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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-09-16 00:51:14 UTC

Update Date

2022-11-30 20:06:58 UTC

HMDB ID

HMDB0290013

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S))

Description

Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)) is an oxidized ceramide (Cer). As all ceramides, oxidized ceramides are members of the class of compounds known as sphingolipids (SPs), or glycosylceramides. SPs are lipids containing a backbone of sphingoid bases (e.g. sphingosine or sphinganine) that are often covalently bound to a fatty acid derivative through N-acylation. SPs are found in cell membranes, particularly in peripheral nerve cells and the cells found in the central nervous system (including the brain and spinal cord). Sphingolipids are extremely versatile molecules that have functions controlling fundamental cellular processes such as cell division, differentiation, and cell death. Impairments associated with sphingolipid metabolism are associated with many common human diseases such as diabetes, various cancers, microbial infections, diseases of the cardiovascular and respiratory systems, Alzheimer’s disease and other neurological syndromes. The biosynthesis and catabolism of sphingolipids involves a large number of intermediate metabolites where many different enzymes are involved. Simple sphingolipids, which include the sphingoid bases and ceramides, make up the early products of the sphingolipid synthetic pathways, while complex sphingolipids may be formed by the addition of head groups to the ceramide template (Wikipedia). In humans, ceramides are phosphorylated to ceramide phosphates (CerPs) through the action of a specific ceramide kinase (CerK). Ceramide phosphates are important metabolites of ceramides as they act as a mediators of the inflammatory response. Ceramides are also one of the hydrolysis byproducts of sphingomyelins (SMs) through the action of the enzyme sphingomyelin phosphodiesterase, which has been identified in the subcellular fractions of human epidermis (PMID: 25935) and many other tissues. Ceramides can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID: 14998372). Ceramides are key in the biosynthesis of glycosphingolipids and gangliosides. In terms of its appearance and structure, Cer(d18:1/22:1(13Z)) is a colorless solid that consists of an unsaturated 18-carbon sphingoid base with an attached unsaturated 13Z-docosenoyl fatty acid side chain. In most mammalian SPs, the 18-carbon sphingoid bases are predominant (PMID: 9759481).

Structure

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

Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S))
  Mrv1652309162102512D          

 46 45  0  0  1  0            999 V2000
   -2.3824    0.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6679    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.3554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.3554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9591    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0969    0.7716    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0969    1.5431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8110    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5251    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2392    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9534    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6675    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3816    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0957    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8099    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5240    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2381    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9522    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6663    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3804    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0945    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8086    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2236   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6518   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3660   -0.7679    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3660   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0801   -0.3549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0801    0.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7942   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5083   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2225   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9366   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6507   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4757   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1898   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9039   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6180   -0.3549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.6180    0.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3321   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0462   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7604   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4745   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.1886   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  1  0  0  0
  1  4  1  0  0  0  0
  1  6  1  0  0  0  0
  2  1  1  0  0  0  0
  4 23  1  0  0  0  0
  5  2  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  6  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END

HMDB0290013
     RDKit          3D
Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S))
112111  0  0  0  0  0  0  0  0999 V2000
  -16.7009    1.6859    0.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5100    2.5455    0.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8804    2.3227    1.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3820    0.9306    1.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3173    0.5398    0.8141 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9350   -0.8635    1.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9873   -1.5615    0.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5702   -1.1748    0.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1642    0.1655   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6222    0.2912   -0.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1235   -0.6097   -1.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6009   -0.5978   -1.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9512   -1.1070   -0.3201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4602   -1.1240   -0.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8268   -2.2723   -0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3969   -2.5468   -0.5811 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2575   -3.6532   -1.4554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6088   -1.4109   -1.2702 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1303   -1.1450   -2.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1173   -2.3551   -3.3929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2270   -1.9193   -1.4102 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6611   -1.7535   -0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2929   -1.1885    0.7067 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307   -2.2697   -0.4732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8049   -2.3720    0.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0696   -1.1530    1.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9171   -0.0940    0.8717 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1626   -0.6270    0.5332 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2249    0.9504    1.9536 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7926    0.2908    3.0664 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1579    2.0138    1.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4661    1.7837    1.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3695    2.8272    0.9808 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6900    2.6209    0.9363 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6562    3.6020    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9489    3.3416    0.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4666    2.0487    0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8025    1.8599    0.8632 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3896    0.5763    1.2769 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.4947   -0.0225    2.1830 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6783   -0.3550    0.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6416    0.1840   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9954    0.5161   -0.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8459    1.0255   -1.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9427   -0.0639   -2.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6384    0.7371    0.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.7131    1.4392   -1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.6650    2.2091    0.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.8038    3.6142    0.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7607    2.3723   -0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6637    2.5204    2.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0832    3.0812    1.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2141    0.2244    1.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8634    0.9397    2.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6931    0.6738   -0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4729    1.2211    0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5194   -0.8505    2.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8439   -1.5307    1.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4500   -1.6399   -0.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0147   -2.6715    0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0485   -1.9814   -0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0704   -1.3960    1.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5559    0.4052   -1.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4412    0.9789    0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1898    0.1204    0.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4945    1.3736   -0.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4236   -1.6570   -1.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5238   -0.2402   -2.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2060    0.4062   -1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3601   -1.3196   -2.3973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3490   -2.0716    0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1945   -0.3674    0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9140   -0.2159   -0.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5196   -3.1479   -0.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8790   -2.7965    0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7509   -4.4320   -1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6887   -0.5760   -0.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4202   -0.4885   -3.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1272   -0.7282   -2.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0623   -2.6710   -3.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361   -2.3787   -2.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992   -1.7810   -1.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9075   -3.3346   -0.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2948   -3.1032    1.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7879   -2.8810    0.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1674   -0.6504    1.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6476   -1.4588    2.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4044    0.3368    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9505   -1.2777   -0.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3012    1.4321    2.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0808    0.1767    3.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8111    2.9895    1.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8198    0.8017    1.7580 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0127    3.7894    0.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9765    1.6319    1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3454    4.6042    0.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6633    4.1196    0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8294    1.2485    1.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3944    2.6891    0.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3334    0.7053    1.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1658   -0.8914    1.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0019   -1.3643    0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6997   -0.4887   -0.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7805   -0.6151   -1.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1831    1.0482   -1.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4377   -0.3675    0.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.9901    1.3402    0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.8617    1.2642   -1.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4414    1.9804   -1.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.0016   -0.0845   -2.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.7350   -1.0386   -1.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.2246    0.1412   -3.3228 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  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  2 49  1  0
  2 50  1  0
  3 51  1  0
  3 52  1  0
  4 53  1  0
  4 54  1  0
  5 55  1  0
  5 56  1  0
  6 57  1  0
  6 58  1  0
  7 59  1  0
  7 60  1  0
  8 61  1  0
  8 62  1  0
  9 63  1  0
  9 64  1  0
 10 65  1  0
 10 66  1  0
 11 67  1  0
 11 68  1  0
 12 69  1  0
 12 70  1  0
 13 71  1  0
 13 72  1  0
 14 73  1  0
 15 74  1  0
 16 75  1  1
 17 76  1  0
 18 77  1  1
 19 78  1  0
 19 79  1  0
 20 80  1  0
 21 81  1  0
 24 82  1  0
 24 83  1  0
 25 84  1  0
 25 85  1  0
 26 86  1  0
 26 87  1  0
 27 88  1  6
 28 89  1  0
 29 90  1  1
 30 91  1  0
 31 92  1  0
 32 93  1  0
 33 94  1  0
 34 95  1  0
 35 96  1  0
 36 97  1  0
 37 98  1  0
 38 99  1  0
 39100  1  1
 40101  1  0
 41102  1  0
 41103  1  0
 42104  1  0
 42105  1  0
 43106  1  0
 43107  1  0
 44108  1  0
 44109  1  0
 45110  1  0
 45111  1  0
 45112  1  0
M  END

Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S))
  Mrv1652309162102512D          

 46 45  0  0  1  0            999 V2000
   -2.3824    0.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6679    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.3554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.3554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9591    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0969    0.7716    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0969    1.5431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8110    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5251    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2392    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9534    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6675    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3816    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0957    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8099    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5240    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2381    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9522    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6663    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3804    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0945    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8086    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2236   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6518   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3660   -0.7679    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3660   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0801   -0.3549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0801    0.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7942   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5083   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2225   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9366   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6507   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4757   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1898   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9039   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6180   -0.3549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.6180    0.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3321   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0462   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7604   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4745   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.1886   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  1  0  0  0
  1  4  1  0  0  0  0
  1  6  1  0  0  0  0
  2  1  1  0  0  0  0
  4 23  1  0  0  0  0
  5  2  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  6  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0290013

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](CO)(NC(=O)CCC[C@H](O)[C@@H](O)\C=C\C=C\C=C/C=C/[C@@H](O)CCCCC)[C@H](O)\C=C\CCCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C38H67NO6/c1-3-5-7-8-9-10-11-12-13-14-15-19-23-28-35(42)34(32-40)39-38(45)31-25-30-37(44)36(43)29-24-20-17-16-18-22-27-33(41)26-21-6-4-2/h16-18,20,22-24,27-29,33-37,40-44H,3-15,19,21,25-26,30-32H2,1-2H3,(H,39,45)/b18-16-,20-17+,27-22+,28-23+,29-24+/t33-,34-,35+,36-,37-/m0/s1

> <INCHI_KEY>
PSMFJXBSZXTMNT-CQBHPIFPSA-N

> <FORMULA>
C38H67NO6

> <MOLECULAR_WEIGHT>
633.955

> <EXACT_MASS>
633.496838881

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
112

> <JCHEM_AVERAGE_POLARIZABILITY>
79.78680738880996

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5S,6S,7E,9E,11Z,13E,15S)-N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]-5,6,15-trihydroxyicosa-7,9,11,13-tetraenamide

> <ALOGPS_LOGP>
6.85

> <JCHEM_LOGP>
7.659417435999999

> <ALOGPS_LOGS>
-5.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.747781650186184

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.242893883231016

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9372376398011796

> <JCHEM_POLAR_SURFACE_AREA>
130.25

> <JCHEM_REFRACTIVITY>
193.0386

> <JCHEM_ROTATABLE_BOND_COUNT>
30

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.05e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5S,6S,7E,9E,11Z,13E,15S)-N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]-5,6,15-trihydroxyicosa-7,9,11,13-tetraenamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0290013
     RDKit          3D
Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S))
112111  0  0  0  0  0  0  0  0999 V2000
  -16.7009    1.6859    0.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5100    2.5455    0.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8804    2.3227    1.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3820    0.9306    1.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3173    0.5398    0.8141 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9350   -0.8635    1.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9873   -1.5615    0.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5702   -1.1748    0.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1642    0.1655   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6222    0.2912   -0.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1235   -0.6097   -1.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6009   -0.5978   -1.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9512   -1.1070   -0.3201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4602   -1.1240   -0.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8268   -2.2723   -0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3969   -2.5468   -0.5811 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2575   -3.6532   -1.4554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6088   -1.4109   -1.2702 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1303   -1.1450   -2.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1173   -2.3551   -3.3929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2270   -1.9193   -1.4102 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6611   -1.7535   -0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2929   -1.1885    0.7067 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307   -2.2697   -0.4732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8049   -2.3720    0.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0696   -1.1530    1.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9171   -0.0940    0.8717 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1626   -0.6270    0.5332 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2249    0.9504    1.9536 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7926    0.2908    3.0664 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1579    2.0138    1.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4661    1.7837    1.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3695    2.8272    0.9808 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6900    2.6209    0.9363 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6562    3.6020    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9489    3.3416    0.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4666    2.0487    0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8025    1.8599    0.8632 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3896    0.5763    1.2769 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.4947   -0.0225    2.1830 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6783   -0.3550    0.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6416    0.1840   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9954    0.5161   -0.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8459    1.0255   -1.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9427   -0.0639   -2.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6384    0.7371    0.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.7131    1.4392   -1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.6650    2.2091    0.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.8038    3.6142    0.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7607    2.3723   -0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6637    2.5204    2.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0832    3.0812    1.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2141    0.2244    1.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8634    0.9397    2.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6931    0.6738   -0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4729    1.2211    0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5194   -0.8505    2.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8439   -1.5307    1.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4500   -1.6399   -0.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0147   -2.6715    0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0485   -1.9814   -0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0704   -1.3960    1.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5559    0.4052   -1.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4412    0.9789    0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1898    0.1204    0.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4945    1.3736   -0.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4236   -1.6570   -1.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5238   -0.2402   -2.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2060    0.4062   -1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3601   -1.3196   -2.3973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3490   -2.0716    0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1945   -0.3674    0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9140   -0.2159   -0.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5196   -3.1479   -0.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8790   -2.7965    0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7509   -4.4320   -1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6887   -0.5760   -0.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4202   -0.4885   -3.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1272   -0.7282   -2.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0623   -2.6710   -3.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361   -2.3787   -2.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992   -1.7810   -1.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9075   -3.3346   -0.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2948   -3.1032    1.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7879   -2.8810    0.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1674   -0.6504    1.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6476   -1.4588    2.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4044    0.3368    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9505   -1.2777   -0.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3012    1.4321    2.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0808    0.1767    3.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8111    2.9895    1.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8198    0.8017    1.7580 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0127    3.7894    0.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9765    1.6319    1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3454    4.6042    0.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6633    4.1196    0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8294    1.2485    1.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3944    2.6891    0.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3334    0.7053    1.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1658   -0.8914    1.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0019   -1.3643    0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6997   -0.4887   -0.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7805   -0.6151   -1.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1831    1.0482   -1.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4377   -0.3675    0.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.9901    1.3402    0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.8617    1.2642   -1.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4414    1.9804   -1.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.0016   -0.0845   -2.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.7350   -1.0386   -1.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.2246    0.1412   -3.3228 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
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  9 10  1  0
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M  END

