MiMeDB: Showing metabocard for 1D-Myo-inositol 1,4,5,6-tetrakisphosphate (MMDBc0032901)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:20:44 UTC

Update Date

2024-04-30 19:54:47 UTC

Metabolite ID

MMDBc0032901

Metabolite Identification

Common Name

1D-Myo-inositol 1,4,5,6-tetrakisphosphate

Description

Inositol phosphates are a family of water-soluble intracellular signalling molecules derived from membrane inositol phospholipids. They undergo a variety of complex interconversion pathways, and their levels are dynamically regulated within the cytosol in response to a variety of agonists. Their biological actions can be quite specific to particular inositol phosphates. D-myo-Inositol 3,4,5,6-tetrakisphosphate, also known as Ins(1,4,5,6)P4 is phosphorylated by inositolphosphate-multikinase (IMPK). Ins(1,4,5,6)P4 has been shown to regulate Cl- transport, to be a phosphoinositide 3-kinase antagonist, and to bind tightly to some pleckstrin homology domains. It may also contribute to transcriptional regulation (PMID: 16376887 , 10720331 , 8809047 , 9405634 ).

Structure

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


  Mrv1652311081917412D          

 28 28  0  0  0  0            999 V2000
10001.829710000.9498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.687810000.5389    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.6878 9999.7139    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.4025 9999.3014    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.1169 9999.7139    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.117010000.5389    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.402410000.9516    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.8316 9999.3034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.4024 9998.4775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6876 9998.0654    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10000.0997 9997.3531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9728 9998.4775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2756 9997.3531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.976110000.9515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.976610001.7765    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9998.153610001.7759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.690910002.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.565710002.4895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9749 9999.3012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2605 9999.7141    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8497 9999.0011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.260010000.5392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4377 9999.7147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.402010001.7726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.118410002.1857    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10000.705410002.8999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.835210001.7725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.531610002.8999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  1  1  6  0  0  0
  5  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
  4  9  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
  3 19  1  6  0  0  0
 15 18  1  0  0  0  0
 15 17  1  0  0  0  0
 15 16  2  0  0  0  0
  2 14  1  1  0  0  0
 14 15  1  0  0  0  0
 25 28  1  0  0  0  0
 25 27  1  0  0  0  0
 25 26  2  0  0  0  0
 24 25  1  0  0  0  0
  7 24  1  6  0  0  0
M  END

HMDB0004527
     RDKit          3D
D-myo-Inositol 1,4,5,6-tetrakisphosphate
 44 44  0  0  0  0  0  0  0  0999 V2000
   -1.4642   -3.1468   -1.7421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1373   -1.8013   -1.7503 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.4448   -0.9134   -3.0311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7755   -1.9546   -2.0785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8579   -0.9501   -0.3111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7476   -0.1703   -0.4768 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3642   -0.4936    0.5154 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4983   -1.8251    0.7621 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2753   -2.1969    2.3987 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.3806   -1.0365    3.1363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8023   -3.5077    2.4859 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7498   -2.5660    3.1560 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6012    0.1548   -0.0725 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7642   -0.2784    0.4865 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7222   -0.9787   -0.7159 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.0337   -0.9103   -2.0796 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1445   -0.0715   -0.8233 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0304   -2.6084   -0.4109 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3966    1.6584    0.0588 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9704    1.8987    1.3617 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2352    2.0136   -0.8586 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0571    3.3636   -1.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0106    1.3118   -0.3066 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1593    1.7419   -0.9084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2222    2.5272    0.1506 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.8875    3.6693   -0.5845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4361    1.4977    0.7057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4062    3.1911    1.4727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8897   -1.4771   -3.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0131   -2.9344   -2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3045   -0.2838   -1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1366    0.0440    1.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208   -4.0376    1.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375   -2.6562    4.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5736   -0.0570   -1.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1759    0.6741   -0.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9571   -2.8334   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2848    2.2342   -0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1691    2.8021    1.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4397    1.5162   -1.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6634    3.6789   -1.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335    1.5851    0.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0985    1.0200    1.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9886    3.1067    2.2679 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
  8  9  1  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
 13 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 23  6  1  0
  3 29  1  0
  4 30  1  0
  6 31  1  6
  7 32  1  1
 11 33  1  0
 12 34  1  0
 13 35  1  6
 17 36  1  0
 18 37  1  0
 19 38  1  6
 20 39  1  0
 21 40  1  6
 22 41  1  0
 23 42  1  1
 27 43  1  0
 28 44  1  0
M  END


  Mrv1652311081917412D          

 28 28  0  0  0  0            999 V2000
10001.829710000.9498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.687810000.5389    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.6878 9999.7139    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.4025 9999.3014    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.1169 9999.7139    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.117010000.5389    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.402410000.9516    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.8316 9999.3034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.4024 9998.4775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6876 9998.0654    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10000.0997 9997.3531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9728 9998.4775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2756 9997.3531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.976110000.9515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.976610001.7765    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9998.153610001.7759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.690910002.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.565710002.4895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9749 9999.3012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2605 9999.7141    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8497 9999.0011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.260010000.5392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4377 9999.7147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.402010001.7726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.118410002.1857    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10000.705410002.8999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.835210001.7725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.531610002.8999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  1  1  6  0  0  0
  5  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
  4  9  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
  3 19  1  6  0  0  0
 15 18  1  0  0  0  0
 15 17  1  0  0  0  0
 15 16  2  0  0  0  0
  2 14  1  1  0  0  0
 14 15  1  0  0  0  0
 25 28  1  0  0  0  0
 25 27  1  0  0  0  0
 25 26  2  0  0  0  0
 24 25  1  0  0  0  0
  7 24  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032901

> <DATABASE_NAME>
MIME

> <SMILES>
O[C@H]1[C@@H](O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H16O18P4/c7-1-2(8)4(22-26(12,13)14)6(24-28(18,19)20)5(23-27(15,16)17)3(1)21-25(9,10)11/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/t1-,2+,3-,4-,5+,6+/m1/s1

> <INCHI_KEY>
MRVYFOANPDTYBY-YORTWTKJSA-N

> <FORMULA>
C6H16O18P4

> <MOLECULAR_WEIGHT>
500.0755

> <EXACT_MASS>
499.928709756

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
34.02574650822298

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.45

> <JCHEM_LOGP>
-4.2762737773333335

> <ALOGPS_LOGS>
-1.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-8

> <JCHEM_PKA>
0.690027173722024

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.23738624947649356

> <JCHEM_POLAR_SURFACE_AREA>
307.49999999999994

> <JCHEM_REFRACTIVITY>
79.26659999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.15e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0004527
     RDKit          3D
D-myo-Inositol 1,4,5,6-tetrakisphosphate
 44 44  0  0  0  0  0  0  0  0999 V2000
   -1.4642   -3.1468   -1.7421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1373   -1.8013   -1.7503 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.4448   -0.9134   -3.0311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7755   -1.9546   -2.0785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8579   -0.9501   -0.3111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7476   -0.1703   -0.4768 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3642   -0.4936    0.5154 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4983   -1.8251    0.7621 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2753   -2.1969    2.3987 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.3806   -1.0365    3.1363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8023   -3.5077    2.4859 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7498   -2.5660    3.1560 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6012    0.1548   -0.0725 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7642   -0.2784    0.4865 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7222   -0.9787   -0.7159 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.0337   -0.9103   -2.0796 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1445   -0.0715   -0.8233 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0304   -2.6084   -0.4109 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3966    1.6584    0.0588 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9704    1.8987    1.3617 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2352    2.0136   -0.8586 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0571    3.3636   -1.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0106    1.3118   -0.3066 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1593    1.7419   -0.9084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2222    2.5272    0.1506 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.8875    3.6693   -0.5845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4361    1.4977    0.7057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4062    3.1911    1.4727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8897   -1.4771   -3.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0131   -2.9344   -2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3045   -0.2838   -1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1366    0.0440    1.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208   -4.0376    1.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375   -2.6562    4.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5736   -0.0570   -1.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1759    0.6741   -0.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9571   -2.8334   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2848    2.2342   -0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1691    2.8021    1.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4397    1.5162   -1.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6634    3.6789   -1.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335    1.5851    0.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0985    1.0200    1.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9886    3.1067    2.2679 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
  8  9  1  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
 13 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 23  6  1  0
  3 29  1  0
  4 30  1  0
  6 31  1  6
  7 32  1  1
 11 33  1  0
 12 34  1  0
 13 35  1  6
 17 36  1  0
 18 37  1  0
 19 38  1  6
 20 39  1  0
 21 40  1  6
 22 41  1  0
 23 42  1  1
 27 43  1  0
 28 44  1  0
M  END

HEADER    PROTEIN                                 08-NOV-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-NOV-19         0                                  
HETATM    1  O   UNK     0    8670.0828668.440   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    8666.0848667.673   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8666.0848666.133   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8667.4188665.363   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8668.7528666.133   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8668.7528667.673   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8667.4188668.443   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8670.0868665.366   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8667.4188663.825   0.000  0.00  0.00           O+0
HETATM   10  P   UNK     0    8666.0848663.055   0.000  0.00  0.00           P+0
HETATM   11  O   UNK     0    8666.8538661.726   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8664.7498663.825   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8665.3148661.726   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    8664.7558668.443   0.000  0.00  0.00           O+0
HETATM   15  P   UNK     0    8664.7568669.983   0.000  0.00  0.00           P+0
HETATM   16  O   UNK     0    8663.2208669.982   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8666.0908670.754   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    8663.9898671.314   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0    8664.7538665.362   0.000  0.00  0.00           O+0
HETATM   20  P   UNK     0    8663.4208666.133   0.000  0.00  0.00           P+0
HETATM   21  O   UNK     0    8662.6538664.802   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0    8663.4198667.673   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0    8661.8848666.134   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0    8667.4178669.976   0.000  0.00  0.00           O+0
HETATM   25  P   UNK     0    8668.7548670.747   0.000  0.00  0.00           P+0
HETATM   26  O   UNK     0    8667.9838672.080   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0    8670.0928669.975   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0    8669.5268672.080   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    3    7   14                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    7    1                                                  
CONECT    7    2    6   24                                                  
CONECT    8    5                                                            
CONECT    9   10    4                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
CONECT   14    2   15                                                       
CONECT   15   18   17   16   14                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19   20    3                                                       
CONECT   20   19   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24   25    7                                                       
CONECT   25   28   27   26   24                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   56    0
END

COMPND    HMDB0004527
HETATM    1  O1  UNL     1      -1.464  -3.147  -1.742  1.00  0.00           O  
HETATM    2  P1  UNL     1      -2.137  -1.801  -1.750  1.00  0.00           P  
HETATM    3  O2  UNL     1      -1.445  -0.913  -3.031  1.00  0.00           O  
HETATM    4  O3  UNL     1      -3.776  -1.955  -2.079  1.00  0.00           O  
HETATM    5  O4  UNL     1      -1.858  -0.950  -0.311  1.00  0.00           O  
HETATM    6  C1  UNL     1      -0.748  -0.170  -0.477  1.00  0.00           C  
HETATM    7  C2  UNL     1       0.364  -0.494   0.515  1.00  0.00           C  
HETATM    8  O5  UNL     1       0.498  -1.825   0.762  1.00  0.00           O  
HETATM    9  P2  UNL     1       0.275  -2.197   2.399  1.00  0.00           P  
HETATM   10  O6  UNL     1      -0.381  -1.037   3.136  1.00  0.00           O  
HETATM   11  O7  UNL     1      -0.802  -3.508   2.486  1.00  0.00           O  
HETATM   12  O8  UNL     1       1.750  -2.566   3.156  1.00  0.00           O  
HETATM   13  C3  UNL     1       1.601   0.155  -0.073  1.00  0.00           C  
HETATM   14  O9  UNL     1       2.764  -0.278   0.487  1.00  0.00           O  
HETATM   15  P3  UNL     1       3.722  -0.979  -0.716  1.00  0.00           P  
HETATM   16  O10 UNL     1       3.034  -0.910  -2.080  1.00  0.00           O  
HETATM   17  O11 UNL     1       5.144  -0.072  -0.823  1.00  0.00           O  
HETATM   18  O12 UNL     1       4.030  -2.608  -0.411  1.00  0.00           O  
HETATM   19  C4  UNL     1       1.397   1.658   0.059  1.00  0.00           C  
HETATM   20  O13 UNL     1       0.970   1.899   1.362  1.00  0.00           O  
HETATM   21  C5  UNL     1       0.235   2.014  -0.859  1.00  0.00           C  
HETATM   22  O14 UNL     1       0.057   3.364  -1.003  1.00  0.00           O  
HETATM   23  C6  UNL     1      -1.011   1.312  -0.307  1.00  0.00           C  
HETATM   24  O15 UNL     1      -2.159   1.742  -0.908  1.00  0.00           O  
HETATM   25  P4  UNL     1      -3.222   2.527   0.151  1.00  0.00           P  
HETATM   26  O16 UNL     1      -3.887   3.669  -0.585  1.00  0.00           O  
HETATM   27  O17 UNL     1      -4.436   1.498   0.706  1.00  0.00           O  
HETATM   28  O18 UNL     1      -2.406   3.191   1.473  1.00  0.00           O  
HETATM   29  H1  UNL     1      -0.890  -1.477  -3.614  1.00  0.00           H  
HETATM   30  H2  UNL     1      -4.013  -2.934  -2.023  1.00  0.00           H  
HETATM   31  H3  UNL     1      -0.305  -0.284  -1.503  1.00  0.00           H  
HETATM   32  H4  UNL     1       0.137   0.044   1.459  1.00  0.00           H  
HETATM   33  H5  UNL     1      -0.721  -4.038   1.633  1.00  0.00           H  
HETATM   34  H6  UNL     1       1.537  -2.656   4.124  1.00  0.00           H  
HETATM   35  H7  UNL     1       1.574  -0.057  -1.160  1.00  0.00           H  
HETATM   36  H8  UNL     1       5.176   0.674  -0.176  1.00  0.00           H  
HETATM   37  H9  UNL     1       4.957  -2.833  -0.725  1.00  0.00           H  
HETATM   38  H10 UNL     1       2.285   2.234  -0.207  1.00  0.00           H  
HETATM   39  H11 UNL     1       1.169   2.802   1.672  1.00  0.00           H  
HETATM   40  H12 UNL     1       0.440   1.516  -1.840  1.00  0.00           H  
HETATM   41  H13 UNL     1       0.663   3.679  -1.731  1.00  0.00           H  
HETATM   42  H14 UNL     1      -1.033   1.585   0.785  1.00  0.00           H  
HETATM   43  H15 UNL     1      -4.098   1.020   1.502  1.00  0.00           H  
HETATM   44  H16 UNL     1      -2.989   3.107   2.268  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4    5
CONECT    3   29
CONECT    4   30
CONECT    5    6
CONECT    6    7   23   31
CONECT    7    8   13   32
CONECT    8    9
CONECT    9   10   10   11   12
CONECT   11   33
CONECT   12   34
CONECT   13   14   19   35
CONECT   14   15
CONECT   15   16   16   17   18
CONECT   17   36
CONECT   18   37
CONECT   19   20   21   38
CONECT   20   39
CONECT   21   22   23   40
CONECT   22   41
CONECT   23   24   42
CONECT   24   25
CONECT   25   26   26   27   28
CONECT   27   43
CONECT   28   44
END

HMDB0004527
     RDKit          3D
D-myo-Inositol 1,4,5,6-tetrakisphosphate
 44 44  0  0  0  0  0  0  0  0999 V2000
   -1.4642   -3.1468   -1.7421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1373   -1.8013   -1.7503 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.4448   -0.9134   -3.0311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7755   -1.9546   -2.0785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8579   -0.9501   -0.3111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7476   -0.1703   -0.4768 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3642   -0.4936    0.5154 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4983   -1.8251    0.7621 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2753   -2.1969    2.3987 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.3806   -1.0365    3.1363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8023   -3.5077    2.4859 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7498   -2.5660    3.1560 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6012    0.1548   -0.0725 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7642   -0.2784    0.4865 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7222   -0.9787   -0.7159 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.0337   -0.9103   -2.0796 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1445   -0.0715   -0.8233 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0304   -2.6084   -0.4109 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3966    1.6584    0.0588 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9704    1.8987    1.3617 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2352    2.0136   -0.8586 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0571    3.3636   -1.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0106    1.3118   -0.3066 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1593    1.7419   -0.9084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2222    2.5272    0.1506 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.8875    3.6693   -0.5845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4361    1.4977    0.7057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4062    3.1911    1.4727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8897   -1.4771   -3.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0131   -2.9344   -2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3045   -0.2838   -1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1366    0.0440    1.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208   -4.0376    1.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375   -2.6562    4.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5736   -0.0570   -1.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1759    0.6741   -0.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9571   -2.8334   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2848    2.2342   -0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1691    2.8021    1.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4397    1.5162   -1.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6634    3.6789   -1.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335    1.5851    0.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0985    1.0200    1.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9886    3.1067    2.2679 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
  8  9  1  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
 13 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 23  6  1  0
  3 29  1  0
  4 30  1  0
  6 31  1  6
  7 32  1  1
 11 33  1  0
 12 34  1  0
 13 35  1  6
 17 36  1  0
 18 37  1  0
 19 38  1  6
 20 39  1  0
 21 40  1  6
 22 41  1  0
 23 42  1  1
 27 43  1  0
 28 44  1  0
M  END

Synonyms

Value	Source
Inositol 1,4,5,6-tetrakisphosphate	ChEBI
Inositol 1,4,5,6-tetrakisphosphoric acid	Generator
D-Myo-inositol 1,4,5,6-tetrakisphosphoric acid	Generator
D-myo-Inositol 1,4,5,6-tetrakisphosphate	ChEBI
1D-myo-Inositol 1,4,5,6-tetrakisphosphoric acid	Generator, HMDB
Ins(1,4,5,6)P3	MeSH, HMDB
1D-myo-Inositol 1,4,5,6-tetrakisphosphate	HMDB
D-myo-Inositol 1,4,5,6-tetraphosphate	HMDB
Inositol 1,4,5,6-tetrakis(phosphate)	HMDB
Inositol 1,4,5,6-tetraphosphate	HMDB
Ins(1,4,5,6)P4	HMDB
L-myo-Inositol 3,4,5,6-tetrakisphosphate	HMDB

Molecular Formula

C₆H₁₆O₁₈P₄

Average Mass

500.0755

Monoisotopic Mass

499.928709756

IUPAC Name

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

Traditional Name

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

CAS Registry Number

121010-58-0

SMILES

O[C@H]1[C@@H](O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O

InChI Identifier

InChI=1S/C6H16O18P4/c7-1-2(8)4(22-26(12,13)14)6(24-28(18,19)20)5(23-27(15,16)17)3(1)21-25(9,10)11/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/t1-,2+,3-,4-,5+,6+/m1/s1

InChI Key

MRVYFOANPDTYBY-YORTWTKJSA-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
1,2-diol
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

myo-inositol tetrakisphosphate (CHEBI:16067 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	11.5 g/L	ALOGPS
logP	-0.45	ALOGPS
logP	-4.3	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	0.24	ChemAxon
Physiological Charge	-8	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	307.5 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	79.27 m³·mol⁻¹	ChemAxon
Polarizability	34.03 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

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192877	Inositol polyphosphate multikinase	Enzyme	Q8NFU5	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0019996	1D-Myo-inositol 1,4,5,6-tetrakisphosphate	Inositol 1,3,4,5,6-pentakisphosphate	Unknown Protein	PathBank	31602464
MMDBr0020000	Inositol 1,4,5-trisphosphate	1D-Myo-inositol 1,4,5,6-tetrakisphosphate	Unknown Protein	PathBank	31602464
MMDBr0020007	Inositol 1,3,4,5,6-pentakisphosphate	1D-Myo-inositol 1,4,5,6-tetrakisphosphate	Unknown Protein	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	3	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	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

External Links

HMDB ID

HMDB0004527

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023378

KNApSAcK ID

Not Available

Chemspider ID

391520

KEGG Compound ID

C11555

BioCyc ID

INOSITOL-1456-TETRAKISPHOSPHATE

BiGG ID

2264980

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

443266

PDB ID

Not Available

ChEBI ID

16067

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Takeuchi H, Kanematsu T, Misumi Y, Yaakob HB, Yagisawa H, Ikehara Y, Watanabe Y, Tan Z, Shears SB, Hirata M: Localization of a high-affinity inositol 1,4,5-trisphosphate/inositol 1,4,5,6-tetrakisphosphate binding domain to the pleckstrin homology module of a new 130 kDa protein: characterization of the determinants of structural specificity. Biochem J. 1996 Sep 1;318 ( Pt 2):561-8. doi: 10.1042/bj3180561. [PubMed:8809047 ]
Eckmann L, Rudolf MT, Ptasznik A, Schultz C, Jiang T, Wolfson N, Tsien R, Fierer J, Shears SB, Kagnoff MF, Traynor-Kaplan AE: D-myo-Inositol 1,4,5,6-tetrakisphosphate produced in human intestinal epithelial cells in response to Salmonella invasion inhibits phosphoinositide 3-kinase signaling pathways. Proc Natl Acad Sci U S A. 1997 Dec 23;94(26):14456-60. doi: 10.1073/pnas.94.26.14456. [PubMed:9405634 ]
Odom AR, Stahlberg A, Wente SR, York JD: A role for nuclear inositol 1,4,5-trisphosphate kinase in transcriptional control. Science. 2000 Mar 17;287(5460):2026-9. doi: 10.1126/science.287.5460.2026. [PubMed:10720331 ]
Riley AM, Deleu S, Qian X, Mitchell J, Chung SK, Adelt S, Vogel G, Potter BV, Shears SB: On the contribution of stereochemistry to human ITPK1 specificity: Ins(1,4,5,6)P4 is not a physiologic substrate. FEBS Lett. 2006 Jan 9;580(1):324-30. doi: 10.1016/j.febslet.2005.12.016. Epub 2005 Dec 19. [PubMed:16376887 ]

Showing metabocard for 1D-Myo-inositol 1,4,5,6-tetrakisphosphate (MMDBc0032901)

MOL for #<Metabolite:0x00007f9238b0f1b8>

3D MOL for #<Metabolite:0x00007f9238b0f1b8>

3D SDF for #<Metabolite:0x00007f9238b0f1b8>

3D-SDF for #<Metabolite:0x00007f9238b0f1b8>

PDB for #<Metabolite:0x00007f9238b0f1b8>

3D PDB for #<Metabolite:0x00007f9238b0f1b8>

SMILES for #<Metabolite:0x00007f9238b0f1b8>

INCHI for #<Metabolite:0x00007f9238b0f1b8>

Structure for #<Metabolite:0x00007f9238b0f1b8>

3D Structure for #<Metabolite:0x00007f9238b0f1b8>