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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-09-15 23:42:00 UTC

Update Date

2022-11-30 20:06:53 UTC

HMDB ID

HMDB0289838

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6))

Description

Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)) 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(d16:1/20:3(8Z,11Z,14Z)-O(5,6))
  Mrv1652309162101422D          

 42 42  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
   -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  0  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  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
   -9.3333   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0475   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7616   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5865   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3007   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0148   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8397   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5539   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2680   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.9821   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6962   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.4104   -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 21  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
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  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  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END

HMDB0289838
     RDKit          3D
Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6))
104104  0  0  0  0  0  0  0  0999 V2000
   -7.9555    1.2317    3.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6203    0.4695    2.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5533   -0.1840    1.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1786   -0.9537    0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9977   -0.0712   -0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6066   -0.9173   -1.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4842   -0.8543   -3.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6222    0.1813   -3.7244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6536   -0.4574   -4.5933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3770   -0.4273   -4.6837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4038    0.2949   -3.9145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8290    1.1711   -2.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4678    0.9649   -1.6129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6309   -0.1072   -1.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4030    0.5310   -0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8670    1.4165    0.6521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2065    1.9020   -0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9419    2.6424   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7842    2.2500   -1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3519    0.8209   -1.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0583    0.3528    0.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1173    1.1051    1.3029 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3961   -1.0216    0.4409 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8034   -1.5162    1.7352 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0607   -2.6760    2.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0295   -3.7192    1.2728 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2456   -2.0278    1.6462 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5911   -2.4898    2.8913 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0838   -0.8420    1.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5999   -0.0871    2.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4357    1.0968    2.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8838    1.5910    0.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7777    0.7420   -0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0995    0.3726    0.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9164    1.5337    1.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1530    1.4262    1.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3671    0.7262    1.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5207   -0.7148    1.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8491   -1.5992    0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1244   -1.2871   -1.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3515   -2.2990   -1.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7700    1.7798    3.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4857    0.4903    4.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2004    1.8903    2.8777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2226    1.2039    1.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2937   -0.3270    2.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.8979   -1.7188    0.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3492    0.7317   -1.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8109    0.4388   -0.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2794   -1.7444   -1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0127   -1.5666   -3.7017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1629    0.7943   -2.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3535    0.7936   -4.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1386   -1.1486   -5.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8870   -1.0800   -5.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7605    0.9419   -4.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6035   -0.4419   -3.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.8495    1.6980   -0.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2856   -0.8679   -1.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1744   -0.5822   -0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7390   -0.2119   -0.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1045    2.8425   -0.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8048    1.9442    2.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3143    0.9281    2.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0692   -3.1926   -1.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
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  5 51  1  0
  5 52  1  0
  6 53  1  0
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 10 58  1  0
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 23 73  1  0
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 25 75  1  0
 25 76  1  0
 26 77  1  0
 27 78  1  6
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 29 80  1  0
 30 81  1  0
 31 82  1  0
 31 83  1  0
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 35 90  1  0
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 36 92  1  0
 36 93  1  0
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 37 95  1  0
 38 96  1  0
 38 97  1  0
 39 98  1  0
 39 99  1  0
 40100  1  0
 40101  1  0
 41102  1  0
 41103  1  0
 41104  1  0
M  END

Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6))
  Mrv1652309162101422D          

 42 42  0  0  1  0            999 V2000
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   -1.6679    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -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
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  -16.6962   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.4104   -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 21  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
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  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  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0289838

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](CO)(NC(=O)CCCC1OC1C\C=C/C\C=C/C\C=C/CCCCC)[C@H](O)\C=C\CCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C36H63NO4/c1-3-5-7-9-11-13-15-17-19-21-23-25-28-34-35(41-34)29-26-30-36(40)37-32(31-38)33(39)27-24-22-20-18-16-14-12-10-8-6-4-2/h11,13,17,19,23-25,27,32-35,38-39H,3-10,12,14-16,18,20-22,26,28-31H2,1-2H3,(H,37,40)/b13-11-,19-17-,25-23-,27-24+/t32-,33+,34?,35?/m0/s1

> <INCHI_KEY>
IXUIQLPLDHYQHO-XWSLKQEZSA-N

> <FORMULA>
C36H63NO4

> <MOLECULAR_WEIGHT>
573.903

> <EXACT_MASS>
573.475709513

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
104

> <JCHEM_AVERAGE_POLARIZABILITY>
72.63227576792396

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2S,3R,4E)-1,3-dihydroxyhexadec-4-en-2-yl]-4-{3-[(2Z,5Z,8Z)-tetradeca-2,5,8-trien-1-yl]oxiran-2-yl}butanamide

> <ALOGPS_LOGP>
8.53

> <JCHEM_LOGP>
9.368808942

> <ALOGPS_LOGS>
-6.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.177244000813058

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.452912041069137

> <JCHEM_PKA_STRONGEST_BASIC>
-1.05030337543235

> <JCHEM_POLAR_SURFACE_AREA>
82.09

> <JCHEM_REFRACTIVITY>
177.8484

> <JCHEM_ROTATABLE_BOND_COUNT>
28

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.86e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2S,3R,4E)-1,3-dihydroxyhexadec-4-en-2-yl]-4-{3-[(2Z,5Z,8Z)-tetradeca-2,5,8-trien-1-yl]oxiran-2-yl}butanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0289838
     RDKit          3D
Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6))
104104  0  0  0  0  0  0  0  0999 V2000
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   10.9123    1.2320    0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6477   -0.9752    1.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2597   -1.1214    2.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3909   -2.6279    0.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8151   -1.8774    0.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2160   -1.4215   -1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7755   -0.2837   -1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9652   -2.5339   -2.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3927   -1.8488   -2.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0692   -3.1926   -1.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 17 15  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  2 46  1  0
  3 47  1  0
  3 48  1  0
  4 49  1  0
  4 50  1  0
  5 51  1  0
  5 52  1  0
  6 53  1  0
  7 54  1  0
  8 55  1  0
  8 56  1  0
  9 57  1  0
 10 58  1  0
 11 59  1  0
 11 60  1  0
 12 61  1  0
 13 62  1  0
 14 63  1  0
 14 64  1  0
 15 65  1  0
 17 66  1  0
 18 67  1  0
 18 68  1  0
 19 69  1  0
 19 70  1  0
 20 71  1  0
 20 72  1  0
 23 73  1  0
 24 74  1  1
 25 75  1  0
 25 76  1  0
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 27 78  1  6
 28 79  1  0
 29 80  1  0
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 31 82  1  0
 31 83  1  0
 32 84  1  0
 32 85  1  0
 33 86  1  0
 33 87  1  0
 34 88  1  0
 34 89  1  0
 35 90  1  0
 35 91  1  0
 36 92  1  0
 36 93  1  0
 37 94  1  0
 37 95  1  0
 38 96  1  0
 38 97  1  0
 39 98  1  0
 39 99  1  0
 40100  1  0
 40101  1  0
 41102  1  0
 41103  1  0
 41104  1  0
M  END

HEADER    PROTEIN                                 16-SEP-21   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6))                
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      -6.551  -1.433   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -6.551  -2.873   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -7.884  -0.662   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -9.217  -1.433   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -10.550  -0.662   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -11.883  -1.433   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -11.883  -2.873   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0     -13.216  -0.662   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -14.549  -1.433   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -15.882  -0.662   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -17.422  -0.662   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -18.755  -1.433   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -20.088  -0.662   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -21.628  -0.662   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -22.961  -1.433   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -24.294  -0.662   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -25.834  -0.662   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -27.167  -1.433   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -28.500  -0.662   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -29.833  -1.433   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -31.166  -0.662   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -32.499  -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   21                                                       
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                                                            
CONECT   21    4   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26   28                                                       
CONECT   28   26   27   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   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                                                       
CONECT   41   40   42                                                       
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   84    0
END

