MiMeDB: Showing metabocard for 1,2-dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) (MMDBc0055133)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:44:17 UTC

Update Date

2022-08-12 20:09:14 UTC

Metabolite ID

MMDBc0055133

Metabolite Identification

Common Name

1,2-dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)

Description

1,2-dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(5-), also known as pip2[4',5'](8:0/8:0)(5-) or ptdins(4,5)p2dic8 (5-), 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. Based on a literature review very few articles have been published on 1,2-dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)(5-).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221442D          

 54 54  0  0  1  0            999 V2000
   -8.7434    6.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5987    5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7434    5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3132    5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0289    5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3132    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0289    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0276    3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3145    3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0276    3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3145    3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7421    2.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6000    2.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7421    1.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8855    0.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1711   -0.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1711    0.1618    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6000    1.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4566    1.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6316   -3.3296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2191   -4.0441    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3941   -2.6151    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2191   -2.6151    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3941   -4.0441    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9816   -3.3296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3145    1.3993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1711    1.8118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4566   -3.3296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6316   -4.7586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -1.9007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8066   -6.1875    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.1086   -5.0605    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.6796   -5.8855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -3.6316    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.3316   -4.7586    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.4586   -4.4566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2816   -1.9007    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -4.4566   -2.7257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8855    1.3993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4566   -1.0757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4566    0.5743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -4.7586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1566   -3.3296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6316   -1.9007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3941   -5.4730    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7441   -4.0441    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4566   -1.9007    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8855   -0.2507    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0441   -4.0441    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8066   -4.7586    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5691   -2.6151    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8066   -1.9007    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8066   -3.3296    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5691   -4.0441    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 17 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 21 20  1  0  0  0  0
 23 20  1  0  0  0  0
 23 22  1  0  0  0  0
 24 21  1  0  0  0  0
 25 22  1  0  0  0  0
 25 24  1  0  0  0  0
 26 18  2  0  0  0  0
 27 19  2  0  0  0  0
 20 28  1  1  0  0  0
 21 29  1  1  0  0  0
 22 30  1  6  0  0  0
 39 15  1  0  0  0  0
 39 18  1  0  0  0  0
 40 16  1  0  0  0  0
 17 41  1  6  0  0  0
 41 19  1  0  0  0  0
 24 42  1  1  0  0  0
 25 43  1  1  0  0  0
 23 44  1  1  0  0  0
 45 31  1  0  0  0  0
 45 32  1  0  0  0  0
 45 33  2  0  0  0  0
 45 42  1  0  0  0  0
 46 34  1  0  0  0  0
 46 35  1  0  0  0  0
 46 36  2  0  0  0  0
 46 43  1  0  0  0  0
 47 37  1  0  0  0  0
 47 38  2  0  0  0  0
 47 40  1  0  0  0  0
 47 44  1  0  0  0  0
 17 48  1  6  0  0  0
 20 49  1  6  0  0  0
 21 50  1  6  0  0  0
 22 51  1  1  0  0  0
 23 52  1  6  0  0  0
 24 53  1  1  0  0  0
 25 54  1  6  0  0  0
M  CHG  5  31  -1  32  -1  34  -1  35  -1  37  -1
M  END


  Mrv1652306172221442D          

 54 54  0  0  1  0            999 V2000
   -8.7434    6.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5987    5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7434    5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3132    5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0289    5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3132    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0289    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0276    3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3145    3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0276    3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3145    3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7421    2.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6000    2.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7421    1.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8855    0.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1711   -0.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1711    0.1618    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6000    1.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4566    1.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6316   -3.3296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2191   -4.0441    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3941   -2.6151    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2191   -2.6151    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3941   -4.0441    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9816   -3.3296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3145    1.3993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1711    1.8118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4566   -3.3296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6316   -4.7586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -1.9007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8066   -6.1875    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.1086   -5.0605    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.6796   -5.8855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -3.6316    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.3316   -4.7586    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.4586   -4.4566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2816   -1.9007    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -4.4566   -2.7257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8855    1.3993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4566   -1.0757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4566    0.5743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -4.7586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1566   -3.3296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6316   -1.9007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3941   -5.4730    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7441   -4.0441    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4566   -1.9007    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8855   -0.2507    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0441   -4.0441    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8066   -4.7586    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5691   -2.6151    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8066   -1.9007    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8066   -3.3296    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5691   -4.0441    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 17 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 21 20  1  0  0  0  0
 23 20  1  0  0  0  0
 23 22  1  0  0  0  0
 24 21  1  0  0  0  0
 25 22  1  0  0  0  0
 25 24  1  0  0  0  0
 26 18  2  0  0  0  0
 27 19  2  0  0  0  0
 20 28  1  1  0  0  0
 21 29  1  1  0  0  0
 22 30  1  6  0  0  0
 39 15  1  0  0  0  0
 39 18  1  0  0  0  0
 40 16  1  0  0  0  0
 17 41  1  6  0  0  0
 41 19  1  0  0  0  0
 24 42  1  1  0  0  0
 25 43  1  1  0  0  0
 23 44  1  1  0  0  0
 45 31  1  0  0  0  0
 45 32  1  0  0  0  0
 45 33  2  0  0  0  0
 45 42  1  0  0  0  0
 46 34  1  0  0  0  0
 46 35  1  0  0  0  0
 46 36  2  0  0  0  0
 46 43  1  0  0  0  0
 47 37  1  0  0  0  0
 47 38  2  0  0  0  0
 47 40  1  0  0  0  0
 47 44  1  0  0  0  0
 17 48  1  6  0  0  0
 20 49  1  6  0  0  0
 21 50  1  6  0  0  0
 22 51  1  1  0  0  0
 23 52  1  6  0  0  0
 24 53  1  1  0  0  0
 25 54  1  6  0  0  0
M  CHG  5  31  -1  32  -1  34  -1  35  -1  37  -1
M  END
> <DATABASE_ID>
MMDBc0055133

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](COC(=O)CCCCCCC)(COP([O-])(=O)O[C@]1([H])[C@]([H])(O)[C@]([H])(O)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(OP([O-])([O-])=O)[C@@]1([H])O)OC(=O)CCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C25H49O19P3/c1-3-5-7-9-11-13-18(26)39-15-17(41-19(27)14-12-10-8-6-4-2)16-40-47(37,38)44-23-20(28)21(29)24(42-45(31,32)33)25(22(23)30)43-46(34,35)36/h17,20-25,28-30H,3-16H2,1-2H3,(H,37,38)(H2,31,32,33)(H2,34,35,36)/p-5/t17-,20-,21+,22+,23-,24-,25-/m1/s1

> <INCHI_KEY>
XLNCEHRXXWQMPK-MJUMVPIBSA-I

> <FORMULA>
C25H44O19P3

> <MOLECULAR_WEIGHT>
741.532

> <EXACT_MASS>
741.17170809

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
68.82601607458709

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
-5

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_LOGP>
1.6338251873333314

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
1.2072584645996338

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.6267671624744775

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6679537745918793

> <JCHEM_POLAR_SURFACE_AREA>
316.72000000000014

> <JCHEM_REFRACTIVITY>
153.0890999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
26

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0     -16.321  11.852   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.984  10.312   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -16.321  10.312   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.318   9.542   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -14.987   9.542   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.318   8.002   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -14.987   8.002   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.652   7.232   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -13.654   7.232   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.652   5.692   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -13.654   5.692   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.985   4.922   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -12.320   4.922   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.985   3.382   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -10.986   1.072   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -9.653  -1.238   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -9.653   0.302   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -12.320   3.382   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.319   2.612   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.779  -6.215   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.009  -7.549   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.469  -4.882   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.009  -4.882   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.469  -7.549   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.699  -6.215   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0     -13.654   2.612   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -9.653   3.382   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -8.319  -6.215   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -6.779  -8.883   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -3.699  -3.548   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -5.239 -11.550   0.000  0.00  0.00           O-1
HETATM   32  O   UNK     0      -5.803  -9.446   0.000  0.00  0.00           O-1
HETATM   33  O   UNK     0      -3.135 -10.986   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -0.055  -6.779   0.000  0.00  0.00           O-1
HETATM   35  O   UNK     0      -0.619  -8.883   0.000  0.00  0.00           O-1
HETATM   36  O   UNK     0      -2.723  -8.319   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -9.859  -3.548   0.000  0.00  0.00           O-1
HETATM   38  O   UNK     0      -8.319  -5.088   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0     -10.986   2.612   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -8.319  -2.008   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -8.319   1.072   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -3.699  -8.883   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -2.159  -6.215   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -6.779  -3.548   0.000  0.00  0.00           O+0
HETATM   45  P   UNK     0      -4.469 -10.216   0.000  0.00  0.00           P+0
HETATM   46  P   UNK     0      -1.389  -7.549   0.000  0.00  0.00           P+0
HETATM   47  P   UNK     0      -8.319  -3.548   0.000  0.00  0.00           P+0
HETATM   48  H   UNK     0     -10.986  -0.468   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      -7.549  -7.549   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      -5.239  -8.883   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.929  -4.882   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      -5.239  -3.548   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      -5.239  -6.215   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.929  -7.549   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   18                                                       
CONECT   14   12   19                                                       
CONECT   15   17   39                                                       
CONECT   16   17   40                                                       
CONECT   17   15   16   41   48                                             
CONECT   18   13   26   39                                                  
CONECT   19   14   27   41                                                  
CONECT   20   21   23   28   49                                             
CONECT   21   20   24   29   50                                             
CONECT   22   23   25   30   51                                             
CONECT   23   20   22   44   52                                             
CONECT   24   21   25   42   53                                             
CONECT   25   22   24   43   54                                             
CONECT   26   18                                                            
CONECT   27   19                                                            
CONECT   28   20                                                            
CONECT   29   21                                                            
CONECT   30   22                                                            
CONECT   31   45                                                            
CONECT   32   45                                                            
CONECT   33   45                                                            
CONECT   34   46                                                            
CONECT   35   46                                                            
CONECT   36   46                                                            
CONECT   37   47                                                            
CONECT   38   47                                                            
CONECT   39   15   18                                                       
CONECT   40   16   47                                                       
CONECT   41   17   19                                                       
CONECT   42   24   45                                                       
CONECT   43   25   46                                                       
CONECT   44   23   47                                                       
CONECT   45   31   32   33   42                                             
CONECT   46   34   35   36   43                                             
CONECT   47   37   38   40   44                                             
CONECT   48   17                                                            
CONECT   49   20                                                            
CONECT   50   21                                                            
CONECT   51   22                                                            
CONECT   52   23                                                            
CONECT   53   24                                                            
CONECT   54   25                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  108    0
END

Synonyms

Value	Source
1,2-Dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol 4,5-bisphosphate)(5-)	ChEBI
1,2-Dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)	ChEBI
PIP2[4',5'](8:0/8:0)(5-)	ChEBI
PtdIns(4,5)p2dic8 (5-)	ChEBI
1,2-Dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol 4,5-bisphosphoric acid)(5-)	Generator
1,2-Dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphoric acid)	Generator
1,2-Dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphoric acid)(5-)	Generator

Molecular Formula

C₂₅H₄₄O₁₉P₃

Average Mass

741.532

Monoisotopic Mass

741.17170809

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

[H][C@@](COC(=O)CCCCCCC)(COP([O-])(=O)O[C@]1([H])[C@]([H])(O)[C@]([H])(O)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(OP([O-])([O-])=O)[C@@]1([H])O)OC(=O)CCCCCCC

InChI Identifier

InChI=1S/C25H49O19P3/c1-3-5-7-9-11-13-18(26)39-15-17(41-19(27)14-12-10-8-6-4-2)16-40-47(37,38)44-23-20(28)21(29)24(42-45(31,32)33)25(22(23)30)43-46(34,35)36/h17,20-25,28-30H,3-16H2,1-2H3,(H,37,38)(H2,31,32,33)(H2,34,35,36)/p-5/t17-,20-,21+,22+,23-,24-,25-/m1/s1

InChI Key

XLNCEHRXXWQMPK-MJUMVPIBSA-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
Cyclohexanol
Fatty acid ester
Dialkyl phosphate
Cyclitol or derivatives
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Phosphoric acid ester
Fatty acyl
Alkyl phosphate
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Polyol
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organic anion
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate(5-) (CHEBI:83419 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	1.63	ChemAxon
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	26	ChemAxon
Refractivity	153.09 m³·mol⁻¹	ChemAxon
Polarizability	68.83 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

Not Available

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

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

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

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

34448772

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

86290069

PDB ID

Not Available

ChEBI ID

83419

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 1,2-dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate) (MMDBc0055133)

MOL for #<Metabolite:0x00007fece47716f8>

3D MOL for #<Metabolite:0x00007fece47716f8>

3D SDF for #<Metabolite:0x00007fece47716f8>

3D-SDF for #<Metabolite:0x00007fece47716f8>

PDB for #<Metabolite:0x00007fece47716f8>

3D PDB for #<Metabolite:0x00007fece47716f8>

SMILES for #<Metabolite:0x00007fece47716f8>

INCHI for #<Metabolite:0x00007fece47716f8>

Structure for #<Metabolite:0x00007fece47716f8>

3D Structure for #<Metabolite:0x00007fece47716f8>