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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-09-12 01:53:45 UTC

Update Date

2022-11-30 19:53:45 UTC

HMDB ID

HMDB0260510

Secondary Accession Numbers

None

Metabolite Identification

Common Name

MG(PGD1/0:0/0:0)

Description

MG(PGD1/0:0/0:0) 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


  Mrv1652309122103542D          

 30 30  0  0  1  0            999 V2000
    6.0409   -0.6271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -0.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1830   -0.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4685   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540   -0.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.8646    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7070   -2.3495    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4916   -2.0945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -3.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6271   -3.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1421   -3.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3721   -2.3495    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4125   -2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5840   -1.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3686   -1.0326    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9817   -1.5847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5402   -0.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3248    0.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4963    0.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2809    1.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4525    1.8982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7553   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -0.6271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1843   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8987   -0.6271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698    0.1979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  1 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  1  0  0  0
M  END

HMDB0260510
     RDKit          3D
MG(PGD1/0:0/0:0)
 70 70  0  0  0  0  0  0  0  0999 V2000
    9.2293    0.6308    0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3365   -0.5893    0.7392 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2274   -0.4724   -0.3034 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4748    0.7898   -0.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8600    0.8738    1.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.1870    1.5275 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3542   -1.4660    1.4677 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7813   -0.1220    0.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5755    0.3642    0.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5963    0.3928   -0.3939 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1456   -0.3011   -1.5738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7537    0.2227   -2.4760 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8220   -1.7285   -1.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347   -1.7266   -0.6574 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4470   -2.2065   -1.5138 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3123   -0.3859   -0.0880 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7839    0.4416   -0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728   -0.0898   -0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1269    0.8430   -1.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1408    2.1965   -0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6410    2.3024    0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0769    1.9978    0.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5427    0.6609    0.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9588   -0.3208    1.0919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5934    0.4241   -0.2760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0565   -0.8228   -0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6490   -1.5877    0.5123 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8369   -1.8710    1.5692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8918   -0.9071    1.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7835   -0.5770    0.0564 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1772    0.9402   -0.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9185    1.3774    1.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2747    0.2722    0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9064   -1.5282    0.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9272   -0.6285    1.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6061   -1.3711   -0.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7342   -0.4182   -1.3266 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1882    1.6548   -0.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7117    0.9001   -0.8910 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6183    0.8754    2.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3023    1.8653    1.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3410    0.0079    2.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6268   -2.1380    1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0783   -0.4938   -0.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3721    0.7241    1.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3734    1.4661   -0.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6818   -2.2070   -2.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6240   -2.2869   -0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6774   -2.4767    0.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3361   -1.9634   -2.4474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1522   -0.4153    1.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5184    0.6421   -1.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7312    1.4239   -0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4381   -0.0616    0.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3215   -1.1398   -0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6775    1.0234   -2.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1255    0.3812   -1.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7509    2.9147   -1.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1083    2.6482   -0.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3851    3.3383    1.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0511    1.6113    1.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3299    2.1986    2.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7224    2.7591    0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7730   -0.7836   -1.4912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1945   -1.4468   -1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0319   -2.5792    0.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1553   -2.6715    2.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3750   -1.6097    1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6299    0.0164    1.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7798    0.4000   -0.0906 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  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 16 10  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  1
  7 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  6
 13 47  1  0
 13 48  1  0
 14 49  1  1
 15 50  1  0
 16 51  1  1
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 26 64  1  0
 26 65  1  0
 27 66  1  6
 28 67  1  0
 29 68  1  0
 29 69  1  0
 30 70  1  0
M  END


  Mrv1652309122103542D          

 30 30  0  0  1  0            999 V2000
    6.0409   -0.6271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -0.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1830   -0.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4685   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540   -0.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.8646    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7070   -2.3495    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4916   -2.0945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -3.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6271   -3.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1421   -3.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3721   -2.3495    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4125   -2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5840   -1.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3686   -1.0326    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9817   -1.5847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5402   -0.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3248    0.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4963    0.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2809    1.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4525    1.8982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7553   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -0.6271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1843   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8987   -0.6271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698    0.1979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  1 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0260510

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[C@H](O)\C=C\[C@@H]1[C@@H](CCCCCCC(=O)OC[C@@H](O)CO)[C@@H](O)CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H40O7/c1-2-3-6-9-17(25)12-13-20-19(21(27)14-22(20)28)10-7-4-5-8-11-23(29)30-16-18(26)15-24/h12-13,17-21,24-27H,2-11,14-16H2,1H3/b13-12+/t17-,18-,19+,20+,21-/m0/s1

> <INCHI_KEY>
GBBWVVWURXFUIW-KYDUUGMDSA-N

> <FORMULA>
C23H40O7

> <MOLECULAR_WEIGHT>
428.566

> <EXACT_MASS>
428.277403628

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
49.9312862218831

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2,3-dihydroxypropyl 7-[(1R,2R,5S)-5-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-3-oxocyclopentyl]heptanoate

> <ALOGPS_LOGP>
2.24

> <JCHEM_LOGP>
2.412648895666667

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.275999245633475

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.516631943102094

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5973958853176788

> <JCHEM_POLAR_SURFACE_AREA>
124.29

> <JCHEM_REFRACTIVITY>
115.34239999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2,3-dihydroxypropyl 7-[(1R,2R,5S)-5-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-3-oxocyclopentyl]heptanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0260510
     RDKit          3D
MG(PGD1/0:0/0:0)
 70 70  0  0  0  0  0  0  0  0999 V2000
    9.2293    0.6308    0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3365   -0.5893    0.7392 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2274   -0.4724   -0.3034 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4748    0.7898   -0.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8600    0.8738    1.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.1870    1.5275 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3542   -1.4660    1.4677 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7813   -0.1220    0.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5755    0.3642    0.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5963    0.3928   -0.3939 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1456   -0.3011   -1.5738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7537    0.2227   -2.4760 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8220   -1.7285   -1.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347   -1.7266   -0.6574 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4470   -2.2065   -1.5138 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3123   -0.3859   -0.0880 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7839    0.4416   -0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728   -0.0898   -0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1269    0.8430   -1.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1408    2.1965   -0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6410    2.3024    0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0769    1.9978    0.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5427    0.6609    0.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9588   -0.3208    1.0919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5934    0.4241   -0.2760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0565   -0.8228   -0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6490   -1.5877    0.5123 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8369   -1.8710    1.5692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8918   -0.9071    1.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7835   -0.5770    0.0564 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1772    0.9402   -0.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9185    1.3774    1.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2747    0.2722    0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9064   -1.5282    0.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9272   -0.6285    1.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6061   -1.3711   -0.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7342   -0.4182   -1.3266 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1882    1.6548   -0.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7117    0.9001   -0.8910 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6183    0.8754    2.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3023    1.8653    1.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3410    0.0079    2.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6268   -2.1380    1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0783   -0.4938   -0.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3721    0.7241    1.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3734    1.4661   -0.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6818   -2.2070   -2.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6240   -2.2869   -0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6774   -2.4767    0.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3361   -1.9634   -2.4474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1522   -0.4153    1.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5184    0.6421   -1.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7312    1.4239   -0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4381   -0.0616    0.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3215   -1.1398   -0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6775    1.0234   -2.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1255    0.3812   -1.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7509    2.9147   -1.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1083    2.6482   -0.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3851    3.3383    1.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0511    1.6113    1.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3299    2.1986    2.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7224    2.7591    0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7730   -0.7836   -1.4912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1945   -1.4468   -1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0319   -2.5792    0.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1553   -2.6715    2.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3750   -1.6097    1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6299    0.0164    1.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7798    0.4000   -0.0906 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  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 16 10  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  1
  7 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  6
 13 47  1  0
 13 48  1  0
 14 49  1  1
 15 50  1  0
 16 51  1  1
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 26 64  1  0
 26 65  1  0
 27 66  1  6
 28 67  1  0
 29 68  1  0
 29 69  1  0
 30 70  1  0
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  O   UNK     0      11.276  -1.171   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       9.943  -1.941   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.943  -3.481   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       8.609  -1.171   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.275  -1.941   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.942  -1.171   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.608  -1.941   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.274  -1.171   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.941  -1.941   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.941  -3.481   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.186  -4.386   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.651  -3.910   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.711  -5.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.171  -5.850   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.265  -7.096   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.695  -4.386   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.770  -3.910   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.090  -2.403   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.555  -1.928   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.699  -2.958   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.875  -0.421   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.340   0.055   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.660   1.561   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.124   2.037   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.445   3.543   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.610  -1.941   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.944  -1.171   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.277  -1.941   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      16.611  -1.171   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      13.944   0.369   0.000  0.00  0.00           O+0
CONECT    1    2   26                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   10   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26    1   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   60    0
END

COMPND    HMDB0260510
HETATM    1  C1  UNL     1       9.229   0.631   0.562  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.337  -0.589   0.739  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.227  -0.472  -0.303  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.475   0.790  -0.062  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.860   0.874   1.278  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.842  -0.187   1.528  1.00  0.00           C  
HETATM    7  O1  UNL     1       5.354  -1.466   1.468  1.00  0.00           O  
HETATM    8  C7  UNL     1       3.781  -0.122   0.462  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.576   0.364   0.696  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.596   0.393  -0.394  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.146  -0.301  -1.574  1.00  0.00           C  
HETATM   12  O2  UNL     1       2.754   0.223  -2.476  1.00  0.00           O  
HETATM   13  C11 UNL     1       1.822  -1.728  -1.451  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.535  -1.727  -0.657  1.00  0.00           C  
HETATM   15  O3  UNL     1      -0.447  -2.207  -1.514  1.00  0.00           O  
HETATM   16  C13 UNL     1       0.312  -0.386  -0.088  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.784   0.442  -0.699  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.173  -0.090  -0.541  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.127   0.843  -1.240  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.141   2.196  -0.627  1.00  0.00           C  
HETATM   21  C18 UNL     1      -3.641   2.302   0.777  1.00  0.00           C  
HETATM   22  C19 UNL     1      -5.077   1.998   0.932  1.00  0.00           C  
HETATM   23  C20 UNL     1      -5.543   0.661   0.584  1.00  0.00           C  
HETATM   24  O4  UNL     1      -4.959  -0.321   1.092  1.00  0.00           O  
HETATM   25  O5  UNL     1      -6.593   0.424  -0.276  1.00  0.00           O  
HETATM   26  C21 UNL     1      -7.057  -0.823  -0.615  1.00  0.00           C  
HETATM   27  C22 UNL     1      -7.649  -1.588   0.512  1.00  0.00           C  
HETATM   28  O6  UNL     1      -6.837  -1.871   1.569  1.00  0.00           O  
HETATM   29  C23 UNL     1      -8.892  -0.907   1.067  1.00  0.00           C  
HETATM   30  O7  UNL     1      -9.784  -0.577   0.056  1.00  0.00           O  
HETATM   31  H1  UNL     1       9.177   0.940  -0.484  1.00  0.00           H  
HETATM   32  H2  UNL     1       8.918   1.377   1.298  1.00  0.00           H  
HETATM   33  H3  UNL     1      10.275   0.272   0.780  1.00  0.00           H  
HETATM   34  H4  UNL     1       8.906  -1.528   0.505  1.00  0.00           H  
HETATM   35  H5  UNL     1       7.927  -0.628   1.760  1.00  0.00           H  
HETATM   36  H6  UNL     1       6.606  -1.371  -0.299  1.00  0.00           H  
HETATM   37  H7  UNL     1       7.734  -0.418  -1.327  1.00  0.00           H  
HETATM   38  H8  UNL     1       7.188   1.655  -0.238  1.00  0.00           H  
HETATM   39  H9  UNL     1       5.712   0.900  -0.891  1.00  0.00           H  
HETATM   40  H10 UNL     1       6.618   0.875   2.102  1.00  0.00           H  
HETATM   41  H11 UNL     1       5.302   1.865   1.326  1.00  0.00           H  
HETATM   42  H12 UNL     1       4.341   0.008   2.520  1.00  0.00           H  
HETATM   43  H13 UNL     1       4.627  -2.138   1.391  1.00  0.00           H  
HETATM   44  H14 UNL     1       4.078  -0.494  -0.519  1.00  0.00           H  
HETATM   45  H15 UNL     1       2.372   0.724   1.711  1.00  0.00           H  
HETATM   46  H16 UNL     1       1.373   1.466  -0.608  1.00  0.00           H  
HETATM   47  H17 UNL     1       1.682  -2.207  -2.458  1.00  0.00           H  
HETATM   48  H18 UNL     1       2.624  -2.287  -0.906  1.00  0.00           H  
HETATM   49  H19 UNL     1       0.677  -2.477   0.166  1.00  0.00           H  
HETATM   50  H20 UNL     1      -0.336  -1.963  -2.447  1.00  0.00           H  
HETATM   51  H21 UNL     1       0.152  -0.415   1.016  1.00  0.00           H  
HETATM   52  H22 UNL     1      -0.518   0.642  -1.752  1.00  0.00           H  
HETATM   53  H23 UNL     1      -0.731   1.424  -0.146  1.00  0.00           H  
HETATM   54  H24 UNL     1      -2.438  -0.062   0.559  1.00  0.00           H  
HETATM   55  H25 UNL     1      -2.322  -1.140  -0.824  1.00  0.00           H  
HETATM   56  H26 UNL     1      -2.677   1.023  -2.289  1.00  0.00           H  
HETATM   57  H27 UNL     1      -4.125   0.381  -1.386  1.00  0.00           H  
HETATM   58  H28 UNL     1      -3.751   2.915  -1.295  1.00  0.00           H  
HETATM   59  H29 UNL     1      -2.108   2.648  -0.700  1.00  0.00           H  
HETATM   60  H30 UNL     1      -3.385   3.338   1.172  1.00  0.00           H  
HETATM   61  H31 UNL     1      -3.051   1.611   1.450  1.00  0.00           H  
HETATM   62  H32 UNL     1      -5.330   2.199   2.028  1.00  0.00           H  
HETATM   63  H33 UNL     1      -5.722   2.759   0.385  1.00  0.00           H  
HETATM   64  H34 UNL     1      -7.773  -0.784  -1.491  1.00  0.00           H  
HETATM   65  H35 UNL     1      -6.194  -1.447  -1.005  1.00  0.00           H  
HETATM   66  H36 UNL     1      -8.032  -2.579   0.127  1.00  0.00           H  
HETATM   67  H37 UNL     1      -7.155  -2.671   2.051  1.00  0.00           H  
HETATM   68  H38 UNL     1      -9.375  -1.610   1.770  1.00  0.00           H  
HETATM   69  H39 UNL     1      -8.630   0.016   1.622  1.00  0.00           H  
HETATM   70  H40 UNL     1      -9.780   0.400  -0.091  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7    8   42
CONECT    7   43
CONECT    8    9    9   44
CONECT    9   10   45
CONECT   10   11   16   46
CONECT   11   12   12   13
CONECT   13   14   47   48
CONECT   14   15   16   49
CONECT   15   50
CONECT   16   17   51
CONECT   17   18   52   53
CONECT   18   19   54   55
CONECT   19   20   56   57
CONECT   20   21   58   59
CONECT   21   22   60   61
CONECT   22   23   62   63
CONECT   23   24   24   25
CONECT   25   26
CONECT   26   27   64   65
CONECT   27   28   29   66
CONECT   28   67
CONECT   29   30   68   69
CONECT   30   70
END