COMPND    HMDB0289838
HETATM    1  C1  UNL     1      -7.955   1.232   3.349  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.620   0.469   2.208  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.553  -0.184   1.347  1.00  0.00           C  
HETATM    4  C4  UNL     1      -8.179  -0.954   0.225  1.00  0.00           C  
HETATM    5  C5  UNL     1      -8.998  -0.071  -0.703  1.00  0.00           C  
HETATM    6  C6  UNL     1      -9.607  -0.917  -1.747  1.00  0.00           C  
HETATM    7  C7  UNL     1      -9.484  -0.854  -3.032  1.00  0.00           C  
HETATM    8  C8  UNL     1      -8.622   0.181  -3.724  1.00  0.00           C  
HETATM    9  C9  UNL     1      -7.654  -0.457  -4.593  1.00  0.00           C  
HETATM   10  C10 UNL     1      -6.377  -0.427  -4.684  1.00  0.00           C  
HETATM   11  C11 UNL     1      -5.404   0.295  -3.915  1.00  0.00           C  
HETATM   12  C12 UNL     1      -5.829   1.171  -2.865  1.00  0.00           C  
HETATM   13  C13 UNL     1      -5.468   0.965  -1.613  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.631  -0.107  -1.087  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.403   0.531  -0.436  1.00  0.00           C  
HETATM   16  O1  UNL     1      -3.867   1.416   0.652  1.00  0.00           O  
HETATM   17  C16 UNL     1      -3.206   1.902  -0.564  1.00  0.00           C  
HETATM   18  C17 UNL     1      -1.942   2.642  -0.262  1.00  0.00           C  
HETATM   19  C18 UNL     1      -0.784   2.250  -1.096  1.00  0.00           C  
HETATM   20  C19 UNL     1      -0.352   0.821  -1.033  1.00  0.00           C  
HETATM   21  C20 UNL     1       0.058   0.353   0.307  1.00  0.00           C  
HETATM   22  O2  UNL     1       0.117   1.105   1.303  1.00  0.00           O  
HETATM   23  N1  UNL     1       0.396  -1.022   0.441  1.00  0.00           N  
HETATM   24  C21 UNL     1       0.803  -1.516   1.735  1.00  0.00           C  
HETATM   25  C22 UNL     1      -0.061  -2.676   2.177  1.00  0.00           C  
HETATM   26  O3  UNL     1       0.030  -3.719   1.273  1.00  0.00           O  
HETATM   27  C23 UNL     1       2.246  -2.028   1.646  1.00  0.00           C  
HETATM   28  O4  UNL     1       2.591  -2.490   2.891  1.00  0.00           O  
HETATM   29  C24 UNL     1       3.084  -0.842   1.261  1.00  0.00           C  
HETATM   30  C25 UNL     1       3.600  -0.087   2.186  1.00  0.00           C  
HETATM   31  C26 UNL     1       4.436   1.097   2.098  1.00  0.00           C  
HETATM   32  C27 UNL     1       4.884   1.591   0.783  1.00  0.00           C  
HETATM   33  C28 UNL     1       5.778   0.742  -0.027  1.00  0.00           C  
HETATM   34  C29 UNL     1       7.100   0.373   0.652  1.00  0.00           C  
HETATM   35  C30 UNL     1       7.916   1.534   1.011  1.00  0.00           C  
HETATM   36  C31 UNL     1       9.153   1.426   1.756  1.00  0.00           C  
HETATM   37  C32 UNL     1      10.367   0.726   1.456  1.00  0.00           C  
HETATM   38  C33 UNL     1      10.521  -0.715   1.393  1.00  0.00           C  
HETATM   39  C34 UNL     1       9.849  -1.599   0.446  1.00  0.00           C  
HETATM   40  C35 UNL     1      10.124  -1.287  -1.011  1.00  0.00           C  
HETATM   41  C36 UNL     1       9.351  -2.299  -1.838  1.00  0.00           C  
HETATM   42  H1  UNL     1      -8.770   1.780   3.862  1.00  0.00           H  
HETATM   43  H2  UNL     1      -7.486   0.490   4.013  1.00  0.00           H  
HETATM   44  H3  UNL     1      -7.200   1.890   2.878  1.00  0.00           H  
HETATM   45  H4  UNL     1      -9.223   1.204   1.633  1.00  0.00           H  
HETATM   46  H5  UNL     1      -9.294  -0.327   2.581  1.00  0.00           H  
HETATM   47  H6  UNL     1      -6.955  -0.858   1.985  1.00  0.00           H  
HETATM   48  H7  UNL     1      -6.854   0.586   0.959  1.00  0.00           H  
HETATM   49  H8  UNL     1      -7.398  -1.430  -0.408  1.00  0.00           H  
HETATM   50  H9  UNL     1      -8.898  -1.719   0.616  1.00  0.00           H  
HETATM   51  H10 UNL     1      -8.349   0.732  -1.044  1.00  0.00           H  
HETATM   52  H11 UNL     1      -9.811   0.439  -0.098  1.00  0.00           H  
HETATM   53  H12 UNL     1     -10.279  -1.744  -1.387  1.00  0.00           H  
HETATM   54  H13 UNL     1     -10.013  -1.567  -3.702  1.00  0.00           H  
HETATM   55  H14 UNL     1      -8.163   0.794  -2.956  1.00  0.00           H  
HETATM   56  H15 UNL     1      -9.354   0.794  -4.333  1.00  0.00           H  
HETATM   57  H16 UNL     1      -8.139  -1.149  -5.382  1.00  0.00           H  
HETATM   58  H17 UNL     1      -5.887  -1.080  -5.515  1.00  0.00           H  
HETATM   59  H18 UNL     1      -4.761   0.942  -4.657  1.00  0.00           H  
HETATM   60  H19 UNL     1      -4.604  -0.442  -3.581  1.00  0.00           H  
HETATM   61  H20 UNL     1      -6.429   2.060  -3.128  1.00  0.00           H  
HETATM   62  H21 UNL     1      -5.849   1.698  -0.886  1.00  0.00           H  
HETATM   63  H22 UNL     1      -4.286  -0.868  -1.776  1.00  0.00           H  
HETATM   64  H23 UNL     1      -5.174  -0.582  -0.209  1.00  0.00           H  
HETATM   65  H24 UNL     1      -2.739  -0.212  -0.001  1.00  0.00           H  
HETATM   66  H25 UNL     1      -4.000   2.507  -1.113  1.00  0.00           H  
HETATM   67  H26 UNL     1      -1.668   2.445   0.812  1.00  0.00           H  
HETATM   68  H27 UNL     1      -2.135   3.752  -0.306  1.00  0.00           H  
HETATM   69  H28 UNL     1      -0.860   2.612  -2.154  1.00  0.00           H  
HETATM   70  H29 UNL     1       0.104   2.842  -0.697  1.00  0.00           H  
HETATM   71  H30 UNL     1       0.599   0.773  -1.658  1.00  0.00           H  
HETATM   72  H31 UNL     1      -1.077   0.163  -1.532  1.00  0.00           H  
HETATM   73  H32 UNL     1       0.355  -1.668  -0.363  1.00  0.00           H  
HETATM   74  H33 UNL     1       0.810  -0.709   2.491  1.00  0.00           H  
HETATM   75  H34 UNL     1       0.228  -2.966   3.205  1.00  0.00           H  
HETATM   76  H35 UNL     1      -1.101  -2.294   2.243  1.00  0.00           H  
HETATM   77  H36 UNL     1      -0.491  -4.483   1.619  1.00  0.00           H  
HETATM   78  H37 UNL     1       2.287  -2.837   0.922  1.00  0.00           H  
HETATM   79  H38 UNL     1       2.073  -1.966   3.580  1.00  0.00           H  
HETATM   80  H39 UNL     1       3.234  -0.614   0.237  1.00  0.00           H  
HETATM   81  H40 UNL     1       3.354  -0.410   3.233  1.00  0.00           H  
HETATM   82  H41 UNL     1       3.805   1.944   2.542  1.00  0.00           H  
HETATM   83  H42 UNL     1       5.314   0.928   2.778  1.00  0.00           H  
HETATM   84  H43 UNL     1       3.982   1.811   0.107  1.00  0.00           H  
HETATM   85  H44 UNL     1       5.344   2.625   0.851  1.00  0.00           H  
HETATM   86  H45 UNL     1       6.065   1.293  -0.960  1.00  0.00           H  
HETATM   87  H46 UNL     1       5.344  -0.198  -0.353  1.00  0.00           H  
HETATM   88  H47 UNL     1       7.644  -0.121  -0.234  1.00  0.00           H  
HETATM   89  H48 UNL     1       6.990  -0.403   1.402  1.00  0.00           H  
HETATM   90  H49 UNL     1       8.152   2.172   0.068  1.00  0.00           H  
HETATM   91  H50 UNL     1       7.187   2.272   1.526  1.00  0.00           H  
HETATM   92  H51 UNL     1       8.912   1.176   2.879  1.00  0.00           H  
HETATM   93  H52 UNL     1       9.476   2.549   1.930  1.00  0.00           H  
HETATM   94  H53 UNL     1      11.131   1.066   2.278  1.00  0.00           H  
HETATM   95  H54 UNL     1      10.912   1.232   0.556  1.00  0.00           H  
HETATM   96  H55 UNL     1      11.648  -0.975   1.387  1.00  0.00           H  
HETATM   97  H56 UNL     1      10.260  -1.121   2.446  1.00  0.00           H  
HETATM   98  H57 UNL     1      10.391  -2.628   0.571  1.00  0.00           H  
HETATM   99  H58 UNL     1       8.815  -1.877   0.593  1.00  0.00           H  
HETATM  100  H59 UNL     1      11.216  -1.421  -1.182  1.00  0.00           H  
HETATM  101  H60 UNL     1       9.775  -0.284  -1.320  1.00  0.00           H  
HETATM  102  H61 UNL     1       9.965  -2.534  -2.731  1.00  0.00           H  
HETATM  103  H62 UNL     1       8.393  -1.849  -2.215  1.00  0.00           H  
HETATM  104  H63 UNL     1       9.069  -3.193  -1.265  1.00  0.00           H  
CONECT    1    2   42   43   44
CONECT    2    3   45   46
CONECT    3    4   47   48
CONECT    4    5   49   50
CONECT    5    6   51   52
CONECT    6    7    7   53
CONECT    7    8   54
CONECT    8    9   55   56
CONECT    9   10   10   57
CONECT   10   11   58
CONECT   11   12   59   60
CONECT   12   13   13   61
CONECT   13   14   62
CONECT   14   15   63   64
CONECT   15   16   17   65
CONECT   16   17
CONECT   17   18   66
CONECT   18   19   67   68
CONECT   19   20   69   70
CONECT   20   21   71   72
CONECT   21   22   22   23
CONECT   23   24   73
CONECT   24   25   27   74
CONECT   25   26   75   76
CONECT   26   77
CONECT   27   28   29   78
CONECT   28   79
CONECT   29   30   30   80
CONECT   30   31   81
CONECT   31   32   82   83
CONECT   32   33   84   85
CONECT   33   34   86   87
CONECT   34   35   88   89
CONECT   35   36   90   91
CONECT   36   37   92   93
CONECT   37   38   94   95
CONECT   38   39   96   97
CONECT   39   40   98   99
CONECT   40   41  100  101
CONECT   41  102  103  104
END

HMDB0289838
     RDKit          3D
Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6))
104104  0  0  0  0  0  0  0  0999 V2000
   -7.9555    1.2317    3.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6203    0.4695    2.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5533   -0.1840    1.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1786   -0.9537    0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9977   -0.0712   -0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6066   -0.9173   -1.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4842   -0.8543   -3.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6222    0.1813   -3.7244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6536   -0.4574   -4.5933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3770   -0.4273   -4.6837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4038    0.2949   -3.9145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8290    1.1711   -2.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4678    0.9649   -1.6129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6309   -0.1072   -1.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4030    0.5310   -0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8670    1.4165    0.6521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2065    1.9020   -0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9419    2.6424   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7842    2.2500   -1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3519    0.8209   -1.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0583    0.3528    0.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1173    1.1051    1.3029 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3961   -1.0216    0.4409 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8034   -1.5162    1.7352 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0607   -2.6760    2.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0295   -3.7192    1.2728 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2456   -2.0278    1.6462 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5911   -2.4898    2.8913 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0838   -0.8420    1.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5999   -0.0871    2.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4357    1.0968    2.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8838    1.5910    0.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7777    0.7420   -0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0995    0.3726    0.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9164    1.5337    1.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1530    1.4262    1.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3671    0.7262    1.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5207   -0.7148    1.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8491   -1.5992    0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1244   -1.2871   -1.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3515   -2.2990   -1.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7700    1.7798    3.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4857    0.4903    4.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2004    1.8903    2.8777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2226    1.2039    1.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2937   -0.3270    2.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9547   -0.8585    1.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8537    0.5858    0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3977   -1.4299   -0.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8979   -1.7188    0.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3492    0.7317   -1.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8109    0.4388   -0.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2794   -1.7444   -1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0127   -1.5666   -3.7017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1629    0.7943   -2.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3535    0.7936   -4.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1386   -1.1486   -5.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8870   -1.0800   -5.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7605    0.9419   -4.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6035   -0.4419   -3.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4287    2.0603   -3.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8495    1.6980   -0.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2856   -0.8679   -1.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1744   -0.5822   -0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7390   -0.2119   -0.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9998    2.5070   -1.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6679    2.4446    0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1355    3.7518   -0.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8604    2.6117   -2.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1045    2.8425   -0.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5988    0.7726   -1.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0767    0.1630   -1.5322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3549   -1.6675   -0.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8096   -0.7093    2.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2284   -2.9655    3.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1007   -2.2944    2.2435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4911   -4.4833    1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2869   -2.8372    0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0733   -1.9657    3.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2340   -0.6142    0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3544   -0.4103    3.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8048    1.9442    2.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3143    0.9281    2.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9824    1.8115    0.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3442    2.6255    0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0646    1.2926   -0.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3445   -0.1980   -0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6438   -0.1214   -0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9895   -0.4026    1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1517    2.1715    0.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1872    2.2723    1.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9121    1.1760    2.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4765    2.5488    1.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1310    1.0659    2.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9123    1.2320    0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6477   -0.9752    1.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2597   -1.1214    2.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3909   -2.6279    0.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8151   -1.8774    0.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2160   -1.4215   -1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7755   -0.2837   -1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9652   -2.5339   -2.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3927   -1.8488   -2.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0692   -3.1926   -1.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 17 15  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  2 46  1  0
  3 47  1  0
  3 48  1  0
  4 49  1  0
  4 50  1  0
  5 51  1  0
  5 52  1  0
  6 53  1  0
  7 54  1  0
  8 55  1  0
  8 56  1  0
  9 57  1  0
 10 58  1  0
 11 59  1  0
 11 60  1  0
 12 61  1  0
 13 62  1  0
 14 63  1  0
 14 64  1  0
 15 65  1  0
 17 66  1  0
 18 67  1  0
 18 68  1  0
 19 69  1  0
 19 70  1  0
 20 71  1  0
 20 72  1  0
 23 73  1  0
 24 74  1  1
 25 75  1  0
 25 76  1  0
 26 77  1  0
 27 78  1  6
 28 79  1  0
 29 80  1  0
 30 81  1  0
 31 82  1  0
 31 83  1  0
 32 84  1  0
 32 85  1  0
 33 86  1  0
 33 87  1  0
 34 88  1  0
 34 89  1  0
 35 90  1  0
 35 91  1  0
 36 92  1  0
 36 93  1  0
 37 94  1  0
 37 95  1  0
 38 96  1  0
 38 97  1  0
 39 98  1  0
 39 99  1  0
 40100  1  0
 40101  1  0
 41102  1  0
 41103  1  0
 41104  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-[(2S,3R)-1,3-Dihydroxyhexadec-4-en-2-yl]-4-{3-[(2Z,5Z,8Z)-tetradeca-2,5,8-trien-1-yl]oxiran-2-yl}butanimidate	Generator

Chemical Formula

C₃₆H₆₃NO₄

Average Molecular Weight

573.903

Monoisotopic Molecular Weight

573.475709513

IUPAC Name

N-[(2S,3R,4E)-1,3-dihydroxyhexadec-4-en-2-yl]-4-{3-[(2Z,5Z,8Z)-tetradeca-2,5,8-trien-1-yl]oxiran-2-yl}butanamide

Traditional Name

N-[(2S,3R,4E)-1,3-dihydroxyhexadec-4-en-2-yl]-4-{3-[(2Z,5Z,8Z)-tetradeca-2,5,8-trien-1-yl]oxiran-2-yl}butanamide

CAS Registry Number

Not Available

SMILES

[H][C@@](CO)(NC(=O)CCCC1OC1C\C=C/C\C=C/C\C=C/CCCCC)[C@H](O)\C=C\CCCCCCCCCCC

InChI Identifier

InChI=1S/C36H63NO4/c1-3-5-7-9-11-13-15-17-19-21-23-25-28-34-35(41-34)29-26-30-36(40)37-32(31-38)33(39)27-24-22-20-18-16-14-12-10-8-6-4-2/h11,13,17,19,23-25,27,32-35,38-39H,3-10,12,14-16,18,20-22,26,28-31H2,1-2H3,(H,37,40)/b13-11-,19-17-,25-23-,27-24+/t32-,33+,34?,35?/m0/s1

InChI Key

IXUIQLPLDHYQHO-XWSLKQEZSA-N

Chemical Taxonomy

Classification

Not classified

Ontology

Physiological effect

Health effect

Insulin resistance (PMID: 24214972)
Diabetes mellitus (PMID: 17588815)
Neurodegenerative disease (PMID: 17588815)

Disposition

Biological location

Cellular substructure

Organelle

endoplasmic reticulum (PMID: 12408751)

golgi apparatus membrane (PMID: 12408751)
cell membrane (PMID: 12408751)

Cell

All cells and tissues (HMDB: HMDB0289838)

Process

Naturally occurring process

Apoptosis (PMID: 18216770)

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	8.53	ALOGPS
logP	9.37	ChemAxon
logS	-6.9	ALOGPS
pKa (Strongest Acidic)	13.45	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	82.09 Å²	ChemAxon
Rotatable Bond Count	28	ChemAxon
Refractivity	177.85 m³·mol⁻¹	ChemAxon
Polarizability	72.63 Å³	ChemAxon
Number of Rings	1	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]+	251.202	32859911
AllCCS	[M+H-H2O]+	250.433	32859911
AllCCS	[M+Na]+	252.072	32859911
AllCCS	[M+NH4]+	251.882	32859911
AllCCS	[M-H]-	234.922	32859911
AllCCS	[M+Na-2H]-	240.279	32859911
AllCCS	[M+HCOO]-	246.274	32859911
DeepCCS	[M+H]+	253.902	30932474
DeepCCS	[M-H]-	251.506	30932474
DeepCCS	[M-2H]-	284.394	30932474
DeepCCS	[M+Na]+	259.815	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)),3TMS,isomer #1	CCCCC/C=C\C/C=C\C/C=C\CC1OC1CCCC(=O)N([C@@H](CO[Si](C)(C)C)[C@@H](/C=C/CCCCCCCCCCC)O[Si](C)(C)C)[Si](C)(C)C	4188.8	Semi standard non polar	33892256
Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)),3TMS,isomer #1	CCCCC/C=C\C/C=C\C/C=C\CC1OC1CCCC(=O)N([C@@H](CO[Si](C)(C)C)[C@@H](/C=C/CCCCCCCCCCC)O[Si](C)(C)C)[Si](C)(C)C	4156.6	Standard non polar	33892256
Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)),3TMS,isomer #1	CCCCC/C=C\C/C=C\C/C=C\CC1OC1CCCC(=O)N([C@@H](CO[Si](C)(C)C)[C@@H](/C=C/CCCCCCCCCCC)O[Si](C)(C)C)[Si](C)(C)C	4108.6	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)) 10V, Positive-QTOF	splash10-00di-0000090000-ef4229d917dcda9fe9b1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)) 20V, Positive-QTOF	splash10-00dr-0050090000-2ca8b89f9aee508721c2	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)) 40V, Positive-QTOF	splash10-0k9i-0090060000-f051c69b60ffab586568	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)) 10V, Positive-QTOF	splash10-001i-0000090000-5b00d20d9558a6c99dcb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)) 20V, Positive-QTOF	splash10-001i-0000090000-5b00d20d9558a6c99dcb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)) 40V, Positive-QTOF	splash10-03di-0000090000-8d8093e7d3354f9d1bf5	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)) 10V, Negative-QTOF	splash10-00di-0000090000-cff046d0294b70392a4e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)) 20V, Negative-QTOF	splash10-00di-0010090000-7ce610e70f2a5497cd7e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)) 40V, Negative-QTOF	splash10-0g4o-0022090000-68c26ccaf108226531d9	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(d16:1/20:3(8Z,11Z,14Z)-O(5,6)) (HMDB0289838)

MOL for HMDB0289838 (Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)))

3D MOL for HMDB0289838 (Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)))

3D SDF for HMDB0289838 (Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)))

3D-SDF for HMDB0289838 (Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)))

PDB for HMDB0289838 (Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)))

3D PDB for HMDB0289838 (Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)))

SMILES for HMDB0289838 (Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)))

INCHI for HMDB0289838 (Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)))

Structure for HMDB0289838 (Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)))

3D Structure for HMDB0289838 (Cer(d16:1/20:3(8Z,11Z,14Z)-O(5,6)))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra