Jump To Section:

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

Record Information

Version

5.0

Status

Predicted

Creation Date

2021-09-19 05:20:14 UTC

Update Date

2022-11-30 20:10:08 UTC

HMDB ID

HMDB0296956

Secondary Accession Numbers

None

Metabolite Identification

Common Name

DG(18:2(10E,12Z)+=O(9)/2:0/0:0)

Description

DG(18:2(10E,12Z)+=O(9)/2:0/0:0) 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 very few articles have been published on DG(18:2(10E,12Z)+=O(9)/2:0/0:0).

Structure

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

DG(18:2(10E,12Z)+=O(9)/2:0/0:0)
  Mrv1652309192107202D          

 29 28  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
   14.8329   -5.8512    0.0000 O   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
   11.8656   -7.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1514   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4373   -7.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7232   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0091   -7.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2950   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4684   -8.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4684   -9.3293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7543   -8.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  6  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  6 27  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  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  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
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END

HMDB0296956
     RDKit          3D
DG(18:2(10E,12Z)+=O(9)/2:0/0:0)
 67 66  0  0  0  0  0  0  0  0999 V2000
   10.0584    0.1724   -1.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8404   -0.5599   -1.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7630   -0.6742   -0.9288 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2241   -1.4231    0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0298   -1.4558    1.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8789   -2.1379    0.6402 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7279   -1.5283    0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4552   -0.1513    0.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2584    0.3855    0.5941 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9691    1.7521    0.9508 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8403    2.4693    1.4781 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203    2.3353    0.6963 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9005    2.4354    2.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4668    3.0190    1.8264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3179    2.1948    0.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4767    0.7937    1.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3194   -0.0358    0.4941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7140    0.5088    0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4834   -0.3796   -0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9237   -1.3615   -1.0637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8143   -0.1276   -0.8040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5265   -0.9854   -1.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9526   -0.4727   -1.7437 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.0248    0.9381   -2.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5579    1.0556   -3.5475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4511   -0.5188   -0.4011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5268   -1.3605   -0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0682   -1.4319    1.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9927   -2.0387   -1.0415 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9888    0.4324   -0.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9422   -0.4644   -1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2256    1.1349   -2.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0684   -1.5678   -2.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4299    0.0324   -2.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9436   -1.2873   -1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3223    0.2844   -0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0409   -0.9294    0.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4988   -2.4601    0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2971   -2.0746    2.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7999   -0.4619    1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9577   -3.1867    0.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9176   -2.0991   -0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1676    0.5246    1.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5091   -0.2367    0.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7649    3.3308    0.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0385    1.6672    0.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8196    1.4149    2.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4762    3.1031    2.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0022    3.1228    2.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3481    4.0611    1.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8878    2.1625   -0.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3298    2.6941    0.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4850    0.2711    1.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8833    0.8309    2.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8166   -0.0877   -0.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4289   -1.0745    0.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7130    1.5400   -0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2027    0.5481    1.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5628   -1.9895   -1.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0576   -1.0342   -2.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5236   -1.1515   -2.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0326    1.3415   -2.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3630    1.6094   -1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9439    1.8237   -4.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3084   -0.9868    1.9853 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9992   -0.8434    1.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2698   -2.5058    1.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 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
 24 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  0
  9 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  6
 24 62  1  0
 24 63  1  0
 25 64  1  0
 28 65  1  0
 28 66  1  0
 28 67  1  0
M  END

DG(18:2(10E,12Z)+=O(9)/2:0/0:0)
  Mrv1652309192107202D          

 29 28  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
   14.8329   -5.8512    0.0000 O   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
   11.8656   -7.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1514   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4373   -7.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7232   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0091   -7.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2950   -6.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4684   -8.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4684   -9.3293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7543   -8.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  6  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  6 27  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  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  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
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0296956

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC\C=C/C=C/C(=O)CCCCCCCC(=O)OC[C@H](CO)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H38O6/c1-3-4-5-6-7-9-12-15-21(26)16-13-10-8-11-14-17-23(27)28-19-22(18-24)29-20(2)25/h7,9,12,15,22,24H,3-6,8,10-11,13-14,16-19H2,1-2H3/b9-7-,15-12+/t22-/m0/s1

> <INCHI_KEY>
FDIHOOCQWRKLHI-OAXHEWLCSA-N

> <FORMULA>
C23H38O6

> <MOLECULAR_WEIGHT>
410.551

> <EXACT_MASS>
410.266838944

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
48.74544497898057

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-(acetyloxy)-3-hydroxypropyl (10E,12Z)-9-oxooctadeca-10,12-dienoate

> <ALOGPS_LOGP>
5.07

> <JCHEM_LOGP>
4.868986727666666

> <ALOGPS_LOGS>
-5.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.577798702798724

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9834708473958367

> <JCHEM_POLAR_SURFACE_AREA>
89.9

> <JCHEM_REFRACTIVITY>
115.3123

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.01e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-(acetyloxy)-3-hydroxypropyl (10E,12Z)-9-oxooctadeca-10,12-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0296956
     RDKit          3D
DG(18:2(10E,12Z)+=O(9)/2:0/0:0)
 67 66  0  0  0  0  0  0  0  0999 V2000
   10.0584    0.1724   -1.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8404   -0.5599   -1.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7630   -0.6742   -0.9288 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2241   -1.4231    0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0298   -1.4558    1.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8789   -2.1379    0.6402 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7279   -1.5283    0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4552   -0.1513    0.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2584    0.3855    0.5941 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9691    1.7521    0.9508 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8403    2.4693    1.4781 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203    2.3353    0.6963 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9005    2.4354    2.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4668    3.0190    1.8264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3179    2.1948    0.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4767    0.7937    1.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3194   -0.0358    0.4941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7140    0.5088    0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4834   -0.3796   -0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9237   -1.3615   -1.0637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8143   -0.1276   -0.8040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5265   -0.9854   -1.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9526   -0.4727   -1.7437 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.0248    0.9381   -2.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5579    1.0556   -3.5475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4511   -0.5188   -0.4011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5268   -1.3605   -0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0682   -1.4319    1.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9927   -2.0387   -1.0415 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9888    0.4324   -0.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9422   -0.4644   -1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2256    1.1349   -2.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0684   -1.5678   -2.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4299    0.0324   -2.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9436   -1.2873   -1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3223    0.2844   -0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0409   -0.9294    0.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4988   -2.4601    0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2971   -2.0746    2.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7999   -0.4619    1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9577   -3.1867    0.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9176   -2.0991   -0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1676    0.5246    1.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5091   -0.2367    0.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7649    3.3308    0.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0385    1.6672    0.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8196    1.4149    2.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4762    3.1031    2.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0022    3.1228    2.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3481    4.0611    1.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8878    2.1625   -0.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3298    2.6941    0.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4850    0.2711    1.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8833    0.8309    2.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8166   -0.0877   -0.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4289   -1.0745    0.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7130    1.5400   -0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2027    0.5481    1.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5628   -1.9895   -1.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0576   -1.0342   -2.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5236   -1.1515   -2.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0326    1.3415   -2.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3630    1.6094   -1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9439    1.8237   -4.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3084   -0.9868    1.9853 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9992   -0.8434    1.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2698   -2.5058    1.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 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
 24 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  0
  9 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  6
 24 62  1  0
 24 63  1  0
 25 64  1  0
 28 65  1  0
 28 66  1  0
 28 67  1  0
M  END

HEADER    PROTEIN                                 19-SEP-21   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: DG(18:2(10E,12Z)+=O(9)/2:0/0:0)                   
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  O   UNK     0      27.688 -10.922   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      26.355 -13.133   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.022 -12.362   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.689 -13.133   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.149 -13.133   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.816 -12.362   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.483 -13.133   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.150 -12.362   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.817 -13.133   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.484 -12.362   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      41.941 -15.975   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      41.941 -17.415   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      40.608 -15.204   0.000  0.00  0.00           C+0
CONECT    1    2    4                                                       
CONECT    2    1    6    3                                                  
CONECT    3    2    5                                                       
CONECT    4    1                                                            
CONECT    5    3    7                                                       
CONECT    6    2   27                                                       
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   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27    6   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   56    0
END

