Record Information
Version1.0
Creation date2011-09-21 00:13:24 UTC
Update date2020-09-17 15:41:06 UTC
Primary IDFDB022398
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameInositol 1,3,4,5-tetraphosphate
DescriptionInositol 1,3,4,5-tetraphosphate, also known as ins-1,3,4,5-P4, 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-tetraphosphate is an extremely strong acidic compound (based on its pKa). Within humans, inositol 1,3,4,5-tetraphosphate participates in a number of enzymatic reactions. In particular, inositol 1,3,4,5-tetraphosphate can be converted into inositol 1,3,4,5,6-pentakisphosphate through its interaction with the enzyme inositol polyphosphate multikinase. In addition, inositol 1,3,4,5-tetraphosphate can be biosynthesized from inositol 1,3,4-trisphosphate through its interaction with the enzyme inositol-tetrakisphosphate 1-kinase. Evidence shows that IP4 can activate a protein with ras- and rap-GAP activity and finally inactivate the G protein. Inositol 1,3,4,5-tetrakisphopsphate (IP4) is a second messenger responsible for mediating Ca2+ entry through plasma membrane and mobilize intracellular Ca2+ by acting synergistically with inositol 1,4,5-trisphosphate (IP3). Inositol 1,3,4,5-tetraphosphate is also a substrate for Type I inositol-1,4,5-trisphosphate 5-phosphatase, Phosphatidylinositol 4,5-bisphosphate 5-phosphatase A and Skeletal muscle and kidney enriched inositol phosphatase. IP4 can bind with high affinity to several intracellular proteins: synaptotagmin (I and II), Gap1, Btk, and centaurin-alpha-and may interact with synaptotagmin to inhibit synaptic transmission. Inositol 1,4,5-trisphosphate 3-kinase (IP3K, EC2.7.1.127) phosphorylates IP3 to IP4. In humans, inositol 1,3,4,5-tetraphosphate is involved in inositol phosphate metabolism. IP4 production is not always associated with modification in calcium concentration, and control of calcium mobilization is not the sole function proposed for IP4. IP4 define an essential signaling pathway for T cell precursor responsiveness and development. This indicates that IP4 regulates Ca2+ influx in a GTP-dependent way, which potentially links the IP3 signaling pathway to GTP-regulated signaling mechanisms.
CAS Number102850-29-3
Structure
Thumb
Synonyms
SynonymSource
Inositol 1,3,4,5-tetraphosphoric acidGenerator
1,3,4,5-Tetrakis(dihydrogen phosphate) myo-inositolHMDB
1D-Myo-inositol 1,3,4,5-tetrakis(dihydrogen phosphate)HMDB
1D-Myo-inositol 1,3,4,5-tetrakisphosphateHMDB
D-Myo-inositol 1,3,4,5-tetrakisphosphateHMDB
Inositol 1,3,4,5-tetrakis(phosphate)HMDB
Inositol 1,3,4,5-tetrakisphosphateHMDB
Inositol-(1,3,4,5)-tetrakisphosphateHMDB
Inositol-1,3,4,5-tetrakisphosphateHMDB
Inositol-1,3,4,5-tetraphosphateHMDB
Ins-1,3,4,5-P4HMDB
Myo-inositol 1,3,4,5-tetrakis(phosphate)HMDB
Myo-inositol 1,3,4,5-tetraphosphateHMDB
Myo-inositol, 1,3,4,5-tetrakis(dihydrogen phosphate)HMDB
Myo-inositol-1,3,4,5-tetrakisphosphateHMDB
[(2R,3S,5S,6S)-3,5-Dihydroxy-2,4,6-triphosphonooxycyclohexyl] dihydrogen phosphateHMDB
Inositol-1,3,4,5-tetrakisphosphate, DL-isomerHMDB
Ins(1,3,4,5)p(4)HMDB
Inositol-1,3,4,5-tetrakisphosphate, D-isomerHMDB
Ins(1,3,4,5)P4HMDB
[(2R,3S,5S,6S)-3,5-Dihydroxy-2,4,6-trionooxycyclohexyl] dihydrogen ateHMDB
[(2R,3S,5S,6S)-3,5-dihydroxy-2,4,6-triphosphonooxycyclohexyl] dihydrogen phosphatehmdb
1,3,4,5-Tetrakis(dihydrogen ate) myo-inositolHMDB
1,3,4,5-tetrakis(dihydrogen phosphate) myo-Inositolhmdb
1D-myo-Inositol 1,3,4,5-tetrakis(dihydrogen ate)HMDB
