NP-MRD: Showing NP-Card for CL(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)) (NP0338827)

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Record Information

Version

2.0

Created at

2024-09-11 18:06:07 UTC

Updated at

2024-09-11 18:06:08 UTC

NP-MRD ID

NP0338827

Secondary Accession Numbers

None

Natural Product Identification

Common Name

CL(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z))

Description

CL(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)) belongs to the class of organic compounds known as cardiolipins. These are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,2-diacylglycerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)) is an extremely weak basic (essentially neutral) compound (based on its pKa). CL(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)) and cytidine monophosphate can be biosynthesized from PG(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)) and CDP-DG(18:2(9Z,12Z)/18:1(11Z)) through the action of the enzyme cardiolipin synthase. In humans, CL(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)) is involved in cardiolipin biosynthesis. Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. CL(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)) is a cardiolipin (CL). While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02251203312D          

106105  0  0  1  0            999 V2000
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   -4.5375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 02251203312D          

106105  0  0  1  0            999 V2000
   -4.9500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.6125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0250    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7125    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   10.0026    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    5.0013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0  0  0  0
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101102  1  0  0  0  0
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103104  1  0  0  0  0
 21105  1  1  0  0  0
 59106  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0338827

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCC=CCC=CCC=CCC=CCC=CCC)OC(=O)CCCCCCCC=CCC=CCCCCC)OC(=O)CCCCCCCCCC=CCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C85H146O17P2/c1-5-9-13-17-21-25-29-33-37-38-39-40-44-46-50-54-58-62-66-70-83(88)96-76-81(102-85(90)72-68-64-60-56-52-48-43-36-32-28-24-20-16-12-8-4)78-100-104(93,94)98-74-79(86)73-97-103(91,92)99-77-80(101-84(89)71-67-63-59-55-51-47-42-35-31-27-23-19-15-11-7-3)75-95-82(87)69-65-61-57-53-49-45-41-34-30-26-22-18-14-10-6-2/h9,13,21-22,24-28,31,33-34,36-37,39-41,43,46,50,79-81,86H,5-8,10-12,14-20,23,29-30,32,35,38,42,44-45,47-49,51-78H2,1-4H3,(H,91,92)(H,93,94)/t79?,80-,81-/m1/s1

> <INCHI_KEY>
BQTUNGDKSANACG-NYTMHASESA-N

> <FORMULA>
C85H146O17P2

> <MOLECULAR_WEIGHT>
1502.0061

> <EXACT_MASS>
1501.00352627

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
178.62605268031749

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-3-(docosa-7,10,13,16,19-pentaenoyloxy)-2-(octadeca-9,12-dienoyloxy)propoxy][2-hydroxy-3-({hydroxy[(2R)-2-(octadec-11-enoyloxy)-3-(octadeca-9,12-dienoyloxy)propoxy]phosphoryl}oxy)propoxy]phosphinic acid

> <ALOGPS_LOGP>
9.23

> <JCHEM_LOGP>
25.428724474666666

> <ALOGPS_LOGS>
-7.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.191804358217231

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.589737614322373

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4105029523385797

> <JCHEM_POLAR_SURFACE_AREA>
236.94999999999993

> <JCHEM_REFRACTIVITY>
436.4796999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
80

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.13e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-(docosa-7,10,13,16,19-pentaenoyloxy)-2-(octadeca-9,12-dienoyloxy)propoxy(2-hydroxy-3-{[hydroxy(2R)-2-(octadec-11-enoyloxy)-3-(octadeca-9,12-dienoyloxy)propoxyphosphoryl]oxy}propoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0      -9.240  -2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.470  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.930  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.160   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.620   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.850   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.310   1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.540   2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.310   4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.540   5.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.310   6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.540   8.002   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.310   9.336   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.540  10.669   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.310  12.003   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.540  13.337   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.310  14.671   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.540  16.004   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.000  16.004   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -2.310  17.338   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.540  18.672   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.310  20.005   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.850  20.005   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -4.620  21.339   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.850  22.673   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -6.160  21.339   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.930  22.673   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -8.470  22.673   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -9.240  24.006   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -10.780  24.006   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -11.550  25.340   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -13.090  25.340   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -13.860  24.006   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -15.400  24.006   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -16.170  22.673   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -17.710  22.673   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -18.480  24.006   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -20.020  24.006   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -20.790  25.340   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -22.330  25.340   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -23.100  26.674   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -24.640  26.674   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       0.000  18.672   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       0.770  17.338   0.000  0.00  0.00           O+0
HETATM   45  P   UNK     0       2.310  17.338   0.000  0.00  0.00           P+0
HETATM   46  O   UNK     0       2.310  15.798   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       2.310  18.878   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       3.850  17.338   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       4.620  16.004   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       6.160  16.004   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       6.930  17.338   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       6.930  14.671   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0       8.470  14.671   0.000  0.00  0.00           O+0
HETATM   54  P   UNK     0       9.240  13.337   0.000  0.00  0.00           P+0
HETATM   55  O   UNK     0       7.906  12.567   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      10.574  14.107   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      10.010  12.003   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      11.550  12.003   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      12.320  10.669   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      13.860  10.669   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      14.630   9.336   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      16.170   9.336   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      16.940  10.669   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      16.940   8.002   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      18.480   8.002   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      19.250   6.668   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      20.790   6.668   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      21.560   5.335   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      20.790   4.001   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      19.250   4.001   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      18.480   2.667   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      19.250   1.334   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      18.480   0.000   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0      19.250  -1.334   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0      20.790  -1.334   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0      21.560  -2.667   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0      23.100  -2.667   0.000  0.00  0.00           C+0
HETATM   78  C   UNK     0      23.870  -1.334   0.000  0.00  0.00           C+0
HETATM   79  C   UNK     0      25.410  -1.334   0.000  0.00  0.00           C+0
HETATM   80  C   UNK     0      26.180   0.000   0.000  0.00  0.00           C+0
HETATM   81  C   UNK     0      25.410   1.334   0.000  0.00  0.00           C+0
HETATM   82  C   UNK     0      26.180   2.667   0.000  0.00  0.00           C+0
HETATM   83  C   UNK     0      25.410   4.001   0.000  0.00  0.00           C+0
HETATM   84  C   UNK     0      26.180   5.335   0.000  0.00  0.00           C+0
HETATM   85  O   UNK     0      11.550   9.336   0.000  0.00  0.00           O+0
HETATM   86  C   UNK     0      10.010   9.336   0.000  0.00  0.00           C+0
HETATM   87  O   UNK     0       9.240  10.669   0.000  0.00  0.00           O+0
HETATM   88  C   UNK     0       9.240   8.002   0.000  0.00  0.00           C+0
HETATM   89  C   UNK     0       7.700   8.002   0.000  0.00  0.00           C+0
HETATM   90  C   UNK     0       6.930   6.668   0.000  0.00  0.00           C+0
HETATM   91  C   UNK     0       5.390   6.668   0.000  0.00  0.00           C+0
HETATM   92  C   UNK     0       4.620   5.335   0.000  0.00  0.00           C+0
HETATM   93  C   UNK     0       3.080   5.335   0.000  0.00  0.00           C+0
HETATM   94  C   UNK     0       2.310   4.001   0.000  0.00  0.00           C+0
HETATM   95  C   UNK     0       0.770   4.001   0.000  0.00  0.00           C+0
HETATM   96  C   UNK     0       0.000   2.667   0.000  0.00  0.00           C+0
HETATM   97  C   UNK     0       0.770   1.334   0.000  0.00  0.00           C+0
HETATM   98  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   99  C   UNK     0       3.080   2.667   0.000  0.00  0.00           C+0
HETATM  100  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM  101  C   UNK     0       5.390   4.001   0.000  0.00  0.00           C+0
HETATM  102  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM  103  C   UNK     0       7.700   5.335   0.000  0.00  0.00           C+0
HETATM  104  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM  105  H   UNK     0      -3.080  18.672   0.000  0.00  0.00           H+0
HETATM  106  H   UNK     0      13.090   9.336   0.000  0.00  0.00           H+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   43  105                                             
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41                                                            
CONECT   43   21   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46   47   48                                             
CONECT   46   45                                                            
CONECT   47   45                                                            
CONECT   48   45   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55   56   57                                             
CONECT   55   54                                                            
CONECT   56   54                                                            
CONECT   57   54   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60   85  106                                             
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63   64                                                  
CONECT   63   62                                                            
CONECT   64   62   65                                                       
CONECT   65   64   66                                                       
CONECT   66   65   67                                                       
CONECT   67   66   68                                                       
CONECT   68   67   69                                                       
CONECT   69   68   70                                                       
CONECT   70   69   71                                                       
CONECT   71   70   72                                                       
CONECT   72   71   73                                                       
CONECT   73   72   74                                                       
CONECT   74   73   75                                                       
CONECT   75   74   76                                                       
CONECT   76   75   77                                                       
CONECT   77   76   78                                                       
CONECT   78   77   79                                                       
CONECT   79   78   80                                                       
CONECT   80   79   81                                                       
CONECT   81   80   82                                                       
CONECT   82   81   83                                                       
CONECT   83   82   84                                                       
CONECT   84   83                                                            
CONECT   85   59   86                                                       
CONECT   86   85   87   88                                                  
CONECT   87   86                                                            
CONECT   88   86   89                                                       
CONECT   89   88   90                                                       
CONECT   90   89   91                                                       
CONECT   91   90   92                                                       
CONECT   92   91   93                                                       
CONECT   93   92   94                                                       
CONECT   94   93   95                                                       
CONECT   95   94   96                                                       
CONECT   96   95   97                                                       
CONECT   97   96   98                                                       
CONECT   98   97   99                                                       
CONECT   99   98  100                                                       
CONECT  100   99  101                                                       
CONECT  101  100  102                                                       
CONECT  102  101  103                                                       
CONECT  103  102  104                                                       
CONECT  104  103                                                            
CONECT  105   21                                                            
CONECT  106   59                                                            
MASTER        0    0    0    0    0    0    0    0  106    0  210    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₈₅H₁₄₆O₁₇P₂

Average Mass

1502.0061 Da

Monoisotopic Mass

1501.00353 Da

IUPAC Name

[(2R)-3-(docosa-7,10,13,16,19-pentaenoyloxy)-2-(octadeca-9,12-dienoyloxy)propoxy][2-hydroxy-3-({hydroxy[(2R)-2-(octadec-11-enoyloxy)-3-(octadeca-9,12-dienoyloxy)propoxy]phosphoryl}oxy)propoxy]phosphinic acid

Traditional Name

(2R)-3-(docosa-7,10,13,16,19-pentaenoyloxy)-2-(octadeca-9,12-dienoyloxy)propoxy(2-hydroxy-3-{[hydroxy(2R)-2-(octadec-11-enoyloxy)-3-(octadeca-9,12-dienoyloxy)propoxyphosphoryl]oxy}propoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCC=CCC=CCC=CCC=CCC=CCC)OC(=O)CCCCCCCC=CCC=CCCCCC)OC(=O)CCCCCCCCCC=CCCCCCC

InChI Identifier

InChI=1S/C85H146O17P2/c1-5-9-13-17-21-25-29-33-37-38-39-40-44-46-50-54-58-62-66-70-83(88)96-76-81(102-85(90)72-68-64-60-56-52-48-43-36-32-28-24-20-16-12-8-4)78-100-104(93,94)98-74-79(86)73-97-103(91,92)99-77-80(101-84(89)71-67-63-59-55-51-47-42-35-31-27-23-19-15-11-7-3)75-95-82(87)69-65-61-57-53-49-45-41-34-30-26-22-18-14-10-6-2/h9,13,21-22,24-28,31,33-34,36-37,39-41,43,46,50,79-81,86H,5-8,10-12,14-20,23,29-30,32,35,38,42,44-45,47-49,51-78H2,1-4H3,(H,91,92)(H,93,94)/t79?,80-,81-/m1/s1

InChI Key

BQTUNGDKSANACG-NYTMHASESA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cardiolipins. These are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,2-diacylglycerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoglycerophosphoglycerols

Direct Parent

Cardiolipins

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	9.23	ALOGPS
logP	25.43	ChemAxon
logS	-7.3	ALOGPS
pKa (Strongest Acidic)	1.59	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	236.95 Å²	ChemAxon
Rotatable Bond Count	80	ChemAxon
Refractivity	436.48 m³·mol⁻¹	ChemAxon
Polarizability	178.63 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB027441

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for CL(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)) (NP0338827)

MOL for NP0338827 (CL(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)))

3D MOL for NP0338827 (CL(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)))

3D SDF for NP0338827 (CL(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)))

3D-SDF for NP0338827 (CL(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)))

PDB for NP0338827 (CL(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)))

3D PDB for NP0338827 (CL(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)))

SMILES for NP0338827 (CL(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)))

INCHI for NP0338827 (CL(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)))

Structure for NP0338827 (CL(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)))

3D Structure for NP0338827 (CL(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(11Z)))