Hmdb loader

Showing metabocard for MG(0:0/18:1(9Z)-O(12,13)/0:0) (HMDB0260544)

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Record Information
Version5.0
StatusPredicted
Creation Date2021-09-12 01:56:27 UTC
Update Date2022-11-30 19:53:46 UTC
HMDB IDHMDB0260544
Secondary Accession NumbersNone
Metabolite Identification
Common NameMG(0:0/18:1(9Z)-O(12,13)/0:0)
DescriptionMG(0:0/18:1(9Z)-O(12,13)/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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0260544 (MG(0:0/18:1(9Z)-O(12,13)/0:0))

MG(0:0/18:1(9Z)-O(12,13)/0:0)
  Mrv1652309122103562D          

 26 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  0  0  0  0  0  0  0  0  0  0
   15.9310   -8.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2169   -8.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5027   -8.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5027   -9.3296    0.0000 O   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  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
Download

3D MOL for HMDB0260544 (MG(0:0/18:1(9Z)-O(12,13)/0:0))

HMDB0260544
     RDKit          3D
MG(0:0/18:1(9Z)-O(12,13)/0:0)
 64 64  0  0  0  0  0  0  0  0999 V2000
    7.9440    0.3127    0.7785 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8676   -1.1321    0.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4808   -1.3158   -1.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2276   -1.1262   -1.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3289    0.0347   -1.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4658    0.3221   -0.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0277    0.5501    0.7554 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4366    1.6835    0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2126    2.2637    0.6957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667    1.4983    1.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7285    0.8920    2.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6651    0.9134    1.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2933   -0.4689    0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7672   -0.3368   -0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9833    0.3352    0.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0664    0.4814   -0.9741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5531   -0.8066   -1.5370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1476   -1.7180   -0.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2613   -1.0291    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1836   -0.5521    1.3464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4851   -0.8513   -0.4498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5687   -0.1918    0.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8390   -0.9551    0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6222   -2.1478    0.9345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8120    1.0864   -0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8718    1.8283   -0.1255 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0567    0.5776    0.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5118    0.5294    1.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5395    1.0096   -0.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2401   -1.7210    1.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9066   -1.5704    0.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7776   -2.4394   -1.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2900   -0.7457   -1.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3302   -1.4840   -2.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5404   -2.0276   -1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9315    0.9834   -1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6786   -0.0374   -2.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4357   -0.1842   -0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1957    2.4049   -0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5144    3.3004    1.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4226    2.4614   -0.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6458    1.4580    2.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5049    0.3193    2.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2529    1.2961    1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7612    1.5512    0.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1619   -0.9600    0.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0092   -1.1212    1.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3682    0.3239   -1.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0024   -1.3145   -0.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4106   -0.1807    0.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7626    1.3926    0.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9291    0.9908   -0.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7217    1.1480   -1.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2648   -0.6294   -2.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7321   -1.4125   -2.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695   -2.0713    0.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5159   -2.6342   -1.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3047    0.1322    1.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5476   -0.3549    0.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3367   -1.1033   -0.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8891   -1.9715    1.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8783    1.7074   -0.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0299    0.7815   -1.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5039    2.0253   -0.8658 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
  8  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  0
 25 62  1  0
 25 63  1  0
 26 64  1  0
M  END
Download

3D SDF for HMDB0260544 (MG(0:0/18:1(9Z)-O(12,13)/0:0))

MG(0:0/18:1(9Z)-O(12,13)/0:0)
  Mrv1652309122103562D          

 26 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  0  0  0  0  0  0  0  0  0  0
   15.9310   -8.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2169   -8.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5027   -8.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5027   -9.3296    0.0000 O   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  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0260544

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC1OC1C\C=C/CCCCCCCC(=O)OC(CO)CO

> <INCHI_IDENTIFIER>
InChI=1S/C21H38O5/c1-2-3-10-13-19-20(26-19)14-11-8-6-4-5-7-9-12-15-21(24)25-18(16-22)17-23/h8,11,18-20,22-23H,2-7,9-10,12-17H2,1H3/b11-8-

> <INCHI_KEY>
NNSJKDWOQYJXQL-FLIBITNWSA-N

> <FORMULA>
C21H38O5

> <MOLECULAR_WEIGHT>
370.53

> <EXACT_MASS>
370.271924324

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
45.03456340414061

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3-dihydroxypropan-2-yl (9Z)-11-(3-pentyloxiran-2-yl)undec-9-enoate

