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Showing metabocard for D-myo-Inositol 1,4,5,6-tetrakisphosphate (HMDB0004527)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2006-08-13 20:34:43 UTC
Update Date2021-09-16 15:27:29 UTC
HMDB IDHMDB0004527
Secondary Accession Numbers
  • HMDB04527
Metabolite Identification
Common NameD-myo-Inositol 1,4,5,6-tetrakisphosphate
DescriptionInositol 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
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0004527 (D-myo-Inositol 1,4,5,6-tetrakisphosphate)

  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
Download

3D MOL for HMDB0004527 (D-myo-Inositol 1,4,5,6-tetrakisphosphate)

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
Download

3D SDF for HMDB0004527 (D-myo-Inositol 1,4,5,6-tetrakisphosphate)

  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>
HMDB0004527

> <DATABASE_NAME>
hmdb

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

$$$$
Download

3D-SDF for HMDB0004527 (D-myo-Inositol 1,4,5,6-tetrakisphosphate)

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
Download

PDB for HMDB0004527 (D-myo-Inositol 1,4,5,6-tetrakisphosphate)

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
Download

3D PDB for HMDB0004527 (D-myo-Inositol 1,4,5,6-tetrakisphosphate)

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
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SMILES for HMDB0004527 (D-myo-Inositol 1,4,5,6-tetrakisphosphate)

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
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INCHI for HMDB0004527 (D-myo-Inositol 1,4,5,6-tetrakisphosphate)

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
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Inositol 1,4,5,6-tetrakisphosphateChEBI
Inositol 1,4,5,6-tetrakisphosphoric acidGenerator
D-Myo-inositol 1,4,5,6-tetrakisphosphoric acidGenerator
D-myo-Inositol 1,4,5,6-tetrakisphosphateChEBI
1D-myo-Inositol 1,4,5,6-tetrakisphosphoric acidGenerator, HMDB
Ins(1,4,5,6)P3MeSH, HMDB
1D-myo-Inositol 1,4,5,6-tetrakisphosphateHMDB
D-myo-Inositol 1,4,5,6-tetraphosphateHMDB
Inositol 1,4,5,6-tetrakis(phosphate)HMDB
Inositol 1,4,5,6-tetraphosphateHMDB
Ins(1,4,5,6)P4HMDB
L-myo-Inositol 3,4,5,6-tetrakisphosphateHMDB
Chemical FormulaC6H16O18P4
Average Molecular Weight500.0755
Monoisotopic Molecular Weight499.928709756
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 Number109837-24-3
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 KeyMRVYFOANPDTYBY-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.
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
  • 1,2-diol
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-7.268Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023378
KNApSAcK IDNot Available
Chemspider ID391520
KEGG Compound IDC11555
BioCyc IDINOSITOL-1456-TETRAKISPHOSPHATE
BiGG ID2264980
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound443266
PDB IDNot Available
ChEBI ID16067
Food Biomarker OntologyNot Available
VMH IDMI1456P
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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. Epub 2005 Dec 19. [PubMed:16376887 ]
  2. 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. [PubMed:10720331 ]
  3. 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. [PubMed:8809047 ]
  4. 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. [PubMed:9405634 ]

Enzymes

Enzyme Details
1. Inositol polyphosphate multikinase
General function:
Involved in inositol trisphosphate 3-kinase activity
Specific function:
Inositol phosphate kinase with a broad substrate specificity. Has a preference for inositol 1,4,5-trisphosphate (Ins(1,4,5)P3) and inositol 1,3,4,6-tetrakisphosphate (Ins(1,3,4,6)P4).
Gene Name:
IPMK
Uniprot ID:
Q8NFU5
Molecular weight:
47221.455
Reactions
Adenosine triphosphate + myo-Inositol 1,4,5-trisphosphate → ADP + D-myo-Inositol 1,4,5,6-tetrakisphosphatedetails
Adenosine triphosphate + D-myo-Inositol 1,4,5,6-tetrakisphosphate → ADP + myo-Inositol 1,3,4,5,6-pentakisphosphatedetails