You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Yeast Metabolome Database.
Identification
YMDB IDYMDB00764
Name1D-myo-inositol 4,5-bisphosphate
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
Description1-phosphatidyl-1D-myo-inositol-3,4-bisphosphate, also known as D-myo-inositol 4,5-bisphosphoric acid, 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. 1-phosphatidyl-1D-myo-inositol-3,4-bisphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
Synonyms
  • 1-Phosphatidyl-1D-myo-inositol 4,5-bisphosphate
  • 1-Phosphatidyl-D-myo-inositol 4,5-bisphosphate
  • 1D-Myo-inositol 1,4-bisphosphate
  • 1D-Myo-inositol 1,4-bisphosphic acid
  • D-myo-inositol 1,4-bisphosphate
  • D-myo-Inositol 4,5-bisphosphate
  • D-MYO-INOSITOL-4,5-BISPHOSPHATE
  • inositol 1,4-bisphosphate
  • myo-inositol 1,4-bisphosphate
  • Phosphatidyl-myo-inositol 4,5-bisphosphate
  • Phosphatidylinositol-4,5-bisphosphate
  • D-Myo-inositol 4,5-bisphosphoric acid
  • D-MYO-inositol-4,5-bisphosphoric acid
  • 1-Phosphatidyl-1D-myo-inositol-3,4-bisphosphoric acid
  • 1D-Myo-inositol 4,5-bisphosphoric acid
  • Myo-inositol 4,5-diphosphate
  • Inositol 4,5-bisphosphate
  • Ins(4,5)P2
  • Inositol 4,5-biphosphate
  • Inositol-4,5-bisphosphate
  • Inositol 4,5-bisphosphate, (D)-isomer
CAS numberNot Available
WeightAverage: 340.1157
Monoisotopic: 339.996048936
InChI KeyMCKAJXMRULSUKI-UZAAGFTCSA-N
InChIInChI=1S/C6H14O12P2/c7-1-2(8)4(10)6(18-20(14,15)16)5(3(1)9)17-19(11,12)13/h1-10H,(H2,11,12,13)(H2,14,15,16)/t1-,2+,3-,4-,5+,6+/m0/s1
IUPAC Name{[(1R,2S,3R,4S,5S,6R)-2,3,4,5-tetrahydroxy-6-(phosphonooxy)cyclohexyl]oxy}phosphonic acid
Traditional IUPAC Name[(1R,2S,3R,4S,5S,6R)-2,3,4,5-tetrahydroxy-6-(phosphonooxy)cyclohexyl]oxyphosphonic acid
Chemical FormulaC6H14O12P2
SMILESO[C@H]1[C@@H](O)[C@H](O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H]1O
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
  • Polyol
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Physical Properties
StateNot Available
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility23.7 g/LALOGPS
logP-1.3ALOGPS
logP-4ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)0.66ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area214.44 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity57.52 m³·mol⁻¹ChemAxon
Polarizability25.04 ųChemAxon
Number of Rings1ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • cell envelope
  • 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 ReactionsNot Available
KEGG Reactions
water + 1D-myo-inositol 4,5-bisphosphatephosphate + 1-phosphatidyl-1D-myo-inositol 4-phosphate + hydron
water + 1D-myo-inositol 4,5-bisphosphatephosphate + 1-phosphatidyl-1D-myo-inositol 4-phosphate + hydron
Adenosine triphosphate + 1-phosphatidyl-1D-myo-inositol 4-phosphate + hydronADP + 1D-myo-inositol 4,5-bisphosphate
water + 1D-myo-inositol 4,5-bisphosphateDG(16:0/16:0/0:0) + Inositol 1,4,5-trisphosphate
Adenosine triphosphate + 1-phosphatidyl-1D-myo-inositol 4-phosphate → ADP + 1D-myo-inositol 4,5-bisphosphate
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9332000000-8240ef1e1d222135238aJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-01ot-9010135000-910c6826f5ad1ed949c7JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-2029000000-1195e7ce60913971906dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006x-2029000000-c3e0fac36289e655819fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000w-8920000000-3aa518a31c4e7bc4857cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-4009000000-40bb88d61d505ce29206JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9012000000-a144b2a1549f5a9a9b8aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-39772b52beaff83371d8JSpectraViewer
References
References:
  • 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
  • Resnick, A. C., Snowman, A. M., Kang, B. N., Hurt, K. J., Snyder, S. H., Saiardi, A. (2005). "Inositol polyphosphate multikinase is a nuclear PI3-kinase with transcriptional regulatory activity." Proc Natl Acad Sci U S A 102:12783-12788.16123124
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID18156
HMDB IDHMDB0062191
Pubchem Compound ID125004
Kegg IDC04637
ChemSpider ID24808071
FOODB IDNot Available
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.