MiMeDB: Showing metabocard for CDP-DG(19:iso/12:0(3-OH)) (MMDBc0032649)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 02:25:29 UTC

Update Date

2022-08-31 18:49:06 UTC

Metabolite ID

MMDBc0032649

Metabolite Identification

Common Name

CDP-DG(19:iso/12:0(3-OH))

Description

CDP-DG(19:iso/12:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:iso/12:0(3-OH)), in particular, consists of one 17-methylocatdecanoyl chain to C-1 atom, and one 3-hydroxydodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:iso/12:0(3-OH)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.

Structure

MOL SDF PDB SMILES InChI


  Mrv1572009081522052D          

 64 65  0  0  1  0            999 V2000
    4.0219   15.4806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4145   16.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6273   15.7920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0199   16.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2327   16.1034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1997   17.1554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9869   17.4023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5943   16.8441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5923   17.7137    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7836   17.5505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3785   18.2691    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4411   18.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9328   17.7013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7524   17.7960    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6577   18.6155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8470   16.9764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5719   17.8906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0637   17.2282    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7261   17.7199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4012   16.7364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5554   16.5657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3750   16.6604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8667   15.9979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6862   16.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1780   15.4301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9975   15.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3254   16.2818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4893   14.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3088   14.9569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.6201   14.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1118   13.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.4231   13.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -15.3570   11.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.1765   11.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -17.4878   10.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.9796   10.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.8156   11.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5389   15.2408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7193   15.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4056   18.9384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  9  6  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
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 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
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 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 11 61  1  0  0  0  0
 61 62  1  1  0  0  0
 61 63  1  0  0  0  0
  9 63  1  0  0  0  0
 63 64  1  1  0  0  0
M  END


  Mrv1572009081522052D          

 64 65  0  0  1  0            999 V2000
    4.0219   15.4806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4145   16.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6273   15.7920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0199   16.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2327   16.1034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1997   17.1554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9869   17.4023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5943   16.8441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5923   17.7137    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7836   17.5505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3785   18.2691    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4411   18.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9328   17.7013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7524   17.7960    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6577   18.6155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8470   16.9764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5719   17.8906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0637   17.2282    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7261   17.7199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4012   16.7364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5554   16.5657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  -12.2427   13.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7344   12.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5540   12.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0457   12.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8653   12.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3570   11.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.1765   11.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6683   10.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.4878   10.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.9796   10.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.8156   11.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2441   13.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8702   11.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1980   10.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0176   10.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9367   18.8765    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7735   19.6852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6869   18.5333    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4056   18.9384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  9  6  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
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 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
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 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 11 61  1  0  0  0  0
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 61 63  1  0  0  0  0
  9 63  1  0  0  0  0
 63 64  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032649

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCC(O)CC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C43H79N3O16P2/c1-4-5-6-7-15-19-22-25-34(47)29-39(49)60-35(30-57-38(48)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-33(2)3)31-58-63(53,54)62-64(55,56)59-32-36-40(50)41(51)42(61-36)46-28-27-37(44)45-43(46)52/h27-28,33-36,40-42,47,50-51H,4-26,29-32H2,1-3H3,(H,53,54)(H,55,56)(H2,44,45,52)/t34?,35-,36-,40-,41-,42-/m1/s1

> <INCHI_KEY>
IHWUOYBLCKJHNF-HQQMOLGISA-N

> <FORMULA>
C43H79N3O16P2

> <MOLECULAR_WEIGHT>
956.058

> <EXACT_MASS>
955.493557472

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
143

> <JCHEM_AVERAGE_POLARIZABILITY>
103.47462028942789

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({hydroxy[(2R)-2-[(3-hydroxydodecanoyl)oxy]-3-[(17-methyloctadecanoyl)oxy]propoxy]phosphoryl}oxy)phosphinic acid

> <ALOGPS_LOGP>
4.86

> <JCHEM_LOGP>
7.723820477999997

> <ALOGPS_LOGS>
-4.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
1.8631673655657797

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.03198994044368142

> <JCHEM_PKA_STRONGEST_BASIC>
3.2716255534578864

> <JCHEM_POLAR_SURFACE_AREA>
283.5

> <JCHEM_REFRACTIVITY>
237.07260000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
40

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.57e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy([hydroxy((2R)-2-[(3-hydroxydodecanoyl)oxy]-3-[(17-methyloctadecanoyl)oxy]propoxy)phosphoryl]oxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-15         0                                  
HETATM    1  N   UNK     0       7.508  28.897   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       6.374  29.939   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       4.904  29.478   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       3.771  30.521   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.301  30.060   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       4.106  32.024   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       5.576  32.484   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.709  31.442   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.972  33.066   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.463  32.761   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.706  34.102   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.823  34.279   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.741  33.042   0.000  0.00  0.00           O+0
HETATM   14  P   UNK     0      -3.271  33.219   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0      -3.094  34.749   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -3.448  31.689   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -4.801  33.396   0.000  0.00  0.00           O+0
HETATM   18  P   UNK     0      -5.719  32.159   0.000  0.00  0.00           P+0
HETATM   19  O   UNK     0      -6.955  33.077   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.482  31.241   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -6.637  30.923   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -8.167  31.099   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -9.084  29.863   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -10.614  30.039   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0     -11.532  28.803   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0     -13.062  28.980   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -13.674  30.393   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0     -13.980  27.743   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -15.510  27.920   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -16.428  26.683   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -17.958  26.860   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -18.875  25.623   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -20.405  25.800   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -21.323  24.563   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -22.853  24.740   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -23.771  23.503   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -25.301  23.680   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -26.219  22.443   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -27.748  22.620   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -28.666  21.384   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -30.196  21.560   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -31.114  20.324   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -32.644  20.500   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -33.562  19.264   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -33.256  21.914   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -8.473  28.450   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -6.943  28.273   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -6.025  29.509   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      -6.331  26.860   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -4.801  26.683   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      -3.883  27.920   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      -4.189  25.270   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      -2.659  25.093   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -2.047  23.680   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -0.517  23.503   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       0.095  22.090   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       1.624  21.914   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       2.236  20.500   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       3.766  20.324   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       4.378  18.910   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       1.749  35.236   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0       1.444  36.746   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0       3.149  34.595   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0       4.490  35.352   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    2                                                       
CONECT    9    6   10   63                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   61                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   46                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   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   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43                                                            
CONECT   46   23   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50                                                       
CONECT   50   49   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50   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                                                            
CONECT   61   11   62   63                                                  
CONECT   62   61                                                            
CONECT   63   61    9   64                                                  
CONECT   64   63                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  130    0
END

Synonyms

Not Available

Molecular Formula

C₄₃H₇₉N₃O₁₆P₂

Average Mass

956.058

Monoisotopic Mass

955.493557472

IUPAC Name

{[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({hydroxy[(2R)-2-[(3-hydroxydodecanoyl)oxy]-3-[(17-methyloctadecanoyl)oxy]propoxy]phosphoryl}oxy)phosphinic acid

Traditional Name

[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy([hydroxy((2R)-2-[(3-hydroxydodecanoyl)oxy]-3-[(17-methyloctadecanoyl)oxy]propoxy)phosphoryl]oxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCC(O)CC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O

InChI Identifier

InChI=1S/C43H79N3O16P2/c1-4-5-6-7-15-19-22-25-34(47)29-39(49)60-35(30-57-38(48)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-33(2)3)31-58-63(53,54)62-64(55,56)59-32-36-40(50)41(51)42(61-36)46-28-27-37(44)45-43(46)52/h27-28,33-36,40-42,47,50-51H,4-26,29-32H2,1-3H3,(H,53,54)(H,55,56)(H2,44,45,52)/t34?,35-,36-,40-,41-,42-/m1/s1

InChI Key

IHWUOYBLCKJHNF-HQQMOLGISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cdp-diacylglycerols. These are glycerolipids containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

CDP-glycerols

Direct Parent

CDP-diacylglycerols

Alternative Parents

Substituents

Cdp-diacylglycerol
Pyrimidine ribonucleoside diphosphate
Diacyl-glycerol-3-pyrophosphate
Pentose-5-phosphate
Pentose phosphate
N-glycosyl compound
Glycosyl compound
Organic pyrophosphate
Monosaccharide phosphate
Hydroxypyrimidine
Monoalkyl phosphate
Fatty acid ester
Beta-hydroxy acid
Fatty acyl
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
Monosaccharide
Hydroxy acid
Hydropyrimidine
Dicarboxylic acid or derivatives
Heteroaromatic compound
Tetrahydrofuran
Secondary alcohol
Carboxylic acid ester
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.016 g/L	ALOGPS
logP	4.86	ALOGPS
logP	7.72	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	-0.032	ChemAxon
pKa (Strongest Basic)	3.27	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	283.5 Å²	ChemAxon
Rotatable Bond Count	40	ChemAxon
Refractivity	237.07 m³·mol⁻¹	ChemAxon
Polarizability	103.47 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0910000101-f067063bb8d0240319ca	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-1910001000-0720c368041a895da471	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-2910000000-cd85c4a09235b59bec4c	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6s-0980000204-bec061c72fa950186129	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03fs-3892200201-875524e09b18ddc7eb18	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0bvi-5921000000-ce16f155f82f5c7f5950	2015-09-16	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

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
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

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

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

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for CDP-DG(19:iso/12:0(3-OH)) (MMDBc0032649)

MOL for #<Metabolite:0x00007fdb7144d0c8>

3D MOL for #<Metabolite:0x00007fdb7144d0c8>

3D SDF for #<Metabolite:0x00007fdb7144d0c8>

3D-SDF for #<Metabolite:0x00007fdb7144d0c8>

PDB for #<Metabolite:0x00007fdb7144d0c8>

3D PDB for #<Metabolite:0x00007fdb7144d0c8>

SMILES for #<Metabolite:0x00007fdb7144d0c8>

INCHI for #<Metabolite:0x00007fdb7144d0c8>

Structure for #<Metabolite:0x00007fdb7144d0c8>

3D Structure for #<Metabolite:0x00007fdb7144d0c8>