1D-myo-inositol 1,3,4,5-tetrakis(dihydrogen phosphate)hmdb
1D-myo-Inositol 1,3,4,5-tetrakisateHMDB
1D-Myo-inositol 1,3,4,5-tetrakisphosphic acidhmdb
D-myo-Inositol 1,3,4,5-tetrakisateHMDB
D-myo-inositol 1,3,4,5-tetrakisphosphatehmdb
Inositol 1,3,4,5-tetrakis(ate)HMDB
Inositol 1,3,4,5-tetrakisateHMDB
inositol 1,3,4,5-tetrakisphosphatehmdb
Inositol-(1,3,4,5)-tetrakisateHMDB
inositol-(1,3,4,5)-tetrakisphosphatehmdb
Inositol-1,3,4,5-tetraateHMDB
Inositol-1,3,4,5-tetrakisateHMDB
myo-Inositol 1,3,4,5-tetraateHMDB
myo-Inositol 1,3,4,5-tetrakis(ate)HMDB
myo-Inositol 1,3,4,5-tetrakis(phosphate)hmdb
myo-Inositol 1,3,4,5-tetraphosphatehmdb
myo-Inositol-1,3,4,5-tetrakisateHMDB
myo-Inositol-1,3,4,5-tetrakisphosphatehmdb
myo-Inositol, 1,3,4,5-tetrakis(dihydrogen ate)HMDB
myo-Inositol, 1,3,4,5-tetrakis(dihydrogen phosphate)hmdb
Predicted Properties
PropertyValueSource
Water Solubility11.5 g/LALOGPS
logP-0.45ALOGPS
logP-4.3ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)0.33ChemAxon
Physiological Charge-8ChemAxon
Hydrogen Acceptor Count14ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area307.5 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity79.27 m³·mol⁻¹ChemAxon
Polarizability34.13 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H16O18P4
IUPAC name{[(1R,2S,4S,5S)-2,4-dihydroxy-3,5,6-tris(phosphonooxy)cyclohexyl]oxy}phosphonic acid
InChI IdentifierInChI=1S/C6H16O18P4/c7-1-3(21-25(9,10)11)2(8)5(23-27(15,16)17)6(24-28(18,19)20)4(1)22-26(12,13)14/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/t1-,2-,3?,4-,5+,6?/m0/s1
InChI KeyCIPFCGZLFXVXBG-FTSGZOCFSA-N
Isomeric SMILESO[C@H]1C(OP(O)(O)=O)[C@H](O)[C@@H](OP(O)(O)=O)C(OP(O)(O)=O)[C@H]1OP(O)(O)=O
Average Molecular Weight500.0755
Monoisotopic Molecular Weight499.928709756
Classification
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
Ontology
Disposition

Biological location:

Source:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSInositol 1,3,4,5-tetraphosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-9044600000-4ba1d39a2376ae51990fSpectrum
Predicted GC-MSInositol 1,3,4,5-tetraphosphate, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-9512283000-844a1cfa75b9b1a00131Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-4000960000-9b59d5f2f68eced6c6b2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f89-3000920000-35336854e899445bf318Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pba-2009000000-b8ea1ab89bef94a720ffSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-3000900000-e06370a5540312cdccacSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9002200000-067fbe6f368eb447aafeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-33a9ca9001b179c65cdfSpectrum
NMRNot Available
ChemSpider ID96919
ChEMBL IDNot Available
KEGG Compound IDC01272
Pubchem Compound ID107758
Pubchem Substance IDNot Available
ChEBI ID16783
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01059
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID37244
KNApSAcK IDNot Available
HET ID1B55
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Multiple inositol polyphosphate phosphatase 1MINPP1Q9UNW1
Inositol-trisphosphate 3-kinase AITPKAP23677
Phosphatidylinositol 4,5-bisphosphate 5-phosphatase AINPP5JQ15735
Inositol polyphosphate 5-phosphatase KINPP5KQ9BT40
Phosphatidylinositol 3,4,5-trisphosphate 5-phosphatase 2INPPL1O15357
Pathways
NameSMPDB LinkKEGG Link
Inositol MetabolismSMP00011 map00562
Inositol Phosphate MetabolismSMP00462 map00562
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference