NP-MRD: Showing NP-Card for LysoPC(O-18:0) (NP0091154)

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Record Information

Version

2.0

Created at

2022-05-11 18:32:08 UTC

Updated at

2022-05-11 18:32:08 UTC

NP-MRD ID

NP0091154

Secondary Accession Numbers

None

Natural Product Identification

Common Name

LysoPC(O-18:0)

Description

LysoPC(O-18:0/0:0), Also known as GPC(O-18:0/0:0) Or LPC (O-18:0), Belongs to the class of organic compounds known as monoalkylglycerophosphocholines. Monoalkylglycerophosphocholines are compounds containing glycerophosphocholine moiety attached to an fatty acyl chain through an ether bond. Thus, lysopc(O-18:0/0:0) Is considered to be a glycerophosphocholine lipid molecule. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Ether lipids are lipids in which one or more of the carbon atoms on glycerol are bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage. LysoPC(O-18:0/0:0) Is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 And 18:1 (Double bond in position 9) predominating. LysoPC(O-18:0) is found in Marphysa sanguinea. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol.

Structure

MOL 3D MOL SDF PDB SMILES InChI

LysoPC(O-18:0/0:0)
  Mrv1652311211919442D          

 34 33  0  0  0  0            999 V2000
   23.3644   -6.5407    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.3644   -7.3657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894   -6.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9038   -6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6183   -6.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3328   -6.1282    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   27.0473   -5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7453   -6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9203   -5.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6620   -6.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3644   -5.7157    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   21.9475   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2330   -6.5288    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.5185   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8041   -6.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2330   -7.3538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0896   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3755   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6614   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9472   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2331   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5190   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8049   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0908   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3766   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6625   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9484   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2343   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5202   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8060   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0919   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3778   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6637   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9495   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  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
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  1 10  1  0  0  0  0
  1 11  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 17  1  0  0  0  0
 10 12  1  0  0  0  0
 13 16  1  6  0  0  0
 17 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
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  CHG  2   6   1  11  -1
M  END

     RDKit          3D

 90 89  0  0  0  0  0  0  0  0999 V2000
   12.6941   -0.3970    1.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3871   -0.9038    1.9717 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2595   -0.4363    1.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3029    1.0406    1.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3801    1.8114    0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9307    1.8154    0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1964    0.5350    0.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6638    0.6995    0.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0809    1.5631   -0.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6499    1.8431   -0.5271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6015    0.8217   -0.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5207   -0.1578    0.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3116   -1.0697    0.3760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4120   -1.8351   -0.8927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1944   -2.7414   -1.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0987   -1.9459   -1.0339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1820   -0.9653   -2.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4350   -0.1814   -2.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8302    0.6638   -1.2966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0987    0.4465   -0.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1562   -0.5906    0.3053 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2035   -0.6343    1.7172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5370   -0.1852   -0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6307   -0.1000   -1.5538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1758    0.3492   -2.0154 P   0  0  2  0  0  5  0  0  0  0  0  0
   -7.7811   -0.8054   -2.8166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1514    1.6788   -3.0903 O   0  0  0  0  0  1  0  0  0  0  0  0
   -8.0867    0.6974   -0.6550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4478    0.6760   -0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2858    0.9878    0.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0807    0.0470    1.3516 N   0  0  1  0  0  4  0  0  0  0  0  0
  -11.1520    0.2588    2.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1860   -1.3266    0.9034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8284    0.2773    2.0433 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5013   -1.1173    1.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8722    0.6090    1.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6137   -0.2623    0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4075   -1.9964    2.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1698   -0.4253    2.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5383   -0.8903    0.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3577   -0.9343    1.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3682    1.3138    0.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2691    1.4486    2.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5942    1.5253   -0.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7038    2.9243    0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5154    2.6011   -0.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7473    2.2441    1.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4155   -0.0789   -0.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4317   -0.0652    1.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4208    0.9382    1.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3331   -0.3640    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2610    1.1067   -1.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6476    2.5560   -0.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4963    2.5829    0.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3867    2.5484   -1.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6311    0.3057   -1.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6048    1.3916   -0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3793   -0.7938    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2710    0.4286    1.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3928   -0.4452    0.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3407   -1.7994    1.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4492   -1.2181   -1.7899 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3201   -2.4924   -0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1825   -3.5451   -0.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2870   -3.2341   -2.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9098   -2.7339   -1.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2502   -1.5619   -0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0294   -1.5299   -3.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2705   -0.3039   -2.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2447   -0.9477   -2.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3380    0.4148   -3.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2351    0.2856    0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5633    1.4403    0.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8795   -1.5739   -0.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0225   -1.1822    1.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2326   -0.9686    0.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8513    0.7614    0.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6682   -0.2946   -1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6430    1.4618   -1.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9534    1.9817    0.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3457    1.0678    0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8706   -0.0722    3.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5251    1.2961    2.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0322   -0.3790    2.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2550   -1.7510    0.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0274   -1.4156    0.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4867   -1.9301    1.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0914   -0.5309    1.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9829    0.4047    3.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4392    1.2622    1.6699 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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 27  1  6
 25 26  2  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 31 30  1  6
 31 32  1  0
 31 33  1  0
 31 34  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  5 45  1  0
  6 46  1  0
  6 47  1  0
  7 48  1  0
  7 49  1  0
  8 50  1  0
  8 51  1  0
  9 52  1  0
  9 53  1  0
 10 54  1  0
 10 55  1  0
 11 56  1  0
 11 57  1  0
 12 58  1  0
 12 59  1  0
 13 60  1  0
 13 61  1  0
 14 62  1  0
 14 63  1  0
 15 64  1  0
 15 65  1  0
 16 66  1  0
 16 67  1  0
 17 68  1  0
 17 69  1  0
 18 70  1  0
 18 71  1  0
 20 72  1  0
 20 73  1  0
 21 74  1  6
 22 75  1  0
 23 76  1  0
 23 77  1  0
 29 78  1  0
 29 79  1  0
 30 80  1  0
 30 81  1  0
 32 82  1  0
 32 83  1  0
 32 84  1  0
 33 85  1  0
 33 86  1  0
 33 87  1  0
 34 88  1  0
 34 89  1  0
 34 90  1  0
M  CHG  2  27  -1  31   1
M  END

LysoPC(O-18:0/0:0)
  Mrv1652311211919442D          

 34 33  0  0  0  0            999 V2000
   23.3644   -6.5407    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.3644   -7.3657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894   -6.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9038   -6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6183   -6.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3328   -6.1282    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   27.0473   -5.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7453   -6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9203   -5.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6620   -6.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3644   -5.7157    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   21.9475   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2330   -6.5288    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.5185   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8041   -6.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2330   -7.3538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0896   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3755   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6614   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9472   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2331   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5190   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8049   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0908   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3766   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6625   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9484   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2343   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5202   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8060   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0919   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3778   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6637   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9495   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  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
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  1 10  1  0  0  0  0
  1 11  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 17  1  0  0  0  0
 10 12  1  0  0  0  0
 13 16  1  6  0  0  0
 17 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
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  CHG  2   6   1  11  -1
M  END
> <DATABASE_ID>
NP0091154

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C26H56NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22-31-24-26(28)25-33-34(29,30)32-23-21-27(2,3)4/h26,28H,5-25H2,1-4H3/t26-/m1/s1

> <INCHI_KEY>
XKBJVQHMEXMFDZ-AREMUKBSSA-N

> <FORMULA>
C26H56NO6P

> <MOLECULAR_WEIGHT>
509.6997

> <EXACT_MASS>
509.384525041

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
62.69589771197418

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2R)-2-hydroxy-3-(octadecyloxy)propyl phosphono]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
2.98

> <JCHEM_LOGP>
2.462675402861589

> <ALOGPS_LOGS>
-6.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.680359309358309

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8553441415966123

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3931778346128443

> <JCHEM_POLAR_SURFACE_AREA>
88.05

> <JCHEM_REFRACTIVITY>
151.72109999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
26

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.67e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2R)-2-hydroxy-3-(octadecyloxy)propyl phosphono]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-NOV-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: LysoPC(O-18:0/0:0)                                
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-NOV-19         0                                  
HETATM    1  P   UNK     0      43.614 -12.209   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      43.614 -13.749   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      45.154 -12.209   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      46.487 -11.439   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      47.821 -12.209   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      49.155 -11.439   0.000  0.00  0.00           N+1
HETATM    7  C   UNK     0      50.488 -10.669   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      49.925 -12.773   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      48.385 -10.106   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      42.302 -12.187   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      43.614 -10.669   0.000  0.00  0.00           O-1
HETATM   12  C   UNK     0      40.969 -11.417   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      39.635 -12.187   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      38.301 -11.417   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      36.968 -12.187   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      39.635 -13.727   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      35.634 -11.417   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      34.301 -12.188   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      32.968 -11.417   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      31.635 -12.188   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      30.302 -11.417   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      28.969 -12.188   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      27.636 -11.417   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      26.303 -12.188   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      24.970 -11.417   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      23.637 -12.188   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      22.304 -11.417   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      20.971 -12.188   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      19.638 -11.417   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      18.305 -12.188   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.972 -11.417   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      15.639 -12.188   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      14.306 -11.417   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.972 -12.188   0.000  0.00  0.00           C+0
CONECT    1    2    3   10   11                                             
CONECT    2    1                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10    1   12                                                       
CONECT   11    1                                                            
CONECT   12   13   10                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   17                                                       
CONECT   16   13                                                            
CONECT   17   15   18                                                       
CONECT   18   17   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   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   66    0
END

View in JSmol

Synonyms

Value	Source
1-O-Octadecylglycerol-3-phosphatidylcholine	HMDB
1-Octadecyl-sn-glycero-3-phosphocholine	HMDB
1-Stearyl-GPC	HMDB
1-Stearyl-GPC (O-18:0)	HMDB
GPC(O-18:0)	HMDB
GPC(O-18:0/0:0)	HMDB
LPC (O-18:0)	HMDB
LysoPC(18:0E/0:0)	HMDB
LysoPC(O-18:0)	HMDB
PC(O-18:0/0:0)	HMDB
LysoPC(DM18:0)	HMDB
1-O-Octadecyl-sn-glycero-3-phosphocholine	HMDB
1-O-Octadecyl-sn-glyceryl-3-phosphorylcholine	HMDB
1-Octadecyl-GPC	HMDB
1-Octadecyl-lysophosphatidylcholine	HMDB
1-Octadecylglycero-3-phosphocholine	HMDB
GPC(18:0)	HMDB
GPC(18:0/0:0)	HMDB
LPC(18:0)	HMDB
LPC(18:0/0:0)	HMDB
LPC(O-18:0)	HMDB
LPC(O-18:0/0:0)	HMDB
Lyso-platelet-activating factor	HMDB
LysoPC(18:0)	HMDB
LysoPC(18:0/0:0)	HMDB
Lysophosphatidylcholine(18:0)	HMDB
Lysophosphatidylcholine(18:0/0:0)	HMDB
Lysophosphatidylcholine(O-18:0)	HMDB
Lysophosphatidylcholine(O-18:0/0:0)	HMDB
LysoPC(O-18:0/0:0)	HMDB

Chemical Formula

C₂₆H₅₆NO₆P

Average Mass

509.6997 Da

Monoisotopic Mass

509.38453 Da

IUPAC Name

(2-{[(2R)-2-hydroxy-3-(octadecyloxy)propyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-2-hydroxy-3-(octadecyloxy)propyl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C26H56NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22-31-24-26(28)25-33-34(29,30)32-23-21-27(2,3)4/h26,28H,5-25H2,1-4H3/t26-/m1/s1

InChI Key

XKBJVQHMEXMFDZ-AREMUKBSSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

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

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monoalkylglycerophosphocholines. Monoalkylglycerophosphocholines are compounds containing glycerophosphocholine moiety attached to an fatty acyl chain through an ether bond.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

Monoalkylglycerophosphocholines

Alternative Parents

Substituents

Monoalkylglycerophosphocholine
Phosphocholine
Glycerol ether
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Quaternary ammonium salt
Tetraalkylammonium salt
Secondary alcohol
Ether
Dialkyl ether
Hydrocarbon derivative
Alcohol
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Organic salt
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

organic molecular entity (CHEBI:75216 )
1-alkyl-sn-glycero-3-phosphocholine (CHEBI:75216 )
Monoalkylglycerophosphocholines (LMGP01060014 )

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.98	ALOGPS
logP	2.46	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	88.05 Å²	ChemAxon
Rotatable Bond Count	26	ChemAxon
Refractivity	151.72 m³·mol⁻¹	ChemAxon
Polarizability	62.7 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0011149

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB027924

KNApSAcK ID

Not Available

Chemspider ID

2015318

KEGG Compound ID

C04317

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

2733532

PDB ID

Not Available

ChEBI ID

75216

Good Scents ID

Not Available

References

General References

Showing NP-Card for LysoPC(O-18:0) (NP0091154)

MOL for NP0091154 (LysoPC(O-18:0))

3D MOL for NP0091154 (LysoPC(O-18:0))

3D SDF for NP0091154 (LysoPC(O-18:0))

3D-SDF for NP0091154 (LysoPC(O-18:0))

PDB for NP0091154 (LysoPC(O-18:0))

3D PDB for NP0091154 (LysoPC(O-18:0))

SMILES for NP0091154 (LysoPC(O-18:0))

INCHI for NP0091154 (LysoPC(O-18:0))

Structure for NP0091154 (LysoPC(O-18:0))

3D Structure for NP0091154 (LysoPC(O-18:0))