Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (50) Show 50 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2009-03-24 16:22:11 UTC

Update Date

2022-03-07 02:51:20 UTC

HMDB ID

HMDB0012089

Secondary Accession Numbers

HMDB12089

Metabolite Identification

Common Name

SM(d18:0/18:1(9Z))

Description

Sphingomyelin (d18:0/18:1(9Z)) or SM(d18:0/18:1(9Z)) 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. In humans, sphingomyelin is the only membrane phospholipid not derived from glycerol. Like all sphingolipids, SPH 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 localise 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


  Mrv0541 02241203382D          

 50 49  0  0  1  0            999 V2000
    4.7876   -3.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6088   -2.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8099   -3.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9312   -3.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4943   -3.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2162   -3.5326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9231   -3.1071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8402   -4.6763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6449   -3.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5171   -4.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3517   -3.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2391   -4.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0733   -3.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7802   -3.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5020   -3.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2088   -3.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9458   -4.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9307   -3.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6375   -3.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6678   -4.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3593   -3.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3745   -4.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0661   -2.9766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0965   -4.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7881   -3.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8032   -4.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4874   -2.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7807   -2.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9236   -2.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2167   -3.3501    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4948   -2.9506    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.5247   -4.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2316   -4.1745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2093   -2.8461    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   15.4797   -2.1258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5399   -5.4249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9264   -2.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7774   -3.6049    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   19.0587   -2.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6451   -3.3236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3519   -2.8981    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.1843   -4.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6476   -4.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6137   -4.7256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7112   -4.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6773   -4.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8805   -4.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1054   -4.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3086   -4.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5335   -4.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2 34  1  0  0  0  0
  3 34  1  0  0  0  0
  4 34  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 17  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 18  1  0  0  0  0
 17 20  1  0  0  0  0
 18 19  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 31  1  0  0  0  0
 26 32  1  0  0  0  0
 27 28  1  0  0  0  0
 27 34  1  0  0  0  0
 28 39  1  0  0  0  0
 30 29  1  6  0  0  0
 29 40  1  0  0  0  0
 30 31  1  0  0  0  0
 30 33  1  0  0  0  0
 31 35  1  1  0  0  0
 32 33  1  0  0  0  0
 32 36  2  0  0  0  0
 37 41  2  0  0  0  0
 38 41  1  0  0  0  0
 39 41  1  0  0  0  0
 40 41  1  0  0  0  0
 42  8  2  0  0  0  0
 43 42  1  0  0  0  0
 44 43  1  0  0  0  0
 45 44  1  0  0  0  0
 46 45  1  0  0  0  0
 47 46  1  0  0  0  0
 48 47  1  0  0  0  0
 49 48  1  0  0  0  0
 50 49  1  0  0  0  0
M  CHG  2  34   1  38  -1
M  END

HMDB0012089
     RDKit          3D
SM(d18:0/18:1(9Z))
133132  0  0  0  0  0  0  0  0999 V2000
   -2.1399   -1.2473   -1.8002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5387   -1.6158   -1.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1050   -0.8061   -0.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2659   -0.9715    0.9214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8374   -0.1745    2.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2256   -0.6065    2.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3239   -2.0340    2.8650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4689   -2.3377    4.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6629   -3.7547    4.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976   -4.6134    4.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3130   -4.2757    4.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8338   -5.0611    2.9242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3950   -4.7265    2.6066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1189   -5.4880    1.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589   -5.0219    1.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411   -5.6444    0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6544   -5.0754   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6189   -3.6218   -0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -3.0854   -0.5797 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7529   -2.7812   -0.1662 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5799   -1.3434   -0.3994 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7180   -0.6047    0.9399 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9676   -0.8306    1.4924 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1574   -0.0467    2.9745 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.5954    0.1664    3.3347 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4314    1.4849    2.8418 O   0  0  0  0  0  1  0  0  0  0  0  0
    5.4272   -0.8769    4.2296 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4874   -0.1686    5.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8366   -0.8989    6.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4522   -1.1904    6.3880 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.1146   -2.2940    7.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1359   -1.6877    5.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5898   -0.0895    6.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6090   -0.8921   -1.3543 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8691   -1.1800   -0.7750 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6162    0.4957   -1.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5428    1.0938   -2.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1457    1.1462   -2.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2734    1.9357   -3.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8641    1.9549   -2.5822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0599    2.7192   -3.5156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0931    2.1392   -4.8854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9728    2.8541   -5.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4010    2.8143   -5.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2711    3.5332   -6.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7085    3.5454   -6.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0220    4.1988   -4.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6302    5.6386   -4.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0470    6.0976   -3.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7039    7.5461   -2.9674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4600   -1.6390   -1.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8150   -1.6895   -2.7743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9673   -0.1584   -1.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5380   -2.7144   -1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1831   -1.5509   -2.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1415    0.2556   -0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1545   -1.0725   -0.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2247   -2.0540    1.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2607   -0.5649    0.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1787   -0.1656    2.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8997    0.8764    1.7090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5236    0.0116    3.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9546   -0.4100    1.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3723   -2.2341    3.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0912   -2.7524    2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8426   -1.7614    4.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800   -1.9817    3.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7065   -4.0774    4.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9360   -5.6567    4.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0142   -3.2389    4.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7107   -4.7285    4.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4799   -4.8420    2.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8917   -6.1521    3.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2731   -4.9763    3.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3550   -3.6448    2.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4937   -5.2789    0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1365   -6.5753    1.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1100   -5.3855    2.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5611   -3.9388    1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2564   -6.7377    0.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7642   -5.4128   -0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0993   -5.5605   -0.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2571   -5.3634    0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6647   -3.2149    0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5759   -1.1886   -0.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6291    0.4752    0.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812   -0.8834    1.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0702    0.8383    5.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5536   -0.0175    5.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9584   -0.3271    7.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3779   -1.8668    6.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3339   -3.2705    6.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6702   -2.1961    8.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0331   -2.2171    7.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0998   -0.9064    4.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8609   -2.4862    4.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1353   -2.1936    5.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874   -0.2840    6.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9102    0.8902    6.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4714   -0.0751    7.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5770   -1.5965   -2.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2815   -0.3643   -0.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9337    1.1779   -0.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5670    0.5873   -2.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7922    2.1904   -2.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5027    0.6351   -3.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0588    1.6172   -1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6793    0.1324   -2.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7120    2.9436   -3.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3984    1.4719   -4.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8920    2.5471   -1.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5081    0.9542   -2.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417    3.7799   -3.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977    2.6763   -3.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9123    2.0119   -5.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5051    1.0869   -4.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8639    2.3561   -6.8699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6346    3.9113   -6.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7198    1.7639   -5.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4230    3.3293   -4.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1770    2.9662   -7.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8773    4.5521   -6.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0816    2.4957   -5.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2981    4.0596   -6.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6411    3.6798   -3.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1466    4.1812   -4.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0988    6.3041   -5.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5096    5.7227   -4.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1250    5.8982   -3.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5049    5.5005   -2.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6505    7.6774   -1.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6963    7.7726   -3.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4645    8.2461   -3.3520 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  2  0
 10 11  1  0
 11 12  1  0
 12 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  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
 21 34  1  0
 34 35  1  0
 34 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
  8 66  1  0
  8 67  1  0
  9 68  1  0
 10 69  1  0
 11 70  1  0
 11 71  1  0
 12 72  1  0
 12 73  1  0
 13 74  1  0
 13 75  1  0
 14 76  1  0
 14 77  1  0
 15 78  1  0
 15 79  1  0
 16 80  1  0
 16 81  1  0
 17 82  1  0
 17 83  1  0
 20 84  1  0
 21 85  1  6
 22 86  1  0
 22 87  1  0
 28 88  1  0
 28 89  1  0
 29 90  1  0
 29 91  1  0
 31 92  1  0
 31 93  1  0
 31 94  1  0
 32 95  1  0
 32 96  1  0
 32 97  1  0
 33 98  1  0
 33 99  1  0
 33100  1  0
 34101  1  6
 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  26  -1  30   1
M  END


