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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-09-16 01:30:07 UTC

Update Date

2022-11-30 20:07:01 UTC

HMDB ID

HMDB0290118

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6))

Description

Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(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(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6))
  Mrv1652309162103302D          

 47 46  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
  -14.5228    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2369    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
   -7.0801    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
   -9.3333   -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 25  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
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  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  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  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  0  0  0  0
 41 42  2  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
 46 47  1  0  0  0  0
M  END

HMDB0290118
     RDKit          3D
Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6))
119118  0  0  0  0  0  0  0  0999 V2000
  -14.8684   -3.4978   -1.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8374   -2.4479   -2.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6078   -1.5984   -2.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4052   -0.5082   -3.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1430    0.2929   -2.7744 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9592   -0.5431   -2.7420 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2313   -0.7355   -1.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5756   -0.0893   -0.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8142   -1.1493    0.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1699   -1.2421    1.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1265   -0.3477    2.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8973   -1.0676    2.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7647   -0.8404    1.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5456    0.1836    0.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5376    1.1860    1.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3804    0.5313    1.7659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2776    2.3045    0.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6373    1.9310   -0.6981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7069    3.4850    1.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4373    3.3905    1.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2204    2.9390    1.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874    2.9996    2.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2624    3.5720    3.1837 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1590    2.4283    1.7135 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2262    2.5440    2.6904 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2359    1.3308    3.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3928    0.1336    2.9699 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5295    2.8073    2.0200 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5247    3.9432    1.2338 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0899    1.6456    1.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8324    0.8035    2.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4980   -0.3956    1.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5070   -0.8571    0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1747   -0.0462   -0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6400    0.1994   -0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4233   -1.1022   -0.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8829   -0.8183   -0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6363   -2.0980   -0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5744   -2.9606   -1.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1467   -2.3038   -2.4366 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6226   -1.9781   -2.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2644   -1.3438   -3.3246 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6911   -1.0290   -3.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2137   -0.0266   -2.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0102   -0.1147   -0.7939 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7892    1.0513   -0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8868   -3.5858   -0.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6160   -3.1570   -0.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0897   -4.5007   -1.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7785   -1.8674   -2.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7680   -2.9800   -3.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6432   -1.1644   -1.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7298   -2.3039   -2.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2512   -0.9671   -4.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2743    0.1748   -3.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3238    1.0167   -2.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0098    0.9491   -3.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6475   -1.0532   -3.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3338   -1.3701   -1.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6940    0.5563   -0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4677    0.5446   -0.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6027   -1.8901    0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3995   -2.0876    2.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4930   -0.0134    3.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0220    0.6256    1.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9331   -1.8826    3.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8409   -1.4364    2.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0162   -0.2817   -0.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4059    0.7394    0.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0576    1.6152    2.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9020    0.1377    1.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3161    2.6456    0.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6432    0.9668   -0.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6250    4.3748    0.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4852    3.8350    1.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2238    4.4114    2.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4850    2.7485    2.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3552    1.9433    0.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0164    3.6120    0.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2834    1.9610    0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9763    3.3926    3.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9920    1.5337    4.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2435    1.3294    4.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7221   -0.5468    3.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2811    3.0811    2.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6352    4.0709    0.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9211    1.4312    0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9834    1.0307    3.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0197   -1.2525    2.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5457   -0.4095    2.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0462   -1.8641    0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4616   -1.1699   -0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1637   -0.5825   -1.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6669    0.8974   -1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0544    0.7451   -1.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8230    0.8141    0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3761   -1.6456   -1.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0631   -1.7162    0.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9833   -0.1923    0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2538   -0.2209   -1.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6736   -1.9347    0.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1468   -2.6813    0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1831   -3.9032   -1.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5146   -3.2602   -1.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1578   -3.0720   -3.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5942   -1.4223   -2.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6314   -1.3426   -1.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1023   -2.9784   -1.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6646   -0.3895   -3.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0826   -1.9418   -4.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0568   -0.7844   -4.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2188   -2.0385   -3.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3541    0.0640   -2.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8847    1.0194   -2.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3186   -1.0244   -0.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9326    0.1148   -0.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5904    0.9969    0.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3075    1.9808   -0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8550    0.9945   -0.3447 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
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 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
 25 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  2  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
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  2 50  1  0
  2 51  1  0
  3 52  1  0
  3 53  1  0
  4 54  1  0
  4 55  1  0
  5 56  1  0
  5 57  1  0
  6 58  1  0
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  8 60  1  0
  8 61  1  0
  9 62  1  0
 10 63  1  0
 11 64  1  0
 11 65  1  0
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 13 67  1  0
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 16 71  1  0
 17 72  1  0
 18 73  1  0
 19 74  1  0
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 20 77  1  0
 21 78  1  0
 21 79  1  0
 24 80  1  0
 25 81  1  1
 26 82  1  0
 26 83  1  0
 27 84  1  0
 28 85  1  1
 29 86  1  0
 30 87  1  0
 31 88  1  0
 32 89  1  0
 32 90  1  0
 33 91  1  0
 33 92  1  0
 34 93  1  0
 34 94  1  0
 35 95  1  0
 35 96  1  0
 36 97  1  0
 36 98  1  0
 37 99  1  0
 37100  1  0
 38101  1  0
 38102  1  0
 39103  1  0
 39104  1  0
 40105  1  0
 40106  1  0
 41107  1  0
 41108  1  0
 42109  1  0
 42110  1  0
 43111  1  0
 43112  1  0
 44113  1  0
 44114  1  0
 45115  1  0
 45116  1  0
 46117  1  0
 46118  1  0
 46119  1  0
M  END

Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6))
  Mrv1652309162103302D          

 47 46  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
  -14.5228    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2369    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
   -7.0801    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
   -9.3333   -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 25  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
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  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  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  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  0  0  0  0
 41 42  2  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
 46 47  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0290118

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C40H73NO5/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-31-37(43)36(35-42)41-40(46)34-30-33-39(45)38(44)32-29-27-25-23-20-16-14-12-10-8-6-4-2/h12,14,20,23,27-29,31,36-39,42-45H,3-11,13,15-19,21-22,24-26,30,32-35H2,1-2H3,(H,41,46)/b14-12-,23-20-,29-27-,31-28+/t36-,37+,38?,39?/m0/s1

> <INCHI_KEY>
IHSLTCCJVUBEID-JWTWWJOYSA-N

> <FORMULA>
C40H73NO5

> <MOLECULAR_WEIGHT>
648.026

> <EXACT_MASS>
647.548874455

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
119

> <JCHEM_AVERAGE_POLARIZABILITY>
83.11940667528738

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(8Z,11Z,14Z)-N-[(2S,3R,4E)-1,3-dihydroxyicos-4-en-2-yl]-5,6-dihydroxyicosa-8,11,14-trienamide

> <ALOGPS_LOGP>
8.50

> <JCHEM_LOGP>
9.985380029666667

> <ALOGPS_LOGS>
-6.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.831023300234037

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.305784043249442

> <JCHEM_PKA_STRONGEST_BASIC>
-1.050605063583931

> <JCHEM_POLAR_SURFACE_AREA>
110.02000000000001

> <JCHEM_REFRACTIVITY>
199.76250000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
33

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.31e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8Z,11Z,14Z)-N-[(2S,3R,4E)-1,3-dihydroxyicos-4-en-2-yl]-5,6-dihydroxyicosa-8,11,14-trienamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0290118
     RDKit          3D
Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6))
119118  0  0  0  0  0  0  0  0999 V2000
  -14.8684   -3.4978   -1.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8374   -2.4479   -2.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6078   -1.5984   -2.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4052   -0.5082   -3.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1430    0.2929   -2.7744 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9592   -0.5431   -2.7420 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2313   -0.7355   -1.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5756   -0.0893   -0.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8142   -1.1493    0.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1699   -1.2421    1.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1265   -0.3477    2.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8973   -1.0676    2.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7647   -0.8404    1.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5456    0.1836    0.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5376    1.1860    1.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3804    0.5313    1.7659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2776    2.3045    0.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6373    1.9310   -0.6981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7069    3.4850    1.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4373    3.3905    1.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2204    2.9390    1.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874    2.9996    2.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2624    3.5720    3.1837 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1590    2.4283    1.7135 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2262    2.5440    2.6904 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2359    1.3308    3.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3928    0.1336    2.9699 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5295    2.8073    2.0200 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5247    3.9432    1.2338 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0899    1.6456    1.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8324    0.8035    2.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4980   -0.3956    1.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5070   -0.8571    0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1747   -0.0462   -0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6400    0.1994   -0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4233   -1.1022   -0.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8829   -0.8183   -0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6363   -2.0980   -0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5744   -2.9606   -1.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1467   -2.3038   -2.4366 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6226   -1.9781   -2.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2644   -1.3438   -3.3246 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6911   -1.0290   -3.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2137   -0.0266   -2.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0102   -0.1147   -0.7939 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7892    1.0513   -0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8868   -3.5858   -0.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6160   -3.1570   -0.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0897   -4.5007   -1.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7785   -1.8674   -2.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7680   -2.9800   -3.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6432   -1.1644   -1.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7298   -2.3039   -2.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2512   -0.9671   -4.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2743    0.1748   -3.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3238    1.0167   -2.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0098    0.9491   -3.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6475   -1.0532   -3.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3338   -1.3701   -1.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6940    0.5563   -0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4677    0.5446   -0.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6027   -1.8901    0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3995   -2.0876    2.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4930   -0.0134    3.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0220    0.6256    1.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9331   -1.8826    3.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8409   -1.4364    2.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0162   -0.2817   -0.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4059    0.7394    0.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0576    1.6152    2.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9020    0.1377    1.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3161    2.6456    0.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6250    4.3748    0.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4852    3.8350    1.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2238    4.4114    2.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4850    2.7485    2.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3552    1.9433    0.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0164    3.6120    0.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2834    1.9610    0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9763    3.3926    3.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9920    1.5337    4.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2435    1.3294    4.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7221   -0.5468    3.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2811    3.0811    2.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6352    4.0709    0.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9211    1.4312    0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9834    1.0307    3.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0197   -1.2525    2.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5457   -0.4095    2.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0462   -1.8641    0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4616   -1.1699   -0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1637   -0.5825   -1.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6669    0.8974   -1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0544    0.7451   -1.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8230    0.8141    0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3761   -1.6456   -1.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0631   -1.7162    0.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9833   -0.1923    0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2538   -0.2209   -1.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6736   -1.9347    0.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1468   -2.6813    0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1831   -3.9032   -1.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5146   -3.2602   -1.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1578   -3.0720   -3.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5942   -1.4223   -2.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6314   -1.3426   -1.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1023   -2.9784   -1.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6646   -0.3895   -3.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0826   -1.9418   -4.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0568   -0.7844   -4.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2188   -2.0385   -3.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3541    0.0640   -2.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8847    1.0194   -2.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3186   -1.0244   -0.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9326    0.1148   -0.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
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   14.3075    1.9808   -0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8550    0.9945   -0.3447 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
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M  END

HEADER    PROTEIN                                 16-SEP-21   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(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     -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     -27.109   1.440   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -28.442   0.669   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.551  -1.433   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -6.551  -2.873   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -7.884  -0.662   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -9.217  -1.433   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -10.550  -0.662   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -11.883  -1.433   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0     -11.883  -2.873   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0     -13.216  -0.662   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0     -13.216   0.778   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0     -14.549  -1.433   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -15.882  -0.662   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -17.422  -0.662   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -18.755  -1.433   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -20.088  -0.662   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -21.628  -0.662   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -22.961  -1.433   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -24.294  -0.662   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -25.834  -0.662   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -27.167  -1.433   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -28.500  -0.662   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -29.833  -1.433   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -31.166  -0.662   0.000  0.00  0.00           C+0
HETATM   47  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   25                                                       
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   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25    4   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   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   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46                                                            
MASTER        0    0    0    0    0    0    0    0   47    0   92    0
END

COMPND    HMDB0290118
HETATM    1  C1  UNL     1     -14.868  -3.498  -1.328  1.00  0.00           C  
HETATM    2  C2  UNL     1     -14.837  -2.448  -2.429  1.00  0.00           C  
HETATM    3  C3  UNL     1     -13.608  -1.598  -2.160  1.00  0.00           C  
HETATM    4  C4  UNL     1     -13.405  -0.508  -3.160  1.00  0.00           C  
HETATM    5  C5  UNL     1     -12.143   0.293  -2.774  1.00  0.00           C  
HETATM    6  C6  UNL     1     -10.959  -0.543  -2.742  1.00  0.00           C  
HETATM    7  C7  UNL     1     -10.231  -0.736  -1.687  1.00  0.00           C  
HETATM    8  C8  UNL     1     -10.576  -0.089  -0.394  1.00  0.00           C  
HETATM    9  C9  UNL     1     -10.814  -1.149   0.590  1.00  0.00           C  
HETATM   10  C10 UNL     1     -10.170  -1.242   1.692  1.00  0.00           C  
HETATM   11  C11 UNL     1      -9.126  -0.348   2.154  1.00  0.00           C  
HETATM   12  C12 UNL     1      -7.897  -1.068   2.424  1.00  0.00           C  
HETATM   13  C13 UNL     1      -6.765  -0.840   1.861  1.00  0.00           C  
HETATM   14  C14 UNL     1      -6.546   0.184   0.856  1.00  0.00           C  
HETATM   15  C15 UNL     1      -5.538   1.186   1.428  1.00  0.00           C  
HETATM   16  O1  UNL     1      -4.380   0.531   1.766  1.00  0.00           O  
HETATM   17  C16 UNL     1      -5.278   2.304   0.458  1.00  0.00           C  
HETATM   18  O2  UNL     1      -4.637   1.931  -0.698  1.00  0.00           O  
HETATM   19  C17 UNL     1      -4.707   3.485   1.123  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.437   3.391   1.856  1.00  0.00           C  
HETATM   21  C19 UNL     1      -2.220   2.939   1.107  1.00  0.00           C  
HETATM   22  C20 UNL     1      -1.087   3.000   2.059  1.00  0.00           C  
HETATM   23  O3  UNL     1      -1.262   3.572   3.184  1.00  0.00           O  
HETATM   24  N1  UNL     1       0.159   2.428   1.714  1.00  0.00           N  
HETATM   25  C21 UNL     1       1.226   2.544   2.690  1.00  0.00           C  
HETATM   26  C22 UNL     1       1.236   1.331   3.611  1.00  0.00           C  
HETATM   27  O4  UNL     1       1.393   0.134   2.970  1.00  0.00           O  
HETATM   28  C23 UNL     1       2.530   2.807   2.020  1.00  0.00           C  
HETATM   29  O5  UNL     1       2.525   3.943   1.234  1.00  0.00           O  
HETATM   30  C24 UNL     1       3.090   1.646   1.305  1.00  0.00           C  
HETATM   31  C25 UNL     1       3.832   0.804   2.008  1.00  0.00           C  
HETATM   32  C26 UNL     1       4.498  -0.396   1.570  1.00  0.00           C  
HETATM   33  C27 UNL     1       4.507  -0.857   0.188  1.00  0.00           C  
HETATM   34  C28 UNL     1       5.175  -0.046  -0.857  1.00  0.00           C  
HETATM   35  C29 UNL     1       6.640   0.199  -0.582  1.00  0.00           C  
HETATM   36  C30 UNL     1       7.423  -1.102  -0.461  1.00  0.00           C  
HETATM   37  C31 UNL     1       8.883  -0.818  -0.188  1.00  0.00           C  
HETATM   38  C32 UNL     1       9.636  -2.098  -0.006  1.00  0.00           C  
HETATM   39  C33 UNL     1       9.574  -2.961  -1.219  1.00  0.00           C  
HETATM   40  C34 UNL     1      10.147  -2.304  -2.437  1.00  0.00           C  
HETATM   41  C35 UNL     1      11.623  -1.978  -2.147  1.00  0.00           C  
HETATM   42  C36 UNL     1      12.264  -1.344  -3.325  1.00  0.00           C  
HETATM   43  C37 UNL     1      13.691  -1.029  -3.181  1.00  0.00           C  
HETATM   44  C38 UNL     1      14.214  -0.027  -2.260  1.00  0.00           C  
HETATM   45  C39 UNL     1      14.010  -0.115  -0.794  1.00  0.00           C  
HETATM   46  C40 UNL     1      14.789   1.051  -0.107  1.00  0.00           C  
HETATM   47  H1  UNL     1     -13.887  -3.586  -0.802  1.00  0.00           H  
HETATM   48  H2  UNL     1     -15.616  -3.157  -0.562  1.00  0.00           H  
HETATM   49  H3  UNL     1     -15.090  -4.501  -1.721  1.00  0.00           H  
HETATM   50  H4  UNL     1     -15.779  -1.867  -2.427  1.00  0.00           H  
HETATM   51  H5  UNL     1     -14.768  -2.980  -3.399  1.00  0.00           H  
HETATM   52  H6  UNL     1     -13.643  -1.164  -1.143  1.00  0.00           H  
HETATM   53  H7  UNL     1     -12.730  -2.304  -2.297  1.00  0.00           H  
HETATM   54  H8  UNL     1     -13.251  -0.967  -4.157  1.00  0.00           H  
HETATM   55  H9  UNL     1     -14.274   0.175  -3.249  1.00  0.00           H  
HETATM   56  H10 UNL     1     -12.324   1.017  -2.003  1.00  0.00           H  
HETATM   57  H11 UNL     1     -12.010   0.949  -3.718  1.00  0.00           H  
HETATM   58  H12 UNL     1     -10.647  -1.053  -3.680  1.00  0.00           H  
HETATM   59  H13 UNL     1      -9.334  -1.370  -1.659  1.00  0.00           H  
HETATM   60  H14 UNL     1      -9.694   0.556  -0.178  1.00  0.00           H  
HETATM   61  H15 UNL     1     -11.468   0.545  -0.396  1.00  0.00           H  
HETATM   62  H16 UNL     1     -11.603  -1.890   0.325  1.00  0.00           H  
HETATM   63  H17 UNL     1     -10.399  -2.088   2.413  1.00  0.00           H  
HETATM   64  H18 UNL     1      -9.493  -0.013   3.204  1.00  0.00           H  
HETATM   65  H19 UNL     1      -9.022   0.626   1.660  1.00  0.00           H  
HETATM   66  H20 UNL     1      -7.933  -1.883   3.179  1.00  0.00           H  
HETATM   67  H21 UNL     1      -5.841  -1.436   2.115  1.00  0.00           H  
HETATM   68  H22 UNL     1      -6.016  -0.282  -0.029  1.00  0.00           H  
HETATM   69  H23 UNL     1      -7.406   0.739   0.496  1.00  0.00           H  
HETATM   70  H24 UNL     1      -6.058   1.615   2.311  1.00  0.00           H  
HETATM   71  H25 UNL     1      -3.902   0.138   1.007  1.00  0.00           H  
HETATM   72  H26 UNL     1      -6.316   2.646   0.095  1.00  0.00           H  
HETATM   73  H27 UNL     1      -4.643   0.967  -0.794  1.00  0.00           H  
HETATM   74  H28 UNL     1      -4.625   4.375   0.432  1.00  0.00           H  
HETATM   75  H29 UNL     1      -5.485   3.835   1.883  1.00  0.00           H  
HETATM   76  H30 UNL     1      -3.224   4.411   2.276  1.00  0.00           H  
HETATM   77  H31 UNL     1      -3.485   2.748   2.777  1.00  0.00           H  
HETATM   78  H32 UNL     1      -2.355   1.943   0.688  1.00  0.00           H  
HETATM   79  H33 UNL     1      -2.016   3.612   0.230  1.00  0.00           H  
HETATM   80  H34 UNL     1       0.283   1.961   0.818  1.00  0.00           H  
HETATM   81  H35 UNL     1       0.976   3.393   3.398  1.00  0.00           H  
HETATM   82  H36 UNL     1       1.992   1.534   4.386  1.00  0.00           H  
HETATM   83  H37 UNL     1       0.244   1.329   4.133  1.00  0.00           H  
HETATM   84  H38 UNL     1       0.722  -0.547   3.126  1.00  0.00           H  
HETATM   85  H39 UNL     1       3.281   3.081   2.854  1.00  0.00           H  
HETATM   86  H40 UNL     1       1.635   4.071   0.789  1.00  0.00           H  
HETATM   87  H41 UNL     1       2.921   1.431   0.265  1.00  0.00           H  
HETATM   88  H42 UNL     1       3.983   1.031   3.108  1.00  0.00           H  
HETATM   89  H43 UNL     1       4.020  -1.252   2.183  1.00  0.00           H  
HETATM   90  H44 UNL     1       5.546  -0.410   2.004  1.00  0.00           H  
HETATM   91  H45 UNL     1       5.046  -1.864   0.185  1.00  0.00           H  
HETATM   92  H46 UNL     1       3.462  -1.170  -0.120  1.00  0.00           H  
HETATM   93  H47 UNL     1       5.164  -0.582  -1.857  1.00  0.00           H  
HETATM   94  H48 UNL     1       4.667   0.897  -1.047  1.00  0.00           H  
HETATM   95  H49 UNL     1       7.054   0.745  -1.449  1.00  0.00           H  
HETATM   96  H50 UNL     1       6.823   0.814   0.306  1.00  0.00           H  
HETATM   97  H51 UNL     1       7.376  -1.646  -1.443  1.00  0.00           H  
HETATM   98  H52 UNL     1       7.063  -1.716   0.390  1.00  0.00           H  
HETATM   99  H53 UNL     1       8.983  -0.192   0.745  1.00  0.00           H  
HETATM  100  H54 UNL     1       9.254  -0.221  -1.049  1.00  0.00           H  
HETATM  101  H55 UNL     1      10.674  -1.935   0.374  1.00  0.00           H  
HETATM  102  H56 UNL     1       9.147  -2.681   0.845  1.00  0.00           H  
HETATM  103  H57 UNL     1      10.183  -3.903  -1.033  1.00  0.00           H  
HETATM  104  H58 UNL     1       8.515  -3.260  -1.395  1.00  0.00           H  
HETATM  105  H59 UNL     1      10.158  -3.072  -3.265  1.00  0.00           H  
HETATM  106  H60 UNL     1       9.594  -1.422  -2.769  1.00  0.00           H  
HETATM  107  H61 UNL     1      11.631  -1.343  -1.283  1.00  0.00           H  
HETATM  108  H62 UNL     1      12.102  -2.978  -1.991  1.00  0.00           H  
HETATM  109  H63 UNL     1      11.665  -0.390  -3.525  1.00  0.00           H  
HETATM  110  H64 UNL     1      12.083  -1.942  -4.273  1.00  0.00           H  
HETATM  111  H65 UNL     1      14.057  -0.784  -4.252  1.00  0.00           H  
HETATM  112  H66 UNL     1      14.219  -2.038  -3.022  1.00  0.00           H  
HETATM  113  H67 UNL     1      15.354   0.064  -2.409  1.00  0.00           H  
HETATM  114  H68 UNL     1      13.885   1.019  -2.627  1.00  0.00           H  
HETATM  115  H69 UNL     1      14.319  -1.024  -0.302  1.00  0.00           H  
HETATM  116  H70 UNL     1      12.933   0.115  -0.535  1.00  0.00           H  
HETATM  117  H71 UNL     1      14.590   0.997   0.984  1.00  0.00           H  
HETATM  118  H72 UNL     1      14.307   1.981  -0.472  1.00  0.00           H  
HETATM  119  H73 UNL     1      15.855   0.994  -0.345  1.00  0.00           H  
CONECT    1    2   47   48   49
CONECT    2    3   50   51
CONECT    3    4   52   53
CONECT    4    5   54   55
CONECT    5    6   56   57
CONECT    6    7    7   58
CONECT    7    8   59
CONECT    8    9   60   61
CONECT    9   10   10   62
CONECT   10   11   63
CONECT   11   12   64   65
CONECT   12   13   13   66
CONECT   13   14   67
CONECT   14   15   68   69
CONECT   15   16   17   70
CONECT   16   71
CONECT   17   18   19   72
CONECT   18   73
CONECT   19   20   74   75
CONECT   20   21   76   77
CONECT   21   22   78   79
CONECT   22   23   23   24
CONECT   24   25   80
CONECT   25   26   28   81
CONECT   26   27   82   83
CONECT   27   84
CONECT   28   29   30   85
CONECT   29   86
CONECT   30   31   31   87
CONECT   31   32   88
CONECT   32   33   89   90
CONECT   33   34   91   92
CONECT   34   35   93   94
CONECT   35   36   95   96
CONECT   36   37   97   98
CONECT   37   38   99  100
CONECT   38   39  101  102
CONECT   39   40  103  104
CONECT   40   41  105  106
CONECT   41   42  107  108
CONECT   42   43  109  110
CONECT   43   44  111  112
CONECT   44   45  113  114
CONECT   45   46  115  116
CONECT   46  117  118  119
END

HMDB0290118
     RDKit          3D
Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6))
119118  0  0  0  0  0  0  0  0999 V2000
  -14.8684   -3.4978   -1.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8374   -2.4479   -2.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6078   -1.5984   -2.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4052   -0.5082   -3.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1430    0.2929   -2.7744 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9592   -0.5431   -2.7420 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2313   -0.7355   -1.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5756   -0.0893   -0.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8142   -1.1493    0.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1699   -1.2421    1.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1265   -0.3477    2.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8973   -1.0676    2.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7647   -0.8404    1.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5456    0.1836    0.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5376    1.1860    1.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3804    0.5313    1.7659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2776    2.3045    0.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6373    1.9310   -0.6981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7069    3.4850    1.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4373    3.3905    1.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2204    2.9390    1.1073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874    2.9996    2.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2624    3.5720    3.1837 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1590    2.4283    1.7135 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2262    2.5440    2.6904 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2359    1.3308    3.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3928    0.1336    2.9699 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5295    2.8073    2.0200 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5247    3.9432    1.2338 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0899    1.6456    1.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8324    0.8035    2.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4980   -0.3956    1.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5070   -0.8571    0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1747   -0.0462   -0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6400    0.1994   -0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4233   -1.1022   -0.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8829   -0.8183   -0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6363   -2.0980   -0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5744   -2.9606   -1.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1467   -2.3038   -2.4366 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6226   -1.9781   -2.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2644   -1.3438   -3.3246 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6911   -1.0290   -3.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2137   -0.0266   -2.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0102   -0.1147   -0.7939 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7892    1.0513   -0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8868   -3.5858   -0.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6160   -3.1570   -0.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0897   -4.5007   -1.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7785   -1.8674   -2.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7680   -2.9800   -3.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6432   -1.1644   -1.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7298   -2.3039   -2.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2512   -0.9671   -4.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2743    0.1748   -3.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3238    1.0167   -2.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0098    0.9491   -3.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6475   -1.0532   -3.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3338   -1.3701   -1.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6940    0.5563   -0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4677    0.5446   -0.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6027   -1.8901    0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3995   -2.0876    2.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4930   -0.0134    3.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0220    0.6256    1.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9331   -1.8826    3.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8409   -1.4364    2.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0162   -0.2817   -0.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4059    0.7394    0.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0576    1.6152    2.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9020    0.1377    1.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3161    2.6456    0.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6432    0.9668   -0.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6250    4.3748    0.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4852    3.8350    1.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2238    4.4114    2.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4850    2.7485    2.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3552    1.9433    0.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0164    3.6120    0.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2834    1.9610    0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9763    3.3926    3.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9920    1.5337    4.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2435    1.3294    4.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7221   -0.5468    3.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2811    3.0811    2.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6352    4.0709    0.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9211    1.4312    0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9834    1.0307    3.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0197   -1.2525    2.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5457   -0.4095    2.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0462   -1.8641    0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4616   -1.1699   -0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1637   -0.5825   -1.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6669    0.8974   -1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0544    0.7451   -1.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8230    0.8141    0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3761   -1.6456   -1.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0631   -1.7162    0.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9833   -0.1923    0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2538   -0.2209   -1.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6736   -1.9347    0.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1468   -2.6813    0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1831   -3.9032   -1.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5146   -3.2602   -1.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1578   -3.0720   -3.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5942   -1.4223   -2.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6314   -1.3426   -1.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1023   -2.9784   -1.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6646   -0.3895   -3.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0826   -1.9418   -4.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0568   -0.7844   -4.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2188   -2.0385   -3.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3541    0.0640   -2.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8847    1.0194   -2.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3186   -1.0244   -0.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9326    0.1148   -0.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5904    0.9969    0.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3075    1.9808   -0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8550    0.9945   -0.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₄₀H₇₃NO₅

Average Molecular Weight

648.026

Monoisotopic Molecular Weight

647.548874455

IUPAC Name

(8Z,11Z,14Z)-N-[(2S,3R,4E)-1,3-dihydroxyicos-4-en-2-yl]-5,6-dihydroxyicosa-8,11,14-trienamide

Traditional Name

(8Z,11Z,14Z)-N-[(2S,3R,4E)-1,3-dihydroxyicos-4-en-2-yl]-5,6-dihydroxyicosa-8,11,14-trienamide

CAS Registry Number

Not Available

SMILES

[H][C@@](CO)(NC(=O)CCCC(O)C(O)C\C=C/C\C=C/C\C=C/CCCCC)[C@H](O)\C=C\CCCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C40H73NO5/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-31-37(43)36(35-42)41-40(46)34-30-33-39(45)38(44)32-29-27-25-23-20-16-14-12-10-8-6-4-2/h12,14,20,23,27-29,31,36-39,42-45H,3-11,13,15-19,21-22,24-26,30,32-35H2,1-2H3,(H,41,46)/b14-12-,23-20-,29-27-,31-28+/t36-,37+,38?,39?/m0/s1

InChI Key

IHSLTCCJVUBEID-JWTWWJOYSA-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: HMDB0290118)

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	8.5	ALOGPS
logP	9.99	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	13.31	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.02 Å²	ChemAxon
Rotatable Bond Count	33	ChemAxon
Refractivity	199.76 m³·mol⁻¹	ChemAxon
Polarizability	83.12 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]+	268.941	32859911
AllCCS	[M+H-H2O]+	268.547	32859911
AllCCS	[M+Na]+	269.361	32859911
AllCCS	[M+NH4]+	269.272	32859911
AllCCS	[M-H]-	257.452	32859911
AllCCS	[M+Na-2H]-	263.471	32859911
AllCCS	[M+HCOO]-	270.16	32859911
DeepCCS	[M+H]+	273.934	30932474
DeepCCS	[M-H]-	271.674	30932474
DeepCCS	[M-2H]-	304.918	30932474
DeepCCS	[M+Na]+	279.847	30932474

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(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)) 10V, Positive-QTOF	splash10-0002-0000009000-4b2fc732d3be0b86eb5d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)) 20V, Positive-QTOF	splash10-0005-0050009000-5632ba13057432b4f84d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)) 40V, Positive-QTOF	splash10-01po-0075009000-ddac487ecad669519c7e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)) 10V, Positive-QTOF	splash10-0udi-0000009000-7513433d1ed2e1ffc19c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)) 20V, Positive-QTOF	splash10-0udi-0000009000-7513433d1ed2e1ffc19c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)) 40V, Positive-QTOF	splash10-000i-0000009000-d1709465b29b9376b0a1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)) 10V, Negative-QTOF	splash10-0002-0000009000-846111a9f76e8926760c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)) 20V, Negative-QTOF	splash10-0002-0001009000-71b03bed54ea09021c0e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)) 40V, Negative-QTOF	splash10-03dk-0004009000-089739b0a51dc55cf707	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(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)) (HMDB0290118)

MOL for HMDB0290118 (Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)))

3D MOL for HMDB0290118 (Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)))

3D SDF for HMDB0290118 (Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)))

3D-SDF for HMDB0290118 (Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)))

PDB for HMDB0290118 (Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)))

3D PDB for HMDB0290118 (Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)))

SMILES for HMDB0290118 (Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)))

INCHI for HMDB0290118 (Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)))

Structure for HMDB0290118 (Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)))

3D Structure for HMDB0290118 (Cer(d20:1/20:3(8Z,11Z,14Z)-2OH(5,6)))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra