MiMeDB: Showing metabocard for CDP-1,2-dihexadecanoylglycerol (MMDBc0031597)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:40:49 UTC

Update Date

2022-08-31 18:22:20 UTC

Metabolite ID

MMDBc0031597

Metabolite Identification

Common Name

CDP-1,2-dihexadecanoylglycerol

Description

Cdp-1,2-dihexadecanoylglycerol belongs to the class of CDP-Diacylglycerols. These are glycerolipids containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. (inferred from compound structure)

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 10101207452D          

 64 65  0  0  1  0            999 V2000
    1.6249   -7.9185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -8.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9303   -7.3373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7508   -7.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2357   -6.7561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0863   -8.1772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6014   -8.8446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7809   -8.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9068   -8.2634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4588   -7.6503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2125   -7.9859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9270   -7.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9270   -6.7484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6414   -6.3359    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.3559   -5.9234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2289   -5.6214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0539   -7.0504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8789   -7.0504    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.8789   -7.8754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7039   -7.0504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8789   -6.2254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5934   -5.8129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5934   -4.9879    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8789   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1645   -4.9879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4500   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4500   -3.7504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7355   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0211   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3066   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5921   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8777   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1632   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4487   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7342   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0198   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3053   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4092   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1236   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8381   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5526   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2671   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3079   -4.5754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0224   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0224   -5.8129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7368   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4513   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1658   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8802   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5947   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3092   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0237   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7381   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4526   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1671   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8815   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5960   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3105   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0250   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7394   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1263   -8.8064    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7394   -9.3584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3193   -8.9779    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9837   -9.7316    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
 14 17  1  0  0  0  0
 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
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 23 43  1  1  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 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


  Mrv0541 10101207452D          

 64 65  0  0  1  0            999 V2000
    1.6249   -7.9185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -8.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9303   -7.3373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7508   -7.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2357   -6.7561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0863   -8.1772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6014   -8.8446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7809   -8.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9068   -8.2634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4588   -7.6503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2125   -7.9859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9270   -7.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9270   -6.7484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6414   -6.3359    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.3559   -5.9234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2289   -5.6214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0539   -7.0504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8789   -7.0504    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.8789   -7.8754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7039   -7.0504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8789   -6.2254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5934   -5.8129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5934   -4.9879    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8789   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1645   -4.9879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4500   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4500   -3.7504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7355   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0211   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3066   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5921   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8777   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1632   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4487   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7342   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0198   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3053   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4092   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1236   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8381   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5526   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2671   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3079   -4.5754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0224   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0224   -5.8129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7368   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4513   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1658   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8802   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5947   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3092   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0237   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7381   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4526   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1671   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8815   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5960   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3105   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0250   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7394   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1263   -8.8064    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7394   -9.3584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3193   -8.9779    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9837   -9.7316    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
 14 17  1  0  0  0  0
 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
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
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 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
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 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 23 43  1  1  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 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
> <DATABASE_ID>
MMDBc0031597

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C44H81N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)57-33-36(60-40(49)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h31-32,36-37,41-43,50-51H,3-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/t36-,37-,41-,42-,43-/m1/s1

> <INCHI_KEY>
ITYHVANGBZMQML-BQUKFSKHSA-N

> <FORMULA>
C44H81N3O15P2

> <MOLECULAR_WEIGHT>
954.0726

> <EXACT_MASS>
953.514291961

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
104.25006429526118

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <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)phosphoryl)oxy][(2R)-2,3-bis(hexadecanoyloxy)propoxy]phosphinic acid

> <ALOGPS_LOGP>
5.98

> <JCHEM_LOGP>
9.28237884091227

> <ALOGPS_LOGS>
-5.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.252975851119642

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8590453461367051

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5215044803626351

> <JCHEM_POLAR_SURFACE_AREA>
263.27

> <JCHEM_REFRACTIVITY>
240.21050000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
42

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.83e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(2R)-2,3-bis(hexadecanoyloxy)propoxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-OCT-12         0                                  
HETATM    1  N   UNK     0       3.033 -14.781   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       4.565 -14.942   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       5.470 -13.696   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       7.001 -13.857   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       7.907 -12.611   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       7.628 -15.264   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       6.723 -16.510   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.191 -16.349   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.159 -15.425   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      10.190 -14.281   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      11.597 -14.907   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.930 -14.137   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      12.930 -12.597   0.000  0.00  0.00           O+0
HETATM   14  P   UNK     0      14.264 -11.827   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0      15.598 -11.057   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      13.494 -10.493   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      15.034 -13.161   0.000  0.00  0.00           O+0
HETATM   18  P   UNK     0      16.574 -13.161   0.000  0.00  0.00           P+0
HETATM   19  O   UNK     0      16.574 -14.701   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      18.114 -13.161   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      16.574 -11.621   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      17.908 -10.851   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.908  -9.311   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.574  -8.541   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      15.240  -9.311   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      13.907  -8.541   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      13.907  -7.001   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      12.573  -9.311   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.239  -8.541   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.906  -9.311   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.572  -8.541   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.238  -9.311   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.905  -8.541   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.571  -9.311   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.237  -8.541   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.904  -9.311   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.570  -8.541   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.764  -9.311   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.097  -8.541   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -3.431  -9.311   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -4.765  -8.541   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -6.099  -9.311   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      19.241  -8.541   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      20.575  -9.311   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      20.575 -10.851   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      21.909  -8.541   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      23.242  -9.311   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      24.576  -8.541   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      25.910  -9.311   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      27.243  -8.541   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      28.577  -9.311   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      29.911  -8.541   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      31.245  -9.311   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      32.578  -8.541   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      33.912  -9.311   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      35.246  -8.541   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      36.579  -9.311   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      37.913  -8.541   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      39.247  -9.311   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      40.580  -8.541   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      11.436 -16.439   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0      12.580 -17.469   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0       9.929 -16.759   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0       9.303 -18.166   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   43                                                  
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                                                            
CONECT   43   23   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59                                                            
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

Value	Source
1,2-Dihexadecanoyl-sn-glycero-3-CDP	ChEBI
1,2-Dihexadecanoyl-sn-glycero-3-cytidine 5'-diphosphate	ChEBI
1,2-Dipalmitoyl-sn-glycero-3-CDP	ChEBI
1,2-Dipalmitoyl-sn-glycero-3-cytidine 5'-diphosphate	ChEBI
CDP-1,2-Dipalmitoylglycerol	ChEBI
CDP-DG(16:0/16:0)	ChEBI
CDP-DG(32:0)	ChEBI
CDP-Diacylglycerol(16:0/16:0)	ChEBI
CDP-Diacylglycerol(32:0)	ChEBI
CDP-Dihexadecanoyl-sn-glycerol	ChEBI
1,2-Dihexadecanoyl-sn-glycero-3-cytidine 5'-diphosphoric acid	Generator
1,2-Dipalmitoyl-sn-glycero-3-cytidine 5'-diphosphoric acid	Generator

Molecular Formula

C₄₄H₈₁N₃O₁₅P₂

Average Mass

954.0726

Monoisotopic Mass

953.514291961

IUPAC Name

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

Traditional Name

{[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(2R)-2,3-bis(hexadecanoyloxy)propoxyphosphinic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C44H81N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)57-33-36(60-40(49)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h31-32,36-37,41-43,50-51H,3-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/t36-,37-,41-,42-,43-/m1/s1

InChI Key

ITYHVANGBZMQML-BQUKFSKHSA-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 phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Organic pyrophosphate
Pentose monosaccharide
Aminopyrimidine
Fatty acid ester
Pyrimidone
Monoalkyl phosphate
Imidolactam
Pyrimidine
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Dicarboxylic acid or derivatives
Hydropyrimidine
Organic phosphoric acid derivative
Monosaccharide
Tetrahydrofuran
Heteroaromatic compound
Secondary alcohol
Amino acid or derivatives
1,2-diol
Carboxylic acid ester
Organoheterocyclic compound
Azacycle
Oxacycle
Carboxylic acid derivative
Alcohol
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Amine
Carbonyl group
Primary amine
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

CDP-diacylglycerol (CHEBI:77358 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0058 g/L	ALOGPS
logP	5.98	ALOGPS
logP	9.28	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-0.52	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	263.27 Å²	ChemAxon
Rotatable Bond Count	42	ChemAxon
Refractivity	240.21 m³·mol⁻¹	ChemAxon
Polarizability	104.25 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-0910001001-c6c82ba3914b2ced1f41	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-1910001000-b21fc6ff065a0ee9b608	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-2920010000-0aec2f1c5b74c03c42f4	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0980002204-ef53ba06ec0de8aaed7e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-4792300201-2d6f40a75ba121c0c3d4	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a6r-5921000000-742a306835ddae8d70e0	2015-09-15	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

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

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
Bacteria	Actinobacteria	2	Human

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
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD-12815

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45934309

PDB ID

Not Available

ChEBI ID

77358

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 CDP-1,2-dihexadecanoylglycerol (MMDBc0031597)

MOL for #<Metabolite:0x00007fecf02e0b50>

3D MOL for #<Metabolite:0x00007fecf02e0b50>

3D SDF for #<Metabolite:0x00007fecf02e0b50>

3D-SDF for #<Metabolite:0x00007fecf02e0b50>

PDB for #<Metabolite:0x00007fecf02e0b50>

3D PDB for #<Metabolite:0x00007fecf02e0b50>

SMILES for #<Metabolite:0x00007fecf02e0b50>

INCHI for #<Metabolite:0x00007fecf02e0b50>

Structure for #<Metabolite:0x00007fecf02e0b50>

3D Structure for #<Metabolite:0x00007fecf02e0b50>