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Showing metabocard for D-myo-Inositol 1,4-bisphosphate (HMDB0000968)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-16 15:27:12 UTC
HMDB IDHMDB0000968
Secondary Accession Numbers
  • HMDB0062568
  • HMDB00968
  • HMDB62568
Metabolite Identification
Common NameD-myo-Inositol 1,4-bisphosphate
DescriptionD-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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000968 (D-myo-Inositol 1,4-bisphosphate)

  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
Download

3D MOL for HMDB0000968 (D-myo-Inositol 1,4-bisphosphate)

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
Download

3D SDF for HMDB0000968 (D-myo-Inositol 1,4-bisphosphate)

  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>
HMDB0000968

> <DATABASE_NAME>
hmdb

> <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

$$$$
Download

3D-SDF for HMDB0000968 (D-myo-Inositol 1,4-bisphosphate)

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
Download

PDB for HMDB0000968 (D-myo-Inositol 1,4-bisphosphate)

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
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3D PDB for HMDB0000968 (D-myo-Inositol 1,4-bisphosphate)

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
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SMILES for HMDB0000968 (D-myo-Inositol 1,4-bisphosphate)

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
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INCHI for HMDB0000968 (D-myo-Inositol 1,4-bisphosphate)

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
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View in JSmolView Stereo Labels
Synonyms
ValueSource
D-MYO-inositol-1,4-bisphosphATEChEBI
Inositol 1,4-bisphosphateChEBI
Myo-inositol 1,4-bisphosphateChEBI
D-MYO-inositol-1,4-bisphosphoric acidGenerator
Inositol 1,4-bisphosphoric acidGenerator
Myo-inositol 1,4-bisphosphoric acidGenerator
D-Myo-inositol 1,4-bisphosphoric acidGenerator
1D-Myo-inositol 1,4-bisphosphoric acidHMDB
D-myo-Inositol 1,4-bisphosphateChEBI
Chemical FormulaC6H14O12P2
Average Molecular Weight340.1157
Monoisotopic Molecular Weight339.996048936
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 Number74465-19-3
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 KeyPELZSPZCXGTUMR-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.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentInositol phosphates
Alternative Parents
Substituents
  • Inositol phosphate
  • Monoalkyl phosphate
  • Cyclohexanol
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Secondary alcohol
  • Polyol
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Nucleus
Biospecimen LocationsNot Available
Tissue Locations
  • Placenta
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB03158
Phenol Explorer Compound IDNot Available
FooDB IDFDB022343
KNApSAcK IDC00007484
Chemspider ID17216032
KEGG Compound IDC01220
BioCyc IDINOSITOL-1-4-BISPHOSPHATE
BiGG ID37109
Wikipedia LinkNot Available
METLIN ID5911
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID17816
Food Biomarker OntologyNot Available
VMH IDMI14P
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceAuchus, Richard J.; Kaiser, Susan L.; Majerus, Philip W. Synthesis of inositol 1,2-(cyclic)-4,5-trisphosphate. Proceedings of the National Academy of Sciences of the United States of America (1987), 84(5), 1206-9.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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. [PubMed:10224133 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]

Enzymes

Enzyme Details
1. 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 + Phosphatedetails
myo-Inositol 1,4,5-trisphosphate + Water → D-myo-Inositol 1,4-bisphosphate + Phosphatedetails
Enzyme Details
2. Inositol polyphosphate 1-phosphatase
General function:
Involved in inositol or phosphatidylinositol phosphatase activity
Specific function:
Not Available
Gene Name:
INPP1
Uniprot ID:
P49441
Molecular weight:
43997.62
Reactions
D-myo-Inositol 1,4-bisphosphate + Water → D-myo-Inositol 4-phosphate + Phosphatedetails
Enzyme Details
3. 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 + Phosphatedetails
myo-Inositol 1,4,5-trisphosphate + Water → D-myo-Inositol 1,4-bisphosphate + Phosphatedetails
Enzyme Details
4. 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 + Phosphatedetails
myo-Inositol 1,4,5-trisphosphate + Water → D-myo-Inositol 1,4-bisphosphate + Phosphatedetails
Enzyme Details
5. Glycophorin-B
General function:
Not Available
Specific function:
This protein is a minor sialoglycoprotein in erythrocyte membranes
Gene Name:
GYPB
Uniprot ID:
P06028
Molecular weight:
9795.6
Enzyme Details
6. Phosphatidylinositol 3,4,5-trisphosphate 5-phosphatase 2
General function:
Involved in inositol or phosphatidylinositol phosphatase activity
Specific function:
Phosphatidylinositol (PtdIns) phosphatase that specifically hydrolyzes the 5-phosphate of phosphatidylinositol-3,4,5-trisphosphate (PtdIns(3,4,5)P3) to produce PtdIns(3,4)P2, thereby negatively regulating the PI3K (phosphoinositide 3-kinase) pathways. Plays a central role in regulation of PI3K-dependent insulin signaling, although the precise molecular mechanisms and signaling pathways remain unclear. While overexpression reduces both insulin-stimulated MAP kinase and Akt activation, its absence does not affect insulin signaling or GLUT4 trafficking. Confers resistance to dietary obesity. May act by regulating AKT2, but not AKT1, phosphorylation at the plasma membrane. Part of a signaling pathway that regulates actin cytoskeleton remodeling. Required for the maintenance and dynamic remodeling of actin structures as well as in endocytosis, having a major impact on ligand-induced EGFR internalization and degradation. Participates in regulation of cortical and submembraneous actin by hydrolyzing PtdIns(3,4,5)P3 thereby regulating membrane ruffling. Regulates cell adhesion and cell spreading. Required for HGF-mediated lamellipodium formation, cell scattering and spreading. Acts as a negative regulator of EPHA2 receptor endocytosis by inhibiting via PI3K-dependent Rac1 activation. Acts as a regulator of neuritogenesis by regulating PtdIns(3,4,5)P3 level and is required to form an initial protrusive pattern, and later, maintain proper neurite outgrowth. Acts as a negative regulator of the FC-gamma-RIIA receptor (FCGR2A). Mediates signaling from the FC-gamma-RIIB receptor (FCGR2B), playing a central role in terminating signal transduction from activating immune/hematopoietic cell receptor systems. Involved in EGF signaling pathway. Upon stimulation by EGF, it is recruited by EGFR and dephosphorylates PtdIns(3,4,5)P3. Plays a negative role in regulating the PI3K-PKB pathway, possibly by inhibiting PKB activity. Down-regulates Fc-gamma-R-mediated phagocytosis in macrophages independently of INPP5D/SHIP1. In macrophages, down-regulates NF-kappa-B-dependent gene transcription by regulating macrophage colony-stimulating factor (M-CSF)-induced signaling. May also hydrolyze PtdIns(1,3,4,5)P4, and could thus affect the levels of the higher inositol polyphosphates like InsP6.
Gene Name:
INPPL1
Uniprot ID:
O15357
Molecular weight:
138597.495