NP-MRD: Showing NP-Card for LPC(0:0/18:0) (NP0091140)

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Record Information

Version

2.0

Created at

2022-05-11 18:31:46 UTC

Updated at

2022-05-11 18:31:46 UTC

NP-MRD ID

NP0091140

Secondary Accession Numbers

None

Natural Product Identification

Common Name

LPC(0:0/18:0)

Description

LysoPC(0:0/18:0), Also known as PC(0:0/18:0) Or LPC (18:0), Belongs to the class of organic compounds known as 2-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-2 position, and linked at position 3 to a phosphocholine. Thus, lysopc(0:0/18:0) Is considered to be a glycerophosphocholine lipid molecule. LysoPC(0:0/18:0) Has been shown to be protective against lethal sepsis in experimental animals by various mechanisms, including stimulation of neutrophils to eliminate invading pathogens through a peroxide-dependent reaction. LysoPC(0:0/18:0) Is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. LPC(0:0/18:0) is found in Cervus elaphus, Ferula tenuisecta, Homo sapiens and Urtica dioica. LysoPC(0:0/18:0) Or LysoPC(0:0/18:0) Is a lysophospholipid (LPL).

Structure

MOL 3D MOL SDF PDB SMILES InChI

PC(0:0/18:0)
  Mrv1652303192020102D          

 36 35  0  0  0  0            999 V2000
   -3.8021    0.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9591    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447    0.7720    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6571    1.4866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679    0.0575    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.0969    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3824    0.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6679    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.3555    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -0.3555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    1.1846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1844    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8988    1.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132    0.7721    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.2007    0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2744    1.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3277    0.3596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -0.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2237   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9378   -0.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6519   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3660   -0.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0801   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7943   -0.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5084   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2225   -0.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9366   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6508   -0.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3649   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0790   -0.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7931   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5072   -0.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2214   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9355   -0.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6496   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  7  9  1  1  0  0  0
  6  1  1  0  0  0  0
  2  8  1  0  0  0  0
  7 10  1  6  0  0  0
 10 18  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
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 11  3  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
 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
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  CHG  2   5  -1  14   1
M  END

     RDKit          3D

 89 88  0  0  0  0  0  0  0  0999 V2000
   13.1698   -1.0723   -0.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2591    0.0599    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1652    0.3140   -0.9204 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8304    1.2069    0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6820    1.3722   -0.8407 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7643    0.1697   -0.8757 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1629   -0.0824    0.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2448   -1.2290    0.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0327   -1.2165   -0.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1264   -0.0238   -0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6800   -0.0574    1.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2134    1.1164    1.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4244    1.1202    0.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2447   -0.0850    1.1152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9797   -0.9737    1.9614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4250   -0.3183    0.3831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2077   -1.4693    0.6176 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2435   -2.2729   -0.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8208   -1.4576   -1.6606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6412   -1.1036    0.9631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4170   -2.2136    1.1945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9827   -1.7094    1.5770 P   0  0  2  0  0  5  0  0  0  0  0  0
   -7.9931   -0.7181    2.7146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8352   -3.1088    2.0688 O   0  0  0  0  0  1  0  0  0  0  0  0
   -8.7282   -1.1345    0.1980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8959   -0.3990    0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4937    0.0733   -0.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6941    0.8388   -0.6253 N   0  0  2  0  0  4  0  0  0  0  0  0
  -11.9917    1.5844   -1.8342 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6241    1.7863    0.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8409   -0.0207   -0.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1167   -0.9901    0.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3625   -0.9606   -1.4364 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7127   -2.0524   -0.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8830   -0.2412    1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8363    0.9960    0.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6262    0.5625   -1.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5756   -0.6185   -1.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9867    2.3109   -0.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5871    1.7881   -1.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4454    1.0013    1.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0213    1.9984    1.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3765   -1.0346    0.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2782   -0.1197    1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1203   -0.9184   -0.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1243    0.1556   -1.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4420    2.1379   -0.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4906    1.2085    1.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0843    1.6319   -1.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0664    2.2227   -0.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3694   -0.6820   -1.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0220    0.3770   -1.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6497    0.8521    0.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9959   -0.2273    1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7912   -2.1911    0.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9320   -1.3480    1.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2190   -1.3103   -1.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4235   -2.1110   -0.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2321   -0.1963   -0.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5664    0.9297   -0.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2515   -1.0287    1.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874    0.1061    2.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3789    2.0495    1.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5754    1.0768    2.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0996    1.9888    1.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2079    1.1621   -0.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7721   -2.1187    1.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2240   -2.5726   -0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8687   -3.1690   -0.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1548   -1.3283   -2.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6297   -0.5073    1.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0889   -0.4478    0.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5414    0.4629    1.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5714   -0.9813    1.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7252    0.6802   -1.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7213   -0.7876   -1.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1723    2.3297   -1.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9510    2.1034   -1.7873 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -10.6298    2.2887    0.5291 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3575    2.5892    0.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9409    1.3500    1.4378 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2530   -0.4721   -1.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4476   -0.8488    0.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5830    0.5463    0.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 28  1  1
 26 27  2  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 32 31  1  6
 32 33  1  0
 32 34  1  0
 32 35  1  0
 21 20  1  0
 20 18  1  0
 18 19  2  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
 21 71  1  1
 22 72  1  0
 22 73  1  0
 23 74  1  0
 24 75  1  0
 24 76  1  0
 30 77  1  0
 30 78  1  0
 31 79  1  0
 31 80  1  0
 33 81  1  0
 33 82  1  0
 33 83  1  0
 34 84  1  0
 34 85  1  0
 34 86  1  0
 35 87  1  0
 35 88  1  0
 35 89  1  0
 17 69  1  0
 17 70  1  0
 16 67  1  0
 16 68  1  0
 15 65  1  0
 15 66  1  0
 14 63  1  0
 14 64  1  0
 13 61  1  0
 13 62  1  0
 12 59  1  0
 12 60  1  0
 11 57  1  0
 11 58  1  0
 10 55  1  0
 10 56  1  0
  9 53  1  0
  9 54  1  0
  8 51  1  0
  8 52  1  0
  7 49  1  0
  7 50  1  0
  6 47  1  0
  6 48  1  0
  5 45  1  0
  5 46  1  0
  4 43  1  0
  4 44  1  0
  3 41  1  0
  3 42  1  0
  2 39  1  0
  2 40  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
M  CHG  2  28  -1  32   1
M  END

PC(0:0/18:0)
  Mrv1652303192020102D          

 36 35  0  0  0  0            999 V2000
   -3.8021    0.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9591    0.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447    0.7720    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1679    0.0575    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.0969    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3824    0.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6679    0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.3555    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1844    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8988    1.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132    0.7721    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.2007    0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2744    1.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3277    0.3596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5095   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2237   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9378   -0.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6519   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3660   -0.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0801   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7943   -0.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5084   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2225   -0.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9366   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6508   -0.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3649   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0790   -0.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7931   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5072   -0.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2214   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9355   -0.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6496   -0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  7  9  1  1  0  0  0
  6  1  1  0  0  0  0
  2  8  1  0  0  0  0
  7 10  1  6  0  0  0
 10 18  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
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 11  3  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
 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
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  CHG  2   5  -1  14   1
M  END
> <DATABASE_ID>
NP0091140

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C26H54NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)34-25(23-28)24-33-35(30,31)32-22-21-27(2,3)4/h25,28H,5-24H2,1-4H3/t25-/m1/s1

> <INCHI_KEY>
IQGPMZRCLCCXAG-RUZDIDTESA-N

> <FORMULA>
C26H54NO7P

> <MOLECULAR_WEIGHT>
523.6832

> <EXACT_MASS>
523.363789599

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
62.3322692018541

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
2.50

> <JCHEM_LOGP>
2.081879806861589

> <ALOGPS_LOGS>
-6.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.579258211672176

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8550617598182955

> <JCHEM_PKA_STRONGEST_BASIC>
-2.983758125699806

> <JCHEM_POLAR_SURFACE_AREA>
105.12

> <JCHEM_REFRACTIVITY>
151.47570000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
26

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.19e-04 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PC(0:0/18:0)                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-MAR-20         0                                  
HETATM    1  O   UNK     0      -7.097   0.673   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      -1.790   0.671   0.000  0.00  0.00           O+0
HETATM    3  P   UNK     0      -0.457   1.441   0.000  0.00  0.00           P+0
HETATM    4  O   UNK     0      -1.227   2.775   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       0.313   0.107   0.000  0.00  0.00           O-1
HETATM    6  C   UNK     0      -5.781   1.440   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.447   0.670   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.113   1.440   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0      -3.677  -0.664   0.000  0.00  0.00           H+0
HETATM   10  O   UNK     0      -5.217  -0.664   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.877   2.211   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.211   1.441   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.544   2.211   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       4.878   1.441   0.000  0.00  0.00           N+1
HETATM   15  C   UNK     0       4.108   0.108   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.112   3.054   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.212   0.671   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.551  -1.434   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -6.551  -2.874   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -7.884  -0.662   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -9.217  -1.434   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -10.550  -0.662   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -11.883  -1.434   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -13.216  -0.662   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -14.549  -1.434   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -15.882  -0.662   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -17.215  -1.434   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -18.548  -0.662   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -19.881  -1.434   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -21.214  -0.662   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -22.547  -1.434   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -23.880  -0.662   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -25.214  -1.434   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -26.547  -0.662   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -27.880  -1.434   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -29.213  -0.662   0.000  0.00  0.00           C+0
CONECT    1    6                                                            
CONECT    2    3    8                                                       
CONECT    3    2    4    5   11                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    7    1                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7    2                                                       
CONECT    9    7                                                            
CONECT   10    7   18                                                       
CONECT   11   12    3                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18   10   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   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   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   70    0
END

View in JSmol

Synonyms

Value	Source
(2R)-3-Hydroxy-2-(stearoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate	HMDB
2-Octadecanoyl-sn-glycero-3-phosphocholine	HMDB
2-Stearoyllysophosphatidylcholine	HMDB
LPC (18:0)	HMDB
PC(0:0/18:0)	HMDB
Stearoyl lysophosphatidylcholine	HMDB
(2R)-3-Hydroxy-2-(stearoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphoric acid	HMDB
1-Hydroxy-2-octadecanoyl-sn-glycero-3-phosphocholine	HMDB
1-Hydroxy-2-stearoyl-sn-glycero-3-phosphocholine	HMDB
Lysophosphatidylcholine	HMDB
2-Stearoyl-glycero-3-phosphocholine	HMDB
LysoPC(18:0)	HMDB
LPC(0:0/18:0)	HMDB
Lysophosphatidylcholine(0:0/18:0)	HMDB
LyPC(0:0/18:0)	HMDB
Lysophosphatidylcholine(18:0)	HMDB
LPC(18:0)	HMDB
LyPC(18:0)	HMDB
2-Octadecanoyl-glycero-3-phosphocholine	HMDB
2-Octadecanoylglycerophosphocholine	HMDB
2-Stearoylglycerophosphocholine	HMDB
LysoPC(0:0/18:0)	Lipid Annotator

Chemical Formula

C₂₆H₅₄NO₇P

Average Mass

523.6832 Da

Monoisotopic Mass

523.36379 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H][C@@](CO)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C26H54NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)34-25(23-28)24-33-35(30,31)32-22-21-27(2,3)4/h25,28H,5-24H2,1-4H3/t25-/m1/s1

InChI Key

IQGPMZRCLCCXAG-RUZDIDTESA-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
Cervus elaphus	LOTUS Database	35616633
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Ferula tenuisecta	LOTUS Database	35616633
Gallus gallus	FooDB	FooDB
Homo sapiens	LOTUS Database	35616633
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
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
Urtica dioica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-2 position, and linked at position 3 to a phosphocholine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

2-acyl-sn-glycero-3-phosphocholines

Alternative Parents

Substituents

2-acyl-sn-glycero-3-phosphocholine
Phosphocholine
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Tetraalkylammonium salt
Quaternary ammonium salt
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Alcohol
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Primary alcohol
Carbonyl group
Organic salt
Amine
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-acyl-sn-glycero-3-phosphocholine (CHEBI:76076 )
lysophosphatidylcholine 18:0 (CHEBI:76076 )
Monoacylglycerophosphocholines (LMGP01050076 )

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	2.5	ALOGPS
logP	2.08	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	105.12 Å²	ChemAxon
Rotatable Bond Count	26	ChemAxon
Refractivity	151.48 m³·mol⁻¹	ChemAxon
Polarizability	62.33 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

HMDB0011128

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB027907

KNApSAcK ID

Not Available

Chemspider ID

24766523

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24779491

PDB ID

Not Available

ChEBI ID

76076

Good Scents ID

Not Available

References

General References

Showing NP-Card for LPC(0:0/18:0) (NP0091140)

MOL for NP0091140 (LPC(0:0/18:0))

3D MOL for NP0091140 (LPC(0:0/18:0))

3D SDF for NP0091140 (LPC(0:0/18:0))

3D-SDF for NP0091140 (LPC(0:0/18:0))

PDB for NP0091140 (LPC(0:0/18:0))

3D PDB for NP0091140 (LPC(0:0/18:0))

SMILES for NP0091140 (LPC(0:0/18:0))

INCHI for NP0091140 (LPC(0:0/18:0))

Structure for NP0091140 (LPC(0:0/18:0))

3D Structure for NP0091140 (LPC(0:0/18:0))