NP-MRD: Showing NP-Card for SM(d18:1/18:0) (NP0001285)

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Record Information

Version

1.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2021-06-29 00:47:01 UTC

NP-MRD ID

NP0001285

Secondary Accession Numbers

None

Natural Product Identification

Common Name

SM(d18:1/18:0)

Description

Sphingomyelin (d18:1/18:0) Or SM(d18:1/18:0) Is a type of sphingolipid found in animal cell membranes, especially in the membranous myelin sheath which surrounds some nerve cell axons. It usually consists of phosphorylcholine and ceramide. SM(d18:1/18:0) Consists of a sphingosine backbone and a stearic acid chain. In humans, sphingomyelin is the only membrane phospholipid not derived from glycerol. Like all sphingolipids, SM has a ceramide core (sphingosine bonded to a fatty acid via an amide linkage). In addition, it contains one polar head group, which is either phosphocholine or phosphoethanolamine. The plasma membrane of cells is highly enriched in sphingomyelin and is considered largely to be found in the exoplasmic leaflet of the cell membrane. However, there is some evidence that there may also be a sphingomyelin pool in the inner leaflet of the membrane. Moreover, neutral sphingomyelinase-2, an enzyme that breaks down sphingomyelin into ceramide, has been found to localize exclusively to the inner leaflet further suggesting that there may be sphingomyelin present there. Sphingomyelin can accumulate in a rare hereditary disease called Niemann-Pick Disease, types A and B. Niemann-Pick disease is a genetically-inherited disease caused by a deficiency in the enzyme sphingomyelinase, which causes the accumulation of sphingomyelin in spleen, liver, lungs, bone marrow, and the brain, causing irreversible neurological damage. SMs play a role in signal transduction. Sphingomyelins are synthesized by the transfer of phosphorylcholine from phosphatidylcholine to a ceramide in a reaction catalyzed by sphingomyelin synthase.

Structure

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

SM(d18:1/18:0)
  Mrv1652303062020132D          

 51 50  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
   -0.2445    0.7720    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6570    1.4867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679    0.0574    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.4699    1.1847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1844    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8990    1.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6135    0.7721    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.2010    0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2748    1.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3280    0.3596    0.0000 C   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
   -5.2393    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
  -12.3805    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
   -5.6519   -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
  -12.0789   -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
  -14.9354   -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
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
  9  6  1  0  0  0  0
  5  2  1  0  0  0  0
  1 16  1  0  0  0  0
  4 33  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  2  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
 24 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
 33 34  2  0  0  0  0
 33 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
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
M  CHG  2   8  -1  12   1
M  END

HMDB0001348
     RDKit          3D
SM(d18:1/18:0)
133132  0  0  0  0  0  0  0  0999 V2000
   -0.4542   -8.1553    7.8888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9030   -8.7277    9.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3614   -8.8042    9.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1352   -7.5350    9.5031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736   -6.7219    8.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9357   -5.4507    8.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926   -4.6920    7.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2728   -5.4323    5.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1133   -4.6044    4.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7005   -4.2868    4.3384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2846   -3.5756    3.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6683   -2.1949    2.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0836   -1.8795    2.6372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2991   -0.4304    2.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3113    0.4220    2.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4335    1.8586    1.7407 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3960    2.5752    2.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3584    2.0408    0.2736 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0194    1.4911   -0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9129    0.1454    0.0604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4938   -0.4652   -0.5731 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.6331   -1.9212   -0.9696 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7215   -0.3410    0.5862 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.0469    0.4791   -1.9068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5431   -0.0715   -3.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0821    0.8649   -4.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5141    0.4396   -5.5147 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.3608    1.1068   -6.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8600    0.9539   -5.8101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4581   -0.9802   -5.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3984    3.4240   -0.1225 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8589    3.9400   -1.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3014    3.1878   -2.2494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8165    5.4252   -1.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9038    5.6401   -3.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8081    7.1178   -3.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5182    7.6932   -2.8821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3409    6.9238   -3.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0347    7.4322   -2.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0681    6.5430   -3.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4137    6.9186   -2.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4593    5.9691   -3.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7630    6.3492   -2.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9065    5.4634   -3.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6567    4.0181   -2.7653 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8423    3.2098   -3.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6388    1.7301   -2.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8898    1.0166   -3.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7812   -0.4806   -3.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5503   -0.8946   -1.7887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0896   -7.1885    8.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147   -8.1391    7.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3736   -8.8340    7.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3815   -8.1743   10.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5028   -9.7828    9.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5895   -9.4184   10.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7727   -9.4770    8.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7150   -6.9534   10.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1965   -7.7074    9.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4113   -7.2846    7.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0389   -6.2907    8.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4523   -4.8456    9.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9874   -5.7140    8.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2344   -3.6756    7.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6700   -4.5564    6.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3385   -5.7272    5.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7025   -6.3613    5.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5288   -5.2499    3.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7744   -3.7521    4.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1336   -5.2763    4.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2325   -3.7603    5.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1442   -3.7006    3.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5993   -4.2757    2.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1086   -1.9209    1.8355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1588   -1.5455    3.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5848   -2.5220    1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6565   -1.9286    3.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3106   -0.1223    2.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3007    0.0014    2.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3788    2.2451    2.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5844    2.7441    3.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1438    1.4614   -0.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762    2.0082    0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9152    1.7028   -1.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6455    0.0199   -3.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1849   -1.0969   -3.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114    1.8739   -4.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0239    0.9261   -4.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1708    2.2007   -6.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3911    0.9140   -6.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1482    0.7789   -7.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6240    0.5355   -5.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8077    2.0478   -5.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969    0.8355   -6.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3782   -1.4809   -5.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4578   -1.4383   -5.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3003   -1.1198   -6.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0398    4.1135    0.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9388    5.8637   -1.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7285    5.8962   -1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1558    5.0760   -3.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9081    5.2981   -3.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6933    7.6792   -3.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7558    7.1718   -4.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6078    7.7243   -1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0960    8.4618   -3.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0567    7.4829   -1.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8591    5.4940   -3.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1353    6.6469   -4.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6314    7.9634   -3.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5271    6.1589   -4.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6978    6.4014   -1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
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 50133  1  0
M  CHG  2  23  -1  27   1
M  END

SM(d18:1/18:0)
  Mrv1652303062020132D          

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    2.6135    0.7721    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
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  1  4  1  6  0  0  0
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  1 16  1  0  0  0  0
  4 33  1  0  0  0  0
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 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
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 31 32  1  0  0  0  0
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 38 39  1  0  0  0  0
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 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
M  CHG  2   8  -1  12   1
M  END
> <DATABASE_ID>
NP0001285

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@](COP([O-])(=O)OCC[N+](C)(C)C)(NC(=O)CCCCCCCCCCCCCCCCC)[C@H](O)\C=C\CCCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C41H83N2O6P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-41(45)42-39(38-49-50(46,47)48-37-36-43(3,4)5)40(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h32,34,39-40,44H,6-31,33,35-38H2,1-5H3,(H-,42,45,46,47)/b34-32+/t39-,40+/m0/s1

> <INCHI_KEY>
LKQLRGMMMAHREN-YJFXYUILSA-N

> <FORMULA>
C41H83N2O6P

> <MOLECULAR_WEIGHT>
731.097

> <EXACT_MASS>
730.598875399

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
133

> <JCHEM_AVERAGE_POLARIZABILITY>
93.10205021485122

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2S,3R,4E)-3-hydroxy-2-octadecanamidooctadec-4-en-1-yl phosphono]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
5.47

> <JCHEM_LOGP>
7.865195070861588

> <ALOGPS_LOGS>
-7.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.49920132064026

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.865155035270682

> <JCHEM_PKA_STRONGEST_BASIC>
-1.050204146041731

> <JCHEM_POLAR_SURFACE_AREA>
107.92000000000002

> <JCHEM_REFRACTIVITY>
223.14390000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
38

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.25e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2S,3R,4E)-3-hydroxy-2-octadecanamidooctadec-4-en-1-yl phosphono]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001348
     RDKit          3D
SM(d18:1/18:0)
133132  0  0  0  0  0  0  0  0999 V2000
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   -2.5182    7.6932   -2.8821 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4593    5.9691   -3.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7630    6.3492   -2.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9065    5.4634   -3.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6567    4.0181   -2.7653 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8423    3.2098   -3.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6388    1.7301   -2.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8898    1.0166   -3.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7812   -0.4806   -3.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0896   -7.1885    8.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147   -8.1391    7.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3736   -8.8340    7.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3815   -8.1743   10.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5028   -9.7828    9.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5895   -9.4184   10.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7727   -9.4770    8.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7150   -6.9534   10.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1965   -7.7074    9.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4113   -7.2846    7.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0389   -6.2907    8.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4523   -4.8456    9.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9874   -5.7140    8.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2344   -3.6756    7.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6700   -4.5564    6.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7025   -6.3613    5.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5288   -5.2499    3.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7744   -3.7521    4.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1336   -5.2763    4.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2325   -3.7603    5.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5993   -4.2757    2.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1086   -1.9209    1.8355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1588   -1.5455    3.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5848   -2.5220    1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6565   -1.9286    3.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3106   -0.1223    2.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3007    0.0014    2.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3788    2.2451    2.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5844    2.7441    3.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1438    1.4614   -0.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762    2.0082    0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6455    0.0199   -3.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1849   -1.0969   -3.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114    1.8739   -4.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0239    0.9261   -4.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1708    2.2007   -6.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3911    0.9140   -6.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1482    0.7789   -7.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6240    0.5355   -5.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8077    2.0478   -5.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969    0.8355   -6.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3782   -1.4809   -5.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4578   -1.4383   -5.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3003   -1.1198   -6.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0398    4.1135    0.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9388    5.8637   -1.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7285    5.8962   -1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1558    5.0760   -3.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9081    5.2981   -3.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6933    7.6792   -3.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7558    7.1718   -4.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6078    7.7243   -1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4913    8.7505   -3.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2587    6.9833   -4.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4144    5.8681   -3.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960    8.4618   -3.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0567    7.4829   -1.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8591    5.4940   -3.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1353    6.6469   -4.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6314    7.9634   -3.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4048    6.9027   -1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1444    4.9378   -3.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5271    6.1589   -4.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6978    6.4014   -1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0108    7.3868   -2.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7881    5.7817   -2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1721    5.5642   -4.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5202    3.8413   -1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7588    3.6457   -3.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0477    3.3305   -4.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7535    3.5099   -2.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4990    1.4927   -1.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7826    1.3544   -3.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0886    1.1818   -4.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7657    1.3717   -2.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0773   -0.9799   -3.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8046   -0.8768   -3.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4441   -0.9720   -1.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9062   -1.9546   -1.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0613   -0.2989   -1.0326 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
 20 21  1  0
 21 22  2  0
 21 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 18 31  1  0
 31 32  1  0
 32 33  2  0
 32 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
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
  1 51  1  0
  1 52  1  0
  1 53  1  0
  2 54  1  0
  2 55  1  0
  3 56  1  0
  3 57  1  0
  4 58  1  0
  4 59  1  0
  5 60  1  0
  5 61  1  0
  6 62  1  0
  6 63  1  0
  7 64  1  0
  7 65  1  0
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  8 67  1  0
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  9 69  1  0
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 11 72  1  0
 11 73  1  0
 12 74  1  0
 12 75  1  0
 13 76  1  0
 13 77  1  0
 14 78  1  0
 15 79  1  0
 16 80  1  1
 17 81  1  0
 18 82  1  6
 19 83  1  0
 19 84  1  0
 25 85  1  0
 25 86  1  0
 26 87  1  0
 26 88  1  0
 28 89  1  0
 28 90  1  0
 28 91  1  0
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 29 93  1  0
 29 94  1  0
 30 95  1  0
 30 96  1  0
 30 97  1  0
 31 98  1  0
 34 99  1  0
 34100  1  0
 35101  1  0
 35102  1  0
 36103  1  0
 36104  1  0
 37105  1  0
 37106  1  0
 38107  1  0
 38108  1  0
 39109  1  0
 39110  1  0
 40111  1  0
 40112  1  0
 41113  1  0
 41114  1  0
 42115  1  0
 42116  1  0
 43117  1  0
 43118  1  0
 44119  1  0
 44120  1  0
 45121  1  0
 45122  1  0
 46123  1  0
 46124  1  0
 47125  1  0
 47126  1  0
 48127  1  0
 48128  1  0
 49129  1  0
 49130  1  0
 50131  1  0
 50132  1  0
 50133  1  0
M  CHG  2  23  -1  27   1
M  END

HEADER    PROTEIN                                 06-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: SM(d18:1/18:0)                                    
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAR-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  P   UNK     0      -0.456   1.441   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0      -1.226   2.775   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.313   0.107   0.000  0.00  0.00           O-1
HETATM    9  O   UNK     0       0.877   2.211   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.211   1.441   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.545   2.211   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       4.879   1.441   0.000  0.00  0.00           N+1
HETATM   13  C   UNK     0       4.109   0.108   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.113   3.054   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.212   0.671   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.781   1.440   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.781   2.880   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -7.114   0.669   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.447   1.440   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -9.780   0.669   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -11.113   1.440   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -12.446   0.669   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -13.779   1.440   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -15.112   0.669   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -16.445   1.440   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -17.778   0.669   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -19.111   1.440   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -20.444   0.669   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -21.777   1.440   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -23.110   0.669   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -24.443   1.440   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -25.776   0.669   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -6.551  -1.433   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -6.551  -2.873   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -7.884  -0.662   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -9.217  -1.433   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -10.550  -0.662   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -11.883  -1.433   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -13.216  -0.662   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -14.549  -1.433   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -15.882  -0.662   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -17.215  -1.433   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -18.548  -0.662   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -19.881  -1.433   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -21.214  -0.662   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -22.547  -1.433   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -23.880  -0.662   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -25.213  -1.433   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -26.546  -0.662   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -27.879  -1.433   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -29.213  -0.662   0.000  0.00  0.00           C+0
CONECT    1    2    3    4   16                                             
CONECT    2    1    5                                                       
CONECT    3    1                                                            
CONECT    4    1   33                                                       
CONECT    5    6    2                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9   10    6                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
CONECT   16    1   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   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                                                            
CONECT   33    4   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   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   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  100    0
END

COMPND    HMDB0001348
HETATM    1  C1  UNL     1      -0.454  -8.155   7.889  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.903  -8.728   9.193  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.361  -8.804   9.435  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.135  -7.535   9.503  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.074  -6.722   8.262  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.936  -5.451   8.395  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.793  -4.692   7.091  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.273  -5.432   5.896  1.00  0.00           C  
HETATM    9  C9  UNL     1      -4.113  -4.604   4.592  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.700  -4.287   4.338  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.285  -3.576   3.115  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.668  -2.195   2.807  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.084  -1.879   2.637  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.299  -0.430   2.255  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.311   0.422   2.112  1.00  0.00           C  
HETATM   16  C16 UNL     1      -3.434   1.859   1.741  1.00  0.00           C  
HETATM   17  O1  UNL     1      -2.396   2.575   2.396  1.00  0.00           O  
HETATM   18  C17 UNL     1      -3.358   2.041   0.274  1.00  0.00           C  
HETATM   19  C18 UNL     1      -2.019   1.491  -0.244  1.00  0.00           C  
HETATM   20  O2  UNL     1      -1.913   0.145   0.060  1.00  0.00           O  
HETATM   21  P1  UNL     1      -0.494  -0.465  -0.573  1.00  0.00           P  
HETATM   22  O3  UNL     1      -0.633  -1.921  -0.970  1.00  0.00           O  
HETATM   23  O4  UNL     1       0.721  -0.341   0.586  1.00  0.00           O1-
HETATM   24  O5  UNL     1      -0.047   0.479  -1.907  1.00  0.00           O  
HETATM   25  C19 UNL     1      -0.543  -0.071  -3.097  1.00  0.00           C  
HETATM   26  C20 UNL     1      -0.082   0.865  -4.219  1.00  0.00           C  
HETATM   27  N1  UNL     1      -0.514   0.440  -5.515  1.00  0.00           N1+
HETATM   28  C21 UNL     1       0.361   1.107  -6.491  1.00  0.00           C  
HETATM   29  C22 UNL     1      -1.860   0.954  -5.810  1.00  0.00           C  
HETATM   30  C23 UNL     1      -0.458  -0.980  -5.744  1.00  0.00           C  
HETATM   31  N2  UNL     1      -3.398   3.424  -0.123  1.00  0.00           N  
HETATM   32  C24 UNL     1      -3.859   3.940  -1.351  1.00  0.00           C  
HETATM   33  O6  UNL     1      -4.301   3.188  -2.249  1.00  0.00           O  
HETATM   34  C25 UNL     1      -3.817   5.425  -1.614  1.00  0.00           C  
HETATM   35  C26 UNL     1      -3.904   5.640  -3.084  1.00  0.00           C  
HETATM   36  C27 UNL     1      -3.808   7.118  -3.453  1.00  0.00           C  
HETATM   37  C28 UNL     1      -2.518   7.693  -2.882  1.00  0.00           C  
HETATM   38  C29 UNL     1      -1.341   6.924  -3.372  1.00  0.00           C  
HETATM   39  C30 UNL     1      -0.035   7.432  -2.777  1.00  0.00           C  
HETATM   40  C31 UNL     1       1.068   6.543  -3.314  1.00  0.00           C  
HETATM   41  C32 UNL     1       2.414   6.919  -2.735  1.00  0.00           C  
HETATM   42  C33 UNL     1       3.459   5.969  -3.288  1.00  0.00           C  
HETATM   43  C34 UNL     1       4.763   6.349  -2.652  1.00  0.00           C  
HETATM   44  C35 UNL     1       5.906   5.463  -3.088  1.00  0.00           C  
HETATM   45  C36 UNL     1       5.657   4.018  -2.765  1.00  0.00           C  
HETATM   46  C37 UNL     1       6.842   3.210  -3.212  1.00  0.00           C  
HETATM   47  C38 UNL     1       6.639   1.730  -2.945  1.00  0.00           C  
HETATM   48  C39 UNL     1       7.890   1.017  -3.405  1.00  0.00           C  
HETATM   49  C40 UNL     1       7.781  -0.481  -3.207  1.00  0.00           C  
HETATM   50  C41 UNL     1       7.550  -0.895  -1.789  1.00  0.00           C  
HETATM   51  H1  UNL     1       0.090  -7.189   8.004  1.00  0.00           H  
HETATM   52  H2  UNL     1      -1.215  -8.139   7.095  1.00  0.00           H  
HETATM   53  H3  UNL     1       0.374  -8.834   7.465  1.00  0.00           H  
HETATM   54  H4  UNL     1      -0.382  -8.174  10.026  1.00  0.00           H  
HETATM   55  H5  UNL     1      -0.503  -9.783   9.253  1.00  0.00           H  
HETATM   56  H6  UNL     1      -2.590  -9.418  10.364  1.00  0.00           H  
HETATM   57  H7  UNL     1      -2.773  -9.477   8.607  1.00  0.00           H  
HETATM   58  H8  UNL     1      -2.715  -6.953  10.389  1.00  0.00           H  
HETATM   59  H9  UNL     1      -4.197  -7.707   9.813  1.00  0.00           H  
HETATM   60  H10 UNL     1      -3.411  -7.285   7.404  1.00  0.00           H  
HETATM   61  H11 UNL     1      -2.039  -6.291   8.181  1.00  0.00           H  
HETATM   62  H12 UNL     1      -3.452  -4.846   9.184  1.00  0.00           H  
HETATM   63  H13 UNL     1      -4.987  -5.714   8.609  1.00  0.00           H  
HETATM   64  H14 UNL     1      -4.234  -3.676   7.153  1.00  0.00           H  
HETATM   65  H15 UNL     1      -2.670  -4.556   6.985  1.00  0.00           H  
HETATM   66  H16 UNL     1      -5.338  -5.727   5.989  1.00  0.00           H  
HETATM   67  H17 UNL     1      -3.702  -6.361   5.685  1.00  0.00           H  
HETATM   68  H18 UNL     1      -4.529  -5.250   3.762  1.00  0.00           H  
HETATM   69  H19 UNL     1      -4.774  -3.752   4.717  1.00  0.00           H  
HETATM   70  H20 UNL     1      -2.134  -5.276   4.370  1.00  0.00           H  
HETATM   71  H21 UNL     1      -2.232  -3.760   5.259  1.00  0.00           H  
HETATM   72  H22 UNL     1      -1.144  -3.701   3.039  1.00  0.00           H  
HETATM   73  H23 UNL     1      -2.599  -4.276   2.251  1.00  0.00           H  
HETATM   74  H24 UNL     1      -2.109  -1.921   1.835  1.00  0.00           H  
HETATM   75  H25 UNL     1      -2.159  -1.546   3.587  1.00  0.00           H  
HETATM   76  H26 UNL     1      -4.585  -2.522   1.933  1.00  0.00           H  
HETATM   77  H27 UNL     1      -4.657  -1.929   3.615  1.00  0.00           H  
HETATM   78  H28 UNL     1      -5.311  -0.122   2.105  1.00  0.00           H  
HETATM   79  H29 UNL     1      -2.301   0.001   2.307  1.00  0.00           H  
HETATM   80  H30 UNL     1      -4.379   2.245   2.137  1.00  0.00           H  
HETATM   81  H31 UNL     1      -2.584   2.744   3.331  1.00  0.00           H  
HETATM   82  H32 UNL     1      -4.144   1.461  -0.240  1.00  0.00           H  
HETATM   83  H33 UNL     1      -1.176   2.008   0.261  1.00  0.00           H  
HETATM   84  H34 UNL     1      -1.915   1.703  -1.325  1.00  0.00           H  
HETATM   85  H35 UNL     1      -1.646   0.020  -3.058  1.00  0.00           H  
HETATM   86  H36 UNL     1      -0.185  -1.097  -3.275  1.00  0.00           H  
HETATM   87  H37 UNL     1      -0.511   1.874  -4.052  1.00  0.00           H  
HETATM   88  H38 UNL     1       1.024   0.926  -4.127  1.00  0.00           H  
HETATM   89  H39 UNL     1       0.171   2.201  -6.362  1.00  0.00           H  
HETATM   90  H40 UNL     1       1.391   0.914  -6.162  1.00  0.00           H  
HETATM   91  H41 UNL     1       0.148   0.779  -7.524  1.00  0.00           H  
HETATM   92  H42 UNL     1      -2.624   0.535  -5.121  1.00  0.00           H  
HETATM   93  H43 UNL     1      -1.808   2.048  -5.618  1.00  0.00           H  
HETATM   94  H44 UNL     1      -2.097   0.835  -6.870  1.00  0.00           H  
HETATM   95  H45 UNL     1       0.378  -1.481  -5.251  1.00  0.00           H  
HETATM   96  H46 UNL     1      -1.458  -1.438  -5.552  1.00  0.00           H  
HETATM   97  H47 UNL     1      -0.300  -1.120  -6.852  1.00  0.00           H  
HETATM   98  H48 UNL     1      -3.040   4.114   0.602  1.00  0.00           H  
HETATM   99  H49 UNL     1      -2.939   5.864  -1.118  1.00  0.00           H  
HETATM  100  H50 UNL     1      -4.729   5.896  -1.143  1.00  0.00           H  
HETATM  101  H51 UNL     1      -3.156   5.076  -3.628  1.00  0.00           H  
HETATM  102  H52 UNL     1      -4.908   5.298  -3.426  1.00  0.00           H  
HETATM  103  H53 UNL     1      -4.693   7.679  -3.120  1.00  0.00           H  
HETATM  104  H54 UNL     1      -3.756   7.172  -4.555  1.00  0.00           H  
HETATM  105  H55 UNL     1      -2.608   7.724  -1.786  1.00  0.00           H  
HETATM  106  H56 UNL     1      -2.491   8.751  -3.266  1.00  0.00           H  
HETATM  107  H57 UNL     1      -1.259   6.983  -4.458  1.00  0.00           H  
HETATM  108  H58 UNL     1      -1.414   5.868  -3.022  1.00  0.00           H  
HETATM  109  H59 UNL     1       0.096   8.462  -3.172  1.00  0.00           H  
HETATM  110  H60 UNL     1      -0.057   7.483  -1.693  1.00  0.00           H  
HETATM  111  H61 UNL     1       0.859   5.494  -3.008  1.00  0.00           H  
HETATM  112  H62 UNL     1       1.135   6.647  -4.413  1.00  0.00           H  
HETATM  113  H63 UNL     1       2.631   7.963  -3.043  1.00  0.00           H  
HETATM  114  H64 UNL     1       2.405   6.903  -1.623  1.00  0.00           H  
HETATM  115  H65 UNL     1       3.144   4.938  -3.121  1.00  0.00           H  
HETATM  116  H66 UNL     1       3.527   6.159  -4.388  1.00  0.00           H  
HETATM  117  H67 UNL     1       4.698   6.401  -1.549  1.00  0.00           H  
HETATM  118  H68 UNL     1       5.011   7.387  -2.981  1.00  0.00           H  
HETATM  119  H69 UNL     1       6.788   5.782  -2.485  1.00  0.00           H  
HETATM  120  H70 UNL     1       6.172   5.564  -4.146  1.00  0.00           H  
HETATM  121  H71 UNL     1       5.520   3.841  -1.677  1.00  0.00           H  
HETATM  122  H72 UNL     1       4.759   3.646  -3.288  1.00  0.00           H  
HETATM  123  H73 UNL     1       7.048   3.330  -4.280  1.00  0.00           H  
HETATM  124  H74 UNL     1       7.753   3.510  -2.632  1.00  0.00           H  
HETATM  125  H75 UNL     1       6.499   1.493  -1.871  1.00  0.00           H  
HETATM  126  H76 UNL     1       5.783   1.354  -3.568  1.00  0.00           H  
HETATM  127  H77 UNL     1       8.089   1.182  -4.477  1.00  0.00           H  
HETATM  128  H78 UNL     1       8.766   1.372  -2.808  1.00  0.00           H  
HETATM  129  H79 UNL     1       7.077  -0.980  -3.871  1.00  0.00           H  
HETATM  130  H80 UNL     1       8.805  -0.877  -3.481  1.00  0.00           H  
HETATM  131  H81 UNL     1       6.444  -0.972  -1.581  1.00  0.00           H  
HETATM  132  H82 UNL     1       7.906  -1.955  -1.672  1.00  0.00           H  
HETATM  133  H83 UNL     1       8.061  -0.299  -1.033  1.00  0.00           H  
CONECT    1    2   51   52   53
CONECT    2    3   54   55
CONECT    3    4   56   57
CONECT    4    5   58   59
CONECT    5    6   60   61
CONECT    6    7   62   63
CONECT    7    8   64   65
CONECT    8    9   66   67
CONECT    9   10   68   69
CONECT   10   11   70   71
CONECT   11   12   72   73
CONECT   12   13   74   75
CONECT   13   14   76   77
CONECT   14   15   15   78
CONECT   15   16   79
CONECT   16   17   18   80
CONECT   17   81
CONECT   18   19   31   82
CONECT   19   20   83   84
CONECT   20   21
CONECT   21   22   22   23   24
CONECT   24   25
CONECT   25   26   85   86
CONECT   26   27   87   88
CONECT   27   28   29   30
CONECT   28   89   90   91
CONECT   29   92   93   94
CONECT   30   95   96   97
CONECT   31   32   98
CONECT   32   33   33   34
CONECT   34   35   99  100
CONECT   35   36  101  102
CONECT   36   37  103  104
CONECT   37   38  105  106
CONECT   38   39  107  108
CONECT   39   40  109  110
CONECT   40   41  111  112
CONECT   41   42  113  114
CONECT   42   43  115  116
CONECT   43   44  117  118
CONECT   44   45  119  120
CONECT   45   46  121  122
CONECT   46   47  123  124
CONECT   47   48  125  126
CONECT   48   49  127  128
CONECT   49   50  129  130
CONECT   50  131  132  133
END

HMDB0001348
     RDKit          3D
SM(d18:1/18:0)
133132  0  0  0  0  0  0  0  0999 V2000
   -0.4542   -8.1553    7.8888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9030   -8.7277    9.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3614   -8.8042    9.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1352   -7.5350    9.5031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736   -6.7219    8.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9357   -5.4507    8.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926   -4.6920    7.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2728   -5.4323    5.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1133   -4.6044    4.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7005   -4.2868    4.3384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2846   -3.5756    3.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6683   -2.1949    2.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0836   -1.8795    2.6372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2991   -0.4304    2.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3113    0.4220    2.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4335    1.8586    1.7407 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3960    2.5752    2.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3584    2.0408    0.2736 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0194    1.4911   -0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9129    0.1454    0.0604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4938   -0.4652   -0.5731 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.6331   -1.9212   -0.9696 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7215   -0.3410    0.5862 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.0469    0.4791   -1.9068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5431   -0.0715   -3.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0821    0.8649   -4.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5141    0.4396   -5.5147 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.3608    1.1068   -6.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8600    0.9539   -5.8101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4581   -0.9802   -5.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3984    3.4240   -0.1225 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8589    3.9400   -1.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3014    3.1878   -2.2494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8165    5.4252   -1.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9038    5.6401   -3.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8081    7.1178   -3.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5182    7.6932   -2.8821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3409    6.9238   -3.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0347    7.4322   -2.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0681    6.5430   -3.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4137    6.9186   -2.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4593    5.9691   -3.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7630    6.3492   -2.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9065    5.4634   -3.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6567    4.0181   -2.7653 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8423    3.2098   -3.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6388    1.7301   -2.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8898    1.0166   -3.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7812   -0.4806   -3.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5503   -0.8946   -1.7887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0896   -7.1885    8.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147   -8.1391    7.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3736   -8.8340    7.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3815   -8.1743   10.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5028   -9.7828    9.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5895   -9.4184   10.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7727   -9.4770    8.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7150   -6.9534   10.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1965   -7.7074    9.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4113   -7.2846    7.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0389   -6.2907    8.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4523   -4.8456    9.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9874   -5.7140    8.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2344   -3.6756    7.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6700   -4.5564    6.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3385   -5.7272    5.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7025   -6.3613    5.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5288   -5.2499    3.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7744   -3.7521    4.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1336   -5.2763    4.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2325   -3.7603    5.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1442   -3.7006    3.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5993   -4.2757    2.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1086   -1.9209    1.8355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1588   -1.5455    3.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5848   -2.5220    1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6565   -1.9286    3.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3106   -0.1223    2.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3007    0.0014    2.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3788    2.2451    2.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5844    2.7441    3.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1438    1.4614   -0.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762    2.0082    0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9152    1.7028   -1.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6455    0.0199   -3.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1849   -1.0969   -3.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114    1.8739   -4.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0239    0.9261   -4.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1708    2.2007   -6.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3911    0.9140   -6.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1482    0.7789   -7.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6240    0.5355   -5.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8077    2.0478   -5.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969    0.8355   -6.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3782   -1.4809   -5.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4578   -1.4383   -5.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3003   -1.1198   -6.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0398    4.1135    0.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9388    5.8637   -1.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7285    5.8962   -1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1558    5.0760   -3.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9081    5.2981   -3.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6933    7.6792   -3.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7558    7.1718   -4.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6078    7.7243   -1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4913    8.7505   -3.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2587    6.9833   -4.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4144    5.8681   -3.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960    8.4618   -3.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0567    7.4829   -1.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8591    5.4940   -3.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1353    6.6469   -4.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6314    7.9634   -3.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4048    6.9027   -1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1444    4.9378   -3.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5271    6.1589   -4.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6978    6.4014   -1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0108    7.3868   -2.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7881    5.7817   -2.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1721    5.5642   -4.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5202    3.8413   -1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7588    3.6457   -3.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0477    3.3305   -4.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7535    3.5099   -2.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4990    1.4927   -1.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7826    1.3544   -3.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0886    1.1818   -4.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7657    1.3717   -2.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0773   -0.9799   -3.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8046   -0.8768   -3.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4441   -0.9720   -1.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9062   -1.9546   -1.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0613   -0.2989   -1.0326 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
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  1 51  1  0
  1 52  1  0
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 34100  1  0
 35101  1  0
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 39110  1  0
 40111  1  0
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 42115  1  0
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 47126  1  0
 48127  1  0
 48128  1  0
 49129  1  0
 49130  1  0
 50131  1  0
 50132  1  0
 50133  1  0
M  CHG  2  23  -1  27   1
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(2S,3R,4E)-3-Hydroxy-2-(stearoylamino)octadec-4-en-1-yl 2-(trimethylammonio)ethyl phosphate	ChEBI
2,3-(N-Steroylsphingosyl)-1-phosphocholine	ChEBI
2,3-SPPC	ChEBI
C18 Sphingomyelin	ChEBI
N-(Octadecanoyl)-sphing-4-enine-1-phosphocholine	ChEBI
N-Octadecanoylsphing-4-enine-1-phosphocholine	ChEBI
N-Octadecanoylsphingosine-1-phosphocholine	ChEBI
N-Stearoylsphing-4-enine-1-phosphocholine	ChEBI
Sphingomyelin (D18:1/18:0)	ChEBI
Stearoyl sphingomyelin	ChEBI
(2S,3R,4E)-3-Hydroxy-2-(stearoylamino)octadec-4-en-1-yl 2-(trimethylammonio)ethyl phosphoric acid	Generator
C18-Sphingomyelin	HMDB
N-Stearoyl-D-erythro-sphingosylphosphorylcholine	HMDB
N-Stearoylsphingomyelin	HMDB
N-Stearoylsphingosine-1-phosphocholine	HMDB
Sphingomyelin 18:0	HMDB
Stearoylsphingomyelin	HMDB
Sphingomyelin	HMDB
N-(Octadecanoyl)-1-phosphocholine-sphing-4-enine	HMDB
Sphingomyelin(D18:1/18:0)	HMDB
N-(Octadecanoyl)-1-phosphocholine-sphingosine	HMDB
N-(Octadecanoyl)-1-phosphocholine-D-erythro-sphingosine	HMDB
N-(Octadecanoyl)-1-phosphocholine-4-sphingenine	HMDB
N-(Octadecanoyl)-1-phosphocholine-D-sphingosine	HMDB
N-(Octadecanoyl)-1-phosphocholine-sphingenine	HMDB
N-(Octadecanoyl)-1-phosphocholine-erythro-4-sphingenine	HMDB
SM(D18:1/18:0)	HMDB, ChEBI

Chemical Formula

C₄₁H₈₄N₂O₆P

Average Mass

732.0892 Da

Monoisotopic Mass

731.60670 Da

IUPAC Name

(2-{[(2S,3R,4E)-3-hydroxy-2-octadecanamidooctadec-4-en-1-yl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2S,3R,4E)-3-hydroxy-2-octadecanamidooctadec-4-en-1-yl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

85187-10-6

SMILES

[H][C@@](O)(\C=C\CCCCCCCCCCCCC)[C@]([H])(COP(O)(=O)OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C41H83N2O6P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-41(45)42-39(38-49-50(46,47)48-37-36-43(3,4)5)40(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h32,34,39-40,44H,6-31,33,35-38H2,1-5H3,(H-,42,45,46,47)/p+1/b34-32+/t39-,40+/m0/s1

InChI Key

LKQLRGMMMAHREN-YJFXYUILSA-O

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Homo sapiens	LOTUS Database	35616633
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphosphingolipids. These are sphingolipids with a structure based on a sphingoid base that is attached to a phosphate head group. They differ from phosphonospingolipids which have a phosphonate head group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sphingolipids

Sub Class

Phosphosphingolipids

Direct Parent

Phosphosphingolipids

Alternative Parents

Substituents

Sphingoid-1-phosphate or derivatives
Phosphocholine
Phosphoethanolamine
Dialkyl phosphate
Fatty amide
N-acyl-amine
Organic phosphoric acid derivative
Phosphoric acid ester
Fatty acyl
Alkyl phosphate
Tetraalkylammonium salt
Quaternary ammonium salt
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Carboxylic acid derivative
Organic zwitterion
Alcohol
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Amine
Organic salt
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

sphingomyelin d18:1 (CHEBI:83358 )
sphingomyelin 36:1 (CHEBI:83358 )
Ceramide phosphocholines (sphingomyelins) (LMSP03010001 )

Physical Properties

State

Solid

Experimental 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

Predicted Properties

Property	Value	Source
Water Solubility	4.3e-05 g/L	ALOGPS
logP	5.47	ALOGPS
logP	7.87	ChemAxon
logS	-7.4	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	107.92 Å²	ChemAxon
Rotatable Bond Count	38	ChemAxon
Refractivity	223.14 m³·mol⁻¹	ChemAxon
Polarizability	93.1 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

External Links

HMDB ID

HMDB0001348

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022570

KNApSAcK ID

Not Available

Chemspider ID

4956085

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6453725

PDB ID

Not Available

ChEBI ID

83358

Good Scents ID

Not Available

References

General References

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Harzer K, Massenkeil G, Frohlich E: Concurrent increase of cholesterol, sphingomyelin and glucosylceramide in the spleen from non-neurologic Niemann-Pick type C patients but also patients possibly affected with other lipid trafficking disorders. FEBS Lett. 2003 Feb 27;537(1-3):177-81. [PubMed:12606053 ]
He X, Chen F, McGovern MM, Schuchman EH: A fluorescence-based, high-throughput sphingomyelin assay for the analysis of Niemann-Pick disease and other disorders of sphingomyelin metabolism. Anal Biochem. 2002 Jul 1;306(1):115-23. [PubMed:12069422 ]
Reichl D, Sterchi JM: Human peripheral lymph lipoproteins are enriched in sphingomyelin. Biochim Biophys Acta. 1992 Jul 9;1127(1):28-32. [PubMed:1627631 ]
Nelson JC, Jiang XC, Tabas I, Tall A, Shea S: Plasma sphingomyelin and subclinical atherosclerosis: findings from the multi-ethnic study of atherosclerosis. Am J Epidemiol. 2006 May 15;163(10):903-12. Epub 2006 Apr 12. [PubMed:16611667 ]
Chen H, Born E, Mathur SN, Johlin FC Jr, Field FJ: Sphingomyelin content of intestinal cell membranes regulates cholesterol absorption. Evidence for pancreatic and intestinal cell sphingomyelinase activity. Biochem J. 1992 Sep 15;286 ( Pt 3):771-7. [PubMed:1417735 ]
Liu KZ, Mantsch HH: Simultaneous quantitation from infrared spectra of glucose concentrations, lactate concentrations, and lecithin/sphingomyelin ratios in amniotic fluid. Am J Obstet Gynecol. 1999 Mar;180(3 Pt 1):696-702. [PubMed:10076150 ]
Horter MJ, Sondermann S, Reinecke H, Bogdanski J, Woltering A, Kerber S, Breithardt G, Assmann G, Von Eckardstein A: Associations of HDL phospholipids and paraoxonase activity with coronary heart disease in postmenopausal women. Acta Physiol Scand. 2002 Oct;176(2):123-30. [PubMed:12354172 ]
Tanaka K, Nishizawa K, Yamamoto H, Naruto T, Izeki E, Taga T, Shimada M, Saeki Y: Analysis of very long-chain fatty acids and plasmalogen in the erythrocyte membrane: a simple method for the detection of peroxisomal disorders and discrimination between adrenoleukodystrophy and Zellweger syndrome. Neuropediatrics. 1990 Aug;21(3):119-23. [PubMed:2234315 ]
Cribier S, Morrot G, Neumann JM, Devaux PF: Lateral diffusion of erythrocyte phospholipids in model membranes comparison between inner and outer leaflet components. Eur Biophys J. 1990;18(1):33-41. [PubMed:2155112 ]
Nyberg L, Duan RD, Axelson J, Nilsson A: Identification of an alkaline sphingomyelinase activity in human bile. Biochim Biophys Acta. 1996 Mar 29;1300(1):42-8. [PubMed:8608160 ]
Whitworth NS, Magann EF, Morrison JC: Evaluation of fetal lung maturity in diamniotic twins. Am J Obstet Gynecol. 1999 Jun;180(6 Pt 1):1438-41. [PubMed:10368484 ]
de Oliveira JS, Zaharenko AJ, de Freitas JC, Konno K, de Andrade SA, Portaro FC, Richardson M, Sant'anna OA, Tambourgi DV: Caissarolysin I (Bcs I), a new hemolytic toxin from the Brazilian sea anemone Bunodosoma caissarum: purification and biological characterization. Biochim Biophys Acta. 2006 Mar;1760(3):453-61. Epub 2006 Jan 17. [PubMed:16458433 ]
Omarini LP, Frank-Burkhardt SE, Seemayer TA, Mentha G, Terrier F: Niemann-Pick disease type C: nodular splenomegaly. Abdom Imaging. 1995 Mar-Apr;20(2):157-60. [PubMed:7787722 ]
Berna L, Asfaw B, Conzelmann E, Cerny B, Ledvinova J: Determination of urinary sulfatides and other lipids by combination of reversed-phase and thin-layer chromatographies. Anal Biochem. 1999 May 1;269(2):304-11. [PubMed:10222002 ]
He X, Chen F, Gatt S, Schuchman EH: An enzymatic assay for quantifying sphingomyelin in tissues and plasma from humans and mice with Niemann-Pick disease. Anal Biochem. 2001 Jun 15;293(2):204-11. [PubMed:11399033 ]
Feki NC, Therond P, Couturier M, Limea G, Legrand A, Jouannet P, Auger J: Human sperm lipid content is modified after migration into human cervical mucus. Mol Hum Reprod. 2004 Feb;10(2):137-42. [PubMed:14742699 ]
Wang C, Yang J, Gao P, Lu X, Xu G: Identification of phospholipid structures in human blood by direct-injection quadrupole-linear ion-trap mass spectrometry. Rapid Commun Mass Spectrom. 2005;19(17):2443-53. [PubMed:16059884 ]
Otterbach B, Stoffel W: Acid sphingomyelinase-deficient mice mimic the neurovisceral form of human lysosomal storage disease (Niemann-Pick disease). Cell. 1995 Jun 30;81(7):1053-61. [PubMed:7600574 ]
Fujiwaki T, Yamaguchi S, Tasaka M, Sakura N, Taketomi T: Application of delayed extraction-matrix-assisted laser desorption ionization time-of-flight mass spectrometry for analysis of sphingolipids in pericardial fluid, peritoneal fluid and serum from Gaucher disease patients. J Chromatogr B Analyt Technol Biomed Life Sci. 2002 Aug 25;776(1):115-23. [PubMed:12127332 ]

Showing NP-Card for SM(d18:1/18:0) (NP0001285)

MOL for NP0001285 (SM(d18:1/18:0))

3D MOL for NP0001285 (SM(d18:1/18:0))

3D SDF for NP0001285 (SM(d18:1/18:0))

3D-SDF for NP0001285 (SM(d18:1/18:0))

PDB for NP0001285 (SM(d18:1/18:0))

3D PDB for NP0001285 (SM(d18:1/18:0))

SMILES for NP0001285 (SM(d18:1/18:0))

INCHI for NP0001285 (SM(d18:1/18:0))

Structure for NP0001285 (SM(d18:1/18:0))

3D Structure for NP0001285 (SM(d18:1/18:0))