HEADER    PROTEIN                                 16-SEP-21   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S))     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-SEP-21         0                                  
HETATM    1  C   UNK     0      -4.447   0.670   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.113   1.440   0.000  0.00  0.00           C+0
HETATM    3  H   UNK     0      -3.677  -0.663   0.000  0.00  0.00           H+0
HETATM    4  N   UNK     0      -5.217  -0.663   0.000  0.00  0.00           N+0
HETATM    5  O   UNK     0      -1.790   0.671   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -5.781   1.440   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -5.781   2.880   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -7.114   0.669   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.447   1.440   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.780   0.669   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -11.113   1.440   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -12.446   0.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -13.779   1.440   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -15.112   0.669   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -16.445   1.440   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -17.778   0.669   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -19.111   1.440   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -20.444   0.669   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -21.777   1.440   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -23.110   0.669   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -24.443   1.440   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -25.776   0.669   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.551  -1.433   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.551  -2.873   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -7.884  -0.662   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -9.217  -1.433   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -10.550  -0.662   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -11.883  -1.433   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0     -11.883  -2.873   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0     -13.216  -0.662   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0     -13.216   0.778   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0     -14.549  -1.433   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -15.882  -0.662   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -17.215  -1.433   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -18.548  -0.662   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -19.881  -1.433   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -21.421  -1.433   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -22.754  -0.662   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -24.087  -1.433   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -25.420  -0.662   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0     -25.420   0.778   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0     -26.753  -1.433   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -28.086  -0.662   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -29.419  -1.433   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -30.752  -0.662   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -32.085  -1.433   0.000  0.00  0.00           C+0
CONECT    1    3    4    6    2                                             
CONECT    2    1    5                                                       
CONECT    3    1                                                            
CONECT    4    1   23                                                       
CONECT    5    2                                                            
CONECT    6    1    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23    4   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0   90    0
END

COMPND    HMDB0290013
HETATM    1  C1  UNL     1     -16.701   1.686   0.002  1.00  0.00           C  
HETATM    2  C2  UNL     1     -15.510   2.546   0.272  1.00  0.00           C  
HETATM    3  C3  UNL     1     -14.880   2.323   1.635  1.00  0.00           C  
HETATM    4  C4  UNL     1     -14.382   0.931   1.849  1.00  0.00           C  
HETATM    5  C5  UNL     1     -13.317   0.540   0.814  1.00  0.00           C  
HETATM    6  C6  UNL     1     -12.935  -0.864   1.105  1.00  0.00           C  
HETATM    7  C7  UNL     1     -11.987  -1.561   0.249  1.00  0.00           C  
HETATM    8  C8  UNL     1     -10.570  -1.175   0.149  1.00  0.00           C  
HETATM    9  C9  UNL     1     -10.164   0.165  -0.284  1.00  0.00           C  
HETATM   10  C10 UNL     1      -8.622   0.291  -0.382  1.00  0.00           C  
HETATM   11  C11 UNL     1      -8.124  -0.610  -1.438  1.00  0.00           C  
HETATM   12  C12 UNL     1      -6.601  -0.598  -1.568  1.00  0.00           C  
HETATM   13  C13 UNL     1      -5.951  -1.107  -0.320  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.460  -1.124  -0.497  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.827  -2.272  -0.441  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.397  -2.547  -0.581  1.00  0.00           C  
HETATM   17  O1  UNL     1      -2.257  -3.653  -1.455  1.00  0.00           O  
HETATM   18  C17 UNL     1      -1.609  -1.411  -1.270  1.00  0.00           C  
HETATM   19  C18 UNL     1      -2.130  -1.145  -2.642  1.00  0.00           C  
HETATM   20  O2  UNL     1      -2.117  -2.355  -3.393  1.00  0.00           O  
HETATM   21  N1  UNL     1      -0.227  -1.919  -1.410  1.00  0.00           N  
HETATM   22  C19 UNL     1       0.661  -1.753  -0.337  1.00  0.00           C  
HETATM   23  O3  UNL     1       0.293  -1.189   0.707  1.00  0.00           O  
HETATM   24  C20 UNL     1       2.031  -2.270  -0.473  1.00  0.00           C  
HETATM   25  C21 UNL     1       2.805  -2.372   0.791  1.00  0.00           C  
HETATM   26  C22 UNL     1       3.070  -1.153   1.563  1.00  0.00           C  
HETATM   27  C23 UNL     1       3.917  -0.094   0.872  1.00  0.00           C  
HETATM   28  O4  UNL     1       5.163  -0.627   0.533  1.00  0.00           O  
HETATM   29  C24 UNL     1       4.225   0.950   1.954  1.00  0.00           C  
HETATM   30  O5  UNL     1       4.793   0.291   3.066  1.00  0.00           O  
HETATM   31  C25 UNL     1       5.158   2.014   1.480  1.00  0.00           C  
HETATM   32  C26 UNL     1       6.466   1.784   1.441  1.00  0.00           C  
HETATM   33  C27 UNL     1       7.369   2.827   0.981  1.00  0.00           C  
HETATM   34  C28 UNL     1       8.690   2.621   0.936  1.00  0.00           C  
HETATM   35  C29 UNL     1       9.656   3.602   0.495  1.00  0.00           C  
HETATM   36  C30 UNL     1      10.949   3.342   0.478  1.00  0.00           C  
HETATM   37  C31 UNL     1      11.467   2.049   0.905  1.00  0.00           C  
HETATM   38  C32 UNL     1      12.803   1.860   0.863  1.00  0.00           C  
HETATM   39  C33 UNL     1      13.390   0.576   1.277  1.00  0.00           C  
HETATM   40  O6  UNL     1      12.495  -0.023   2.183  1.00  0.00           O  
HETATM   41  C34 UNL     1      13.678  -0.355   0.127  1.00  0.00           C  
HETATM   42  C35 UNL     1      14.642   0.184  -0.875  1.00  0.00           C  
HETATM   43  C36 UNL     1      15.995   0.516  -0.329  1.00  0.00           C  
HETATM   44  C37 UNL     1      16.846   1.026  -1.483  1.00  0.00           C  
HETATM   45  C38 UNL     1      16.943  -0.064  -2.500  1.00  0.00           C  
HETATM   46  H1  UNL     1     -16.638   0.737   0.570  1.00  0.00           H  
HETATM   47  H2  UNL     1     -16.713   1.439  -1.096  1.00  0.00           H  
HETATM   48  H3  UNL     1     -17.665   2.209   0.186  1.00  0.00           H  
HETATM   49  H4  UNL     1     -15.804   3.614   0.165  1.00  0.00           H  
HETATM   50  H5  UNL     1     -14.761   2.372  -0.542  1.00  0.00           H  
HETATM   51  H6  UNL     1     -15.664   2.520   2.397  1.00  0.00           H  
HETATM   52  H7  UNL     1     -14.083   3.081   1.780  1.00  0.00           H  
HETATM   53  H8  UNL     1     -15.214   0.224   1.898  1.00  0.00           H  
HETATM   54  H9  UNL     1     -13.863   0.940   2.849  1.00  0.00           H  
HETATM   55  H10 UNL     1     -13.693   0.674  -0.235  1.00  0.00           H  
HETATM   56  H11 UNL     1     -12.473   1.221   0.960  1.00  0.00           H  
HETATM   57  H12 UNL     1     -12.519  -0.851   2.179  1.00  0.00           H  
HETATM   58  H13 UNL     1     -13.844  -1.531   1.230  1.00  0.00           H  
HETATM   59  H14 UNL     1     -12.450  -1.640  -0.801  1.00  0.00           H  
HETATM   60  H15 UNL     1     -12.015  -2.672   0.593  1.00  0.00           H  
HETATM   61  H16 UNL     1     -10.048  -1.981  -0.486  1.00  0.00           H  
HETATM   62  H17 UNL     1     -10.070  -1.396   1.163  1.00  0.00           H  
HETATM   63  H18 UNL     1     -10.556   0.405  -1.285  1.00  0.00           H  
HETATM   64  H19 UNL     1     -10.441   0.979   0.430  1.00  0.00           H  
HETATM   65  H20 UNL     1      -8.190   0.120   0.612  1.00  0.00           H  
HETATM   66  H21 UNL     1      -8.495   1.374  -0.701  1.00  0.00           H  
HETATM   67  H22 UNL     1      -8.424  -1.657  -1.383  1.00  0.00           H  
HETATM   68  H23 UNL     1      -8.524  -0.240  -2.428  1.00  0.00           H  
HETATM   69  H24 UNL     1      -6.206   0.406  -1.794  1.00  0.00           H  
HETATM   70  H25 UNL     1      -6.360  -1.320  -2.397  1.00  0.00           H  
HETATM   71  H26 UNL     1      -6.349  -2.072   0.037  1.00  0.00           H  
HETATM   72  H27 UNL     1      -6.194  -0.367   0.490  1.00  0.00           H  
HETATM   73  H28 UNL     1      -3.914  -0.216  -0.650  1.00  0.00           H  
HETATM   74  H29 UNL     1      -4.520  -3.148  -0.256  1.00  0.00           H  
HETATM   75  H30 UNL     1      -1.879  -2.797   0.384  1.00  0.00           H  
HETATM   76  H31 UNL     1      -2.751  -4.432  -1.115  1.00  0.00           H  
HETATM   77  H32 UNL     1      -1.689  -0.576  -0.591  1.00  0.00           H  
HETATM   78  H33 UNL     1      -1.420  -0.489  -3.237  1.00  0.00           H  
HETATM   79  H34 UNL     1      -3.127  -0.728  -2.721  1.00  0.00           H  
HETATM   80  H35 UNL     1      -3.062  -2.671  -3.451  1.00  0.00           H  
HETATM   81  H36 UNL     1       0.036  -2.379  -2.288  1.00  0.00           H  
HETATM   82  H37 UNL     1       2.599  -1.781  -1.295  1.00  0.00           H  
HETATM   83  H38 UNL     1       1.907  -3.335  -0.848  1.00  0.00           H  
HETATM   84  H39 UNL     1       2.295  -3.103   1.500  1.00  0.00           H  
HETATM   85  H40 UNL     1       3.788  -2.881   0.570  1.00  0.00           H  
HETATM   86  H41 UNL     1       2.167  -0.650   1.977  1.00  0.00           H  
HETATM   87  H42 UNL     1       3.648  -1.459   2.486  1.00  0.00           H  
HETATM   88  H43 UNL     1       3.404   0.337   0.026  1.00  0.00           H  
HETATM   89  H44 UNL     1       4.951  -1.278  -0.217  1.00  0.00           H  
HETATM   90  H45 UNL     1       3.301   1.432   2.300  1.00  0.00           H  
HETATM   91  H46 UNL     1       4.081   0.177   3.744  1.00  0.00           H  
HETATM   92  H47 UNL     1       4.811   2.989   1.167  1.00  0.00           H  
HETATM   93  H48 UNL     1       6.820   0.802   1.758  1.00  0.00           H  
HETATM   94  H49 UNL     1       7.013   3.789   0.667  1.00  0.00           H  
HETATM   95  H50 UNL     1       8.977   1.632   1.269  1.00  0.00           H  
HETATM   96  H51 UNL     1       9.345   4.604   0.161  1.00  0.00           H  
HETATM   97  H52 UNL     1      11.663   4.120   0.136  1.00  0.00           H  
HETATM   98  H53 UNL     1      10.829   1.248   1.249  1.00  0.00           H  
HETATM   99  H54 UNL     1      13.394   2.689   0.517  1.00  0.00           H  
HETATM  100  H55 UNL     1      14.333   0.705   1.854  1.00  0.00           H  
HETATM  101  H56 UNL     1      12.166  -0.891   1.861  1.00  0.00           H  
HETATM  102  H57 UNL     1      14.002  -1.364   0.427  1.00  0.00           H  
HETATM  103  H58 UNL     1      12.700  -0.489  -0.421  1.00  0.00           H  
HETATM  104  H59 UNL     1      14.781  -0.615  -1.646  1.00  0.00           H  
HETATM  105  H60 UNL     1      14.183   1.048  -1.417  1.00  0.00           H  
HETATM  106  H61 UNL     1      16.438  -0.368   0.126  1.00  0.00           H  
HETATM  107  H62 UNL     1      15.990   1.340   0.414  1.00  0.00           H  
HETATM  108  H63 UNL     1      17.862   1.264  -1.115  1.00  0.00           H  
HETATM  109  H64 UNL     1      16.441   1.980  -1.880  1.00  0.00           H  
HETATM  110  H65 UNL     1      18.002  -0.084  -2.892  1.00  0.00           H  
HETATM  111  H66 UNL     1      16.735  -1.039  -1.989  1.00  0.00           H  
HETATM  112  H67 UNL     1      16.225   0.141  -3.323  1.00  0.00           H  
CONECT    1    2   46   47   48
CONECT    2    3   49   50
CONECT    3    4   51   52
CONECT    4    5   53   54
CONECT    5    6   55   56
CONECT    6    7   57   58
CONECT    7    8   59   60
CONECT    8    9   61   62
CONECT    9   10   63   64
CONECT   10   11   65   66
CONECT   11   12   67   68
CONECT   12   13   69   70
CONECT   13   14   71   72
CONECT   14   15   15   73
CONECT   15   16   74
CONECT   16   17   18   75
CONECT   17   76
CONECT   18   19   21   77
CONECT   19   20   78   79
CONECT   20   80
CONECT   21   22   81
CONECT   22   23   23   24
CONECT   24   25   82   83
CONECT   25   26   84   85
CONECT   26   27   86   87
CONECT   27   28   29   88
CONECT   28   89
CONECT   29   30   31   90
CONECT   30   91
CONECT   31   32   32   92
CONECT   32   33   93
CONECT   33   34   34   94
CONECT   34   35   95
CONECT   35   36   36   96
CONECT   36   37   97
CONECT   37   38   38   98
CONECT   38   39   99
CONECT   39   40   41  100
CONECT   40  101
CONECT   41   42  102  103
CONECT   42   43  104  105
CONECT   43   44  106  107
CONECT   44   45  108  109
CONECT   45  110  111  112
END

HMDB0290013
     RDKit          3D
Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S))
112111  0  0  0  0  0  0  0  0999 V2000
  -16.7009    1.6859    0.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5100    2.5455    0.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8804    2.3227    1.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3820    0.9306    1.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3173    0.5398    0.8141 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9350   -0.8635    1.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9873   -1.5615    0.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5702   -1.1748    0.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1642    0.1655   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6222    0.2912   -0.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1235   -0.6097   -1.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6009   -0.5978   -1.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9512   -1.1070   -0.3201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4602   -1.1240   -0.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8268   -2.2723   -0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3969   -2.5468   -0.5811 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2575   -3.6532   -1.4554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6088   -1.4109   -1.2702 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1303   -1.1450   -2.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1173   -2.3551   -3.3929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2270   -1.9193   -1.4102 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6611   -1.7535   -0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2929   -1.1885    0.7067 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307   -2.2697   -0.4732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8049   -2.3720    0.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0696   -1.1530    1.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9171   -0.0940    0.8717 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1626   -0.6270    0.5332 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2249    0.9504    1.9536 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7926    0.2908    3.0664 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1579    2.0138    1.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4661    1.7837    1.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3695    2.8272    0.9808 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6900    2.6209    0.9363 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6562    3.6020    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9489    3.3416    0.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4666    2.0487    0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8025    1.8599    0.8632 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3896    0.5763    1.2769 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.4947   -0.0225    2.1830 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6783   -0.3550    0.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6416    0.1840   -0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9954    0.5161   -0.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8459    1.0255   -1.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9427   -0.0639   -2.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6384    0.7371    0.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.7131    1.4392   -1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.6650    2.2091    0.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.8038    3.6142    0.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7607    2.3723   -0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6637    2.5204    2.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0832    3.0812    1.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2141    0.2244    1.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8634    0.9397    2.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6931    0.6738   -0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4729    1.2211    0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5194   -0.8505    2.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8439   -1.5307    1.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4500   -1.6399   -0.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0147   -2.6715    0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0485   -1.9814   -0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0704   -1.3960    1.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5559    0.4052   -1.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4412    0.9789    0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1898    0.1204    0.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4945    1.3736   -0.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4236   -1.6570   -1.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5238   -0.2402   -2.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2060    0.4062   -1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3601   -1.3196   -2.3973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3490   -2.0716    0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1945   -0.3674    0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9140   -0.2159   -0.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5196   -3.1479   -0.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8790   -2.7965    0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7509   -4.4320   -1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6887   -0.5760   -0.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4202   -0.4885   -3.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1272   -0.7282   -2.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0623   -2.6710   -3.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361   -2.3787   -2.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992   -1.7810   -1.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9075   -3.3346   -0.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2948   -3.1032    1.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7879   -2.8810    0.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1674   -0.6504    1.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6476   -1.4588    2.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4044    0.3368    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9505   -1.2777   -0.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3012    1.4321    2.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0808    0.1767    3.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8111    2.9895    1.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8198    0.8017    1.7580 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0127    3.7894    0.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9765    1.6319    1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3454    4.6042    0.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6633    4.1196    0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8294    1.2485    1.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3944    2.6891    0.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3334    0.7053    1.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1658   -0.8914    1.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0019   -1.3643    0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6997   -0.4887   -0.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7805   -0.6151   -1.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1831    1.0482   -1.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4377   -0.3675    0.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.9901    1.3402    0.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.8617    1.2642   -1.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4414    1.9804   -1.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.0016   -0.0845   -2.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.7350   -1.0386   -1.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.2246    0.1412   -3.3228 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  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  2 49  1  0
  2 50  1  0
  3 51  1  0
  3 52  1  0
  4 53  1  0
  4 54  1  0
  5 55  1  0
  5 56  1  0
  6 57  1  0
  6 58  1  0
  7 59  1  0
  7 60  1  0
  8 61  1  0
  8 62  1  0
  9 63  1  0
  9 64  1  0
 10 65  1  0
 10 66  1  0
 11 67  1  0
 11 68  1  0
 12 69  1  0
 12 70  1  0
 13 71  1  0
 13 72  1  0
 14 73  1  0
 15 74  1  0
 16 75  1  1
 17 76  1  0
 18 77  1  1
 19 78  1  0
 19 79  1  0
 20 80  1  0
 21 81  1  0
 24 82  1  0
 24 83  1  0
 25 84  1  0
 25 85  1  0
 26 86  1  0
 26 87  1  0
 27 88  1  6
 28 89  1  0
 29 90  1  1
 30 91  1  0
 31 92  1  0
 32 93  1  0
 33 94  1  0
 34 95  1  0
 35 96  1  0
 36 97  1  0
 37 98  1  0
 38 99  1  0
 39100  1  1
 40101  1  0
 41102  1  0
 41103  1  0
 42104  1  0
 42105  1  0
 43106  1  0
 43107  1  0
 44108  1  0
 44109  1  0
 45110  1  0
 45111  1  0
 45112  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5S,6S,7E,9E,11Z,15S)-N-[(2S,3R)-1,3-Dihydroxyoctadec-4-en-2-yl]-5,6,15-trihydroxyicosa-7,9,11,13-tetraenimidate	Generator

Chemical Formula

C₃₈H₆₇NO₆

Average Molecular Weight

633.955

Monoisotopic Molecular Weight

633.496838881

IUPAC Name

(5S,6S,7E,9E,11Z,13E,15S)-N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]-5,6,15-trihydroxyicosa-7,9,11,13-tetraenamide

Traditional Name

(5S,6S,7E,9E,11Z,13E,15S)-N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]-5,6,15-trihydroxyicosa-7,9,11,13-tetraenamide

CAS Registry Number

Not Available

SMILES

[H][C@@](CO)(NC(=O)CCC[C@H](O)[C@@H](O)\C=C\C=C\C=C/C=C/[C@@H](O)CCCCC)[C@H](O)\C=C\CCCCCCCCCCCCC

InChI Identifier

InChI=1S/C38H67NO6/c1-3-5-7-8-9-10-11-12-13-14-15-19-23-28-35(42)34(32-40)39-38(45)31-25-30-37(44)36(43)29-24-20-17-16-18-22-27-33(41)26-21-6-4-2/h16-18,20,22-24,27-29,33-37,40-44H,3-15,19,21,25-26,30-32H2,1-2H3,(H,39,45)/b18-16-,20-17+,27-22+,28-23+,29-24+/t33-,34-,35+,36-,37-/m0/s1

InChI Key

PSMFJXBSZXTMNT-CQBHPIFPSA-N

Chemical Taxonomy

Classification

Not classified

Ontology

Physiological effect

Health effect

Metabolic disorder

Metabolic syndrome (PMID: 24214972)

Endocrine system disorder

Diabetes mellitus (PMID: 17588815)

Nervous system disorder

Central nervous system disorder

Neurodegenerative disease (PMID: 17588815)

Disposition

Biological location

Cell

All cells and tissues (HMDB: HMDB0290013)

Cellular substructure

Organelle

Endoplasmic reticulum (PMID: 12408751)

Golgi apparatus membrane (PMID: 12408751)
Cell membrane (PMID: 12408751)

Source

Endogenous

Endogenous (HMDB: HMDB0290013)

Process

Naturally occurring process

Biological process

Cellular process

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	6.85	ALOGPS
logP	7.66	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	13.24	ChemAxon
pKa (Strongest Basic)	-0.94	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	130.25 Å²	ChemAxon
Rotatable Bond Count	30	ChemAxon
Refractivity	193.04 m³·mol⁻¹	ChemAxon
Polarizability	79.79 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	263.889	32859911
AllCCS	[M+H-H2O]+	263.332	32859911
AllCCS	[M+Na]+	264.503	32859911
AllCCS	[M+NH4]+	264.371	32859911
AllCCS	[M-H]-	255.112	32859911
AllCCS	[M+Na-2H]-	260.625	32859911
AllCCS	[M+HCOO]-	266.775	32859911
DeepCCS	[M+H]+	259.768	30932474
DeepCCS	[M-H]-	257.943	30932474
DeepCCS	[M-2H]-	291.186	30932474
DeepCCS	[M+Na]+	265.374	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	5.6 minutes	32390414
Predicted by Siyang on May 30, 2022	24.4857 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.77 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	4584.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	236.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	281.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	194.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	797.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1149.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	740.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	212.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2584.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	924.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2250.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	817.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	633.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	173.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	265.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	10.2 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)) 10V, Positive-QTOF	splash10-001i-0000009000-fdea548e21378e32a5f3	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)) 20V, Positive-QTOF	splash10-01q9-0050009000-0f533237826f9e65f158	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)) 40V, Positive-QTOF	splash10-03yi-0090014000-6db7eb12a4a1d59fc833	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)) 10V, Negative-QTOF	splash10-001i-0000009000-f140e100a88ee98a6af3	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)) 20V, Negative-QTOF	splash10-001i-0010009000-f0405d6cffcd64a6c9bb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)) 40V, Negative-QTOF	splash10-0f89-0022009000-10fb14a10383e4a3f149	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)) 10V, Positive-QTOF	splash10-0006-0000009000-5edf6c5788f324794f8a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)) 20V, Positive-QTOF	splash10-0006-0000009000-5edf6c5788f324794f8a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)) 40V, Positive-QTOF	splash10-00di-0000019000-e4920181e1b5c524d120	2021-10-21	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

Not Available

Showing metabocard for Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)) (HMDB0290013)

MOL for HMDB0290013 (Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)))

3D MOL for HMDB0290013 (Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)))

3D SDF for HMDB0290013 (Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)))

3D-SDF for HMDB0290013 (Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)))

PDB for HMDB0290013 (Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)))

3D PDB for HMDB0290013 (Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)))

SMILES for HMDB0290013 (Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)))

INCHI for HMDB0290013 (Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)))

Structure for HMDB0290013 (Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)))

3D Structure for HMDB0290013 (Cer(d18:1/20:4(7E,9E,11Z,13E)-3OH(5S,6R,15S)))

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra