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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (131)transporters (1) Show 132 proteins XML

enzymes (131)transporters (1) Show 132 proteins

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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-09-19 20:33:21 UTC

Update Date

2022-11-30 20:11:01 UTC

HMDB ID

HMDB0299039

Secondary Accession Numbers

None

Metabolite Identification

Common Name

DG(i-15:0/0:0/18:2(9Z,11E)+=O(13))

Description

(2R)-2-hydroxy-3-[(13-methyltetradecanoyl)oxy]propyl (9Z,11E)-13-oxooctadeca-9,11-dienoate 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. Based on a literature review a significant number of articles have been published on (2R)-2-hydroxy-3-[(13-methyltetradecanoyl)oxy]propyl (9Z,11E)-13-oxooctadeca-9,11-dienoate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

DG(i-15:0/0:0/18:2(9Z,11E)+=O(13))
  Mrv1652309192122332D          

 42 41  0  0  1  0            999 V2000
   24.1444   -6.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1832   -7.0352    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.2217   -6.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1443   -5.3701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2603   -7.0352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1828   -8.1454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5458   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5458   -5.8512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8317   -7.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1176   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4035   -7.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6894   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9753   -7.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2612   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5471   -7.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8329   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1188   -7.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4047   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6906   -7.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9764   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2623   -7.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2623   -6.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4298   -4.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4298   -4.1862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7157   -5.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0016   -4.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2875   -5.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5734   -4.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8592   -5.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1451   -4.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4310   -5.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7169   -4.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8919   -4.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1778   -5.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4636   -4.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7495   -5.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7495   -6.1421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0354   -4.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3213   -5.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6072   -4.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8931   -5.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1790   -4.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  2  6  1  6  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  4 23  1  0  0  0  0
  5  3  1  0  0  0  0
  7  5  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  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  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 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  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 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
M  END

HMDB0299039
     RDKit          3D
DG(i-15:0/0:0/18:2(9Z,11E)+=O(13))
106105  0  0  0  0  0  0  0  0999 V2000
   14.6711    3.3375   -2.9594 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4594    2.7774   -1.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2081    1.8964   -1.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1363    1.4194   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9771    0.5398    0.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9755   -0.7046   -0.5525 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8956   -0.9545   -1.3525 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9095   -1.7072   -0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8713   -1.5137    0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8642   -2.5250    0.4825 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8066   -2.4244    1.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6317   -1.2681    2.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3981   -0.4981    1.8677 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1709   -2.6152    1.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5516   -0.0178    0.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1161   -0.8786    0.2323 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900    1.2669    0.9328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1206    1.7332    0.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0909    1.5605   -1.1297 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.4243    1.9853   -1.6602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313    1.1956   -1.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5249   -0.1485   -1.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6695   -0.7663   -1.9754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6174   -0.9684   -0.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4210   -2.3967   -0.9841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3729   -3.3771   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7312   -3.6016   -0.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8016   -2.5975   -1.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7303   -1.6549   -2.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8877   -0.6886   -2.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8990    0.1584   -0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0856    1.1499   -0.9969 C   0  0  0  0  0  0  0  0  0  0  0  0
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 33 87  1  0
 34 88  1  0
 34 89  1  0
 35 90  1  0
 35 91  1  0
 36 92  1  0
 36 93  1  0
 37 94  1  0
 37 95  1  0
 38 96  1  0
 38 97  1  0
 39 98  1  0
 39 99  1  0
 40100  1  0
 41101  1  0
 41102  1  0
 41103  1  0
 42104  1  0
 42105  1  0
 42106  1  0
M  END

DG(i-15:0/0:0/18:2(9Z,11E)+=O(13))
  Mrv1652309192122332D          

 42 41  0  0  1  0            999 V2000
   24.1444   -6.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1832   -7.0352    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.2217   -6.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1443   -5.3701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2603   -7.0352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1828   -8.1454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5458   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5458   -5.8512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8317   -7.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1176   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4035   -7.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6894   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9753   -7.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2612   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5471   -7.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8329   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1188   -7.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4047   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6906   -7.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9764   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.2623   -6.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4298   -4.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4298   -4.1862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7157   -5.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0016   -4.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2875   -5.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5734   -4.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.8931   -5.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1790   -4.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  2  6  1  6  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  4 23  1  0  0  0  0
  5  3  1  0  0  0  0
  7  5  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  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  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 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  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 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
M  END
> <DATABASE_ID>
HMDB0299039