HMDB0260510
     RDKit          3D
MG(PGD1/0:0/0:0)
 70 70  0  0  0  0  0  0  0  0999 V2000
    9.2293    0.6308    0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3365   -0.5893    0.7392 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2274   -0.4724   -0.3034 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4748    0.7898   -0.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8600    0.8738    1.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.1870    1.5275 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3542   -1.4660    1.4677 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7813   -0.1220    0.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5755    0.3642    0.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5963    0.3928   -0.3939 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1456   -0.3011   -1.5738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7537    0.2227   -2.4760 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8220   -1.7285   -1.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347   -1.7266   -0.6574 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4470   -2.2065   -1.5138 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3123   -0.3859   -0.0880 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7839    0.4416   -0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728   -0.0898   -0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1269    0.8430   -1.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1408    2.1965   -0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6410    2.3024    0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0769    1.9978    0.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5427    0.6609    0.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9588   -0.3208    1.0919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5934    0.4241   -0.2760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0565   -0.8228   -0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6490   -1.5877    0.5123 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8369   -1.8710    1.5692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8918   -0.9071    1.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7835   -0.5770    0.0564 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1772    0.9402   -0.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9185    1.3774    1.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2747    0.2722    0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9064   -1.5282    0.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9272   -0.6285    1.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6061   -1.3711   -0.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7342   -0.4182   -1.3266 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1882    1.6548   -0.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7117    0.9001   -0.8910 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6183    0.8754    2.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3023    1.8653    1.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3410    0.0079    2.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6268   -2.1380    1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0783   -0.4938   -0.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3721    0.7241    1.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3734    1.4661   -0.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6818   -2.2070   -2.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6240   -2.2869   -0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6774   -2.4767    0.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3361   -1.9634   -2.4474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1522   -0.4153    1.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5184    0.6421   -1.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7312    1.4239   -0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4381   -0.0616    0.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3215   -1.1398   -0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6775    1.0234   -2.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1255    0.3812   -1.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7509    2.9147   -1.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1083    2.6482   -0.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3851    3.3383    1.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0511    1.6113    1.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3299    2.1986    2.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7224    2.7591    0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7730   -0.7836   -1.4912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1945   -1.4468   -1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0319   -2.5792    0.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1553   -2.6715    2.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3750   -1.6097    1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6299    0.0164    1.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7798    0.4000   -0.0906 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  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 16 10  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  1
  7 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  6
 13 47  1  0
 13 48  1  0
 14 49  1  1
 15 50  1  0
 16 51  1  1
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 26 64  1  0
 26 65  1  0
 27 66  1  6
 28 67  1  0
 29 68  1  0
 29 69  1  0
 30 70  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S)-2,3-Dihydroxypropyl 7-[(1R,2R,5S)-5-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-3-oxocyclopentyl]heptanoic acid	Generator

Chemical Formula

C₂₃H₄₀O₇

Average Molecular Weight

428.566

Monoisotopic Molecular Weight

428.277403628

IUPAC Name

(2S)-2,3-dihydroxypropyl 7-[(1R,2R,5S)-5-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-3-oxocyclopentyl]heptanoate

Traditional Name

(2S)-2,3-dihydroxypropyl 7-[(1R,2R,5S)-5-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-3-oxocyclopentyl]heptanoate

CAS Registry Number

Not Available

SMILES

CCCCC[C@H](O)\C=C\[C@@H]1[C@@H](CCCCCCC(=O)OC[C@@H](O)CO)[C@@H](O)CC1=O

InChI Identifier

InChI=1S/C23H40O7/c1-2-3-6-9-17(25)12-13-20-19(21(27)14-22(20)28)10-7-4-5-8-11-23(29)30-16-18(26)15-24/h12-13,17-21,24-27H,2-11,14-16H2,1H3/b13-12+/t17-,18-,19+,20+,21-/m0/s1

InChI Key

GBBWVVWURXFUIW-KYDUUGMDSA-N

Chemical Taxonomy

Classification

Not classified

Ontology

Not Available

Not Available

Not Available

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	2.24	ALOGPS
logP	2.41	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	13.52	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	115.34 m³·mol⁻¹	ChemAxon
Polarizability	49.93 Å³	ChemAxon
Number of Rings	1	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]+	211.098	32859911
AllCCS	[M+H-H2O]+	209.086	32859911
AllCCS	[M+Na]+	213.467	32859911
AllCCS	[M+NH4]+	212.942	32859911
AllCCS	[M-H]-	206.769	32859911
AllCCS	[M+Na-2H]-	208.706	32859911
AllCCS	[M+HCOO]-	210.997	32859911
DeepCCS	[M+H]+	212.639	30932474
DeepCCS	[M-H]-	210.243	30932474
DeepCCS	[M-2H]-	243.127	30932474
DeepCCS	[M+Na]+	218.551	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
MG(PGD1/0:0/0:0)	CCCCC[C@H](O)\C=C\[C@@H]1[C@@H](CCCCCCC(=O)OC[C@@H](O)CO)[C@@H](O)CC1=O	4428.7	Standard polar	33892256
MG(PGD1/0:0/0:0)	CCCCC[C@H](O)\C=C\[C@@H]1[C@@H](CCCCCCC(=O)OC[C@@H](O)CO)[C@@H](O)CC1=O	3200.2	Standard non polar	33892256
MG(PGD1/0:0/0:0)	CCCCC[C@H](O)\C=C\[C@@H]1[C@@H](CCCCCCC(=O)OC[C@@H](O)CO)[C@@H](O)CC1=O	3407.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
MG(PGD1/0:0/0:0),5TMS,isomer #1	CCCCC[C@@H](/C=C/C1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)OC[C@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3374.8	Semi standard non polar	33892256
MG(PGD1/0:0/0:0),5TMS,isomer #1	CCCCC[C@@H](/C=C/C1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)OC[C@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3128.4	Standard non polar	33892256
MG(PGD1/0:0/0:0),5TMS,isomer #1	CCCCC[C@@H](/C=C/C1=C(O[Si](C)(C)C)C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)OC[C@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3511.4	Standard polar	33892256
MG(PGD1/0:0/0:0),5TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)OC[C@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3333.7	Semi standard non polar	33892256
MG(PGD1/0:0/0:0),5TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)OC[C@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2986.9	Standard non polar	33892256
MG(PGD1/0:0/0:0),5TMS,isomer #2	CCCCC[C@@H](/C=C/[C@H]1C(O[Si](C)(C)C)=C[C@H](O[Si](C)(C)C)[C@@H]1CCCCCCC(=O)OC[C@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3546.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (Non-derivatized) - 70eV, Positive	splash10-08fr-9027200000-dcd542f53d6ee57743a6	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - MG(PGD1/0:0/0:0) GC-MS (TMS_3_3) - 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

Not Available

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(PGD1/0:0/0:0) (HMDB0260510)

MOL for HMDB0260510 (MG(PGD1/0:0/0:0))

3D MOL for HMDB0260510 (MG(PGD1/0:0/0:0))

3D SDF for HMDB0260510 (MG(PGD1/0:0/0:0))

3D-SDF for HMDB0260510 (MG(PGD1/0:0/0:0))

PDB for HMDB0260510 (MG(PGD1/0:0/0:0))

3D PDB for HMDB0260510 (MG(PGD1/0:0/0:0))

SMILES for HMDB0260510 (MG(PGD1/0:0/0:0))

INCHI for HMDB0260510 (MG(PGD1/0:0/0:0))

Structure for HMDB0260510 (MG(PGD1/0:0/0:0))

3D Structure for HMDB0260510 (MG(PGD1/0:0/0:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra