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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-09-16 02:41:03 UTC

Update Date

2022-11-30 20:07:05 UTC

HMDB ID

HMDB0290279

Secondary Accession Numbers

None

Metabolite Identification

Common Name

SM(d16:1/18:1(12Z)-2OH(9,10))

Description

SM(d16:1/18:1(12Z)-2OH(9,10)) is a type of oxidized sphingolipid found in animal cell membranes. It usually consists of phosphorylcholine and ceramide. SM(d16:1/18:1(12Z)-2OH(9,10)) consists of a sphingosine backbone and a 9,10-hydroxy-octadecenoyl 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(d16:1/18:1(12Z)-2OH(9,10))
  Mrv1652309162104412D          

 51 50  0  0  1  0            999 V2000
   -2.3824    0.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6679    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.3554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.3554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9591    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2446    0.7721    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6570    1.4868    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
    0.4700    1.1847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1845    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8991    1.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6136    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    1.6361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3280    0.3597    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    1.5431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8110    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5251    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2392    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9534    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6675    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3816    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0957    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8099    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5240    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2381    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9522    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6663    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3804    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2236   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6518   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3660   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0801   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7942   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5083   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2225   -0.7679    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.2225   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9366   -0.3549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.9366    0.4166    0.0000 O   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   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1898   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9039   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6180   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3321   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0462   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7604   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  1  0  0  0
  1  4  1  0  0  0  0
  1 16  1  0  0  0  0
  2  1  1  0  0  0  0
  4 31  1  0  0  0  0
  5  2  1  0  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
  9  6  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
 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
 31 32  2  0  0  0  0
 31 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  6  0  0  0
 40 42  1  0  0  0  0
 42 43  1  6  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  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

HMDB0290279
     RDKit          3D
SM(d16:1/18:1(12Z)-2OH(9,10))
127126  0  0  0  0  0  0  0  0999 V2000
  -12.3405    5.0768   -0.7662 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4534    3.7296   -1.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1919    2.9579   -1.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0132    3.6899   -1.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7306    2.8800   -1.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5872    2.7155   -0.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5533    1.5649    0.5148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6617    0.2892   -0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4375   -0.5985   -0.0093 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7028   -1.7537   -0.7603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3469   -0.9416    1.4427 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5581   -1.4913    1.9180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2978   -2.0249    1.6540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2363   -2.3411    3.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2420   -3.4152    3.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8689   -2.9838    2.9632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4954   -1.7323    3.6840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1058   -1.2475    3.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9823   -0.9933    1.8704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.5261    1.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2392   -0.2702    2.4537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2053   -0.3614    0.1777 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1360    0.0853   -0.1576 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9468   -1.0622   -0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4523   -1.6647   -1.8157 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4475   -2.9392   -2.3282 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.6712   -4.0619   -2.9269 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4310   -2.2771   -3.5634 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.4683   -3.4051   -1.0775 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4942   -4.7638   -0.8991 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4133   -5.1777    0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4553   -6.5919    0.4392 N   0  0  0  0  0  4  0  0  0  0  0  0
    5.7953   -6.9887    0.8539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1765   -7.3025   -0.7904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5568   -6.9695    1.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0424    1.2617   -1.0811 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3649    0.8949   -2.2183 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4158    1.7593   -1.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0019    2.6840   -0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3244    3.2837   -0.9467 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1979    2.7610   -2.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6975    1.3653   -1.8707 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5023    1.1279   -0.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7701    1.9781   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6989    1.7527   -1.6353 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0088    2.3990   -1.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3422    3.7965   -1.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1790    4.7623   -0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8746    5.1206    0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1247    6.2693    1.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7971    4.9135    0.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7979    5.7704   -1.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3675    5.4623   -0.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2998    3.2005   -0.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6619    3.8796   -2.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0165    2.7809   -0.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2938    1.9949   -1.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9316    4.6859   -1.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1792    3.8711   -2.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8830    3.5182   -1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8073    1.9937   -2.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5004    3.6391    0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4407    1.5667    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4899   -0.2914    0.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9824    0.3369   -1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5088   -0.1690   -0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1416   -1.5311   -1.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1239   -0.0757    2.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0583   -0.8507    2.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5730   -2.9578    1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3764   -1.6458    1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1048   -1.4391    3.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2432   -2.7426    3.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1820   -3.6365    4.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5674   -4.3306    2.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1062   -3.7514    3.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8751   -2.8559    1.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5999   -1.8875    4.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1739   -0.8737    3.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9570   -0.3101    3.9434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3879   -2.0397    3.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1679   -1.9155    1.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7351   -0.2471    1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534   -0.5522   -0.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6793    0.4265    0.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9827   -0.7058   -0.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0012   -1.8093    0.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7856   -5.2570   -1.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4797   -5.1388   -0.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9909   -4.7060    1.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4314   -4.7931    0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1571   -6.3416    1.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4841   -6.9705   -0.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7333   -8.0631    1.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1662   -7.0888   -1.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9083   -6.9850   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2388   -8.3955   -0.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3519   -8.0768    1.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0856   -6.7657    2.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6318   -6.3769    1.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4725    2.0472   -0.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0435    0.6142   -2.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8480    1.3360   -2.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4189    3.0745    0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8597    3.3749    0.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1170    4.3811   -1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6432    2.9033   -2.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0684    3.4646   -2.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2801    1.1360   -2.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8697    0.6486   -1.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8684    1.3035    0.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8539    0.0764   -0.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2411    1.9327    0.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3518    3.0289   -0.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9256    0.6145   -1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1967    1.8958   -2.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5789    1.9324   -0.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6958    1.8682   -2.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4960    3.8529   -1.8307 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9309    4.2664   -2.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6791    5.7740   -0.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8858    4.4944    0.3838 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5477    4.2779    0.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1010    5.4119   -0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1828    7.2040    0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2636    6.2717    1.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0421    6.0306    1.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
 23 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  2  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
  7 63  1  0
  8 64  1  0
  8 65  1  0
  9 66  1  6
 10 67  1  0
 11 68  1  1
 12 69  1  0
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 13 71  1  0
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 18 80  1  0
 18 81  1  0
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 24 87  1  0
 30 88  1  0
 30 89  1  0
 31 90  1  0
 31 91  1  0
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 33 93  1  0
 33 94  1  0
 34 95  1  0
 34 96  1  0
 34 97  1  0
 35 98  1  0
 35 99  1  0
 35100  1  0
 36101  1  1
 37102  1  0
 38103  1  0
 39104  1  0
 40105  1  0
 40106  1  0
 41107  1  0
 41108  1  0
 42109  1  0
 42110  1  0
 43111  1  0
 43112  1  0
 44113  1  0
 44114  1  0
 45115  1  0
 45116  1  0
 46117  1  0
 46118  1  0
 47119  1  0
 47120  1  0
 48121  1  0
 48122  1  0
 49123  1  0
 49124  1  0
 50125  1  0
 50126  1  0
 50127  1  0
M  CHG  2  28  -1  32   1
M  END

SM(d16:1/18:1(12Z)-2OH(9,10))
  Mrv1652309162104412D          

 51 50  0  0  1  0            999 V2000
   -2.3824    0.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6679    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.3554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.3554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9591    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2446    0.7721    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6570    1.4868    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
    0.4700    1.1847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1845    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8991    1.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6136    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    1.6361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3280    0.3597    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    1.5431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8110    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5251    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2392    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9534    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6675    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3816    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0957    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8099    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5240    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2381    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9522    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6663    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3804    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2236   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6518   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3660   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0801   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7942   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5083   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2225   -0.7679    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.2225   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9366   -0.3549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.9366    0.4166    0.0000 O   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   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1898   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9039   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6180   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3321   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0462   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7604   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  1  0  0  0
  1  4  1  0  0  0  0
  1 16  1  0  0  0  0
  2  1  1  0  0  0  0
  4 31  1  0  0  0  0
  5  2  1  0  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
  9  6  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
 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
 31 32  2  0  0  0  0
 31 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  6  0  0  0
 40 42  1  0  0  0  0
 42 43  1  6  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  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
> <DATABASE_ID>
HMDB0290279

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](COP([O-])(=O)OCC[N+](C)(C)C)(NC(=O)CCCCCCC[C@H](O)[C@@H](O)C\C=C/CCCCC)[C@H](O)\C=C\CCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C39H77N2O8P/c1-6-8-10-12-14-15-16-17-18-21-24-28-36(42)35(34-49-50(46,47)48-33-32-41(3,4)5)40-39(45)31-27-23-19-22-26-30-38(44)37(43)29-25-20-13-11-9-7-2/h20,24-25,28,35-38,42-44H,6-19,21-23,26-27,29-34H2,1-5H3,(H-,40,45,46,47)/b25-20-,28-24+/t35-,36+,37-,38-/m0/s1

> <INCHI_KEY>
GOBHDGLLUNEVTK-HGWKOAMWSA-N

> <FORMULA>
C39H77N2O8P

> <MOLECULAR_WEIGHT>
733.025

> <EXACT_MASS>
732.541754445

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
127

> <JCHEM_AVERAGE_POLARIZABILITY>
88.812522398009

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2S,3R,4E)-2-[(9S,10S,12Z)-9,10-dihydroxyoctadec-12-enamido]-3-hydroxyhexadec-4-en-1-yl phosphono]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
3.67

> <JCHEM_LOGP>
4.152513950194923

> <ALOGPS_LOGS>
-6.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.286581750863789

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8651550352700053

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0502041460427702

> <JCHEM_POLAR_SURFACE_AREA>
148.38

> <JCHEM_REFRACTIVITY>
218.08950000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
35

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.01e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2S,3R,4E)-2-[(9S,10S,12Z)-9,10-dihydroxyoctadec-12-enamido]-3-hydroxyhexadec-4-en-1-yl phosphono]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0290279
     RDKit          3D
SM(d16:1/18:1(12Z)-2OH(9,10))
127126  0  0  0  0  0  0  0  0999 V2000
  -12.3405    5.0768   -0.7662 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4534    3.7296   -1.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1919    2.9579   -1.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0132    3.6899   -1.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7306    2.8800   -1.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5872    2.7155   -0.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5533    1.5649    0.5148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6617    0.2892   -0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4375   -0.5985   -0.0093 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7028   -1.7537   -0.7603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3469   -0.9416    1.4427 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5581   -1.4913    1.9180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2978   -2.0249    1.6540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2363   -2.3411    3.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2420   -3.4152    3.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8689   -2.9838    2.9632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4954   -1.7323    3.6840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1058   -1.2475    3.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9823   -0.9933    1.8704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.5261    1.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2392   -0.2702    2.4537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2053   -0.3614    0.1777 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1360    0.0853   -0.1576 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9468   -1.0622   -0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4523   -1.6647   -1.8157 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4475   -2.9392   -2.3282 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.6712   -4.0619   -2.9269 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4310   -2.2771   -3.5634 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.4683   -3.4051   -1.0775 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4942   -4.7638   -0.8991 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4133   -5.1777    0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4553   -6.5919    0.4392 N   0  0  0  0  0  4  0  0  0  0  0  0
    5.7953   -6.9887    0.8539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1765   -7.3025   -0.7904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5568   -6.9695    1.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0424    1.2617   -1.0811 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3649    0.8949   -2.2183 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4158    1.7593   -1.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0019    2.6840   -0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3244    3.2837   -0.9467 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1979    2.7610   -2.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6975    1.3653   -1.8707 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5023    1.1279   -0.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7701    1.9781   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6989    1.7527   -1.6353 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0088    2.3990   -1.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3422    3.7965   -1.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1790    4.7623   -0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8746    5.1206    0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1247    6.2693    1.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7971    4.9135    0.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7979    5.7704   -1.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3675    5.4623   -0.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2998    3.2005   -0.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6619    3.8796   -2.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0165    2.7809   -0.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2938    1.9949   -1.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9316    4.6859   -1.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1792    3.8711   -2.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8830    3.5182   -1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8073    1.9937   -2.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5004    3.6391    0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4407    1.5667    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4899   -0.2914    0.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9824    0.3369   -1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5088   -0.1690   -0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1416   -1.5311   -1.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1239   -0.0757    2.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0583   -0.8507    2.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5730   -2.9578    1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3764   -1.6458    1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1048   -1.4391    3.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2432   -2.7426    3.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1820   -3.6365    4.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5674   -4.3306    2.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1062   -3.7514    3.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8751   -2.8559    1.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5999   -1.8875    4.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1739   -0.8737    3.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9570   -0.3101    3.9434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3879   -2.0397    3.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1679   -1.9155    1.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7351   -0.2471    1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534   -0.5522   -0.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6793    0.4265    0.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9827   -0.7058   -0.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0012   -1.8093    0.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7856   -5.2570   -1.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4797   -5.1388   -0.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9909   -4.7060    1.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4314   -4.7931    0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1571   -6.3416    1.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4841   -6.9705   -0.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7333   -8.0631    1.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1662   -7.0888   -1.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9083   -6.9850   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2388   -8.3955   -0.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3519   -8.0768    1.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0856   -6.7657    2.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6318   -6.3769    1.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4725    2.0472   -0.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0435    0.6142   -2.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8480    1.3360   -2.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4189    3.0745    0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8597    3.3749    0.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1170    4.3811   -1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6432    2.9033   -2.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0684    3.4646   -2.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2801    1.1360   -2.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8697    0.6486   -1.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8684    1.3035    0.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8539    0.0764   -0.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2411    1.9327    0.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3518    3.0289   -0.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9256    0.6145   -1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1967    1.8958   -2.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5789    1.9324   -0.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6958    1.8682   -2.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4960    3.8529   -1.8307 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9309    4.2664   -2.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6791    5.7740   -0.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8858    4.4944    0.3838 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5477    4.2779    0.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1010    5.4119   -0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1828    7.2040    0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2636    6.2717    1.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0421    6.0306    1.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
 23 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  2  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
  7 63  1  0
  8 64  1  0
  8 65  1  0
  9 66  1  6
 10 67  1  0
 11 68  1  1
 12 69  1  0
 13 70  1  0
 13 71  1  0
 14 72  1  0
 14 73  1  0
 15 74  1  0
 15 75  1  0
 16 76  1  0
 16 77  1  0
 17 78  1  0
 17 79  1  0
 18 80  1  0
 18 81  1  0
 19 82  1  0
 19 83  1  0
 22 84  1  0
 23 85  1  1
 24 86  1  0
 24 87  1  0
 30 88  1  0
 30 89  1  0
 31 90  1  0
 31 91  1  0
 33 92  1  0
 33 93  1  0
 33 94  1  0
 34 95  1  0
 34 96  1  0
 34 97  1  0
 35 98  1  0
 35 99  1  0
 35100  1  0
 36101  1  1
 37102  1  0
 38103  1  0
 39104  1  0
 40105  1  0
 40106  1  0
 41107  1  0
 41108  1  0
 42109  1  0
 42110  1  0
 43111  1  0
 43112  1  0
 44113  1  0
 44114  1  0
 45115  1  0
 45116  1  0
 46117  1  0
 46118  1  0
 47119  1  0
 47120  1  0
 48121  1  0
 48122  1  0
 49123  1  0
 49124  1  0
 50125  1  0
 50126  1  0
 50127  1  0
M  CHG  2  28  -1  32   1
M  END

HEADER    PROTEIN                                 16-SEP-21   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: SM(d16:1/18:1(12Z)-2OH(9,10))                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-SEP-21         0                                  
HETATM    1  C   UNK     0      -4.447   0.670   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.113   1.440   0.000  0.00  0.00           C+0
HETATM    3  H   UNK     0      -3.677  -0.663   0.000  0.00  0.00           H+0
HETATM    4  N   UNK     0      -5.217  -0.663   0.000  0.00  0.00           N+0
HETATM    5  O   UNK     0      -1.790   0.671   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0      -0.457   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      -6.551  -1.433   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -6.551  -2.873   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -7.884  -0.662   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -9.217  -1.433   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -10.550  -0.662   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -11.883  -1.433   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -13.216  -0.662   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -14.549  -1.433   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -15.882  -0.662   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -17.215  -1.433   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0     -17.215  -2.873   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0     -18.548  -0.662   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0     -18.548   0.778   0.000  0.00  0.00           O+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     -22.754  -0.662   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -24.087  -1.433   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -25.420  -0.662   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -26.753  -1.433   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -28.086  -0.662   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -29.419  -1.433   0.000  0.00  0.00           C+0
CONECT    1    3    4   16    2                                             
CONECT    2    1    5                                                       
CONECT    3    1                                                            
CONECT    4    1   31                                                       
CONECT    5    2    6                                                       
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                                                            
CONECT   31    4   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   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    HMDB0290279
HETATM    1  C1  UNL     1     -12.340   5.077  -0.766  1.00  0.00           C  
HETATM    2  C2  UNL     1     -12.453   3.730  -1.450  1.00  0.00           C  
HETATM    3  C3  UNL     1     -11.192   2.958  -1.242  1.00  0.00           C  
HETATM    4  C4  UNL     1     -10.013   3.690  -1.812  1.00  0.00           C  
HETATM    5  C5  UNL     1      -8.731   2.880  -1.584  1.00  0.00           C  
HETATM    6  C6  UNL     1      -8.587   2.716  -0.128  1.00  0.00           C  
HETATM    7  C7  UNL     1      -8.553   1.565   0.515  1.00  0.00           C  
HETATM    8  C8  UNL     1      -8.662   0.289  -0.212  1.00  0.00           C  
HETATM    9  C9  UNL     1      -7.438  -0.599  -0.009  1.00  0.00           C  
HETATM   10  O1  UNL     1      -7.703  -1.754  -0.760  1.00  0.00           O  
HETATM   11  C10 UNL     1      -7.347  -0.942   1.443  1.00  0.00           C  
HETATM   12  O2  UNL     1      -8.558  -1.491   1.918  1.00  0.00           O  
HETATM   13  C11 UNL     1      -6.298  -2.025   1.654  1.00  0.00           C  
HETATM   14  C12 UNL     1      -6.236  -2.341   3.112  1.00  0.00           C  
HETATM   15  C13 UNL     1      -5.242  -3.415   3.401  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.869  -2.984   2.963  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.495  -1.732   3.684  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.106  -1.248   3.361  1.00  0.00           C  
HETATM   19  C17 UNL     1      -1.982  -0.993   1.870  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.604  -0.526   1.540  1.00  0.00           C  
HETATM   21  O3  UNL     1       0.239  -0.270   2.454  1.00  0.00           O  
HETATM   22  N1  UNL     1      -0.205  -0.361   0.178  1.00  0.00           N  
HETATM   23  C19 UNL     1       1.136   0.085  -0.158  1.00  0.00           C  
HETATM   24  C20 UNL     1       1.947  -1.062  -0.686  1.00  0.00           C  
HETATM   25  O4  UNL     1       1.452  -1.665  -1.816  1.00  0.00           O  
HETATM   26  P1  UNL     1       2.448  -2.939  -2.328  1.00  0.00           P  
HETATM   27  O5  UNL     1       1.671  -4.062  -2.927  1.00  0.00           O  
HETATM   28  O6  UNL     1       3.431  -2.277  -3.563  1.00  0.00           O1-
HETATM   29  O7  UNL     1       3.468  -3.405  -1.078  1.00  0.00           O  
HETATM   30  C21 UNL     1       3.494  -4.764  -0.899  1.00  0.00           C  
HETATM   31  C22 UNL     1       4.413  -5.178   0.234  1.00  0.00           C  
HETATM   32  N2  UNL     1       4.455  -6.592   0.439  1.00  0.00           N1+
HETATM   33  C23 UNL     1       5.795  -6.989   0.854  1.00  0.00           C  
HETATM   34  C24 UNL     1       4.177  -7.303  -0.790  1.00  0.00           C  
HETATM   35  C25 UNL     1       3.557  -6.969   1.502  1.00  0.00           C  
HETATM   36  C26 UNL     1       1.042   1.262  -1.081  1.00  0.00           C  
HETATM   37  O8  UNL     1       0.365   0.895  -2.218  1.00  0.00           O  
HETATM   38  C27 UNL     1       2.416   1.759  -1.448  1.00  0.00           C  
HETATM   39  C28 UNL     1       3.002   2.684  -0.748  1.00  0.00           C  
HETATM   40  C29 UNL     1       4.324   3.284  -0.947  1.00  0.00           C  
HETATM   41  C30 UNL     1       5.198   2.761  -2.015  1.00  0.00           C  
HETATM   42  C31 UNL     1       5.698   1.365  -1.871  1.00  0.00           C  
HETATM   43  C32 UNL     1       6.502   1.128  -0.635  1.00  0.00           C  
HETATM   44  C33 UNL     1       7.770   1.978  -0.537  1.00  0.00           C  
HETATM   45  C34 UNL     1       8.699   1.753  -1.635  1.00  0.00           C  
HETATM   46  C35 UNL     1      10.009   2.399  -1.605  1.00  0.00           C  
HETATM   47  C36 UNL     1      10.342   3.796  -1.558  1.00  0.00           C  
HETATM   48  C37 UNL     1      10.179   4.762  -0.492  1.00  0.00           C  
HETATM   49  C38 UNL     1       8.875   5.121   0.099  1.00  0.00           C  
HETATM   50  C39 UNL     1       9.125   6.269   1.122  1.00  0.00           C  
HETATM   51  H1  UNL     1     -11.797   4.914   0.191  1.00  0.00           H  
HETATM   52  H2  UNL     1     -11.798   5.770  -1.419  1.00  0.00           H  
HETATM   53  H3  UNL     1     -13.368   5.462  -0.568  1.00  0.00           H  
HETATM   54  H4  UNL     1     -13.300   3.200  -0.942  1.00  0.00           H  
HETATM   55  H5  UNL     1     -12.662   3.880  -2.520  1.00  0.00           H  
HETATM   56  H6  UNL     1     -11.017   2.781  -0.160  1.00  0.00           H  
HETATM   57  H7  UNL     1     -11.294   1.995  -1.797  1.00  0.00           H  
HETATM   58  H8  UNL     1      -9.932   4.686  -1.334  1.00  0.00           H  
HETATM   59  H9  UNL     1     -10.179   3.871  -2.900  1.00  0.00           H  
HETATM   60  H10 UNL     1      -7.883   3.518  -1.933  1.00  0.00           H  
HETATM   61  H11 UNL     1      -8.807   1.994  -2.189  1.00  0.00           H  
HETATM   62  H12 UNL     1      -8.500   3.639   0.477  1.00  0.00           H  
HETATM   63  H13 UNL     1      -8.441   1.567   1.630  1.00  0.00           H  
HETATM   64  H14 UNL     1      -9.490  -0.291   0.319  1.00  0.00           H  
HETATM   65  H15 UNL     1      -8.982   0.337  -1.243  1.00  0.00           H  
HETATM   66  H16 UNL     1      -6.509  -0.169  -0.365  1.00  0.00           H  
HETATM   67  H17 UNL     1      -8.142  -1.531  -1.620  1.00  0.00           H  
HETATM   68  H18 UNL     1      -7.124  -0.076   2.083  1.00  0.00           H  
HETATM   69  H19 UNL     1      -9.058  -0.851   2.454  1.00  0.00           H  
HETATM   70  H20 UNL     1      -6.573  -2.958   1.120  1.00  0.00           H  
HETATM   71  H21 UNL     1      -5.376  -1.646   1.211  1.00  0.00           H  
HETATM   72  H22 UNL     1      -6.105  -1.439   3.750  1.00  0.00           H  
HETATM   73  H23 UNL     1      -7.243  -2.743   3.394  1.00  0.00           H  
HETATM   74  H24 UNL     1      -5.182  -3.637   4.500  1.00  0.00           H  
HETATM   75  H25 UNL     1      -5.567  -4.331   2.855  1.00  0.00           H  
HETATM   76  H26 UNL     1      -3.106  -3.751   3.218  1.00  0.00           H  
HETATM   77  H27 UNL     1      -3.875  -2.856   1.857  1.00  0.00           H  
HETATM   78  H28 UNL     1      -3.600  -1.888   4.778  1.00  0.00           H  
HETATM   79  H29 UNL     1      -4.174  -0.874   3.443  1.00  0.00           H  
HETATM   80  H30 UNL     1      -1.957  -0.310   3.943  1.00  0.00           H  
HETATM   81  H31 UNL     1      -1.388  -2.040   3.665  1.00  0.00           H  
HETATM   82  H32 UNL     1      -2.168  -1.915   1.288  1.00  0.00           H  
HETATM   83  H33 UNL     1      -2.735  -0.247   1.552  1.00  0.00           H  
HETATM   84  H34 UNL     1      -0.853  -0.552  -0.609  1.00  0.00           H  
HETATM   85  H35 UNL     1       1.679   0.427   0.763  1.00  0.00           H  
HETATM   86  H36 UNL     1       2.983  -0.706  -0.865  1.00  0.00           H  
HETATM   87  H37 UNL     1       2.001  -1.809   0.157  1.00  0.00           H  
HETATM   88  H38 UNL     1       3.786  -5.257  -1.855  1.00  0.00           H  
HETATM   89  H39 UNL     1       2.480  -5.139  -0.652  1.00  0.00           H  
HETATM   90  H40 UNL     1       3.991  -4.706   1.167  1.00  0.00           H  
HETATM   91  H41 UNL     1       5.431  -4.793   0.054  1.00  0.00           H  
HETATM   92  H42 UNL     1       6.157  -6.342   1.672  1.00  0.00           H  
HETATM   93  H43 UNL     1       6.484  -6.971  -0.037  1.00  0.00           H  
HETATM   94  H44 UNL     1       5.733  -8.063   1.146  1.00  0.00           H  
HETATM   95  H45 UNL     1       3.166  -7.089  -1.193  1.00  0.00           H  
HETATM   96  H46 UNL     1       4.908  -6.985  -1.543  1.00  0.00           H  
HETATM   97  H47 UNL     1       4.239  -8.395  -0.661  1.00  0.00           H  
HETATM   98  H48 UNL     1       3.352  -8.077   1.513  1.00  0.00           H  
HETATM   99  H49 UNL     1       4.086  -6.766   2.470  1.00  0.00           H  
HETATM  100  H50 UNL     1       2.632  -6.377   1.525  1.00  0.00           H  
HETATM  101  H51 UNL     1       0.472   2.047  -0.557  1.00  0.00           H  
HETATM  102  H52 UNL     1       1.044   0.614  -2.900  1.00  0.00           H  
HETATM  103  H53 UNL     1       2.848   1.336  -2.311  1.00  0.00           H  
HETATM  104  H54 UNL     1       2.419   3.075   0.124  1.00  0.00           H  
HETATM  105  H55 UNL     1       4.860   3.375   0.045  1.00  0.00           H  
HETATM  106  H56 UNL     1       4.117   4.381  -1.191  1.00  0.00           H  
HETATM  107  H57 UNL     1       4.643   2.903  -2.988  1.00  0.00           H  
HETATM  108  H58 UNL     1       6.068   3.465  -2.125  1.00  0.00           H  
HETATM  109  H59 UNL     1       6.280   1.136  -2.802  1.00  0.00           H  
HETATM  110  H60 UNL     1       4.870   0.649  -1.853  1.00  0.00           H  
HETATM  111  H61 UNL     1       5.868   1.304   0.248  1.00  0.00           H  
HETATM  112  H62 UNL     1       6.854   0.076  -0.608  1.00  0.00           H  
HETATM  113  H63 UNL     1       8.241   1.933   0.441  1.00  0.00           H  
HETATM  114  H64 UNL     1       7.352   3.029  -0.666  1.00  0.00           H  
HETATM  115  H65 UNL     1       8.926   0.615  -1.648  1.00  0.00           H  
HETATM  116  H66 UNL     1       8.197   1.896  -2.657  1.00  0.00           H  
HETATM  117  H67 UNL     1      10.579   1.932  -0.671  1.00  0.00           H  
HETATM  118  H68 UNL     1      10.696   1.868  -2.410  1.00  0.00           H  
HETATM  119  H69 UNL     1      11.496   3.853  -1.831  1.00  0.00           H  
HETATM  120  H70 UNL     1       9.931   4.266  -2.552  1.00  0.00           H  
HETATM  121  H71 UNL     1      10.679   5.774  -0.793  1.00  0.00           H  
HETATM  122  H72 UNL     1      10.886   4.494   0.384  1.00  0.00           H  
HETATM  123  H73 UNL     1       8.548   4.278   0.786  1.00  0.00           H  
HETATM  124  H74 UNL     1       8.101   5.412  -0.596  1.00  0.00           H  
HETATM  125  H75 UNL     1       9.183   7.204   0.524  1.00  0.00           H  
HETATM  126  H76 UNL     1       8.264   6.272   1.799  1.00  0.00           H  
HETATM  127  H77 UNL     1      10.042   6.031   1.668  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    7   62
CONECT    7    8   63
CONECT    8    9   64   65
CONECT    9   10   11   66
CONECT   10   67
CONECT   11   12   13   68
CONECT   12   69
CONECT   13   14   70   71
CONECT   14   15   72   73
CONECT   15   16   74   75
CONECT   16   17   76   77
CONECT   17   18   78   79
CONECT   18   19   80   81
CONECT   19   20   82   83
CONECT   20   21   21   22
CONECT   22   23   84
CONECT   23   24   36   85
CONECT   24   25   86   87
CONECT   25   26
CONECT   26   27   27   28   29
CONECT   29   30
CONECT   30   31   88   89
CONECT   31   32   90   91
CONECT   32   33   34   35
CONECT   33   92   93   94
CONECT   34   95   96   97
CONECT   35   98   99  100
CONECT   36   37   38  101
CONECT   37  102
CONECT   38   39   39  103
CONECT   39   40  104
CONECT   40   41  105  106
CONECT   41   42  107  108
CONECT   42   43  109  110
CONECT   43   44  111  112
CONECT   44   45  113  114
CONECT   45   46  115  116
CONECT   46   47  117  118
CONECT   47   48  119  120
CONECT   48   49  121  122
CONECT   49   50  123  124
CONECT   50  125  126  127
END

HMDB0290279
     RDKit          3D
SM(d16:1/18:1(12Z)-2OH(9,10))
127126  0  0  0  0  0  0  0  0999 V2000
  -12.3405    5.0768   -0.7662 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4534    3.7296   -1.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1919    2.9579   -1.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0132    3.6899   -1.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7306    2.8800   -1.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5872    2.7155   -0.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5533    1.5649    0.5148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6617    0.2892   -0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4375   -0.5985   -0.0093 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7028   -1.7537   -0.7603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3469   -0.9416    1.4427 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5581   -1.4913    1.9180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2978   -2.0249    1.6540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2363   -2.3411    3.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2420   -3.4152    3.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8689   -2.9838    2.9632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4954   -1.7323    3.6840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1058   -1.2475    3.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9823   -0.9933    1.8704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.5261    1.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2392   -0.2702    2.4537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2053   -0.3614    0.1777 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1360    0.0853   -0.1576 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9468   -1.0622   -0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4523   -1.6647   -1.8157 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4475   -2.9392   -2.3282 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.6712   -4.0619   -2.9269 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4310   -2.2771   -3.5634 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.4683   -3.4051   -1.0775 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4942   -4.7638   -0.8991 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4133   -5.1777    0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4553   -6.5919    0.4392 N   0  0  0  0  0  4  0  0  0  0  0  0
    5.7953   -6.9887    0.8539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1765   -7.3025   -0.7904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5568   -6.9695    1.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0424    1.2617   -1.0811 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3649    0.8949   -2.2183 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4158    1.7593   -1.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0019    2.6840   -0.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3244    3.2837   -0.9467 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1979    2.7610   -2.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6975    1.3653   -1.8707 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5023    1.1279   -0.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7701    1.9781   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6989    1.7527   -1.6353 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0088    2.3990   -1.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3422    3.7965   -1.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1790    4.7623   -0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8746    5.1206    0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1247    6.2693    1.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7971    4.9135    0.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7979    5.7704   -1.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3675    5.4623   -0.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2998    3.2005   -0.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6619    3.8796   -2.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0165    2.7809   -0.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2938    1.9949   -1.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9316    4.6859   -1.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1792    3.8711   -2.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8830    3.5182   -1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8073    1.9937   -2.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5004    3.6391    0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4407    1.5667    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4899   -0.2914    0.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9824    0.3369   -1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5088   -0.1690   -0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1416   -1.5311   -1.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1239   -0.0757    2.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0583   -0.8507    2.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5730   -2.9578    1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3764   -1.6458    1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1048   -1.4391    3.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  CHG  2  28  -1  32   1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₉H₇₇N₂O₈P

Average Molecular Weight

733.025

Monoisotopic Molecular Weight

732.541754445

IUPAC Name

(2-{[(2S,3R,4E)-2-[(9S,10S,12Z)-9,10-dihydroxyoctadec-12-enamido]-3-hydroxyhexadec-4-en-1-yl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2S,3R,4E)-2-[(9S,10S,12Z)-9,10-dihydroxyoctadec-12-enamido]-3-hydroxyhexadec-4-en-1-yl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

[H][C@@](COP([O-])(=O)OCC[N+](C)(C)C)(NC(=O)CCCCCCC[C@H](O)[C@@H](O)C\C=C/CCCCC)[C@H](O)\C=C\CCCCCCCCCCC

InChI Identifier

InChI=1S/C39H77N2O8P/c1-6-8-10-12-14-15-16-17-18-21-24-28-36(42)35(34-49-50(46,47)48-33-32-41(3,4)5)40-39(45)31-27-23-19-22-26-30-38(44)37(43)29-25-20-13-11-9-7-2/h20,24-25,28,35-38,42-44H,6-19,21-23,26-27,29-34H2,1-5H3,(H-,40,45,46,47)/b25-20-,28-24+/t35-,36+,37-,38-/m0/s1

InChI Key

GOBHDGLLUNEVTK-HGWKOAMWSA-N

Chemical Taxonomy

Classification

Not classified

Ontology

Physiological effect

Health effect

Pick's disease (PMID: 32310589)
Diabetes mellitus type 2 (PMID: 30310470)
Diabetes mellitus type 1 (PMID: 30310470)
Insulin resistance (PMID: 21844222)
Atherosclerosis (PMID: 17963772)

Circulatory system disorder

Cardiac disorder

Cardiovascular disease (PMID: 30310470)

Disposition

Biological location

Cellular substructure

cell membrane (PMID: 9009829)
golgi apparatus membrane (PMID: 11062253)

Organelle

endoplasmic reticulum (PMID: 9009829)

Cell

All cells and tissues (HMDB: HMDB0290279)

Process

Naturally occurring process

Biological process

Cellular process

Signal transduction (PMID: 8086039)

Role

Biological role

Nutrient

Nutrient (PMID: 23684760)

Industrial application

Pharmaceutical industry

Biomarker

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.67	ALOGPS
logP	4.15	ChemAxon
logS	-6.9	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	148.38 Å²	ChemAxon
Rotatable Bond Count	35	ChemAxon
Refractivity	218.09 m³·mol⁻¹	ChemAxon
Polarizability	88.81 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	284.106	32859911
AllCCS	[M+H-H2O]+	283.912	32859911
AllCCS	[M+Na]+	284.29	32859911
AllCCS	[M+NH4]+	284.253	32859911
AllCCS	[M-H]-	278.116	32859911
AllCCS	[M+Na-2H]-	282.334	32859911
AllCCS	[M+HCOO]-	287.007	32859911
DeepCCS	[M+H]+	280.899	30932474
DeepCCS	[M-H]-	278.959	30932474
DeepCCS	[M-2H]-	312.196	30932474
DeepCCS	[M+Na]+	286.754	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d16:1/18:1(12Z)-2OH(9,10)) 10V, Positive-QTOF	splash10-001i-0600000900-ed962152ea37411544da	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d16:1/18:1(12Z)-2OH(9,10)) 20V, Positive-QTOF	splash10-001i-0600000900-ed962152ea37411544da	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d16:1/18:1(12Z)-2OH(9,10)) 40V, Positive-QTOF	splash10-001i-0900000300-94fcf050c1b47c33b116	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d16:1/18:1(12Z)-2OH(9,10)) 10V, Positive-QTOF	splash10-000i-0000011900-cf750447d246f1606ea9	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d16:1/18:1(12Z)-2OH(9,10)) 20V, Positive-QTOF	splash10-0a50-0000092900-23cd41de38ca44b5e84f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d16:1/18:1(12Z)-2OH(9,10)) 40V, Positive-QTOF	splash10-0a4i-0000091100-0ccc4e0facafed542fa0	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d16:1/18:1(12Z)-2OH(9,10)) 10V, Positive-QTOF	splash10-0a4i-0000011900-d22b3046c92e41618db5	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d16:1/18:1(12Z)-2OH(9,10)) 20V, Positive-QTOF	splash10-0ai0-0000092900-318102fd3c917d502a02	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d16:1/18:1(12Z)-2OH(9,10)) 40V, Positive-QTOF	splash10-00di-0000091100-39a4f8a2dcce3830a98a	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for SM(d16:1/18:1(12Z)-2OH(9,10)) (HMDB0290279)

MOL for HMDB0290279 (SM(d16:1/18:1(12Z)-2OH(9,10)))

3D MOL for HMDB0290279 (SM(d16:1/18:1(12Z)-2OH(9,10)))

3D SDF for HMDB0290279 (SM(d16:1/18:1(12Z)-2OH(9,10)))

3D-SDF for HMDB0290279 (SM(d16:1/18:1(12Z)-2OH(9,10)))

PDB for HMDB0290279 (SM(d16:1/18:1(12Z)-2OH(9,10)))

3D PDB for HMDB0290279 (SM(d16:1/18:1(12Z)-2OH(9,10)))

SMILES for HMDB0290279 (SM(d16:1/18:1(12Z)-2OH(9,10)))

INCHI for HMDB0290279 (SM(d16:1/18:1(12Z)-2OH(9,10)))

Structure for HMDB0290279 (SM(d16:1/18:1(12Z)-2OH(9,10)))

3D Structure for HMDB0290279 (SM(d16:1/18:1(12Z)-2OH(9,10)))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra