Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (52) Show 52 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2008-09-12 02:06:14 UTC

Update Date

2022-03-07 02:50:51 UTC

HMDB ID

HMDB0010168

Secondary Accession Numbers

HMDB0012086
HMDB0062665
HMDB10168
HMDB12086
HMDB62665

Metabolite Identification

Common Name

SM(d18:0/16:0)

Description

Sphingomyelin (d18:0/16:0) or SM(d18:0/16:0) is a type of sphingolipid found in animal cell membranes, especially in the membranous myelin sheath which surrounds some nerve cell axons. It usually consists of phosphorylcholine and ceramide. SM(d18:0/16:0) consists of a sphinganine backbone and a palmitic acid chain. In humans, sphingomyelin is the only membrane phospholipid not derived from glycerol. Like all sphingolipids, SM has a ceramide core (sphingosine bonded to a fatty acid via an amide linkage). In addition, it contains one polar head group, which is either phosphocholine or phosphoethanolamine. The plasma membrane of cells is highly enriched in sphingomyelin and is considered largely to be found in the exoplasmic leaflet of the cell membrane. However, there is some evidence that there may also be a sphingomyelin pool in the inner leaflet of the membrane. Moreover, neutral sphingomyelinase-2, an enzyme that breaks down sphingomyelin into ceramide, has been found to localize exclusively to the inner leaflet further suggesting that there may be sphingomyelin present there. Sphingomyelin can accumulate in a rare hereditary disease called Niemann-Pick Disease, types A and B. Niemann-Pick disease is a genetically-inherited disease caused by a deficiency in the enzyme sphingomyelinase, which causes the accumulation of sphingomyelin in spleen, liver, lungs, bone marrow, and the brain, causing irreversible neurological damage. SMs play a role in signal transduction. Sphingomyelins are synthesized by the transfer of phosphorylcholine from phosphatidylcholine to a ceramide in a reaction catalyzed by sphingomyelin synthase.

Structure

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

SM(d18:0/16:0)
  Mrv1652303062020222D          

 49 48  0  0  0  0            999 V2000
   -2.3824    0.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6679    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.3554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.3554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9590    0.3595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2445    0.7720    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6570    1.4867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679    0.0574    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.4699    1.1847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1844    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8990    1.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6135    0.7721    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.2010    0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2748    1.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3280    0.3596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0969    0.7716    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0969    1.5430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8110    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5251    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2393    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9534    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6675    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3816    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0957    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8099    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5240    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2381    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9522    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6663    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3805    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0946    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8087    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.5393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2236   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6519   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3660   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0801   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7942   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5083   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2225   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9366   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6507   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3648   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0789   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7931   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5072   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2213   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  1  3  1  1  0  0  0
  1  4  1  6  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
  9  6  1  0  0  0  0
  5  2  1  0  0  0  0
  1 16  1  0  0  0  0
  4 33  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
M  CHG  2   8  -1  12   1
M  END

HMDB0010168
     RDKit          3D
SM(d18:0/16:0)
129128  0  0  0  0  0  0  0  0999 V2000
   -2.8466    6.4433   -2.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5672    5.2409   -2.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6185    4.3343   -1.5134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5289    3.8160   -2.3871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046    2.9189   -1.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0494    3.6966   -0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9811    2.7005    0.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7567    3.1399    1.3030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7117    4.2237    1.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9445    4.3139    0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0115    4.4720   -0.8663 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5119    3.5904   -1.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658    2.1817   -1.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2909    1.4775   -3.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6525    0.0992   -3.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6970   -0.9105   -2.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1293   -0.6223   -1.2083 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2419   -2.2100   -2.6011 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2935   -3.2852   -1.5890 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4266   -2.9641   -0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5777   -3.8333    0.6103 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7690   -3.6059    2.0048 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.4108   -4.5620    3.0475 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1593   -4.0257    1.8925 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.0079   -2.0439    2.6626 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335   -2.1539    4.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1273   -0.8668    4.7462 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867    0.1759    4.4402 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.1210    0.1135    5.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8237    1.4723    4.6460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5669    0.0604    3.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3361   -4.5597   -2.2928 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2740   -4.4856   -3.3404 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1222   -5.8667   -1.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8137   -6.2698   -1.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7086   -6.2584   -2.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5627   -6.8029   -1.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0694   -6.0436   -0.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4103   -6.6475    0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9901   -5.9557    1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2938   -4.4921    0.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2947   -4.3254   -0.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5605   -2.8835   -0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0474   -2.1676    0.7634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3569   -0.7047    0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1574    0.0210   -0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0034   -0.0154    0.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141    0.6027    2.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5864    7.0216   -3.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0247    6.1754   -3.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4151    7.0655   -2.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3070    5.6209   -1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0976    4.6834   -3.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2539    3.4637   -1.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946    4.8462   -0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9494    4.6192   -2.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9655    3.2074   -3.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2369    2.6671   -2.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0972    2.0025   -1.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5247    4.5599   -0.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7399    3.9103    0.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4797    2.0988   -0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2182    1.9064    0.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0021    3.2183    2.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3250    2.1986    1.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1904    5.2589    1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0971    4.2147    2.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6054    3.4609    0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5575    5.2026    0.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5778    5.5196   -1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1256    4.6938   -1.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4237    3.6146   -2.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9025    4.0452   -2.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    1.6240   -1.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1386    2.2643   -2.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3952    2.1020   -3.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1939    1.5024   -2.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6039    0.0468   -4.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8597   -0.2714   -4.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8462   -2.4587   -3.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3929   -3.1446   -1.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3657   -2.8750   -0.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6837   -1.9431   -0.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0119   -2.7022    4.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7795   -2.8299    4.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1574   -0.4720    4.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1113   -1.0133    5.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8844    0.2433    5.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2460    0.9006    6.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1523   -0.8482    5.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9582    1.6135    5.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1654    2.3061    4.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7894    1.5256    4.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2196    0.8427    3.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0064   -0.9070    3.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2615    0.1642    2.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2500   -4.6091   -2.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5695   -5.1687   -4.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8800   -5.9755   -0.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3866   -6.6922   -2.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9495   -7.3733   -0.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.8013   -0.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0307   -6.7812   -3.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4751   -5.1672   -2.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3563   -6.6741   -2.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4726   -7.9092   -1.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1404   -4.9760   -0.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3394   -6.2460    0.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0442   -6.6315   -0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1842   -7.6921    0.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8749   -6.4602    1.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2150   -5.9635    2.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7759   -4.1314    1.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3877   -3.9051    0.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0555   -4.9056   -1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2860   -4.7681    0.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2853   -2.8572   -1.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5779   -2.4314   -0.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2491   -2.2179    1.5521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9419   -2.6722    1.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7027   -0.2247    1.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1913   -0.6637   -0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3949    1.0740   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7833   -0.4257   -1.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1758    0.5613    0.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5859   -1.0580    1.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2933    1.1109    2.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5169    1.3572    2.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2355   -0.1527    3.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 19 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
  2 52  1  0
  2 53  1  0
  3 54  1  0
  3 55  1  0
  4 56  1  0
  4 57  1  0
  5 58  1  0
  5 59  1  0
  6 60  1  0
  6 61  1  0
  7 62  1  0
  7 63  1  0
  8 64  1  0
  8 65  1  0
  9 66  1  0
  9 67  1  0
 10 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
 18 80  1  0
 19 81  1  1
 20 82  1  0
 20 83  1  0
 26 84  1  0
 26 85  1  0
 27 86  1  0
 27 87  1  0
 29 88  1  0
 29 89  1  0
 29 90  1  0
 30 91  1  0
 30 92  1  0
 30 93  1  0
 31 94  1  0
 31 95  1  0
 31 96  1  0
 32 97  1  6
 33 98  1  0
 34 99  1  0
 34100  1  0
 35101  1  0
 35102  1  0
 36103  1  0
 36104  1  0
 37105  1  0
 37106  1  0
 38107  1  0
 38108  1  0
 39109  1  0
 39110  1  0
 40111  1  0
 40112  1  0
 41113  1  0
 41114  1  0
 42115  1  0
 42116  1  0
 43117  1  0
 43118  1  0
 44119  1  0
 44120  1  0
 45121  1  0
 45122  1  0
 46123  1  0
 46124  1  0
 47125  1  0
 47126  1  0
 48127  1  0
 48128  1  0
 48129  1  0
M  CHG  2  24  -1  28   1
M  END

SM(d18:0/16:0)
  Mrv1652303062020222D          

 49 48  0  0  0  0            999 V2000
   -2.3824    0.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6679    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.3554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.3554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9590    0.3595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2445    0.7720    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6570    1.4867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679    0.0574    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.4699    1.1847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1844    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8990    1.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6135    0.7721    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.2010    0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2748    1.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3280    0.3596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0969    0.7716    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0969    1.5430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8110    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5251    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2393    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9534    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6675    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3816    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0957    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8099    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5240    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2381    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9522    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6663    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3805    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0946    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8087    0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.5393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2236   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6519   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3660   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0801   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7942   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5083   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2225   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9366   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6507   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3648   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0789   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7931   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5072   -0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2213   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  1  3  1  1  0  0  0
  1  4  1  6  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
  9  6  1  0  0  0  0
  5  2  1  0  0  0  0
  1 16  1  0  0  0  0
  4 33  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
M  CHG  2   8  -1  12   1
M  END
> <DATABASE_ID>
HMDB0010168

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C39H81N2O6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-38(42)37(36-47-48(44,45)46-35-34-41(3,4)5)40-39(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h37-38,42H,6-36H2,1-5H3,(H-,40,43,44,45)/t37-,38+/m0/s1

> <INCHI_KEY>
QHZIGNLCLJPLCU-QPPIDDCLSA-N

> <FORMULA>
C39H81N2O6P

> <MOLECULAR_WEIGHT>
705.059

> <EXACT_MASS>
704.583225334

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
129

> <JCHEM_AVERAGE_POLARIZABILITY>
89.8546797155819

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2S,3R)-2-hexadecanamido-3-hydroxyoctadecyl phosphono]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
5.12

> <JCHEM_LOGP>
7.182071937528256

> <ALOGPS_LOGS>
-7.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.700289304676609

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8652748191161206

> <JCHEM_PKA_STRONGEST_BASIC>
-1.044531746191455

> <JCHEM_POLAR_SURFACE_AREA>
107.92000000000002

> <JCHEM_REFRACTIVITY>
212.97930000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
37

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.07e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2S,3R)-2-hexadecanamido-3-hydroxyoctadecyl phosphono]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010168
     RDKit          3D
SM(d18:0/16:0)
129128  0  0  0  0  0  0  0  0999 V2000
   -2.8466    6.4433   -2.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5672    5.2409   -2.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6185    4.3343   -1.5134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5289    3.8160   -2.3871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046    2.9189   -1.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0494    3.6966   -0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9811    2.7005    0.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7567    3.1399    1.3030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7117    4.2237    1.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9445    4.3139    0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0115    4.4720   -0.8663 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5119    3.5904   -1.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658    2.1817   -1.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2909    1.4775   -3.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6525    0.0992   -3.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6970   -0.9105   -2.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1293   -0.6223   -1.2083 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2419   -2.2100   -2.6011 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2935   -3.2852   -1.5890 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4266   -2.9641   -0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5777   -3.8333    0.6103 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7690   -3.6059    2.0048 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.4108   -4.5620    3.0475 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1593   -4.0257    1.8925 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.0079   -2.0439    2.6626 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335   -2.1539    4.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1273   -0.8668    4.7462 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867    0.1759    4.4402 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.1210    0.1135    5.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8237    1.4723    4.6460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5669    0.0604    3.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3361   -4.5597   -2.2928 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2740   -4.4856   -3.3404 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1222   -5.8667   -1.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8137   -6.2698   -1.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7086   -6.2584   -2.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5627   -6.8029   -1.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0694   -6.0436   -0.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4103   -6.6475    0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9901   -5.9557    1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2938   -4.4921    0.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2947   -4.3254   -0.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5605   -2.8835   -0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0474   -2.1676    0.7634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3569   -0.7047    0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1574    0.0210   -0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0034   -0.0154    0.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141    0.6027    2.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5864    7.0216   -3.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0247    6.1754   -3.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4151    7.0655   -2.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3070    5.6209   -1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0976    4.6834   -3.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2539    3.4637   -1.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946    4.8462   -0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9494    4.6192   -2.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9655    3.2074   -3.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2369    2.6671   -2.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0972    2.0025   -1.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5247    4.5599   -0.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7399    3.9103    0.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4797    2.0988   -0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2182    1.9064    0.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0021    3.2183    2.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3250    2.1986    1.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1904    5.2589    1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0971    4.2147    2.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6054    3.4609    0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5575    5.2026    0.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5778    5.5196   -1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1256    4.6938   -1.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4237    3.6146   -2.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9025    4.0452   -2.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    1.6240   -1.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1386    2.2643   -2.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3952    2.1020   -3.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1939    1.5024   -2.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6039    0.0468   -4.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8597   -0.2714   -4.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8462   -2.4587   -3.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3929   -3.1446   -1.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3657   -2.8750   -0.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6837   -1.9431   -0.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0119   -2.7022    4.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7795   -2.8299    4.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1574   -0.4720    4.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1113   -1.0133    5.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8844    0.2433    5.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2460    0.9006    6.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1523   -0.8482    5.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9582    1.6135    5.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1654    2.3061    4.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7894    1.5256    4.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2196    0.8427    3.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0064   -0.9070    3.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2615    0.1642    2.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2500   -4.6091   -2.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5695   -5.1687   -4.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8800   -5.9755   -0.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3866   -6.6922   -2.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9495   -7.3733   -0.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.8013   -0.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0307   -6.7812   -3.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4751   -5.1672   -2.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3563   -6.6741   -2.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4726   -7.9092   -1.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1404   -4.9760   -0.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3394   -6.2460    0.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0442   -6.6315   -0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1842   -7.6921    0.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8749   -6.4602    1.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2150   -5.9635    2.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7759   -4.1314    1.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3877   -3.9051    0.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0555   -4.9056   -1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2860   -4.7681    0.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2853   -2.8572   -1.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5779   -2.4314   -0.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2491   -2.2179    1.5521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9419   -2.6722    1.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7027   -0.2247    1.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1913   -0.6637   -0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3949    1.0740   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7833   -0.4257   -1.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1758    0.5613    0.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5859   -1.0580    1.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2933    1.1109    2.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5169    1.3572    2.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2355   -0.1527    3.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 19 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
  2 52  1  0
  2 53  1  0
  3 54  1  0
  3 55  1  0
  4 56  1  0
  4 57  1  0
  5 58  1  0
  5 59  1  0
  6 60  1  0
  6 61  1  0
  7 62  1  0
  7 63  1  0
  8 64  1  0
  8 65  1  0
  9 66  1  0
  9 67  1  0
 10 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
 18 80  1  0
 19 81  1  1
 20 82  1  0
 20 83  1  0
 26 84  1  0
 26 85  1  0
 27 86  1  0
 27 87  1  0
 29 88  1  0
 29 89  1  0
 29 90  1  0
 30 91  1  0
 30 92  1  0
 30 93  1  0
 31 94  1  0
 31 95  1  0
 31 96  1  0
 32 97  1  6
 33 98  1  0
 34 99  1  0
 34100  1  0
 35101  1  0
 35102  1  0
 36103  1  0
 36104  1  0
 37105  1  0
 37106  1  0
 38107  1  0
 38108  1  0
 39109  1  0
 39110  1  0
 40111  1  0
 40112  1  0
 41113  1  0
 41114  1  0
 42115  1  0
 42116  1  0
 43117  1  0
 43118  1  0
 44119  1  0
 44120  1  0
 45121  1  0
 45122  1  0
 46123  1  0
 46124  1  0
 47125  1  0
 47126  1  0
 48127  1  0
 48128  1  0
 48129  1  0
M  CHG  2  24  -1  28   1
M  END

HEADER    PROTEIN                                 06-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: SM(d18:0/16:0)                                    
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAR-20         0                                  
HETATM    1  C   UNK     0      -4.447   0.670   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.113   1.440   0.000  0.00  0.00           C+0
HETATM    3  H   UNK     0      -3.677  -0.663   0.000  0.00  0.00           H+0
HETATM    4  N   UNK     0      -5.217  -0.663   0.000  0.00  0.00           N+0
HETATM    5  O   UNK     0      -1.790   0.671   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0      -0.456   1.441   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0      -1.226   2.775   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.313   0.107   0.000  0.00  0.00           O-1
HETATM    9  O   UNK     0       0.877   2.211   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.211   1.441   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.545   2.211   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       4.879   1.441   0.000  0.00  0.00           N+1
HETATM   13  C   UNK     0       4.109   0.108   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.113   3.054   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.212   0.671   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.781   1.440   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.781   2.880   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -7.114   0.669   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.447   1.440   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -9.780   0.669   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -11.113   1.440   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -12.446   0.669   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -13.779   1.440   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -15.112   0.669   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -16.445   1.440   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -17.778   0.669   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -19.111   1.440   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -20.444   0.669   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -21.777   1.440   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -23.110   0.669   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -24.443   1.440   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -25.776   0.669   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -6.551  -1.433   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -6.551  -2.873   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -7.884  -0.662   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -9.217  -1.433   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -10.550  -0.662   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -11.883  -1.433   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -13.216  -0.662   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -14.549  -1.433   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -15.882  -0.662   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -17.215  -1.433   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -18.548  -0.662   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -19.881  -1.433   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -21.214  -0.662   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -22.547  -1.433   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -23.880  -0.662   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -25.213  -1.433   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -26.546  -0.662   0.000  0.00  0.00           C+0
CONECT    1    2    3    4   16                                             
CONECT    2    1    5                                                       
CONECT    3    1                                                            
CONECT    4    1   33                                                       
CONECT    5    6    2                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9   10    6                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
CONECT   16    1   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33    4   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48                                                            
MASTER        0    0    0    0    0    0    0    0   49    0   96    0
END

COMPND    HMDB0010168
HETATM    1  C1  UNL     1      -2.847   6.443  -2.873  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.567   5.241  -2.293  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.619   4.334  -1.513  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.529   3.816  -2.387  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.605   2.919  -1.637  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.049   3.697  -0.492  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.981   2.701   0.159  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.757   3.140   1.303  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.712   4.224   1.362  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.945   4.314   0.567  1.00  0.00           C  
HETATM   11  C11 UNL     1       4.011   4.472  -0.866  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.512   3.590  -1.883  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.066   2.182  -1.982  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.291   1.478  -3.057  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.653   0.099  -3.405  1.00  0.00           C  
HETATM   16  C16 UNL     1       3.697  -0.911  -2.335  1.00  0.00           C  
HETATM   17  O1  UNL     1       4.129  -0.622  -1.208  1.00  0.00           O  
HETATM   18  N1  UNL     1       3.242  -2.210  -2.601  1.00  0.00           N  
HETATM   19  C17 UNL     1       3.293  -3.285  -1.589  1.00  0.00           C  
HETATM   20  C18 UNL     1       2.427  -2.964  -0.439  1.00  0.00           C  
HETATM   21  O2  UNL     1       2.578  -3.833   0.610  1.00  0.00           O  
HETATM   22  P1  UNL     1       1.769  -3.606   2.005  1.00  0.00           P  
HETATM   23  O3  UNL     1       2.411  -4.562   3.048  1.00  0.00           O  
HETATM   24  O4  UNL     1       0.159  -4.026   1.892  1.00  0.00           O1-
HETATM   25  O5  UNL     1       2.008  -2.044   2.663  1.00  0.00           O  
HETATM   26  C19 UNL     1       1.934  -2.154   4.059  1.00  0.00           C  
HETATM   27  C20 UNL     1       2.127  -0.867   4.746  1.00  0.00           C  
HETATM   28  N2  UNL     1       1.187   0.176   4.440  1.00  0.00           N1+
HETATM   29  C21 UNL     1       0.121   0.114   5.441  1.00  0.00           C  
HETATM   30  C22 UNL     1       1.824   1.472   4.646  1.00  0.00           C  
HETATM   31  C23 UNL     1       0.567   0.060   3.159  1.00  0.00           C  
HETATM   32  C24 UNL     1       3.336  -4.560  -2.293  1.00  0.00           C  
HETATM   33  O6  UNL     1       2.274  -4.486  -3.340  1.00  0.00           O  
HETATM   34  C25 UNL     1       3.122  -5.867  -1.671  1.00  0.00           C  
HETATM   35  C26 UNL     1       1.814  -6.270  -1.101  1.00  0.00           C  
HETATM   36  C27 UNL     1       0.709  -6.258  -2.136  1.00  0.00           C  
HETATM   37  C28 UNL     1      -0.563  -6.803  -1.588  1.00  0.00           C  
HETATM   38  C29 UNL     1      -1.069  -6.044  -0.398  1.00  0.00           C  
HETATM   39  C30 UNL     1      -2.410  -6.647   0.035  1.00  0.00           C  
HETATM   40  C31 UNL     1      -2.990  -5.956   1.207  1.00  0.00           C  
HETATM   41  C32 UNL     1      -3.294  -4.492   0.935  1.00  0.00           C  
HETATM   42  C33 UNL     1      -4.295  -4.325  -0.156  1.00  0.00           C  
HETATM   43  C34 UNL     1      -4.561  -2.884  -0.445  1.00  0.00           C  
HETATM   44  C35 UNL     1      -5.047  -2.168   0.763  1.00  0.00           C  
HETATM   45  C36 UNL     1      -5.357  -0.705   0.482  1.00  0.00           C  
HETATM   46  C37 UNL     1      -4.157   0.021  -0.056  1.00  0.00           C  
HETATM   47  C38 UNL     1      -3.003  -0.015   0.906  1.00  0.00           C  
HETATM   48  C39 UNL     1      -3.314   0.603   2.237  1.00  0.00           C  
HETATM   49  H1  UNL     1      -3.586   7.022  -3.445  1.00  0.00           H  
HETATM   50  H2  UNL     1      -2.025   6.175  -3.540  1.00  0.00           H  
HETATM   51  H3  UNL     1      -2.415   7.066  -2.069  1.00  0.00           H  
HETATM   52  H4  UNL     1      -4.307   5.621  -1.566  1.00  0.00           H  
HETATM   53  H5  UNL     1      -4.098   4.683  -3.065  1.00  0.00           H  
HETATM   54  H6  UNL     1      -3.254   3.464  -1.200  1.00  0.00           H  
HETATM   55  H7  UNL     1      -2.295   4.846  -0.614  1.00  0.00           H  
HETATM   56  H8  UNL     1      -0.949   4.619  -2.887  1.00  0.00           H  
HETATM   57  H9  UNL     1      -1.966   3.207  -3.245  1.00  0.00           H  
HETATM   58  H10 UNL     1       0.237   2.667  -2.331  1.00  0.00           H  
HETATM   59  H11 UNL     1      -1.097   2.003  -1.249  1.00  0.00           H  
HETATM   60  H12 UNL     1       0.525   4.560  -0.937  1.00  0.00           H  
HETATM   61  H13 UNL     1      -0.740   3.910   0.245  1.00  0.00           H  
HETATM   62  H14 UNL     1       1.480   2.099  -0.613  1.00  0.00           H  
HETATM   63  H15 UNL     1       0.218   1.906   0.560  1.00  0.00           H  
HETATM   64  H16 UNL     1       1.002   3.218   2.198  1.00  0.00           H  
HETATM   65  H17 UNL     1       2.325   2.199   1.674  1.00  0.00           H  
HETATM   66  H18 UNL     1       2.190   5.259   1.407  1.00  0.00           H  
HETATM   67  H19 UNL     1       3.097   4.215   2.465  1.00  0.00           H  
HETATM   68  H20 UNL     1       4.605   3.461   0.956  1.00  0.00           H  
HETATM   69  H21 UNL     1       4.557   5.203   0.993  1.00  0.00           H  
HETATM   70  H22 UNL     1       3.578   5.520  -1.099  1.00  0.00           H  
HETATM   71  H23 UNL     1       5.126   4.694  -1.125  1.00  0.00           H  
HETATM   72  H24 UNL     1       2.424   3.615  -2.090  1.00  0.00           H  
HETATM   73  H25 UNL     1       3.903   4.045  -2.890  1.00  0.00           H  
HETATM   74  H26 UNL     1       3.996   1.624  -1.065  1.00  0.00           H  
HETATM   75  H27 UNL     1       5.139   2.264  -2.288  1.00  0.00           H  
HETATM   76  H28 UNL     1       3.395   2.102  -3.998  1.00  0.00           H  
HETATM   77  H29 UNL     1       2.194   1.502  -2.819  1.00  0.00           H  
HETATM   78  H30 UNL     1       4.604   0.047  -4.020  1.00  0.00           H  
HETATM   79  H31 UNL     1       2.860  -0.271  -4.135  1.00  0.00           H  
HETATM   80  H32 UNL     1       2.846  -2.459  -3.519  1.00  0.00           H  
HETATM   81  H33 UNL     1       4.393  -3.145  -1.139  1.00  0.00           H  
HETATM   82  H34 UNL     1       1.366  -2.875  -0.775  1.00  0.00           H  
HETATM   83  H35 UNL     1       2.684  -1.943  -0.022  1.00  0.00           H  
HETATM   84  H36 UNL     1       1.012  -2.702   4.361  1.00  0.00           H  
HETATM   85  H37 UNL     1       2.779  -2.830   4.365  1.00  0.00           H  
HETATM   86  H38 UNL     1       3.157  -0.472   4.518  1.00  0.00           H  
HETATM   87  H39 UNL     1       2.111  -1.013   5.870  1.00  0.00           H  
HETATM   88  H40 UNL     1      -0.884   0.243   5.011  1.00  0.00           H  
HETATM   89  H41 UNL     1       0.246   0.901   6.232  1.00  0.00           H  
HETATM   90  H42 UNL     1       0.152  -0.848   5.960  1.00  0.00           H  
HETATM   91  H43 UNL     1       1.958   1.613   5.752  1.00  0.00           H  
HETATM   92  H44 UNL     1       1.165   2.306   4.345  1.00  0.00           H  
HETATM   93  H45 UNL     1       2.789   1.526   4.159  1.00  0.00           H  
HETATM   94  H46 UNL     1      -0.220   0.843   3.036  1.00  0.00           H  
HETATM   95  H47 UNL     1      -0.006  -0.907   3.054  1.00  0.00           H  
HETATM   96  H48 UNL     1       1.261   0.164   2.311  1.00  0.00           H  
HETATM   97  H49 UNL     1       4.250  -4.609  -2.921  1.00  0.00           H  
HETATM   98  H50 UNL     1       2.570  -5.169  -4.015  1.00  0.00           H  
HETATM   99  H51 UNL     1       3.880  -5.975  -0.843  1.00  0.00           H  
HETATM  100  H52 UNL     1       3.387  -6.692  -2.421  1.00  0.00           H  
HETATM  101  H53 UNL     1       1.950  -7.373  -0.799  1.00  0.00           H  
HETATM  102  H54 UNL     1       1.429  -5.801  -0.227  1.00  0.00           H  
HETATM  103  H55 UNL     1       1.031  -6.781  -3.070  1.00  0.00           H  
HETATM  104  H56 UNL     1       0.475  -5.167  -2.361  1.00  0.00           H  
HETATM  105  H57 UNL     1      -1.356  -6.674  -2.388  1.00  0.00           H  
HETATM  106  H58 UNL     1      -0.473  -7.909  -1.352  1.00  0.00           H  
HETATM  107  H59 UNL     1      -1.140  -4.976  -0.512  1.00  0.00           H  
HETATM  108  H60 UNL     1      -0.339  -6.246   0.446  1.00  0.00           H  
HETATM  109  H61 UNL     1      -3.044  -6.631  -0.868  1.00  0.00           H  
HETATM  110  H62 UNL     1      -2.184  -7.692   0.284  1.00  0.00           H  
HETATM  111  H63 UNL     1      -3.875  -6.460   1.637  1.00  0.00           H  
HETATM  112  H64 UNL     1      -2.215  -5.963   2.027  1.00  0.00           H  
HETATM  113  H65 UNL     1      -3.776  -4.131   1.893  1.00  0.00           H  
HETATM  114  H66 UNL     1      -2.388  -3.905   0.804  1.00  0.00           H  
HETATM  115  H67 UNL     1      -4.056  -4.906  -1.079  1.00  0.00           H  
HETATM  116  H68 UNL     1      -5.286  -4.768   0.190  1.00  0.00           H  
HETATM  117  H69 UNL     1      -5.285  -2.857  -1.292  1.00  0.00           H  
HETATM  118  H70 UNL     1      -3.578  -2.431  -0.744  1.00  0.00           H  
HETATM  119  H71 UNL     1      -4.249  -2.218   1.552  1.00  0.00           H  
HETATM  120  H72 UNL     1      -5.942  -2.672   1.156  1.00  0.00           H  
HETATM  121  H73 UNL     1      -5.703  -0.225   1.410  1.00  0.00           H  
HETATM  122  H74 UNL     1      -6.191  -0.664  -0.234  1.00  0.00           H  
HETATM  123  H75 UNL     1      -4.395   1.074  -0.278  1.00  0.00           H  
HETATM  124  H76 UNL     1      -3.783  -0.426  -1.009  1.00  0.00           H  
HETATM  125  H77 UNL     1      -2.176   0.561   0.414  1.00  0.00           H  
HETATM  126  H78 UNL     1      -2.586  -1.058   1.017  1.00  0.00           H  
HETATM  127  H79 UNL     1      -4.293   1.111   2.288  1.00  0.00           H  
HETATM  128  H80 UNL     1      -2.517   1.357   2.461  1.00  0.00           H  
HETATM  129  H81 UNL     1      -3.235  -0.153   3.058  1.00  0.00           H  
CONECT    1    2   49   50   51
CONECT    2    3   52   53
CONECT    3    4   54   55
CONECT    4    5   56   57
CONECT    5    6   58   59
CONECT    6    7   60   61
CONECT    7    8   62   63
CONECT    8    9   64   65
CONECT    9   10   66   67
CONECT   10   11   68   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   17   18
CONECT   18   19   80
CONECT   19   20   32   81
CONECT   20   21   82   83
CONECT   21   22
CONECT   22   23   23   24   25
CONECT   25   26
CONECT   26   27   84   85
CONECT   27   28   86   87
CONECT   28   29   30   31
CONECT   29   88   89   90
CONECT   30   91   92   93
CONECT   31   94   95   96
CONECT   32   33   34   97
CONECT   33   98
CONECT   34   35   99  100
CONECT   35   36  101  102
CONECT   36   37  103  104
CONECT   37   38  105  106
CONECT   38   39  107  108
CONECT   39   40  109  110
CONECT   40   41  111  112
CONECT   41   42  113  114
CONECT   42   43  115  116
CONECT   43   44  117  118
CONECT   44   45  119  120
CONECT   45   46  121  122
CONECT   46   47  123  124
CONECT   47   48  125  126
CONECT   48  127  128  129
END

HMDB0010168
     RDKit          3D
SM(d18:0/16:0)
129128  0  0  0  0  0  0  0  0999 V2000
   -2.8466    6.4433   -2.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5672    5.2409   -2.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6185    4.3343   -1.5134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5289    3.8160   -2.3871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046    2.9189   -1.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0494    3.6966   -0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9811    2.7005    0.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7567    3.1399    1.3030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7117    4.2237    1.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9445    4.3139    0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0115    4.4720   -0.8663 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5119    3.5904   -1.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658    2.1817   -1.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2909    1.4775   -3.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6525    0.0992   -3.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6970   -0.9105   -2.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1293   -0.6223   -1.2083 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2419   -2.2100   -2.6011 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2935   -3.2852   -1.5890 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4266   -2.9641   -0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5777   -3.8333    0.6103 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7690   -3.6059    2.0048 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.4108   -4.5620    3.0475 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1593   -4.0257    1.8925 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.0079   -2.0439    2.6626 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335   -2.1539    4.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1273   -0.8668    4.7462 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867    0.1759    4.4402 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.1210    0.1135    5.4409 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8237    1.4723    4.6460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5669    0.0604    3.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3361   -4.5597   -2.2928 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2740   -4.4856   -3.3404 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1222   -5.8667   -1.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8137   -6.2698   -1.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7086   -6.2584   -2.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5627   -6.8029   -1.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0694   -6.0436   -0.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4103   -6.6475    0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9901   -5.9557    1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2938   -4.4921    0.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2947   -4.3254   -0.1558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5605   -2.8835   -0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0474   -2.1676    0.7634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3569   -0.7047    0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1574    0.0210   -0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0034   -0.0154    0.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141    0.6027    2.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5864    7.0216   -3.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0247    6.1754   -3.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4151    7.0655   -2.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3070    5.6209   -1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0976    4.6834   -3.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2539    3.4637   -1.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946    4.8462   -0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9494    4.6192   -2.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9655    3.2074   -3.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2369    2.6671   -2.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0972    2.0025   -1.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5247    4.5599   -0.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7399    3.9103    0.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4797    2.0988   -0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2182    1.9064    0.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0021    3.2183    2.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3250    2.1986    1.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1904    5.2589    1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0971    4.2147    2.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6054    3.4609    0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5575    5.2026    0.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5778    5.5196   -1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1256    4.6938   -1.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4237    3.6146   -2.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9025    4.0452   -2.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    1.6240   -1.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1386    2.2643   -2.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3952    2.1020   -3.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1939    1.5024   -2.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6039    0.0468   -4.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8597   -0.2714   -4.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8462   -2.4587   -3.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3929   -3.1446   -1.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3657   -2.8750   -0.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6837   -1.9431   -0.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0119   -2.7022    4.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7795   -2.8299    4.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1574   -0.4720    4.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1113   -1.0133    5.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8844    0.2433    5.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2460    0.9006    6.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1523   -0.8482    5.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9582    1.6135    5.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1654    2.3061    4.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7894    1.5256    4.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2196    0.8427    3.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0064   -0.9070    3.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2615    0.1642    2.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2500   -4.6091   -2.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5695   -5.1687   -4.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8800   -5.9755   -0.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3866   -6.6922   -2.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9495   -7.3733   -0.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.8013   -0.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0307   -6.7812   -3.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4751   -5.1672   -2.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3563   -6.6741   -2.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4726   -7.9092   -1.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1404   -4.9760   -0.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3394   -6.2460    0.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0442   -6.6315   -0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1842   -7.6921    0.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8749   -6.4602    1.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2150   -5.9635    2.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7759   -4.1314    1.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3877   -3.9051    0.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0555   -4.9056   -1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2860   -4.7681    0.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2853   -2.8572   -1.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5779   -2.4314   -0.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2491   -2.2179    1.5521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9419   -2.6722    1.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7027   -0.2247    1.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1913   -0.6637   -0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3949    1.0740   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7833   -0.4257   -1.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1758    0.5613    0.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5859   -1.0580    1.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2933    1.1109    2.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5169    1.3572    2.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2355   -0.1527    3.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 19 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
  2 52  1  0
  2 53  1  0
  3 54  1  0
  3 55  1  0
  4 56  1  0
  4 57  1  0
  5 58  1  0
  5 59  1  0
  6 60  1  0
  6 61  1  0
  7 62  1  0
  7 63  1  0
  8 64  1  0
  8 65  1  0
  9 66  1  0
  9 67  1  0
 10 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
 18 80  1  0
 19 81  1  1
 20 82  1  0
 20 83  1  0
 26 84  1  0
 26 85  1  0
 27 86  1  0
 27 87  1  0
 29 88  1  0
 29 89  1  0
 29 90  1  0
 30 91  1  0
 30 92  1  0
 30 93  1  0
 31 94  1  0
 31 95  1  0
 31 96  1  0
 32 97  1  6
 33 98  1  0
 34 99  1  0
 34100  1  0
 35101  1  0
 35102  1  0
 36103  1  0
 36104  1  0
 37105  1  0
 37106  1  0
 38107  1  0
 38108  1  0
 39109  1  0
 39110  1  0
 40111  1  0
 40112  1  0
 41113  1  0
 41114  1  0
 42115  1  0
 42116  1  0
 43117  1  0
 43118  1  0
 44119  1  0
 44120  1  0
 45121  1  0
 45122  1  0
 46123  1  0
 46124  1  0
 47125  1  0
 47126  1  0
 48127  1  0
 48128  1  0
 48129  1  0
M  CHG  2  24  -1  28   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S,3R)-3-Hydroxy-2-(palmitoylamino)octadecyl 2-(trimethylazaniumyl)ethyl phosphate	HMDB, ChEBI
(2S,3R)-3-Hydroxy-2-(palmitoylamino)octadecyl 2-(trimethylazaniumyl)ethyl phosphoric acid	HMDB, Generator
C16 Dihydrosphingomyelin	HMDB, ChEBI
N-(Hexadecanoyl)-sphinganine-1-phosphocholine	HMDB, ChEBI
N-Hexadecanoyl-sphinganine-1-phosphocholine	HMDB, ChEBI
N-Hexadecanoyldihydroceramide-1-phosphocholine	HMDB, ChEBI
N-Palmitoyldihydroceramide-1-phosphocholine	HMDB, ChEBI
N-Palmitoylsphinganine-1-phosphocholine	HMDB, ChEBI
Palmitoyl dihydrosphingomyelin	HMDB, ChEBI
Palmitoyl dihydrosphingomyelin (d18:0/16:0)	HMDB, ChEBI
SM(18:0/16:0)	HMDB, ChEBI
SM(d18:0/16:0)	HMDB, ChEBI
Sphingomyelin (d18:0/16:0)	HMDB, ChEBI
{[(2S,3R)-2-hexadecanamido-3-hydroxyoctadecyl]oxy}[2-(trimethylazaniumyl)ethoxy]phosphinate	HMDB, Generator
{[(2S,3R)-2-hexadecanamido-3-hydroxyoctadecyl]oxy}[2-(trimethylazaniumyl)ethoxy]phosphinic acid	HMDB, ChEBI
N-Palmitoyldihydrosphingomyelin	HMDB
Palmitoyldihydrosphingomyelin	HMDB
Sphingomyelin	MetBuilder
N-(Hexadecanoyl)-1-phosphocholine-sphinganine	MetBuilder
Sphingomyelin(d18:0/16:0)	MetBuilder
N-(Hexadecanoyl)-1-phosphocholine-dihydrosphingosine	MetBuilder
N-(Hexadecanoyl)-1-phosphocholine-D-erythro-sphinganine	MetBuilder
16:0 Dihydrosphingomyelin	HMDB
C16-Dihydrosphingomyelin	HMDB
Dihydrosphingomyelin C16:0	HMDB
SM d18:0/16:0	HMDB
Sphingomyelin (d18:0,C16:0)	HMDB

Chemical Formula

C₃₉H₈₁N₂O₆P

Average Molecular Weight

705.059

Monoisotopic Molecular Weight

704.583225334

IUPAC Name

(2-{[(2S,3R)-2-hexadecanamido-3-hydroxyoctadecyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2S,3R)-2-hexadecanamido-3-hydroxyoctadecyl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

60322-02-3

SMILES

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

InChI Identifier

InChI=1S/C39H81N2O6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-38(42)37(36-47-48(44,45)46-35-34-41(3,4)5)40-39(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h37-38,42H,6-36H2,1-5H3,(H-,40,43,44,45)/t37-,38+/m0/s1

InChI Key

QHZIGNLCLJPLCU-QPPIDDCLSA-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

N-acylsphinganine-1-phosphocholine (CHEBI:78647 )
sphingomyelin 34:0 (CHEBI:78647 )
Ceramide phosphocholines (sphingomyelins) (LMSP03010004 )

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	5.2e-05 g/L	ALOGPS
logP	5.12	ALOGPS
logP	7.18	ChemAxon
logS	-7.4	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	107.92 Å²	ChemAxon
Rotatable Bond Count	37	ChemAxon
Refractivity	212.98 m³·mol⁻¹	ChemAxon
Polarizability	89.85 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]+	272.707	30932474
DeepCCS	[M-H]-	270.538	30932474
DeepCCS	[M-2H]-	303.779	30932474
DeepCCS	[M+Na]+	278.62	30932474
AllCCS	[M+H]+	286.7	32859911
AllCCS	[M+H-H2O]+	286.5	32859911
AllCCS	[M+NH4]+	286.9	32859911
AllCCS	[M+Na]+	287.0	32859911
AllCCS	[M-H]-	278.6	32859911
AllCCS	[M+Na-2H]-	281.9	32859911
AllCCS	[M+HCOO]-	285.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
SM(d18:0/16:0)	[H][C@@](COP([O-])(=O)OCC[N+](C)(C)C)(NC(=O)CCCCCCCCCCCCCCC)[C@H](O)CCCCCCCCCCCCCCC	4582.6	Standard polar	33892256
SM(d18:0/16:0)	[H][C@@](COP([O-])(=O)OCC[N+](C)(C)C)(NC(=O)CCCCCCCCCCCCCCC)[C@H](O)CCCCCCCCCCCCCCC	4035.8	Standard non polar	33892256
SM(d18:0/16:0)	[H][C@@](COP([O-])(=O)OCC[N+](C)(C)C)(NC(=O)CCCCCCCCCCCCCCC)[C@H](O)CCCCCCCCCCCCCCC	4928.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
SM(d18:0/16:0),2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N([C@@H](COP(=O)([O-])OCC[N+](C)(C)C)[C@@H](CCCCCCCCCCCCCCC)O[Si](C)(C)C)[Si](C)(C)C	4750.9	Semi standard non polar	33892256
SM(d18:0/16:0),2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N([C@@H](COP(=O)([O-])OCC[N+](C)(C)C)[C@@H](CCCCCCCCCCCCCCC)O[Si](C)(C)C)[Si](C)(C)C	4563.2	Standard non polar	33892256
SM(d18:0/16:0),2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N([C@@H](COP(=O)([O-])OCC[N+](C)(C)C)[C@@H](CCCCCCCCCCCCCCC)O[Si](C)(C)C)[Si](C)(C)C	5307.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - SM(d18:0/16:0) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - SM(d18:0/16:0) GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - SM(d18:0/16:0) GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - SM(d18:0/16:0) GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - SM(d18:0/16:0) 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(d18:0/16:0) 10V, Positive-QTOF	splash10-004i-0000011900-6c6aa0ff66bc5ced3af1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/16:0) 20V, Positive-QTOF	splash10-004o-0000092900-96ddb9cdac65311a65d0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/16:0) 40V, Positive-QTOF	splash10-0006-0000091100-d3b4a5a4046b5afee923	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/16:0) 10V, Negative-QTOF	splash10-0udi-0000000900-a3ce39a6487258e9ffc4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/16:0) 20V, Negative-QTOF	splash10-0udi-1000003900-d0f9a700cb6f7032362c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/16:0) 40V, Negative-QTOF	splash10-004i-9100000000-eec36f7c0be2d2020694	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/16:0) 10V, Positive-QTOF	splash10-03di-0000011900-7ddf50e11580bbacf697	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/16:0) 20V, Positive-QTOF	splash10-03i0-0000092900-33e5b0b4b596e16a8b15	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/16:0) 40V, Positive-QTOF	splash10-004i-0000091100-d02eb5570623fb33b748	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/16:0) 10V, Positive-QTOF	splash10-0a59-0600000900-8a769b4747ef3d7c9075	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/16:0) 20V, Positive-QTOF	splash10-0a59-0600000900-8a769b4747ef3d7c9075	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - SM(d18:0/16:0) 40V, Positive-QTOF	splash10-001i-0900001100-e4552c55ae515491da85	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

All Tissues
Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	16.7 +/- 0.2 uM	Adult (>18 years old)	Both	Normal	20671299	details
Blood	Detected and Quantified	114.4 +/- 19.7 uM	Adult (>18 years old)	Both	Normal	28278231	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected and Quantified	4.34 +/- 5.5 nmol/g wet feces	Adult (>18 years old)	Both	Normal	27624970	details
Feces	Detected and Quantified	5.51 +/- 7.84 nmol/g wet feces	Adult (>18 years old)	Both	Normal	27624970	details
Urine	Detected and Quantified	0.01 (0.0016-0.07) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	24023812	details
Urine	Detected and Quantified	0.07-5.31 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	32340350	details
Urine	Detected and Quantified	0.44(0.09-6.4) umol/mmol creatinine	Newborn (0-30 days old)	Female	Normal	32340350	details
Urine	Detected and Quantified	0.19(0.07-1.54) umol/mmol creatinine	Newborn (0-30 days old)	Male	Normal	32340350	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
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Metastatic melanoma	28923537	details

Associated Disorders and Diseases

Disease References

Metastatic melanoma
Frankel AE, Coughlin LA, Kim J, Froehlich TW, Xie Y, Frenkel EP, Koh AY: Metagenomic Shotgun Sequencing and Unbiased Metabolomic Profiling Identify Specific Human Gut Microbiota and Metabolites Associated with Immune Checkpoint Therapy Efficacy in Melanoma Patients. Neoplasia. 2017 Oct;19(10):848-855. doi: 10.1016/j.neo.2017.08.004. Epub 2017 Sep 15. [PubMed:28923537 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB027351

KNApSAcK ID

Not Available

Chemspider ID

8115586

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9939965

PDB ID

Not Available

ChEBI ID

78647

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 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
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 52 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. Phosphatidylcholine:ceramide cholinephosphotransferase 2

General function:: Involved in catalytic activity
Specific function:: Bidirectional lipid cholinephosphotransferase capable of converting phosphatidylcholine (PC) and ceramide to sphingomyelin (SM) and diacylglycerol (DAG) and vice versa. Direction is dependent on the relative concentrations of DAG and ceramide as phosphocholine acceptors. Directly and specifically recognizes the choline head group on the substrate. Also requires two fatty chains on the choline-P donor molecule in order to be recognized efficiently as a substrate. Does not function strictly as a SM synthase. Required for cell growth
Gene Name:: SGMS2
Uniprot ID:: Q8NHU3
Molecular weight:: 42279.8

Enzyme Details

4. Phosphatidylcholine:ceramide cholinephosphotransferase 1

General function:: Involved in catalytic activity
Specific function:: Bidirectional lipid cholinephosphotransferase capable of converting phosphatidylcholine (PC) and ceramide to sphingomyelin (SM) and diacylglycerol (DAG) and vice versa. Direction is dependent on the relative concentrations of DAG and ceramide as phosphocholine acceptors. Directly and specifically recognizes the choline head group on the substrate. Also requires two fatty chains on the choline-P donor molecule in order to be recognized efficiently as a substrate. Does not function strictly as a SM synthase. Suppresses BAX-mediated apoptosis and also prevents cell death in response to stimuli such as hydrogen peroxide, osmotic stress, elevated temperature and exogenously supplied sphingolipids. May protect against cell death by reversing the stress-inducible increase in levels of proapoptotic ceramide. Required for cell growth
Gene Name:: SGMS1
Uniprot ID:: Q86VZ5
Molecular weight:: 49207.3

Enzyme Details

5. 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

6. 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

7. 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

8. 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

9. 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

10. 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

Only showing the first 10 proteins. There are 52 proteins in total.

Show all enzymes and transporters

Showing metabocard for SM(d18:0/16:0) (HMDB0010168)

MOL for HMDB0010168 (SM(d18:0/16:0))

3D MOL for HMDB0010168 (SM(d18:0/16:0))

3D SDF for HMDB0010168 (SM(d18:0/16:0))

3D-SDF for HMDB0010168 (SM(d18:0/16:0))

PDB for HMDB0010168 (SM(d18:0/16:0))

3D PDB for HMDB0010168 (SM(d18:0/16:0))

SMILES for HMDB0010168 (SM(d18:0/16:0))

INCHI for HMDB0010168 (SM(d18:0/16:0))

Structure for HMDB0010168 (SM(d18:0/16:0))

3D Structure for HMDB0010168 (SM(d18:0/16:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes