Showing metabocard for Inositol 1,3,4,5,6-pentakisphosphate (BMDB0003529)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (5) Show 5 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 23:05:02 UTC
Update Date2020-05-21 16:29:05 UTC
BMDB IDBMDB0003529
Secondary Accession Numbers
  • BMDB03529
Metabolite Identification
Common NameInositol 1,3,4,5,6-pentakisphosphate
DescriptionInositol 1,3,4,5,6-pentakisphosphate, also known as inositol 1,3,4,5,6-pentakisphosphate, 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 possibly soluble (in water) and 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. Inositol 1,3,4,5,6-pentakisphosphate participates in a number of enzymatic reactions, within cattle. In particular, Inositol 1,3,4,5,6-pentakisphosphate can be biosynthesized from 1D-myo-inositol 1,4,5,6-tetrakisphosphate; which is mediated by the enzyme inositol polyphosphate multikinase. In addition, Inositol 1,3,4,5,6-pentakisphosphate can be converted into D-myo-inositol 3,4,5,6-tetrakisphosphate through the action of the enzyme inositol-tetrakisphosphate 1-kinase. In cattle, inositol 1,3,4,5,6-pentakisphosphate is involved in the metabolic pathway called the inositol metabolism pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1D-myo-Inositol 1,3,4,5,6-pentakisphosphateChEBI
D-myo-Inositol 1,3,4,5,6-pentakisphosphateChEBI
1D-myo-Inositol 1,3,4,5,6-pentakisphosphoric acidGenerator
Inositol 1,3,4,5,6-pentakisphosphoric acidGenerator
D-myo-Inositol 1,3,4,5,6-pentakisphosphoric acidGenerator
Inositol 1,3,4,5,6-pentaphosphateHMDB
Inositol pentaphosphateHMDB
myo-Inositol 1,3,4,5,6-pentakis(phosphate)HMDB
myo-Inositol 1,3,4,5,6-pentaphosphateHMDB
myo-Inositol pentakisphosphateHMDB
I(1,3,4,5,6)P5HMDB
Inositol 1,3,4,5,6-pentakisphosphateHMDB
Ins(1,3,4,5,6)P5HMDB
myo-inositol 1,3,4,5,6-pentakisphosphateHMDB
Chemical FormulaC6H17O21P5
Average Molecular Weight580.0554
Monoisotopic Molecular Weight579.895040166
IUPAC Name{[(1R,2S,3r,4R,5S,6r)-3-hydroxy-2,4,5,6-tetrakis(phosphonooxy)cyclohexyl]oxy}phosphonic acid
Traditional Name[(1R,2S,3r,4R,5S,6r)-3-hydroxy-2,4,5,6-tetrakis(phosphonooxy)cyclohexyl]oxyphosphonic acid
CAS Registry Number20298-95-7
SMILES
O[C@@H]1[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@@H]1OP(O)(O)=O
InChI Identifier
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+
InChI KeyCTPQAXVNYGZUAJ-KXXVROSKSA-N
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 Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
  • Nucleus
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-7.999Not Available
Predicted Properties
PropertyValueSource
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
Polarizability38.48 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Nucleus
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0003529
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023187
KNApSAcK IDNot Available
Chemspider ID10333900
KEGG Compound IDC01284
BioCyc IDCPD-1107
BiGG ID37275
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID16322
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Inositol-tetrakisphosphate 1-kinase
General function:
Involved in ATP binding
Specific function:
Kinase that can phosphorylate various inositol polyphosphate such as Ins(3,4,5,6)P4 or Ins(1,3,4)P3. Phosphorylates Ins(3,4,5,6)P4 at position 1 to form Ins(1,3,4,5,6)P5. This reaction is thought to have regulatory importance, since Ins(3,4,5,6)P4 is an inhibitor of plasma membrane Ca(2+)-activated Cl(-) channels, while Ins(1,3,4,5,6)P5 is not. Also acts as an inositol polyphosphate phosphatase that dephosphorylate Ins(1,3,4,5)P4 and Ins(1,3,4,6)P4 to Ins(1,3,4)P3, and Ins(1,3,4,5,6)P5 to Ins(3,4,5,6)P4. May also act as an isomerase that interconverts the inositol tetrakisphosphate isomers Ins(1,3,4,5)P4 and Ins(1,3,4,6)P4 in the presence of ADP and magnesium. Probably acts as the rate-limiting enzyme of the InsP6 pathway. Modifies TNF-alpha-induced apoptosis by interfering with the activation of TNFRSF1A-associated death domain (By similarity). Also phosphorylates Ins(1,3,4)P3 on O-5 and O-6 to form Ins(1,3,4,6)P4, an essential molecule in the hexakisphosphate (InsP6) pathway. Plays an important role in MLKL-mediated necroptosis. Produces highly phosphorylated inositol phosphates such as inositolhexakisphosphate (InsP6) which bind to MLKL mediating the release of an N-terminal auto-inhibitory region leading to its activation. Essential for activated phospho-MLKL to oligomerize and localize to the cell membrane during necroptosis (By similarity).
Gene Name:
ITPK1
Uniprot ID:
P0C0T1
Molecular weight:
45842.0
Reactions
Inositol 1,3,4,5,6-pentakisphosphate + ADP → D-Myo-inositol 3,4,5,6-tetrakisphosphate + Adenosine triphosphatedetails
Enzyme Details
2. Inositol hexakisphosphate and diphosphoinositol-pentakisphosphate kinase 1
General function:
Involved in acid phosphatase activity
Specific function:
Bifunctional inositol kinase that acts in concert with the IP6K kinases IP6K1, IP6K2 and IP6K3 to synthesize the diphosphate group-containing inositol pyrophosphates diphosphoinositol pentakisphosphate, PP-InsP5, and bis-diphosphoinositol tetrakisphosphate, (PP)2-InsP4. PP-InsP5 and (PP)2-InsP4, also respectively called InsP7 and InsP8, regulate a variety of cellular processes, including apoptosis, vesicle trafficking, cytoskeletal dynamics, exocytosis, insulin signaling and neutrophil activation. Phosphorylates inositol hexakisphosphate (InsP6) at positions 1 or 3 to produce PP-InsP5 which is in turn phosphorylated by IP6Ks to produce (PP)2-InsP4. Alternatively, phosphorylates at position 1 or 3 PP-InsP5, produced by IP6Ks from InsP6, to produce (PP)2-InsP4. Activated when cells are exposed to hyperosmotic stress.
Gene Name:
PPIP5K1
Uniprot ID:
A7Z050
Molecular weight:
163665.0
Enzyme Details
3. Kinase
General function:
Not Available
Specific function:
Not Available
Gene Name:
IPMK
Uniprot ID:
F1N1W2
Molecular weight:
47029.0
Reactions
2 Adenosine triphosphate + 1D-Myo-inositol 1,4,5,6-tetrakisphosphate →2 ADP + Inositol 1,3,4,5,6-pentakisphosphatedetails
Inositol 1,3,4,5-tetraphosphate + Adenosine triphosphate → Inositol 1,3,4,5,6-pentakisphosphate + ADPdetails
1D-Myo-inositol 1,3,4,6-tetrakisphosphate + Adenosine triphosphate → Inositol 1,3,4,5,6-pentakisphosphate + ADPdetails
Enzyme Details
4. Inositol-pentakisphosphate 2-kinase
General function:
Not Available
Specific function:
Phosphorylates Ins(1,3,4,5,6)P5 at position 2 to form Ins(1,2,3,4,5,6)P6 (InsP6 or phytate).
Gene Name:
IPPK
Uniprot ID:
E1BGX9
Molecular weight:
56106.0
Reactions
Inositol 1,3,4,5,6-pentakisphosphate + Adenosine triphosphate → Myo-inositol hexakisphosphate + ADPdetails
Enzyme Details
5. Multiple inositol polyphosphate histidine phosphatase, 1
General function:
Not Available
Specific function:
Not Available
Gene Name:
MINPP1
Uniprot ID:
Q2TBT6
Molecular weight:
41435.0
Reactions
Myo-inositol hexakisphosphate + Water → Inositol 1,3,4,5,6-pentakisphosphate + Hydrogen phosphatedetails
Inositol 1,3,4,5,6-pentakisphosphate + Water → 1D-Myo-inositol 1,4,5,6-tetrakisphosphate + Hydrogen phosphatedetails