MiMeDB: Showing metabocard for CDP-DG(19:iso/10:0) (MMDBc0032648)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 02:25:27 UTC

Update Date

2022-08-31 18:49:05 UTC

Metabolite ID

MMDBc0032648

Metabolite Identification

Common Name

CDP-DG(19:iso/10:0)

Description

CDP-DG(19:iso/10:0) 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/10:0), in particular, consists of one 17-methylocatdecanoyl chain to C-1 atom, and one decanoyl 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/10:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.

Structure

MOL SDF PDB SMILES InChI


  Mrv1572009081522052D          

 61 62  0  0  1  0            999 V2000
    4.2204   14.4716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6408   15.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8425   14.8503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2629   15.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4647   15.2290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4815   16.2329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798   16.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8594   15.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9019   16.8200    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0863   16.6961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7164   17.4336    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0976   17.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6209   16.9301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4349   17.0643    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3006   17.8783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5691   16.2503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2489   17.1986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7721   16.5608    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4099   17.0841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1343   16.0375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2954   15.9230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1094   16.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6327   15.4195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4467   15.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9700   14.9159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7840   15.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0747   15.8223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3073   14.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1213   14.5467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6446   13.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4586   14.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9818   13.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7958   13.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3191   12.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1331   13.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6564   12.3983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4704   12.5326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9937   11.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8077   12.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3310   11.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.1450   11.5255    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
  -17.4823   11.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.0056   10.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7730   11.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3420   14.6474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5280   14.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0047   15.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2373   13.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4233   13.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1326   12.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3186   12.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0279   11.9283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2139   11.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0769   11.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909   10.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1816   10.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3035   18.0132    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1797   18.8289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0362   17.6340    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7736   18.0038    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
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 23 46  1  6  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 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
 11 58  1  0  0  0  0
 58 59  1  1  0  0  0
 58 60  1  0  0  0  0
  9 60  1  0  0  0  0
 60 61  1  1  0  0  0
M  END


  Mrv1572009081522052D          

 61 62  0  0  1  0            999 V2000
    4.2204   14.4716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6408   15.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8425   14.8503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2629   15.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4647   15.2290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4815   16.2329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798   16.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8594   15.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9019   16.8200    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0863   16.6961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7164   17.4336    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0976   17.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6209   16.9301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4349   17.0643    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3006   17.8783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5691   16.2503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2489   17.1986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7721   16.5608    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4099   17.0841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1343   16.0375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2954   15.9230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1094   16.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6327   15.4195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4467   15.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9700   14.9159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7840   15.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0747   15.8223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3073   14.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1213   14.5467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6446   13.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4586   14.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9818   13.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7958   13.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3191   12.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1331   13.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6564   12.3983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4704   12.5326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9937   11.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8077   12.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3310   11.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.1450   11.5255    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
  -17.4823   11.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.0056   10.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7730   11.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3420   14.6474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5280   14.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0047   15.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2373   13.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4233   13.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1326   12.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3186   12.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0279   11.9283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2139   11.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0769   11.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909   10.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1816   10.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3035   18.0132    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1797   18.8289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0362   17.6340    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7736   18.0038    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
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 23 46  1  6  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 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
 11 58  1  0  0  0  0
 58 59  1  1  0  0  0
 58 60  1  0  0  0  0
  9 60  1  0  0  0  0
 60 61  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032648

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCC(=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/C41H75N3O15P2/c1-4-5-6-7-15-20-23-26-37(46)57-33(29-54-36(45)25-22-19-17-14-12-10-8-9-11-13-16-18-21-24-32(2)3)30-55-60(50,51)59-61(52,53)56-31-34-38(47)39(48)40(58-34)44-28-27-35(42)43-41(44)49/h27-28,32-34,38-40,47-48H,4-26,29-31H2,1-3H3,(H,50,51)(H,52,53)(H2,42,43,49)/t33-,34-,38-,39-,40-/m1/s1

> <INCHI_KEY>
XRPHMINPTIFWRD-KWZPHBTHSA-N

> <FORMULA>
C41H75N3O15P2

> <MOLECULAR_WEIGHT>
912.005

> <EXACT_MASS>
911.467342723

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
136

> <JCHEM_AVERAGE_POLARIZABILITY>
97.756282379505

> <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}({[(2R)-2-(decanoyloxy)-3-[(17-methyloctadecanoyl)oxy]propoxy](hydroxy)phosphoryl}oxy)phosphinic acid

> <ALOGPS_LOGP>
5.09

> <JCHEM_LOGP>
8.065494215000001

> <ALOGPS_LOGS>
-4.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.27162555362587

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8631673662376511

> <JCHEM_PKA_STRONGEST_BASIC>
-0.031989898217240964

> <JCHEM_POLAR_SURFACE_AREA>
263.27

> <JCHEM_REFRACTIVITY>
226.35510000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
38

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy([(2R)-2-(decanoyloxy)-3-[(17-methyloctadecanoyl)oxy]propoxy(hydroxy)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       7.878  27.014   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       6.796  28.110   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       5.306  27.721   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       4.224  28.816   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.734  28.427   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       4.632  30.301   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       6.122  30.690   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.204  29.595   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.550  31.397   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.028  31.166   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.337  32.543   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.182  32.793   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.159  31.603   0.000  0.00  0.00           O+0
HETATM   14  P   UNK     0      -2.678  31.853   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0      -2.428  33.373   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -2.929  30.334   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -4.198  32.104   0.000  0.00  0.00           O+0
HETATM   18  P   UNK     0      -5.175  30.914   0.000  0.00  0.00           P+0
HETATM   19  O   UNK     0      -6.365  31.890   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.984  29.937   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -6.151  29.723   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -7.671  29.974   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -8.648  28.783   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -10.167  29.034   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0     -11.144  27.843   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0     -12.663  28.094   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -13.206  29.535   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0     -13.640  26.903   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -15.160  27.154   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -16.137  25.963   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -17.656  26.214   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -18.633  25.023   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -20.152  25.274   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -21.129  24.083   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -22.649  24.334   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -23.625  23.143   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -25.145  23.394   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -26.122  22.204   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -27.641  22.454   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -28.618  21.264   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -30.137  21.514   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     -32.634  20.574   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -33.610  19.384   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -33.176  22.016   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -8.105  27.342   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -6.586  27.091   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -5.609  28.282   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      -6.043  25.650   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -4.523  25.399   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -3.981  23.958   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -2.461  23.707   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      -1.919  22.266   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -0.399  22.016   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       0.143  20.574   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       1.663  20.324   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       2.206  18.882   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       2.433  33.625   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0       2.202  35.147   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0       3.801  32.917   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0       5.177  33.607   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   60                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   58                                                  
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                                                       
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                                                            
CONECT   58   11   59   60                                                  
CONECT   59   58                                                            
CONECT   60   58    9   61                                                  
CONECT   61   60                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  124    0
END

Synonyms

Not Available

Molecular Formula

C₄₁H₇₅N₃O₁₅P₂

Average Mass

912.005

Monoisotopic Mass

911.467342723

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CCCCCCCCCC(=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/C41H75N3O15P2/c1-4-5-6-7-15-20-23-26-37(46)57-33(29-54-36(45)25-22-19-17-14-12-10-8-9-11-13-16-18-21-24-32(2)3)30-55-60(50,51)59-61(52,53)56-31-34-38(47)39(48)40(58-34)44-28-27-35(42)43-41(44)49/h27-28,32-34,38-40,47-48H,4-26,29-31H2,1-3H3,(H,50,51)(H,52,53)(H2,42,43,49)/t33-,34-,38-,39-,40-/m1/s1

InChI Key

XRPHMINPTIFWRD-KWZPHBTHSA-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
Fatty acyl
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
Monosaccharide
Hydropyrimidine
Dicarboxylic acid or derivatives
Heteroaromatic compound
Tetrahydrofuran
Secondary alcohol
Carboxylic acid ester
1,2-diol
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	0.014 g/L	ALOGPS
logP	5.09	ALOGPS
logP	8.07	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-0.032	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	38	ChemAxon
Refractivity	226.36 m³·mol⁻¹	ChemAxon
Polarizability	97.76 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-0910000000-2fca9c388272b8c77b77	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-1910000000-fbd32237ae16b1248ef5	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-2910000000-1254569d0a5480ac4f3a	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0bvj-0950001211-57d24a622b07763f2e72	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-02bb-3983102010-b2d590af225e19417552	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0bvi-5910000000-e42ac792423c4e798b91	2015-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	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

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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/10:0) (MMDBc0032648)

MOL for #<Metabolite:0x00007fecf62d4de0>

3D MOL for #<Metabolite:0x00007fecf62d4de0>

3D SDF for #<Metabolite:0x00007fecf62d4de0>

3D-SDF for #<Metabolite:0x00007fecf62d4de0>

PDB for #<Metabolite:0x00007fecf62d4de0>

3D PDB for #<Metabolite:0x00007fecf62d4de0>

SMILES for #<Metabolite:0x00007fecf62d4de0>

INCHI for #<Metabolite:0x00007fecf62d4de0>

Structure for #<Metabolite:0x00007fecf62d4de0>

3D Structure for #<Metabolite:0x00007fecf62d4de0>