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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2014-04-16 20:46:01 UTC

Update Date

2021-09-14 15:42:30 UTC

HMDB ID

HMDB0061698

Secondary Accession Numbers

HMDB61698

Metabolite Identification

Common Name

1-Stearoylglycerophosphoserine

Description

1-Stearoylglycerophosphoserine is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PS(18:0/0:0), in particular, consists of two octadecanoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.

Structure

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


  Mrv1652305052017402D          

 35 34  0  0  0  0            999 V2000
    9.7086    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4230    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8520    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5664    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2809    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9954    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7099    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4243    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1388    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8533    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5677    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2822    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9967    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7112    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4256    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1401    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8546    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8546    7.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5690    6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2835    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9980    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9980    5.6052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7124    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4269    6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1414    6.8427    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   26.5539    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8559    7.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5703    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2848    7.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2848    8.0802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9993    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7137    7.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7289    7.5572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9993    6.0177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  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
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 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
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 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
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 34 26  1  0  0  0  0
 35 32  1  0  0  0  0
M  END

HMDB0061698
     RDKit          3D
1-Stearoylglycerophosphoserine
 83 82  0  0  0  0  0  0  0  0999 V2000
   12.1251    0.0408   -2.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0565   -0.1582   -0.9165 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6759   -0.2412    0.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9237   -0.5274    1.6095 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8107    0.2172    2.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4441    0.2661    1.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0610    0.7066    0.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5233    0.7592    0.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8774   -0.5616    0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3872   -0.4512    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7932    0.5130    1.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2911    0.6472    0.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6251   -0.6682    1.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1216   -0.5604    1.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3027   -0.0967   -0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8080   -0.0144   -0.3498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5071   -1.3055   -0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9965   -1.0411   -0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7988   -1.9819    0.0080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4570    0.2099   -0.4790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7861    0.5865   -0.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5630   -0.0475   -1.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6335   -1.4037   -1.6046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9628    0.5924   -1.6676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6617    0.0637   -2.7301 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2344    0.6544   -2.8402 P   0  0  0  0  0  5  0  0  0  0  0  0
  -10.7238    0.3854   -4.2474 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3038    2.3202   -2.5928 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2822   -0.1148   -1.7818 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5157    0.5955   -0.6232 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4845   -0.2486    0.2162 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8976   -1.5403    0.5210 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7488    0.4381    1.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2569    1.5732    1.4680 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4545   -0.1311    2.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5720   -0.1240   -2.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8770   -0.7458   -1.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5370    1.0502   -1.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4139    0.7723   -1.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4616   -1.0171   -1.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2019    0.7808    0.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5616   -0.9867    0.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5278   -1.6374    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7041   -0.7443    2.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7151   -0.1123    3.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1892    1.3298    2.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7707    0.7689    2.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0368   -0.8260    1.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4383    1.6869    0.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3776   -0.0683   -0.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1810    1.5598    0.8290 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3510    1.0974   -0.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3253   -1.3116   -0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0764   -0.8875    1.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9565   -1.4704    0.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2435   -0.1278   -0.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1882    1.5413    0.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0288    0.2895    2.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0263    1.1152    0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9545    1.3424    1.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9561   -1.4877    0.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8165   -0.9596    2.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3426    0.0918    1.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3277   -1.5825    1.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0008   -0.7997   -1.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0798    0.9055   -0.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1197    0.6933    0.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1744    0.3875   -1.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3117   -1.7442    0.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2780   -2.0036   -0.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3448    0.4625    0.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7750    1.7138   -0.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0809    0.2453   -2.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5046   -1.9015   -2.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7865    1.6759   -1.7492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3978    0.3003   -0.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4243    2.7513   -2.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6401    0.7842   -0.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0113    1.5657   -0.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4323   -0.3918   -0.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6426   -1.6337    1.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4428   -2.3341    0.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8688    0.1990    3.5774 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
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 13 14  1  0
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 15 16  1  0
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 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
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 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 33 35  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  2 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
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  5 46  1  0
  6 47  1  0
  6 48  1  0
  7 49  1  0
  7 50  1  0
  8 51  1  0
  8 52  1  0
  9 53  1  0
  9 54  1  0
 10 55  1  0
 10 56  1  0
 11 57  1  0
 11 58  1  0
 12 59  1  0
 12 60  1  0
 13 61  1  0
 13 62  1  0
 14 63  1  0
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 15 65  1  0
 15 66  1  0
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 16 68  1  0
 17 69  1  0
 17 70  1  0
 21 71  1  0
 21 72  1  0
 22 73  1  0
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 24 75  1  0
 24 76  1  0
 28 77  1  0
 30 78  1  0
 30 79  1  0
 31 80  1  0
 32 81  1  0
 32 82  1  0
 35 83  1  0
M  END


