NP-MRD: Showing NP-Card for glyceryl 1,3-dilinoleate (NP0320208)

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Record Information

Version

2.0

Created at

2022-09-11 21:44:01 UTC

Updated at

2022-09-11 21:44:01 UTC

NP-MRD ID

NP0320208

Secondary Accession Numbers

None

Natural Product Identification

Common Name

glyceryl 1,3-dilinoleate

Description

1,3-Dilinoleoylglycerol, also known as 1,3-dilinolein or 1,3-glyceryl dilinoleate, belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. glyceryl 1,3-dilinoleate is found in Sciadopitys verticillata. glyceryl 1,3-dilinoleate was first documented in 1989 (PMID: 2529026). Based on a literature review very few articles have been published on 1,3-dilinoleoylglycerol (PMID: 9276447).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112223442D          

 44 43  0  0  0  0            999 V2000
   -2.6571   16.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9082   16.6019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2341   17.0775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4851   16.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4102   15.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0843   15.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0094   14.6128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2604   14.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1855   13.4452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5634   13.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9865   13.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6605   13.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4095   13.3587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0836   13.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8326   13.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5066   13.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2556   13.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3305   12.7966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9297   14.0938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6786   13.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3527   14.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2778   15.0452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1017   13.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7757   14.3533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5247   14.0074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5996   13.1858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1988   14.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9478   14.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6218   14.6128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3708   14.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.0934   11.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8424   10.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5165   11.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2654   10.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9395   11.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6885   11.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3626   11.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
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 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
M  END

     RDKit          3D

112111  0  0  0  0  0  0  0  0999 V2000
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   13.3758    1.6834    0.7009 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5422    0.5466   -0.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.7594    0.3592   -2.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1559   -0.9337   -1.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6773   -1.7963   -0.7128 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1203   -2.2596    0.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8278   -2.1138    0.9044 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9 60  1  0
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 30 87  1  0
 31 88  1  0
 31 89  1  0
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 34 94  1  0
 34 95  1  0
 35 96  1  0
 36 97  1  0
 37 98  1  0
 37 99  1  0
 38100  1  0
 39101  1  0
 40102  1  0
 40103  1  0
 41104  1  0
 41105  1  0
 42106  1  0
 42107  1  0
 43108  1  0
 43109  1  0
 44110  1  0
 44111  1  0
 44112  1  0
M  END


  Mrv1652309112223442D          

 44 43  0  0  0  0            999 V2000
   -2.6571   16.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9082   16.6019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2341   17.0775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4851   16.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4102   15.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0843   15.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0094   14.6128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2604   14.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1855   13.4452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5634   13.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9865   13.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6605   13.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4095   13.3587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0836   13.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8326   13.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5066   13.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2556   13.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3305   12.7966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9297   14.0938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6786   13.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3527   14.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2778   15.0452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1017   13.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7757   14.3533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5247   14.0074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5996   13.1858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1988   14.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9478   14.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6218   14.6128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3708   14.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0449   14.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7938   14.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8687   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1947   13.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2696   12.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0185   11.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0934   11.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8424   10.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5165   11.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2654   10.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9395   11.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6885   11.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3626   11.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 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  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  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
M  END
> <DATABASE_ID>
NP0320208

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C/C\C=C/CCCCCCCC(=O)OCC(O)COC(=O)CCCCCCC\C=C/C\C=C/CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C39H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-35-37(40)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,37,40H,3-10,15-16,21-36H2,1-2H3/b13-11-,14-12-,19-17-,20-18-

> <INCHI_KEY>
LYPGMYIQHDZFFD-MAZCIEHSSA-N

> <FORMULA>
C39H68O5

> <MOLECULAR_WEIGHT>
616.968

> <EXACT_MASS>
616.50667529

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
112

> <JCHEM_AVERAGE_POLARIZABILITY>
78.8478794698124

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl (9Z,12Z)-octadeca-9,12-dienoate

> <JCHEM_LOGP>
12.333681815333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.631221427732253

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3975037475099112

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
190.56929999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
34

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl (9Z,12Z)-octadeca-9,12-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.960  31.636   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.562  30.990   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.304  31.878   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.906  31.232   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.766  29.699   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.024  28.811   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.884  27.277   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.486  26.631   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.346  25.098   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.052  24.452   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.310  25.340   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.708  24.694   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.966  25.582   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.364  24.936   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.623  25.824   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.021  25.178   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.279  26.066   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.677  25.421   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      11.817  23.887   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      12.935  26.309   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      14.333  25.663   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      15.592  26.551   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      15.452  28.084   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      16.990  25.905   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      18.248  26.793   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      19.646  26.147   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      19.786  24.613   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      20.904  27.035   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      22.302  26.389   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      23.561  27.277   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      24.959  26.631   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      26.217  27.519   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      27.615  26.874   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      27.755  25.340   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      26.497  24.452   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      26.637  22.918   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      28.035  22.273   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      28.174  20.739   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      29.572  20.093   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      30.831  20.981   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      32.229  20.335   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      33.487  21.223   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      34.885  20.578   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      36.143  21.465   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   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                                                       
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   86    0
END

View in JSmol

Synonyms

Value	Source
1,3-Di-(9Z,12Z)-octadecadienoylglycerol	ChEBI
1,3-Dilinolein	ChEBI
1,3-Glyceryl dilinoleate	ChEBI
DG[18:2(Omega-6)/0:0/18:2(omega-6)]	ChEBI
Glyceryl 1,3-dilinoleate	ChEBI
1,3-Glyceryl dilinoleic acid	Generator
Glyceryl 1,3-dilinoleic acid	Generator
1,3-Diconjugated linoleoyl glycerol	MeSH
1,3-DCLG	MeSH

Chemical Formula

C₃₉H₆₈O₅

Average Mass

616.9680 Da

Monoisotopic Mass

616.50668 Da

IUPAC Name

2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl (9Z,12Z)-octadeca-9,12-dienoate

Traditional Name

2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl (9Z,12Z)-octadeca-9,12-dienoate

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C\C=C/CCCCCCCC(=O)OCC(O)COC(=O)CCCCCCC\C=C/C\C=C/CCCCC

InChI Identifier

InChI=1S/C39H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-35-37(40)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,37,40H,3-10,15-16,21-36H2,1-2H3/b13-11-,14-12-,19-17-,20-18-

InChI Key

LYPGMYIQHDZFFD-MAZCIEHSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Sciadopitys verticillata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic acids and derivatives

Alternative Parents

Substituents

Octadecanoid
1,3-acyl-sn-glycerol
Diacylglycerol
Diradylglycerol
Fatty acid ester
Glycerolipid
Dicarboxylic acid or derivatives
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

1,3-diglyceride (CHEBI:75850 )

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	12.33	ChemAxon
pKa (Strongest Acidic)	13.63	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	34	ChemAxon
Refractivity	190.57 m³·mol⁻¹	ChemAxon
Polarizability	78.85 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

21377509

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45934042

PDB ID

Not Available

ChEBI ID

75850

Good Scents ID

Not Available

References

General References

Yamamoto Y, Kambayashi Y, Ito T, Watanabe K, Nakano M: 1,2-Diacylglycerol hydroperoxides induce the generation and release of superoxide anion from human polymorphonuclear leukocytes. FEBS Lett. 1997 Aug 4;412(3):461-4. doi: 10.1016/s0014-5793(97)00823-5. [PubMed:9276447 ]
Matsuzaki A, Shimura H, Okuda A, Ohtsu M, Sasaki M, Onodera K, Kimura G: Mechanism of selective killing by dilinoleoylglycerol of cells transformed by the E1A gene of adenovirus type 12. Cancer Res. 1989 Oct 15;49(20):5702-7. [PubMed:2529026 ]
LOTUS database [Link]

Showing NP-Card for glyceryl 1,3-dilinoleate (NP0320208)

MOL for NP0320208 (glyceryl 1,3-dilinoleate)

3D MOL for NP0320208 (glyceryl 1,3-dilinoleate)

3D SDF for NP0320208 (glyceryl 1,3-dilinoleate)

3D-SDF for NP0320208 (glyceryl 1,3-dilinoleate)

PDB for NP0320208 (glyceryl 1,3-dilinoleate)

3D PDB for NP0320208 (glyceryl 1,3-dilinoleate)

SMILES for NP0320208 (glyceryl 1,3-dilinoleate)

INCHI for NP0320208 (glyceryl 1,3-dilinoleate)

Structure for NP0320208 (glyceryl 1,3-dilinoleate)

3D Structure for NP0320208 (glyceryl 1,3-dilinoleate)