MiMeDB: Showing metabocard for 1'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol (MMDBc0055144)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:44:39 UTC

Update Date

2022-08-12 20:09:15 UTC

Metabolite ID

MMDBc0055144

Metabolite Identification

Common Name

1'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol

Description

trioleoyl 2-monolysocardiolipin(2-) belongs to the class of organic compounds known as glycerophosphoglycerophosphoglycerols. These are glycerophospholipids that contain three glycerol moieties sequentially linked to each other with a phosphate group. They include cardiolipins. Based on a literature review a significant number of articles have been published on trioleoyl 2-monolysocardiolipin(2-).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221442D          

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M  CHG  2  69  -1  71  -1
M  END


  Mrv1652306172221442D          

 90 89  0  0  1  0            999 V2000
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   -3.0772   -0.9199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0393   -1.1839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5683   -4.1633    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.4627   -5.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6872   -2.2440    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.2084   -2.9759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7173   -6.6239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7965   -0.2861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3388   -5.0395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6922   -4.9338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3137   -3.3494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5819   -1.8705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1499   -0.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5155   -4.9866    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.9478   -2.6100    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.7486  -11.9582    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5659    3.7279    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0769    2.7244    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6634  -10.5851    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8341    2.2490    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1621    1.3512    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0706   -6.5183    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9604   -3.4550    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0647   -1.7649    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 19  1  0  0  0  0
 23 20  1  0  0  0  0
 24 21  1  0  0  0  0
 25 22  1  0  0  0  0
 26 23  1  0  0  0  0
 27 24  1  0  0  0  0
 28 25  2  0  0  0  0
 29 26  2  0  0  0  0
 30 27  2  0  0  0  0
 31 28  1  0  0  0  0
 32 29  1  0  0  0  0
 33 30  1  0  0  0  0
 34 31  1  0  0  0  0
 35 32  1  0  0  0  0
 36 33  1  0  0  0  0
 37 34  1  0  0  0  0
 38 35  1  0  0  0  0
 39 36  1  0  0  0  0
 40 37  1  0  0  0  0
 41 38  1  0  0  0  0
 42 39  1  0  0  0  0
 43 40  1  0  0  0  0
 44 41  1  0  0  0  0
 45 42  1  0  0  0  0
 46 43  1  0  0  0  0
 47 44  1  0  0  0  0
 48 45  1  0  0  0  0
 49 46  1  0  0  0  0
 50 47  1  0  0  0  0
 51 48  1  0  0  0  0
 58 52  1  0  0  0  0
 58 53  1  0  0  0  0
 59 54  1  0  0  0  0
 59 55  1  0  0  0  0
 60 56  1  0  0  0  0
 60 57  1  0  0  0  0
 61 49  1  0  0  0  0
 62 50  1  0  0  0  0
 63 51  1  0  0  0  0
 58 64  1  1  0  0  0
 65 59  1  0  0  0  0
 66 61  2  0  0  0  0
 67 62  2  0  0  0  0
 68 63  2  0  0  0  0
 73 52  1  0  0  0  0
 73 61  1  0  0  0  0
 74 56  1  0  0  0  0
 74 62  1  0  0  0  0
 75 53  1  0  0  0  0
 76 54  1  0  0  0  0
 77 55  1  0  0  0  0
 78 57  1  0  0  0  0
 60 79  1  6  0  0  0
 79 63  1  0  0  0  0
 80 69  1  0  0  0  0
 80 70  2  0  0  0  0
 80 75  1  0  0  0  0
 80 76  1  0  0  0  0
 81 71  1  0  0  0  0
 81 72  2  0  0  0  0
 81 77  1  0  0  0  0
 81 78  1  0  0  0  0
 82 25  1  0  0  0  0
 83 26  1  0  0  0  0
 84 27  1  0  0  0  0
 85 28  1  0  0  0  0
 86 29  1  0  0  0  0
 87 30  1  0  0  0  0
 58 88  1  1  0  0  0
 89 59  1  0  0  0  0
 60 90  1  6  0  0  0
M  CHG  2  69  -1  71  -1
M  END
> <DATABASE_ID>
MMDBc0055144

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@@]([H])(O)COP([O-])(=O)OCC([H])(O)COP([O-])(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C([H])=C(\[H])CCCCCCCC)OC(=O)CCCCCCC\C([H])=C(\[H])CCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C63H118O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(79-63(68)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)56-74-62(67)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25-30,58-60,64-65H,4-24,31-57H2,1-3H3,(H,69,70)(H,71,72)/p-2/b28-25-,29-26-,30-27-/t58-,59?,60-/m1/s1

> <INCHI_KEY>
NGKFXJNJRVPYMN-IYJDKBLTSA-L

> <FORMULA>
C63H116O16P2

> <MOLECULAR_WEIGHT>
1191.554

> <EXACT_MASS>
1190.774958811

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
197

> <JCHEM_AVERAGE_POLARIZABILITY>
142.6475384684772

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-3-[(3-{[(2R)-2,3-bis[(9Z)-octadec-9-enoyloxy]propyl phosphono]oxy}-2-hydroxypropyl phosphono)oxy]-2-hydroxypropyl (9Z)-octadec-9-enoate

> <JCHEM_LOGP>
18.373710179000003

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.1919460976256198

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.589879306985992

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4040033610194245

> <JCHEM_POLAR_SURFACE_AREA>
236.53999999999996

> <JCHEM_REFRACTIVITY>
325.2227

> <JCHEM_ROTATABLE_BOND_COUNT>
65

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-[(3-{[(2R)-2,3-bis[(9Z)-octadec-9-enoyloxy]propyl phosphono]oxy}-2-hydroxypropyl phosphono)oxy]-2-hydroxypropyl (9Z)-octadec-9-enoate

> <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      13.552 -25.674   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -13.770  17.508   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.794  11.099   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.406 -24.392   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -13.087  16.127   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.331  11.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.942 -24.491   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -13.941  14.846   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.014   9.621   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.796 -23.209   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -13.258  13.466   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.551   9.522   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.333 -23.308   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -14.111  12.184   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.234   8.142   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.187 -22.026   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -13.428  10.804   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.770   8.043   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.724 -22.125   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -14.282   9.522   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.453   6.663   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.577 -20.843   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -13.599   8.142   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.990   6.564   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      23.114 -20.942   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -14.453   6.860   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.673   5.184   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      23.968 -19.660   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -13.770   5.480   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.820   3.902   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      23.285 -18.280   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -12.233   5.381   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.283   4.001   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      21.748 -18.181   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -11.550   4.001   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.429   2.719   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      21.065 -16.801   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -10.013   3.902   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.892   2.818   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      19.528 -16.703   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -9.330   2.522   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       6.038   1.536   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      18.845 -15.322   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -7.793   2.424   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       4.501   1.635   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      17.308 -15.224   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -7.110   1.043   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       3.648   0.353   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      16.625 -13.843   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -5.573   0.945   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       2.111   0.452   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      12.869 -12.266   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      10.649 -10.787   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       6.209  -7.830   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       3.989  -6.351   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      -2.670  -1.914   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      -0.451  -3.393   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      12.186 -10.886   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       4.672  -7.731   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      -1.134  -2.013   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      15.089 -13.745   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      -4.890  -0.435   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       1.257  -0.830   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0      13.039  -9.604   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0       3.818  -9.013   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      14.235 -15.027   0.000  0.00  0.00           O+0
HETATM   67  O   UNK     0      -5.744  -1.717   0.000  0.00  0.00           O+0
HETATM   68  O   UNK     0       1.940  -2.210   0.000  0.00  0.00           O+0
HETATM   69  O   UNK     0       8.528  -7.772   0.000  0.00  0.00           O-1
HETATM   70  O   UNK     0       8.330 -10.845   0.000  0.00  0.00           O+0
HETATM   71  O   UNK     0       3.150  -4.189   0.000  0.00  0.00           O-1
HETATM   72  O   UNK     0       0.389  -5.555   0.000  0.00  0.00           O+0
HETATM   73  O   UNK     0      14.406 -12.365   0.000  0.00  0.00           O+0
HETATM   74  O   UNK     0      -3.354  -0.534   0.000  0.00  0.00           O+0
HETATM   75  O   UNK     0       9.966  -9.407   0.000  0.00  0.00           O+0
HETATM   76  O   UNK     0       6.892  -9.210   0.000  0.00  0.00           O+0
HETATM   77  O   UNK     0       2.452  -6.252   0.000  0.00  0.00           O+0
HETATM   78  O   UNK     0       1.086  -3.492   0.000  0.00  0.00           O+0
HETATM   79  O   UNK     0      -0.280  -0.731   0.000  0.00  0.00           O+0
HETATM   80  P   UNK     0       8.429  -9.308   0.000  0.00  0.00           P+0
HETATM   81  P   UNK     0       1.769  -4.872   0.000  0.00  0.00           P+0
HETATM   82  H   UNK     0      23.797 -22.322   0.000  0.00  0.00           H+0
HETATM   83  H   UNK     0     -15.990   6.959   0.000  0.00  0.00           H+0
HETATM   84  H   UNK     0      13.210   5.086   0.000  0.00  0.00           H+0
HETATM   85  H   UNK     0      25.505 -19.759   0.000  0.00  0.00           H+0
HETATM   86  H   UNK     0     -14.624   4.198   0.000  0.00  0.00           H+0
HETATM   87  H   UNK     0      11.503   2.522   0.000  0.00  0.00           H+0
HETATM   88  H   UNK     0      11.332 -12.167   0.000  0.00  0.00           H+0
HETATM   89  H   UNK     0       5.526  -6.449   0.000  0.00  0.00           H+0
HETATM   90  H   UNK     0      -1.987  -3.295   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3    6                                                            
CONECT    4    1    7                                                       
CONECT    5    2    8                                                       
CONECT    6    3    9                                                       
CONECT    7    4   10                                                       
CONECT    8    5   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   13                                                       
CONECT   11    8   14                                                       
CONECT   12    9   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   18                                                       
CONECT   16   13   19                                                       
CONECT   17   14   20                                                       
CONECT   18   15   21                                                       
CONECT   19   16   22                                                       
CONECT   20   17   23                                                       
CONECT   21   18   24                                                       
CONECT   22   19   25                                                       
CONECT   23   20   26                                                       
CONECT   24   21   27                                                       
CONECT   25   22   28   82                                                  
CONECT   26   23   29   83                                                  
CONECT   27   24   30   84                                                  
CONECT   28   25   31   85                                                  
CONECT   29   26   32   86                                                  
CONECT   30   27   33   87                                                  
CONECT   31   28   34                                                       
CONECT   32   29   35                                                       
CONECT   33   30   36                                                       
CONECT   34   31   37                                                       
CONECT   35   32   38                                                       
CONECT   36   33   39                                                       
CONECT   37   34   40                                                       
CONECT   38   35   41                                                       
CONECT   39   36   42                                                       
CONECT   40   37   43                                                       
CONECT   41   38   44                                                       
CONECT   42   39   45                                                       
CONECT   43   40   46                                                       
CONECT   44   41   47                                                       
CONECT   45   42   48                                                       
CONECT   46   43   49                                                       
CONECT   47   44   50                                                       
CONECT   48   45   51                                                       
CONECT   49   46   61                                                       
CONECT   50   47   62                                                       
CONECT   51   48   63                                                       
CONECT   52   58   73                                                       
CONECT   53   58   75                                                       
CONECT   54   59   76                                                       
CONECT   55   59   77                                                       
CONECT   56   60   74                                                       
CONECT   57   60   78                                                       
CONECT   58   52   53   64   88                                             
CONECT   59   54   55   65   89                                             
CONECT   60   56   57   79   90                                             
CONECT   61   49   66   73                                                  
CONECT   62   50   67   74                                                  
CONECT   63   51   68   79                                                  
CONECT   64   58                                                            
CONECT   65   59                                                            
CONECT   66   61                                                            
CONECT   67   62                                                            
CONECT   68   63                                                            
CONECT   69   80                                                            
CONECT   70   80                                                            
CONECT   71   81                                                            
CONECT   72   81                                                            
CONECT   73   52   61                                                       
CONECT   74   56   62                                                       
CONECT   75   53   80                                                       
CONECT   76   54   80                                                       
CONECT   77   55   81                                                       
CONECT   78   57   81                                                       
CONECT   79   60   63                                                       
CONECT   80   69   70   75   76                                             
CONECT   81   71   72   77   78                                             
CONECT   82   25                                                            
CONECT   83   26                                                            
CONECT   84   27                                                            
CONECT   85   28                                                            
CONECT   86   29                                                            
CONECT   87   30                                                            
CONECT   88   58                                                            
CONECT   89   59                                                            
CONECT   90   60                                                            
MASTER        0    0    0    0    0    0    0    0   90    0  178    0
END

Synonyms

Value	Source
1'-[1,2-Di(9Z)-octadecenoyl-sn-glycero-3-phospho]-3'-[1-(9Z)-octadecenoyl-sn-glycero-3-phospho]glycerol(2-)	ChEBI
1'-[1,2-Di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol	ChEBI
Trioleyl lysocardiolipin(2-)	ChEBI

Molecular Formula

C₆₃H₁₁₆O₁₆P₂

Average Mass

1191.554

Monoisotopic Mass

1190.774958811

IUPAC Name

(2R)-3-[(3-{[(2R)-2,3-bis[(9Z)-octadec-9-enoyloxy]propyl phosphono]oxy}-2-hydroxypropyl phosphono)oxy]-2-hydroxypropyl (9Z)-octadec-9-enoate

Traditional Name

(2R)-3-[(3-{[(2R)-2,3-bis[(9Z)-octadec-9-enoyloxy]propyl phosphono]oxy}-2-hydroxypropyl phosphono)oxy]-2-hydroxypropyl (9Z)-octadec-9-enoate

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@@]([H])(O)COP([O-])(=O)OCC([H])(O)COP([O-])(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C([H])=C(\[H])CCCCCCCC)OC(=O)CCCCCCC\C([H])=C(\[H])CCCCCCCC

InChI Identifier

InChI=1S/C63H118O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(79-63(68)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)56-74-62(67)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25-30,58-60,64-65H,4-24,31-57H2,1-3H3,(H,69,70)(H,71,72)/p-2/b28-25-,29-26-,30-27-/t58-,59?,60-/m1/s1

InChI Key

NGKFXJNJRVPYMN-IYJDKBLTSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycerophosphoglycerophosphoglycerols. These are glycerophospholipids that contain three glycerol moieties sequentially linked to each other with a phosphate group. They include cardiolipins.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoglycerophosphoglycerols

Direct Parent

Glycerophosphoglycerophosphoglycerols

Alternative Parents

Substituents

Glycerophosphoglycerophosphoglycerol
Glycerophosphoglycerophosphate
Tricarboxylic acid or derivatives
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Fatty acyl
Phosphoric acid ester
Alkyl phosphate
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-monolysocardiolipin(2-) (CHEBI:77259 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	18.37	ChemAxon
pKa (Strongest Acidic)	1.59	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	236.54 Å²	ChemAxon
Rotatable Bond Count	65	ChemAxon
Refractivity	325.22 m³·mol⁻¹	ChemAxon
Polarizability	142.65 Å³	ChemAxon
Number of Rings	0	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

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

30786256

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

86289202

PDB ID

Not Available

ChEBI ID

77259

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'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol (MMDBc0055144)

MOL for #<Metabolite:0x00007fdb70889b60>

3D MOL for #<Metabolite:0x00007fdb70889b60>

3D SDF for #<Metabolite:0x00007fdb70889b60>

3D-SDF for #<Metabolite:0x00007fdb70889b60>

PDB for #<Metabolite:0x00007fdb70889b60>

3D PDB for #<Metabolite:0x00007fdb70889b60>

SMILES for #<Metabolite:0x00007fdb70889b60>

INCHI for #<Metabolite:0x00007fdb70889b60>

Structure for #<Metabolite:0x00007fdb70889b60>

3D Structure for #<Metabolite:0x00007fdb70889b60>