  Mrv0541 02241203382D          

 50 49  0  0  1  0            999 V2000
    4.7876   -3.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6088   -2.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8099   -3.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9312   -3.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4943   -3.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2162   -3.5326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9231   -3.1071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8402   -4.6763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6449   -3.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5171   -4.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3517   -3.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2391   -4.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0733   -3.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7802   -3.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5020   -3.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2088   -3.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9458   -4.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9307   -3.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6375   -3.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6678   -4.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3593   -3.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3745   -4.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0661   -2.9766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0965   -4.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7881   -3.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8032   -4.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4874   -2.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7807   -2.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9236   -2.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2167   -3.3501    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4948   -2.9506    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.5247   -4.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2316   -4.1745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2093   -2.8461    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   15.4797   -2.1258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5399   -5.4249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9264   -2.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7774   -3.6049    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   19.0587   -2.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6451   -3.3236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3519   -2.8981    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.1843   -4.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6476   -4.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6137   -4.7256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7112   -4.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6773   -4.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8805   -4.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1054   -4.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3086   -4.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5335   -4.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2 34  1  0  0  0  0
  3 34  1  0  0  0  0
  4 34  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 17  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 18  1  0  0  0  0
 17 20  1  0  0  0  0
 18 19  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 31  1  0  0  0  0
 26 32  1  0  0  0  0
 27 28  1  0  0  0  0
 27 34  1  0  0  0  0
 28 39  1  0  0  0  0
 30 29  1  6  0  0  0
 29 40  1  0  0  0  0
 30 31  1  0  0  0  0
 30 33  1  0  0  0  0
 31 35  1  1  0  0  0
 32 33  1  0  0  0  0
 32 36  2  0  0  0  0
 37 41  2  0  0  0  0
 38 41  1  0  0  0  0
 39 41  1  0  0  0  0
 40 41  1  0  0  0  0
 42  8  2  0  0  0  0
 43 42  1  0  0  0  0
 44 43  1  0  0  0  0
 45 44  1  0  0  0  0
 46 45  1  0  0  0  0
 47 46  1  0  0  0  0
 48 47  1  0  0  0  0
 49 48  1  0  0  0  0
 50 49  1  0  0  0  0
M  CHG  2  34   1  38  -1
M  END
> <DATABASE_ID>
HMDB0012089

> <DATABASE_NAME>
hmdb

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

> <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/h20-21,39-40,44H,6-19,22-38H2,1-5H3,(H-,42,45,46,47)/b21-20-/t39-,40+/m0/s1

> <INCHI_KEY>
XYLWKHKCYHMVMA-RVPJYPCXSA-N

> <FORMULA>
C41H83N2O6P

> <MOLECULAR_WEIGHT>
731.0813

> <EXACT_MASS>
730.59887491

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
92.65694828790829

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2S,3R)-3-hydroxy-2-[(9Z)-octadec-9-enamido]octadecyl phosphonato]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
5.41

> <JCHEM_LOGP>
8.797213657990751

> <ALOGPS_LOGS>
-7.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.708875736349711

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8712283591103276

> <JCHEM_PKA_STRONGEST_BASIC>
0.02541409172386533

> <JCHEM_POLAR_SURFACE_AREA>
107.92000000000002

> <JCHEM_REFRACTIVITY>
223.29790000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
38

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.25e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
C18:1DH sphingomyelin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012089
     RDKit          3D
SM(d18:0/18:1(9Z))
133132  0  0  0  0  0  0  0  0999 V2000
   -2.1399   -1.2473   -1.8002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5387   -1.6158   -1.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1050   -0.8061   -0.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2659   -0.9715    0.9214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8374   -0.1745    2.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2256   -0.6065    2.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3239   -2.0340    2.8650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4689   -2.3377    4.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6629   -3.7547    4.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976   -4.6134    4.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3130   -4.2757    4.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8338   -5.0611    2.9242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3950   -4.7265    2.6066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1189   -5.4880    1.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589   -5.0219    1.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411   -5.6444    0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6544   -5.0754   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6189   -3.6218   -0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -3.0854   -0.5797 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7529   -2.7812   -0.1662 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5799   -1.3434   -0.3994 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7180   -0.6047    0.9399 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9676   -0.8306    1.4924 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1574   -0.0467    2.9745 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.5954    0.1664    3.3347 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4314    1.4849    2.8418 O   0  0  0  0  0  1  0  0  0  0  0  0
    5.4272   -0.8769    4.2296 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4874   -0.1686    5.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8366   -0.8989    6.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4522   -1.1904    6.3880 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.1146   -2.2940    7.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1359   -1.6877    5.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5898   -0.0895    6.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6090   -0.8921   -1.3543 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8691   -1.1800   -0.7750 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6162    0.4957   -1.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5428    1.0938   -2.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1457    1.1462   -2.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2734    1.9357   -3.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8641    1.9549   -2.5822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0599    2.7192   -3.5156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0931    2.1392   -4.8854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9728    2.8541   -5.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4010    2.8143   -5.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2711    3.5332   -6.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7085    3.5454   -6.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0220    4.1988   -4.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6302    5.6386   -4.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0470    6.0976   -3.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7039    7.5461   -2.9674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4600   -1.6390   -1.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8150   -1.6895   -2.7743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9673   -0.1584   -1.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5380   -2.7144   -1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1831   -1.5509   -2.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1415    0.2556   -0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1545   -1.0725   -0.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2247   -2.0540    1.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2607   -0.5649    0.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1787   -0.1656    2.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8997    0.8764    1.7090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5236    0.0116    3.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9546   -0.4100    1.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3723   -2.2341    3.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0912   -2.7524    2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8426   -1.7614    4.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800   -1.9817    3.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7065   -4.0774    4.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9360   -5.6567    4.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0142   -3.2389    4.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7107   -4.7285    4.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4799   -4.8420    2.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8917   -6.1521    3.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2731   -4.9763    3.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3550   -3.6448    2.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4937   -5.2789    0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1365   -6.5753    1.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1100   -5.3855    2.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5611   -3.9388    1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2564   -6.7377    0.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7642   -5.4128   -0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0993   -5.5605   -0.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2571   -5.3634    0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6647   -3.2149    0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5759   -1.1886   -0.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6291    0.4752    0.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812   -0.8834    1.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0702    0.8383    5.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5536   -0.0175    5.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9584   -0.3271    7.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3779   -1.8668    6.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3339   -3.2705    6.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6702   -2.1961    8.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0331   -2.2171    7.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0998   -0.9064    4.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8609   -2.4862    4.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1353   -2.1936    5.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874   -0.2840    6.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9102    0.8902    6.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4714   -0.0751    7.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5770   -1.5965   -2.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2815   -0.3643   -0.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9337    1.1779   -0.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5670    0.5873   -2.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7922    2.1904   -2.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5027    0.6351   -3.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0588    1.6172   -1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6793    0.1324   -2.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7120    2.9436   -3.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3984    1.4719   -4.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8920    2.5471   -1.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5081    0.9542   -2.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417    3.7799   -3.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977    2.6763   -3.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9123    2.0119   -5.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5051    1.0869   -4.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8639    2.3561   -6.8699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6346    3.9113   -6.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7198    1.7639   -5.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4230    3.3293   -4.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1770    2.9662   -7.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8773    4.5521   -6.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0816    2.4957   -5.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2981    4.0596   -6.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6411    3.6798   -3.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1466    4.1812   -4.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0988    6.3041   -5.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5096    5.7227   -4.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1250    5.8982   -3.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5049    5.5005   -2.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6505    7.6774   -1.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6963    7.7726   -3.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4645    8.2461   -3.3520 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  2  0
 10 11  1  0
 11 12  1  0
 12 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  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
 21 34  1  0
 34 35  1  0
 34 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
  8 66  1  0
  8 67  1  0
  9 68  1  0
 10 69  1  0
 11 70  1  0
 11 71  1  0
 12 72  1  0
 12 73  1  0
 13 74  1  0
 13 75  1  0
 14 76  1  0
 14 77  1  0
 15 78  1  0
 15 79  1  0
 16 80  1  0
 16 81  1  0
 17 82  1  0
 17 83  1  0
 20 84  1  0
 21 85  1  6
 22 86  1  0
 22 87  1  0
 28 88  1  0
 28 89  1  0
 29 90  1  0
 29 91  1  0
 31 92  1  0
 31 93  1  0
 31 94  1  0
 32 95  1  0
 32 96  1  0
 32 97  1  0
 33 98  1  0
 33 99  1  0
 33100  1  0
 34101  1  6
 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  26  -1  30   1
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       8.937  -6.643   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      40.336  -3.965   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      38.845  -6.660   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      40.938  -6.058   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.256  -5.848   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.604  -6.594   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.923  -5.800   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.368  -8.729   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.270  -6.545   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.632  -7.990   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.590  -5.751   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.980  -8.735   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.937  -6.496   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.256  -5.702   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.604  -6.448   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.923  -5.653   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.299  -7.941   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.271  -6.399   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      23.590  -5.605   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.647  -8.686   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.937  -6.351   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      24.966  -7.891   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      26.257  -5.556   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      26.313  -8.637   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      27.604  -6.302   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      27.633  -7.842   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      38.243  -4.567   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      36.924  -5.361   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      31.591  -5.459   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      30.271  -6.254   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      28.924  -5.508   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      28.979  -8.587   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      30.299  -7.792   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0      39.591  -5.313   0.000  0.00  0.00           N+1
HETATM   35  O   UNK     0      28.895  -3.968   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      29.008 -10.126   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      33.463  -4.091   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      35.051  -6.729   0.000  0.00  0.00           O-1
HETATM   39  O   UNK     0      35.576  -4.616   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      32.938  -6.204   0.000  0.00  0.00           O+0
HETATM   41  P   UNK     0      34.257  -5.410   0.000  0.00  0.00           P+0
HETATM   42  C   UNK     0      17.144  -8.702   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      16.142  -7.885   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      14.212  -8.821   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      12.528  -7.907   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      10.598  -9.084   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       9.110  -8.272   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       7.663  -9.154   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       6.176  -8.342   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       4.729  -9.225   0.000  0.00  0.00           C+0
CONECT    1    5                                                            
CONECT    2   34                                                            
CONECT    3   34                                                            
CONECT    4   34                                                            
CONECT    5    1    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    9                                                       
CONECT    8   10   42                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   17                                                       
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   18                                                       
CONECT   17   12   20                                                       
CONECT   18   16   19                                                       
CONECT   19   18   21                                                       
CONECT   20   17   22                                                       
CONECT   21   19   23                                                       
CONECT   22   20   24                                                       
CONECT   23   21   25                                                       
CONECT   24   22   26                                                       
CONECT   25   23   31                                                       
CONECT   26   24   32                                                       
CONECT   27   28   34                                                       
CONECT   28   27   39                                                       
CONECT   29   30   40                                                       
CONECT   30   29   31   33                                                  
CONECT   31   25   30   35                                                  
CONECT   32   26   33   36                                                  
CONECT   33   30   32                                                       
CONECT   34    2    3    4   27                                             
CONECT   35   31                                                            
CONECT   36   32                                                            
CONECT   37   41                                                            
CONECT   38   41                                                            
CONECT   39   28   41                                                       
CONECT   40   29   41                                                       
CONECT   41   37   38   39   40                                             
CONECT   42    8   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                                                            
MASTER        0    0    0    0    0    0    0    0   50    0   98    0
END

COMPND    HMDB0012089
HETATM    1  C1  UNL     1      -2.140  -1.247  -1.800  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.539  -1.616  -1.439  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.105  -0.806  -0.324  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.266  -0.971   0.921  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.837  -0.175   2.069  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.226  -0.607   2.441  1.00  0.00           C  
HETATM    7  C7  UNL     1      -5.324  -2.034   2.865  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.469  -2.338   4.098  1.00  0.00           C  
HETATM    9  C9  UNL     1      -4.663  -3.755   4.383  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.698  -4.613   4.398  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.313  -4.276   4.136  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.834  -5.061   2.924  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.395  -4.727   2.607  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.119  -5.488   1.395  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.559  -5.022   1.200  1.00  0.00           C  
HETATM   16  C16 UNL     1       2.241  -5.644   0.030  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.654  -5.075  -0.057  1.00  0.00           C  
HETATM   18  C18 UNL     1       3.619  -3.622  -0.276  1.00  0.00           C  
HETATM   19  O1  UNL     1       2.501  -3.085  -0.580  1.00  0.00           O  
HETATM   20  N1  UNL     1       4.753  -2.781  -0.166  1.00  0.00           N  
HETATM   21  C19 UNL     1       4.580  -1.343  -0.399  1.00  0.00           C  
HETATM   22  C20 UNL     1       4.718  -0.605   0.940  1.00  0.00           C  
HETATM   23  O2  UNL     1       5.968  -0.831   1.492  1.00  0.00           O  
HETATM   24  P1  UNL     1       6.157  -0.047   2.974  1.00  0.00           P  
HETATM   25  O3  UNL     1       7.595   0.166   3.335  1.00  0.00           O  
HETATM   26  O4  UNL     1       5.431   1.485   2.842  1.00  0.00           O1-
HETATM   27  O5  UNL     1       5.427  -0.877   4.230  1.00  0.00           O  
HETATM   28  C21 UNL     1       5.487  -0.169   5.415  1.00  0.00           C  
HETATM   29  C22 UNL     1       4.837  -0.899   6.561  1.00  0.00           C  
HETATM   30  N2  UNL     1       3.452  -1.190   6.388  1.00  0.00           N1+
HETATM   31  C23 UNL     1       3.115  -2.294   7.305  1.00  0.00           C  
HETATM   32  C24 UNL     1       3.136  -1.688   5.068  1.00  0.00           C  
HETATM   33  C25 UNL     1       2.590  -0.090   6.776  1.00  0.00           C  
HETATM   34  C26 UNL     1       5.609  -0.892  -1.354  1.00  0.00           C  
HETATM   35  O6  UNL     1       6.869  -1.180  -0.775  1.00  0.00           O  
HETATM   36  C27 UNL     1       5.616   0.496  -1.831  1.00  0.00           C  
HETATM   37  C28 UNL     1       4.543   1.094  -2.612  1.00  0.00           C  
HETATM   38  C29 UNL     1       3.146   1.146  -2.087  1.00  0.00           C  
HETATM   39  C30 UNL     1       2.273   1.936  -3.104  1.00  0.00           C  
HETATM   40  C31 UNL     1       0.864   1.955  -2.582  1.00  0.00           C  
HETATM   41  C32 UNL     1      -0.060   2.719  -3.516  1.00  0.00           C  
HETATM   42  C33 UNL     1      -0.093   2.139  -4.885  1.00  0.00           C  
HETATM   43  C34 UNL     1      -0.973   2.854  -5.870  1.00  0.00           C  
HETATM   44  C35 UNL     1      -2.401   2.814  -5.379  1.00  0.00           C  
HETATM   45  C36 UNL     1      -3.271   3.533  -6.392  1.00  0.00           C  
HETATM   46  C37 UNL     1      -4.709   3.545  -6.011  1.00  0.00           C  
HETATM   47  C38 UNL     1      -5.022   4.199  -4.712  1.00  0.00           C  
HETATM   48  C39 UNL     1      -4.630   5.639  -4.610  1.00  0.00           C  
HETATM   49  C40 UNL     1      -5.047   6.098  -3.209  1.00  0.00           C  
HETATM   50  C41 UNL     1      -4.704   7.546  -2.967  1.00  0.00           C  
HETATM   51  H1  UNL     1      -1.460  -1.639  -1.007  1.00  0.00           H  
HETATM   52  H2  UNL     1      -1.815  -1.689  -2.774  1.00  0.00           H  
HETATM   53  H3  UNL     1      -1.967  -0.158  -1.901  1.00  0.00           H  
HETATM   54  H4  UNL     1      -3.538  -2.714  -1.175  1.00  0.00           H  
HETATM   55  H5  UNL     1      -4.183  -1.551  -2.339  1.00  0.00           H  
HETATM   56  H6  UNL     1      -4.141   0.256  -0.656  1.00  0.00           H  
HETATM   57  H7  UNL     1      -5.154  -1.073  -0.079  1.00  0.00           H  
HETATM   58  H8  UNL     1      -3.225  -2.054   1.137  1.00  0.00           H  
HETATM   59  H9  UNL     1      -2.261  -0.565   0.692  1.00  0.00           H  
HETATM   60  H10 UNL     1      -3.179  -0.166   2.958  1.00  0.00           H  
HETATM   61  H11 UNL     1      -3.900   0.876   1.709  1.00  0.00           H  
HETATM   62  H12 UNL     1      -5.524   0.012   3.326  1.00  0.00           H  
HETATM   63  H13 UNL     1      -5.955  -0.410   1.660  1.00  0.00           H  
HETATM   64  H14 UNL     1      -6.372  -2.234   3.169  1.00  0.00           H  
HETATM   65  H15 UNL     1      -5.091  -2.752   2.051  1.00  0.00           H  
HETATM   66  H16 UNL     1      -4.843  -1.761   4.976  1.00  0.00           H  
HETATM   67  H17 UNL     1      -3.480  -1.982   3.868  1.00  0.00           H  
HETATM   68  H18 UNL     1      -5.707  -4.077   4.597  1.00  0.00           H  
HETATM   69  H19 UNL     1      -3.936  -5.657   4.623  1.00  0.00           H  
HETATM   70  H20 UNL     1      -2.014  -3.239   4.115  1.00  0.00           H  
HETATM   71  H21 UNL     1      -1.711  -4.728   4.995  1.00  0.00           H  
HETATM   72  H22 UNL     1      -2.480  -4.842   2.053  1.00  0.00           H  
HETATM   73  H23 UNL     1      -1.892  -6.152   3.107  1.00  0.00           H  
HETATM   74  H24 UNL     1       0.273  -4.976   3.450  1.00  0.00           H  
HETATM   75  H25 UNL     1      -0.355  -3.645   2.415  1.00  0.00           H  
HETATM   76  H26 UNL     1      -0.494  -5.279   0.502  1.00  0.00           H  
HETATM   77  H27 UNL     1       0.136  -6.575   1.575  1.00  0.00           H  
HETATM   78  H28 UNL     1       2.110  -5.386   2.118  1.00  0.00           H  
HETATM   79  H29 UNL     1       1.561  -3.939   1.241  1.00  0.00           H  
HETATM   80  H30 UNL     1       2.256  -6.738   0.135  1.00  0.00           H  
HETATM   81  H31 UNL     1       1.764  -5.413  -0.949  1.00  0.00           H  
HETATM   82  H32 UNL     1       4.099  -5.560  -0.963  1.00  0.00           H  
HETATM   83  H33 UNL     1       4.257  -5.363   0.820  1.00  0.00           H  
HETATM   84  H34 UNL     1       5.665  -3.215   0.076  1.00  0.00           H  
HETATM   85  H35 UNL     1       3.576  -1.189  -0.740  1.00  0.00           H  
HETATM   86  H36 UNL     1       4.629   0.475   0.712  1.00  0.00           H  
HETATM   87  H37 UNL     1       3.881  -0.883   1.577  1.00  0.00           H  
HETATM   88  H38 UNL     1       5.070   0.838   5.256  1.00  0.00           H  
HETATM   89  H39 UNL     1       6.554  -0.017   5.715  1.00  0.00           H  
HETATM   90  H40 UNL     1       4.958  -0.327   7.495  1.00  0.00           H  
HETATM   91  H41 UNL     1       5.378  -1.867   6.697  1.00  0.00           H  
HETATM   92  H42 UNL     1       3.334  -3.270   6.871  1.00  0.00           H  
HETATM   93  H43 UNL     1       3.670  -2.196   8.258  1.00  0.00           H  
HETATM   94  H44 UNL     1       2.033  -2.217   7.601  1.00  0.00           H  
HETATM   95  H45 UNL     1       3.100  -0.906   4.291  1.00  0.00           H  
HETATM   96  H46 UNL     1       3.861  -2.486   4.832  1.00  0.00           H  
HETATM   97  H47 UNL     1       2.135  -2.194   5.130  1.00  0.00           H  
HETATM   98  H48 UNL     1       1.587  -0.284   6.346  1.00  0.00           H  
HETATM   99  H49 UNL     1       2.910   0.890   6.424  1.00  0.00           H  
HETATM  100  H50 UNL     1       2.471  -0.075   7.885  1.00  0.00           H  
HETATM  101  H51 UNL     1       5.577  -1.597  -2.244  1.00  0.00           H  
HETATM  102  H52 UNL     1       7.281  -0.364  -0.406  1.00  0.00           H  
HETATM  103  H53 UNL     1       5.934   1.178  -0.960  1.00  0.00           H  
HETATM  104  H54 UNL     1       6.567   0.587  -2.484  1.00  0.00           H  
HETATM  105  H55 UNL     1       4.792   2.190  -2.871  1.00  0.00           H  
HETATM  106  H56 UNL     1       4.503   0.635  -3.656  1.00  0.00           H  
HETATM  107  H57 UNL     1       3.059   1.617  -1.116  1.00  0.00           H  
HETATM  108  H58 UNL     1       2.679   0.132  -2.160  1.00  0.00           H  
HETATM  109  H59 UNL     1       2.712   2.944  -3.145  1.00  0.00           H  
HETATM  110  H60 UNL     1       2.398   1.472  -4.091  1.00  0.00           H  
HETATM  111  H61 UNL     1       0.892   2.547  -1.619  1.00  0.00           H  
HETATM  112  H62 UNL     1       0.508   0.954  -2.324  1.00  0.00           H  
HETATM  113  H63 UNL     1       0.242   3.780  -3.517  1.00  0.00           H  
HETATM  114  H64 UNL     1      -1.098   2.676  -3.071  1.00  0.00           H  
HETATM  115  H65 UNL     1       0.912   2.012  -5.340  1.00  0.00           H  
HETATM  116  H66 UNL     1      -0.505   1.087  -4.831  1.00  0.00           H  
HETATM  117  H67 UNL     1      -0.864   2.356  -6.870  1.00  0.00           H  
HETATM  118  H68 UNL     1      -0.635   3.911  -6.034  1.00  0.00           H  
HETATM  119  H69 UNL     1      -2.720   1.764  -5.352  1.00  0.00           H  
HETATM  120  H70 UNL     1      -2.423   3.329  -4.394  1.00  0.00           H  
HETATM  121  H71 UNL     1      -3.177   2.966  -7.344  1.00  0.00           H  
HETATM  122  H72 UNL     1      -2.877   4.552  -6.615  1.00  0.00           H  
HETATM  123  H73 UNL     1      -5.082   2.496  -5.981  1.00  0.00           H  
HETATM  124  H74 UNL     1      -5.298   4.060  -6.800  1.00  0.00           H  
HETATM  125  H75 UNL     1      -4.641   3.680  -3.817  1.00  0.00           H  
HETATM  126  H76 UNL     1      -6.147   4.181  -4.583  1.00  0.00           H  
HETATM  127  H77 UNL     1      -5.099   6.304  -5.345  1.00  0.00           H  
HETATM  128  H78 UNL     1      -3.510   5.723  -4.628  1.00  0.00           H  
HETATM  129  H79 UNL     1      -6.125   5.898  -3.016  1.00  0.00           H  
HETATM  130  H80 UNL     1      -4.505   5.501  -2.432  1.00  0.00           H  
HETATM  131  H81 UNL     1      -4.651   7.677  -1.863  1.00  0.00           H  
HETATM  132  H82 UNL     1      -3.696   7.773  -3.357  1.00  0.00           H  
HETATM  133  H83 UNL     1      -5.464   8.246  -3.352  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   10   68
CONECT   10   11   69
CONECT   11   12   70   71
CONECT   12   13   72   73
CONECT   13   14   74   75
CONECT   14   15   76   77
CONECT   15   16   78   79
CONECT   16   17   80   81
CONECT   17   18   82   83
CONECT   18   19   19   20
CONECT   20   21   84
CONECT   21   22   34   85
CONECT   22   23   86   87
CONECT   23   24
CONECT   24   25   25   26   27
CONECT   27   28
CONECT   28   29   88   89
CONECT   29   30   90   91
CONECT   30   31   32   33
CONECT   31   92   93   94
CONECT   32   95   96   97
CONECT   33   98   99  100
CONECT   34   35   36  101
CONECT   35  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

HMDB0012089
     RDKit          3D
SM(d18:0/18:1(9Z))
133132  0  0  0  0  0  0  0  0999 V2000
   -2.1399   -1.2473   -1.8002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5387   -1.6158   -1.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1050   -0.8061   -0.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2659   -0.9715    0.9214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8374   -0.1745    2.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2256   -0.6065    2.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3239   -2.0340    2.8650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4689   -2.3377    4.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6629   -3.7547    4.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976   -4.6134    4.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3130   -4.2757    4.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8338   -5.0611    2.9242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3950   -4.7265    2.6066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1189   -5.4880    1.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589   -5.0219    1.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411   -5.6444    0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6544   -5.0754   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6189   -3.6218   -0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -3.0854   -0.5797 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7529   -2.7812   -0.1662 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5799   -1.3434   -0.3994 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7180   -0.6047    0.9399 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9676   -0.8306    1.4924 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1574   -0.0467    2.9745 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.5954    0.1664    3.3347 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4314    1.4849    2.8418 O   0  0  0  0  0  1  0  0  0  0  0  0
    5.4272   -0.8769    4.2296 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4874   -0.1686    5.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8366   -0.8989    6.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4522   -1.1904    6.3880 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.1146   -2.2940    7.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1359   -1.6877    5.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5898   -0.0895    6.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6090   -0.8921   -1.3543 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8691   -1.1800   -0.7750 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6162    0.4957   -1.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5428    1.0938   -2.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1457    1.1462   -2.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2734    1.9357   -3.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8641    1.9549   -2.5822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0599    2.7192   -3.5156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0931    2.1392   -4.8854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9728    2.8541   -5.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4010    2.8143   -5.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2711    3.5332   -6.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7085    3.5454   -6.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0220    4.1988   -4.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6302    5.6386   -4.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0470    6.0976   -3.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7039    7.5461   -2.9674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4600   -1.6390   -1.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8150   -1.6895   -2.7743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9673   -0.1584   -1.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5380   -2.7144   -1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1831   -1.5509   -2.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1415    0.2556   -0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1545   -1.0725   -0.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2247   -2.0540    1.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2607   -0.5649    0.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1787   -0.1656    2.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8997    0.8764    1.7090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5236    0.0116    3.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9546   -0.4100    1.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3723   -2.2341    3.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0912   -2.7524    2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8426   -1.7614    4.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800   -1.9817    3.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7065   -4.0774    4.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9360   -5.6567    4.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0142   -3.2389    4.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7107   -4.7285    4.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4799   -4.8420    2.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8917   -6.1521    3.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2731   -4.9763    3.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3550   -3.6448    2.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4937   -5.2789    0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1365   -6.5753    1.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1100   -5.3855    2.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5611   -3.9388    1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2564   -6.7377    0.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7642   -5.4128   -0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0993   -5.5605   -0.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2571   -5.3634    0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6647   -3.2149    0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5759   -1.1886   -0.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6291    0.4752    0.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812   -0.8834    1.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0702    0.8383    5.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5536   -0.0175    5.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9584   -0.3271    7.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3779   -1.8668    6.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3339   -3.2705    6.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6702   -2.1961    8.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0331   -2.2171    7.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0998   -0.9064    4.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8609   -2.4862    4.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1353   -2.1936    5.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874   -0.2840    6.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9102    0.8902    6.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4714   -0.0751    7.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5770   -1.5965   -2.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2815   -0.3643   -0.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9337    1.1779   -0.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5670    0.5873   -2.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7922    2.1904   -2.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5027    0.6351   -3.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0588    1.6172   -1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6793    0.1324   -2.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7120    2.9436   -3.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3984    1.4719   -4.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8920    2.5471   -1.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5081    0.9542   -2.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417    3.7799   -3.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977    2.6763   -3.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9123    2.0119   -5.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5051    1.0869   -4.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8639    2.3561   -6.8699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6346    3.9113   -6.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7198    1.7639   -5.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4230    3.3293   -4.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1770    2.9662   -7.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8773    4.5521   -6.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0816    2.4957   -5.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2981    4.0596   -6.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6411    3.6798   -3.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1466    4.1812   -4.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0988    6.3041   -5.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5096    5.7227   -4.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1250    5.8982   -3.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5049    5.5005   -2.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6505    7.6774   -1.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6963    7.7726   -3.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4645    8.2461   -3.3520 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  2  0
 10 11  1  0
 11 12  1  0
 12 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  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
 21 34  1  0
 34 35  1  0
 34 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
  8 66  1  0
  8 67  1  0
  9 68  1  0
 10 69  1  0
 11 70  1  0
 11 71  1  0
 12 72  1  0
 12 73  1  0
 13 74  1  0
 13 75  1  0
 14 76  1  0
 14 77  1  0
 15 78  1  0
 15 79  1  0
 16 80  1  0
 16 81  1  0
 17 82  1  0
 17 83  1  0
 20 84  1  0
 21 85  1  6
 22 86  1  0
 22 87  1  0
 28 88  1  0
 28 89  1  0
 29 90  1  0
 29 91  1  0
 31 92  1  0
 31 93  1  0
 31 94  1  0
 32 95  1  0
 32 96  1  0
 32 97  1  0
 33 98  1  0
 33 99  1  0
 33100  1  0
 34101  1  6
 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  26  -1  30   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2-{[(2S,3R)-3-hydroxy-2-[(9Z)-octadec-9-enamido]octadecyl phosphonato]oxy}ethyl)trimethylazanium	ChEBI
C18:1DH Sphingomyelin	ChEBI
N-(9Z-Octadecenoyl)-sphinganine-1-phosphocholine	ChEBI
N-[(9Z)-Octadecenoyl]dihydrsphingosine-1-phosphocholine	ChEBI
N-[(9Z)-Octadecenoyl]sphinganine-1-phosphocholine	ChEBI
Sphingomyelin (D18:0/18:1(9Z))	ChEBI
Sphingomyelin	HMDB
N-(9Z-Octadecenoyl)-1-phosphocholine-sphinganine	HMDB
Sphingomyelin(D18:0/18:1(9Z))	HMDB
N-(9Z-Octadecenoyl)-1-phosphocholine-dihydrosphingosine	HMDB
N-(9Z-Octadecenoyl)-1-phosphocholine-D-erythro-sphinganine	HMDB
SM(D18:0/18:1(9Z))	ChEBI

Chemical Formula

C₄₁H₈₃N₂O₆P

Average Molecular Weight

731.0813

Monoisotopic Molecular Weight

730.59887491

IUPAC Name

(2-{[(2S,3R)-3-hydroxy-2-[(9Z)-octadec-9-enamido]octadecyl phosphonato]oxy}ethyl)trimethylazanium

Traditional Name

C18:1DH sphingomyelin

CAS Registry Number

Not Available

SMILES

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

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/h20-21,39-40,44H,6-19,22-38H2,1-5H3,(H-,42,45,46,47)/b21-20-/t39-,40+/m0/s1

InChI Key

XYLWKHKCYHMVMA-RVPJYPCXSA-N

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

Ceramide phosphocholines (sphingomyelins) (LMSP03010031 )

Ontology

Not Available

Physical Properties

State

Solid

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
Water Solubility	3.2e-05 g/L	ALOGPS
logP	5.41	ALOGPS
logP	8.8	ChemAxon
logS	-7.4	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	0.025	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	223.3 m³·mol⁻¹	ChemAxon
Polarizability	92.66 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
DeepCCS	[M+H]+	286.801	30932474
DeepCCS	[M-H]-	284.905	30932474
DeepCCS	[M-2H]-	318.143	30932474
DeepCCS	[M+Na]+	292.511	30932474
AllCCS	[M+H]+	290.2	32859911
AllCCS	[M+H-H2O]+	290.0	32859911
AllCCS	[M+NH4]+	290.3	32859911
AllCCS	[M+Na]+	290.4	32859911
AllCCS	[M-H]-	281.8	32859911
AllCCS	[M+Na-2H]-	285.6	32859911
AllCCS	[M+HCOO]-	289.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
SM(d18:0/18:1(9Z))	CCCCCCCCCCCCCCC[C@@H](O)[C@H](COP(=O)([O-])OCC[N+](C)(C)C)NC(=O)CCCCCCC\C=C/CCCCCCCC	4760.6	Standard polar	33892256
SM(d18:0/18:1(9Z))	CCCCCCCCCCCCCCC[C@@H](O)[C@H](COP(=O)([O-])OCC[N+](C)(C)C)NC(=O)CCCCCCC\C=C/CCCCCCCC	4088.3	Standard non polar	33892256
SM(d18:0/18:1(9Z))	CCCCCCCCCCCCCCC[C@@H](O)[C@H](COP(=O)([O-])OCC[N+](C)(C)C)NC(=O)CCCCCCC\C=C/CCCCCCCC	5099.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
SM(d18:0/18:1(9Z)),2TMS,isomer #1	CCCCCCCC/C=C\CCCCCCCC(=O)N([C@@H](COP(=O)([O-])OCC[N+](C)(C)C)[C@@H](CCCCCCCCCCCCCCC)O[Si](C)(C)C)[Si](C)(C)C	4916.8	Semi standard non polar	33892256
SM(d18:0/18:1(9Z)),2TMS,isomer #1	CCCCCCCC/C=C\CCCCCCCC(=O)N([C@@H](COP(=O)([O-])OCC[N+](C)(C)C)[C@@H](CCCCCCCCCCCCCCC)O[Si](C)(C)C)[Si](C)(C)C	4681.4	Standard non polar	33892256
SM(d18:0/18:1(9Z)),2TMS,isomer #1	CCCCCCCC/C=C\CCCCCCCC(=O)N([C@@H](COP(=O)([O-])OCC[N+](C)(C)C)[C@@H](CCCCCCCCCCCCCCC)O[Si](C)(C)C)[Si](C)(C)C	5438.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - SM(d18:0/18:1(9Z)) GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - SM(d18:0/18:1(9Z)) GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - SM(d18:0/18:1(9Z)) GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - SM(d18:0/18:1(9Z)) GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/18:1(9Z)) 10V, Negative-QTOF	splash10-004i-0000000900-ccbe9989e1fd1bcbc5c2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/18:1(9Z)) 20V, Negative-QTOF	splash10-004i-0000003900-59c738f3ab132aa95f00	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/18:1(9Z)) 40V, Negative-QTOF	splash10-004i-9010201000-14aa95bba7480ad7ca5e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/18:1(9Z)) 10V, Positive-QTOF	splash10-000i-0000011900-3c5bfe1569948d5a9163	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/18:1(9Z)) 20V, Positive-QTOF	splash10-0ue0-0000092900-22361e6fb4d808e61d7c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/18:1(9Z)) 40V, Positive-QTOF	splash10-0udi-0000091100-e540baeeed6b4bfc12e3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/18:1(9Z)) 10V, Positive-QTOF	splash10-001i-0600000900-3875b4498c76a7f087f1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/18:1(9Z)) 20V, Positive-QTOF	splash10-001i-0600000900-3875b4498c76a7f087f1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/18:1(9Z)) 40V, Positive-QTOF	splash10-001i-0900000300-7545f6efae8c805dfd03	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/18:1(9Z)) 10V, Positive-QTOF	splash10-0udi-0000011900-2e17d386a09bab10148a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/18:1(9Z)) 20V, Positive-QTOF	splash10-0ur0-0000092900-e017aa7fd289fad1a8bf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/18:1(9Z)) 40V, Positive-QTOF	splash10-00di-0000091100-323c52a44d4be0c1b88d	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	11.0 +/- 2.56 uM	Adult (>18 years old)	Both	Normal	28278231	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Newborn (0-30 days old)	Not Specified	Premature neonates	23210743	details

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

FDB028756

KNApSAcK ID

Not Available

Chemspider ID

24846887

KEGG Compound ID

C00550

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44260139

PDB ID

Not Available

ChEBI ID

17636

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78. [PubMed:7834746 ]
Ghosh S, Strum JC, Bell RM: Lipid biochemistry: functions of glycerolipids and sphingolipids in cellular signaling. FASEB J. 1997 Jan;11(1):45-50. [PubMed:9034165 ]
Hannun YA: The sphingomyelin cycle and the second messenger function of ceramide. J Biol Chem. 1994 Feb 4;269(5):3125-8. [PubMed:8106344 ]
Cevc, Gregor (1993). Phospholipids Handbook. Marcel Dekker.
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Only showing the first 10 proteins. There are 50 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Globoside alpha-1,3-N-acetylgalactosaminyltransferase 1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: Catalyzes the formation of some glycolipid via the addition of N-acetylgalactosamine (GalNAc) in alpha-1,3-linkage to some substrate. Glycolipids probably serve for adherence of some pathogens
Gene Name:: GBGT1
Uniprot ID:: Q8N5D6
Molecular weight:: 40126.9

Enzyme Details

2. N-acetylglucosaminyl-phosphatidylinositol de-N-acetylase

General function:: Involved in N-acetylglucosaminylphosphatidylinositol de
Specific function:: Involved in the second step of GPI biosynthesis. De-N-acetylation of N-acetylglucosaminyl-phosphatidylinositol.
Gene Name:: PIGL
Uniprot ID:: Q9Y2B2
Molecular weight:: 28530.965

Enzyme Details

3. Sphingomyelin phosphodiesterase

General function:: Involved in hydrolase activity
Specific function:: Converts sphingomyelin to ceramide. Also has phospholipase C activities toward 1,2-diacylglycerolphosphocholine and 1,2-diacylglycerolphosphoglycerol. Isoform 2 and isoform 3 have lost catalytic activity.
Gene Name:: SMPD1
Uniprot ID:: P17405
Molecular weight:: 69935.53

Enzyme Details

4. Galactosylgalactosylxylosylprotein 3-beta-glucuronosyltransferase 1

General function:: Involved in galactosylgalactosylxylosylprotein 3-beta-glucuronosyltransferase activity
Specific function:: Involved in the biosynthesis of L2/HNK-1 carbohydrate epitope on glycoproteins. Can also play a role in glycosaminoglycan biosynthesis. Substrates include asialo-orosomucoid (ASOR), asialo-fetuin, and asialo-neural cell adhesion molecule. Requires sphingomyelin for activity: stearoyl-sphingomyelin was the most effective, followed by palmitoyl-sphingomyelin and lignoceroyl-sphingomyelin. Activity was demonstrated only for sphingomyelin with a saturated fatty acid and not for that with an unsaturated fatty acid, regardless of the length of the acyl group (By similarity).
Gene Name:: B3GAT1
Uniprot ID:: Q9P2W7
Molecular weight:: 38255.675

Enzyme Details

5. Phosphatidylinositol N-acetylglucosaminyltransferase subunit Q

General function:: Involved in phosphatidylinositol N-acetylglucosaminyltransferase activity
Specific function:: Part of the complex catalyzing the transfer of N-acetylglucosamine from UDP-N-acetylglucosamine to phosphatidylinositol, the first step of GPI biosynthesis.
Gene Name:: PIGQ
Uniprot ID:: Q9BRB3
Molecular weight:: 65343.25

Enzyme Details

6. Phosphatidylinositol N-acetylglucosaminyltransferase subunit A

General function:: Involved in biosynthetic process
Specific function:: Necessary for the synthesis of N-acetylglucosaminyl-phosphatidylinositol, the very early intermediate in GPI-anchor biosynthesis.
Gene Name:: PIGA
Uniprot ID:: P37287
Molecular weight:: 54126.065

Enzyme Details

7. Phosphatidylinositol N-acetylglucosaminyltransferase subunit H

General function:: Involved in phosphatidylinositol N-acetylglucosaminyltr
Specific function:: Part of the complex catalyzing the transfer of N-acetylglucosamine from UDP-N-acetylglucosamine to phosphatidylinositol, the first step of GPI biosynthesis.
Gene Name:: PIGH
Uniprot ID:: Q14442
Molecular weight:: 21080.415

Enzyme Details

8. Phosphatidylinositol N-acetylglucosaminyltransferase subunit P

General function:: Involved in phosphatidylinositol N-acetylglucosaminyltr
Specific function:: Part of the complex catalyzing the transfer of N-acetylglucosamine from UDP-N-acetylglucosamine to phosphatidylinositol, the first step of GPI biosynthesis.
Gene Name:: PIGP
Uniprot ID:: P57054
Molecular weight:: 18089.055

Enzyme Details

9. Phosphatidylinositol N-acetylglucosaminyltransferase subunit C

General function:: Involved in phosphatidylinositol N-acetylglucosaminyltransferase activity
Specific function:: Part of the complex catalyzing the transfer of N-acetylglucosamine from UDP-N-acetylglucosamine to phosphatidylinositol, the first step of GPI biosynthesis.
Gene Name:: PIGC
Uniprot ID:: Q92535
Molecular weight:: 33582.18

Enzyme Details

10. Ectonucleotide pyrophosphatase/phosphodiesterase family member 7

General function:: Involved in catalytic activity
Specific function:: Converts sphingomyelin to ceramide. Also has phospholipase C activity toward palmitoyl lyso-phosphocholine. Does not appear to have nucleotide pyrophosphatase activity.
Gene Name:: ENPP7
Uniprot ID:: Q6UWV6
Molecular weight:: 51493.415

Only showing the first 10 proteins. There are 50 proteins in total.

Show all enzymes and transporters

Showing metabocard for SM(d18:0/18:1(9Z)) (HMDB0012089)

MOL for HMDB0012089 (SM(d18:0/18:1(9Z)))

3D MOL for HMDB0012089 (SM(d18:0/18:1(9Z)))

3D SDF for HMDB0012089 (SM(d18:0/18:1(9Z)))

3D-SDF for HMDB0012089 (SM(d18:0/18:1(9Z)))

PDB for HMDB0012089 (SM(d18:0/18:1(9Z)))

3D PDB for HMDB0012089 (SM(d18:0/18:1(9Z)))

SMILES for HMDB0012089 (SM(d18:0/18:1(9Z)))

INCHI for HMDB0012089 (SM(d18:0/18:1(9Z)))

Structure for HMDB0012089 (SM(d18:0/18:1(9Z)))

3D Structure for HMDB0012089 (SM(d18:0/18:1(9Z)))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes