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Showing Compound Inositol 1,4,5-trisphosphate (FDB022657)

Record Information
Version1.0
Creation date2011-09-21 00:17:32 UTC
Update date2025-11-19 02:42:12 UTC
Primary IDFDB022657
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameInositol 1,4,5-trisphosphate
DescriptionInositol 1,4,5-trisphosphate, also known as 1,4,5-insp3 or IP3, 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 1,4,5-trisphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Inositol 1,4,5-trisphosphate exists in all eukaryotes, ranging from yeast to humans. DG(16:0/18:1(9Z)/0:0) and inositol 1,4,5-trisphosphate can be biosynthesized from pip2[4,5](16:0/18:1(9Z)); which is catalyzed by the enzyme 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-1. In humans, inositol 1,4,5-trisphosphate is involved in the metabolic disorder called the joubert syndrome pathway.
CAS Number88269-39-0
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
1,4,5-Insp3ChEBI
D-Myo-inositol 1,4,5-trisphosphateChEBI
D-MYO-inositol-1,4,5-triphosphATEChEBI
Ins(1,4,5)P3ChEBI
InsP3ChEBI
IP3ChEBI
1D-Myo-inositol 1,4,5-trisphosphateKegg
D-Myo-inositol 1,4,5-trisphosphoric acidGenerator
D-MYO-inositol-1,4,5-triphosphoric acidGenerator
1D-Myo-inositol 1,4,5-trisphosphoric acidGenerator
Inositol 1,4,5-trisphosphoric acidGenerator
Myo-inositol 1,4,5-trisphosphateHMDB
1,4,5-IP3HMDB
Inositol 1,4,5-triphosphateHMDB
Myoinositol 1,4,5-triphosphateHMDB
D-myo-Inositol 1,4,5-triphosphateHMDB
IP 3HMDB
Inositol 1,4,5-trisphosphateHMDB
Inositol triphosphateHMDB
Inositol trisphosphateHMDB
TriphosphoinositolHMDB
myo-Inositol 1,4,5-triphosphateHMDB
myo-Inositol triphosphateHMDB
myo-Inositol trisphosphateHMDB
1D-myo-Inositol 1,4,5-trisateChEBI
1D-myo-Inositol 1,4,5-trisic acidGenerator
1D-myo-Inositol 1,4,5-trisphosphatehmdb
D-myo-Inositol 1,4,5-trisateChEBI
D-myo-Inositol 1,4,5-trisic acidGenerator
D-myo-Inositol 1,4,5-trisphosphatehmdb
D-myo-INOSITOL-1,4,5-triATEChEBI
D-myo-INOSITOL-1,4,5-triic acidGenerator
Inositol 1,4,5-trisateChEBI
Inositol 1,4,5-trisic acidGenerator
Inositol 1,4,5-trisphosphic acidhmdb
Predicted Properties
PropertyValueSource
Water Solubility14.8 g/LALOGPS
logP-0.86ALOGPS
logP-4.2ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)0.54ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-6ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area260.97 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity68.39 m³·mol⁻¹ChemAxon
Polarizability29.61 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H15O15P3
IUPAC name{[(1R,2S,3R,4R,5S,6R)-2,3,5-trihydroxy-4,6-bis(phosphonooxy)cyclohexyl]oxy}phosphonic acid
InChI IdentifierInChI=1S/C6H15O15P3/c7-1-2(8)5(20-23(13,14)15)6(21-24(16,17)18)3(9)4(1)19-22(10,11)12/h1-9H,(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)/t1-,2+,3+,4-,5-,6-/m1/s1
InChI KeyMMWCIQZXVOZEGG-XJTPDSDZSA-N
Isomeric SMILESO[C@@H]1[C@H](O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H](O)[C@@H]1OP(O)(O)=O
Average Molecular Weight420.0956
Monoisotopic Molecular Weight419.962379346
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
  • Polyol
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
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 1,4,5-trisphosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-002b-7195200000-2871156f7c1e00704088Spectrum
Predicted GC-MSInositol 1,4,5-trisphosphate, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-9052133000-5094b6ef55759c5a19ddSpectrum
Predicted GC-MSInositol 1,4,5-trisphosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-0006-0091000000-66258d5943e8e34a4f1b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-00ba-9030000000-9567cb0f36d067bd98e82020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 13V, negativesplash10-0udi-0000900000-a08362b50609e78681132020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 19V, negativesplash10-0udi-0205900000-c9a653bc0177b1f5ec0c2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 20V, negativesplash10-0udi-1509800000-0c58a55629c8bdde91c42020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 25V, negativesplash10-0zi0-2709200000-f834442aa900d5925ee02020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 29V, negativesplash10-0kk9-6908000000-bce10d89581b945182c82020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 34V, negativesplash10-056r-9603000000-b83a25f979d90dcaacec2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 40V, negativesplash10-004i-9300000000-83996fe12a20b170e2dc2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 47V, negativesplash10-004i-9100000000-9c6fa50af864d3ab9ccc2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-0udi-0109000000-f750488015579ddac3952020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-004i-9000000000-0ae8d2338f48c17984cd2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-0zfr-0970000000-d129d480332834af86312020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-004r-5900000000-4dffa7896e57b68d360e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-08fr-0639000000-1fc55e97bbb62fd985062020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-0a4i-0943000000-4b6820f7da0e5d5591672020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 13V, negativesplash10-014i-0000900000-4422ae3f5c5cbce0813d2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 16V, negativesplash10-014i-0103900000-60bb04a7db68b52b301a2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 22V, negativesplash10-05fr-1409300000-c28e47a55145868de89d2020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-3008900000-e987cfb2603d94f1a6a42016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uk9-2006900000-95047338604f8928313f2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-4291000000-8e9bb388f01ec6d535ab2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-4001900000-395b5e207aa26dd43f272016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9003200000-5e6369906fdedd08ad602016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-4b72b937fe3bf7fe817e2016-09-12View Spectrum
NMRNot Available
ChemSpider ID388562
ChEMBL IDCHEMBL279107
KEGG Compound IDC01245
Pubchem Compound ID439456
Pubchem Substance IDNot Available
ChEBI ID16595
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01498
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID1485108
KNApSAcK IDC00007460
HET IDI3P
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDInositol 1,4,5-trisphosphate
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
Inositol polyphosphate multikinaseIPMKQ8NFU5
Pathways
NameSMPDB LinkKEGG Link
Inositol MetabolismSMP00011 map00562
Inositol Phosphate MetabolismSMP00462 map00562
Phosphatidylinositol Phosphate MetabolismSMP00463 map00562
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference