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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:18:17 UTC
HMDB IDHMDB0001498
Secondary Accession Numbers
  • HMDB01498
Metabolite Identification
Common Namemyo-Inositol 1,4,5-trisphosphate
Descriptionmyo-Inositol 1,4,5-trisphosphate (CAS: 20298-95-7), also known as Ins(1,4,5)P3 or InsP3, is an intracellular messenger formed by the action of phospholipase C on phosphatidylinositol 4,5-bisphosphate, which is one of the phospholipids that make up the cell membrane (PMID: 22453946 ). It is released into the cytoplasm where it releases calcium ions from internal stores within the cell's endoplasmic reticulum. These calcium ions stimulate the activity of B kinase or calmodulin (PMID: 15189149 ). Its transient accumulation is due both to the enhanced metabolism via the Ca2+-calmodulin-sensitive Ins(1,4,5)P3 kinase, as well as a down-regulation of phosphatidylinositol 4,5-bisphosphate hydrolysis (PMID: 3041962 ). It is a major regulator of apoptotic signalling driving calcium (Ca2+) transients from the endoplasmic reticulum to mitochondria, thereby establishing a functional and physical link between these organelles. It also regulates autophagy through the interaction with Beclin 1 complex, and in particular, its inhibition/depletion strongly induces macroautophagy (PMID: 19325567 ). In addition, recent evidence suggests that the penetrating sperm delivers into mammalian eggs a novel isoform of phospholipase C (PLC), which promotes the formation of inositol 1,4,5-trisphosphate (PMID: 15362223 ).
Structure
Data?1589558375
Synonyms
ValueSource
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
Chemical FormulaC6H15O15P3
Average Molecular Weight420.0956
Monoisotopic Molecular Weight419.962379346
IUPAC Name{[(1R,2S,3R,4R,5S,6R)-2,3,5-trihydroxy-4,6-bis(phosphonooxy)cyclohexyl]oxy}phosphonic acid
Traditional NameInsP3
CAS Registry Number85166-31-0
SMILES
O[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
InChI Identifier
InChI=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
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
  • Polyol
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Process

Naturally occurring process

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility14.8 g/LALOGPS
logP10(-0.86) g/LALOGPS
logP10(-4.2) g/LChemAxon
logS10(-1.4) g/LALOGPS
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
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+189.99231661259
DarkChem[M-H]-182.80331661259
AllCCS[M+H]+183.15732859911
AllCCS[M-H]-168.56432859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
myo-Inositol 1,4,5-trisphosphate,1TMS,#1C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O)O)[C@H]1O2878.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TMS,#2C[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O2881.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TMS,#3C[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O)[C@H](O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O2890.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TMS,#4C[Si](C)(C)OP(=O)(O)O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@H]1OP(=O)(O)O2988.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TMS,#5C[Si](C)(C)OP(=O)(O)O[C@@H]1[C@@H](O)[C@H](OP(=O)(O)O)[C@H](O)[C@H](O)[C@H]1OP(=O)(O)O2987.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TMS,#6C[Si](C)(C)OP(=O)(O)O[C@H]1[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O)O)[C@@H](O)[C@H]1O2985.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#1C[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O)[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O2846.5Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#2C[Si](C)(C)O[C@H]1[C@@H](O[Si](C)(C)C)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O2852.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#3C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O)O)[C@H]1O2910.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#4C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](OP(=O)(O)O)[C@H]1O2910.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#5C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O)O[Si](C)(C)C)[C@H]1O2910.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#6C[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O[Si](C)(C)C)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O2848.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#7C[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O2912.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#8C[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1OP(=O)(O)O2912.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#9C[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O[Si](C)(C)C2914.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#10C[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O[Si](C)(C)C)[C@H](O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O2919.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#11C[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O)[C@H](O)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1OP(=O)(O)O2917.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#12C[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O)[C@H](O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O[Si](C)(C)C2918.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#13C[Si](C)(C)OP(=O)(O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@H]1OP(=O)(O)O)O[Si](C)(C)C2954.9Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#14C[Si](C)(C)OP(=O)(O)O[C@H]1[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O3008.5Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#15C[Si](C)(C)OP(=O)(O)O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@H]1OP(=O)(O)O[Si](C)(C)C3005.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#16C[Si](C)(C)OP(=O)(O[C@@H]1[C@@H](O)[C@H](OP(=O)(O)O)[C@H](O)[C@H](O)[C@H]1OP(=O)(O)O)O[Si](C)(C)C2958.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#17C[Si](C)(C)OP(=O)(O)O[C@H]1[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](OP(=O)(O)O)[C@@H](O)[C@H]1O3009.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#18C[Si](C)(C)OP(=O)(O[C@H]1[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O)O)[C@@H](O)[C@H]1O)O[Si](C)(C)C2955.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#1C[Si](C)(C)O[C@H]1[C@@H](O[Si](C)(C)C)[C@@H](OP(=O)(O)O)[C@H](O[Si](C)(C)C)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O2820.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#2C[Si](C)(C)O[C@@H]1[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O)O)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@H]1OP(=O)(O)O[Si](C)(C)C2866.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#3C[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O)[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1OP(=O)(O)O2861.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#4C[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O)[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O[Si](C)(C)C2865.9Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#5C[Si](C)(C)O[C@H]1[C@@H](O[Si](C)(C)C)[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O2866.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#6C[Si](C)(C)O[C@H]1[C@@H](O[Si](C)(C)C)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1OP(=O)(O)O2866.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#7C[Si](C)(C)O[C@H]1[C@@H](O[Si](C)(C)C)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O[Si](C)(C)C2870.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#8C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O)O)[C@H]1O2905.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#9C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](OP(=O)(O)O)[C@H]1O2934.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#10C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O)O[Si](C)(C)C)[C@H]1O2933.6Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#11C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](OP(=O)(O)O)[C@H]1O2904.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#12C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](OP(=O)(O)O[Si](C)(C)C)[C@H]1O2932.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#13C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O2904.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#14C[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O2867.9Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#15C[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O[Si](C)(C)C)[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1OP(=O)(O)O2868.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#16C[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O[Si](C)(C)C)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O[Si](C)(C)C2870.9Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#17C[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O2905.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#18C[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1OP(=O)(O)O2935.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#19C[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O[Si](C)(C)C2940.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#20C[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H]1OP(=O)(O)O2907.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#21C[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1OP(=O)(O)O[Si](C)(C)C2938.5Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#22C[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2913.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#23C[Si](C)(C)O[C@H]1[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O2919.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#24C[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O[Si](C)(C)C)[C@H](O)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1OP(=O)(O)O2948.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#25C[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O[Si](C)(C)C)[C@H](O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O[Si](C)(C)C2951.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#26C[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O)[C@H](O)[C@H](O)[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H]1OP(=O)(O)O2919.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#27C[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O)[C@H](O)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1OP(=O)(O)O[Si](C)(C)C2948.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#28C[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O)[C@H](O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2921.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#29C[Si](C)(C)OP(=O)(O)O[C@H]1[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O3002.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#30C[Si](C)(C)OP(=O)(O)O[C@@H]1[C@@H](O)[C@H](OP(=O)(O)O)[C@H](O)[C@H](O)[C@H]1OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C3000.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#31C[Si](C)(C)OP(=O)(O)O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](O)[C@H]1OP(=O)(O)O3001.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#32C[Si](C)(C)OP(=O)(O)O[C@H]1[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C)[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O3034.9Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#33C[Si](C)(C)OP(=O)(O)O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@H]1OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C3002.5Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#34C[Si](C)(C)OP(=O)(O)O[C@H]1[C@H](O)[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](OP(=O)(O)O)[C@@H](O)[C@H]1O3009.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#35C[Si](C)(C)OP(=O)(O)O[C@@H]1[C@@H](O)[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](O)[C@H](O)[C@H]1OP(=O)(O)O3004.6Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TBDMS,#1CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O)O)[C@H]1O3136.6Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TBDMS,#2CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O3134.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TBDMS,#3CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O)[C@H](O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O3140.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TBDMS,#4CC(C)(C)[Si](C)(C)OP(=O)(O)O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@H]1OP(=O)(O)O3236.5Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TBDMS,#5CC(C)(C)[Si](C)(C)OP(=O)(O)O[C@@H]1[C@@H](O)[C@H](OP(=O)(O)O)[C@H](O)[C@H](O)[C@H]1OP(=O)(O)O3235.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TBDMS,#6CC(C)(C)[Si](C)(C)OP(=O)(O)O[C@H]1[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O)O)[C@@H](O)[C@H]1O3233.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#1CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O3200.5Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#2CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O3209.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#3CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O)O)[C@H]1O3296.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#4CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](OP(=O)(O)O)[C@H]1O3295.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#5CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H]1O3296.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#6CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O3204.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#7CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O3291.6Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#8CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H]1OP(=O)(O)O3288.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#9CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O[Si](C)(C)C(C)(C)C3295.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#10CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O3298.6Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#11CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O)[C@H](O)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H]1OP(=O)(O)O3297.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#12CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O)[C@H](O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O[Si](C)(C)C(C)(C)C3301.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#13CC(C)(C)[Si](C)(C)OP(=O)(O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@H]1OP(=O)(O)O)O[Si](C)(C)C(C)(C)C3370.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#14CC(C)(C)[Si](C)(C)OP(=O)(O)O[C@H]1[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O3428.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#15CC(C)(C)[Si](C)(C)OP(=O)(O)O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@H]1OP(=O)(O)O[Si](C)(C)C(C)(C)C3428.5Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#16CC(C)(C)[Si](C)(C)OP(=O)(O[C@@H]1[C@@H](O)[C@H](OP(=O)(O)O)[C@H](O)[C@H](O)[C@H]1OP(=O)(O)O)O[Si](C)(C)C(C)(C)C3371.6Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#17CC(C)(C)[Si](C)(C)OP(=O)(O)O[C@H]1[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](OP(=O)(O)O)[C@@H](O)[C@H]1O3429.5Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#18CC(C)(C)[Si](C)(C)OP(=O)(O[C@H]1[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O)O)[C@@H](O)[C@H]1O)O[Si](C)(C)C(C)(C)C3369.5Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#1CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](OP(=O)(O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O3392.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#2CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O)O)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1OP(=O)(O)O[Si](C)(C)C(C)(C)C3406.9Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#3CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H]1OP(=O)(O)O3404.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#4CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O[Si](C)(C)C(C)(C)C3408.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#5CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O3408.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#6CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H]1OP(=O)(O)O3407.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#7CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O[Si](C)(C)C(C)(C)C3409.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#8CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O)O)[C@H]1O3420.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#9CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](OP(=O)(O)O)[C@H]1O3460.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#10CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H]1O3460.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#11CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](OP(=O)(O)O)[C@H]1O3418.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#12CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H]1O3456.6Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#13CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]1O3418.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#14CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O3407.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#15CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H]1OP(=O)(O)O3406.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#16CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O[Si](C)(C)C(C)(C)C3408.6Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#17CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O3423.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#18CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H]1OP(=O)(O)O3462.6Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#19CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O[Si](C)(C)C(C)(C)C3464.5Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#20CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H]1OP(=O)(O)O3421.9Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#21CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H]1OP(=O)(O)O[Si](C)(C)C(C)(C)C3459.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#22CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3424.0Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#23CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O3415.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#24CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H]1OP(=O)(O)O3448.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#25CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O[Si](C)(C)C(C)(C)C3452.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#26CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O)[C@H](O)[C@H](O)[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H]1OP(=O)(O)O3412.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#27CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O)[C@H](O)[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H]1OP(=O)(O)O[Si](C)(C)C(C)(C)C3448.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#28CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OP(=O)(O)O)[C@H](O)[C@H](O)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3415.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#29CC(C)(C)[Si](C)(C)OP(=O)(O)O[C@H]1[C@H](O)[C@@H](OP(=O)(O)O)[C@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O3508.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#30CC(C)(C)[Si](C)(C)OP(=O)(O)O[C@@H]1[C@@H](O)[C@H](OP(=O)(O)O)[C@H](O)[C@H](O)[C@H]1OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3507.6Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#31CC(C)(C)[Si](C)(C)OP(=O)(O)O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1OP(=O)(O)O3508.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#32CC(C)(C)[Si](C)(C)OP(=O)(O)O[C@H]1[C@H](O)[C@@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H](OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O3554.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#33CC(C)(C)[Si](C)(C)OP(=O)(O)O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](OP(=O)(O)O)[C@H](O)[C@H]1OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3510.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#34CC(C)(C)[Si](C)(C)OP(=O)(O)O[C@H]1[C@H](O)[C@@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](OP(=O)(O)O)[C@@H](O)[C@H]1O3517.4Semi standard non polarhttps://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#35CC(C)(C)[Si](C)(C)OP(=O)(O)O[C@@H]1[C@@H](O)[C@H](OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)[C@H]1OP(=O)(O)O3514.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - myo-Inositol 1,4,5-trisphosphate GC-MS (Non-derivatized) - 70eV, Positivesplash10-002b-7195200000-2871156f7c1e007040882016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - myo-Inositol 1,4,5-trisphosphate GC-MS (3 TMS) - 70eV, Positivesplash10-0002-9052133000-5094b6ef55759c5a19dd2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - myo-Inositol 1,4,5-trisphosphate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate n/a 29V, negative-QTOFsplash10-0006-0091000000-66258d5943e8e34a4f1b2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate n/a 29V, negative-QTOFsplash10-00ba-9030000000-9567cb0f36d067bd98e82020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 13V, negative-QTOFsplash10-0udi-0000900000-a08362b50609e78681132020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 19V, negative-QTOFsplash10-0udi-0205900000-c9a653bc0177b1f5ec0c2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 20V, negative-QTOFsplash10-0udi-1509800000-0c58a55629c8bdde91c42020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 25V, negative-QTOFsplash10-0zi0-2709200000-f834442aa900d5925ee02020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 29V, negative-QTOFsplash10-0kk9-6908000000-bce10d89581b945182c82020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 34V, negative-QTOFsplash10-056r-9603000000-b83a25f979d90dcaacec2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 40V, negative-QTOFsplash10-004i-9300000000-83996fe12a20b170e2dc2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 47V, negative-QTOFsplash10-004i-9100000000-9c6fa50af864d3ab9ccc2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate n/a 29V, negative-QTOFsplash10-0udi-0109000000-f750488015579ddac3952020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate n/a 29V, negative-QTOFsplash10-004i-9000000000-0ae8d2338f48c17984cd2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate n/a 29V, negative-QTOFsplash10-0zfr-0970000000-d129d480332834af86312020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate n/a 29V, negative-QTOFsplash10-004r-5900000000-4dffa7896e57b68d360e2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate n/a 29V, negative-QTOFsplash10-08fr-0639000000-1fc55e97bbb62fd985062020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate n/a 29V, negative-QTOFsplash10-0a4i-0943000000-4b6820f7da0e5d5591672020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 13V, negative-QTOFsplash10-014i-0000900000-4422ae3f5c5cbce0813d2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 16V, negative-QTOFsplash10-014i-0103900000-60bb04a7db68b52b301a2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 22V, negative-QTOFsplash10-05fr-1409300000-c28e47a55145868de89d2020-07-22HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate 10V, Positive-QTOFsplash10-00di-3008900000-e987cfb2603d94f1a6a42016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate 20V, Positive-QTOFsplash10-0uk9-2006900000-95047338604f8928313f2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate 40V, Positive-QTOFsplash10-00di-4291000000-8e9bb388f01ec6d535ab2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate 10V, Negative-QTOFsplash10-014i-4001900000-395b5e207aa26dd43f272016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate 20V, Negative-QTOFsplash10-004i-9003200000-5e6369906fdedd08ad602016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate 40V, Negative-QTOFsplash10-004i-9000000000-4b72b937fe3bf7fe817e2016-09-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Nucleus
Biospecimen LocationsNot Available
Tissue Locations
  • Epidermis
  • Neuron
  • Pancreas
  • Platelet
  • Spleen
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB03401
Phenol Explorer Compound IDNot Available
FooDB IDFDB022657
KNApSAcK IDC00007460
Chemspider ID388562
KEGG Compound IDC01245
BioCyc IDINOSITOL-1-4-5-TRISPHOSPHATE
BiGG ID1485108
Wikipedia LinkInositol trisphosphate
METLIN ID6282
PubChem Compound439456
PDB IDNot Available
ChEBI ID16595
Food Biomarker OntologyNot Available
VMH IDMI145P
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceCooke, Allan M.; Potter, Barry V. L.; Gigg, Roy. Synthesis of DL-myo-inositol 1,4,5-trisphosphate. Tetrahedron Letters (1987), 28(20), 2305-8.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Eberhard M, Erne P: Inositol 1,4,5-trisphosphate-induced calcium release in permeabilized platelets is coupled to hydrolysis of inositol 1,4,5-trisphosphate to inositol 1,4-bisphosphate. Biochem Biophys Res Commun. 1993 Aug 31;195(1):19-24. [PubMed:8363599 ]
  2. Eberhard M, Erne P: Regulation of inositol 1,4,5-trisphosphate-induced calcium release by inositol 1,4,5-trisphosphate and calcium in human platelets. J Recept Signal Transduct Res. 1995 Jan-Mar;15(1-4):297-309. [PubMed:8903946 ]
  3. Nibbering PH, Zomerdijk TP, van Haastert PJ, van Furth R: A competition binding assay for determination of the inositol (1,4,5)-trisphosphate content of human leucocytes. Biochem Biophys Res Commun. 1990 Jul 31;170(2):755-62. [PubMed:2383266 ]
  4. Brann JH, Dennis JC, Morrison EE, Fadool DA: Type-specific inositol 1,4,5-trisphosphate receptor localization in the vomeronasal organ and its interaction with a transient receptor potential channel, TRPC2. J Neurochem. 2002 Dec;83(6):1452-60. [PubMed:12472899 ]
  5. Poeckel D, Tausch L, Altmann A, Feisst C, Klinkhardt U, Graff J, Harder S, Werz O: Induction of central signalling pathways and select functional effects in human platelets by beta-boswellic acid. Br J Pharmacol. 2005 Oct;146(4):514-24. [PubMed:16086030 ]
  6. Koizumi H, Tanaka H, Ohkawara A: beta-Adrenergic stimulation induces activation of protein kinase C and inositol 1,4,5-trisphosphate increase in epidermis. Exp Dermatol. 1997 Jun;6(3):128-32. [PubMed:9226135 ]
  7. Garlind A, Wiehager B, Winblad B, Fowler CJ: Intracellular inositol (1,4,5)-trisphosphate receptor levels are preserved in Alzheimer's disease platelets. Neurobiol Aging. 1997 Sep-Oct;18(5):559-61. [PubMed:9390785 ]
  8. Petersen OH, Burdakov D, Tepikin AV: Polarity in intracellular calcium signaling. Bioessays. 1999 Oct;21(10):851-60. [PubMed:10497335 ]
  9. Arranz B, Rosel P, Sarro S, Ramirez N, Duenas R, Cano R, Maria Sanchez J, San L: Altered platelet serotonin 5-HT2A receptor density but not second messenger inositol trisphosphate levels in drug-free schizophrenic patients. Psychiatry Res. 2003 May 30;118(2):165-74. [PubMed:12798981 ]
  10. Smith RJ, Justen JM, Nidy EG, Sam LM, Bleasdale JE: Transmembrane signaling in human polymorphonuclear neutrophils: 15(S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoic acid modulates receptor agonist-triggered cell activation. Proc Natl Acad Sci U S A. 1993 Aug 1;90(15):7270-4. [PubMed:8394015 ]
  11. Laffi G, Marra F, Failli P, Ruggiero M, Cecchi E, Carloni V, Giotti A, Gentilini P: Defective signal transduction in platelets from cirrhotics is associated with increased cyclic nucleotides. Gastroenterology. 1993 Jul;105(1):148-56. [PubMed:8390377 ]
  12. Kalra R, Singh SP, Kracko D, Matta SG, Sharp BM, Sopori ML: Chronic self-administration of nicotine in rats impairs T cell responsiveness. J Pharmacol Exp Ther. 2002 Sep;302(3):935-9. [PubMed:12183649 ]
  13. Vanags DM, Lloyd JV, Rodgers SE, Bochner F: ADP, adrenaline and serotonin stimulate inositol 1,4,5-trisphosphate production in human platelets. Eur J Pharmacol. 1998 Sep 25;358(1):93-100. [PubMed:9809874 ]
  14. Saito H, Nishida A, Shimizu M, Motohashi N, Yamawaki S: Decreased inositol 1,4,5-trisphosphate-specific binding in platelets from alcoholic subjects. Biol Psychiatry. 1996 Nov 1;40(9):886-91. [PubMed:8896775 ]
  15. Suganuma A, Nakashima S, Okano Y, Nozawa Y: Mass contents of inositol 1,4,5-trisphosphate and 1,2-diacylglycerol in human platelets stimulated with a thromboxane analogue and thrombin. Thromb Haemost. 1992 Sep 7;68(3):341-5. [PubMed:1440502 ]
  16. Dwivedi Y, Janicak PG, Pandey GN: Elevated [3H]inositol 1,4,5-trisphosphate binding sites and expressed inositol 1,4,5-trisphosphate receptor protein level in platelets of depressed patients. Psychopharmacology (Berl). 1998 Jul;138(1):47-54. [PubMed:9694526 ]
  17. Willets JM, Nahorski SR, Challiss RA: Roles of phosphorylation-dependent and -independent mechanisms in the regulation of M1 muscarinic acetylcholine receptors by G protein-coupled receptor kinase 2 in hippocampal neurons. J Biol Chem. 2005 May 13;280(19):18950-8. Epub 2005 Mar 2. [PubMed:15743771 ]
  18. Goncalves I, Hughan SC, Schoenwaelder SM, Yap CL, Yuan Y, Jackson SP: Integrin alpha IIb beta 3-dependent calcium signals regulate platelet-fibrinogen interactions under flow. Involvement of phospholipase C gamma 2. J Biol Chem. 2003 Sep 12;278(37):34812-22. Epub 2003 Jun 27. [PubMed:12832405 ]
  19. Santella L, Lim D, Moccia F: Calcium and fertilization: the beginning of life. Trends Biochem Sci. 2004 Aug;29(8):400-8. [PubMed:15362223 ]
  20. Parys JB, De Smedt H: Inositol 1,4,5-trisphosphate and its receptors. Adv Exp Med Biol. 2012;740:255-79. doi: 10.1007/978-94-007-2888-2_11. [PubMed:22453946 ]
  21. Patterson RL, Boehning D, Snyder SH: Inositol 1,4,5-trisphosphate receptors as signal integrators. Annu Rev Biochem. 2004;73:437-65. doi: 10.1146/annurev.biochem.73.071403.161303. [PubMed:15189149 ]
  22. Biden TJ, Vallar L, Wollheim CB: Regulation of inositol 1,4,5-trisphosphate metabolism in insulin-secreting RINm5F cells. Biochem J. 1988 Apr 15;251(2):435-40. doi: 10.1042/bj2510435. [PubMed:3041962 ]
  23. Vicencio JM, Ortiz C, Criollo A, Jones AW, Kepp O, Galluzzi L, Joza N, Vitale I, Morselli E, Tailler M, Castedo M, Maiuri MC, Molgo J, Szabadkai G, Lavandero S, Kroemer G: The inositol 1,4,5-trisphosphate receptor regulates autophagy through its interaction with Beclin 1. Cell Death Differ. 2009 Jul;16(7):1006-17. doi: 10.1038/cdd.2009.34. Epub 2009 Mar 27. [PubMed:19325567 ]

Only showing the first 10 proteins. There are 25 proteins in total.

Enzymes

General function:
Involved in calcium ion binding
Specific function:
The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:
PLCB1
Uniprot ID:
Q9NQ66
Molecular weight:
138565.805
Reactions
1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate + Water → myo-Inositol 1,4,5-trisphosphate + DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0)details
1-Phosphatidyl-D-myo-inositol 4,5-bisphosphate + Water → myo-Inositol 1,4,5-trisphosphate + 1,2-Diacyl-sn-glyceroldetails
General function:
Involved in calcium ion binding
Specific function:
The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes. This form has a role in retina signal transduction.
Gene Name:
PLCB4
Uniprot ID:
Q15147
Molecular weight:
136105.065
Reactions
1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate + Water → myo-Inositol 1,4,5-trisphosphate + DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0)details
1-Phosphatidyl-D-myo-inositol 4,5-bisphosphate + Water → myo-Inositol 1,4,5-trisphosphate + 1,2-Diacyl-sn-glyceroldetails
General function:
Involved in calcium ion binding
Specific function:
The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:
PLCB2
Uniprot ID:
Q00722
Molecular weight:
134023.21
Reactions
1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate + Water → myo-Inositol 1,4,5-trisphosphate + DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0)details
1-Phosphatidyl-D-myo-inositol 4,5-bisphosphate + Water → myo-Inositol 1,4,5-trisphosphate + 1,2-Diacyl-sn-glyceroldetails
General function:
Involved in calcium ion binding
Specific function:
The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:
PLCB3
Uniprot ID:
Q01970
Molecular weight:
138797.725
Reactions
1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate + Water → myo-Inositol 1,4,5-trisphosphate + DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0)details
1-Phosphatidyl-D-myo-inositol 4,5-bisphosphate + Water → myo-Inositol 1,4,5-trisphosphate + 1,2-Diacyl-sn-glyceroldetails
General function:
Involved in phosphoinositide phospholipase C activity
Specific function:
The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes. It is a crucial enzyme in transmembrane signaling.
Gene Name:
PLCG2
Uniprot ID:
P16885
Molecular weight:
147868.67
Reactions
1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate + Water → myo-Inositol 1,4,5-trisphosphate + DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0)details
1-Phosphatidyl-D-myo-inositol 4,5-bisphosphate + Water → myo-Inositol 1,4,5-trisphosphate + 1,2-Diacyl-sn-glyceroldetails
General function:
Involved in calcium ion binding
Specific function:
Mediates the production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3). Plays an important role in the regulation of intracellular signaling cascades. Becomes activated in response to ligand-mediated activation of receptor-type tyrosine kinases, such as PDGFRA, PDGFRB, FGFR1, FGFR2, FGFR3 and FGFR4. Plays a role in actin reorganization and cell migration.
Gene Name:
PLCG1
Uniprot ID:
P19174
Molecular weight:
148658.92
Reactions
1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate + Water → myo-Inositol 1,4,5-trisphosphate + DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0)details
1-Phosphatidyl-D-myo-inositol 4,5-bisphosphate + Water → myo-Inositol 1,4,5-trisphosphate + 1,2-Diacyl-sn-glyceroldetails
General function:
Involved in calcium ion binding
Specific function:
The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes. Essential for trophoblast and placental development.
Gene Name:
PLCD1
Uniprot ID:
P51178
Molecular weight:
88134.23
Reactions
1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate + Water → myo-Inositol 1,4,5-trisphosphate + DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0)details
1-Phosphatidyl-D-myo-inositol 4,5-bisphosphate + Water → myo-Inositol 1,4,5-trisphosphate + 1,2-Diacyl-sn-glyceroldetails
General function:
Involved in inositol or phosphatidylinositol phosphatase activity
Specific function:
Major isoenzyme hydrolyzing the calcium-mobilizing second messenger Ins(1,4,5)P3, this is a signal-terminating reaction.
Gene Name:
INPP5A
Uniprot ID:
Q14642
Molecular weight:
47819.155
Reactions
myo-Inositol 1,4,5-trisphosphate + Water → D-myo-Inositol 1,4-bisphosphate + Phosphatedetails
myo-Inositol 1,4,5-trisphosphate + Water → D-myo-Inositol 1,4-bisphosphate + Phosphatedetails
General function:
Involved in inositol or phosphatidylinositol phosphatase activity
Specific function:
Inositol 5-phosphatase, which converts inositol 1,4,5-trisphosphate to inositol 1,4-bisphosphate. Also converts phosphatidylinositol 4,5-bisphosphate to phosphatidylinositol 4-phosphate and inositol 1,3,4,5-tetrakisphosphate to inositol 1,3,4-trisphosphate in vitro. May be involved in modulation of the function of inositol and phosphatidylinositol polyphosphate-binding proteins that are present at membranes ruffles (By similarity).
Gene Name:
INPP5J
Uniprot ID:
Q15735
Molecular weight:
70238.575
Reactions
myo-Inositol 1,4,5-trisphosphate + Water → D-myo-Inositol 1,4-bisphosphate + Phosphatedetails
myo-Inositol 1,4,5-trisphosphate + Water → D-myo-Inositol 1,4-bisphosphate + Phosphatedetails
General function:
Involved in inositol or phosphatidylinositol phosphatase activity
Specific function:
Inositol 5-phosphatase which acts on inositol 1,4,5-trisphosphate, inositol 1,3,4,5-tetrakisphosphate, phosphatidylinositol 4,5-bisphosphate and phosphatidylinositol 3,4,5-trisphosphate. Has 6-fold higher affinity for phosphatidylinositol 4,5-bisphosphate than for inositol 1,4,5-trisphosphate. May negatively regulate assembly of the actin cytoskeleton.
Gene Name:
INPP5K
Uniprot ID:
Q9BT40
Molecular weight:
42783.425
Reactions
myo-Inositol 1,4,5-trisphosphate + Water → D-myo-Inositol 1,4-bisphosphate + Phosphatedetails
myo-Inositol 1,4,5-trisphosphate + Water → D-myo-Inositol 1,4-bisphosphate + Phosphatedetails

Only showing the first 10 proteins. There are 25 proteins in total.