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NameInositol 1,3,4,5,6-pentakisphosphate
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
DescriptionInositol 1,3,4,5,6-pentakisphosphate, also known as inositol pentaphosphate, 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. Inositol 1,3,4,5,6-pentakisphosphate is an extremely strong acidic compound (based on its pKa). Inositol 1,3,4,5,6-pentakisphosphate exists in all living species, ranging from bacteria to humans. Within yeast, inositol 1,3,4,5,6-pentakisphosphate participates in a number of enzymatic reactions. In particular, inositol 1,3,4,5,6-pentakisphosphate can be converted into myo-inositol hexakisphosphate through its interaction with the enzyme inositol-pentakisphosphate 2-kinase. In addition, inositol 1,3,4,5,6-pentakisphosphate can be biosynthesized from myo-inositol hexakisphosphate; which is mediated by the enzyme multiple inositol polyphosphate phosphatase 1. In yeast, inositol 1,3,4,5,6-pentakisphosphate is involved in the metabolic pathway called the inositol phosphate metabolism pathway.
  • 1D-myo-Inositol 1,3,4,5,6-pentakisphosphate
  • Inositol 1,3,4,5,6-pentaphosphate
  • Inositol pentaphosphate
  • myo-Inositol 1,3,4,5,6-pentakis(phosphate)
  • myo-Inositol 1,3,4,5,6-pentaphosphate
  • myo-inositol pentakisphosphate
  • D-myo-Inositol 1,3,4,5,6-pentakisphosphate
  • 1D-myo-Inositol 1,3,4,5,6-pentakisphosphoric acid
  • Inositol 1,3,4,5,6-pentakisphosphoric acid
  • D-myo-Inositol 1,3,4,5,6-pentakisphosphoric acid
  • I(1,3,4,5,6)P5
  • Inositol 1,3,4,5,6-pentakisphosphate
  • Ins(1,3,4,5,6)P5
  • myo-inositol 1,3,4,5,6-pentakisphosphate
CAS number20298-95-7
WeightAverage: 580.0554
Monoisotopic: 579.895040166
IUPAC Name{[(1R,2S,3r,4R,5S,6r)-3-hydroxy-2,4,5,6-tetrakis(phosphonooxy)cyclohexyl]oxy}phosphonic acid
Traditional IUPAC Name[(1R,2S,3r,4R,5S,6r)-3-hydroxy-2,4,5,6-tetrakis(phosphonooxy)cyclohexyl]oxyphosphonic acid
Chemical FormulaC6H17O21P5
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
Predicted Properties
Water Solubility13.4 g/LALOGPS
pKa (Strongest Acidic)0.19ChemAxon
Physiological Charge-10ChemAxon
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count11ChemAxon
Polar Surface Area354.03 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity90.14 m³·mol⁻¹ChemAxon
Polarizability38.48 ųChemAxon
Number of Rings1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • nucleus
  • cytoplasm
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
Inositol 1,3,4,5,6-pentakisphosphate + Adenosine triphosphateMyo-Inositol hexakisphosphate + ADP
Myo-Inositol hexakisphosphate + waterInositol 1,3,4,5,6-pentakisphosphate + phosphate
Inositol 1,3,4,5,6-pentakisphosphate + water1D-Myo-inositol 1,4,5,6-tetrakisphosphate + phosphate
Inositol 1,3,4,5,6-pentakisphosphate + ADP → D-Myo-inositol 3,4,5,6-tetrakisphosphate + Adenosine triphosphate
1D-Myo-Inositol 1,3,4,5-tetrakisphosphate + Adenosine triphosphateInositol 1,3,4,5,6-pentakisphosphate + ADP
KEGG Reactions
5,6-Bis(diphospho)-1D-myo-inositol tetrakisphosphate + waterhydron + phosphate + Inositol 1,3,4,5,6-pentakisphosphate
Adenosine triphosphate + hydron + phosphate + Inositol 1,3,4,5,6-pentakisphosphatewater + ADP + 5,6-Bis(diphospho)-1D-myo-inositol tetrakisphosphate
Adenosine triphosphate + hydron + Inositol 1,3,4,5,6-pentakisphosphateMyo-Inositol hexakisphosphate + ADP
Adenosine triphosphate + hydron + 1D-Myo-Inositol 1,3,4,5-tetrakisphosphateADP + Inositol 1,3,4,5,6-pentakisphosphate
Adenosine triphosphate + hydron + 1D-Myo-inositol 1,4,5,6-tetrakisphosphateADP + Inositol 1,3,4,5,6-pentakisphosphate
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000t-9022820000-0b347c8feac8081572f2JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0udj-8421291000-e7a6038279ed0bab458bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-2000590000-a78e46f1069068bb0c1aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01q9-1000390000-aeca364d94e2aaa6c4d6JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-2019200000-69fb19c69da99cd9f2d2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-4000190000-e7d2cc4d7c8bcd94a4e4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000220000-c245a52aad69af0e69aeJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-2809ce202dff18cc242cJSpectraViewer
