1D-myo-inositol 1-phosphate (YMDB00714)

Identification
YMDB IDYMDB00714
Name1D-myo-inositol 1-phosphate
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
DescriptionD-myo-Inositol 3-phosphate, also known as inositol 3-phosphoric 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. D-myo-Inositol 3-phosphate exists in all living species, ranging from bacteria to plants to humans. Based on a literature review a significant number of articles have been published on D-myo-Inositol 3-phosphate.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
  • 1D-myo-inositol 1-(dihydrogen phosphate)
  • 1d-myo-inositol 1-monophosphate
  • 1D-myo-Inositol 1-phosphate
  • 1l-myo-inositol 1-phosphate
  • d-myo-inositol 1-phosphate
  • D-Myo-Inositol-1-Phosphate
  • Inositol 1-monophosphate
  • inositol 1-phosphate
  • l-myo-inositol 1-phosphate
  • myo-inositol 1-phosphate
  • Myoinositol 1-phosphate
  • 1D-Myo-inositol 3-monophosphate
  • D-Myo-inositol 3-monophosphate
  • Inositol 3-phosphate
  • Myoinositol 3-phosphate
  • Myo-inositol 3-phosphate
  • Myo-inositol 3-monophosphate
  • Inositol 3-monophosphate
  • 1D-Myo-inositol 3-monophosphoric acid
  • 1l-Myo-inositol 1-phosphoric acid
  • D-Myo-inositol 3-monophosphoric acid
  • Inositol 3-phosphoric acid
  • L-Myo-inositol 1-phosphoric acid
  • Myoinositol 3-phosphoric acid
  • Myo-inositol 3-phosphoric acid
  • Myo-inositol 3-monophosphoric acid
  • Inositol 3-monophosphoric acid
  • D-Myo-inositol 3-phosphoric acid
  • Myo-inositol 1-phosphoric acid
  • 1-(Dihydrogen phosphate) DL-myo-inositol
  • 1-(Dihydrogen phosphate) myo-inositol
  • DL-Myo-inositol 1-phosphate
  • Myo-inositol 1-monophosphate
  • Myo-inositol-1-phosphate
  • 1D-Myo-inositol 1-phosphoric acid
  • D-myo-Inositol 3-phosphate
CAS number15421-51-9
WeightAverage: 260.1358
Monoisotopic: 260.029718526
InChI KeyINAPMGSXUVUWAF-UOTPTPDRSA-N
InChIInChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/t1-,2-,3+,4-,5-,6-/m1/s1
IUPAC Name{[(1R,2S,3R,4R,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxy}phosphonic acid
Traditional IUPAC Namemyo-inositol 1-phosphate
Chemical FormulaC6H13O9P
SMILESO[C@H]1[C@H](O)[C@@H](O)[C@H](OP(O)(O)=O)[C@H](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
StateSolid
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility39.5 g/LALOGPS
logP-2ALOGPS
logP-3.9ChemAxon
logS-0.82ALOGPS
pKa (Strongest Acidic)1.16ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area167.91 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity46.65 m³·mol⁻¹ChemAxon
Polarizability20.63 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • Golgi
  • 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
1D-myo-inositol 1-phosphate + water → Myoinositol + phosphate
aldehydo-D-glucose 6-phosphate → 1D-myo-inositol 1-phosphate
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (7 TMS)splash10-014i-1559000000-8a2b9550f104f28e0f7dJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-MS (7 TMS)splash10-014i-0149000000-db7a2abef248fd1db09bJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-014i-1559000000-8a2b9550f104f28e0f7dJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-014i-0149000000-db7a2abef248fd1db09bJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0005-9650000000-12db07845ff78aa5511dJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (5 TMS) - 70eV, Positivesplash10-0a4i-2601259000-2775d0992be57f9b2782JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-2390000000-872b3b8044fff0ad80a9JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03dl-2290000000-122539b694f8b31100a9JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-9700000000-bed069cf85feb1dc4ab8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-4190000000-ea44c00eea91f419e692JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9220000000-d6c08f18832b9de73a53JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-3c92a73868c327380526JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-05d6010bb4bbf2b0c228JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a6s-9280000000-69bd06f4ab8866ad9db1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004j-9000000000-f3e6675946c65f8f8f07JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0090000000-89fa9427c518aa95bbd0JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0190000000-fa4c1ecfe995d290a153JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-9100000000-fc4055901243469636adJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
References
References:
  • 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
  • Hirsch, J. P., Henry, S. A. (1986). "Expression of the Saccharomyces cerevisiae inositol-1-phosphate synthase (INO1) gene is regulated by factors that affect phospholipid synthesis." Mol Cell Biol 6:3320-3328.3025587
  • Carman, G. M., Zeimetz, G. M. (1996). "Regulation of phospholipid biosynthesis in the yeast Saccharomyces cerevisiae." J Biol Chem 271:13293-13296.8663192
Synthesis Reference:Pirrung, Michael C. Discovery of a catalytic asymmetric phosphorylation through selection of a minimal kinase mimic: A concise total synthesis of D-myo-inositol-1-phosphate. Chemtracts (2001), 14(14), 802-804.
External Links:
ResourceLink
CHEBI ID18297
HMDB IDHMDB02985
Pubchem Compound ID107737
Kegg IDC01177
ChemSpider ID24808130
FOODB IDFDB021907
WikipediaInositol phosphate
BioCyc IDCPD-180

Enzymes

Protein Details
1. Inositol monophosphatase 2
General function:
Involved in inositol or phosphatidylinositol phosphatase activity
Specific function:
Responsible for the provision of inositol required for synthesis of phosphatidylinositol and polyphosphoinositides and involved in the inositol cycle of calcium signaling
Gene Name:
INM2
Uniprot ID:
Q05533
Molecular weight:
32092.40039
Reactions
Myo-inositol phosphate + H(2)O → myo-inositol + phosphate.
Protein Details
2. Inositol phosphorylceramide synthase
General function:
Involved in catalytic activity
Specific function:
Catalyzes the addition of a phosphorylinositol group onto ceramide to form inositol phosphorylceramide, an essential step in sphingolipid biosynthesis
Gene Name:
AUR1
Uniprot ID:
P36107
Molecular weight:
45192.80078
Reactions
Protein Details
3. Inositolphosphotransferase 1
General function:
Involved in catalytic activity
Specific function:
Catalyzes the addition of a phosphorylinositol group onto mannosyl phosphorylinositol ceramide to form mannosyl diphosphorylinositol ceramide
Gene Name:
IPT1
Uniprot ID:
P38954
Molecular weight:
60872.69922
Reactions
Protein Details
4. Inositol-3-phosphate synthase
General function:
Involved in inositol-3-phosphate synthase activity
Specific function:
D-glucose 6-phosphate = 1D-myo-inositol 3- phosphate
Gene Name:
INO1
Uniprot ID:
P11986
Molecular weight:
59641.60156
Reactions
D-glucose 6-phosphate → 1D-myo-inositol 3-phosphate.
Protein Details
5. Inositol monophosphatase 1
General function:
Involved in inositol or phosphatidylinositol phosphatase activity
Specific function:
Responsible for the provision of inositol required for synthesis of phosphatidylinositol and polyphosphoinositides
Gene Name:
INM1
Uniprot ID:
P38710
Molecular weight:
32823.0
Reactions
Myo-inositol phosphate + H(2)O → myo-inositol + phosphate.