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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (25) Show 25 proteins XML

enzymes (25) Show 25 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:18:17 UTC

HMDB ID

HMDB0001498

Secondary Accession Numbers

HMDB01498

Metabolite Identification

Common Name

myo-Inositol 1,4,5-trisphosphate

Description

myo-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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0001498
     RDKit          3D
myo-Inositol 1,4,5-trisphosphate
 39 39  0  0  0  0  0  0  0  0999 V2000
   -4.0612    1.7223   -0.4293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2889    0.2461   -0.1430 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.6370   -0.5673   -1.5874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6035    0.1135    0.9073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9592   -0.4466    0.5982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8065   -0.3918   -0.1876 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8529    0.5204    0.5008 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3559    1.8369    0.4081 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4721    0.5213   -0.2107 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3219    1.3716    0.5353 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9269    2.6165   -0.4037 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.9786    2.1496   -1.8402 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4793    2.9993    0.1391 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9806    4.0226   -0.2416 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0472   -0.8561   -0.1253 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2498   -0.7982   -0.8622 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6054   -0.9851    0.0641 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.3996   -0.7205    1.5295 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7696    0.1479   -0.4758 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2518   -2.5235   -0.2133 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1544   -1.9393   -0.6041 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5220   -3.1152    0.0960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2889   -1.7500   -0.4962 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8474   -2.6359    0.4596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4158   -0.0905   -1.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2937   -0.0536    1.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1188    0.1289   -1.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6865    0.2375    1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7053    2.1618    1.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4122    0.8879   -1.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8157    3.7978   -0.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5276    4.8354   -0.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3597   -1.0213    0.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5126    0.2147    0.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5919   -3.1520   -0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4638   -2.1652   -1.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5246   -2.9327    1.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7801   -2.0827   -1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6659   -2.3047    1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
  9 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 15 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23  6  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  6
  7 28  1  1
  8 29  1  0
  9 30  1  6
 13 31  1  0
 14 32  1  0
 15 33  1  1
 19 34  1  0
 20 35  1  0
 21 36  1  6
 22 37  1  0
 23 38  1  6
 24 39  1  0
M  END


  Mrv1652309042000242D          

 24 24  0  0  0  0            999 V2000
    0.3552    1.6476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7836    0.8243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0685    2.0604    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.6576    2.7736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7857    1.6455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4814    2.7736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3567   -0.8238    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0713   -0.4111    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0713    0.4138    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3567    0.8264    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3578    0.4138    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3578   -0.4111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0765    0.8119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0755   -1.6463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3614   -2.0596    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7728   -2.7736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3566   -1.6442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0518   -2.7736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7842    0.4156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7850   -0.4092    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6092   -0.4100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0663   -0.8236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1968   -1.1243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7833   -0.8201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10  1  1  6  0  0  0
  9  2  1  6  0  0  0
 11 13  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
  7 17  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 12 22  1  6  0  0  0
  8 24  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0001498

> <DATABASE_NAME>
hmdb

> <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_KEY>
MMWCIQZXVOZEGG-XJTPDSDZSA-N

> <FORMULA>
C6H15O15P3

> <MOLECULAR_WEIGHT>
420.0956

> <EXACT_MASS>
419.962379346

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
29.607530919943862

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(1R,2S,3R,4R,5S,6R)-2,3,5-trihydroxy-4,6-bis(phosphonooxy)cyclohexyl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.86

> <JCHEM_LOGP>
-4.152707746

> <ALOGPS_LOGS>
-1.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-6

> <JCHEM_PKA>
1.036823557327442

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.5363206524866495

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6688996734755257

> <JCHEM_POLAR_SURFACE_AREA>
260.96999999999997

> <JCHEM_REFRACTIVITY>
68.3937

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.48e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
InsP3

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001498
     RDKit          3D
myo-Inositol 1,4,5-trisphosphate
 39 39  0  0  0  0  0  0  0  0999 V2000
   -4.0612    1.7223   -0.4293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2889    0.2461   -0.1430 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.6370   -0.5673   -1.5874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6035    0.1135    0.9073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9592   -0.4466    0.5982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8065   -0.3918   -0.1876 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8529    0.5204    0.5008 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3559    1.8369    0.4081 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4721    0.5213   -0.2107 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3219    1.3716    0.5353 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9269    2.6165   -0.4037 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.9786    2.1496   -1.8402 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4793    2.9993    0.1391 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9806    4.0226   -0.2416 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0472   -0.8561   -0.1253 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2498   -0.7982   -0.8622 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6054   -0.9851    0.0641 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.3996   -0.7205    1.5295 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7696    0.1479   -0.4758 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2518   -2.5235   -0.2133 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1544   -1.9393   -0.6041 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5220   -3.1152    0.0960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2889   -1.7500   -0.4962 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8474   -2.6359    0.4596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4158   -0.0905   -1.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2937   -0.0536    1.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1188    0.1289   -1.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6865    0.2375    1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7053    2.1618    1.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4122    0.8879   -1.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8157    3.7978   -0.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5276    4.8354   -0.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3597   -1.0213    0.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5126    0.2147    0.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5919   -3.1520   -0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4638   -2.1652   -1.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5246   -2.9327    1.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7801   -2.0827   -1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6659   -2.3047    1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
  9 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 15 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23  6  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  6
  7 28  1  1
  8 29  1  0
  9 30  1  6
 13 31  1  0
 14 32  1  0
 15 33  1  1
 19 34  1  0
 20 35  1  0
 21 36  1  6
 22 37  1  0
 23 38  1  6
 24 39  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  O   UNK     0       0.663   3.076   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.329   1.539   0.000  0.00  0.00           O+0
HETATM    3  P   UNK     0       1.994   3.846   0.000  0.00  0.00           P+0
HETATM    4  O   UNK     0       1.228   5.177   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       3.333   3.072   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       2.765   5.177   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.666  -1.538   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.000  -0.767   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.000   0.772   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.666   1.543   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.668   0.772   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.668  -0.767   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.009   1.515   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -2.008  -3.073   0.000  0.00  0.00           O+0
HETATM   15  P   UNK     0      -0.675  -3.845   0.000  0.00  0.00           P+0
HETATM   16  O   UNK     0      -1.442  -5.177   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.666  -3.069   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.097  -5.177   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -3.331   0.776   0.000  0.00  0.00           O+0
HETATM   20  P   UNK     0      -3.332  -0.764   0.000  0.00  0.00           P+0
HETATM   21  O   UNK     0      -4.870  -0.765   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.990  -1.537   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.101  -2.099   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.329  -1.531   0.000  0.00  0.00           O+0
CONECT    1    3   10                                                       
CONECT    2    9                                                            
CONECT    3    1    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3                                                            
CONECT    7    8   12   17                                                  
CONECT    8    7    9   24                                                  
CONECT    9    8   10    2                                                  
CONECT   10    9   11    1                                                  
CONECT   11   10   12   13                                                  
CONECT   12    7   11   22                                                  
CONECT   13   11                                                            
CONECT   14   15                                                            
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15    7                                                       
CONECT   18   15                                                            
CONECT   19   20                                                            
CONECT   20   19   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20   12                                                       
CONECT   23   20                                                            
CONECT   24    8                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

COMPND    HMDB0001498
HETATM    1  O1  UNL     1      -4.061   1.722  -0.429  1.00  0.00           O  
HETATM    2  P1  UNL     1      -4.289   0.246  -0.143  1.00  0.00           P  
HETATM    3  O2  UNL     1      -4.637  -0.567  -1.587  1.00  0.00           O  
HETATM    4  O3  UNL     1      -5.603   0.114   0.907  1.00  0.00           O  
HETATM    5  O4  UNL     1      -2.959  -0.447   0.598  1.00  0.00           O  
HETATM    6  C1  UNL     1      -1.807  -0.392  -0.188  1.00  0.00           C  
HETATM    7  C2  UNL     1      -0.853   0.520   0.501  1.00  0.00           C  
HETATM    8  O5  UNL     1      -1.356   1.837   0.408  1.00  0.00           O  
HETATM    9  C3  UNL     1       0.472   0.521  -0.211  1.00  0.00           C  
HETATM   10  O6  UNL     1       1.322   1.372   0.535  1.00  0.00           O  
HETATM   11  P2  UNL     1       1.927   2.617  -0.404  1.00  0.00           P  
HETATM   12  O7  UNL     1       1.979   2.150  -1.840  1.00  0.00           O  
HETATM   13  O8  UNL     1       3.479   2.999   0.139  1.00  0.00           O  
HETATM   14  O9  UNL     1       0.981   4.023  -0.242  1.00  0.00           O  
HETATM   15  C4  UNL     1       1.047  -0.856  -0.125  1.00  0.00           C  
HETATM   16  O10 UNL     1       2.250  -0.798  -0.862  1.00  0.00           O  
HETATM   17  P3  UNL     1       3.605  -0.985   0.064  1.00  0.00           P  
HETATM   18  O11 UNL     1       3.400  -0.721   1.530  1.00  0.00           O  
HETATM   19  O12 UNL     1       4.770   0.148  -0.476  1.00  0.00           O  
HETATM   20  O13 UNL     1       4.252  -2.523  -0.213  1.00  0.00           O  
HETATM   21  C5  UNL     1       0.154  -1.939  -0.604  1.00  0.00           C  
HETATM   22  O14 UNL     1       0.522  -3.115   0.096  1.00  0.00           O  
HETATM   23  C6  UNL     1      -1.289  -1.750  -0.496  1.00  0.00           C  
HETATM   24  O15 UNL     1      -1.847  -2.636   0.460  1.00  0.00           O  
HETATM   25  H1  UNL     1      -5.416  -0.091  -1.989  1.00  0.00           H  
HETATM   26  H2  UNL     1      -5.294  -0.054   1.840  1.00  0.00           H  
HETATM   27  H3  UNL     1      -2.119   0.129  -1.141  1.00  0.00           H  
HETATM   28  H4  UNL     1      -0.686   0.238   1.538  1.00  0.00           H  
HETATM   29  H5  UNL     1      -1.705   2.162   1.261  1.00  0.00           H  
HETATM   30  H6  UNL     1       0.412   0.888  -1.243  1.00  0.00           H  
HETATM   31  H7  UNL     1       3.816   3.798  -0.364  1.00  0.00           H  
HETATM   32  H8  UNL     1       1.528   4.835  -0.371  1.00  0.00           H  
HETATM   33  H9  UNL     1       1.360  -1.021   0.940  1.00  0.00           H  
HETATM   34  H10 UNL     1       5.513   0.215   0.162  1.00  0.00           H  
HETATM   35  H11 UNL     1       3.592  -3.152  -0.547  1.00  0.00           H  
HETATM   36  H12 UNL     1       0.464  -2.165  -1.669  1.00  0.00           H  
HETATM   37  H13 UNL     1       0.525  -2.933   1.087  1.00  0.00           H  
HETATM   38  H14 UNL     1      -1.780  -2.083  -1.461  1.00  0.00           H  
HETATM   39  H15 UNL     1      -1.666  -2.305   1.374  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4    5
CONECT    3   25
CONECT    4   26
CONECT    5    6
CONECT    6    7   23   27
CONECT    7    8    9   28
CONECT    8   29
CONECT    9   10   15   30
CONECT   10   11
CONECT   11   12   12   13   14
CONECT   13   31
CONECT   14   32
CONECT   15   16   21   33
CONECT   16   17
CONECT   17   18   18   19   20
CONECT   19   34
CONECT   20   35
CONECT   21   22   23   36
CONECT   22   37
CONECT   23   24   38
CONECT   24   39
END

