MiMeDB: Showing metabocard for 1D-myo-inositol 1,4-bisphosphate (MMDBc0033160)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:37:09 UTC

Update Date

2024-04-30 20:01:53 UTC

Metabolite ID

MMDBc0033160

Metabolite Identification

Common Name

1D-myo-inositol 1,4-bisphosphate

Description

D-myo-Inositol 1,4-bisphosphate 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. D-myo-Inositol 1,4-bisphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). D-myo-Inositol 1,4-bisphosphate is a substrate for several proteins including inositol polyphosphate 1-phosphatase, phosphatidylinositol 4,5-bisphosphate 5-phosphatase A, skeletal muscle and kidney enriched inositol phosphatase, and type I inositol-1,4,5-trisphosphate 5-phosphatase.

Structure

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

HMDB0000968
     RDKit          3D
D-myo-Inositol 1,4-bisphosphate
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.7404   -1.5648    0.6526 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7900   -0.0862    0.3853 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.3154    0.2220   -1.2095 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8151    0.6525    1.5005 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2113    0.5113    0.4915 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3550   -0.4999    0.0734 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5583   -0.0928   -1.1483 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2722   -1.1636   -1.4723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3134    1.0969   -0.7815 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9649    1.5444   -1.9093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3201    0.5961    0.2322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0139   -0.4567   -0.3812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6465   -0.1292   -0.5392 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.1945   -0.9697   -1.6721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9404    1.5203   -0.8171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4197   -0.6291    0.8875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6471    0.0940    1.4715 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1292    1.2109    2.1551 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4689   -0.8617    1.2251 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0534   -2.1847    1.0909 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8458   -0.5269   -1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7342    0.3989    1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9075   -1.4313   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2304    0.1205   -1.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2675   -1.9839   -1.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3240    1.9018   -0.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2876    1.8448   -2.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9861    1.4301    0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1279    1.9096    0.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3705   -0.8828    0.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4183   -0.4142    2.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8271    1.9390    2.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227   -0.8485    2.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8608   -2.2670    0.7605 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
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 13 16  1  0
 11 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19  6  1  0
  3 21  1  0
  4 22  1  0
  6 23  1  6
  7 24  1  6
  8 25  1  0
  9 26  1  1
 10 27  1  0
 11 28  1  1
 15 29  1  0
 16 30  1  0
 17 31  1  1
 18 32  1  0
 19 33  1  1
 20 34  1  0
M  END


  Mrv1652311071919382D          

 20 20  0  0  0  0            999 V2000
 9998.231410000.2066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2304 9998.5569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.084710000.2049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0857 9998.5587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9431 9999.7941    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.9430 9998.9691    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.6576 9998.5566    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3720 9998.9691    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.3721 9999.7941    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.657510000.2067    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.657610001.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.372310001.4410    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9999.960310002.1534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.087110001.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.784310002.1534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6575 9997.7330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9428 9997.3209    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3548 9996.6085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2280 9997.7330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5308 9996.6085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5  1  1  1  0  0  0
  6  2  1  6  0  0  0
  8  4  1  6  0  0  0
  9  3  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 10 11  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
  7 16  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033160

> <DATABASE_NAME>
MIME

> <SMILES>
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

> <INCHI_IDENTIFIER>
InChI=1S/C6H14O12P2/c7-1-2(8)6(18-20(14,15)16)4(10)3(9)5(1)17-19(11,12)13/h1-10H,(H2,11,12,13)(H2,14,15,16)/t1-,2-,3-,4+,5+,6+/m1/s1

> <INCHI_KEY>
PELZSPZCXGTUMR-RTPHHQFDSA-N

> <FORMULA>
C6H14O12P2

> <MOLECULAR_WEIGHT>
340.1157

> <EXACT_MASS>
339.996048936

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
25.09971267523206

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.33

> <JCHEM_LOGP>
-4.029141714666666

> <ALOGPS_LOGS>
-1.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.4635394895369545

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8613145099702861

> <JCHEM_PKA_STRONGEST_BASIC>
-3.667896845422092

> <JCHEM_POLAR_SURFACE_AREA>
214.43999999999997

> <JCHEM_REFRACTIVITY>
57.520799999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.44e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,2R,3R,4R,5R,6S)-2,3,5,6-tetrahydroxy-4-(phosphonooxy)cyclohexyl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000968
     RDKit          3D
D-myo-Inositol 1,4-bisphosphate
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.7404   -1.5648    0.6526 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7900   -0.0862    0.3853 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.3154    0.2220   -1.2095 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8151    0.6525    1.5005 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2113    0.5113    0.4915 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3550   -0.4999    0.0734 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5583   -0.0928   -1.1483 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2722   -1.1636   -1.4723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3134    1.0969   -0.7815 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9649    1.5444   -1.9093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3201    0.5961    0.2322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0139   -0.4567   -0.3812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6465   -0.1292   -0.5392 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.1945   -0.9697   -1.6721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9404    1.5203   -0.8171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4197   -0.6291    0.8875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6471    0.0940    1.4715 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1292    1.2109    2.1551 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4689   -0.8617    1.2251 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0534   -2.1847    1.0909 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8458   -0.5269   -1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7342    0.3989    1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9075   -1.4313   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2304    0.1205   -1.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2675   -1.9839   -1.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3240    1.9018   -0.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2876    1.8448   -2.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9861    1.4301    0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1279    1.9096    0.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3705   -0.8828    0.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4183   -0.4142    2.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8271    1.9390    2.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227   -0.8485    2.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8608   -2.2670    0.7605 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
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 13 16  1  0
 11 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19  6  1  0
  3 21  1  0
  4 22  1  0
  6 23  1  6
  7 24  1  6
  8 25  1  0
  9 26  1  1
 10 27  1  0
 11 28  1  1
 15 29  1  0
 16 30  1  0
 17 31  1  1
 18 32  1  0
 19 33  1  1
 20 34  1  0
M  END

HEADER    PROTEIN                                 07-NOV-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-NOV-19         0                                  
HETATM    1  O   UNK     0    8663.3658667.052   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8663.3638663.973   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8668.6918667.049   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8668.6938663.976   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8664.6948666.282   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8664.6948664.742   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8666.0288663.972   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8667.3618664.742   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8667.3618666.282   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8666.0278667.053   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8666.0288668.587   0.000  0.00  0.00           O+0
HETATM   12  P   UNK     0    8667.3628669.357   0.000  0.00  0.00           P+0
HETATM   13  O   UNK     0    8666.5938670.686   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    8668.6968668.587   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8668.1318670.686   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8666.0278662.435   0.000  0.00  0.00           O+0
HETATM   17  P   UNK     0    8664.6938661.666   0.000  0.00  0.00           P+0
HETATM   18  O   UNK     0    8665.4628660.336   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0    8663.3598662.435   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0    8663.9248660.336   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3    9                                                            
CONECT    4    8                                                            
CONECT    5    6   10    1                                                  
CONECT    6    5    7    2                                                  
CONECT    7    6    8   16                                                  
CONECT    8    7    9    4                                                  
CONECT    9    8   10    3                                                  
CONECT   10    5    9   11                                                  
CONECT   11   12   10                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
CONECT   16   17    7                                                       
CONECT   17   16   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0000968
HETATM    1  O1  UNL     1       3.740  -1.565   0.653  1.00  0.00           O  
HETATM    2  P1  UNL     1       3.790  -0.086   0.385  1.00  0.00           P  
HETATM    3  O2  UNL     1       4.315   0.222  -1.210  1.00  0.00           O  
HETATM    4  O3  UNL     1       4.815   0.653   1.501  1.00  0.00           O  
HETATM    5  O4  UNL     1       2.211   0.511   0.492  1.00  0.00           O  
HETATM    6  C1  UNL     1       1.355  -0.500   0.073  1.00  0.00           C  
HETATM    7  C2  UNL     1       0.558  -0.093  -1.148  1.00  0.00           C  
HETATM    8  O5  UNL     1      -0.272  -1.164  -1.472  1.00  0.00           O  
HETATM    9  C3  UNL     1      -0.313   1.097  -0.782  1.00  0.00           C  
HETATM   10  O6  UNL     1      -0.965   1.544  -1.909  1.00  0.00           O  
HETATM   11  C4  UNL     1      -1.320   0.596   0.232  1.00  0.00           C  
HETATM   12  O7  UNL     1      -2.014  -0.457  -0.381  1.00  0.00           O  
HETATM   13  P2  UNL     1      -3.647  -0.129  -0.539  1.00  0.00           P  
HETATM   14  O8  UNL     1      -4.194  -0.970  -1.672  1.00  0.00           O  
HETATM   15  O9  UNL     1      -3.940   1.520  -0.817  1.00  0.00           O  
HETATM   16  O10 UNL     1      -4.420  -0.629   0.888  1.00  0.00           O  
HETATM   17  C5  UNL     1      -0.647   0.094   1.471  1.00  0.00           C  
HETATM   18  O11 UNL     1      -0.129   1.211   2.155  1.00  0.00           O  
HETATM   19  C6  UNL     1       0.469  -0.862   1.225  1.00  0.00           C  
HETATM   20  O12 UNL     1       0.053  -2.185   1.091  1.00  0.00           O  
HETATM   21  H1  UNL     1       4.846  -0.527  -1.571  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.734   0.399   1.290  1.00  0.00           H  
HETATM   23  H3  UNL     1       1.907  -1.431  -0.221  1.00  0.00           H  
HETATM   24  H4  UNL     1       1.230   0.120  -1.976  1.00  0.00           H  
HETATM   25  H5  UNL     1       0.268  -1.984  -1.497  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.324   1.902  -0.367  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.288   1.845  -2.582  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.986   1.430   0.489  1.00  0.00           H  
HETATM   29  H9  UNL     1      -4.128   1.910   0.088  1.00  0.00           H  
HETATM   30  H10 UNL     1      -5.370  -0.883   0.711  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.418  -0.414   2.090  1.00  0.00           H  
HETATM   32  H12 UNL     1      -0.827   1.939   2.105  1.00  0.00           H  
HETATM   33  H13 UNL     1       1.123  -0.849   2.146  1.00  0.00           H  
HETATM   34  H14 UNL     1      -0.861  -2.267   0.760  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4    5
CONECT    3   21
CONECT    4   22
CONECT    5    6
CONECT    6    7   19   23
CONECT    7    8    9   24
CONECT    8   25
CONECT    9   10   11   26
CONECT   10   27
CONECT   11   12   17   28
CONECT   12   13
CONECT   13   14   14   15   16
CONECT   15   29
CONECT   16   30
CONECT   17   18   19   31
CONECT   18   32
CONECT   19   20   33
CONECT   20   34
END

HMDB0000968
     RDKit          3D
D-myo-Inositol 1,4-bisphosphate
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.7404   -1.5648    0.6526 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7900   -0.0862    0.3853 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.3154    0.2220   -1.2095 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8151    0.6525    1.5005 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2113    0.5113    0.4915 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3550   -0.4999    0.0734 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5583   -0.0928   -1.1483 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2722   -1.1636   -1.4723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3134    1.0969   -0.7815 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9649    1.5444   -1.9093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3201    0.5961    0.2322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0139   -0.4567   -0.3812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6465   -0.1292   -0.5392 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.1945   -0.9697   -1.6721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9404    1.5203   -0.8171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4197   -0.6291    0.8875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6471    0.0940    1.4715 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1292    1.2109    2.1551 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4689   -0.8617    1.2251 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0534   -2.1847    1.0909 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8458   -0.5269   -1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7342    0.3989    1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9075   -1.4313   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2304    0.1205   -1.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2675   -1.9839   -1.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3240    1.9018   -0.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2876    1.8448   -2.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9861    1.4301    0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1279    1.9096    0.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3705   -0.8828    0.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4183   -0.4142    2.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8271    1.9390    2.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227   -0.8485    2.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8608   -2.2670    0.7605 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
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 13 16  1  0
 11 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19  6  1  0
  3 21  1  0
  4 22  1  0
  6 23  1  6
  7 24  1  6
  8 25  1  0
  9 26  1  1
 10 27  1  0
 11 28  1  1
 15 29  1  0
 16 30  1  0
 17 31  1  1
 18 32  1  0
 19 33  1  1
 20 34  1  0
M  END

Synonyms

Value	Source
D-MYO-inositol-1,4-bisphosphATE	ChEBI
Inositol 1,4-bisphosphate	ChEBI
Myo-inositol 1,4-bisphosphate	ChEBI
D-MYO-inositol-1,4-bisphosphoric acid	Generator
Inositol 1,4-bisphosphoric acid	Generator
Myo-inositol 1,4-bisphosphoric acid	Generator
D-Myo-inositol 1,4-bisphosphoric acid	Generator
1D-Myo-inositol 1,4-bisphosphoric acid	HMDB
D-myo-Inositol 1,4-bisphosphate	ChEBI

Molecular Formula

C₆H₁₄O₁₂P₂

Average Mass

340.1157

Monoisotopic Mass

339.996048936

IUPAC Name

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

Traditional Name

[(1R,2R,3R,4R,5R,6S)-2,3,5,6-tetrahydroxy-4-(phosphonooxy)cyclohexyl]oxyphosphonic acid

CAS Registry Number

47055-78-7

SMILES

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

InChI Identifier

InChI=1S/C6H14O12P2/c7-1-2(8)6(18-20(14,15)16)4(10)3(9)5(1)17-19(11,12)13/h1-10H,(H2,11,12,13)(H2,14,15,16)/t1-,2-,3-,4+,5+,6+/m1/s1

InChI Key

PELZSPZCXGTUMR-RTPHHQFDSA-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 bisphosphate (CHEBI:17816 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	24.4 g/L	ALOGPS
logP	-1.3	ALOGPS
logP	-4	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	0.86	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	214.44 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	57.52 m³·mol⁻¹	ChemAxon
Polarizability	25.1 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9321000000-9f623a36e7cbbf411892	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-03dj-9163026000-1848e4d3af73c15a6fe2	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-2039000000-30867310a54aeefc9f07	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-2029000000-09a80b30252576945f03	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0005-8920000000-da85c9dd4243595988cc	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-4009000000-0bfc6eac93cb1d6f5150	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9012000000-52b4d66a2cc414f3c15f	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-188d2aa04460c53bd120	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0009000000-409ec2d369e3f269fc61	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004r-9008000000-6a58e24bfb6d7b7533d3	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-f53a8156649b945c2aee	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0009000000-0c0a6b1789da56429e47	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-0029000000-7b521123b7ad2af2e51c	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9100000000-1e618537818490a76e76	2021-09-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Nucleus

Biospecimen Locations

Feces
Placenta

Tissue Locations

Placenta

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192029	Type I inositol 1,4,5-trisphosphate 5-phosphatase	Unknown	Q14642	Homo sapiens
MMDBp0192030	Inositol polyphosphate 1-phosphatase	Unknown	P49441	Homo sapiens
MMDBp0192031	Phosphatidylinositol 4,5-bisphosphate 5-phosphatase A	Enzyme	Q15735	Homo sapiens
MMDBp0192032	Inositol polyphosphate 5-phosphatase K	Enzyme	Q9BT40	Homo sapiens
MMDBp0193363	Glycophorin-B	Enzyme	P06028	Homo sapiens
MMDBp0193888	Phosphatidylinositol 3,4,5-trisphosphate 5-phosphatase 2	Enzyme	O15357	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0001669	Water	1D-myo-inositol 1,4-bisphosphate	Inositol polyphosphate-5-phosphatase, 40kda	Inositol-1, 4, 5-Trisphosphate 5-Phosphatase	VMH	10593988 10764818 15261714 2906139 7721860 8006039 8013665 8530088 8769125 9428629 9824312
MMDBr0001670	Water	myo-Inositol 6-phosphate	Not Available	Inositol-1, 4-Bisphosphate 4-Phosphatase	VMH	2906139
MMDBr0001671	Water	D-Myo-inositol 4-phosphate	Inositol polyphosphate-1-phosphatase	Inositol-1, 4-Bisphosphate 1-Phosphatase	VMH	2906139 8390685
MMDBr0001672	1D-myo-inositol 1,4-bisphosphate	1D-myo-inositol 1,4-bisphosphate	Not Available	Inositol 1, 4-Bisphosphate Nuclear Transport (Diffusion)	VMH	30371894
MMDBr0001950	Water	Diglyceride	Phospholipase c, beta 1 (phosphoinositide-specific)	Phosphatidylinositol 4-Phosphate Phospholipase C	VMH	10702670 10702683 10760467 11022047 11022048 11118617 12117804 12213492 12416999 13333955 15140260 1644792 2167438 7607669 7612006 7633416 7789993 7835906 7849701 7890667 8530101 9345909
MMDBr0001951	Water	Diglyceride	Phospholipase c, beta 1 (phosphoinositide-specific)	Phosphatidylinositol 4-Phosphate Phospholipase C, Nucleus	VMH	10760467 11118617 12213492
MMDBr0020001	Water	Phosphate	Phosphatidylinositol 4,5-bisphosphate 5-phosphatase INP51	Dephosphorylation	PathBank	31602464
MMDBr0020002	Water	D-Myo-inositol 4-phosphate	Not Available		PathBank	31602464
MMDBr0020016	Water	Phosphate	Phosphatidylinositol 4,5-bisphosphate 5-phosphatase INP51	Dephosphorylation	PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0000968

DrugBank ID

DB03158

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

INOSITOL-1-4-BISPHOSPHATE

BiGG ID

37109

Wikipedia Link

Not Available

METLIN ID

5911

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

17816

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

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. doi: 10.1006/bbrc.1993.2003. [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. doi: 10.3109/10799899509045222. [PubMed:8903946 ]
Spiegelberg BD, Xiong JP, Smith JJ, Gu RF, York JD: Cloning and characterization of a mammalian lithium-sensitive bisphosphate 3'-nucleotidase inhibited by inositol 1,4-bisphosphate. J Biol Chem. 1999 May 7;274(19):13619-28. doi: 10.1074/jbc.274.19.13619. [PubMed:10224133 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for 1D-myo-inositol 1,4-bisphosphate (MMDBc0033160)

MOL for #<Metabolite:0x000055e8c85756f0>

3D MOL for #<Metabolite:0x000055e8c85756f0>

3D SDF for #<Metabolite:0x000055e8c85756f0>

3D-SDF for #<Metabolite:0x000055e8c85756f0>

PDB for #<Metabolite:0x000055e8c85756f0>

3D PDB for #<Metabolite:0x000055e8c85756f0>

SMILES for #<Metabolite:0x000055e8c85756f0>

INCHI for #<Metabolite:0x000055e8c85756f0>

Structure for #<Metabolite:0x000055e8c85756f0>

3D Structure for #<Metabolite:0x000055e8c85756f0>