MiMeDB: Showing metabocard for Phosphatidylinositol 4,5-bisphosphate (MMDBc0032927)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:27:41 UTC

Update Date

2022-08-31 21:48:41 UTC

Metabolite ID

MMDBc0032927

Metabolite Identification

Common Name

Phosphatidylinositol 4,5-bisphosphate

Description

Phosphatidylinositol 4,5-bisphosphate belongs to the class of organic compounds known as phosphatidylinositol-4,5-bisphosphates. These are phosphatidylinositol bisphosphates in which the two phosphate groups are at C-4 and C-5 of the inositol moiety. Phosphatidylinositol 4,5-bisphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652307191823362D          

 69 69  0  0  0  0            999 V2000
  -10.0025    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5736    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8591    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7157    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0012    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -1.4437    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.8262   -1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1762   -1.4437    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.0012   -2.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.6812    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -3.5062    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5723   -3.9187    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8578   -3.5062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8578   -2.6812    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5723   -2.2687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5723   -1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.4437    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -1.4437    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.6187    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.5062    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -2.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -4.2207    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7144   -3.0937    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.5723   -4.7437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -3.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5736    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0025    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0025    3.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    3.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    4.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5736    4.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591    4.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    3.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  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
 29 28  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  1  0  0  0
 33 36  1  6  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 37 40  1  0  0  0  0
 32 41  1  1  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 42 45  1  0  0  0  0
 31 46  1  6  0  0  0
 30 47  1  6  0  0  0
 22 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  2  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  2  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  2  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
M  CHG  5  27  -1  39  -1  40  -1  44  -1  45  -1
M  END


  Mrv1652307191823362D          

 69 69  0  0  0  0            999 V2000
  -10.0025    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5736    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8591    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7157    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0012    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -1.4437    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.8262   -1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1762   -1.4437    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.0012   -2.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.6812    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -3.5062    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5723   -3.9187    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8578   -3.5062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8578   -2.6812    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5723   -2.2687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5723   -1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.4437    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -1.4437    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.6187    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.5062    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -2.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -4.2207    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7144   -3.0937    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.5723   -4.7437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012   -3.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5736    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0025    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0025    3.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    3.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    4.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5736    4.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591    4.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    3.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  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
 29 28  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  1  0  0  0
 33 36  1  6  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 37 40  1  0  0  0  0
 32 41  1  1  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 42 45  1  0  0  0  0
 31 46  1  6  0  0  0
 30 47  1  6  0  0  0
 22 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  2  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  2  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  2  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
M  CHG  5  27  -1  39  -1  40  -1  44  -1  45  -1
M  END
> <DATABASE_ID>
MMDBc0032927

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)O[C@@H]1[C@H](O)[C@H](O)[C@@H](OP([O-])([O-])=O)[C@H](OP([O-])([O-])=O)[C@H]1O)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C47H85O19P3/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(49)63-39(37-61-40(48)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)38-62-69(59,60)66-45-42(50)43(51)46(64-67(53,54)55)47(44(45)52)65-68(56,57)58/h11,13,17,19,22,24,28,30,39,42-47,50-52H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3,(H,59,60)(H2,53,54,55)(H2,56,57,58)/p-5/b13-11-,19-17-,24-22-,30-28-/t39?,42-,43+,44+,45-,46-,47-/m1/s1

> <INCHI_KEY>
CNWINRVXAYPOMW-WJUYXORRSA-I

> <FORMULA>
C47H80O19P3

> <MOLECULAR_WEIGHT>
1042.048

> <EXACT_MASS>
1041.450664914

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
149

> <JCHEM_AVERAGE_POLARIZABILITY>
111.21625374799956

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
-5

> <JCHEM_GHOSE_FILTER>
0

> <ALOGPS_LOGP>
6.52

> <JCHEM_LOGP>
9.966649190666669

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
1.2072584645996232

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.626767162474474

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6679537745918793

> <JCHEM_POLAR_SURFACE_AREA>
316.72

> <JCHEM_REFRACTIVITY>
258.77750000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
44

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.90e-02 g/l

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-JUL-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUL-18         0                                  
HETATM    1  C   UNK     0     -18.671   1.155   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -17.338   1.925   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -16.004   1.155   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -14.670   1.925   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -13.337   1.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -12.003   1.925   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -10.669   1.155   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.336   1.925   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.002   1.155   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.668   1.925   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335   1.155   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001   1.925   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   1.155   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334   1.925   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   1.155   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   1.925   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   1.155   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   1.925   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.001   3.465   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   1.155   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.668   1.925   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.002   1.155   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.002  -0.385   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.336  -1.155   0.000  0.00  0.00           O+0
HETATM   25  P   UNK     0       9.336  -2.695   0.000  0.00  0.00           P+0
HETATM   26  O   UNK     0      10.876  -2.695   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       7.796  -2.695   0.000  0.00  0.00           O-1
HETATM   28  O   UNK     0       9.336  -4.235   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.002  -5.005   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.002  -6.545   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.668  -7.315   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.335  -6.545   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.335  -5.005   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.668  -4.235   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.668  -2.695   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       4.001  -4.235   0.000  0.00  0.00           O+0
HETATM   37  P   UNK     0       4.001  -2.695   0.000  0.00  0.00           P+0
HETATM   38  O   UNK     0       5.541  -2.695   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       2.461  -2.695   0.000  0.00  0.00           O-1
HETATM   40  O   UNK     0       4.001  -1.155   0.000  0.00  0.00           O-1
HETATM   41  O   UNK     0       4.001  -7.315   0.000  0.00  0.00           O+0
HETATM   42  P   UNK     0       2.667  -6.545   0.000  0.00  0.00           P+0
HETATM   43  O   UNK     0       3.437  -5.211   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       1.897  -7.879   0.000  0.00  0.00           O-1
HETATM   45  O   UNK     0       1.334  -5.775   0.000  0.00  0.00           O-1
HETATM   46  O   UNK     0       6.668  -8.855   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       9.336  -7.315   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       9.336   1.925   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      10.669   1.155   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      10.669  -0.385   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      12.003   1.925   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      13.337   1.155   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      14.670   1.925   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      16.004   1.155   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      17.338   1.925   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      17.338   3.465   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      18.671   4.235   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      18.671   5.775   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      17.338   6.545   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      17.338   8.085   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      16.004   8.855   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      14.670   8.085   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      13.337   8.855   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      12.003   8.085   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      12.003   6.545   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      10.669   5.775   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      10.669   4.235   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0       9.336   3.465   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0       8.002   4.235   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   48                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   31   47                                                  
CONECT   31   30   32   46                                                  
CONECT   32   31   33   41                                                  
CONECT   33   32   34   36                                                  
CONECT   34   33   29   35                                                  
CONECT   35   34                                                            
CONECT   36   33   37                                                       
CONECT   37   36   38   39   40                                             
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   37                                                            
CONECT   41   32   42                                                       
CONECT   42   41   43   44   45                                             
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45   42                                                            
CONECT   46   31                                                            
CONECT   47   30                                                            
CONECT   48   22   49                                                       
CONECT   49   48   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62   64                                                       
CONECT   64   63   65                                                       
CONECT   65   64   66                                                       
CONECT   66   65   67                                                       
CONECT   67   66   68                                                       
CONECT   68   67   69                                                       
CONECT   69   68                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  138    0
END

Synonyms

Value	Source
Phosphatidylinositol 4,5-bisphosphoric acid	Generator

Molecular Formula

C₄₇H₈₀O₁₉P₃

Average Mass

1042.048

Monoisotopic Mass

1041.450664914

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

245126-95-8

SMILES

CCCCCCCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)O[C@@H]1[C@H](O)[C@H](O)[C@@H](OP([O-])([O-])=O)[C@H](OP([O-])([O-])=O)[C@H]1O)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC

InChI Identifier

InChI=1S/C47H85O19P3/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(49)63-39(37-61-40(48)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)38-62-69(59,60)66-45-42(50)43(51)46(64-67(53,54)55)47(44(45)52)65-68(56,57)58/h11,13,17,19,22,24,28,30,39,42-47,50-52H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3,(H,59,60)(H2,53,54,55)(H2,56,57,58)/p-5/b13-11-,19-17-,24-22-,30-28-/t39?,42-,43+,44+,45-,46-,47-/m1/s1

InChI Key

CNWINRVXAYPOMW-WJUYXORRSA-I

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylinositol-4,5-bisphosphates. These are phosphatidylinositol bisphosphates in which the two phosphate groups are at C-4 and C-5 of the inositol moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoinositol phosphates

Direct Parent

Phosphatidylinositol-4,5-bisphosphates

Alternative Parents

Substituents

Diacylglycerophosphoinositol-4,5-bisphosphate
Diacylglycerophosphoinositol
Glycerophosphoinositol
Inositol phosphate
Dialkyl phosphate
Fatty acid ester
Cyclohexanol
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Dicarboxylic acid or derivatives
Cyclitol or derivatives
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Polyol
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Organic anion
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.029 g/L	ALOGPS
logP	6.52	ALOGPS
logP	9.97	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	0.63	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	316.72 Å²	ChemAxon
Rotatable Bond Count	44	ChemAxon
Refractivity	258.78 m³·mol⁻¹	ChemAxon
Polarizability	111.22 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

Human Pathways

Pathways

Name	SMPDB/PathBank
T Cell Receptor Signaling Pathway
BCR Signaling Pathway

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

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

Microbial Sources

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

Exposure Sources

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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Phosphatidylinositol 4,5-bisphosphate

METLIN ID

Not Available

PubChem Compound

24742074

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Ono H, Katagiri H, Funaki M, Anai M, Inukai K, Fukushima Y, Sakoda H, Ogihara T, Onishi Y, Fujishiro M, Kikuchi M, Oka Y, Asano T: Regulation of phosphoinositide metabolism, Akt phosphorylation, and glucose transport by PTEN (phosphatase and tensin homolog deleted on chromosome 10) in 3T3-L1 adipocytes. Mol Endocrinol. 2001 Aug;15(8):1411-22. doi: 10.1210/mend.15.8.0684. [PubMed:11463863 ]
Irvine RF: Nuclear lipid signalling. Nat Rev Mol Cell Biol. 2003 May;4(5):349-60. doi: 10.1038/nrm1100. [PubMed:12728269 ]
Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]

Showing metabocard for Phosphatidylinositol 4,5-bisphosphate (MMDBc0032927)

MOL for #<Metabolite:0x00007f9253da48e0>

3D MOL for #<Metabolite:0x00007f9253da48e0>

3D SDF for #<Metabolite:0x00007f9253da48e0>

3D-SDF for #<Metabolite:0x00007f9253da48e0>

PDB for #<Metabolite:0x00007f9253da48e0>

3D PDB for #<Metabolite:0x00007f9253da48e0>

SMILES for #<Metabolite:0x00007f9253da48e0>

INCHI for #<Metabolite:0x00007f9253da48e0>

Structure for #<Metabolite:0x00007f9253da48e0>

3D Structure for #<Metabolite:0x00007f9253da48e0>