HMDB0001498
     RDKit          3D
myo-Inositol 1,4,5-trisphosphate
 39 39  0  0  0  0  0  0  0  0999 V2000
   -4.0612    1.7223   -0.4293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2889    0.2461   -0.1430 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.6370   -0.5673   -1.5874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6035    0.1135    0.9073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9592   -0.4466    0.5982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8065   -0.3918   -0.1876 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8529    0.5204    0.5008 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3559    1.8369    0.4081 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4721    0.5213   -0.2107 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3219    1.3716    0.5353 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9269    2.6165   -0.4037 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.9786    2.1496   -1.8402 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4793    2.9993    0.1391 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9806    4.0226   -0.2416 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0472   -0.8561   -0.1253 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2498   -0.7982   -0.8622 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6054   -0.9851    0.0641 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.3996   -0.7205    1.5295 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7696    0.1479   -0.4758 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2518   -2.5235   -0.2133 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1544   -1.9393   -0.6041 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5220   -3.1152    0.0960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2889   -1.7500   -0.4962 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8474   -2.6359    0.4596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4158   -0.0905   -1.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2937   -0.0536    1.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1188    0.1289   -1.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6865    0.2375    1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7053    2.1618    1.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4122    0.8879   -1.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8157    3.7978   -0.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5276    4.8354   -0.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3597   -1.0213    0.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5126    0.2147    0.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5919   -3.1520   -0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4638   -2.1652   -1.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5246   -2.9327    1.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7801   -2.0827   -1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6659   -2.3047    1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
  9 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 15 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23  6  1  0
  3 25  1  0
  4 26  1  0
  6 27  1  6
  7 28  1  1
  8 29  1  0
  9 30  1  6
 13 31  1  0
 14 32  1  0
 15 33  1  1
 19 34  1  0
 20 35  1  0
 21 36  1  6
 22 37  1  0
 23 38  1  6
 24 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,4,5-Insp3	ChEBI
D-Myo-inositol 1,4,5-trisphosphate	ChEBI
D-MYO-inositol-1,4,5-triphosphATE	ChEBI
Ins(1,4,5)P3	ChEBI
InsP3	ChEBI
IP3	ChEBI
1D-Myo-inositol 1,4,5-trisphosphate	Kegg
D-Myo-inositol 1,4,5-trisphosphoric acid	Generator
D-MYO-inositol-1,4,5-triphosphoric acid	Generator
1D-Myo-inositol 1,4,5-trisphosphoric acid	Generator
Inositol 1,4,5-trisphosphoric acid	Generator
Myo-inositol 1,4,5-trisphosphate	HMDB
1,4,5-IP3	HMDB
Inositol 1,4,5-triphosphate	HMDB
Myoinositol 1,4,5-triphosphate	HMDB
D-myo-Inositol 1,4,5-triphosphate	HMDB
IP 3	HMDB
Inositol 1,4,5-trisphosphate	HMDB
Inositol triphosphate	HMDB
Inositol trisphosphate	HMDB
Triphosphoinositol	HMDB
myo-Inositol 1,4,5-triphosphate	HMDB
myo-Inositol triphosphate	HMDB
myo-Inositol trisphosphate	HMDB

Chemical Formula

C₆H₁₅O₁₅P₃

Average Molecular Weight

420.0956

Monoisotopic Molecular Weight

419.962379346

IUPAC Name

{[(1R,2S,3R,4R,5S,6R)-2,3,5-trihydroxy-4,6-bis(phosphonooxy)cyclohexyl]oxy}phosphonic acid

Traditional Name

InsP3

CAS Registry Number

85166-31-0

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 Key

MMWCIQZXVOZEGG-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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Inositol 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 Framework

Aliphatic homomonocyclic compounds

External Descriptors

myo-inositol trisphosphate (CHEBI:16595 )

Ontology

Platelet

Tissue

Epithelium

Epidermis

Organ

Cellular substructure

Organelle

Nucleus

Cytoplasm

Ingestion

Process

Naturally occurring process

Fc epsilon receptor i signaling in mast cells

Signaling pathway

Histamine h1 receptor activation

Metabolic pathway

Physiological pathway

Muscle/heart contraction

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Spectral Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	14.8 g/L	ALOGPS
logP	10^(-0.86) g/L	ALOGPS
logP	10^(-4.2) g/L	ChemAxon
logS	10^(-1.4) g/L	ALOGPS
pKa (Strongest Acidic)	0.54	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-6	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	260.97 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	68.39 m³·mol⁻¹	ChemAxon
Polarizability	29.61 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Spectral Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	189.992	31661259
DarkChem	[M-H]-	182.803	31661259
AllCCS	[M+H]+	183.157	32859911
AllCCS	[M-H]-	168.564	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
myo-Inositol 1,4,5-trisphosphate,1TMS,#1	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]1O	2878.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TMS,#2	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	2881.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TMS,#3	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	2890.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TMS,#4	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	2988.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TMS,#5	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)O	2987.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TMS,#6	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]1O	2985.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#1	C[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	2846.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#2	C[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	2852.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#3	C[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]1O	2910.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#4	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@H](OP(=O)(O)O)[C@H]1O	2910.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#5	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@H]1O	2910.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#6	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@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O	2848.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#7	C[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	2912.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#8	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@@H]1OP(=O)(O)O	2912.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#9	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	2914.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#10	C[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	2919.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#11	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@@H]1OP(=O)(O)O	2917.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#12	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	2918.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#13	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	2954.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#14	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@@H](O)[C@H]1O	3008.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#15	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	3005.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#16	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	2958.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#17	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@H](OP(=O)(O)O)[C@@H](O)[C@H]1O	3009.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TMS,#18	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	2955.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#1	C[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)O	2820.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#2	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@H]1OP(=O)(O)O[Si](C)(C)C	2866.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#3	C[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)O	2861.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#4	C[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)C	2865.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#5	C[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)O	2866.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#6	C[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)O	2866.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#7	C[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)C	2870.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#8	C[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]1O	2905.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#9	C[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]1O	2934.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#10	C[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]1O	2933.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#11	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)O[Si](C)(C)C)[C@H](OP(=O)(O)O)[C@H]1O	2904.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#12	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@H](OP(=O)(O)O[Si](C)(C)C)[C@H]1O	2932.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#13	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)O[Si](C)(C)C)[C@H]1O	2904.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#14	C[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)O	2867.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#15	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@@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1OP(=O)(O)O	2868.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#16	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@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O[Si](C)(C)C	2870.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#17	C[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)O	2905.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#18	C[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)O	2935.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#19	C[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)C	2940.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#20	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)O[Si](C)(C)C)[C@@H]1OP(=O)(O)O	2907.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#21	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@@H]1OP(=O)(O)O[Si](C)(C)C	2938.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#22	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)O[Si](C)(C)C	2913.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#23	C[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)O	2919.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#24	C[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)O	2948.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#25	C[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)C	2951.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#26	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)O[Si](C)(C)C)[C@@H]1OP(=O)(O)O	2919.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#27	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@@H]1OP(=O)(O)O[Si](C)(C)C	2948.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#28	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)O[Si](C)(C)C	2921.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#29	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)O[Si](C)(C)C)[C@@H](O)[C@H]1O	3002.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#30	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)O[Si](C)(C)C	3000.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#31	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)O[Si](C)(C)C)[C@H](O)[C@H]1OP(=O)(O)O	3001.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#32	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@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O	3034.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#33	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)O[Si](C)(C)C	3002.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#34	C[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]1O	3009.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TMS,#35	C[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)O	3004.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TBDMS,#1	CC(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]1O	3136.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TBDMS,#2	CC(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	3134.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TBDMS,#3	CC(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	3140.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TBDMS,#4	CC(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	3236.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TBDMS,#5	CC(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)O	3235.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,1TBDMS,#6	CC(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]1O	3233.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#1	CC(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	3200.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#2	CC(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	3209.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#3	CC(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]1O	3296.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#4	CC(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]1O	3295.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#5	CC(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]1O	3296.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#6	CC(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	3204.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#7	CC(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	3291.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#8	CC(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	3288.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#9	CC(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)C	3295.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#10	CC(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	3298.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#11	CC(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	3297.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#12	CC(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)C	3301.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#13	CC(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)C	3370.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#14	CC(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]1O	3428.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#15	CC(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)C	3428.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#16	CC(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)C	3371.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#17	CC(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]1O	3429.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,2TBDMS,#18	CC(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)C	3369.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#1	CC(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)O	3392.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#2	CC(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)C	3406.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#3	CC(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)O	3404.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#4	CC(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)C	3408.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#5	CC(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)O	3408.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#6	CC(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)O	3407.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#7	CC(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)C	3409.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#8	CC(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]1O	3420.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#9	CC(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]1O	3460.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#10	CC(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]1O	3460.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#11	CC(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]1O	3418.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#12	CC(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]1O	3456.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#13	CC(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]1O	3418.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#14	CC(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)O	3407.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#15	CC(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)O	3406.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#16	CC(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)C	3408.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#17	CC(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)O	3423.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#18	CC(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)O	3462.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#19	CC(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)C	3464.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#20	CC(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)O	3421.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#21	CC(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)C	3459.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#22	CC(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)C	3424.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#23	CC(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)O	3415.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#24	CC(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)O	3448.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#25	CC(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)C	3452.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#26	CC(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)O	3412.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#27	CC(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)C	3448.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#28	CC(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)C	3415.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#29	CC(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]1O	3508.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#30	CC(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)C	3507.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#31	CC(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)O	3508.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#32	CC(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]1O	3554.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#33	CC(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)C	3510.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#34	CC(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]1O	3517.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
myo-Inositol 1,4,5-trisphosphate,3TBDMS,#35	CC(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)O	3514.3	Semi standard non polar	https://arxiv.org/abs/1905.12712

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - myo-Inositol 1,4,5-trisphosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-002b-7195200000-2871156f7c1e00704088	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - myo-Inositol 1,4,5-trisphosphate GC-MS (3 TMS) - 70eV, Positive	splash10-0002-9052133000-5094b6ef55759c5a19dd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - myo-Inositol 1,4,5-trisphosphate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate n/a 29V, negative-QTOF	splash10-0006-0091000000-66258d5943e8e34a4f1b	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate n/a 29V, negative-QTOF	splash10-00ba-9030000000-9567cb0f36d067bd98e8	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 13V, negative-QTOF	splash10-0udi-0000900000-a08362b50609e7868113	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 19V, negative-QTOF	splash10-0udi-0205900000-c9a653bc0177b1f5ec0c	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 20V, negative-QTOF	splash10-0udi-1509800000-0c58a55629c8bdde91c4	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 25V, negative-QTOF	splash10-0zi0-2709200000-f834442aa900d5925ee0	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 29V, negative-QTOF	splash10-0kk9-6908000000-bce10d89581b945182c8	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 34V, negative-QTOF	splash10-056r-9603000000-b83a25f979d90dcaacec	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 40V, negative-QTOF	splash10-004i-9300000000-83996fe12a20b170e2dc	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 47V, negative-QTOF	splash10-004i-9100000000-9c6fa50af864d3ab9ccc	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate n/a 29V, negative-QTOF	splash10-0udi-0109000000-f750488015579ddac395	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate n/a 29V, negative-QTOF	splash10-004i-9000000000-0ae8d2338f48c17984cd	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate n/a 29V, negative-QTOF	splash10-0zfr-0970000000-d129d480332834af8631	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate n/a 29V, negative-QTOF	splash10-004r-5900000000-4dffa7896e57b68d360e	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate n/a 29V, negative-QTOF	splash10-08fr-0639000000-1fc55e97bbb62fd98506	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate n/a 29V, negative-QTOF	splash10-0a4i-0943000000-4b6820f7da0e5d559167	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 13V, negative-QTOF	splash10-014i-0000900000-4422ae3f5c5cbce0813d	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 16V, negative-QTOF	splash10-014i-0103900000-60bb04a7db68b52b301a	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate Orbitrap 22V, negative-QTOF	splash10-05fr-1409300000-c28e47a55145868de89d	2020-07-22	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate 10V, Positive-QTOF	splash10-00di-3008900000-e987cfb2603d94f1a6a4	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate 20V, Positive-QTOF	splash10-0uk9-2006900000-95047338604f8928313f	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate 40V, Positive-QTOF	splash10-00di-4291000000-8e9bb388f01ec6d535ab	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate 10V, Negative-QTOF	splash10-014i-4001900000-395b5e207aa26dd43f27	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate 20V, Negative-QTOF	splash10-004i-9003200000-5e6369906fdedd08ad60	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - myo-Inositol 1,4,5-trisphosphate 40V, Negative-QTOF	splash10-004i-9000000000-4b72b937fe3bf7fe817e	2016-09-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Nucleus

Biospecimen Locations

Not Available

Tissue Locations

Epidermis
Neuron
Pancreas
Platelet
Spleen

Pathways

Name	SMPDB/PathBank	KEGG
Inositol phosphate metabolism	Not Available
Phosphatidylinositol Phosphate Metabolism
Inositol Phosphate Metabolism
Joubert syndrome		Not Available
Muscle/Heart Contraction		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB03401

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

INOSITOL-1-4-5-TRISPHOSPHATE

BiGG ID

1485108

Wikipedia Link

Inositol trisphosphate

METLIN ID

6282

PubChem Compound

439456

PDB ID

Not Available

ChEBI ID

16595

Food Biomarker Ontology

Not Available

VMH ID

MI145P

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Cooke, 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

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 ]
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 ]
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 ]
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 ]
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 ]
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 ]
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 ]
Petersen OH, Burdakov D, Tepikin AV: Polarity in intracellular calcium signaling. Bioessays. 1999 Oct;21(10):851-60. [PubMed:10497335 ]
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 ]
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 ]
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 ]
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 ]
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 ]
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 ]
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 ]
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 ]
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 ]
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 ]
Santella L, Lim D, Moccia F: Calcium and fertilization: the beginning of life. Trends Biochem Sci. 2004 Aug;29(8):400-8. [PubMed:15362223 ]
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 ]
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 ]
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 ]
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.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-1

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-glycerol	details

Enzyme Details

2. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-4

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-glycerol	details

Enzyme Details

3. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-2

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-glycerol	details

Enzyme Details

4. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-3

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-glycerol	details

Enzyme Details

5. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-2

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-glycerol	details

Enzyme Details

6. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-1

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-glycerol	details

Enzyme Details

7. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase delta-1

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-glycerol	details

Enzyme Details

8. Type I inositol 1,4,5-trisphosphate 5-phosphatase

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 + Phosphate	details
myo-Inositol 1,4,5-trisphosphate + Water → D-myo-Inositol 1,4-bisphosphate + Phosphate	details

Enzyme Details

9. Phosphatidylinositol 4,5-bisphosphate 5-phosphatase A

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 + Phosphate	details
myo-Inositol 1,4,5-trisphosphate + Water → D-myo-Inositol 1,4-bisphosphate + Phosphate	details

Enzyme Details

10. Inositol polyphosphate 5-phosphatase K

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 + Phosphate	details
myo-Inositol 1,4,5-trisphosphate + Water → D-myo-Inositol 1,4-bisphosphate + Phosphate	details

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

Show all enzymes and transporters

Showing metabocard for myo-Inositol 1,4,5-trisphosphate (HMDB0001498)

MOL for HMDB0001498 (myo-Inositol 1,4,5-trisphosphate)

3D MOL for HMDB0001498 (myo-Inositol 1,4,5-trisphosphate)

3D SDF for HMDB0001498 (myo-Inositol 1,4,5-trisphosphate)

3D-SDF for HMDB0001498 (myo-Inositol 1,4,5-trisphosphate)

PDB for HMDB0001498 (myo-Inositol 1,4,5-trisphosphate)

3D PDB for HMDB0001498 (myo-Inositol 1,4,5-trisphosphate)

SMILES for HMDB0001498 (myo-Inositol 1,4,5-trisphosphate)

INCHI for HMDB0001498 (myo-Inositol 1,4,5-trisphosphate)

Structure for HMDB0001498 (myo-Inositol 1,4,5-trisphosphate)

3D Structure for HMDB0001498 (myo-Inositol 1,4,5-trisphosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

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