  • UniProt Consortium (2011). "Ongoing and future developments at the Universal Protein Resource." Nucleic Acids Res 39:D214-D219.21051339
  • 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
  • Saiardi, A., Caffrey, J. J., Snyder, S. H., Shears, S. B. (2000). "Inositol polyphosphate multikinase (ArgRIII) determines nuclear mRNA export in Saccharomyces cerevisiae." FEBS Lett 468:28-32.10683435
  • Ives, E. B., Nichols, J., Wente, S. R., York, J. D. (2000). "Biochemical and functional characterization of inositol 1,3,4,5, 6-pentakisphosphate 2-kinases." J Biol Chem 275:36575-36583.10960485
  • Safrany, S. T., Ingram, S. W., Cartwright, J. L., Falck, J. R., McLennan, A. G., Barnes, L. D., Shears, S. B. (1999). "The diadenosine hexaphosphate hydrolases from Schizosaccharomyces pombe and Saccharomyces cerevisiae are homologues of the human diphosphoinositol polyphosphate phosphohydrolase. Overlapping substrate specificities in a MutT-type protein." J Biol Chem 274:21735-21740.10419486
  • 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:Not Available
External Links:
Pubchem Compound ID439468
Kegg IDC01284
ChemSpider ID23097113
BioCyc IDNot Available


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 hydrolase activity
Specific function:
May eliminate potentially toxic dinucleoside polyphosphates during sporulation. Most active against diadenosine 5',5'''-P1,P6-hexaphosphate (Ap6A). Can also hydrolyze diadenosine 5',5'''-P1,P5-pentaphosphate (Ap5A), adenosine 5'-pentaphosphate, and adenosine 5'-tetraphosphate are also substrates, but not diadenosine 5',5'''-P1,P4-tetraphosphate (Ap4A) or other dinucleotides, mononucleotides, nucleotide sugars, or nucleotide alcohols. Also cleaves a beta-phosphate from the diphosphate groups in PP-InsP5 (diphosphoinositol pentakisphosphate) and [PP]2-InsP4 (bisdiphosphoinositol tetrakisphosphate)
Gene Name:
Uniprot ID:
Molecular weight:
Diphospho-myo-inositol polyphosphate + H(2)O → myo-inositol polyphosphate + phosphate.
General function:
Involved in inositol trisphosphate 3-kinase activity
Specific function:
Converts inositol hexakisphosphate (InsP6) to diphosphoinositol pentakisphosphate (InsP7/PP-InsP5). Involved in phosphate regulation and polyphosphate accumulation. Required for resistance to salt stress, cell wall integrity, vacuole morphogenesis, and telomere maintenance
Gene Name:
Uniprot ID:
Molecular weight:
ATP + 1D-myo-inositol hexakisphosphate → ADP + 5-diphospho-1D-myo-inositol (1,2,3,4,6)pentakisphosphate.
ATP + 1D-myo-inositol 1,3,4,5,6-pentakisphosphate → ADP + diphospho-1D-myo-inositol tetrakisphosphate (isomeric configuration unknown).
General function:
Involved in acid phosphatase activity
Specific function:
Bifunctional inositol kinase that catalyzes the formation of diphosphoinositol pentakisphosphate (InsP7 or PP- InsP5) and bi-diphosphoinositol tetrakisphosphate (InsP8 or PP2- InsP4). Converts inositolitol hexakisphosphate (InsP6) to InsP7. Also able to convert InsP7 to InsP8. Probably specifically mediates the formation of 4PP-InsP5 and 6PP-InsP5 InsP7 isomers but not of 5PP-IP5 InsP7 isomer. Required for maintaining celllular integrity, normal growth and interactions with the ARP complex. Acts as a regulator of the PHO80-PHO85 cyclin/cyclin-dependent kinase (CDK) complex, thereby regulating signaling of phosphate availability. Required for the function of the cortical actin cytoskeleton, possibly by participating in correct F-actin localization and ensuring polarized growth
Gene Name:
Uniprot ID:
Molecular weight:
ATP + 1D-myo-inositol hexakisphosphate → ADP + 5-diphospho-1D-myo-inositol (1,2,3,4,6)pentakisphosphate.
ATP + 1D-myo-inositol 1,3,4,5,6-pentakisphosphate → ADP + diphospho-1D-myo-inositol tetrakisphosphate (isomeric configuration unknown).
ATP + 1D-myo-inositol 5-diphosphate pentakisphosphate → ADP + 1D-myo-inositol bisdiphosphate tetrakisphosphate (isomeric configuration unknown).
General function:
Involved in ATP binding
Specific function:
Has kinase activity and phosphorylates inositol- 1,3,4,5,6-pentakisphosphate (Ins(1,3,4,5,6)P5) to produce 1,2,3,4,5,6-hexakisphosphate (InsP6), also known as phytate
Gene Name:
Uniprot ID:
Molecular weight:
ATP + 1D-myo-inositol 1,3,4,5,6-pentakisphosphate → ADP + 1D-myo-inositol hexakisphosphate.