> <ALOGPS_LOGP>
4.74

> <JCHEM_LOGP>
4.309336991333334

> <ALOGPS_LOGS>
-4.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.979619369539545

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.278372843553583

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9827691981262365

> <JCHEM_POLAR_SURFACE_AREA>
79.28999999999999

> <JCHEM_REFRACTIVITY>
103.94699999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.71e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3-dihydroxypropan-2-yl (9Z)-11-(3-pentyloxiran-2-yl)undec-9-enoate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0260544 (MG(0:0/18:1(9Z)-O(12,13)/0:0))

HMDB0260544
     RDKit          3D
MG(0:0/18:1(9Z)-O(12,13)/0:0)
 64 64  0  0  0  0  0  0  0  0999 V2000
    7.9440    0.3127    0.7785 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8676   -1.1321    0.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4808   -1.3158   -1.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2276   -1.1262   -1.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3289    0.0347   -1.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4658    0.3221   -0.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0277    0.5501    0.7554 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4366    1.6835    0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2126    2.2637    0.6957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667    1.4983    1.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7285    0.8920    2.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6651    0.9134    1.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2933   -0.4689    0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7672   -0.3368   -0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9833    0.3352    0.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0664    0.4814   -0.9741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5531   -0.8066   -1.5370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1476   -1.7180   -0.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2613   -1.0291    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1836   -0.5521    1.3464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4851   -0.8513   -0.4498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5687   -0.1918    0.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8390   -0.9551    0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6222   -2.1478    0.9345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8120    1.0864   -0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8718    1.8283   -0.1255 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0567    0.5776    0.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5118    0.5294    1.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5395    1.0096   -0.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2401   -1.7210    1.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9066   -1.5704    0.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7776   -2.4394   -1.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2900   -0.7457   -1.6823 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3302   -1.4840   -2.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5404   -2.0276   -1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9315    0.9834   -1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6786   -0.0374   -2.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4357   -0.1842   -0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1957    2.4049   -0.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5144    3.3004    1.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4226    2.4614   -0.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6458    1.4580    2.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5049    0.3193    2.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2529    1.2961    1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7612    1.5512    0.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1619   -0.9600    0.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0092   -1.1212    1.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3682    0.3239   -1.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0024   -1.3145   -0.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4106   -0.1807    0.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7626    1.3926    0.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9291    0.9908   -0.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7217    1.1480   -1.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2648   -0.6294   -2.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7321   -1.4125   -2.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695   -2.0713    0.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5159   -2.6342   -1.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3047    0.1322    1.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5476   -0.3549    0.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3367   -1.1033   -0.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8891   -1.9715    1.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8783    1.7074   -0.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0299    0.7815   -1.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5039    2.0253   -0.8658 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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
  8  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 18 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  0
 25 62  1  0
 25 63  1  0
 26 64  1  0
M  END
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PDB for HMDB0260544 (MG(0:0/18:1(9Z)-O(12,13)/0:0))

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: MG(0:0/18:1(9Z)-O(12,13)/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  C   UNK     0      29.738 -15.975   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.405 -15.204   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      27.072 -15.975   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      27.072 -17.415   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      25.739 -15.204   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      24.406 -15.975   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      23.073 -15.204   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      21.740 -15.975   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      20.406 -15.204   0.000  0.00  0.00           C+0
HETATM   26  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                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19   21                                                       
CONECT   21   19   20   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END
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3D PDB for HMDB0260544 (MG(0:0/18:1(9Z)-O(12,13)/0:0))

COMPND    HMDB0260544
HETATM    1  C1  UNL     1       7.944   0.313   0.779  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.868  -1.132   0.356  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.481  -1.316  -1.030  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.228  -1.126  -1.689  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.329   0.035  -1.673  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.466   0.322  -0.510  1.00  0.00           C  
HETATM    7  O1  UNL     1       5.028   0.550   0.755  1.00  0.00           O  
HETATM    8  C7  UNL     1       4.437   1.684   0.002  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.213   2.264   0.696  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.867   1.498   1.895  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.728   0.892   2.067  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.665   0.913   1.065  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.293  -0.469   0.574  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.767  -0.337  -0.482  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.983   0.335   0.070  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.066   0.481  -0.974  1.00  0.00           C  
HETATM   17  C16 UNL     1      -3.553  -0.807  -1.537  1.00  0.00           C  
HETATM   18  C17 UNL     1      -4.148  -1.718  -0.485  1.00  0.00           C  
HETATM   19  C18 UNL     1      -5.261  -1.029   0.175  1.00  0.00           C  
HETATM   20  O2  UNL     1      -5.184  -0.552   1.346  1.00  0.00           O  
HETATM   21  O3  UNL     1      -6.485  -0.851  -0.450  1.00  0.00           O  
HETATM   22  C19 UNL     1      -7.569  -0.192   0.168  1.00  0.00           C  
HETATM   23  C20 UNL     1      -8.839  -0.955   0.214  1.00  0.00           C  
HETATM   24  O4  UNL     1      -8.622  -2.148   0.934  1.00  0.00           O  
HETATM   25  C21 UNL     1      -7.812   1.086  -0.652  1.00  0.00           C  
HETATM   26  O5  UNL     1      -8.872   1.828  -0.125  1.00  0.00           O  
HETATM   27  H1  UNL     1       9.057   0.578   0.792  1.00  0.00           H  
HETATM   28  H2  UNL     1       7.512   0.529   1.758  1.00  0.00           H  
HETATM   29  H3  UNL     1       7.540   1.010  -0.012  1.00  0.00           H  
HETATM   30  H4  UNL     1       7.240  -1.721   1.090  1.00  0.00           H  
HETATM   31  H5  UNL     1       8.907  -1.570   0.530  1.00  0.00           H  
HETATM   32  H6  UNL     1       7.778  -2.439  -1.274  1.00  0.00           H  
HETATM   33  H7  UNL     1       8.290  -0.746  -1.682  1.00  0.00           H  
HETATM   34  H8  UNL     1       6.330  -1.484  -2.820  1.00  0.00           H  
HETATM   35  H9  UNL     1       5.540  -2.028  -1.357  1.00  0.00           H  
HETATM   36  H10 UNL     1       5.931   0.983  -1.935  1.00  0.00           H  
HETATM   37  H11 UNL     1       4.679  -0.037  -2.620  1.00  0.00           H  
HETATM   38  H12 UNL     1       3.436  -0.184  -0.483  1.00  0.00           H  
HETATM   39  H13 UNL     1       5.196   2.405  -0.339  1.00  0.00           H  
HETATM   40  H14 UNL     1       3.514   3.300   1.064  1.00  0.00           H  
HETATM   41  H15 UNL     1       2.423   2.461  -0.026  1.00  0.00           H  
HETATM   42  H16 UNL     1       3.646   1.458   2.681  1.00  0.00           H  
HETATM   43  H17 UNL     1       1.505   0.319   2.997  1.00  0.00           H  
HETATM   44  H18 UNL     1      -0.253   1.296   1.626  1.00  0.00           H  
HETATM   45  H19 UNL     1       0.761   1.551   0.209  1.00  0.00           H  
HETATM   46  H20 UNL     1       1.162  -0.960   0.085  1.00  0.00           H  
HETATM   47  H21 UNL     1      -0.009  -1.121   1.408  1.00  0.00           H  
HETATM   48  H22 UNL     1      -0.368   0.324  -1.311  1.00  0.00           H  
HETATM   49  H23 UNL     1      -1.002  -1.315  -0.964  1.00  0.00           H  
HETATM   50  H24 UNL     1      -2.411  -0.181   0.945  1.00  0.00           H  
HETATM   51  H25 UNL     1      -1.763   1.393   0.400  1.00  0.00           H  
HETATM   52  H26 UNL     1      -3.929   0.991  -0.479  1.00  0.00           H  
HETATM   53  H27 UNL     1      -2.722   1.148  -1.781  1.00  0.00           H  
HETATM   54  H28 UNL     1      -4.265  -0.629  -2.363  1.00  0.00           H  
HETATM   55  H29 UNL     1      -2.732  -1.412  -2.007  1.00  0.00           H  
HETATM   56  H30 UNL     1      -3.370  -2.071   0.203  1.00  0.00           H  
HETATM   57  H31 UNL     1      -4.516  -2.634  -1.039  1.00  0.00           H  
HETATM   58  H32 UNL     1      -7.305   0.132   1.215  1.00  0.00           H  
HETATM   59  H33 UNL     1      -9.548  -0.355   0.863  1.00  0.00           H  
HETATM   60  H34 UNL     1      -9.337  -1.103  -0.740  1.00  0.00           H  
HETATM   61  H35 UNL     1      -7.889  -1.972   1.604  1.00  0.00           H  
HETATM   62  H36 UNL     1      -6.878   1.707  -0.565  1.00  0.00           H  
HETATM   63  H37 UNL     1      -8.030   0.781  -1.696  1.00  0.00           H  
HETATM   64  H38 UNL     1      -9.504   2.025  -0.866  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6   36   37
CONECT    6    7    8   38
CONECT    7    8
CONECT    8    9   39
CONECT    9   10   40   41
CONECT   10   11   11   42
CONECT   11   12   43
CONECT   12   13   44   45
CONECT   13   14   46   47
CONECT   14   15   48   49
CONECT   15   16   50   51
CONECT   16   17   52   53
CONECT   17   18   54   55
CONECT   18   19   56   57
CONECT   19   20   20   21
CONECT   21   22
CONECT   22   23   25   58
CONECT   23   24   59   60
CONECT   24   61
CONECT   25   26   62   63
CONECT   26   64
END
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SMILES for HMDB0260544 (MG(0:0/18:1(9Z)-O(12,13)/0:0))

CCCCCC1OC1C\C=C/CCCCCCCC(=O)OC(CO)CO
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INCHI for HMDB0260544 (MG(0:0/18:1(9Z)-O(12,13)/0:0))

InChI=1S/C21H38O5/c1-2-3-10-13-19-20(26-19)14-11-8-6-4-5-7-9-12-15-21(24)25-18(16-22)17-23/h8,11,18-20,22-23H,2-7,9-10,12-17H2,1H3/b11-8-
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View in JSmolView Stereo Labels
Synonyms
ValueSource
1,3-Dihydroxypropan-2-yl (9Z)-11-(3-pentyloxiran-2-yl)undec-9-enoic acidGenerator
Chemical FormulaC21H38O5
Average Molecular Weight370.53
Monoisotopic Molecular Weight370.271924324
IUPAC Name1,3-dihydroxypropan-2-yl (9Z)-11-(3-pentyloxiran-2-yl)undec-9-enoate
Traditional Name1,3-dihydroxypropan-2-yl (9Z)-11-(3-pentyloxiran-2-yl)undec-9-enoate
CAS Registry NumberNot Available
SMILES
CCCCCC1OC1C\C=C/CCCCCCCC(=O)OC(CO)CO
InChI Identifier
InChI=1S/C21H38O5/c1-2-3-10-13-19-20(26-19)14-11-8-6-4-5-7-9-12-15-21(24)25-18(16-22)17-23/h8,11,18-20,22-23H,2-7,9-10,12-17H2,1H3/b11-8-
InChI KeyNNSJKDWOQYJXQL-FLIBITNWSA-N
Chemical Taxonomy
ClassificationNot classified
Ontology
Physiological effectNot Available
DispositionNot Available
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP4.74ALOGPS
logP4.31ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)14.28ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area79.29 ŲChemAxon
Rotatable Bond Count18ChemAxon
Refractivity103.95 m³·mol⁻¹ChemAxon
Polarizability45.03 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+199.87232859911
AllCCS[M+H-H2O]+197.50632859911
AllCCS[M+Na]+202.67532859911
AllCCS[M+NH4]+202.05132859911
AllCCS[M-H]-196.15932859911
AllCCS[M+Na-2H]-198.03632859911
AllCCS[M+HCOO]-200.25832859911
DeepCCS[M+H]+198.51930932474
DeepCCS[M-H]-196.16130932474
DeepCCS[M-2H]-229.04730932474
DeepCCS[M+Na]+204.68130932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
MG(0:0/18:1(9Z)-O(12,13)/0:0)CCCCCC1OC1C\C=C/CCCCCCCC(=O)OC(CO)CO2804.5Standard polar33892256
MG(0:0/18:1(9Z)-O(12,13)/0:0)CCCCCC1OC1C\C=C/CCCCCCCC(=O)OC(CO)CO2538.9Standard non polar33892256
MG(0:0/18:1(9Z)-O(12,13)/0:0)CCCCCC1OC1C\C=C/CCCCCCCC(=O)OC(CO)CO2760.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - MG(0:0/18:1(9Z)-O(12,13)/0:0) GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-9460000000-b757bd7376ff790db2d02021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - MG(0:0/18:1(9Z)-O(12,13)/0:0) GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - MG(0:0/18:1(9Z)-O(12,13)/0:0) GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - MG(0:0/18:1(9Z)-O(12,13)/0:0) GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - MG(0:0/18:1(9Z)-O(12,13)/0:0) GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - MG(0:0/18:1(9Z)-O(12,13)/0:0) GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]