Record Information
Version2.0
Creation Date2012-05-31 14:30:44 -0600
Update Date2015-06-03 17:19:26 -0600
Secondary Accession Numbers
  • ECMDB20161
Identification
Name:Inositol 1,2,3,5,6-pentakisphosphate
DescriptionInositol 1,2,3,5,6-pentakisphosphate is a member of the chemical class known as Inositol Phosphates. These are compounds containing one or more phosphate groups attached to an inositol (or cyclohexanehexol) moiety.
Structure
Thumb
Synonyms:
  • 1D-3-O-methyl-myo-inositol
  • 1D-3-O-Methyl-myo-inositol
  • 1D-Myo-inositol 1,2,3,4,5-pentakis(dihydrogen phosphate)
  • 1D-myo-Inositol 1,2,3,4,5-pentakis(dihydrogen phosphoric acid)
  • 1D-Myo-Inositol 1,2,3,4,5-pentakisphosphate
  • 1D-myo-Inositol 1,2,3,4,5-pentakisphosphoric acid
  • 1L-Myo-Inositol 1,2,3,4,5-pentakisphosphate
  • 1l-myo-Inositol 1,2,3,4,5-pentakisphosphoric acid
  • 3-O-methyl-myo-inositol
  • 3-O-Methyl-myo-inositol
  • D-Myo-Inositol 1,2,3,4,5-pentakisphosphate
  • D-myo-Inositol 1,2,3,4,5-pentakisphosphoric acid
  • Inositol 1,2,3,4,5-pentakisphosphate
  • Inositol 1,2,3,4,5-pentakisphosphoric acid
  • Inositol 1,2,3,5,6-pentakisphosphoric acid
  • Insp5
  • L-Myo-Inositol 1,2,3,4,5-pentakisphosphate
  • L-myo-Inositol 1,2,3,4,5-pentakisphosphoric acid
  • Myo-Inositol 1,2,3,4,5-pentakisphosphate
  • myo-Inositol 1,2,3,4,5-pentakisphosphoric acid
Chemical Formula:C6H17O21P5
Weight:Average: 580.0554
Monoisotopic: 579.895040166
InChI Key:CTPQAXVNYGZUAJ-LXOASSSBSA-N
InChI:InChI=1S/C6H17O21P5/c7-1-2(23-28(8,9)10)4(25-30(14,15)16)6(27-32(20,21)22)5(26-31(17,18)19)3(1)24-29(11,12)13/h1-7H,(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/t1?,2-,3+,4-,5-,6?/m0/s1
CAS number:Not Available
IUPAC Name:{[(1S,3R,4S,6S)-2-hydroxy-3,4,5,6-tetrakis(phosphonooxy)cyclohexyl]oxy}phosphonic acid
Traditional IUPAC Name:[(1S,3R,4S,6S)-2-hydroxy-3,4,5,6-tetrakis(phosphonooxy)cyclohexyl]oxyphosphonic acid
SMILES:[H]C1(O)[C@]([H])(OP(O)(O)=O)[C@]([H])(OP(O)(O)=O)C([H])(OP(O)(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]1([H])OP(O)(O)=O
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
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
State:Not Available
Charge:-10
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility13.4 g/LALOGPS
logP-0.14ALOGPS
logP-4.4ChemAxon
logS-1.6ALOGPS
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
Polarizability38.4 ųChemAxon
Number of Rings1ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
SMPDB Pathways:Not Available
KEGG Pathways:
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-2000590000-58c3d2aa4c588144cdc7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01q9-1000390000-8261939ddaee0f013e9bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-2019200000-f9e8976888b13aa4f73eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-4000190000-ebb7d586faa6b97b58faView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000220000-6f65c8c0bf6b787b7fbaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-c82dd76091a9c3208865View in MoNA
References
References:
  • Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID18345
HMDB IDNot Available
Pubchem Compound ID9548598
Kegg IDC04579
ChemSpider ID7827521
Wikipedia IDNot Available
BioCyc IDCPD-1701
EcoCyc IDCPD-1701

Enzymes

General function:
Involved in acid phosphatase activity
Specific function:
A phosphate monoester + H(2)O = an alcohol + phosphate
Gene Name:
appA
Uniprot ID:
P07102
Molecular weight:
47056
Reactions
A phosphate monoester + H(2)O = an alcohol + phosphate.
Myo-inositol hexakisphosphate + H(2)O = 1D-myo-inositol 1,2,3,5,6-pentakisphosphate + phosphate.