COMPND    HMDB0296956
HETATM    1  C1  UNL     1      10.058   0.172  -1.458  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.840  -0.560  -1.971  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.763  -0.674  -0.929  1.00  0.00           C  
HETATM    4  C4  UNL     1       8.224  -1.423   0.296  1.00  0.00           C  
HETATM    5  C5  UNL     1       7.030  -1.456   1.259  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.879  -2.138   0.640  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.728  -1.528   0.453  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.455  -0.151   0.819  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.258   0.385   0.594  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.969   1.752   0.951  1.00  0.00           C  
HETATM   11  O1  UNL     1       3.840   2.469   1.478  1.00  0.00           O  
HETATM   12  C11 UNL     1       1.620   2.335   0.696  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.900   2.435   2.005  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.467   3.019   1.826  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.318   2.195   0.893  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.477   0.794   1.397  1.00  0.00           C  
HETATM   17  C16 UNL     1      -2.319  -0.036   0.494  1.00  0.00           C  
HETATM   18  C17 UNL     1      -3.714   0.509   0.359  1.00  0.00           C  
HETATM   19  C18 UNL     1      -4.483  -0.380  -0.541  1.00  0.00           C  
HETATM   20  O2  UNL     1      -3.924  -1.361  -1.064  1.00  0.00           O  
HETATM   21  O3  UNL     1      -5.814  -0.128  -0.804  1.00  0.00           O  
HETATM   22  C19 UNL     1      -6.527  -0.985  -1.664  1.00  0.00           C  
HETATM   23  C20 UNL     1      -7.953  -0.473  -1.744  1.00  0.00           C  
HETATM   24  C21 UNL     1      -8.025   0.938  -2.245  1.00  0.00           C  
HETATM   25  O4  UNL     1      -7.558   1.056  -3.547  1.00  0.00           O  
HETATM   26  O5  UNL     1      -8.451  -0.519  -0.401  1.00  0.00           O  
HETATM   27  C22 UNL     1      -9.527  -1.360  -0.086  1.00  0.00           C  
HETATM   28  C23 UNL     1     -10.068  -1.432   1.300  1.00  0.00           C  
HETATM   29  O6  UNL     1      -9.993  -2.039  -1.041  1.00  0.00           O  
HETATM   30  H1  UNL     1       9.989   0.432  -0.399  1.00  0.00           H  
HETATM   31  H2  UNL     1      10.942  -0.464  -1.657  1.00  0.00           H  
HETATM   32  H3  UNL     1      10.226   1.135  -2.011  1.00  0.00           H  
HETATM   33  H4  UNL     1       9.068  -1.568  -2.359  1.00  0.00           H  
HETATM   34  H5  UNL     1       8.430   0.032  -2.815  1.00  0.00           H  
HETATM   35  H6  UNL     1       6.944  -1.287  -1.384  1.00  0.00           H  
HETATM   36  H7  UNL     1       7.322   0.284  -0.638  1.00  0.00           H  
HETATM   37  H8  UNL     1       9.041  -0.929   0.826  1.00  0.00           H  
HETATM   38  H9  UNL     1       8.499  -2.460   0.101  1.00  0.00           H  
HETATM   39  H10 UNL     1       7.297  -2.075   2.161  1.00  0.00           H  
HETATM   40  H11 UNL     1       6.800  -0.462   1.661  1.00  0.00           H  
HETATM   41  H12 UNL     1       5.958  -3.187   0.318  1.00  0.00           H  
HETATM   42  H13 UNL     1       3.918  -2.099  -0.012  1.00  0.00           H  
HETATM   43  H14 UNL     1       5.168   0.525   1.283  1.00  0.00           H  
HETATM   44  H15 UNL     1       2.509  -0.237   0.135  1.00  0.00           H  
HETATM   45  H16 UNL     1       1.765   3.331   0.273  1.00  0.00           H  
HETATM   46  H17 UNL     1       1.038   1.667   0.009  1.00  0.00           H  
HETATM   47  H18 UNL     1       0.820   1.415   2.453  1.00  0.00           H  
HETATM   48  H19 UNL     1       1.476   3.103   2.728  1.00  0.00           H  
HETATM   49  H20 UNL     1      -1.002   3.123   2.809  1.00  0.00           H  
HETATM   50  H21 UNL     1      -0.348   4.061   1.456  1.00  0.00           H  
HETATM   51  H22 UNL     1      -0.888   2.163  -0.134  1.00  0.00           H  
HETATM   52  H23 UNL     1      -2.330   2.694   0.763  1.00  0.00           H  
HETATM   53  H24 UNL     1      -0.485   0.271   1.496  1.00  0.00           H  
HETATM   54  H25 UNL     1      -1.883   0.831   2.438  1.00  0.00           H  
HETATM   55  H26 UNL     1      -1.817  -0.088  -0.495  1.00  0.00           H  
HETATM   56  H27 UNL     1      -2.429  -1.074   0.915  1.00  0.00           H  
HETATM   57  H28 UNL     1      -3.713   1.540  -0.071  1.00  0.00           H  
HETATM   58  H29 UNL     1      -4.203   0.548   1.372  1.00  0.00           H  
HETATM   59  H30 UNL     1      -6.563  -1.989  -1.199  1.00  0.00           H  
HETATM   60  H31 UNL     1      -6.058  -1.034  -2.683  1.00  0.00           H  
HETATM   61  H32 UNL     1      -8.524  -1.152  -2.403  1.00  0.00           H  
HETATM   62  H33 UNL     1      -9.033   1.342  -2.150  1.00  0.00           H  
HETATM   63  H34 UNL     1      -7.363   1.609  -1.631  1.00  0.00           H  
HETATM   64  H35 UNL     1      -7.944   1.824  -4.040  1.00  0.00           H  
HETATM   65  H36 UNL     1      -9.308  -0.987   1.985  1.00  0.00           H  
HETATM   66  H37 UNL     1     -10.999  -0.843   1.353  1.00  0.00           H  
HETATM   67  H38 UNL     1     -10.270  -2.506   1.584  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   33   34
CONECT    3    4   35   36
CONECT    4    5   37   38
CONECT    5    6   39   40
CONECT    6    7    7   41
CONECT    7    8   42
CONECT    8    9    9   43
CONECT    9   10   44
CONECT   10   11   11   12
CONECT   12   13   45   46
CONECT   13   14   47   48
CONECT   14   15   49   50
CONECT   15   16   51   52
CONECT   16   17   53   54
CONECT   17   18   55   56
CONECT   18   19   57   58
CONECT   19   20   20   21
CONECT   21   22
CONECT   22   23   59   60
CONECT   23   24   26   61
CONECT   24   25   62   63
CONECT   25   64
CONECT   26   27
CONECT   27   28   29   29
CONECT   28   65   66   67
END

HMDB0296956
     RDKit          3D
DG(18:2(10E,12Z)+=O(9)/2:0/0:0)
 67 66  0  0  0  0  0  0  0  0999 V2000
   10.0584    0.1724   -1.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8404   -0.5599   -1.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7630   -0.6742   -0.9288 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2241   -1.4231    0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0298   -1.4558    1.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8789   -2.1379    0.6402 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7279   -1.5283    0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4552   -0.1513    0.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2584    0.3855    0.5941 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9691    1.7521    0.9508 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8403    2.4693    1.4781 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203    2.3353    0.6963 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9005    2.4354    2.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4668    3.0190    1.8264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3179    2.1948    0.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4767    0.7937    1.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3194   -0.0358    0.4941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7140    0.5088    0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4834   -0.3796   -0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9237   -1.3615   -1.0637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8143   -0.1276   -0.8040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5265   -0.9854   -1.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9526   -0.4727   -1.7437 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.0248    0.9381   -2.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5579    1.0556   -3.5475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4511   -0.5188   -0.4011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5268   -1.3605   -0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0682   -1.4319    1.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9927   -2.0387   -1.0415 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9888    0.4324   -0.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9422   -0.4644   -1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2256    1.1349   -2.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0684   -1.5678   -2.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4299    0.0324   -2.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9436   -1.2873   -1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3223    0.2844   -0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0409   -0.9294    0.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4988   -2.4601    0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2971   -2.0746    2.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7999   -0.4619    1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9577   -3.1867    0.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9176   -2.0991   -0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1676    0.5246    1.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5091   -0.2367    0.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7649    3.3308    0.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0385    1.6672    0.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8196    1.4149    2.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4762    3.1031    2.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0022    3.1228    2.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3481    4.0611    1.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8878    2.1625   -0.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3298    2.6941    0.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4850    0.2711    1.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8833    0.8309    2.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8166   -0.0877   -0.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4289   -1.0745    0.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7130    1.5400   -0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2027    0.5481    1.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5628   -1.9895   -1.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0576   -1.0342   -2.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5236   -1.1515   -2.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0326    1.3415   -2.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3630    1.6094   -1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9439    1.8237   -4.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3084   -0.9868    1.9853 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9992   -0.8434    1.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2698   -2.5058    1.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 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
 24 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  0
  9 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  6
 24 62  1  0
 24 63  1  0
 25 64  1  0
 28 65  1  0
 28 66  1  0
 28 67  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S)-2-(Acetyloxy)-3-hydroxypropyl (10E,12Z)-9-oxooctadeca-10,12-dienoic acid	HMDB

Chemical Formula

C₂₃H₃₈O₆

Average Molecular Weight

410.551

Monoisotopic Molecular Weight

410.266838944

IUPAC Name

(2S)-2-(acetyloxy)-3-hydroxypropyl (10E,12Z)-9-oxooctadeca-10,12-dienoate

Traditional Name

(2S)-2-(acetyloxy)-3-hydroxypropyl (10E,12Z)-9-oxooctadeca-10,12-dienoate

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C=C/C(=O)CCCCCCCC(=O)OC[C@H](CO)OC(C)=O

InChI Identifier

InChI=1S/C23H38O6/c1-3-4-5-6-7-9-12-15-21(26)16-13-10-8-11-14-17-23(27)28-19-22(18-24)29-20(2)25/h7,9,12,15,22,24H,3-6,8,10-11,13-14,16-19H2,1-2H3/b9-7-,15-12+/t22-/m0/s1

InChI Key

FDIHOOCQWRKLHI-OAXHEWLCSA-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
1,2-acyl-sn-glycerol
Glycerolipid
Fatty acid ester
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Disposition

Biological location

Cellular substructure

Inner mitochondrial membrane (PMID: 31315173)

Source

Endogenous

Endogenous (HMDB: HMDB0220568)

Process

Naturally occurring process

Biological process

Cellular process

Apoptosis (PMID: 19368971)

Biochemical process

Proton trap for oxidative phosphorylation (PMID: 12297275)

Role

Biological role

Stabilizing agent

Stabilizing cytochrome oxidase (PMID: 10413476)
Proton trap for oxidative phosphorylation (PMID: 12297275)
Stabilizing mitochondrial structure (PMID: 10413476;)

Molecular messenger

Apoptosis (PMID: 19368971)

Transporter

Cholesterol translocation (PMID: 11111099)

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	5.07	ALOGPS
logP	4.87	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	14.58	ChemAxon
pKa (Strongest Basic)	-3	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	20	ChemAxon
Refractivity	115.31 m³·mol⁻¹	ChemAxon
Polarizability	48.75 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	207.744	32859911
AllCCS	[M+H-H2O]+	205.577	32859911
AllCCS	[M+Na]+	210.305	32859911
AllCCS	[M+NH4]+	209.736	32859911
AllCCS	[M-H]-	202.257	32859911
AllCCS	[M+Na-2H]-	204.745	32859911
AllCCS	[M+HCOO]-	207.636	32859911
DeepCCS	[M+H]+	210.325	30932474
DeepCCS	[M-H]-	206.778	30932474
DeepCCS	[M-2H]-	242.85	30932474
DeepCCS	[M+Na]+	219.14	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	9.7 minutes	32390414
Predicted by Siyang on May 30, 2022	19.611 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.76 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3353.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	344.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	215.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	194.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	494.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	860.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	692.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	138.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1957.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	678.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1874.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	601.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	530.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	268.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	363.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.3 seconds	40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
DG(18:2(10E,12Z)+=O(9)/2:0/0:0),2TMS,isomer #1	CCCCC/C=C\C=C\C(=CCCCCCCC(=O)OC[C@H](CO[Si](C)(C)C)OC(C)=O)O[Si](C)(C)C	3216.9	Semi standard non polar	33892256
DG(18:2(10E,12Z)+=O(9)/2:0/0:0),2TMS,isomer #1	CCCCC/C=C\C=C\C(=CCCCCCCC(=O)OC[C@H](CO[Si](C)(C)C)OC(C)=O)O[Si](C)(C)C	3000.8	Standard non polar	33892256
DG(18:2(10E,12Z)+=O(9)/2:0/0:0),2TMS,isomer #1	CCCCC/C=C\C=C\C(=CCCCCCCC(=O)OC[C@H](CO[Si](C)(C)C)OC(C)=O)O[Si](C)(C)C	3547.5	Standard polar	33892256
DG(18:2(10E,12Z)+=O(9)/2:0/0:0),2TBDMS,isomer #1	CCCCC/C=C\C=C\C(=CCCCCCCC(=O)OC[C@H](CO[Si](C)(C)C(C)(C)C)OC(C)=O)O[Si](C)(C)C(C)(C)C	3704.0	Semi standard non polar	33892256
DG(18:2(10E,12Z)+=O(9)/2:0/0:0),2TBDMS,isomer #1	CCCCC/C=C\C=C\C(=CCCCCCCC(=O)OC[C@H](CO[Si](C)(C)C(C)(C)C)OC(C)=O)O[Si](C)(C)C(C)(C)C	3324.2	Standard non polar	33892256
DG(18:2(10E,12Z)+=O(9)/2:0/0:0),2TBDMS,isomer #1	CCCCC/C=C\C=C\C(=CCCCCCCC(=O)OC[C@H](CO[Si](C)(C)C(C)(C)C)OC(C)=O)O[Si](C)(C)C(C)(C)C	3642.9	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

157005063

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(18:2(10E,12Z)+=O(9)/2:0/0:0) (HMDB0296956)

MOL for HMDB0296956 (DG(18:2(10E,12Z)+=O(9)/2:0/0:0))

3D MOL for HMDB0296956 (DG(18:2(10E,12Z)+=O(9)/2:0/0:0))

3D SDF for HMDB0296956 (DG(18:2(10E,12Z)+=O(9)/2:0/0:0))

3D-SDF for HMDB0296956 (DG(18:2(10E,12Z)+=O(9)/2:0/0:0))

PDB for HMDB0296956 (DG(18:2(10E,12Z)+=O(9)/2:0/0:0))

3D PDB for HMDB0296956 (DG(18:2(10E,12Z)+=O(9)/2:0/0:0))

SMILES for HMDB0296956 (DG(18:2(10E,12Z)+=O(9)/2:0/0:0))

INCHI for HMDB0296956 (DG(18:2(10E,12Z)+=O(9)/2:0/0:0))

Structure for HMDB0296956 (DG(18:2(10E,12Z)+=O(9)/2:0/0:0))

3D Structure for HMDB0296956 (DG(18:2(10E,12Z)+=O(9)/2:0/0:0))

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

Enzymes

Transporters