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Showing metabocard for myo-Inositol 1,3,4,5-tetrakisphosphate (HMDB0001059)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-16 15:27:13 UTC
HMDB IDHMDB0001059
Secondary Accession Numbers
  • HMDB01059
Metabolite Identification
Common Namemyo-Inositol 1,3,4,5-tetrakisphosphate
Descriptionmyo-Inositol 1,3,4,5-tetrakisphosphate (CAS: 102850-29-3), also known as IP4, is a second messenger responsible for mediating Ca2+ entry through the plasma membrane and mobilizing intracellular Ca2+ by acting synergistically with inositol 1,4,5-trisphosphate (IP3). Inositol 1,4,5-trisphosphate 3-kinase (IP3K, EC 2.7.1.127) phosphorylates IP3 into IP4. Evidence shows that IP4 can activate a protein with ras- and rap-GAP activity and finally inactivate the G protein. This indicates that IP4 regulates Ca2+ influx in a GTP-dependent way, which potentially links the IP3 signalling pathway to GTP-regulated signalling mechanisms. IP4 is demonstrated to be a common regulator in Ca2+ homeostasis. IP4 can bind with a high affinity to several intracellular proteins: synaptotagmin (I and II), Gap1, Btk, and centaurin-alpha and may interact with synaptotagmin to inhibit synaptic transmission. IP4 also acts as a mediator in neuronal death in the ischemic hippocampus. IP4 production is not always associated with a modification in calcium concentration, and control of calcium mobilization is not the sole function proposed for IP4. IP4 defines an essential signalling pathway for T cell precursor responsiveness and development. In the thymus, IP4 is essential during the positive and negative selection of double-positive thymocytes, and in the control of thymocyte reactivity to antigens. IP4 is also a substrate for type I inositol-1,4,5-trisphosphate 5-phosphatase, phosphatidylinositol 4,5-bisphosphate 5-phosphatase A, and skeletal muscle and kidney enriched inositol phosphatase (PMID: 15740635 , 14517551 ).
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001059 (myo-Inositol 1,3,4,5-tetrakisphosphate)

  Mrv1652305062020482D          

 28 28  0  0  0  0            999 V2000
    1.4259    0.8241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160    0.4131    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7160   -0.4117    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0013   -0.8243    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7131   -0.4117    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7132    0.4131    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0014    0.8259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0013    1.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7134    2.0603    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.3013    2.7727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4283    1.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1254    2.7727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278   -0.8223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273   -1.6473    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.2503   -1.6467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7129   -2.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -2.3604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014   -1.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7162   -2.0604    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3041   -2.7727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4311   -1.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1282   -2.7727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4278    0.8258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4290   -0.8244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1432   -0.4115    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5542   -1.1245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437    0.4136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9661   -0.4109    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
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
  7  8  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
  5 13  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
  4 18  1  1  0  0  0
  2 23  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
  3 24  1  6  0  0  0
M  END
Download

3D MOL for HMDB0001059 (myo-Inositol 1,3,4,5-tetrakisphosphate)

HMDB0001059
     RDKit          3D
myo-Inositol 1,3,4,5-tetrakisphosphate
 44 44  0  0  0  0  0  0  0  0999 V2000
   -0.2040    4.5998    1.8405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5910    3.5190    0.8570 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.4474    3.6490   -0.4653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1614    3.8158    0.3153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4637    2.0257    1.6260 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0360    1.0572    0.7907 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2907    0.3968    1.3621 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8349   -0.2859    2.4834 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8040   -0.5213    0.2850 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0820   -0.9534    0.4575 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2399   -0.5417   -0.5933 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.6192    0.1738   -1.7851 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9819   -1.9457   -1.2322 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4745    0.4363   -0.0224 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8137   -1.6418   -0.0206 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3566   -2.4777   -0.9651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4365   -0.9279   -0.5267 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3759   -1.7974   -1.0295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6533   -1.4224   -2.6766 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.3522   -1.1915   -3.3821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5904   -0.0214   -2.7762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4716   -2.6646   -3.4578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9496   -0.0963    0.6275 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2421    0.3102    0.4942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1978   -0.3346    1.7591 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.3072   -0.8541    2.8741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2320    0.8104    2.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0901   -1.6645    1.1912 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0713    4.2415   -1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2185    3.7289   -0.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2624    1.4302   -0.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0764    1.1281    1.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4616   -0.0315    3.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8115    0.0951   -0.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5119   -1.7424   -2.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3919    0.5354    0.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5089   -2.1666    0.9031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5302   -3.3562   -0.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0932   -0.2050   -1.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5231   -0.2513   -2.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2155   -3.5556   -3.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8522   -0.7529    1.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1149    1.6915    1.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2707   -2.2410    1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
  9 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 19 22  1  0
 17 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
  8 33  1  0
  9 34  1  6
 13 35  1  0
 14 36  1  0
 15 37  1  1
 16 38  1  0
 17 39  1  6
 21 40  1  0
 22 41  1  0
 23 42  1  1
 27 43  1  0
 28 44  1  0
M  END
Download

3D SDF for HMDB0001059 (myo-Inositol 1,3,4,5-tetrakisphosphate)

  Mrv1652305062020482D          

 28 28  0  0  0  0            999 V2000
    1.4259    0.8241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160    0.4131    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7160   -0.4117    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0013   -0.8243    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7131   -0.4117    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7132    0.4131    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0014    0.8259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0013    1.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7134    2.0603    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.3013    2.7727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4283    1.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1254    2.7727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278   -0.8223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273   -1.6473    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.2503   -1.6467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7129   -2.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -2.3604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014   -1.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7162   -2.0604    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3041   -2.7727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4311   -1.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1282   -2.7727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4278    0.8258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4290   -0.8244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1432   -0.4115    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5542   -1.1245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437    0.4136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9661   -0.4109    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
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
  7  8  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
  5 13  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
  4 18  1  1  0  0  0
  2 23  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
  3 24  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0001059

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H16O18P4/c7-1-3(21-25(9,10)11)2(8)5(23-27(15,16)17)6(24-28(18,19)20)4(1)22-26(12,13)14/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/t1-,2-,3-,4+,5-,6-/m0/s1

> <INCHI_KEY>
CIPFCGZLFXVXBG-CNWJWELYSA-N

> <FORMULA>
C6H16O18P4

> <MOLECULAR_WEIGHT>
500.0755

> <EXACT_MASS>
499.928709756

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
34.18661166529744

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(1S,2S,3S,4S,5R,6S)-2,4-dihydroxy-3,5,6-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>
0.7848026366757588

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.3270363628112616

> <JCHEM_POLAR_SURFACE_AREA>
307.5

> <JCHEM_REFRACTIVITY>
79.2666

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.15e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001059 (myo-Inositol 1,3,4,5-tetrakisphosphate)

HMDB0001059
     RDKit          3D
myo-Inositol 1,3,4,5-tetrakisphosphate
 44 44  0  0  0  0  0  0  0  0999 V2000
   -0.2040    4.5998    1.8405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5910    3.5190    0.8570 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.4474    3.6490   -0.4653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1614    3.8158    0.3153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4637    2.0257    1.6260 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0360    1.0572    0.7907 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2907    0.3968    1.3621 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8349   -0.2859    2.4834 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8040   -0.5213    0.2850 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0820   -0.9534    0.4575 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2399   -0.5417   -0.5933 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.6192    0.1738   -1.7851 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9819   -1.9457   -1.2322 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4745    0.4363   -0.0224 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8137   -1.6418   -0.0206 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3566   -2.4777   -0.9651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4365   -0.9279   -0.5267 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3759   -1.7974   -1.0295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6533   -1.4224   -2.6766 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.3522   -1.1915   -3.3821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5904   -0.0214   -2.7762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4716   -2.6646   -3.4578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9496   -0.0963    0.6275 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2421    0.3102    0.4942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1978   -0.3346    1.7591 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.3072   -0.8541    2.8741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2320    0.8104    2.4019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0901   -1.6645    1.1912 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0713    4.2415   -1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2185    3.7289   -0.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2624    1.4302   -0.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0764    1.1281    1.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4616   -0.0315    3.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8115    0.0951   -0.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5119   -1.7424   -2.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3919    0.5354    0.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5089   -2.1666    0.9031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5302   -3.3562   -0.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0932   -0.2050   -1.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5231   -0.2513   -2.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2155   -3.5556   -3.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8522   -0.7529    1.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1149    1.6915    1.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2707   -2.2410    1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
  9 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 19 22  1  0
 17 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
  8 33  1  0
  9 34  1  6
 13 35  1  0
 14 36  1  0
 15 37  1  1
 16 38  1  0
 17 39  1  6
 21 40  1  0
 22 41  1  0
 23 42  1  1
 27 43  1  0
 28 44  1  0
M  END
Download

PDB for HMDB0001059 (myo-Inositol 1,3,4,5-tetrakisphosphate)

HEADER    PROTEIN                                 06-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-20         0                                  
HETATM    1  O   UNK     0       2.662   1.538   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.337   0.771   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.337  -0.769   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.002  -1.539   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.331  -0.769   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.331   0.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.003   1.542   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.002   3.077   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0       1.332   3.846   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0       0.562   5.176   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.666   3.077   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.101   5.176   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       2.665  -1.535   0.000  0.00  0.00           O+0
HETATM   14  P   UNK     0       2.664  -3.075   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0       4.201  -3.074   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.331  -3.846   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.431  -4.406   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.003  -3.077   0.000  0.00  0.00           O+0
HETATM   19  P   UNK     0      -1.337  -3.846   0.000  0.00  0.00           P+0
HETATM   20  O   UNK     0      -0.568  -5.176   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -2.671  -3.077   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.106  -5.176   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.665   1.541   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.667  -1.539   0.000  0.00  0.00           O+0
HETATM   25  P   UNK     0      -4.001  -0.768   0.000  0.00  0.00           P+0
HETATM   26  O   UNK     0      -4.768  -2.099   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -4.002   0.772   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -5.537  -0.767   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    3    7   23                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3    5   18                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    7    1                                                  
CONECT    7    2    6    8                                                  
CONECT    8    9    7                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13   14    5                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18   19    4                                                       
CONECT   19   18   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19                                                            
CONECT   23    2                                                            
CONECT   24   25    3                                                       
CONECT   25   24   26   27   28                                             
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 HMDB0001059 (myo-Inositol 1,3,4,5-tetrakisphosphate)

COMPND    HMDB0001059
HETATM    1  O1  UNL     1      -0.204   4.600   1.840  1.00  0.00           O  
HETATM    2  P1  UNL     1      -0.591   3.519   0.857  1.00  0.00           P  
HETATM    3  O2  UNL     1       0.447   3.649  -0.465  1.00  0.00           O  
HETATM    4  O3  UNL     1      -2.161   3.816   0.315  1.00  0.00           O  
HETATM    5  O4  UNL     1      -0.464   2.026   1.626  1.00  0.00           O  
HETATM    6  C1  UNL     1       0.036   1.057   0.791  1.00  0.00           C  
HETATM    7  C2  UNL     1       1.291   0.397   1.362  1.00  0.00           C  
HETATM    8  O5  UNL     1       0.835  -0.286   2.483  1.00  0.00           O  
HETATM    9  C3  UNL     1       1.804  -0.521   0.285  1.00  0.00           C  
HETATM   10  O6  UNL     1       3.082  -0.953   0.458  1.00  0.00           O  
HETATM   11  P2  UNL     1       4.240  -0.542  -0.593  1.00  0.00           P  
HETATM   12  O7  UNL     1       3.619   0.174  -1.785  1.00  0.00           O  
HETATM   13  O8  UNL     1       4.982  -1.946  -1.232  1.00  0.00           O  
HETATM   14  O9  UNL     1       5.474   0.436  -0.022  1.00  0.00           O  
HETATM   15  C4  UNL     1       0.814  -1.642  -0.021  1.00  0.00           C  
HETATM   16  O10 UNL     1       1.357  -2.478  -0.965  1.00  0.00           O  
HETATM   17  C5  UNL     1      -0.436  -0.928  -0.527  1.00  0.00           C  
HETATM   18  O11 UNL     1      -1.376  -1.797  -1.030  1.00  0.00           O  
HETATM   19  P3  UNL     1      -1.653  -1.422  -2.677  1.00  0.00           P  
HETATM   20  O12 UNL     1      -0.352  -1.191  -3.382  1.00  0.00           O  
HETATM   21  O13 UNL     1      -2.590  -0.021  -2.776  1.00  0.00           O  
HETATM   22  O14 UNL     1      -2.472  -2.665  -3.458  1.00  0.00           O  
HETATM   23  C6  UNL     1      -0.950  -0.096   0.628  1.00  0.00           C  
HETATM   24  O15 UNL     1      -2.242   0.310   0.494  1.00  0.00           O  
HETATM   25  P4  UNL     1      -3.198  -0.335   1.759  1.00  0.00           P  
HETATM   26  O16 UNL     1      -2.307  -0.854   2.874  1.00  0.00           O  
HETATM   27  O17 UNL     1      -4.232   0.810   2.402  1.00  0.00           O  
HETATM   28  O18 UNL     1      -4.090  -1.665   1.191  1.00  0.00           O  
HETATM   29  H1  UNL     1       0.071   4.241  -1.151  1.00  0.00           H  
HETATM   30  H2  UNL     1      -2.219   3.729  -0.673  1.00  0.00           H  
HETATM   31  H3  UNL     1       0.262   1.430  -0.228  1.00  0.00           H  
HETATM   32  H4  UNL     1       2.076   1.128   1.580  1.00  0.00           H  
HETATM   33  H5  UNL     1       1.462  -0.031   3.230  1.00  0.00           H  
HETATM   34  H6  UNL     1       1.812   0.095  -0.644  1.00  0.00           H  
HETATM   35  H7  UNL     1       5.512  -1.742  -2.034  1.00  0.00           H  
HETATM   36  H8  UNL     1       5.392   0.535   0.970  1.00  0.00           H  
HETATM   37  H9  UNL     1       0.509  -2.167   0.903  1.00  0.00           H  
HETATM   38  H10 UNL     1       1.530  -3.356  -0.554  1.00  0.00           H  
HETATM   39  H11 UNL     1      -0.093  -0.205  -1.304  1.00  0.00           H  
HETATM   40  H12 UNL     1      -3.523  -0.251  -2.911  1.00  0.00           H  
HETATM   41  H13 UNL     1      -2.215  -3.556  -3.105  1.00  0.00           H  
HETATM   42  H14 UNL     1      -0.852  -0.753   1.540  1.00  0.00           H  
HETATM   43  H15 UNL     1      -4.115   1.691   1.993  1.00  0.00           H  
HETATM   44  H16 UNL     1      -4.271  -2.241   1.955  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    9   32
CONECT    8   33
CONECT    9   10   15   34
CONECT   10   11
CONECT   11   12   12   13   14
CONECT   13   35
CONECT   14   36
CONECT   15   16   17   37
CONECT   16   38
CONECT   17   18   23   39
CONECT   18   19
CONECT   19   20   20   21   22
CONECT   21   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 HMDB0001059 (myo-Inositol 1,3,4,5-tetrakisphosphate)

O[C@H]1[C@@H](OP(O)(O)=O)[C@H](O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H]1OP(O)(O)=O
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INCHI for HMDB0001059 (myo-Inositol 1,3,4,5-tetrakisphosphate)

InChI=1S/C6H16O18P4/c7-1-3(21-25(9,10)11)2(8)5(23-27(15,16)17)6(24-28(18,19)20)4(1)22-26(12,13)14/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/t1-,2-,3-,4+,5-,6-/m0/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
Chemical FormulaC6H16O18P4
Average Molecular Weight500.0755
Monoisotopic Molecular Weight499.928709756
IUPAC Name{[(1S,2S,3S,4S,5R,6S)-2,4-dihydroxy-3,5,6-tris(phosphonooxy)cyclohexyl]oxy}phosphonic acid
Traditional Name[(1S,2S,3S,4S,5R,6S)-2,4-dihydroxy-3,5,6-tris(phosphonooxy)cyclohexyl]oxyphosphonic acid
CAS Registry Number99610-76-1
SMILES
O[C@H]1[C@@H](OP(O)(O)=O)[C@H](O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H]1OP(O)(O)=O
InChI Identifier
InChI=1S/C6H16O18P4/c7-1-3(21-25(9,10)11)2(8)5(23-27(15,16)17)6(24-28(18,19)20)4(1)22-26(12,13)14/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/t1-,2-,3-,4+,5-,6-/m0/s1
InChI KeyCIPFCGZLFXVXBG-CNWJWELYSA-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
  • 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
Biological role
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
  • Nucleus
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 IDDB01863
Phenol Explorer Compound IDNot Available
FooDB IDFDB022398
KNApSAcK IDNot Available
Chemspider ID17216047
KEGG Compound IDC01272
BioCyc IDCPD-506
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound107758
PDB IDNot Available
ChEBI ID16783
Food Biomarker OntologyNot Available
VMH IDMI1345P
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceDeSolms, S. Jane; Vacca, Joseph P.; Huff, Joel R. The total synthesis of (±)-myo-inositol-1,3,4-triphosphate, (±)-myo-inositol-2,4,5-triphosphate and (±)-myo-inositol-1,3,4,5-tetraphosphate. Tetrahedron Letters (1987), 28(39), 4503-6.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Han SY, Kato H, Kato S, Suzuki T, Shibata H, Ishii S, Shiiba K, Matsuno S, Kanamaru R, Ishioka C: Functional evaluation of PTEN missense mutations using in vitro phosphoinositide phosphatase assay. Cancer Res. 2000 Jun 15;60(12):3147-51. [PubMed:10866302 ]
  2. Cozier GE, Lockyer PJ, Reynolds JS, Kupzig S, Bottomley JR, Millard TH, Banting G, Cullen PJ: GAP1IP4BP contains a novel group I pleckstrin homology domain that directs constitutive plasma membrane association. J Biol Chem. 2000 Sep 8;275(36):28261-8. [PubMed:10869341 ]
  3. Horne G, Potter BV: Synthesis of the enantiomers of 6-deoxy-myo-inositol 1,3,4,5-tetrakisphosphate, structural analogues of myo-inositol 1,3,4,5-tetrakisphosphate. Chemistry. 2001 Jan 5;7(1):80-7. [PubMed:11205029 ]
  4. Xia HJ, Yang G: Inositol 1,4,5-trisphosphate 3-kinases: functions and regulations. Cell Res. 2005 Feb;15(2):83-91. [PubMed:15740635 ]
  5. Pouillon V, Hascakova-Bartova R, Pajak B, Adam E, Bex F, Dewaste V, Van Lint C, Leo O, Erneux C, Schurmans S: Inositol 1,3,4,5-tetrakisphosphate is essential for T lymphocyte development. Nat Immunol. 2003 Nov;4(11):1136-43. Epub 2003 Sep 28. [PubMed:14517551 ]

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 1,3,4,5-tetrakisphosphate + Water → Inositol 1,3,4-trisphosphate + Phosphatedetails
Enzyme Details
2. 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 1,3,4,5-tetrakisphosphate + Water → Inositol 1,3,4-trisphosphate + Phosphatedetails
Enzyme Details
3. 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 1,3,4,5-tetrakisphosphate + Water → Inositol 1,3,4-trisphosphate + Phosphatedetails
Enzyme Details
4. Inositol-trisphosphate 3-kinase B
General function:
Involved in inositol trisphosphate 3-kinase activity
Specific function:
Not Available
Gene Name:
ITPKB
Uniprot ID:
P27987
Molecular weight:
102375.325
Reactions
Adenosine triphosphate + myo-Inositol 1,4,5-trisphosphate → ADP + myo-Inositol 1,3,4,5-tetrakisphosphatedetails
Enzyme Details
5. Inositol-trisphosphate 3-kinase A
General function:
Involved in inositol trisphosphate 3-kinase activity
Specific function:
Not Available
Gene Name:
ITPKA
Uniprot ID:
P23677
Molecular weight:
51008.32
Reactions
Adenosine triphosphate + myo-Inositol 1,4,5-trisphosphate → ADP + myo-Inositol 1,3,4,5-tetrakisphosphatedetails
Enzyme Details
6. Inositol-trisphosphate 3-kinase C
General function:
Involved in inositol trisphosphate 3-kinase activity
Specific function:
Can phosphorylate inositol 2,4,5-triphosphate to inositol 2,4,5,6-tetraphosphate (By similarity).
Gene Name:
ITPKC
Uniprot ID:
Q96DU7
Molecular weight:
75207.0
Reactions
Adenosine triphosphate + myo-Inositol 1,4,5-trisphosphate → ADP + myo-Inositol 1,3,4,5-tetrakisphosphatedetails
Enzyme Details
7. 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
Enzyme Details
8. Multiple inositol polyphosphate phosphatase 1
General function:
Involved in acid phosphatase activity
Specific function:
Acts as a phosphoinositide 5- and phosphoinositide 6-phosphatase and regulates cellular levels of inositol pentakisphosphate (InsP5) and inositol hexakisphosphate (InsP6). Also acts as a 2,3-bisphosphoglycerate 3-phosphatase, by mediating the dephosphorylation of 2,3-bisphosphoglycerate (2,3-BPG) to produce phospho-D-glycerate without formation of 3-phosphoglycerate. May play a role in bone development (endochondral ossification).
Gene Name:
MINPP1
Uniprot ID:
Q9UNW1
Molecular weight:
34660.555
Reactions
myo-Inositol 1,3,4,5-tetrakisphosphate + Water → myo-Inositol 1,4,5-trisphosphate + Phosphatedetails
Enzyme Details
9. Inositol-tetrakisphosphate 1-kinase
General function:
Involved in catalytic activity
Specific function:
Kinase that can phosphorylate various inositol polyphosphate such as Ins(3,4,5,6)P4 or Ins(1,3,4)P3. Phosphorylates Ins(3,4,5,6)P4 at position 1 to form Ins(1,3,4,5,6)P5. This reaction is thought to have regulatory importance, since Ins(3,4,5,6)P4 is an inhibitor of plasma membrane Ca(2+)-activated Cl(-) channels, while Ins(1,3,4,5,6)P5 is not. Also phosphorylates Ins(1,3,4)P3 on O-5 and O-6 to form Ins(1,3,4,6)P4, an essential molecule in the hexakisphosphate (InsP6) pathway. Also acts as an inositol polyphosphate phosphatase that dephosphorylate Ins(1,3,4,5)P4 and Ins(1,3,4,6)P4 to Ins(1,3,4)P3, and Ins(1,3,4,5,6)P5 to Ins(3,4,5,6)P4. May also act as an isomerase that interconverts the inositol tetrakisphosphate isomers Ins(1,3,4,5)P4 and Ins(1,3,4,6)P4 in the presence of ADP and magnesium. Probably acts as the rate-limiting enzyme of the InsP6 pathway. Modifies TNF-alpha-induced apoptosis by interfering with the activation of TNFRSF1A-associated death domain.
Gene Name:
ITPK1
Uniprot ID:
Q13572
Molecular weight:
45620.645
Reactions
Adenosine triphosphate + Inositol 1,3,4-trisphosphate → ADP + myo-Inositol 1,3,4,5-tetrakisphosphatedetails