MiMeDB: Showing metabocard for Ceramide (d18:1/18:0) (MMDBc0047791)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:42:49 UTC

Update Date

2024-04-30 20:30:25 UTC

Metabolite ID

MMDBc0047791

Metabolite Identification

Common Name

Ceramide (d18:1/18:0)

Description

Ceramide (d18:1/18:0), also known as C18 cer or N-(octadecanoyl)ceramide, belongs to the class of organic compounds known as long-chain ceramides. These are ceramides bearing a long chain fatty acid. Thus, ceramide (D18:1/18:0) is considered to be a ceramide lipid molecule. Ceramide (d18:1/18:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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

Cer(d18:1/18:0)
  Mrv1652306122020042D          

 41 40  0  0  0  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
   -0.9590    0.3595    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    1.5430    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
  -11.6664    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3805    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0946    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8087    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   -1.5393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2236   -0.3548    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   -0.3548    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
   -7.0801   -0.3548    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   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2225   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9366   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6507   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3648   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0790   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7931   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5072   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2213   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9355   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6496   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  1  3  1  1  0  0  0
  1  4  1  6  0  0  0
  5  2  1  0  0  0  0
  4 23  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  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
M  END

HMDB0004950
     RDKit          3D
Cer(d18:1/18:0)
111110  0  0  0  0  0  0  0  0999 V2000
  -10.3272   -1.8405   -3.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3929   -1.6623   -2.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9011   -2.0851   -1.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0099   -1.8692   -0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6088   -2.2177    1.2894 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5452   -1.4576    1.9680 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7616   -0.0587    2.3432 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0401    0.9999    1.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1458    1.3528    0.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7627    1.7892    0.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8138    0.8377    1.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4839    1.5731    1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4005    0.7529    1.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1862    1.6402    1.9577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0766    1.2877    1.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9259    2.2108    1.4008 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0420    1.8457    2.4028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2467    2.4620    0.0933 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2673    2.8272   -0.9933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0004    3.9219   -0.4881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4997    1.3404   -0.4218 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8711    1.5284   -0.7330 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625    2.6959   -0.5329 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7816    0.5020   -1.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2058    0.9193   -1.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7796    1.1567    0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8004   -0.0770    0.9003 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4011    0.0864    2.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7845    0.2339    2.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7325    1.1957    2.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2719    1.0486    0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0656   -0.2562    0.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5337   -0.2447   -0.9587 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3514   -1.4188   -1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6315   -1.5461   -0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4104   -2.7461   -1.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8026   -2.6684   -2.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6959   -1.5675   -2.8958 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0608   -1.5170   -2.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2176   -1.4019   -0.8608 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5534   -1.1195   -4.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3614   -2.8817   -3.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3175   -1.6133   -3.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6769   -0.5741   -2.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2661   -2.2575   -2.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6858   -3.2049   -1.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9529   -1.6373   -0.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7895   -2.6551   -0.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5478   -0.9244   -0.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5409   -2.1098    1.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3676   -3.3125    1.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2968   -2.0436    2.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5574   -1.5055    1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0510    0.2358    3.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7457   -0.1202    3.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0955    0.9652    0.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1452    1.9849    2.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1307    0.6118   -0.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6515    2.2844   -0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7766    2.7188    1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2817    2.2036   -0.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6090    0.0261    0.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1004    0.3550    2.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1586    1.8702    0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6638    2.4531    1.9273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1922   -0.2079    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7242    0.5653    2.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2562    2.5883    2.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0699    0.3516    0.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3018    3.2368    1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8337    0.8785    2.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6014    3.3578    0.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9176    1.9936   -1.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6872    3.1919   -1.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2970    4.5531   -0.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9209    0.3999   -0.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6525   -0.4215   -0.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4666    0.1921   -2.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8553    0.1486   -1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3291    1.8274   -1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6265    1.8081    0.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9953    1.8224    0.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7263   -0.4416    1.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2391   -0.9534    0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8493    0.9818    2.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9888   -0.7527    2.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2578   -0.8331    2.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8537    0.3768    3.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2441    2.2394    2.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6108    1.3685    2.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0625    1.8704    0.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5748    1.1582   -0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8610   -0.3867    1.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3316   -1.0766    0.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6824   -0.1634   -1.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1608    0.6687   -1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6314   -1.2589   -2.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7807   -2.3698   -1.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3708   -1.7503    0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1477   -0.5937   -0.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2094   -3.0050   -0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6830   -3.6132   -0.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8682   -2.7300   -3.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3311   -3.6322   -2.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8220   -1.6627   -4.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2437   -0.5523   -2.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5488   -0.5894   -2.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7148   -2.3390   -2.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4338   -0.8701   -0.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1630   -0.7956   -0.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4868   -2.4033   -0.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  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
  1 41  1  0
  1 42  1  0
  1 43  1  0
  2 44  1  0
  2 45  1  0
  3 46  1  0
  3 47  1  0
  4 48  1  0
  4 49  1  0
  5 50  1  0
  5 51  1  0
  6 52  1  0
  6 53  1  0
  7 54  1  0
  7 55  1  0
  8 56  1  0
  8 57  1  0
  9 58  1  0
  9 59  1  0
 10 60  1  0
 10 61  1  0
 11 62  1  0
 11 63  1  0
 12 64  1  0
 12 65  1  0
 13 66  1  0
 13 67  1  0
 14 68  1  0
 15 69  1  0
 16 70  1  1
 17 71  1  0
 18 72  1  1
 19 73  1  0
 19 74  1  0
 20 75  1  0
 21 76  1  0
 24 77  1  0
 24 78  1  0
 25 79  1  0
 25 80  1  0
 26 81  1  0
 26 82  1  0
 27 83  1  0
 27 84  1  0
 28 85  1  0
 28 86  1  0
 29 87  1  0
 29 88  1  0
 30 89  1  0
 30 90  1  0
 31 91  1  0
 31 92  1  0
 32 93  1  0
 32 94  1  0
 33 95  1  0
 33 96  1  0
 34 97  1  0
 34 98  1  0
 35 99  1  0
 35100  1  0
 36101  1  0
 36102  1  0
 37103  1  0
 37104  1  0
 38105  1  0
 38106  1  0
 39107  1  0
 39108  1  0
 40109  1  0
 40110  1  0
 40111  1  0
M  END

Cer(d18:1/18:0)
  Mrv1652306122020042D          

 41 40  0  0  0  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
   -0.9590    0.3595    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    1.5430    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
  -11.6664    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3805    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0946    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8087    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   -1.5393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2236   -0.3548    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   -0.3548    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
   -7.0801   -0.3548    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   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2225   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9366   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6507   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3648   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0790   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7931   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5072   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2213   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9355   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6496   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  1  3  1  1  0  0  0
  1  4  1  6  0  0  0
  5  2  1  0  0  0  0
  4 23  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  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
M  END
> <DATABASE_ID>
MMDBc0047791

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C36H71NO3/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(40)37-34(33-38)35(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h29,31,34-35,38-39H,3-28,30,32-33H2,1-2H3,(H,37,40)/b31-29+/t34-,35+/m0/s1

> <INCHI_KEY>
VODZWWMEJITOND-NXCSZAMKSA-N

> <FORMULA>
C36H71NO3

> <MOLECULAR_WEIGHT>
565.9538

> <EXACT_MASS>
565.543395143

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
111

> <JCHEM_AVERAGE_POLARIZABILITY>
77.46773915240475

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]octadecanamide

> <ALOGPS_LOGP>
9.78

> <JCHEM_LOGP>
11.754492473666666

> <ALOGPS_LOGS>
-7.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.235174526465968

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.61974905944669

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0489347908069546

> <JCHEM_POLAR_SURFACE_AREA>
69.56

> <JCHEM_REFRACTIVITY>
174.97769999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
32

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.21e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
C18 cer

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0004950
     RDKit          3D
Cer(d18:1/18:0)
111110  0  0  0  0  0  0  0  0999 V2000
  -10.3272   -1.8405   -3.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3929   -1.6623   -2.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9011   -2.0851   -1.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0099   -1.8692   -0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6088   -2.2177    1.2894 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5452   -1.4576    1.9680 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7616   -0.0587    2.3432 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0401    0.9999    1.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1458    1.3528    0.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7627    1.7892    0.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8138    0.8377    1.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4839    1.5731    1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4005    0.7529    1.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1862    1.6402    1.9577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0766    1.2877    1.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9259    2.2108    1.4008 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0420    1.8457    2.4028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2467    2.4620    0.0933 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2673    2.8272   -0.9933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0004    3.9219   -0.4881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4997    1.3404   -0.4218 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8711    1.5284   -0.7330 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625    2.6959   -0.5329 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7816    0.5020   -1.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2058    0.9193   -1.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7796    1.1567    0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8004   -0.0770    0.9003 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4011    0.0864    2.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7845    0.2339    2.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7325    1.1957    2.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2719    1.0486    0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0656   -0.2562    0.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5337   -0.2447   -0.9587 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3514   -1.4188   -1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6315   -1.5461   -0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4104   -2.7461   -1.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8026   -2.6684   -2.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6959   -1.5675   -2.8958 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0608   -1.5170   -2.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2176   -1.4019   -0.8608 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5534   -1.1195   -4.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3614   -2.8817   -3.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3175   -1.6133   -3.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6769   -0.5741   -2.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2661   -2.2575   -2.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6858   -3.2049   -1.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9529   -1.6373   -0.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7895   -2.6551   -0.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5478   -0.9244   -0.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5409   -2.1098    1.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3676   -3.3125    1.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2968   -2.0436    2.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5574   -1.5055    1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0510    0.2358    3.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7457   -0.1202    3.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0955    0.9652    0.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1452    1.9849    2.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1307    0.6118   -0.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6515    2.2844   -0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7766    2.7188    1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2817    2.2036   -0.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6090    0.0261    0.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1004    0.3550    2.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1586    1.8702    0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6638    2.4531    1.9273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1922   -0.2079    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7242    0.5653    2.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2562    2.5883    2.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0699    0.3516    0.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3018    3.2368    1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8337    0.8785    2.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6014    3.3578    0.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9176    1.9936   -1.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6872    3.1919   -1.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2970    4.5531   -0.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9209    0.3999   -0.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6525   -0.4215   -0.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4666    0.1921   -2.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8553    0.1486   -1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3291    1.8274   -1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6265    1.8081    0.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9953    1.8224    0.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7263   -0.4416    1.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2391   -0.9534    0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8493    0.9818    2.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9888   -0.7527    2.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2578   -0.8331    2.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8537    0.3768    3.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2441    2.2394    2.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6108    1.3685    2.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0625    1.8704    0.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5748    1.1582   -0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8610   -0.3867    1.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3316   -1.0766    0.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6824   -0.1634   -1.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1608    0.6687   -1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6314   -1.2589   -2.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7807   -2.3698   -1.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3708   -1.7503    0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1477   -0.5937   -0.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2094   -3.0050   -0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6830   -3.6132   -0.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8682   -2.7300   -3.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3311   -3.6322   -2.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8220   -1.6627   -4.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2437   -0.5523   -2.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5488   -0.5894   -2.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7148   -2.3390   -2.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4338   -0.8701   -0.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1630   -0.7956   -0.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4868   -2.4033   -0.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  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
  1 41  1  0
  1 42  1  0
  1 43  1  0
  2 44  1  0
  2 45  1  0
  3 46  1  0
  3 47  1  0
  4 48  1  0
  4 49  1  0
  5 50  1  0
  5 51  1  0
  6 52  1  0
  6 53  1  0
  7 54  1  0
  7 55  1  0
  8 56  1  0
  8 57  1  0
  9 58  1  0
  9 59  1  0
 10 60  1  0
 10 61  1  0
 11 62  1  0
 11 63  1  0
 12 64  1  0
 12 65  1  0
 13 66  1  0
 13 67  1  0
 14 68  1  0
 15 69  1  0
 16 70  1  1
 17 71  1  0
 18 72  1  1
 19 73  1  0
 19 74  1  0
 20 75  1  0
 21 76  1  0
 24 77  1  0
 24 78  1  0
 25 79  1  0
 25 80  1  0
 26 81  1  0
 26 82  1  0
 27 83  1  0
 27 84  1  0
 28 85  1  0
 28 86  1  0
 29 87  1  0
 29 88  1  0
 30 89  1  0
 30 90  1  0
 31 91  1  0
 31 92  1  0
 32 93  1  0
 32 94  1  0
 33 95  1  0
 33 96  1  0
 34 97  1  0
 34 98  1  0
 35 99  1  0
 35100  1  0
 36101  1  0
 36102  1  0
 37103  1  0
 37104  1  0
 38105  1  0
 38106  1  0
 39107  1  0
 39108  1  0
 40109  1  0
 40110  1  0
 40111  1  0
M  END

HEADER    PROTEIN                                 12-JUN-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Cer(d18:1/18:0)                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-JUN-20         0                                  
HETATM    1  C   UNK     0      -4.447   0.670   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.113   1.440   0.000  0.00  0.00           C+0
HETATM    3  H   UNK     0      -3.677  -0.663   0.000  0.00  0.00           H+0
HETATM    4  N   UNK     0      -5.217  -0.663   0.000  0.00  0.00           N+0
HETATM    5  O   UNK     0      -1.790   0.671   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -5.781   1.440   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -5.781   2.880   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -7.114   0.669   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.447   1.440   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.780   0.669   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -11.113   1.440   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -12.446   0.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -13.779   1.440   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -15.112   0.669   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -16.445   1.440   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -17.778   0.669   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -19.111   1.440   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -20.444   0.669   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -21.777   1.440   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -23.110   0.669   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -24.443   1.440   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -25.776   0.669   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.551  -1.433   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.551  -2.873   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -7.884  -0.662   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -9.217  -1.433   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -10.550  -0.662   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -11.883  -1.433   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -13.216  -0.662   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -14.549  -1.433   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -15.882  -0.662   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -17.215  -1.433   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -18.548  -0.662   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -19.881  -1.433   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -21.214  -0.662   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -22.547  -1.433   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -23.880  -0.662   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -25.213  -1.433   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -26.546  -0.662   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -27.880  -1.433   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -29.213  -0.662   0.000  0.00  0.00           C+0
CONECT    1    2    3    4    6                                             
CONECT    2    1    5                                                       
CONECT    3    1                                                            
CONECT    4    1   23                                                       
CONECT    5    2                                                            
CONECT    6    1    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23    4   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
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                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   80    0
END

COMPND    HMDB0004950
HETATM    1  C1  UNL     1     -10.327  -1.840  -3.515  1.00  0.00           C  
HETATM    2  C2  UNL     1     -11.393  -1.662  -2.458  1.00  0.00           C  
HETATM    3  C3  UNL     1     -10.901  -2.085  -1.102  1.00  0.00           C  
HETATM    4  C4  UNL     1     -12.010  -1.869  -0.086  1.00  0.00           C  
HETATM    5  C5  UNL     1     -11.609  -2.218   1.289  1.00  0.00           C  
HETATM    6  C6  UNL     1     -10.545  -1.458   1.968  1.00  0.00           C  
HETATM    7  C7  UNL     1     -10.762  -0.059   2.343  1.00  0.00           C  
HETATM    8  C8  UNL     1     -11.040   1.000   1.391  1.00  0.00           C  
HETATM    9  C9  UNL     1     -10.146   1.353   0.284  1.00  0.00           C  
HETATM   10  C10 UNL     1      -8.763   1.789   0.543  1.00  0.00           C  
HETATM   11  C11 UNL     1      -7.814   0.838   1.177  1.00  0.00           C  
HETATM   12  C12 UNL     1      -6.484   1.573   1.295  1.00  0.00           C  
HETATM   13  C13 UNL     1      -5.401   0.753   1.928  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.186   1.640   1.958  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.077   1.288   1.328  1.00  0.00           C  
HETATM   16  C16 UNL     1      -1.926   2.211   1.401  1.00  0.00           C  
HETATM   17  O1  UNL     1      -1.042   1.846   2.403  1.00  0.00           O  
HETATM   18  C17 UNL     1      -1.247   2.462   0.093  1.00  0.00           C  
HETATM   19  C18 UNL     1      -2.267   2.827  -0.993  1.00  0.00           C  
HETATM   20  O2  UNL     1      -3.000   3.922  -0.488  1.00  0.00           O  
HETATM   21  N1  UNL     1      -0.500   1.340  -0.422  1.00  0.00           N  
HETATM   22  C19 UNL     1       0.871   1.528  -0.733  1.00  0.00           C  
HETATM   23  O3  UNL     1       1.363   2.696  -0.533  1.00  0.00           O  
HETATM   24  C20 UNL     1       1.782   0.502  -1.265  1.00  0.00           C  
HETATM   25  C21 UNL     1       3.206   0.919  -1.310  1.00  0.00           C  
HETATM   26  C22 UNL     1       3.780   1.157   0.074  1.00  0.00           C  
HETATM   27  C23 UNL     1       3.800  -0.077   0.900  1.00  0.00           C  
HETATM   28  C24 UNL     1       4.401   0.086   2.228  1.00  0.00           C  
HETATM   29  C25 UNL     1       5.785   0.234   2.567  1.00  0.00           C  
HETATM   30  C26 UNL     1       6.732   1.196   2.031  1.00  0.00           C  
HETATM   31  C27 UNL     1       7.272   1.049   0.664  1.00  0.00           C  
HETATM   32  C28 UNL     1       8.066  -0.256   0.471  1.00  0.00           C  
HETATM   33  C29 UNL     1       8.534  -0.245  -0.959  1.00  0.00           C  
HETATM   34  C30 UNL     1       9.351  -1.419  -1.371  1.00  0.00           C  
HETATM   35  C31 UNL     1      10.632  -1.546  -0.558  1.00  0.00           C  
HETATM   36  C32 UNL     1      11.410  -2.746  -1.051  1.00  0.00           C  
HETATM   37  C33 UNL     1      11.803  -2.668  -2.480  1.00  0.00           C  
HETATM   38  C34 UNL     1      12.696  -1.567  -2.896  1.00  0.00           C  
HETATM   39  C35 UNL     1      14.061  -1.517  -2.329  1.00  0.00           C  
HETATM   40  C36 UNL     1      14.218  -1.402  -0.861  1.00  0.00           C  
HETATM   41  H1  UNL     1     -10.553  -1.119  -4.335  1.00  0.00           H  
HETATM   42  H2  UNL     1     -10.361  -2.882  -3.934  1.00  0.00           H  
HETATM   43  H3  UNL     1      -9.317  -1.613  -3.093  1.00  0.00           H  
HETATM   44  H4  UNL     1     -11.677  -0.574  -2.466  1.00  0.00           H  
HETATM   45  H5  UNL     1     -12.266  -2.258  -2.801  1.00  0.00           H  
HETATM   46  H6  UNL     1     -10.686  -3.205  -1.183  1.00  0.00           H  
HETATM   47  H7  UNL     1      -9.953  -1.637  -0.879  1.00  0.00           H  
HETATM   48  H8  UNL     1     -12.790  -2.655  -0.381  1.00  0.00           H  
HETATM   49  H9  UNL     1     -12.548  -0.924  -0.223  1.00  0.00           H  
HETATM   50  H10 UNL     1     -12.541  -2.110   1.929  1.00  0.00           H  
HETATM   51  H11 UNL     1     -11.368  -3.312   1.323  1.00  0.00           H  
HETATM   52  H12 UNL     1     -10.297  -2.044   2.917  1.00  0.00           H  
HETATM   53  H13 UNL     1      -9.557  -1.506   1.419  1.00  0.00           H  
HETATM   54  H14 UNL     1     -10.051   0.236   3.170  1.00  0.00           H  
HETATM   55  H15 UNL     1     -11.746  -0.120   3.014  1.00  0.00           H  
HETATM   56  H16 UNL     1     -12.095   0.965   0.961  1.00  0.00           H  
HETATM   57  H17 UNL     1     -11.145   1.985   2.021  1.00  0.00           H  
HETATM   58  H18 UNL     1     -10.131   0.612  -0.552  1.00  0.00           H  
HETATM   59  H19 UNL     1     -10.651   2.284  -0.207  1.00  0.00           H  
HETATM   60  H20 UNL     1      -8.777   2.719   1.211  1.00  0.00           H  
HETATM   61  H21 UNL     1      -8.282   2.204  -0.400  1.00  0.00           H  
HETATM   62  H22 UNL     1      -7.609   0.026   0.412  1.00  0.00           H  
HETATM   63  H23 UNL     1      -8.100   0.355   2.094  1.00  0.00           H  
HETATM   64  H24 UNL     1      -6.159   1.870   0.275  1.00  0.00           H  
HETATM   65  H25 UNL     1      -6.664   2.453   1.927  1.00  0.00           H  
HETATM   66  H26 UNL     1      -5.192  -0.208   1.463  1.00  0.00           H  
HETATM   67  H27 UNL     1      -5.724   0.565   2.985  1.00  0.00           H  
HETATM   68  H28 UNL     1      -4.256   2.588   2.520  1.00  0.00           H  
HETATM   69  H29 UNL     1      -3.070   0.352   0.798  1.00  0.00           H  
HETATM   70  H30 UNL     1      -2.302   3.237   1.731  1.00  0.00           H  
HETATM   71  H31 UNL     1      -0.834   0.878   2.315  1.00  0.00           H  
HETATM   72  H32 UNL     1      -0.601   3.358   0.182  1.00  0.00           H  
HETATM   73  H33 UNL     1      -2.918   1.994  -1.267  1.00  0.00           H  
HETATM   74  H34 UNL     1      -1.687   3.192  -1.853  1.00  0.00           H  
HETATM   75  H35 UNL     1      -2.297   4.553  -0.131  1.00  0.00           H  
HETATM   76  H36 UNL     1      -0.921   0.400  -0.576  1.00  0.00           H  
HETATM   77  H37 UNL     1       1.653  -0.422  -0.659  1.00  0.00           H  
HETATM   78  H38 UNL     1       1.467   0.192  -2.305  1.00  0.00           H  
HETATM   79  H39 UNL     1       3.855   0.149  -1.822  1.00  0.00           H  
HETATM   80  H40 UNL     1       3.329   1.827  -1.933  1.00  0.00           H  
HETATM   81  H41 UNL     1       4.626   1.808   0.046  1.00  0.00           H  
HETATM   82  H42 UNL     1       2.995   1.822   0.637  1.00  0.00           H  
HETATM   83  H43 UNL     1       2.726  -0.442   1.067  1.00  0.00           H  
HETATM   84  H44 UNL     1       4.239  -0.953   0.328  1.00  0.00           H  
HETATM   85  H45 UNL     1       3.849   0.982   2.772  1.00  0.00           H  
HETATM   86  H46 UNL     1       3.989  -0.753   2.938  1.00  0.00           H  
HETATM   87  H47 UNL     1       6.258  -0.833   2.473  1.00  0.00           H  
HETATM   88  H48 UNL     1       5.854   0.377   3.738  1.00  0.00           H  
HETATM   89  H49 UNL     1       6.244   2.239   2.044  1.00  0.00           H  
HETATM   90  H50 UNL     1       7.611   1.369   2.739  1.00  0.00           H  
HETATM   91  H51 UNL     1       8.062   1.870   0.553  1.00  0.00           H  
HETATM   92  H52 UNL     1       6.575   1.158  -0.136  1.00  0.00           H  
HETATM   93  H53 UNL     1       8.861  -0.387   1.196  1.00  0.00           H  
HETATM   94  H54 UNL     1       7.332  -1.077   0.588  1.00  0.00           H  
HETATM   95  H55 UNL     1       7.682  -0.163  -1.673  1.00  0.00           H  
HETATM   96  H56 UNL     1       9.161   0.669  -1.156  1.00  0.00           H  
HETATM   97  H57 UNL     1       9.631  -1.259  -2.448  1.00  0.00           H  
HETATM   98  H58 UNL     1       8.781  -2.370  -1.325  1.00  0.00           H  
HETATM   99  H59 UNL     1      10.371  -1.750   0.502  1.00  0.00           H  
HETATM  100  H60 UNL     1      11.148  -0.594  -0.611  1.00  0.00           H  
HETATM  101  H61 UNL     1      12.209  -3.005  -0.348  1.00  0.00           H  
HETATM  102  H62 UNL     1      10.683  -3.613  -0.977  1.00  0.00           H  
HETATM  103  H63 UNL     1      10.868  -2.730  -3.096  1.00  0.00           H  
HETATM  104  H64 UNL     1      12.331  -3.632  -2.718  1.00  0.00           H  
HETATM  105  H65 UNL     1      12.822  -1.663  -4.020  1.00  0.00           H  
HETATM  106  H66 UNL     1      12.244  -0.552  -2.779  1.00  0.00           H  
HETATM  107  H67 UNL     1      14.549  -0.589  -2.775  1.00  0.00           H  
HETATM  108  H68 UNL     1      14.715  -2.339  -2.731  1.00  0.00           H  
HETATM  109  H69 UNL     1      13.434  -0.870  -0.337  1.00  0.00           H  
HETATM  110  H70 UNL     1      15.163  -0.796  -0.648  1.00  0.00           H  
HETATM  111  H71 UNL     1      14.487  -2.403  -0.441  1.00  0.00           H  
CONECT    1    2   41   42   43
CONECT    2    3   44   45
CONECT    3    4   46   47
CONECT    4    5   48   49
CONECT    5    6   50   51
CONECT    6    7   52   53
CONECT    7    8   54   55
CONECT    8    9   56   57
CONECT    9   10   58   59
CONECT   10   11   60   61
CONECT   11   12   62   63
CONECT   12   13   64   65
CONECT   13   14   66   67
CONECT   14   15   15   68
CONECT   15   16   69
CONECT   16   17   18   70
CONECT   17   71
CONECT   18   19   21   72
CONECT   19   20   73   74
CONECT   20   75
CONECT   21   22   76
CONECT   22   23   23   24
CONECT   24   25   77   78
CONECT   25   26   79   80
CONECT   26   27   81   82
CONECT   27   28   83   84
CONECT   28   29   85   86
CONECT   29   30   87   88
CONECT   30   31   89   90
CONECT   31   32   91   92
CONECT   32   33   93   94
CONECT   33   34   95   96
CONECT   34   35   97   98
CONECT   35   36   99  100
CONECT   36   37  101  102
CONECT   37   38  103  104
CONECT   38   39  105  106
CONECT   39   40  107  108
CONECT   40  109  110  111
END

HMDB0004950
     RDKit          3D
Cer(d18:1/18:0)
111110  0  0  0  0  0  0  0  0999 V2000
  -10.3272   -1.8405   -3.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3929   -1.6623   -2.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9011   -2.0851   -1.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0099   -1.8692   -0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6088   -2.2177    1.2894 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5452   -1.4576    1.9680 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7616   -0.0587    2.3432 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0401    0.9999    1.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1458    1.3528    0.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7627    1.7892    0.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8138    0.8377    1.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4839    1.5731    1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4005    0.7529    1.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1862    1.6402    1.9577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0766    1.2877    1.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9259    2.2108    1.4008 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0420    1.8457    2.4028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2467    2.4620    0.0933 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2673    2.8272   -0.9933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0004    3.9219   -0.4881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4997    1.3404   -0.4218 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8711    1.5284   -0.7330 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625    2.6959   -0.5329 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7816    0.5020   -1.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2058    0.9193   -1.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7796    1.1567    0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8004   -0.0770    0.9003 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4011    0.0864    2.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7845    0.2339    2.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7325    1.1957    2.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2719    1.0486    0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0656   -0.2562    0.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5337   -0.2447   -0.9587 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3514   -1.4188   -1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6315   -1.5461   -0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4104   -2.7461   -1.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8026   -2.6684   -2.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6959   -1.5675   -2.8958 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0608   -1.5170   -2.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2176   -1.4019   -0.8608 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5534   -1.1195   -4.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3614   -2.8817   -3.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3175   -1.6133   -3.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6769   -0.5741   -2.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2661   -2.2575   -2.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6858   -3.2049   -1.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9529   -1.6373   -0.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7895   -2.6551   -0.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5478   -0.9244   -0.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5409   -2.1098    1.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3676   -3.3125    1.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2968   -2.0436    2.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5574   -1.5055    1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0510    0.2358    3.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7457   -0.1202    3.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0955    0.9652    0.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1452    1.9849    2.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1307    0.6118   -0.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6515    2.2844   -0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7766    2.7188    1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2817    2.2036   -0.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6090    0.0261    0.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1004    0.3550    2.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1586    1.8702    0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6638    2.4531    1.9273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1922   -0.2079    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7242    0.5653    2.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2562    2.5883    2.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0699    0.3516    0.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3018    3.2368    1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8337    0.8785    2.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6014    3.3578    0.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9176    1.9936   -1.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6872    3.1919   -1.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2970    4.5531   -0.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9209    0.3999   -0.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6525   -0.4215   -0.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4666    0.1921   -2.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8553    0.1486   -1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3291    1.8274   -1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6265    1.8081    0.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9953    1.8224    0.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7263   -0.4416    1.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2391   -0.9534    0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8493    0.9818    2.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9888   -0.7527    2.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2578   -0.8331    2.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8537    0.3768    3.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2441    2.2394    2.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6108    1.3685    2.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0625    1.8704    0.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5748    1.1582   -0.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8610   -0.3867    1.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3316   -1.0766    0.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6824   -0.1634   -1.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1608    0.6687   -1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6314   -1.2589   -2.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7807   -2.3698   -1.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3708   -1.7503    0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1477   -0.5937   -0.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2094   -3.0050   -0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6830   -3.6132   -0.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8682   -2.7300   -3.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3311   -3.6322   -2.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8220   -1.6627   -4.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2437   -0.5523   -2.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5488   -0.5894   -2.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7148   -2.3390   -2.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4338   -0.8701   -0.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1630   -0.7956   -0.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4868   -2.4033   -0.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  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
  1 41  1  0
  1 42  1  0
  1 43  1  0
  2 44  1  0
  2 45  1  0
  3 46  1  0
  3 47  1  0
  4 48  1  0
  4 49  1  0
  5 50  1  0
  5 51  1  0
  6 52  1  0
  6 53  1  0
  7 54  1  0
  7 55  1  0
  8 56  1  0
  8 57  1  0
  9 58  1  0
  9 59  1  0
 10 60  1  0
 10 61  1  0
 11 62  1  0
 11 63  1  0
 12 64  1  0
 12 65  1  0
 13 66  1  0
 13 67  1  0
 14 68  1  0
 15 69  1  0
 16 70  1  1
 17 71  1  0
 18 72  1  1
 19 73  1  0
 19 74  1  0
 20 75  1  0
 21 76  1  0
 24 77  1  0
 24 78  1  0
 25 79  1  0
 25 80  1  0
 26 81  1  0
 26 82  1  0
 27 83  1  0
 27 84  1  0
 28 85  1  0
 28 86  1  0
 29 87  1  0
 29 88  1  0
 30 89  1  0
 30 90  1  0
 31 91  1  0
 31 92  1  0
 32 93  1  0
 32 94  1  0
 33 95  1  0
 33 96  1  0
 34 97  1  0
 34 98  1  0
 35 99  1  0
 35100  1  0
 36101  1  0
 36102  1  0
 37103  1  0
 37104  1  0
 38105  1  0
 38106  1  0
 39107  1  0
 39108  1  0
 40109  1  0
 40110  1  0
 40111  1  0
M  END

Synonyms

Value	Source
C18 Cer	ChEBI
Cer(d18:1/18:0)	ChEBI
N-(Octadecanoyl)-sphing-4-enine	ChEBI, HMDB
N-(Octadecanoyl)ceramide	ChEBI
N-(Octadecanoyl)sphing-4-enine	ChEBI
N-(Stearoyl)ceramide	ChEBI
N-Octadecanoylsphing-4-enine	ChEBI
N-Stearoylsphing-4-enine	ChEBI
N-Stearoylsphingosine	ChEBI
(2S,3R,4E)-2-acylamino-1,3-Octadec-4-enediol	HMDB
(2S,3R,4E)-2-Acylaminooctadec-4-ene-1,3-diol	HMDB
Cer	HMDB
Ceramide	HMDB
N-Acylsphingosine	HMDB
N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecenyl]-octadecanamide	HMDB
C18-Ceramide	HMDB
C18:0 Ceramide	HMDB
Cer d18:1/18:0	HMDB
Ceramide (d18:1,C18:0)	HMDB
Ceramide (d18:1/18:0)	HMDB
Ceramide (d18:1C18:0)	HMDB
Ceramide 18	HMDB
Ceramide(d18:1/18:0)	HMDB
D-erythro-1,3-Dihydroxy-2-octadecanoylamido-trans-4-octadecene	HMDB
N-Octadecanoylsphingosine	HMDB
N-Stearoyl-C18-sphingosine	HMDB
N-Stearoyl-D-erythro-sphingosine	HMDB
N-Stearoyl-D-sphingosine	HMDB
N-Stearoylsphingenine	HMDB

Molecular Formula

C₃₆H₇₁NO₃

Average Mass

565.9538

Monoisotopic Mass

565.543395143

IUPAC Name

N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]octadecanamide

Traditional Name

C18 cer

CAS Registry Number

Not Available

SMILES

[H][C@@](CO)(NC(=O)CCCCCCCCCCCCCCCCC)[C@H](O)\C=C\CCCCCCCCCCCCC

InChI Identifier

InChI=1S/C36H71NO3/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(40)37-34(33-38)35(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h29,31,34-35,38-39H,3-28,30,32-33H2,1-2H3,(H,37,40)/b31-29+/t34-,35+/m0/s1

InChI Key

VODZWWMEJITOND-NXCSZAMKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain ceramides. These are ceramides bearing a long chain fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sphingolipids

Sub Class

Ceramides

Direct Parent

Long-chain ceramides

Alternative Parents

Substituents

Long-chain ceramide
Fatty amide
N-acyl-amine
Fatty acyl
Carboxamide group
Secondary alcohol
Secondary carboxylic acid amide
Carboxylic acid derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

N-acylsphingosine (CHEBI:72961 )
N-acylsphingosines (ceramides) (LMSP02010006 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	3.2e-05 g/L	ALOGPS
logP	9.78	ALOGPS
logP	11.75	ChemAxon
logS	-7.2	ALOGPS
pKa (Strongest Acidic)	13.62	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.56 Å²	ChemAxon
Rotatable Bond Count	32	ChemAxon
Refractivity	174.98 m³·mol⁻¹	ChemAxon
Polarizability	77.47 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00dj-4095356000-87cc327998a6d64728a4	2017-10-06	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0090020000-5dbb731616fc561ff345	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0090020000-9c6e9b32b7c3fa0e1049	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0090020000-2a5e768c223d741f77b2	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0000090000-3f6fc7446d90939e1273	2017-10-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-02t9-0050090000-a5eb5a9f2cf3055ba7f2	2017-10-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03ea-0090060000-096de6b49933a090b7ec	2017-10-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0000090000-43d072bc5cc322f0fa16	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-02t9-0050090000-75055536ca965f7e82e0	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03ea-0090060000-ed3377f4acd9152fde4e	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0000090000-f10a550f2e2a2d4ae229	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0000090000-f10a550f2e2a2d4ae229	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-0000090000-c884de12768fecb720bc	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0000090000-db9bd905dcb3573a1e45	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0010090000-b852288502fd9c90e8b6	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01q9-0040090000-0a5784a1c56b4020c3b9	2021-09-22	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Brain
Epidermis
Feces
Fibroblasts
Intestine
Kidney
Liver
Neuron
Pancreas
Placenta
Platelet
Skeletal Muscle
Spleen
Testis
Thyroid Gland
Urine

Tissue Locations

Brain
Epidermis
Fibroblasts
Intestine
Kidney
Liver
Neuron
Pancreas
Placenta
Platelet
Skeletal Muscle
Spleen
Testis
Thyroid Gland

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191901	Lipid phosphate phosphohydrolase 2	Unknown	O43688	Homo sapiens
MMDBp0191907	Lipid phosphate phosphohydrolase 1	Unknown	O14494	Homo sapiens
MMDBp0191912	Lipid phosphate phosphohydrolase 3	Unknown	O14495	Homo sapiens
MMDBp0191985	Galactocerebrosidase	Enzyme	P54803	Homo sapiens
MMDBp0192033	Lactase-phlorizin hydrolase	Enzyme	P09848	Homo sapiens
MMDBp0192100	Globoside alpha-1,3-N-acetylgalactosaminyltransferase 1	Unknown	Q8N5D6	Homo sapiens
MMDBp0192203	N-acetylglucosaminyl-phosphatidylinositol de-N-acetylase	Enzyme	Q9Y2B2	Homo sapiens
MMDBp0192391	Phosphatidylcholine:ceramide cholinephosphotransferase 2	Enzyme	Q8NHU3	Homo sapiens
MMDBp0192395	Phosphatidylcholine:ceramide cholinephosphotransferase 1	Enzyme	Q86VZ5	Homo sapiens
MMDBp0192396	Sphingomyelin phosphodiesterase	Enzyme	P17405	Homo sapiens
MMDBp0192465	Ceramide glucosyltransferase	Enzyme	Q16739	Homo sapiens
MMDBp0192558	Phosphatidylinositol N-acetylglucosaminyltransferase subunit Q	Enzyme	Q9BRB3	Homo sapiens
MMDBp0192559	Phosphatidylinositol N-acetylglucosaminyltransferase subunit A	Enzyme	P37287	Homo sapiens
MMDBp0192560	Phosphatidylinositol N-acetylglucosaminyltransferase subunit H	Enzyme	Q14442	Homo sapiens
MMDBp0192561	Phosphatidylinositol N-acetylglucosaminyltransferase subunit P	Enzyme	P57054	Homo sapiens
MMDBp0192562	Phosphatidylinositol N-acetylglucosaminyltransferase subunit C	Enzyme	Q92535	Homo sapiens
MMDBp0192661	Sphingosine-1-phosphate lyase 1	Enzyme	O95470	Homo sapiens
MMDBp0192688	Sphingosine kinase 1	Unknown	Q9NYA1	Homo sapiens
MMDBp0192690	Acid ceramidase	Enzyme	Q13510	Homo sapiens
MMDBp0192695	Ectonucleotide pyrophosphatase/phosphodiesterase family member 7	Unknown	Q6UWV6	Homo sapiens
MMDBp0192696	Sphingomyelin phosphodiesterase 2	Unknown	O60906	Homo sapiens
MMDBp0192707	2-hydroxyacylsphingosine 1-beta-galactosyltransferase	Enzyme	Q16880	Homo sapiens
MMDBp0192889	Collagen type IV alpha-3-binding protein	Enzyme	Q9Y5P4	Homo sapiens
MMDBp0192976	Ceramide kinase	Unknown	Q8TCT0	Homo sapiens
MMDBp0193223	Ganglioside GM2 activator	Enzyme	P17900	Homo sapiens
MMDBp0193267	Glucosylceramidase	Enzyme	P04062	Homo sapiens
MMDBp0193531	T-cell surface glycoprotein CD1e, membrane-associated	Enzyme	P15812	Homo sapiens
MMDBp0193636	Epididymal secretory protein E1	Enzyme	P61916	Homo sapiens
MMDBp0193670	Ceramide synthase 1	Enzyme	P27544	Homo sapiens
MMDBp0193673	Antigen-presenting glycoprotein CD1d	Enzyme	P15813	Homo sapiens
MMDBp0193742	GPI mannosyltransferase 1	Enzyme	Q9H3S5	Homo sapiens
MMDBp0193755	Phosphatidylinositol-glycan biosynthesis class W protein	Enzyme	Q7Z7B1	Homo sapiens
MMDBp0193805	Phosphatidylinositol-glycan biosynthesis class X protein	Enzyme	Q8TBF5	Homo sapiens
MMDBp0193806	GPI mannosyltransferase 4	Enzyme	Q86VD9	Homo sapiens
MMDBp0194033	Lactosylceramide 1,3-N-acetyl-beta-D-glucosaminyltransferase	Enzyme	Q9BYG0	Homo sapiens
MMDBp0194037	Sphingomyelin phosphodiesterase 3	Unknown	Q9NY59	Homo sapiens
MMDBp0194044	Beta-1,3-galactosyltransferase 5	Enzyme	Q9Y2C3	Homo sapiens
MMDBp0194119	GPI mannosyltransferase 3	Enzyme	Q92521	Homo sapiens
MMDBp0194120	Phosphatidylinositol-glycan biosynthesis class F protein	Enzyme	Q07326	Homo sapiens
MMDBp0194121	GPI ethanolamine phosphate transferase 2	Enzyme	Q5H8A4	Homo sapiens
MMDBp0194122	GPI ethanolamine phosphate transferase 1	Enzyme	O95427	Homo sapiens
MMDBp0194123	GPI ethanolamine phosphate transferase 3	Enzyme	Q8TEQ8	Homo sapiens
MMDBp0194124	GPI transamidase component PIG-S	Enzyme	Q96S52	Homo sapiens
MMDBp0194125	GPI transamidase component PIG-T	Enzyme	Q969N2	Homo sapiens
MMDBp0194126	Phosphatidylinositol glycan anchor biosynthesis class U protein	Enzyme	Q9H490	Homo sapiens
MMDBp0194127	GPI mannosyltransferase 2	Enzyme	Q9NUD9	Homo sapiens
MMDBp0194128	Phosphatidylinositol N-acetylglucosaminyltransferase subunit Y	Enzyme	Q3MUY2	Homo sapiens
MMDBp0194133	Pleckstrin homology domain-containing family A member 8	Unknown	Q96JA3	Homo sapiens
MMDBp0195538	Sphingomyelin phosphodiesterase 4	Unknown	Q9NXE4	Homo sapiens
MMDBp0195879	Putative neutral ceramidase C	Enzyme	P0C7U2	Homo sapiens
MMDBp0195880	Alkaline ceramidase 2	Enzyme	Q5QJU3	Homo sapiens
MMDBp0195881	Neutral ceramidase	Enzyme	Q9NR71	Homo sapiens
MMDBp0195885	Non-lysosomal glucosylceramidase	Enzyme	Q9HCG7	Homo sapiens
MMDBp0196227	Alkaline ceramidase 1	Enzyme	Q8TDN7	Homo sapiens
MMDBp0196313	Killer cell lectin-like receptor subfamily B member 1	Unknown	Q12918	Homo sapiens
MMDBp0196460	Protein FAN	Enzyme	Q92636	Homo sapiens
MMDBp0196494	Ceramide synthase 5	Unknown	Q8N5B7	Homo sapiens
MMDBp0196495	ATP-binding cassette sub-family A member 7	Unknown	Q8IZY2	Homo sapiens
MMDBp0196528	GPI-anchor transamidase	Enzyme	Q92643	Homo sapiens
MMDBp0196556	Glycosylphosphatidylinositol anchor attachment 1 protein	Unknown	O43292	Homo sapiens
MMDBp0196557	Protein PLEKHA9	Unknown	O95397	Homo sapiens
MMDBp0196558	Glycolipid transfer protein domain-containing protein 2	Unknown	A6NH11	Homo sapiens
MMDBp0196559	Putative uncharacterized protein PLEKHA8	Unknown	B5MDU3	Homo sapiens
MMDBp0196560	T-cell surface glycoprotein CD1a	Unknown	P06126	Homo sapiens
MMDBp0196561	Glycolipid transfer protein domain-containing protein 1	Unknown	Q5TA50	Homo sapiens
MMDBp0196562	T-cell surface glycoprotein CD1c	Unknown	P29017	Homo sapiens
MMDBp0196563	Lipopolysaccharide-binding protein	Unknown	P18428	Homo sapiens
MMDBp0196564	Putative uncharacterized protein DKFZp434L0435	Unknown	Q9UFH6	Homo sapiens
MMDBp0196565	T-cell surface glycoprotein CD1b	Unknown	P29016	Homo sapiens
MMDBp0196566	Glycolipid transfer protein	Unknown	Q9NZD2	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0000671	Dihydroceramide	Ceramide (d18:1/18:0)	delta(4)-desaturase, sphingolipid 1	VMH	9188692
MMDBr0000672	Dihydroceramide	Ceramide (d18:1/18:0)	delta(4)-desaturase, sphingolipid 1	VMH	9188692
MMDBr0002136	Sphingomyelin	Phosphorylcholine	ectonucleotide pyrophosphatase/phosphodiesterase 7	VMH	30371894
MMDBr0002137	Sphingomyelin	Phosphorylcholine	sphingomyelin phosphodiesterase 1, acid lysosomal	VMH	10823942
MMDBr0004340	Dihydroceramide	Ceramide (d18:1/18:0)	Not Available	VMH	10722759 10880336 11937514 8449895
MMDBr0006754	Dihydroceramide	Ceramide (d18:1/18:0)	Not Available	VMH	30371894
MMDBr0009098	Ceramide (d18:1/18:0)	Ceramide (d18:1/18:0)	Not Available	VMH	30371894
MMDBr0009106	Sphingomyelin	Phosphorylcholine	sphingomyelin phosphodiesterase 3, neutral membrane (neutral sphingomyelinase II)	VMH	30371894
MMDBr0009372	Citicoline	Cytidine monophosphate	Not Available	VMH	30371894
MMDBr0009376	Sphingomyelin	Phosphorylcholine	ectonucleotide pyrophosphatase/phosphodiesterase 7	VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown
Bacteria	Actinobacteria	1	Human

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified							HMDB
Human Blood	Detected and Quantified	0.008	0.001	uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	0.012	0.001	uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	0.022	0.001	uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	0.036	0.002	uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	0.040	0.002	uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	0.061	0.0007	uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	0.128	0.012	uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	0.145	0.007	uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	0.271	0.013	uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	0.281	0.033	uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	0.331	0.029	uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	1.00	0.029	uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	1.22	0.046	uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Blood	Detected and Quantified	3.00	0.107	uM	Adult (>18 years old)	Both	Normal	HMDB	20671299
Human Brain	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Epidermis	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Fibroblasts	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Intestine	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Kidney	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Neuron	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Pancreas	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Platelet	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Skeletal muscle	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Spleen	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Testis	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Thyroid gland	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Urine	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0004950

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023537

KNApSAcK ID

Not Available

Chemspider ID

4446678

KEGG Compound ID

C00195

BioCyc ID

CERAMIDE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

PubChem Compound

PDB ID

ChEBI ID

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bowser PA, Gray GM: Sphingomyelinase in pig and human epidermis. J Invest Dermatol. 1978 Jun;70(6):331-5. doi: 10.1111/1523-1747.ep12543516. [PubMed:25935 ]
Dunn HG, Dolman CL, Farrell DF, Tischler B, Hasinoff C, Woolf LI: Krabbe's leukodystrophy without globoid cells. Neurology. 1976 Nov;26(11):1035-41. doi: 10.1212/wnl.26.11.1035. [PubMed:988509 ]
Ogawa-Goto K, Funamoto N, Abe T, Nagashima K: Different ceramide compositions of gangliosides between human motor and sensory nerves. J Neurochem. 1990 Nov;55(5):1486-93. doi: 10.1111/j.1471-4159.1990.tb04930.x. [PubMed:2213006 ]
Ogawa-Goto K, Ohta Y, Kubota K, Funamoto N, Abe T, Taki T, Nagashima K: Glycosphingolipids of human peripheral nervous system myelins isolated from cauda equina. J Neurochem. 1993 Oct;61(4):1398-403. doi: 10.1111/j.1471-4159.1993.tb13633.x. [PubMed:7690848 ]
Ghadially R, Brown BE, Sequeira-Martin SM, Feingold KR, Elias PM: The aged epidermal permeability barrier. Structural, functional, and lipid biochemical abnormalities in humans and a senescent murine model. J Clin Invest. 1995 May;95(5):2281-90. doi: 10.1172/JCI117919. [PubMed:7738193 ]
Marchesini S, Demasi L, Cestone P, Preti A, Agmon V, Dagan A, Navon R, Gatt S: Sulforhodamine GM1-ganglioside: synthesis and physicochemical properties. Chem Phys Lipids. 1994 Aug 8;72(2):143-52. doi: 10.1016/0009-3084(94)90098-1. [PubMed:7954976 ]
Tojo K, Oota M, Honda H, Shibasaki T, Sakai O: Possible thyroidal involvement in a case of Fabry disease. Intern Med. 1994 Mar;33(3):172-6. doi: 10.2169/internalmedicine.33.172. [PubMed:8061397 ]
Holleran WM, Ginns EI, Menon GK, Grundmann JU, Fartasch M, McKinney CE, Elias PM, Sidransky E: Consequences of beta-glucocerebrosidase deficiency in epidermis. Ultrastructure and permeability barrier alterations in Gaucher disease. J Clin Invest. 1994 Apr;93(4):1756-64. doi: 10.1172/JCI117160. [PubMed:8163674 ]
Hoffmann GF, Seppel CK, Holmes B, Mitchell L, Christen HJ, Hanefeld F, Rating D, Nyhan WL: Quantitative organic acid analysis in cerebrospinal fluid and plasma: reference values in a pediatric population. J Chromatogr. 1993 Jul 23;617(1):1-10. doi: 10.1016/0378-4347(93)80414-y. [PubMed:8376520 ]
Schafer A, Harzer K, Kattner E, Schafer HJ, Stoltenburg G, Lietz H: [Disseminated lipogranulomatosis (Farber disease) with hydrops fetalis]. Pathologe. 1996 Mar;17(2):145-9. doi: 10.1007/s002920050148. [PubMed:8650144 ]
Sando GN, Howard EJ, Madison KC: Induction of ceramide glucosyltransferase activity in cultured human keratinocytes. Correlation with culture differentiation. J Biol Chem. 1996 Sep 6;271(36):22044-51. doi: 10.1074/jbc.271.36.22044. [PubMed:8703011 ]
Futerman AH: The roles of ceramide in the regulation of neuronal growth and development. Biochemistry (Mosc). 1998 Jan;63(1):74-83. [PubMed:9526098 ]
Watanabe R, Wu K, Paul P, Marks DL, Kobayashi T, Pittelkow MR, Pagano RE: Up-regulation of glucosylceramide synthase expression and activity during human keratinocyte differentiation. J Biol Chem. 1998 Apr 17;273(16):9651-5. doi: 10.1074/jbc.273.16.9651. [PubMed:9545298 ]
Ohnishi Y, Okino N, Ito M, Imayama S: Ceramidase activity in bacterial skin flora as a possible cause of ceramide deficiency in atopic dermatitis. Clin Diagn Lab Immunol. 1999 Jan;6(1):101-4. doi: 10.1128/CDLI.6.1.101-104.1999. [PubMed:9874672 ]
Gill JS, Windebank AJ: Suramin induced ceramide accumulation leads to apoptotic cell death in dorsal root ganglion neurons. Cell Death Differ. 1998 Oct;5(10):876-83. doi: 10.1038/sj.cdd.4400410. [PubMed:10203686 ]
Herr I, Martin-Villalba A, Kurz E, Roncaioli P, Schenkel J, Cifone MG, Debatin KM: FK506 prevents stroke-induced generation of ceramide and apoptosis signaling. Brain Res. 1999 May 1;826(2):210-9. doi: 10.1016/s0006-8993(99)01288-3. [PubMed:10224298 ]
Di Marzio L, Cinque B, De Simone C, Cifone MG: Effect of the lactic acid bacterium Streptococcus thermophilus on ceramide levels in human keratinocytes in vitro and stratum corneum in vivo. J Invest Dermatol. 1999 Jul;113(1):98-106. doi: 10.1046/j.1523-1747.1999.00633.x. [PubMed:10417626 ]
Farina F, Cappello F, Todaro M, Bucchieri F, Peri G, Zummo G, Stassi G: Involvement of caspase-3 and GD3 ganglioside in ceramide-induced apoptosis in Farber disease. J Histochem Cytochem. 2000 Jan;48(1):57-62. doi: 10.1177/002215540004800106. [PubMed:10653586 ]
Bektas M, Orfanos CE, Geilen CC: Different vitamin D analogues induce sphingomyelin hydrolysis and apoptosis in the human keratinocyte cell line HaCaT. Cell Mol Biol (Noisy-le-grand). 2000 Feb;46(1):111-9. [PubMed:10726977 ]
Garcia-Ruiz C, Mari M, Morales A, Colell A, Ardite E, Fernandez-Checa JC: Human placenta sphingomyelinase, an exogenous acidic pH-optimum sphingomyelinase, induces oxidative stress, glutathione depletion, and apoptosis in rat hepatocytes. Hepatology. 2000 Jul;32(1):56-65. doi: 10.1053/jhep.2000.8267. [PubMed:10869289 ]
Tanno O, Ota Y, Kitamura N, Katsube T, Inoue S: Nicotinamide increases biosynthesis of ceramides as well as other stratum corneum lipids to improve the epidermal permeability barrier. Br J Dermatol. 2000 Sep;143(3):524-31. doi: 10.1111/j.1365-2133.2000.03705.x. [PubMed:10971324 ]
van Lijnschoten G, Groener JE, Maas SM, Ben-Yoseph Y, Dingemans KP, Offerhaus GJ: Intrauterine fetal death due to Farber disease: case report. Pediatr Dev Pathol. 2000 Nov-Dec;3(6):597-602. doi: 10.1007/s100240010107. [PubMed:11000338 ]
Grether-Beck S, Bonizzi G, Schmitt-Brenden H, Felsner I, Timmer A, Sies H, Johnson JP, Piette J, Krutmann J: Non-enzymatic triggering of the ceramide signalling cascade by solar UVA radiation. EMBO J. 2000 Nov 1;19(21):5793-800. doi: 10.1093/emboj/19.21.5793. [PubMed:11060030 ]
Maurer BJ, Melton L, Billups C, Cabot MC, Reynolds CP: Synergistic cytotoxicity in solid tumor cell lines between N-(4-hydroxyphenyl)retinamide and modulators of ceramide metabolism. J Natl Cancer Inst. 2000 Dec 6;92(23):1897-909. doi: 10.1093/jnci/92.23.1897. [PubMed:11106681 ]
Sugiki H, Hozumi Y, Maeshima H, Katagata Y, Mitsuhashi Y, Kondo S: C2-ceramide induces apoptosis in a human squamous cell carcinoma cell line. Br J Dermatol. 2000 Dec;143(6):1154-63. doi: 10.1046/j.1365-2133.2000.03882.x. [PubMed:11122015 ]
Poliak S, Gollan L, Salomon D, Berglund EO, Ohara R, Ranscht B, Peles E: Localization of Caspr2 in myelinated nerves depends on axon-glia interactions and the generation of barriers along the axon. J Neurosci. 2001 Oct 1;21(19):7568-75. [PubMed:11567047 ]
Yarosh DB, Both D, Brown D: Liposomal ursolic acid (merotaine) increases ceramides and collagen in human skin. Horm Res. 2000;54(5-6):318-21. doi: 10.1159/000053280. [PubMed:11595826 ]
Vielhaber G, Pfeiffer S, Brade L, Lindner B, Goldmann T, Vollmer E, Hintze U, Wittern KP, Wepf R: Localization of ceramide and glucosylceramide in human epidermis by immunogold electron microscopy. J Invest Dermatol. 2001 Nov;117(5):1126-36. doi: 10.1046/j.0022-202x.2001.01527.x. [PubMed:11710923 ]
Uchida Y, Behne M, Quiec D, Elias PM, Holleran WM: Vitamin C stimulates sphingolipid production and markers of barrier formation in submerged human keratinocyte cultures. J Invest Dermatol. 2001 Nov;117(5):1307-13. doi: 10.1046/j.0022-202x.2001.01555.x. [PubMed:11710949 ]
Kirby RJ, Zheng S, Tso P, Howles PN, Hui DY: Bile salt-stimulated carboxyl ester lipase influences lipoprotein assembly and secretion in intestine: a process mediated via ceramide hydrolysis. J Biol Chem. 2002 Feb 8;277(6):4104-9. doi: 10.1074/jbc.M107549200. Epub 2001 Dec 3. [PubMed:11733511 ]
Both DM, Goodtzova K, Yarosh DB, Brown DA: Liposome-encapsulated ursolic acid increases ceramides and collagen in human skin cells. Arch Dermatol Res. 2002 Jan;293(11):569-75. doi: 10.1007/s00403-001-0272-0. [PubMed:11876525 ]
Bouwstra JA, Honeywell-Nguyen PL, Gooris GS, Ponec M: Structure of the skin barrier and its modulation by vesicular formulations. Prog Lipid Res. 2003 Jan;42(1):1-36. doi: 10.1016/s0163-7827(02)00028-0. [PubMed:12467638 ]
Okamoto R, Arikawa J, Ishibashi M, Kawashima M, Takagi Y, Imokawa G: Sphingosylphosphorylcholine is upregulated in the stratum corneum of patients with atopic dermatitis. J Lipid Res. 2003 Jan;44(1):93-102. doi: 10.1194/jlr.m200225-jlr200. [PubMed:12518027 ]
Humbert P: [Functional consequences of cutaneous lipid perturbation]. Pathol Biol (Paris). 2003 Jul;51(5):271-4. doi: 10.1016/s0369-8114(03)00073-7. [PubMed:14567193 ]
Adams JM 2nd, Pratipanawatr T, Berria R, Wang E, DeFronzo RA, Sullards MC, Mandarino LJ: Ceramide content is increased in skeletal muscle from obese insulin-resistant humans. Diabetes. 2004 Jan;53(1):25-31. doi: 10.2337/diabetes.53.1.25. [PubMed:14693694 ]
Di Marzio L, Centi C, Cinque B, Masci S, Giuliani M, Arcieri A, Zicari L, De Simone C, Cifone MG: Effect of the lactic acid bacterium Streptococcus thermophilus on stratum corneum ceramide levels and signs and symptoms of atopic dermatitis patients. Exp Dermatol. 2003 Oct;12(5):615-20. doi: 10.1034/j.1600-0625.2003.00051.x. [PubMed:14705802 ]
Deguchi H, Yegneswaran S, Griffin JH: Sphingolipids as bioactive regulators of thrombin generation. J Biol Chem. 2004 Mar 26;279(13):12036-42. doi: 10.1074/jbc.M302531200. Epub 2004 Jan 13. [PubMed:14722105 ]
Malagarie-Cazenave S, Segui B, Leveque S, Garcia V, Carpentier S, Altie MF, Brouchet A, Gouaze V, Andrieu-Abadie N, Barreira Y, Benoist H, Levade T: Role of FAN in tumor necrosis factor-alpha and lipopolysaccharide-induced interleukin-6 secretion and lethality in D-galactosamine-sensitized mice. J Biol Chem. 2004 Apr 30;279(18):18648-55. doi: 10.1074/jbc.M314294200. Epub 2004 Feb 25. [PubMed:14985352 ]
Tserng KY, Griffin RL: Ceramide metabolite, not intact ceramide molecule, may be responsible for cellular toxicity. Biochem J. 2004 Jun 15;380(Pt 3):715-22. doi: 10.1042/BJ20031733. [PubMed:14998372 ]
Mari M, Colell A, Morales A, Paneda C, Varela-Nieto I, Garcia-Ruiz C, Fernandez-Checa JC: Acidic sphingomyelinase downregulates the liver-specific methionine adenosyltransferase 1A, contributing to tumor necrosis factor-induced lethal hepatitis. J Clin Invest. 2004 Mar;113(6):895-904. doi: 10.1172/JCI19852. [PubMed:15067322 ]
Helge JW, Dobrzyn A, Saltin B, Gorski J: Exercise and training effects on ceramide metabolism in human skeletal muscle. Exp Physiol. 2004 Jan;89(1):119-27. doi: 10.1113/expphysiol.2003.002605. [PubMed:15109217 ]
Pettus BJ, Baes M, Busman M, Hannun YA, Van Veldhoven PP: Mass spectrometric analysis of ceramide perturbations in brain and fibroblasts of mice and human patients with peroxisomal disorders. Rapid Commun Mass Spectrom. 2004;18(14):1569-74. doi: 10.1002/rcm.1520. [PubMed:15282781 ]
Jana A, Pahan K: Human immunodeficiency virus type 1 gp120 induces apoptosis in human primary neurons through redox-regulated activation of neutral sphingomyelinase. J Neurosci. 2004 Oct 27;24(43):9531-40. doi: 10.1523/JNEUROSCI.3085-04.2004. [PubMed:15509740 ]
Satoi H, Tomimoto H, Ohtani R, Kitano T, Kondo T, Watanabe M, Oka N, Akiguchi I, Furuya S, Hirabayashi Y, Okazaki T: Astroglial expression of ceramide in Alzheimer's disease brains: a role during neuronal apoptosis. Neuroscience. 2005;130(3):657-66. doi: 10.1016/j.neuroscience.2004.08.056. [PubMed:15590150 ]
Cho Y, Lew BL, Seong K, Kim NI: An inverse relationship between ceramide synthesis and clinical severity in patients with psoriasis. J Korean Med Sci. 2004 Dec;19(6):859-63. doi: 10.3346/jkms.2004.19.6.859. [PubMed:15608398 ]
Yatomi Y, Yamamura S, Hisano N, Nakahara K, Igarashi Y, Ozaki Y: Sphingosine 1-phosphate breakdown in platelets. J Biochem. 2004 Oct;136(4):495-502. doi: 10.1093/jb/mvh143. [PubMed:15625319 ]
Guchhait P, Lopez JA, Thiagarajan P: Characterization of autoantibodies against sulfatide from a V-gene phage-display library derived from patients with systemic lupus erythematosus. J Immunol Methods. 2004 Dec;295(1-2):129-37. doi: 10.1016/j.jim.2004.10.001. Epub 2004 Oct 26. [PubMed:15627618 ]
Erdreich-Epstein A, Tran LB, Cox OT, Huang EY, Laug WE, Shimada H, Millard M: Endothelial apoptosis induced by inhibition of integrins alphavbeta3 and alphavbeta5 involves ceramide metabolic pathways. Blood. 2005 Jun 1;105(11):4353-61. doi: 10.1182/blood-2004-08-3098. Epub 2005 Feb 10. [PubMed:15705795 ]
Chavez JA, Holland WL, Bar J, Sandhoff K, Summers SA: Acid ceramidase overexpression prevents the inhibitory effects of saturated fatty acids on insulin signaling. J Biol Chem. 2005 May 20;280(20):20148-53. doi: 10.1074/jbc.M412769200. Epub 2005 Mar 17. [PubMed:15774472 ]
Petrache I, Natarajan V, Zhen L, Medler TR, Richter AT, Cho C, Hubbard WC, Berdyshev EV, Tuder RM: Ceramide upregulation causes pulmonary cell apoptosis and emphysema-like disease in mice. Nat Med. 2005 May;11(5):491-8. doi: 10.1038/nm1238. Epub 2005 Apr 24. [PubMed:15852018 ]
Demarchi F, Bertoli C, Greer PA, Schneider C: Ceramide triggers an NF-kappaB-dependent survival pathway through calpain. Cell Death Differ. 2005 May;12(5):512-22. doi: 10.1038/sj.cdd.4401592. [PubMed:15933726 ]
Klein J: Functions and pathophysiological roles of phospholipase D in the brain. J Neurochem. 2005 Sep;94(6):1473-87. doi: 10.1111/j.1471-4159.2005.03315.x. Epub 2005 Jul 22. [PubMed:16042758 ]
Saito M, Saito M, Cooper TB, Vadasz C: Ethanol-induced changes in the content of triglycerides, ceramides, and glucosylceramides in cultured neurons. Alcohol Clin Exp Res. 2005 Aug;29(8):1374-83. doi: 10.1097/01.alc.0000175011.22307.61. [PubMed:16131844 ]
Persaud-Sawin DA, Boustany RM: Cell death pathways in juvenile Batten disease. Apoptosis. 2005 Oct;10(5):973-85. doi: 10.1007/s10495-005-0733-6. [PubMed:16151633 ]
Lee HK, Nam GW, Kim SH, Lee SH: Phytocomponents of triterpenoids, oleanolic acid and ursolic acid, regulated differently the processing of epidermal keratinocytes via PPAR-alpha pathway. Exp Dermatol. 2006 Jan;15(1):66-73. doi: 10.1111/j.0906-6705.2005.00386.x. [PubMed:16364033 ]
Lew BL, Cho Y, Kim J, Sim WY, Kim NI: Ceramides and cell signaling molecules in psoriatic epidermis: reduced levels of ceramides, PKC-alpha, and JNK. J Korean Med Sci. 2006 Feb;21(1):95-9. doi: 10.3346/jkms.2006.21.1.95. [PubMed:16479073 ]

Showing metabocard for Ceramide (d18:1/18:0) (MMDBc0047791)

MOL for #<Metabolite:0x00007fdb4c619fe8>

3D MOL for #<Metabolite:0x00007fdb4c619fe8>

3D SDF for #<Metabolite:0x00007fdb4c619fe8>

3D-SDF for #<Metabolite:0x00007fdb4c619fe8>

PDB for #<Metabolite:0x00007fdb4c619fe8>

3D PDB for #<Metabolite:0x00007fdb4c619fe8>

SMILES for #<Metabolite:0x00007fdb4c619fe8>

INCHI for #<Metabolite:0x00007fdb4c619fe8>

Structure for #<Metabolite:0x00007fdb4c619fe8>

3D Structure for #<Metabolite:0x00007fdb4c619fe8>