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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 date2020-09-17 15:41:06 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
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

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Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
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 IDNot Available
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
Processing...
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
Pathways
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference