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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-09-12 01:56:18 UTC

Update Date

2022-11-30 19:53:46 UTC

HMDB ID

HMDB0260542

Secondary Accession Numbers

None

Metabolite Identification

Common Name

MG(0:0/18:1(12Z)-2OH(9,10)/0:0)

Description

MG(0:0/18:1(12Z)-2OH(9,10)/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396 ). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396 ). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396 ). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396 ).

Structure

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

MG(0:0/18:1(12Z)-2OH(9,10)/0:0)
  Mrv1652309122103562D          

 27 26  0  0  1  0            999 V2000
   24.1452   -6.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1839   -7.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2225   -6.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1451   -5.3702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2610   -7.0354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1836   -8.1457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4691   -8.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4691   -9.3296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7550   -8.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0409   -8.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3267   -8.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6126   -8.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8984   -8.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1843   -8.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4701   -8.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7560   -8.5581    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.7560   -9.3296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0419   -8.1450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0419   -7.3736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3277   -8.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6136   -8.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7886   -8.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0744   -8.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3603   -8.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6462   -8.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9320   -8.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2179   -8.5581    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  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  7  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  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

HMDB0260542
     RDKit          3D
MG(0:0/18:1(12Z)-2OH(9,10)/0:0)
 67 66  0  0  0  0  0  0  0  0999 V2000
    9.1949    0.4672    2.1067 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9092    0.8962    0.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5024    0.5056    0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2743    0.9464   -1.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8781    0.5859   -1.6024 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8046    1.2108   -0.8307 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8959    0.5363   -0.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8233   -0.9310   -0.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5599   -1.5507   -0.5890 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4382   -1.2206   -1.9330 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3962   -1.1791    0.2584 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1011    0.1500    0.2042 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842   -2.0176    0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4108   -2.0474   -1.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9073   -0.7750   -1.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9953   -0.1202   -1.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1895   -1.0289   -0.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2630   -0.3921   -0.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8438    0.8635   -0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9095    1.4238    0.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7343    2.4747    0.9107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1431    0.7901    0.3676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1962    1.2544    1.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4989    1.3865    0.4355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8935    0.1501   -0.0896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3517    0.1556    2.2669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1421    0.0606    2.9484 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2265    0.0729    2.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4354   -0.3271    2.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9989    1.3274    2.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6126    0.3023    0.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0429    1.9901    0.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7387    0.9801    0.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4565   -0.6022    0.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0003    0.4288   -1.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4857    2.0297   -1.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8584    0.9738   -2.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7856   -0.4961   -1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7633    2.3250   -0.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1566    1.1597    0.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7310   -1.4329   -0.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8906   -1.1392    1.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6956   -2.6827   -0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6051   -0.2287   -2.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7476   -1.3593    1.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6328    0.3979    1.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4832   -3.0736    0.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5565   -1.7477    0.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2809   -2.7648   -1.2619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2765   -2.5032   -2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1199   -0.0008   -2.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3368   -0.9782   -2.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3501    0.7557   -1.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6263    0.3028   -0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5565   -1.2316   -1.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9262   -1.9843   -0.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8535   -0.1576    0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0837   -1.1567    0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2151    0.7322   -1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0274    1.6199   -0.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9553    2.1997    1.6970 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2601    1.8245    1.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3391    2.1223   -0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2818   -0.3576    0.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2046    0.3828    2.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4763   -0.7895    1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6575    0.9237    2.9779 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  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 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  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  6
 10 44  1  0
 11 45  1  1
 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
 19 59  1  0
 19 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
M  END

MG(0:0/18:1(12Z)-2OH(9,10)/0:0)
  Mrv1652309122103562D          

 27 26  0  0  1  0            999 V2000
   24.1452   -6.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1839   -7.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2225   -6.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1451   -5.3702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2610   -7.0354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1836   -8.1457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4691   -8.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4691   -9.3296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7550   -8.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0409   -8.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3267   -8.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6126   -8.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8984   -8.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1843   -8.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4701   -8.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7560   -8.5581    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.7560   -9.3296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0419   -8.1450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0419   -7.3736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3277   -8.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6136   -8.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7886   -8.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0744   -8.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3603   -8.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6462   -8.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9320   -8.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2179   -8.5581    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  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  7  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  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0260542

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H40O6/c1-2-3-4-5-7-10-13-19(24)20(25)14-11-8-6-9-12-15-21(26)27-18(16-22)17-23/h7,10,18-20,22-25H,2-6,8-9,11-17H2,1H3/b10-7-/t19-,20-/m0/s1

> <INCHI_KEY>
YYTAUXLODKDUII-NBZYPHCYSA-N

> <FORMULA>
C21H40O6

> <MOLECULAR_WEIGHT>
388.545

> <EXACT_MASS>
388.282489008

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
46.34529751160472

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3-dihydroxypropan-2-yl (9S,10S,12Z)-9,10-dihydroxyoctadec-12-enoate

> <ALOGPS_LOGP>
3.46

> <JCHEM_LOGP>
3.147633419

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.354386650885846

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.730000356202183

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9827691981262365

> <JCHEM_POLAR_SURFACE_AREA>
107.22

> <JCHEM_REFRACTIVITY>
107.4571

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3-dihydroxypropan-2-yl (9S,10S,12Z)-9,10-dihydroxyoctadec-12-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0260542
     RDKit          3D
MG(0:0/18:1(12Z)-2OH(9,10)/0:0)
 67 66  0  0  0  0  0  0  0  0999 V2000
    9.1949    0.4672    2.1067 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9092    0.8962    0.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5024    0.5056    0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2743    0.9464   -1.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8781    0.5859   -1.6024 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8046    1.2108   -0.8307 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8959    0.5363   -0.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8233   -0.9310   -0.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5599   -1.5507   -0.5890 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4382   -1.2206   -1.9330 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3962   -1.1791    0.2584 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1011    0.1500    0.2042 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842   -2.0176    0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4108   -2.0474   -1.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9073   -0.7750   -1.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9953   -0.1202   -1.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1895   -1.0289   -0.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2630   -0.3921   -0.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8438    0.8635   -0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9095    1.4238    0.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7343    2.4747    0.9107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1431    0.7901    0.3676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1962    1.2544    1.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4989    1.3865    0.4355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8935    0.1501   -0.0896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3517    0.1556    2.2669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1421    0.0606    2.9484 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2265    0.0729    2.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4354   -0.3271    2.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9989    1.3274    2.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6126    0.3023    0.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0429    1.9901    0.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7387    0.9801    0.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4565   -0.6022    0.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0003    0.4288   -1.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4857    2.0297   -1.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8584    0.9738   -2.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7856   -0.4961   -1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7633    2.3250   -0.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1566    1.1597    0.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7310   -1.4329   -0.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8906   -1.1392    1.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6956   -2.6827   -0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6051   -0.2287   -2.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7476   -1.3593    1.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6328    0.3979    1.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4832   -3.0736    0.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5565   -1.7477    0.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2809   -2.7648   -1.2619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2765   -2.5032   -2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1199   -0.0008   -2.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3368   -0.9782   -2.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3501    0.7557   -1.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6263    0.3028   -0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5565   -1.2316   -1.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9262   -1.9843   -0.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8535   -0.1576    0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0837   -1.1567    0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2151    0.7322   -1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0274    1.6199   -0.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9553    2.1997    1.6970 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2601    1.8245    1.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3391    2.1223   -0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2818   -0.3576    0.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2046    0.3828    2.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4763   -0.7895    1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6575    0.9237    2.9779 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  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 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  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  6
 10 44  1  0
 11 45  1  1
 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
 19 59  1  0
 19 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: MG(0:0/18:1(12Z)-2OH(9,10)/0:0)                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  C   UNK     0      45.071 -12.097   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      43.277 -13.133   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      41.482 -12.097   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      45.071 -10.024   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      39.687 -13.133   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      43.276 -15.205   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      41.942 -15.975   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      41.942 -17.415   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      40.609 -15.204   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      39.276 -15.975   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      37.943 -15.204   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      36.610 -15.975   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      35.277 -15.204   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      33.944 -15.975   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      32.611 -15.204   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      31.278 -15.975   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      31.278 -17.415   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      29.945 -15.204   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      29.945 -13.764   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      28.612 -15.975   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      27.279 -15.204   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      25.739 -15.204   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.406 -15.975   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      23.073 -15.204   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      21.740 -15.975   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      20.406 -15.204   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      19.073 -15.975   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                                                            
CONECT    6    2    7                                                       
CONECT    7    6    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   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   52    0
END

COMPND    HMDB0260542
HETATM    1  C1  UNL     1       9.195   0.467   2.107  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.909   0.896   0.692  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.502   0.506   0.308  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.274   0.946  -1.120  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.878   0.586  -1.602  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.805   1.211  -0.831  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.896   0.536  -0.148  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.823  -0.931  -0.054  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.560  -1.551  -0.589  1.00  0.00           C  
HETATM   10  O1  UNL     1       2.438  -1.221  -1.933  1.00  0.00           O  
HETATM   11  C10 UNL     1       1.396  -1.179   0.258  1.00  0.00           C  
HETATM   12  O2  UNL     1       1.101   0.150   0.204  1.00  0.00           O  
HETATM   13  C11 UNL     1       0.184  -2.018   0.058  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.411  -2.047  -1.291  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.907  -0.775  -1.863  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.995  -0.120  -1.041  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.189  -1.029  -0.879  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.263  -0.392  -0.074  1.00  0.00           C  
HETATM   19  C17 UNL     1      -4.844   0.863  -0.658  1.00  0.00           C  
HETATM   20  C18 UNL     1      -5.909   1.424   0.241  1.00  0.00           C  
HETATM   21  O3  UNL     1      -5.734   2.475   0.911  1.00  0.00           O  
HETATM   22  O4  UNL     1      -7.143   0.790   0.368  1.00  0.00           O  
HETATM   23  C19 UNL     1      -8.196   1.254   1.190  1.00  0.00           C  
HETATM   24  C20 UNL     1      -9.499   1.387   0.435  1.00  0.00           C  
HETATM   25  O5  UNL     1      -9.893   0.150  -0.090  1.00  0.00           O  
HETATM   26  C21 UNL     1      -8.352   0.156   2.267  1.00  0.00           C  
HETATM   27  O6  UNL     1      -7.142   0.061   2.948  1.00  0.00           O  
HETATM   28  H1  UNL     1      10.226   0.073   2.209  1.00  0.00           H  
HETATM   29  H2  UNL     1       8.435  -0.327   2.367  1.00  0.00           H  
HETATM   30  H3  UNL     1       8.999   1.327   2.791  1.00  0.00           H  
HETATM   31  H4  UNL     1       9.613   0.302   0.044  1.00  0.00           H  
HETATM   32  H5  UNL     1       9.043   1.990   0.553  1.00  0.00           H  
HETATM   33  H6  UNL     1       6.739   0.980   0.958  1.00  0.00           H  
HETATM   34  H7  UNL     1       7.456  -0.602   0.421  1.00  0.00           H  
HETATM   35  H8  UNL     1       8.000   0.429  -1.766  1.00  0.00           H  
HETATM   36  H9  UNL     1       7.486   2.030  -1.175  1.00  0.00           H  
HETATM   37  H10 UNL     1       5.858   0.974  -2.671  1.00  0.00           H  
HETATM   38  H11 UNL     1       5.786  -0.496  -1.708  1.00  0.00           H  
HETATM   39  H12 UNL     1       4.763   2.325  -0.826  1.00  0.00           H  
HETATM   40  H13 UNL     1       3.157   1.160   0.379  1.00  0.00           H  
HETATM   41  H14 UNL     1       4.731  -1.433  -0.432  1.00  0.00           H  
HETATM   42  H15 UNL     1       3.891  -1.139   1.076  1.00  0.00           H  
HETATM   43  H16 UNL     1       2.696  -2.683  -0.611  1.00  0.00           H  
HETATM   44  H17 UNL     1       2.605  -0.229  -2.021  1.00  0.00           H  
HETATM   45  H18 UNL     1       1.748  -1.359   1.336  1.00  0.00           H  
HETATM   46  H19 UNL     1       0.633   0.398   1.044  1.00  0.00           H  
HETATM   47  H20 UNL     1       0.483  -3.074   0.337  1.00  0.00           H  
HETATM   48  H21 UNL     1      -0.556  -1.748   0.836  1.00  0.00           H  
HETATM   49  H22 UNL     1      -1.281  -2.765  -1.262  1.00  0.00           H  
HETATM   50  H23 UNL     1       0.277  -2.503  -2.040  1.00  0.00           H  
HETATM   51  H24 UNL     1      -0.120  -0.001  -2.016  1.00  0.00           H  
HETATM   52  H25 UNL     1      -1.337  -0.978  -2.865  1.00  0.00           H  
HETATM   53  H26 UNL     1      -2.350   0.756  -1.647  1.00  0.00           H  
HETATM   54  H27 UNL     1      -1.626   0.303  -0.088  1.00  0.00           H  
HETATM   55  H28 UNL     1      -3.556  -1.232  -1.921  1.00  0.00           H  
HETATM   56  H29 UNL     1      -2.926  -1.984  -0.374  1.00  0.00           H  
HETATM   57  H30 UNL     1      -3.853  -0.158   0.925  1.00  0.00           H  
HETATM   58  H31 UNL     1      -5.084  -1.157   0.027  1.00  0.00           H  
HETATM   59  H32 UNL     1      -5.215   0.732  -1.691  1.00  0.00           H  
HETATM   60  H33 UNL     1      -4.027   1.620  -0.717  1.00  0.00           H  
HETATM   61  H34 UNL     1      -7.955   2.200   1.697  1.00  0.00           H  
HETATM   62  H35 UNL     1     -10.260   1.825   1.107  1.00  0.00           H  
HETATM   63  H36 UNL     1      -9.339   2.122  -0.379  1.00  0.00           H  
HETATM   64  H37 UNL     1     -10.282  -0.358   0.689  1.00  0.00           H  
HETATM   65  H38 UNL     1      -9.205   0.383   2.920  1.00  0.00           H  
HETATM   66  H39 UNL     1      -8.476  -0.790   1.703  1.00  0.00           H  
HETATM   67  H40 UNL     1      -6.658   0.924   2.978  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6   37   38
CONECT    6    7    7   39
CONECT    7    8   40
CONECT    8    9   41   42
CONECT    9   10   11   43
CONECT   10   44
CONECT   11   12   13   45
CONECT   12   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   59   60
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   24   26   61
CONECT   24   25   62   63
CONECT   25   64
CONECT   26   27   65   66
CONECT   27   67
END

HMDB0260542
     RDKit          3D
MG(0:0/18:1(12Z)-2OH(9,10)/0:0)
 67 66  0  0  0  0  0  0  0  0999 V2000
    9.1949    0.4672    2.1067 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9092    0.8962    0.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5024    0.5056    0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2743    0.9464   -1.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8781    0.5859   -1.6024 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8046    1.2108   -0.8307 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8959    0.5363   -0.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8233   -0.9310   -0.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5599   -1.5507   -0.5890 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4382   -1.2206   -1.9330 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3962   -1.1791    0.2584 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1011    0.1500    0.2042 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842   -2.0176    0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4108   -2.0474   -1.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9073   -0.7750   -1.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9953   -0.1202   -1.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1895   -1.0289   -0.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2630   -0.3921   -0.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8438    0.8635   -0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9095    1.4238    0.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7343    2.4747    0.9107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1431    0.7901    0.3676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1962    1.2544    1.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4989    1.3865    0.4355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8935    0.1501   -0.0896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3517    0.1556    2.2669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1421    0.0606    2.9484 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2265    0.0729    2.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4354   -0.3271    2.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9989    1.3274    2.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6126    0.3023    0.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0429    1.9901    0.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7387    0.9801    0.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4565   -0.6022    0.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0003    0.4288   -1.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4857    2.0297   -1.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8584    0.9738   -2.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7856   -0.4961   -1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7633    2.3250   -0.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1566    1.1597    0.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7310   -1.4329   -0.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8906   -1.1392    1.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6956   -2.6827   -0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6051   -0.2287   -2.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7476   -1.3593    1.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6328    0.3979    1.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4832   -3.0736    0.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5565   -1.7477    0.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2809   -2.7648   -1.2619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2765   -2.5032   -2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1199   -0.0008   -2.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3368   -0.9782   -2.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3501    0.7557   -1.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6263    0.3028   -0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5565   -1.2316   -1.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9262   -1.9843   -0.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8535   -0.1576    0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0837   -1.1567    0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2151    0.7322   -1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0274    1.6199   -0.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9553    2.1997    1.6970 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2601    1.8245    1.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3391    2.1223   -0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2818   -0.3576    0.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2046    0.3828    2.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4763   -0.7895    1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6575    0.9237    2.9779 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  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 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  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  6
 10 44  1  0
 11 45  1  1
 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
 19 59  1  0
 19 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,3-Dihydroxypropan-2-yl (9S,10S,12Z)-9,10-dihydroxyoctadec-12-enoic acid	HMDB

Chemical Formula

C₂₁H₄₀O₆

Average Molecular Weight

388.545

Monoisotopic Molecular Weight

388.282489008

IUPAC Name

1,3-dihydroxypropan-2-yl (9S,10S,12Z)-9,10-dihydroxyoctadec-12-enoate

Traditional Name

1,3-dihydroxypropan-2-yl (9S,10S,12Z)-9,10-dihydroxyoctadec-12-enoate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C21H40O6/c1-2-3-4-5-7-10-13-19(24)20(25)14-11-8-6-9-12-15-21(26)27-18(16-22)17-23/h7,10,18-20,22-25H,2-6,8-9,11-17H2,1H3/b10-7-/t19-,20-/m0/s1

InChI Key

YYTAUXLODKDUII-NBZYPHCYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Fatty alcohols

Alternative Parents

Substituents

Fatty alcohol
Monoradylglycerol
Monoacylglycerol
2-acyl-sn-glycerol
Glycerolipid
Fatty acid ester
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
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

Not Available

Endogenous (HMDB: HMDB0260542)

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	3.46	ALOGPS
logP	3.15	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	13.73	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	107.46 m³·mol⁻¹	ChemAxon
Polarizability	46.35 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]+	204.239	32859911
AllCCS	[M+H-H2O]+	201.999	32859911
AllCCS	[M+Na]+	206.889	32859911
AllCCS	[M+NH4]+	206.3	32859911
AllCCS	[M-H]-	198.613	32859911
AllCCS	[M+Na-2H]-	200.692	32859911
AllCCS	[M+HCOO]-	203.136	32859911
DeepCCS	[M+H]+	209.059	30932474
DeepCCS	[M-H]-	206.134	30932474
DeepCCS	[M-2H]-	240.993	30932474
DeepCCS	[M+Na]+	216.22	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
MG(0:0/18:1(12Z)-2OH(9,10)/0:0)	CCCCC\C=C/C[C@H](O)[C@@H](O)CCCCCCCC(=O)OC(CO)CO	3514.2	Standard polar	33892256
MG(0:0/18:1(12Z)-2OH(9,10)/0:0)	CCCCC\C=C/C[C@H](O)[C@@H](O)CCCCCCCC(=O)OC(CO)CO	2803.0	Standard non polar	33892256
MG(0:0/18:1(12Z)-2OH(9,10)/0:0)	CCCCC\C=C/C[C@H](O)[C@@H](O)CCCCCCCC(=O)OC(CO)CO	2979.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (Non-derivatized) - 70eV, Positive	splash10-00b9-9642000000-4a75d844f7caeb5542ae	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TMS_4_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TBDMS_3_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TBDMS_3_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(0:0/18:1(12Z)-2OH(9,10)/0:0) GC-MS (TBDMS_4_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

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

156963899

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

Hajeyah AA, Griffiths WJ, Wang Y, Finch AJ, O'Donnell VB: The Biosynthesis of Enzymatically Oxidized Lipids. Front Endocrinol (Lausanne). 2020 Nov 19;11:591819. doi: 10.3389/fendo.2020.591819. eCollection 2020. [PubMed:33329396 ]

Showing metabocard for MG(0:0/18:1(12Z)-2OH(9,10)/0:0) (HMDB0260542)

MOL for HMDB0260542 (MG(0:0/18:1(12Z)-2OH(9,10)/0:0))

3D MOL for HMDB0260542 (MG(0:0/18:1(12Z)-2OH(9,10)/0:0))

3D SDF for HMDB0260542 (MG(0:0/18:1(12Z)-2OH(9,10)/0:0))

3D-SDF for HMDB0260542 (MG(0:0/18:1(12Z)-2OH(9,10)/0:0))

PDB for HMDB0260542 (MG(0:0/18:1(12Z)-2OH(9,10)/0:0))

3D PDB for HMDB0260542 (MG(0:0/18:1(12Z)-2OH(9,10)/0:0))

SMILES for HMDB0260542 (MG(0:0/18:1(12Z)-2OH(9,10)/0:0))

INCHI for HMDB0260542 (MG(0:0/18:1(12Z)-2OH(9,10)/0:0))

Structure for HMDB0260542 (MG(0:0/18:1(12Z)-2OH(9,10)/0:0))

3D Structure for HMDB0260542 (MG(0:0/18:1(12Z)-2OH(9,10)/0:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra