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Identification
YMDB IDYMDB00006
Name1D-Myo-inositol 1,4,5,6-tetrakisphosphate
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
Description1D-Myo-inositol 1,4,5,6-tetrakisphosphate, also known as ins(1,4,5,6)P3, 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. 1D-Myo-inositol 1,4,5,6-tetrakisphosphate is an extremely strong acidic compound (based on its pKa). 1D-Myo-inositol 1,4,5,6-tetrakisphosphate exists in all eukaryotes, ranging from yeast to humans. Within yeast, 1D-myo-inositol 1,4,5,6-tetrakisphosphate participates in a number of enzymatic reactions. In particular, 1D-myo-inositol 1,4,5,6-tetrakisphosphate can be converted into inositol 1,3,4,5,6-pentakisphosphate through the action of the enzyme inositol polyphosphate multikinase. In addition, 1D-myo-inositol 1,4,5,6-tetrakisphosphate can be biosynthesized from inositol 1,4,5-trisphosphate through the action of the enzyme inositol polyphosphate multikinase. In yeast, 1D-myo-inositol 1,4,5,6-tetrakisphosphate is involved in the metabolic pathway called the inositol phosphate metabolism pathway.
Structure
Thumb
Synonyms
  • 1D-myo-Inositol 1,4,5,6-tetrakisphosphic acid
  • 1D-myo-Inositol 1,4,5,6-tetrakisphosphoric acid
  • D-myo-Inositol 1,4,5,6-tetrakisphosphate
  • D-myo-Inositol 1,4,5,6-tetrakisphosphoric acid
  • Inositol 1,4,5,6-tetrakisphosphate
  • Inositol 1,4,5,6-tetrakisphosphoric acid
  • Ins(1,4,5,6)P3
CAS number121010-58-0
WeightAverage: 500.0755
Monoisotopic: 499.928709756
InChI KeyMRVYFOANPDTYBY-YORTWTKJSA-N
InChIInChI=1S/C6H16O18P4/c7-1-2(8)4(22-26(12,13)14)6(24-28(18,19)20)5(23-27(15,16)17)3(1)21-25(9,10)11/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/t1-,2+,3-,4-,5+,6+/m1/s1
IUPAC Name{[(1R,2R,3S,4R,5S,6S)-2,3-dihydroxy-4,5,6-tris(phosphonooxy)cyclohexyl]oxy}phosphonic acid
Traditional IUPAC Name[(1R,2R,3S,4R,5S,6S)-2,3-dihydroxy-4,5,6-tris(phosphonooxy)cyclohexyl]oxyphosphonic acid
Chemical FormulaC6H16O18P4
SMILES[H]O[C@@]1([H])[C@@]([H])(O[H])[C@@]([H])(OP(=O)(O[H])O[H])[C@]([H])(OP(=O)(O[H])O[H])[C@@]([H])(OP(=O)(O[H])O[H])[C@]1([H])OP(=O)(O[H])O[H]
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
Substituents
  • Inositol phosphate
  • Monoalkyl phosphate
  • Cyclohexanol
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Secondary alcohol
  • 1,2-diol
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogP-7.268PhysProp
Predicted Properties
PropertyValueSource
Water Solubility11.5 g/LALOGPS
logP-0.45ALOGPS
logP-4.3ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)0.24ChemAxon
Physiological Charge-8ChemAxon
Hydrogen Acceptor Count14ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area307.5 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity79.27 m³·mol⁻¹ChemAxon
Polarizability34.03 ųChemAxon
Number of Rings1ChemAxon
Bioavailability0ChemAxon
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
Inositol 1,3,4,5,6-pentakisphosphate + water1D-Myo-inositol 1,4,5,6-tetrakisphosphate + phosphate
Adenosine triphosphate + 1D-Myo-inositol 1,4,5,6-tetrakisphosphateADP + Inositol 1,3,4,5,6-pentakisphosphate
Adenosine triphosphate + Inositol 1,4,5-trisphosphateADP + 1D-Myo-inositol 1,4,5,6-tetrakisphosphate
KEGG Reactions
Adenosine triphosphate + hydron + 1D-Myo-inositol 1,4,5,6-tetrakisphosphateADP + Inositol 1,3,4,5,6-pentakisphosphate
Adenosine triphosphate + hydron + Inositol 1,4,5-trisphosphate1D-Myo-inositol 1,4,5,6-tetrakisphosphate + ADP
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
References
References:
  • 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
  • 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:
ResourceLink
CHEBI ID16067
HMDB IDHMDB04527
Pubchem Compound ID443266
Kegg IDC11555
ChemSpider ID23097110
FOODB IDFDB023378
Wikipedia IDNot Available
BioCyc IDNot Available

Enzymes

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:
ARG82
Uniprot ID:
P07250
Molecular weight:
40352.5
Reactions
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.