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC(=O)\C=C\C=C/CCCCCCCC(=O)OC[C@H](O)COC(=O)CCCCCCCCCCCC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C36H64O6/c1-4-5-20-26-33(37)27-22-17-13-9-7-11-15-19-24-29-36(40)42-31-34(38)30-41-35(39)28-23-18-14-10-6-8-12-16-21-25-32(2)3/h13,17,22,27,32,34,38H,4-12,14-16,18-21,23-26,28-31H2,1-3H3/b17-13-,27-22+/t34-/m1/s1

> <INCHI_KEY>
CVTHGYWZTKKPBP-MYGBBGJVSA-N

> <FORMULA>
C36H64O6

> <MOLECULAR_WEIGHT>
592.902

> <EXACT_MASS>
592.470289781

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
106

> <JCHEM_AVERAGE_POLARIZABILITY>
76.08379032795324

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-hydroxy-3-[(13-methyltetradecanoyl)oxy]propyl (9Z,11E)-13-oxooctadeca-9,11-dienoate

> <ALOGPS_LOGP>
8.92

> <JCHEM_LOGP>
10.746796986000001

> <ALOGPS_LOGS>
-7.13

> <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>
89.9

> <JCHEM_REFRACTIVITY>
175.0988

> <JCHEM_ROTATABLE_BOND_COUNT>
32

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.43e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-hydroxy-3-[(13-methyltetradecanoyl)oxy]propyl (9Z,11E)-13-oxooctadeca-9,11-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0299039
     RDKit          3D
DG(i-15:0/0:0/18:2(9Z,11E)+=O(13))
106105  0  0  0  0  0  0  0  0999 V2000
   14.6711    3.3375   -2.9594 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4594    2.7774   -1.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2081    1.8964   -1.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1363    1.4194   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9771    0.5398    0.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9755   -0.7046   -0.5525 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.9095   -1.7072   -0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8713   -1.5137    0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8642   -2.5250    0.4825 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8066   -2.4244    1.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5964   -2.2803    1.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8830   -0.3969    1.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5516   -0.0178    0.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1206    1.7332    0.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0909    1.5605   -1.1297 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -3.4313    1.1956   -1.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5249   -0.1485   -1.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6695   -0.7663   -1.9754 O   0  0  0  0  0  0  0  0  0  0  0  0
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   14.4090    3.6243   -0.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2732    1.1010   -2.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
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   11.8251    0.3725    1.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 40 42  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  2 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  0
  4 51  1  0
  5 52  1  0
  5 53  1  0
  8 54  1  0
  9 55  1  0
 10 56  1  0
 11 57  1  0
 12 58  1  0
 12 59  1  0
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 18 71  1  0
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 24 75  1  0
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 25 77  1  0
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 32 84  1  0
 32 85  1  0
 33 86  1  0
 33 87  1  0
 34 88  1  0
 34 89  1  0
 35 90  1  0
 35 91  1  0
 36 92  1  0
 36 93  1  0
 37 94  1  0
 37 95  1  0
 38 96  1  0
 38 97  1  0
 39 98  1  0
 39 99  1  0
 40100  1  0
 41101  1  0
 41102  1  0
 41103  1  0
 42104  1  0
 42105  1  0
 42106  1  0
M  END

HEADER    PROTEIN                                 19-SEP-21   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: DG(i-15:0/0:0/18:2(9Z,11E)+=O(13))                
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-SEP-21         0                                  
HETATM    1  C   UNK     0      45.070 -12.096   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      43.275 -13.132   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      41.481 -12.097   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      45.069 -10.024   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      39.686 -13.132   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      43.275 -15.205   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      38.352 -12.362   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      38.352 -10.922   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      37.019 -13.133   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      35.686 -12.362   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      34.353 -13.133   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      33.020 -12.362   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      31.687 -13.133   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.354 -12.362   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      29.021 -13.133   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.688 -12.362   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      26.355 -13.133   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      25.022 -12.362   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      23.689 -13.133   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.356 -12.362   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.023 -13.133   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.023 -11.593   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      43.736  -9.254   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      43.736  -7.814   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      42.403 -10.025   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      41.070  -9.254   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      39.737 -10.025   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      38.404  -9.254   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      37.071 -10.025   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      35.738  -9.254   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      34.405 -10.025   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      33.072  -9.254   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      31.532  -9.254   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      30.199 -10.025   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      28.865  -9.254   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      27.532 -10.025   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      27.532 -11.465   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      26.199  -9.254   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      24.866 -10.025   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      23.533  -9.254   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      22.200 -10.025   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      20.867  -9.254   0.000  0.00  0.00           C+0
CONECT    1    2    4                                                       
CONECT    2    1    6    3                                                  
CONECT    3    2    5                                                       
CONECT    4    1   23                                                       
CONECT    5    3    7                                                       
CONECT    6    2                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   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                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23    4   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   82    0
END

COMPND    HMDB0299039
HETATM    1  C1  UNL     1      14.671   3.338  -2.959  1.00  0.00           C  
HETATM    2  C2  UNL     1      14.459   2.777  -1.586  1.00  0.00           C  
HETATM    3  C3  UNL     1      13.208   1.896  -1.499  1.00  0.00           C  
HETATM    4  C4  UNL     1      13.136   1.419  -0.079  1.00  0.00           C  
HETATM    5  C5  UNL     1      11.977   0.540   0.227  1.00  0.00           C  
HETATM    6  C6  UNL     1      11.976  -0.705  -0.553  1.00  0.00           C  
HETATM    7  O1  UNL     1      12.896  -0.954  -1.352  1.00  0.00           O  
HETATM    8  C7  UNL     1      10.909  -1.707  -0.436  1.00  0.00           C  
HETATM    9  C8  UNL     1       9.871  -1.514   0.412  1.00  0.00           C  
HETATM   10  C9  UNL     1       8.864  -2.525   0.482  1.00  0.00           C  
HETATM   11  C10 UNL     1       7.807  -2.424   1.288  1.00  0.00           C  
HETATM   12  C11 UNL     1       7.632  -1.268   2.138  1.00  0.00           C  
HETATM   13  C12 UNL     1       6.398  -0.498   1.868  1.00  0.00           C  
HETATM   14  C13 UNL     1       5.054  -1.034   2.128  1.00  0.00           C  
HETATM   15  C14 UNL     1       4.596  -2.280   1.488  1.00  0.00           C  
HETATM   16  C15 UNL     1       3.171  -2.615   1.736  1.00  0.00           C  
HETATM   17  C16 UNL     1       2.071  -1.830   1.209  1.00  0.00           C  
HETATM   18  C17 UNL     1       1.883  -0.397   1.490  1.00  0.00           C  
HETATM   19  C18 UNL     1       0.552  -0.018   0.843  1.00  0.00           C  
HETATM   20  O2  UNL     1      -0.116  -0.879   0.232  1.00  0.00           O  
HETATM   21  O3  UNL     1       0.090   1.267   0.933  1.00  0.00           O  
HETATM   22  C19 UNL     1      -1.121   1.733   0.380  1.00  0.00           C  
HETATM   23  C20 UNL     1      -1.091   1.561  -1.130  1.00  0.00           C  
HETATM   24  O4  UNL     1      -0.037   2.311  -1.660  1.00  0.00           O  
HETATM   25  C21 UNL     1      -2.424   1.985  -1.660  1.00  0.00           C  
HETATM   26  O5  UNL     1      -3.431   1.196  -1.087  1.00  0.00           O  
HETATM   27  C22 UNL     1      -3.525  -0.149  -1.254  1.00  0.00           C  
HETATM   28  O6  UNL     1      -2.670  -0.766  -1.975  1.00  0.00           O  
HETATM   29  C23 UNL     1      -4.617  -0.968  -0.611  1.00  0.00           C  
HETATM   30  C24 UNL     1      -4.421  -2.397  -0.984  1.00  0.00           C  
HETATM   31  C25 UNL     1      -5.373  -3.377  -0.486  1.00  0.00           C  
HETATM   32  C26 UNL     1      -6.731  -3.602  -0.910  1.00  0.00           C  
HETATM   33  C27 UNL     1      -7.802  -2.598  -1.036  1.00  0.00           C  
HETATM   34  C28 UNL     1      -7.730  -1.655  -2.200  1.00  0.00           C  
HETATM   35  C29 UNL     1      -8.888  -0.689  -2.182  1.00  0.00           C  
HETATM   36  C30 UNL     1      -8.899   0.158  -0.960  1.00  0.00           C  
HETATM   37  C31 UNL     1     -10.086   1.150  -0.997  1.00  0.00           C  
HETATM   38  C32 UNL     1     -10.011   1.947   0.268  1.00  0.00           C  
HETATM   39  C33 UNL     1     -11.121   2.967   0.379  1.00  0.00           C  
HETATM   40  C34 UNL     1     -12.484   2.326   0.355  1.00  0.00           C  
HETATM   41  C35 UNL     1     -12.633   1.361   1.503  1.00  0.00           C  
HETATM   42  C36 UNL     1     -13.510   3.428   0.551  1.00  0.00           C  
HETATM   43  H1  UNL     1      14.208   2.734  -3.743  1.00  0.00           H  
HETATM   44  H2  UNL     1      14.255   4.356  -3.016  1.00  0.00           H  
HETATM   45  H3  UNL     1      15.781   3.452  -3.092  1.00  0.00           H  
HETATM   46  H4  UNL     1      15.297   2.122  -1.251  1.00  0.00           H  
HETATM   47  H5  UNL     1      14.409   3.624  -0.871  1.00  0.00           H  
HETATM   48  H6  UNL     1      13.273   1.101  -2.249  1.00  0.00           H  
HETATM   49  H7  UNL     1      12.321   2.516  -1.773  1.00  0.00           H  
HETATM   50  H8  UNL     1      14.081   0.889   0.227  1.00  0.00           H  
HETATM   51  H9  UNL     1      13.141   2.352   0.559  1.00  0.00           H  
HETATM   52  H10 UNL     1      11.053   1.112  -0.090  1.00  0.00           H  
HETATM   53  H11 UNL     1      11.825   0.373   1.314  1.00  0.00           H  
HETATM   54  H12 UNL     1      10.910  -2.619  -1.010  1.00  0.00           H  
HETATM   55  H13 UNL     1       9.938  -0.597   0.940  1.00  0.00           H  
HETATM   56  H14 UNL     1       8.930  -3.421  -0.128  1.00  0.00           H  
HETATM   57  H15 UNL     1       7.088  -3.238   1.302  1.00  0.00           H  
HETATM   58  H16 UNL     1       7.568  -1.617   3.245  1.00  0.00           H  
HETATM   59  H17 UNL     1       8.470  -0.532   2.139  1.00  0.00           H  
HETATM   60  H18 UNL     1       6.492   0.510   2.395  1.00  0.00           H  
HETATM   61  H19 UNL     1       6.484  -0.194   0.756  1.00  0.00           H  
HETATM   62  H20 UNL     1       5.057  -1.266   3.271  1.00  0.00           H  
HETATM   63  H21 UNL     1       4.315  -0.176   2.102  1.00  0.00           H  
HETATM   64  H22 UNL     1       5.141  -3.146   2.047  1.00  0.00           H  
HETATM   65  H23 UNL     1       4.917  -2.414   0.440  1.00  0.00           H  
HETATM   66  H24 UNL     1       3.032  -2.656   2.881  1.00  0.00           H  
HETATM   67  H25 UNL     1       2.980  -3.708   1.463  1.00  0.00           H  
HETATM   68  H26 UNL     1       1.104  -2.338   1.585  1.00  0.00           H  
HETATM   69  H27 UNL     1       1.998  -2.045   0.090  1.00  0.00           H  
HETATM   70  H28 UNL     1       1.854  -0.206   2.566  1.00  0.00           H  
HETATM   71  H29 UNL     1       2.581   0.289   0.939  1.00  0.00           H  
HETATM   72  H30 UNL     1      -1.230   2.798   0.657  1.00  0.00           H  
HETATM   73  H31 UNL     1      -1.947   1.106   0.762  1.00  0.00           H  
HETATM   74  H32 UNL     1      -0.892   0.521  -1.420  1.00  0.00           H  
HETATM   75  H33 UNL     1       0.729   1.742  -1.939  1.00  0.00           H  
HETATM   76  H34 UNL     1      -2.597   3.060  -1.361  1.00  0.00           H  
HETATM   77  H35 UNL     1      -2.445   1.931  -2.784  1.00  0.00           H  
HETATM   78  H36 UNL     1      -5.553  -0.489  -0.769  1.00  0.00           H  
HETATM   79  H37 UNL     1      -4.339  -0.932   0.512  1.00  0.00           H  
HETATM   80  H38 UNL     1      -4.367  -2.420  -2.115  1.00  0.00           H  
HETATM   81  H39 UNL     1      -3.345  -2.653  -0.701  1.00  0.00           H  
HETATM   82  H40 UNL     1      -4.834  -4.411  -0.640  1.00  0.00           H  
HETATM   83  H41 UNL     1      -5.305  -3.367   0.684  1.00  0.00           H  
HETATM   84  H42 UNL     1      -7.123  -4.479  -0.260  1.00  0.00           H  
HETATM   85  H43 UNL     1      -6.666  -4.196  -1.925  1.00  0.00           H  
HETATM   86  H44 UNL     1      -8.791  -3.163  -1.072  1.00  0.00           H  
HETATM   87  H45 UNL     1      -7.895  -2.027  -0.060  1.00  0.00           H  
HETATM   88  H46 UNL     1      -6.827  -1.084  -2.352  1.00  0.00           H  
HETATM   89  H47 UNL     1      -7.855  -2.294  -3.161  1.00  0.00           H  
HETATM   90  H48 UNL     1      -8.820  -0.038  -3.086  1.00  0.00           H  
HETATM   91  H49 UNL     1      -9.836  -1.292  -2.281  1.00  0.00           H  
HETATM   92  H50 UNL     1      -7.944   0.688  -0.804  1.00  0.00           H  
HETATM   93  H51 UNL     1      -9.050  -0.494  -0.051  1.00  0.00           H  
HETATM   94  H52 UNL     1      -9.902   1.798  -1.878  1.00  0.00           H  
HETATM   95  H53 UNL     1     -10.984   0.525  -1.085  1.00  0.00           H  
HETATM   96  H54 UNL     1      -9.956   1.293   1.149  1.00  0.00           H  
HETATM   97  H55 UNL     1      -9.044   2.514   0.236  1.00  0.00           H  
HETATM   98  H56 UNL     1     -11.041   3.756  -0.390  1.00  0.00           H  
HETATM   99  H57 UNL     1     -11.015   3.454   1.370  1.00  0.00           H  
HETATM  100  H58 UNL     1     -12.717   1.855  -0.624  1.00  0.00           H  
HETATM  101  H59 UNL     1     -12.641   0.335   1.115  1.00  0.00           H  
HETATM  102  H60 UNL     1     -11.860   1.563   2.258  1.00  0.00           H  
HETATM  103  H61 UNL     1     -13.616   1.492   2.042  1.00  0.00           H  
HETATM  104  H62 UNL     1     -13.547   4.123  -0.333  1.00  0.00           H  
HETATM  105  H63 UNL     1     -14.506   2.974   0.612  1.00  0.00           H  
HETATM  106  H64 UNL     1     -13.243   4.039   1.449  1.00  0.00           H  
CONECT    1    2   43   44   45
CONECT    2    3   46   47
CONECT    3    4   48   49
CONECT    4    5   50   51
CONECT    5    6   52   53
CONECT    6    7    7    8
CONECT    8    9    9   54
CONECT    9   10   55
CONECT   10   11   11   56
CONECT   11   12   57
CONECT   12   13   58   59
CONECT   13   14   60   61
CONECT   14   15   62   63
CONECT   15   16   64   65
CONECT   16   17   66   67
CONECT   17   18   68   69
CONECT   18   19   70   71
CONECT   19   20   20   21
CONECT   21   22
CONECT   22   23   72   73
CONECT   23   24   25   74
CONECT   24   75
CONECT   25   26   76   77
CONECT   26   27
CONECT   27   28   28   29
CONECT   29   30   78   79
CONECT   30   31   80   81
CONECT   31   32   82   83
CONECT   32   33   84   85
CONECT   33   34   86   87
CONECT   34   35   88   89
CONECT   35   36   90   91
CONECT   36   37   92   93
CONECT   37   38   94   95
CONECT   38   39   96   97
CONECT   39   40   98   99
CONECT   40   41   42  100
CONECT   41  101  102  103
CONECT   42  104  105  106
END

HMDB0299039
     RDKit          3D
DG(i-15:0/0:0/18:2(9Z,11E)+=O(13))
106105  0  0  0  0  0  0  0  0999 V2000
   14.6711    3.3375   -2.9594 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4594    2.7774   -1.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2081    1.8964   -1.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1363    1.4194   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9771    0.5398    0.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9755   -0.7046   -0.5525 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8956   -0.9545   -1.3525 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9095   -1.7072   -0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8713   -1.5137    0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8642   -2.5250    0.4825 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8066   -2.4244    1.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6317   -1.2681    2.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3981   -0.4981    1.8677 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0538   -1.0335    2.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5964   -2.2803    1.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1709   -2.6152    1.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0708   -1.8304    1.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8830   -0.3969    1.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5516   -0.0178    0.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1161   -0.8786    0.2323 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900    1.2669    0.9328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1206    1.7332    0.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0909    1.5605   -1.1297 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0367    2.3109   -1.6600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4243    1.9853   -1.6602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313    1.1956   -1.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5249   -0.1485   -1.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6695   -0.7663   -1.9754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6174   -0.9684   -0.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4210   -2.3967   -0.9841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3729   -3.3771   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7312   -3.6016   -0.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8016   -2.5975   -1.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7303   -1.6549   -2.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8877   -0.6886   -2.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8990    0.1584   -0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0856    1.1499   -0.9969 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0108    1.9472    0.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1212    2.9673    0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4836    2.3262    0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6326    1.3607    1.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5100    3.4278    0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2080    2.7344   -3.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2549    4.3564   -3.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7809    3.4524   -3.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.2971    2.1220   -1.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4090    3.6243   -0.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2732    1.1010   -2.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3212    2.5162   -1.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0813    0.8893    0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1409    2.3524    0.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0528    1.1116   -0.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8251    0.3725    1.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9099   -2.6187   -1.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9380   -0.5969    0.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9304   -3.4210   -0.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0880   -3.2378    1.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5680   -1.6172    3.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4705   -0.5321    2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4916    0.5101    2.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4841   -0.1940    0.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0566   -1.2660    3.2712 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3153   -0.1765    2.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1411   -3.1458    2.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9173   -2.4136    0.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5814    0.2890    0.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4451    1.9312   -2.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3454   -2.6533   -0.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8345   -4.4112   -0.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3050   -3.3668    0.6839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1231   -4.4788   -0.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6665   -4.1959   -1.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7912   -3.1632   -1.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8953   -2.0269   -0.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8267   -1.0843   -2.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8551   -2.2937   -3.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8204   -0.0377   -3.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8356   -1.2917   -2.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9444    0.6880   -0.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0503   -0.4935   -0.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9022    1.7982   -1.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9841    0.5250   -1.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9556    1.2932    1.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0443    2.5142    0.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0410    3.7556   -0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0154    3.4537    1.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -13.2429    4.0386    1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2R)-2-Hydroxy-3-[(13-methyltetradecanoyl)oxy]propyl (9Z,11E)-13-oxooctadeca-9,11-dienoic acid	Generator

Chemical Formula

C₃₆H₆₄O₆

Average Molecular Weight

592.902

Monoisotopic Molecular Weight

592.470289781

IUPAC Name

(2R)-2-hydroxy-3-[(13-methyltetradecanoyl)oxy]propyl (9Z,11E)-13-oxooctadeca-9,11-dienoate

Traditional Name

(2R)-2-hydroxy-3-[(13-methyltetradecanoyl)oxy]propyl (9Z,11E)-13-oxooctadeca-9,11-dienoate

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)\C=C\C=C/CCCCCCCC(=O)OC[C@H](O)COC(=O)CCCCCCCCCCCC(C)C

InChI Identifier

InChI=1S/C36H64O6/c1-4-5-20-26-33(37)27-22-17-13-9-7-11-15-19-24-29-36(40)42-31-34(38)30-41-35(39)28-23-18-14-10-6-8-12-16-21-25-32(2)3/h13,17,22,27,32,34,38H,4-12,14-16,18-21,23-26,28-31H2,1-3H3/b17-13-,27-22+/t34-/m1/s1

InChI Key

CVTHGYWZTKKPBP-MYGBBGJVSA-N

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
Diradylglycerol
Diacylglycerol
1,3-acyl-sn-glycerol
Glycerolipid
Fatty acid ester
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Secondary alcohol
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0299039)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	8.92	ALOGPS
logP	10.75	ChemAxon
logS	-7.1	ALOGPS
pKa (Strongest Acidic)	13.63	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	32	ChemAxon
Refractivity	175.1 m³·mol⁻¹	ChemAxon
Polarizability	76.08 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	254.931	32859911
AllCCS	[M+H-H2O]+	254.254	32859911
AllCCS	[M+Na]+	255.693	32859911
AllCCS	[M+NH4]+	255.527	32859911
AllCCS	[M-H]-	240.135	32859911
AllCCS	[M+Na-2H]-	245.536	32859911
AllCCS	[M+HCOO]-	251.571	32859911
DeepCCS	[M+H]+	252.678	30932474
DeepCCS	[M-H]-	250.281	30932474
DeepCCS	[M-2H]-	283.165	30932474
DeepCCS	[M+Na]+	258.634	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
DG(i-15:0/0:0/18:2(9Z,11E)+=O(13)),2TMS,isomer #1	CCCCC=C(/C=C/C=C\CCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCC(C)C)O[Si](C)(C)C)O[Si](C)(C)C	4424.2	Semi standard non polar	33892256
DG(i-15:0/0:0/18:2(9Z,11E)+=O(13)),2TMS,isomer #1	CCCCC=C(/C=C/C=C\CCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCC(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3985.7	Standard non polar	33892256
DG(i-15:0/0:0/18:2(9Z,11E)+=O(13)),2TMS,isomer #1	CCCCC=C(/C=C/C=C\CCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCC(C)C)O[Si](C)(C)C)O[Si](C)(C)C	4610.9	Standard polar	33892256
DG(i-15:0/0:0/18:2(9Z,11E)+=O(13)),2TBDMS,isomer #1	CCCCC=C(/C=C/C=C\CCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCC(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4906.3	Semi standard non polar	33892256
DG(i-15:0/0:0/18:2(9Z,11E)+=O(13)),2TBDMS,isomer #1	CCCCC=C(/C=C/C=C\CCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCC(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4257.8	Standard non polar	33892256
DG(i-15:0/0:0/18:2(9Z,11E)+=O(13)),2TBDMS,isomer #1	CCCCC=C(/C=C/C=C\CCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCC(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4666.4	Standard polar	33892256

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

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

157007146

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Only showing the first 10 proteins. There are 132 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Diacylglycerol kinase theta

General function:: Involved in diacylglycerol kinase activity
Specific function:: Phosphorylates diacylglycerol (DAG) to generate phosphatidic acid (PA). May regulate the activity of protein kinase C by controlling the balance between these two signaling lipids. Activated in the nucleus in response to alpha-thrombin and nerve growth factor. May be involved in cAMP- induced activation of NR5A1 and subsequent steroidogenic gene transcription by delivering PA as ligand for NR5A1. Acts synergistically with NR5A1 on CYP17 transcriptional activity
Gene Name:: DGKQ
Uniprot ID:: P52824
Molecular weight:: 101154.0

Enzyme Details

2. Pancreatic triacylglycerol lipase

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: PNLIP
Uniprot ID:: P16233
Molecular weight:: 51156.48

Enzyme Details

3. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-1

General function:: Involved in calcium ion binding
Specific function:: The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:: PLCB1
Uniprot ID:: Q9NQ66
Molecular weight:: 138565.805

Enzyme Details

4. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-4

General function:: Involved in calcium ion binding
Specific function:: The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes. This form has a role in retina signal transduction.
Gene Name:: PLCB4
Uniprot ID:: Q15147
Molecular weight:: 136105.065

Enzyme Details

5. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-2

General function:: Involved in calcium ion binding
Specific function:: The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:: PLCB2
Uniprot ID:: Q00722
Molecular weight:: 134023.21

Enzyme Details

6. Diacylglycerol kinase gamma

General function:: Involved in diacylglycerol kinase activity
Specific function:: Reverses the normal flow of glycerolipid biosynthesis by phosphorylating diacylglycerol back to phosphatidic acid
Gene Name:: DGKG
Uniprot ID:: P49619
Molecular weight:: 89095.3

Enzyme Details

7. Hepatic triacylglycerol lipase

General function:: Involved in catalytic activity
Specific function:: Hepatic lipase has the capacity to catalyze hydrolysis of phospholipids, mono-, di-, and triglycerides, and acyl-CoA thioesters. It is an important enzyme in HDL metabolism. Hepatic lipase binds heparin.
Gene Name:: LIPC
Uniprot ID:: P11150
Molecular weight:: 55914.1

Enzyme Details

8. Lysosomal acid lipase/cholesteryl ester hydrolase

General function:: Involved in lipid metabolic process
Specific function:: Crucial for the intracellular hydrolysis of cholesteryl esters and triglycerides that have been internalized via receptor-mediated endocytosis of lipoprotein particles. Important in mediating the effect of LDL (low density lipoprotein) uptake on suppression of hydroxymethylglutaryl-CoA reductase and activation of endogenous cellular cholesteryl ester formation.
Gene Name:: LIPA
Uniprot ID:: P38571
Molecular weight:: 45418.71

Enzyme Details

9. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-3

General function:: Involved in calcium ion binding
Specific function:: The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:: PLCB3
Uniprot ID:: Q01970
Molecular weight:: 138797.725

Enzyme Details

10. Inactive pancreatic lipase-related protein 1

General function:: Involved in catalytic activity
Specific function:: May function as inhibitor of dietary triglyceride digestion. Lacks detectable lipase activity towards triglycerides, diglycerides, phosphatidylcholine, galactolipids or cholesterol esters (in vitro) (By similarity).
Gene Name:: PNLIPRP1
Uniprot ID:: P54315
Molecular weight:: Not Available

Transporters

Enzyme Details

1. Long-chain fatty acid transport protein 1

General function:: Lipid transport and metabolism
Specific function:: Involved in translocation of long-chain fatty acids (LFCA) across the plasma membrane. The LFCA import appears to be hormone-regulated in a tissue-specific manner. In adipocytes, but not myocytes, insulin induces a rapid translocation of FATP1 from intracellular compartments to the plasma membrane, paralleled by increased LFCA uptake. May act directly as a bona fide transporter, or alternatively, in a cytoplasmic or membrane- associated multimeric protein complex to trap and draw fatty acids towards accumulation. Plays a pivotal role in regulating available LFCA substrates from exogenous sources in tissues undergoing high levels of beta-oxidation or triglyceride synthesis. May be involved in regulation of cholesterol metabolism. Has acyl-CoA ligase activity for long-chain and very-long-chain fatty acids
Gene Name:: SLC27A1
Uniprot ID:: Q6PCB7
Molecular weight:: 71107.5

Only showing the first 10 proteins. There are 132 proteins in total.

Show all enzymes and transporters

Showing metabocard for DG(i-15:0/0:0/18:2(9Z,11E)+=O(13)) (HMDB0299039)

MOL for HMDB0299039 (DG(i-15:0/0:0/18:2(9Z,11E)+=O(13)))

3D MOL for HMDB0299039 (DG(i-15:0/0:0/18:2(9Z,11E)+=O(13)))

3D SDF for HMDB0299039 (DG(i-15:0/0:0/18:2(9Z,11E)+=O(13)))

3D-SDF for HMDB0299039 (DG(i-15:0/0:0/18:2(9Z,11E)+=O(13)))

PDB for HMDB0299039 (DG(i-15:0/0:0/18:2(9Z,11E)+=O(13)))

3D PDB for HMDB0299039 (DG(i-15:0/0:0/18:2(9Z,11E)+=O(13)))

SMILES for HMDB0299039 (DG(i-15:0/0:0/18:2(9Z,11E)+=O(13)))

INCHI for HMDB0299039 (DG(i-15:0/0:0/18:2(9Z,11E)+=O(13)))

Structure for HMDB0299039 (DG(i-15:0/0:0/18:2(9Z,11E)+=O(13)))

3D Structure for HMDB0299039 (DG(i-15:0/0:0/18:2(9Z,11E)+=O(13)))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

Enzymes

Transporters