immunol 4:1136-1143.14517551
  • Dubois, E., Scherens, B., Vierendeels, F., Ho, M. M., Messenguy, F., Shears, S. B. (2002). "In Saccharomyces cerevisiae, the inositol polyphosphate kinase activity of Kcs1p is required for resistance to salt stress, cell wall integrity, and vacuolar morphogenesis." J Biol Chem 277:23755-23763.11956213
Synthesis Reference:DeSolms, S. Jane; Vacca, Joseph P.; Huff, Joel R. The total synthesis of (±)-myo-inositol-1,3,4-triphosphate, (±)-myo-inositol-2,4,5-triphosphate and (±)-myo-inositol-1,3,4,5-tetraphosphate. Tetrahedron Letters (1987), 28(39), 4503-6.
External Links:
Pubchem Compound ID107758
Kegg IDC01272
ChemSpider ID23097114
BioCyc IDCPD-506


General function:
Involved in inositol trisphosphate 3-kinase activity
Specific function:
Has kinase activity and phosphorylates inositol-1,4,5- trisphosphate (Ins(1,4,5)P3) and inositol-1,3,4,5- tetrakisphosphate (Ins(1,3,4,5)P4). Has low kinase activity towards InsP6. Originally it was proposed that the ARGRI and ARGRIII proteins are more likely to be involved in the control of ARGRII activity
Gene Name:
Uniprot ID:
Molecular weight:
ATP + 1D-myo-inositol 1,4,5-trisphosphate → ADP + 1D-myo-inositol 1,4,5,6-tetrakisphosphate.
ATP + 1D-myo-inositol 1,4,5,6-tetrakisphosphate → ADP + 1D-myo-inositol 1,3,4,5,6-pentakisphosphate.
General function:
Involved in inositol or phosphatidylinositol phosphatase activity
Specific function:
Controls the cellular levels and subcellular distribution of phosphatidylinositol 3-phosphate and phosphatidylinositol 4,5-bisphosphate. Plays an essential role in a TGN (trans Golgi network)-to-early endosome pathway. Involved in endocytosis and acts as a negative regulator of the Slm pathway which modulates polarized actin assembly and growth
Gene Name:
Uniprot ID:
Molecular weight:
1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate + H(2)O → 1-phosphatidyl-1D-myo-inositol 4-phosphate + phosphate.