  Mrv1652305052017402D          

 35 34  0  0  0  0            999 V2000
    9.7086    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4230    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8520    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5664    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2809    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9954    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7099    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4243    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1388    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8533    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5677    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2822    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9967    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7112    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4256    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1401    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8546    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8546    7.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5690    6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2835    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9980    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9980    5.6052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7124    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4269    6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1414    6.8427    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   26.5539    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8559    7.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5703    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2848    7.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2848    8.0802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9993    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7137    7.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7289    7.5572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9993    6.0177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  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
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 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
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 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
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 34 26  1  0  0  0  0
 35 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061698

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(=O)OCC(N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H48NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)32-18-21(26)19-33-35(30,31)34-20-22(25)24(28)29/h21-22,26H,2-20,25H2,1H3,(H,28,29)(H,30,31)

> <INCHI_KEY>
ZPDQFUYPBVXUKS-UHFFFAOYSA-N

> <FORMULA>
C24H48NO9P

> <MOLECULAR_WEIGHT>
525.62

> <EXACT_MASS>
525.306669128

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
59.933704329930556

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-({hydroxy[2-hydroxy-3-(octadecanoyloxy)propoxy]phosphoryl}oxy)propanoic acid

> <ALOGPS_LOGP>
1.65

> <JCHEM_LOGP>
3.501573859091547

> <ALOGPS_LOGS>
-5.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.2134287109159323

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.50800638421169

> <JCHEM_PKA_STRONGEST_BASIC>
9.376581814113422

> <JCHEM_POLAR_SURFACE_AREA>
165.60999999999999

> <JCHEM_REFRACTIVITY>
132.4444

> <JCHEM_ROTATABLE_BOND_COUNT>
26

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.68e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-3-{[hydroxy(2-hydroxy-3-(octadecanoyloxy)propoxy)phosphoryl]oxy}propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061698
     RDKit          3D
1-Stearoylglycerophosphoserine
 83 82  0  0  0  0  0  0  0  0999 V2000
   12.1251    0.0408   -2.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0565   -0.1582   -0.9165 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6759   -0.2412    0.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9237   -0.5274    1.6095 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8107    0.2172    2.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4441    0.2661    1.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0610    0.7066    0.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5233    0.7592    0.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8774   -0.5616    0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3872   -0.4512    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7932    0.5130    1.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2911    0.6472    0.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6251   -0.6682    1.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1216   -0.5604    1.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3027   -0.0967   -0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8080   -0.0144   -0.3498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5071   -1.3055   -0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9965   -1.0411   -0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7988   -1.9819    0.0080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4570    0.2099   -0.4790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7861    0.5865   -0.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5630   -0.0475   -1.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6335   -1.4037   -1.6046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9628    0.5924   -1.6676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6617    0.0637   -2.7301 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2344    0.6544   -2.8402 P   0  0  0  0  0  5  0  0  0  0  0  0
  -10.7238    0.3854   -4.2474 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3038    2.3202   -2.5928 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2822   -0.1148   -1.7818 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5157    0.5955   -0.6232 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4845   -0.2486    0.2162 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8976   -1.5403    0.5210 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7488    0.4381    1.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2569    1.5732    1.4680 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4545   -0.1311    2.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5720   -0.1240   -2.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8770   -0.7458   -1.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5370    1.0502   -1.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4139    0.7723   -1.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4616   -1.0171   -1.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2019    0.7808    0.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5616   -0.9867    0.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5278   -1.6374    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7041   -0.7443    2.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7151   -0.1123    3.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1892    1.3298    2.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7707    0.7689    2.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0368   -0.8260    1.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4383    1.6869    0.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3776   -0.0683   -0.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1810    1.5598    0.8290 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3510    1.0974   -0.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3253   -1.3116   -0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0764   -0.8875    1.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9565   -1.4704    0.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2435   -0.1278   -0.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1882    1.5413    0.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0288    0.2895    2.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0263    1.1152    0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9545    1.3424    1.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9561   -1.4877    0.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8165   -0.9596    2.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3426    0.0918    1.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3277   -1.5825    1.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0008   -0.7997   -1.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0798    0.9055   -0.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1197    0.6933    0.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1744    0.3875   -1.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3117   -1.7442    0.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2780   -2.0036   -0.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3448    0.4625    0.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7750    1.7138   -0.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0809    0.2453   -2.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5046   -1.9015   -2.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7865    1.6759   -1.7492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3978    0.3003   -0.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4243    2.7513   -2.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6401    0.7842   -0.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0113    1.5657   -0.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4323   -0.3918   -0.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6426   -1.6337    1.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4428   -2.3341    0.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8688    0.1990    3.5774 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  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
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 33 35  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  2 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  5 45  1  0
  5 46  1  0
  6 47  1  0
  6 48  1  0
  7 49  1  0
  7 50  1  0
  8 51  1  0
  8 52  1  0
  9 53  1  0
  9 54  1  0
 10 55  1  0
 10 56  1  0
 11 57  1  0
 11 58  1  0
 12 59  1  0
 12 60  1  0
 13 61  1  0
 13 62  1  0
 14 63  1  0
 14 64  1  0
 15 65  1  0
 15 66  1  0
 16 67  1  0
 16 68  1  0
 17 69  1  0
 17 70  1  0
 21 71  1  0
 21 72  1  0
 22 73  1  0
 23 74  1  0
 24 75  1  0
 24 76  1  0
 28 77  1  0
 30 78  1  0
 30 79  1  0
 31 80  1  0
 32 81  1  0
 32 82  1  0
 35 83  1  0
M  END

HEADER    PROTEIN                                 05-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-MAY-20         0                                  
HETATM    1  C   UNK     0      18.123  12.003   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.456  12.773   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.790  12.003   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      22.124  12.773   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.457  12.003   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.791  12.773   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      26.125  12.003   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      27.458  12.773   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      28.792  12.003   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      30.126  12.773   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      31.459  12.003   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      32.793  12.773   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      34.127  12.003   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      35.461  12.773   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      36.794  12.003   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      38.128  12.773   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      39.462  12.003   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      40.795  12.773   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      40.795  14.313   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      42.129  12.003   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      43.463  12.773   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      44.796  12.003   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      44.796  10.463   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      46.130  12.773   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      47.464  12.003   0.000  0.00  0.00           O+0
HETATM   26  P   UNK     0      48.797  12.773   0.000  0.00  0.00           P+0
HETATM   27  O   UNK     0      49.567  11.439   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      50.131  13.543   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      51.465  12.773   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      52.798  13.543   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      52.798  15.083   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      54.132  12.773   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      55.466  13.543   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      48.027  14.107   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      54.132  11.233   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28   34                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   35                                                  
CONECT   33   32                                                            
CONECT   34   26                                                            
CONECT   35   32                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   68    0
END

COMPND    HMDB0061698
HETATM    1  C1  UNL     1      12.125   0.041  -2.027  1.00  0.00           C  
HETATM    2  C2  UNL     1      11.056  -0.158  -0.917  1.00  0.00           C  
HETATM    3  C3  UNL     1      11.676  -0.241   0.400  1.00  0.00           C  
HETATM    4  C4  UNL     1      10.924  -0.527   1.609  1.00  0.00           C  
HETATM    5  C5  UNL     1       9.811   0.217   2.161  1.00  0.00           C  
HETATM    6  C6  UNL     1       8.444   0.266   1.649  1.00  0.00           C  
HETATM    7  C7  UNL     1       8.061   0.707   0.314  1.00  0.00           C  
HETATM    8  C8  UNL     1       6.523   0.759   0.148  1.00  0.00           C  
HETATM    9  C9  UNL     1       5.877  -0.562   0.357  1.00  0.00           C  
HETATM   10  C10 UNL     1       4.387  -0.451   0.155  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.793   0.513   1.119  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.291   0.647   0.967  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.625  -0.668   1.194  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.122  -0.560   1.051  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.303  -0.097  -0.301  1.00  0.00           C  
HETATM   16  C16 UNL     1      -1.808  -0.014  -0.350  1.00  0.00           C  
HETATM   17  C17 UNL     1      -2.507  -1.306  -0.096  1.00  0.00           C  
HETATM   18  C18 UNL     1      -3.997  -1.041  -0.187  1.00  0.00           C  
HETATM   19  O1  UNL     1      -4.799  -1.982   0.008  1.00  0.00           O  
HETATM   20  O2  UNL     1      -4.457   0.210  -0.479  1.00  0.00           O  
HETATM   21  C19 UNL     1      -5.786   0.587  -0.600  1.00  0.00           C  
HETATM   22  C20 UNL     1      -6.563  -0.048  -1.713  1.00  0.00           C  
HETATM   23  O3  UNL     1      -6.633  -1.404  -1.605  1.00  0.00           O  
HETATM   24  C21 UNL     1      -7.963   0.592  -1.668  1.00  0.00           C  
HETATM   25  O4  UNL     1      -8.662   0.064  -2.730  1.00  0.00           O  
HETATM   26  P1  UNL     1     -10.234   0.654  -2.840  1.00  0.00           P  
HETATM   27  O5  UNL     1     -10.724   0.385  -4.247  1.00  0.00           O  
HETATM   28  O6  UNL     1     -10.304   2.320  -2.593  1.00  0.00           O  
HETATM   29  O7  UNL     1     -11.282  -0.115  -1.782  1.00  0.00           O  
HETATM   30  C22 UNL     1     -11.516   0.596  -0.623  1.00  0.00           C  
HETATM   31  C23 UNL     1     -12.484  -0.249   0.216  1.00  0.00           C  
HETATM   32  N1  UNL     1     -11.898  -1.540   0.521  1.00  0.00           N  
HETATM   33  C24 UNL     1     -12.749   0.438   1.502  1.00  0.00           C  
HETATM   34  O8  UNL     1     -13.257   1.573   1.468  1.00  0.00           O  
HETATM   35  O9  UNL     1     -12.455  -0.131   2.717  1.00  0.00           O  
HETATM   36  H1  UNL     1      11.572  -0.124  -2.974  1.00  0.00           H  
HETATM   37  H2  UNL     1      12.877  -0.746  -1.848  1.00  0.00           H  
HETATM   38  H3  UNL     1      12.537   1.050  -1.998  1.00  0.00           H  
HETATM   39  H4  UNL     1      10.414   0.772  -1.044  1.00  0.00           H  
HETATM   40  H5  UNL     1      10.462  -1.017  -1.209  1.00  0.00           H  
HETATM   41  H6  UNL     1      12.202   0.781   0.600  1.00  0.00           H  
HETATM   42  H7  UNL     1      12.562  -0.987   0.364  1.00  0.00           H  
HETATM   43  H8  UNL     1      10.528  -1.637   1.486  1.00  0.00           H  
HETATM   44  H9  UNL     1      11.704  -0.744   2.455  1.00  0.00           H  
HETATM   45  H10 UNL     1       9.715  -0.112   3.287  1.00  0.00           H  
HETATM   46  H11 UNL     1      10.189   1.330   2.296  1.00  0.00           H  
HETATM   47  H12 UNL     1       7.771   0.769   2.454  1.00  0.00           H  
HETATM   48  H13 UNL     1       8.037  -0.826   1.775  1.00  0.00           H  
HETATM   49  H14 UNL     1       8.438   1.687   0.030  1.00  0.00           H  
HETATM   50  H15 UNL     1       8.378  -0.068  -0.453  1.00  0.00           H  
HETATM   51  H16 UNL     1       6.181   1.560   0.829  1.00  0.00           H  
HETATM   52  H17 UNL     1       6.351   1.097  -0.886  1.00  0.00           H  
HETATM   53  H18 UNL     1       6.325  -1.312  -0.325  1.00  0.00           H  
HETATM   54  H19 UNL     1       6.076  -0.888   1.423  1.00  0.00           H  
HETATM   55  H20 UNL     1       3.956  -1.470   0.216  1.00  0.00           H  
HETATM   56  H21 UNL     1       4.244  -0.128  -0.906  1.00  0.00           H  
HETATM   57  H22 UNL     1       4.188   1.541   0.865  1.00  0.00           H  
HETATM   58  H23 UNL     1       4.029   0.289   2.170  1.00  0.00           H  
HETATM   59  H24 UNL     1       2.026   1.115   0.001  1.00  0.00           H  
HETATM   60  H25 UNL     1       1.955   1.342   1.768  1.00  0.00           H  
HETATM   61  H26 UNL     1       1.956  -1.488   0.559  1.00  0.00           H  
HETATM   62  H27 UNL     1       1.817  -0.960   2.257  1.00  0.00           H  
HETATM   63  H28 UNL     1      -0.343   0.092   1.816  1.00  0.00           H  
HETATM   64  H29 UNL     1      -0.328  -1.583   1.208  1.00  0.00           H  
HETATM   65  H30 UNL     1       0.001  -0.800  -1.111  1.00  0.00           H  
HETATM   66  H31 UNL     1       0.080   0.905  -0.563  1.00  0.00           H  
HETATM   67  H32 UNL     1      -2.120   0.693   0.471  1.00  0.00           H  
HETATM   68  H33 UNL     1      -2.174   0.388  -1.319  1.00  0.00           H  
HETATM   69  H34 UNL     1      -2.312  -1.744   0.904  1.00  0.00           H  
HETATM   70  H35 UNL     1      -2.278  -2.004  -0.921  1.00  0.00           H  
HETATM   71  H36 UNL     1      -6.345   0.463   0.366  1.00  0.00           H  
HETATM   72  H37 UNL     1      -5.775   1.714  -0.747  1.00  0.00           H  
HETATM   73  H38 UNL     1      -6.081   0.245  -2.691  1.00  0.00           H  
HETATM   74  H39 UNL     1      -6.505  -1.901  -2.451  1.00  0.00           H  
HETATM   75  H40 UNL     1      -7.787   1.676  -1.749  1.00  0.00           H  
HETATM   76  H41 UNL     1      -8.398   0.300  -0.707  1.00  0.00           H  
HETATM   77  H42 UNL     1      -9.424   2.751  -2.632  1.00  0.00           H  
HETATM   78  H43 UNL     1     -10.640   0.784  -0.005  1.00  0.00           H  
HETATM   79  H44 UNL     1     -12.011   1.566  -0.810  1.00  0.00           H  
HETATM   80  H45 UNL     1     -13.432  -0.392  -0.313  1.00  0.00           H  
HETATM   81  H46 UNL     1     -11.643  -1.634   1.525  1.00  0.00           H  
HETATM   82  H47 UNL     1     -12.443  -2.334   0.161  1.00  0.00           H  
HETATM   83  H48 UNL     1     -12.869   0.199   3.577  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3   39   40
CONECT    3    4   41   42
CONECT    4    5   43   44
CONECT    5    6   45   46
CONECT    6    7   47   48
CONECT    7    8   49   50
CONECT    8    9   51   52
CONECT    9   10   53   54
CONECT   10   11   55   56
CONECT   11   12   57   58
CONECT   12   13   59   60
CONECT   13   14   61   62
CONECT   14   15   63   64
CONECT   15   16   65   66
CONECT   16   17   67   68
CONECT   17   18   69   70
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   71   72
CONECT   22   23   24   73
CONECT   23   74
CONECT   24   25   75   76
CONECT   25   26
CONECT   26   27   27   28   29
CONECT   28   77
CONECT   29   30
CONECT   30   31   78   79
CONECT   31   32   33   80
CONECT   32   81   82
CONECT   33   34   34   35
CONECT   35   83
END

HMDB0061698
     RDKit          3D
1-Stearoylglycerophosphoserine
 83 82  0  0  0  0  0  0  0  0999 V2000
   12.1251    0.0408   -2.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0565   -0.1582   -0.9165 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6759   -0.2412    0.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9237   -0.5274    1.6095 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8107    0.2172    2.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4441    0.2661    1.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0610    0.7066    0.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5233    0.7592    0.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8774   -0.5616    0.3570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3872   -0.4512    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7932    0.5130    1.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2911    0.6472    0.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6251   -0.6682    1.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1216   -0.5604    1.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3027   -0.0967   -0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8080   -0.0144   -0.3498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5071   -1.3055   -0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9965   -1.0411   -0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7988   -1.9819    0.0080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4570    0.2099   -0.4790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7861    0.5865   -0.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5630   -0.0475   -1.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6335   -1.4037   -1.6046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9628    0.5924   -1.6676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6617    0.0637   -2.7301 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2344    0.6544   -2.8402 P   0  0  0  0  0  5  0  0  0  0  0  0
  -10.7238    0.3854   -4.2474 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3038    2.3202   -2.5928 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2822   -0.1148   -1.7818 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5157    0.5955   -0.6232 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4845   -0.2486    0.2162 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8976   -1.5403    0.5210 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7488    0.4381    1.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2569    1.5732    1.4680 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4545   -0.1311    2.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5720   -0.1240   -2.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8770   -0.7458   -1.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5370    1.0502   -1.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4139    0.7723   -1.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4616   -1.0171   -1.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2019    0.7808    0.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5616   -0.9867    0.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5278   -1.6374    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7041   -0.7443    2.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7151   -0.1123    3.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1892    1.3298    2.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7707    0.7689    2.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0368   -0.8260    1.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4383    1.6869    0.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3776   -0.0683   -0.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1810    1.5598    0.8290 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3510    1.0974   -0.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3253   -1.3116   -0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0764   -0.8875    1.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9565   -1.4704    0.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2435   -0.1278   -0.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1882    1.5413    0.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0288    0.2895    2.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0263    1.1152    0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9545    1.3424    1.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9561   -1.4877    0.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8165   -0.9596    2.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3426    0.0918    1.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3277   -1.5825    1.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0008   -0.7997   -1.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0798    0.9055   -0.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1197    0.6933    0.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1744    0.3875   -1.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3117   -1.7442    0.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2780   -2.0036   -0.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3448    0.4625    0.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7750    1.7138   -0.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0809    0.2453   -2.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5046   -1.9015   -2.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7865    1.6759   -1.7492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3978    0.3003   -0.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4243    2.7513   -2.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6401    0.7842   -0.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0113    1.5657   -0.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4323   -0.3918   -0.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6426   -1.6337    1.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4428   -2.3341    0.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8688    0.1990    3.5774 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  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
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 33 35  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  2 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  5 45  1  0
  5 46  1  0
  6 47  1  0
  6 48  1  0
  7 49  1  0
  7 50  1  0
  8 51  1  0
  8 52  1  0
  9 53  1  0
  9 54  1  0
 10 55  1  0
 10 56  1  0
 11 57  1  0
 11 58  1  0
 12 59  1  0
 12 60  1  0
 13 61  1  0
 13 62  1  0
 14 63  1  0
 14 64  1  0
 15 65  1  0
 15 66  1  0
 16 67  1  0
 16 68  1  0
 17 69  1  0
 17 70  1  0
 21 71  1  0
 21 72  1  0
 22 73  1  0
 23 74  1  0
 24 75  1  0
 24 76  1  0
 28 77  1  0
 30 78  1  0
 30 79  1  0
 31 80  1  0
 32 81  1  0
 32 82  1  0
 35 83  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₄H₄₈NO₉P

Average Molecular Weight

525.62

Monoisotopic Molecular Weight

525.306669128

IUPAC Name

2-amino-3-({hydroxy[2-hydroxy-3-(octadecanoyloxy)propoxy]phosphoryl}oxy)propanoic acid

Traditional Name

2-amino-3-{[hydroxy(2-hydroxy-3-(octadecanoyloxy)propoxy)phosphoryl]oxy}propanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(=O)OCC(N)C(O)=O

InChI Identifier

InChI=1S/C24H48NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)32-18-21(26)19-33-35(30,31)34-20-22(25)24(28)29/h21-22,26H,2-20,25H2,1H3,(H,28,29)(H,30,31)

InChI Key

ZPDQFUYPBVXUKS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-acyl-glycerol-3-phosphoserines. These are monoacylglycerol-3-phosphoserines with a fatty acyl chain linked to the O1-atom of the glycerol moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoserines

Direct Parent

1-acyl-glycerol-3-phosphoserines

Alternative Parents

Substituents

1-monoacyl-glycerol-3-phosphoserine
Alpha-amino acid
Alpha-amino acid or derivatives
Phosphoethanolamine
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Dicarboxylic acid or derivatives
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Amino acid
Carboxylic acid ester
Secondary alcohol
Amino acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Amine
Organopnictogen compound
Organic oxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

All cells and tissues (HMDB: HMDB0061698)

Excreta

Biofluid or Excreta

Feces (PMID: 29808030)

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0061698)

Golgi apparatus membrane (HMDB: HMDB0061698)
Cell membrane (HMDB: HMDB0061698)

Source

Exogenous

Exogenous (HMDB: HMDB0061698)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Phosphatidylserine biosynthesis (HMDB: HMDB0061698)

Role

Biological role

Nutrient (PMID: 15979148)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0028 g/L	ALOGPS
logP	1.65	ALOGPS
logP	3.5	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	9.38	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	165.61 Å²	ChemAxon
Rotatable Bond Count	26	ChemAxon
Refractivity	132.44 m³·mol⁻¹	ChemAxon
Polarizability	59.93 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]+	215.978	30932474
DeepCCS	[M-H]-	211.96	30932474
DeepCCS	[M-2H]-	248.501	30932474
DeepCCS	[M+Na]+	224.793	30932474
AllCCS	[M+H]+	232.4	32859911
AllCCS	[M+H-H2O]+	231.1	32859911
AllCCS	[M+NH4]+	233.6	32859911
AllCCS	[M+Na]+	234.0	32859911
AllCCS	[M-H]-	225.7	32859911
AllCCS	[M+Na-2H]-	228.6	32859911
AllCCS	[M+HCOO]-	231.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Stearoylglycerophosphoserine	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(=O)OCC(N)C(O)=O	4064.9	Standard polar	33892256
1-Stearoylglycerophosphoserine	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(=O)OCC(N)C(O)=O	3367.3	Standard non polar	33892256
1-Stearoylglycerophosphoserine	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(=O)OCC(N)C(O)=O	3896.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Stearoylglycerophosphoserine,1TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(N)C(=O)O)O[Si](C)(C)C	3915.3	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,1TMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(O)OCC(N)C(=O)O[Si](C)(C)C	3827.0	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,1TMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(N)C(=O)O)O[Si](C)(C)C	3862.2	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,1TMS,isomer #4	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(O)OCC(N[Si](C)(C)C)C(=O)O	3945.5	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,2TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	3820.2	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,2TMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(N)C(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3833.9	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,2TMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(N[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	3944.3	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,2TMS,isomer #4	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	3810.9	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,2TMS,isomer #5	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(O)OCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C	3907.7	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,2TMS,isomer #6	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(N[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	3933.5	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,2TMS,isomer #7	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(O)OCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	4114.1	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3798.6	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3605.3	Standard non polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	5284.6	Standard polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	3889.5	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	3692.1	Standard non polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	4970.6	Standard polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(N[Si](C)(C)C)C(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3909.8	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(N[Si](C)(C)C)C(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3698.3	Standard non polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(N[Si](C)(C)C)C(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	4646.0	Standard polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #4	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	4092.3	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #4	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	3752.4	Standard non polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #4	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	5082.8	Standard polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #5	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	3892.9	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #5	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	3683.4	Standard non polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #5	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	4526.4	Standard polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #6	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(O)OCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	4054.0	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #6	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(O)OCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3718.0	Standard non polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #6	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(O)OCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	4997.7	Standard polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #7	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	4080.4	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #7	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	3739.4	Standard non polar	33892256
1-Stearoylglycerophosphoserine,3TMS,isomer #7	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	4665.7	Standard polar	33892256
1-Stearoylglycerophosphoserine,4TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3873.7	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,4TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3713.5	Standard non polar	33892256
1-Stearoylglycerophosphoserine,4TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	4250.6	Standard polar	33892256
1-Stearoylglycerophosphoserine,4TMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	4051.8	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,4TMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	3760.7	Standard non polar	33892256
1-Stearoylglycerophosphoserine,4TMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	4665.0	Standard polar	33892256
1-Stearoylglycerophosphoserine,4TMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	4077.0	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,4TMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3766.4	Standard non polar	33892256
1-Stearoylglycerophosphoserine,4TMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	4393.5	Standard polar	33892256
1-Stearoylglycerophosphoserine,4TMS,isomer #4	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	4037.7	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,4TMS,isomer #4	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	3741.0	Standard non polar	33892256
1-Stearoylglycerophosphoserine,4TMS,isomer #4	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	4319.6	Standard polar	33892256
1-Stearoylglycerophosphoserine,5TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	4056.4	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,5TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3770.8	Standard non polar	33892256
1-Stearoylglycerophosphoserine,5TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	4085.6	Standard polar	33892256
1-Stearoylglycerophosphoserine,1TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(N)C(=O)O)O[Si](C)(C)C(C)(C)C	4159.9	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,1TBDMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(O)OCC(N)C(=O)O[Si](C)(C)C(C)(C)C	4092.5	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,1TBDMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(N)C(=O)O)O[Si](C)(C)C(C)(C)C	4093.3	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,1TBDMS,isomer #4	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(O)OCC(N[Si](C)(C)C(C)(C)C)C(=O)O	4185.7	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,2TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4320.9	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,2TBDMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(N)C(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4323.7	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,2TBDMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(N[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C	4385.6	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,2TBDMS,isomer #4	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4282.8	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,2TBDMS,isomer #5	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(O)OCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	4361.0	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,2TBDMS,isomer #6	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(N[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C	4380.0	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,2TBDMS,isomer #7	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(O)OCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4564.9	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4500.3	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4002.1	Standard non polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	5166.2	Standard polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4577.0	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4078.7	Standard non polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #2	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4915.7	Standard polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(N[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4576.6	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(N[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4065.4	Standard non polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #3	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(OCC(N[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4700.0	Standard polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #4	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4823.1	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #4	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4103.3	Standard non polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #4	CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4991.5	Standard polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #5	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4543.0	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #5	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4053.6	Standard non polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #5	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4616.2	Standard polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #6	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(O)OCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4765.0	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #6	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(O)OCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4087.4	Standard non polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #6	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(O)OCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4927.5	Standard polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #7	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4778.8	Semi standard non polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #7	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4060.0	Standard non polar	33892256
1-Stearoylglycerophosphoserine,3TBDMS,isomer #7	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(OCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4711.5	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Stearoylglycerophosphoserine 10V, Negative-QTOF	splash10-01c0-2190230000-f4968c306ae2bb4ac5ad	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Stearoylglycerophosphoserine 20V, Negative-QTOF	splash10-00o0-5390100000-a6d1772dc6ca54748fa5	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Stearoylglycerophosphoserine 40V, Negative-QTOF	splash10-004i-9010000000-8ef8fad2f4199a8af627	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Stearoylglycerophosphoserine 10V, Negative-QTOF	splash10-0udr-0900720000-3c0a8da0084cd122f01e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Stearoylglycerophosphoserine 20V, Negative-QTOF	splash10-001i-2590220000-0e8cbf82691e557af047	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Stearoylglycerophosphoserine 40V, Negative-QTOF	splash10-003r-6090000000-1a10fdf9cd1f0fb3d8c8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Stearoylglycerophosphoserine 10V, Positive-QTOF	splash10-000l-9021120000-b64eedfad30e689533fe	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Stearoylglycerophosphoserine 20V, Positive-QTOF	splash10-000f-9010100000-e315f6d721351597a778	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Stearoylglycerophosphoserine 40V, Positive-QTOF	splash10-000f-9120000000-53159eaf35773833aa88	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Stearoylglycerophosphoserine 10V, Positive-QTOF	splash10-004i-1102290000-5e4044aeaa8aa1a5eebd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Stearoylglycerophosphoserine 20V, Positive-QTOF	splash10-0006-0009100000-23a205436d251a732a97	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Stearoylglycerophosphoserine 40V, Positive-QTOF	splash10-0a4l-9401000000-f8f4c64ae3f963da3d35	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

74849606

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74819135

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]
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.

Showing metabocard for 1-Stearoylglycerophosphoserine (HMDB0061698)

MOL for HMDB0061698 (1-Stearoylglycerophosphoserine)

3D MOL for HMDB0061698 (1-Stearoylglycerophosphoserine)

3D SDF for HMDB0061698 (1-Stearoylglycerophosphoserine)

3D-SDF for HMDB0061698 (1-Stearoylglycerophosphoserine)

PDB for HMDB0061698 (1-Stearoylglycerophosphoserine)

3D PDB for HMDB0061698 (1-Stearoylglycerophosphoserine)

SMILES for HMDB0061698 (1-Stearoylglycerophosphoserine)

INCHI for HMDB0061698 (1-Stearoylglycerophosphoserine)

Structure for HMDB0061698 (1-Stearoylglycerophosphoserine)

3D Structure for HMDB0061698 (1-Stearoylglycerophosphoserine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

MS/MS Spectra