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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-16 03:43:32 UTC

Update Date

2022-03-07 03:17:53 UTC

HMDB ID

HMDB0062322

Secondary Accession Numbers

HMDB62322

Metabolite Identification

Common Name

1-nonadecanoyl-glycero-3-phosphate

Description

PA(19:0/0:0)is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0/0:0), in particular, consists of two nonadecanoyl chain at positions C-1 and C2. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.

Structure

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


  Mrv1652303161704432D          

 31 30  0  0  1  0            999 V2000
   13.0895   -6.7322    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750   -7.1447    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3750   -6.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0895   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8039   -7.1447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5184   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5184   -8.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2329   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9474   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6618   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3763   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0908   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8052   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5197   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2342   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9487   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6631   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3776   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0921   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8065   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5210   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2355   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9499   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6644   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3789   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9461   -7.1447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2316   -7.5572    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.5171   -7.9697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8191   -6.8427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6441   -8.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  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  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
  2 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
 28 30  1  0  0  0  0
 28 31  2  0  0  0  0
M  END

HMDB0062322
     RDKit          3D
1-nonadecanoyl-glycero-3-phosphate
 75 74  0  0  0  0  0  0  0  0999 V2000
   -6.2122   -2.5523    0.5346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3932   -2.3819    1.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9995   -1.0503    1.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5650   -0.3511    0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8799    0.0847   -0.7723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7950    1.0661   -0.6334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5591    0.7489    0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6201    1.9580    0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2168    2.4029   -1.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4976    1.3307   -2.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2325    0.8749   -1.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2385    1.9619   -1.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0028    1.3988   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6719    0.3136   -1.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8615   -0.1932   -0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8457    0.9103   -0.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0852    0.4414    0.4979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9906    1.6545    0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2518    1.3360    1.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3135    1.3382    2.5807 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3482    1.0388    0.6012 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6209    0.7073    1.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7621   -0.5510    1.7959 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0429   -0.4656    2.9720 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2099   -1.7184    0.9938 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8841   -1.8769   -0.2159 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1810   -3.1977   -1.0091 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.9744   -3.7082   -0.2899 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7240   -2.7972   -2.5913 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3023   -4.4727   -1.1369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9658   -3.6719    0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2709   -2.3116   -0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3210   -2.0500    0.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0765   -2.7335    2.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2213   -3.0920    1.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9296   -1.2005    2.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3972   -0.3811    2.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5373   -0.9170    0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0412    0.6251    0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7336    0.5796   -1.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6171   -0.7548   -1.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1859    2.0445   -0.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5536    1.4193   -1.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7321    0.5291    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0016   -0.1348   -0.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2042    2.7801    0.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7751    1.7555    0.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5504    3.3019   -1.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0974    2.8080   -1.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1305    0.4371   -2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2758    1.7479   -3.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982    0.0968   -2.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4386    0.3911   -0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6147    2.7626   -0.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9031    2.3825   -2.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6543    2.2874   -0.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3749    1.0223    0.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333   -0.5620   -1.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0580    0.6279   -2.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3417   -0.9965   -1.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5743   -0.6611    0.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1854    1.2673   -1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3953    1.7186    0.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5516   -0.3658   -0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7948    0.0717    1.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4099    2.4198    1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1947    2.0121   -0.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2513    0.6239    0.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0923    1.5809    1.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8300   -0.7287    2.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5272    0.1088    3.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3119   -2.6751    1.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1515   -1.5848    0.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2627   -1.9291   -2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3359   -4.9020   -0.2457 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  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 27 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 12 55  1  0
 13 56  1  0
 13 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  0
 15 61  1  0
 16 62  1  0
 16 63  1  0
 17 64  1  0
 17 65  1  0
 18 66  1  0
 18 67  1  0
 22 68  1  0
 22 69  1  0
 23 70  1  1
 24 71  1  0
 25 72  1  0
 25 73  1  0
 29 74  1  0
 30 75  1  0
M  END


  Mrv1652303161704432D          

 31 30  0  0  1  0            999 V2000
   13.0895   -6.7322    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750   -7.1447    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3750   -6.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0895   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8039   -7.1447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5184   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5184   -8.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2329   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9474   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6618   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3763   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0908   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8052   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5197   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2342   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9487   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6631   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3776   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0921   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8065   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5210   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2355   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9499   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6644   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3789   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605   -7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9461   -7.1447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2316   -7.5572    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.5171   -7.9697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8191   -6.8427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6441   -8.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  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  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
  2 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
 28 30  1  0  0  0  0
 28 31  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062322

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCC)COP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H45O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22(24)28-19-21(23)20-29-30(25,26)27/h21,23H,2-20H2,1H3,(H2,25,26,27)/t21-/m1/s1

> <INCHI_KEY>
YAERNOYIELLICR-OAQYLSRUSA-N

> <FORMULA>
C22H45O7P

> <MOLECULAR_WEIGHT>
452.569

> <EXACT_MASS>
452.290290787

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
53.668454406042954

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-2-hydroxy-3-(nonadecanoyloxy)propoxy]phosphonic acid

> <ALOGPS_LOGP>
5.42

> <JCHEM_LOGP>
6.292179843333333

> <ALOGPS_LOGS>
-5.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.531115837556447

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.505317785248875

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4039997949880556

> <JCHEM_POLAR_SURFACE_AREA>
113.29000000000002

> <JCHEM_REFRACTIVITY>
118.78339999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.24e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-hydroxy-3-(nonadecanoyloxy)propoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062322
     RDKit          3D
1-nonadecanoyl-glycero-3-phosphate
 75 74  0  0  0  0  0  0  0  0999 V2000
   -6.2122   -2.5523    0.5346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3932   -2.3819    1.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9995   -1.0503    1.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5650   -0.3511    0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8799    0.0847   -0.7723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7950    1.0661   -0.6334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5591    0.7489    0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6201    1.9580    0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2168    2.4029   -1.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4976    1.3307   -2.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2325    0.8749   -1.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2385    1.9619   -1.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0028    1.3988   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6719    0.3136   -1.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8615   -0.1932   -0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8457    0.9103   -0.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0852    0.4414    0.4979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9906    1.6545    0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2518    1.3360    1.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3135    1.3382    2.5807 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3482    1.0388    0.6012 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6209    0.7073    1.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7621   -0.5510    1.7959 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0429   -0.4656    2.9720 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2099   -1.7184    0.9938 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8841   -1.8769   -0.2159 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1810   -3.1977   -1.0091 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.9744   -3.7082   -0.2899 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7240   -2.7972   -2.5913 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3023   -4.4727   -1.1369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9658   -3.6719    0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2709   -2.3116   -0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3210   -2.0500    0.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0765   -2.7335    2.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2213   -3.0920    1.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9296   -1.2005    2.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3972   -0.3811    2.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5373   -0.9170    0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0412    0.6251    0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7336    0.5796   -1.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6171   -0.7548   -1.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1859    2.0445   -0.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5536    1.4193   -1.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7321    0.5291    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0016   -0.1348   -0.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2042    2.7801    0.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7751    1.7555    0.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5504    3.3019   -1.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0974    2.8080   -1.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1305    0.4371   -2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2758    1.7479   -3.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982    0.0968   -2.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4386    0.3911   -0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6147    2.7626   -0.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9031    2.3825   -2.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6543    2.2874   -0.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3749    1.0223    0.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333   -0.5620   -1.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0580    0.6279   -2.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3417   -0.9965   -1.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5743   -0.6611    0.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1854    1.2673   -1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3953    1.7186    0.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5516   -0.3658   -0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7948    0.0717    1.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4099    2.4198    1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1947    2.0121   -0.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2513    0.6239    0.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0923    1.5809    1.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8300   -0.7287    2.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5272    0.1088    3.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3119   -2.6751    1.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1515   -1.5848    0.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2627   -1.9291   -2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3359   -4.9020   -0.2457 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  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 27 30  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  0
 12 55  1  0
 13 56  1  0
 13 57  1  0
 14 58  1  0
 14 59  1  0
 15 60  1  0
 15 61  1  0
 16 62  1  0
 16 63  1  0
 17 64  1  0
 17 65  1  0
 18 66  1  0
 18 67  1  0
 22 68  1  0
 22 69  1  0
 23 70  1  1
 24 71  1  0
 25 72  1  0
 25 73  1  0
 29 74  1  0
 30 75  1  0
M  END

HEADER    PROTEIN                                 16-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAR-17         0                                  
HETATM    1  H   UNK     0      24.434 -12.567   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      23.100 -13.337   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      23.100 -11.797   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      24.434 -14.107   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      25.767 -13.337   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      27.101 -14.107   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      27.101 -15.647   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      28.435 -13.337   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      29.768 -14.107   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      31.102 -13.337   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      32.436 -14.107   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      33.769 -13.337   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      35.103 -14.107   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      36.437 -13.337   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      37.770 -14.107   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      39.104 -13.337   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      40.438 -14.107   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      41.772 -13.337   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      43.105 -14.107   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      44.439 -13.337   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      45.773 -14.107   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      47.106 -13.337   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      48.440 -14.107   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      49.774 -13.337   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      51.107 -14.107   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      21.766 -14.107   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      20.433 -13.337   0.000  0.00  0.00           O+0
HETATM   28  P   UNK     0      19.099 -14.107   0.000  0.00  0.00           P+0
HETATM   29  O   UNK     0      17.765 -14.877   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      18.329 -12.773   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      19.869 -15.440   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   26                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    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                                                       
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                                                            
CONECT   26    2   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30   31                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   60    0
END

COMPND    HMDB0062322
HETATM    1  C1  UNL     1      -6.212  -2.552   0.535  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.393  -2.382   1.393  1.00  0.00           C  
HETATM    3  C3  UNL     1      -8.000  -1.050   1.573  1.00  0.00           C  
HETATM    4  C4  UNL     1      -8.565  -0.351   0.435  1.00  0.00           C  
HETATM    5  C5  UNL     1      -7.880   0.085  -0.772  1.00  0.00           C  
HETATM    6  C6  UNL     1      -6.795   1.066  -0.633  1.00  0.00           C  
HETATM    7  C7  UNL     1      -5.559   0.749   0.090  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.620   1.958   0.090  1.00  0.00           C  
HETATM    9  C9  UNL     1      -4.217   2.403  -1.273  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.498   1.331  -2.057  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.233   0.875  -1.374  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.238   1.962  -1.177  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.003   1.399  -0.467  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.672   0.314  -1.216  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.862  -0.193  -0.451  1.00  0.00           C  
HETATM   16  C16 UNL     1       2.846   0.910  -0.255  1.00  0.00           C  
HETATM   17  C17 UNL     1       4.085   0.441   0.498  1.00  0.00           C  
HETATM   18  C18 UNL     1       4.991   1.655   0.618  1.00  0.00           C  
HETATM   19  C19 UNL     1       6.252   1.336   1.344  1.00  0.00           C  
HETATM   20  O1  UNL     1       6.313   1.338   2.581  1.00  0.00           O  
HETATM   21  O2  UNL     1       7.348   1.039   0.601  1.00  0.00           O  
HETATM   22  C20 UNL     1       8.621   0.707   1.003  1.00  0.00           C  
HETATM   23  C21 UNL     1       8.762  -0.551   1.796  1.00  0.00           C  
HETATM   24  O3  UNL     1       8.043  -0.466   2.972  1.00  0.00           O  
HETATM   25  C22 UNL     1       8.210  -1.718   0.994  1.00  0.00           C  
HETATM   26  O4  UNL     1       8.884  -1.877  -0.216  1.00  0.00           O  
HETATM   27  P1  UNL     1       8.181  -3.198  -1.009  1.00  0.00           P  
HETATM   28  O5  UNL     1       6.974  -3.708  -0.290  1.00  0.00           O  
HETATM   29  O6  UNL     1       7.724  -2.797  -2.591  1.00  0.00           O  
HETATM   30  O7  UNL     1       9.302  -4.473  -1.137  1.00  0.00           O  
HETATM   31  H1  UNL     1      -5.966  -3.672   0.555  1.00  0.00           H  
HETATM   32  H2  UNL     1      -6.271  -2.312  -0.514  1.00  0.00           H  
HETATM   33  H3  UNL     1      -5.321  -2.050   0.986  1.00  0.00           H  
HETATM   34  H4  UNL     1      -7.077  -2.734   2.435  1.00  0.00           H  
HETATM   35  H5  UNL     1      -8.221  -3.092   1.108  1.00  0.00           H  
HETATM   36  H6  UNL     1      -8.930  -1.200   2.293  1.00  0.00           H  
HETATM   37  H7  UNL     1      -7.397  -0.381   2.269  1.00  0.00           H  
HETATM   38  H8  UNL     1      -9.537  -0.917   0.151  1.00  0.00           H  
HETATM   39  H9  UNL     1      -9.041   0.625   0.875  1.00  0.00           H  
HETATM   40  H10 UNL     1      -8.734   0.580  -1.414  1.00  0.00           H  
HETATM   41  H11 UNL     1      -7.617  -0.755  -1.488  1.00  0.00           H  
HETATM   42  H12 UNL     1      -7.186   2.044  -0.173  1.00  0.00           H  
HETATM   43  H13 UNL     1      -6.554   1.419  -1.685  1.00  0.00           H  
HETATM   44  H14 UNL     1      -5.732   0.529   1.142  1.00  0.00           H  
HETATM   45  H15 UNL     1      -5.002  -0.135  -0.343  1.00  0.00           H  
HETATM   46  H16 UNL     1      -5.204   2.780   0.557  1.00  0.00           H  
HETATM   47  H17 UNL     1      -3.775   1.755   0.766  1.00  0.00           H  
HETATM   48  H18 UNL     1      -3.550   3.302  -1.123  1.00  0.00           H  
HETATM   49  H19 UNL     1      -5.097   2.808  -1.801  1.00  0.00           H  
HETATM   50  H20 UNL     1      -4.130   0.437  -2.214  1.00  0.00           H  
HETATM   51  H21 UNL     1      -3.276   1.748  -3.059  1.00  0.00           H  
HETATM   52  H22 UNL     1      -1.798   0.097  -2.035  1.00  0.00           H  
HETATM   53  H23 UNL     1      -2.439   0.391  -0.399  1.00  0.00           H  
HETATM   54  H24 UNL     1      -1.615   2.763  -0.491  1.00  0.00           H  
HETATM   55  H25 UNL     1      -0.903   2.382  -2.156  1.00  0.00           H  
HETATM   56  H26 UNL     1       0.654   2.287  -0.303  1.00  0.00           H  
HETATM   57  H27 UNL     1      -0.375   1.022   0.506  1.00  0.00           H  
HETATM   58  H28 UNL     1      -0.033  -0.562  -1.341  1.00  0.00           H  
HETATM   59  H29 UNL     1       1.058   0.628  -2.214  1.00  0.00           H  
HETATM   60  H30 UNL     1       2.342  -0.996  -1.070  1.00  0.00           H  
HETATM   61  H31 UNL     1       1.574  -0.661   0.518  1.00  0.00           H  
HETATM   62  H32 UNL     1       3.185   1.267  -1.247  1.00  0.00           H  
HETATM   63  H33 UNL     1       2.395   1.719   0.360  1.00  0.00           H  
HETATM   64  H34 UNL     1       4.552  -0.366  -0.070  1.00  0.00           H  
HETATM   65  H35 UNL     1       3.795   0.072   1.498  1.00  0.00           H  
HETATM   66  H36 UNL     1       4.410   2.420   1.197  1.00  0.00           H  
HETATM   67  H37 UNL     1       5.195   2.012  -0.396  1.00  0.00           H  
HETATM   68  H38 UNL     1       9.251   0.624   0.064  1.00  0.00           H  
HETATM   69  H39 UNL     1       9.092   1.581   1.553  1.00  0.00           H  
HETATM   70  H40 UNL     1       9.830  -0.729   2.049  1.00  0.00           H  
HETATM   71  H41 UNL     1       8.527   0.109   3.647  1.00  0.00           H  
HETATM   72  H42 UNL     1       8.312  -2.675   1.549  1.00  0.00           H  
HETATM   73  H43 UNL     1       7.151  -1.585   0.755  1.00  0.00           H  
HETATM   74  H44 UNL     1       7.263  -1.929  -2.579  1.00  0.00           H  
HETATM   75  H45 UNL     1       9.336  -4.902  -0.246  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7   42   43
CONECT    7    8   44   45
CONECT    8    9   46   47
CONECT    9   10   48   49
CONECT   10   11   50   51
CONECT   11   12   52   53
CONECT   12   13   54   55
CONECT   13   14   56   57
CONECT   14   15   58   59
CONECT   15   16   60   61
CONECT   16   17   62   63
CONECT   17   18   64   65
CONECT   18   19   66   67
CONECT   19   20   20   21
CONECT   21   22
CONECT   22   23   68   69
CONECT   23   24   25   70
CONECT   24   71
CONECT   25   26   72   73
CONECT   26   27
CONECT   27   28   28   29   30
CONECT   29   74
CONECT   30   75
END

HMDB0062322
     RDKit          3D
1-nonadecanoyl-glycero-3-phosphate
 75 74  0  0  0  0  0  0  0  0999 V2000
   -6.2122   -2.5523    0.5346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3932   -2.3819    1.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9995   -1.0503    1.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5650   -0.3511    0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8799    0.0847   -0.7723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7950    1.0661   -0.6334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5591    0.7489    0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6201    1.9580    0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2168    2.4029   -1.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4976    1.3307   -2.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2325    0.8749   -1.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2385    1.9619   -1.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0028    1.3988   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6719    0.3136   -1.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8615   -0.1932   -0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8457    0.9103   -0.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0852    0.4414    0.4979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9906    1.6545    0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2518    1.3360    1.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3135    1.3382    2.5807 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3482    1.0388    0.6012 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6209    0.7073    1.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7621   -0.5510    1.7959 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0429   -0.4656    2.9720 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2099   -1.7184    0.9938 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3210   -2.0500    0.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0765   -2.7335    2.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2213   -3.0920    1.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9296   -1.2005    2.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3972   -0.3811    2.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5373   -0.9170    0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0412    0.6251    0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7336    0.5796   -1.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6171   -0.7548   -1.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1859    2.0445   -0.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5536    1.4193   -1.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7321    0.5291    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0016   -0.1348   -0.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2042    2.7801    0.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7751    1.7555    0.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5504    3.3019   -1.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0974    2.8080   -1.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1305    0.4371   -2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2758    1.7479   -3.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982    0.0968   -2.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4386    0.3911   -0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6147    2.7626   -0.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9031    2.3825   -2.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6543    2.2874   -0.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3749    1.0223    0.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333   -0.5620   -1.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0580    0.6279   -2.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3417   -0.9965   -1.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5743   -0.6611    0.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1854    1.2673   -1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3953    1.7186    0.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5516   -0.3658   -0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7948    0.0717    1.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4099    2.4198    1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1947    2.0121   -0.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2513    0.6239    0.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0923    1.5809    1.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8300   -0.7287    2.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5272    0.1088    3.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3119   -2.6751    1.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1515   -1.5848    0.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2627   -1.9291   -2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3359   -4.9020   -0.2457 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
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  9 10  1  0
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  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
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 11 52  1  0
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 12 54  1  0
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 13 56  1  0
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 15 60  1  0
 15 61  1  0
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 18 66  1  0
 18 67  1  0
 22 68  1  0
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 23 70  1  1
 24 71  1  0
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 29 74  1  0
 30 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Nonadecanoyl-glycero-3-phosphoric acid	Generator

Chemical Formula

C₂₂H₄₅O₇P

Average Molecular Weight

452.569

Monoisotopic Molecular Weight

452.290290787

IUPAC Name

[(2R)-2-hydroxy-3-(nonadecanoyloxy)propoxy]phosphonic acid

Traditional Name

(2R)-2-hydroxy-3-(nonadecanoyloxy)propoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCC)COP(O)(O)=O

InChI Identifier

InChI=1S/C22H45O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22(24)28-19-21(23)20-29-30(25,26)27/h21,23H,2-20H2,1H3,(H2,25,26,27)/t21-/m1/s1

InChI Key

YAERNOYIELLICR-OAQYLSRUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-acylglycerol-3-phosphates. These are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphates

Direct Parent

1-acylglycerol-3-phosphates

Alternative Parents

Substituents

1-acylglycerol-3-phosphate
Fatty acid ester
Monoalkyl phosphate
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Monoacylglycerophosphates (LMGP10050034 )

Ontology

Not Available

Not Available

Not Available

Not Available

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	6.292179843333333	ChemAxon

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.42	ALOGPS
logP	6.29	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	118.78 m³·mol⁻¹	ChemAxon
Polarizability	53.67 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
DarkChem	[M+H]+	216.157	31661259
DarkChem	[M-H]-	214.735	31661259
DeepCCS	[M+H]+	195.979	30932474
DeepCCS	[M-H]-	193.621	30932474
DeepCCS	[M-2H]-	226.615	30932474
DeepCCS	[M+Na]+	202.072	30932474
AllCCS	[M+H]+	219.6	32859911
AllCCS	[M+H-H2O]+	217.8	32859911
AllCCS	[M+NH4]+	221.3	32859911
AllCCS	[M+Na]+	221.8	32859911
AllCCS	[M-H]-	211.5	32859911
AllCCS	[M+Na-2H]-	213.9	32859911
AllCCS	[M+HCOO]-	216.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-nonadecanoyl-glycero-3-phosphate	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCC)COP(O)(O)=O	3758.6	Standard polar	33892256
1-nonadecanoyl-glycero-3-phosphate	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCC)COP(O)(O)=O	3010.0	Standard non polar	33892256
1-nonadecanoyl-glycero-3-phosphate	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCC)COP(O)(O)=O	3416.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-nonadecanoyl-glycero-3-phosphate,1TMS,isomer #1	CCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O)O[Si](C)(C)C	3370.3	Semi standard non polar	33892256
1-nonadecanoyl-glycero-3-phosphate,1TMS,isomer #2	CCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C	3371.4	Semi standard non polar	33892256
1-nonadecanoyl-glycero-3-phosphate,2TMS,isomer #1	CCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	3383.3	Semi standard non polar	33892256
1-nonadecanoyl-glycero-3-phosphate,2TMS,isomer #1	CCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	3214.5	Standard non polar	33892256
1-nonadecanoyl-glycero-3-phosphate,2TMS,isomer #1	CCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	4080.7	Standard polar	33892256
1-nonadecanoyl-glycero-3-phosphate,2TMS,isomer #2	CCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3386.7	Semi standard non polar	33892256
1-nonadecanoyl-glycero-3-phosphate,2TMS,isomer #2	CCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3232.4	Standard non polar	33892256
1-nonadecanoyl-glycero-3-phosphate,2TMS,isomer #2	CCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3744.9	Standard polar	33892256
1-nonadecanoyl-glycero-3-phosphate,3TMS,isomer #1	CCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3405.8	Semi standard non polar	33892256
1-nonadecanoyl-glycero-3-phosphate,3TMS,isomer #1	CCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3245.6	Standard non polar	33892256
1-nonadecanoyl-glycero-3-phosphate,3TMS,isomer #1	CCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3538.1	Standard polar	33892256
1-nonadecanoyl-glycero-3-phosphate,1TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C	3629.5	Semi standard non polar	33892256
1-nonadecanoyl-glycero-3-phosphate,1TBDMS,isomer #2	CCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C	3617.8	Semi standard non polar	33892256
1-nonadecanoyl-glycero-3-phosphate,2TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3878.6	Semi standard non polar	33892256
1-nonadecanoyl-glycero-3-phosphate,2TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3495.0	Standard non polar	33892256
1-nonadecanoyl-glycero-3-phosphate,2TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4125.8	Standard polar	33892256
1-nonadecanoyl-glycero-3-phosphate,2TBDMS,isomer #2	CCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3855.6	Semi standard non polar	33892256
1-nonadecanoyl-glycero-3-phosphate,2TBDMS,isomer #2	CCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3482.7	Standard non polar	33892256
1-nonadecanoyl-glycero-3-phosphate,2TBDMS,isomer #2	CCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3887.5	Standard polar	33892256
1-nonadecanoyl-glycero-3-phosphate,3TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=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	4113.2	Semi standard non polar	33892256
1-nonadecanoyl-glycero-3-phosphate,3TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=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	3612.1	Standard non polar	33892256
1-nonadecanoyl-glycero-3-phosphate,3TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=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	3732.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-nonadecanoyl-glycero-3-phosphate GC-MS (1 TMS) - 70eV, Positive	splash10-01ot-9440000000-45b1869c74a00846ccbf	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-nonadecanoyl-glycero-3-phosphate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-nonadecanoyl-glycero-3-phosphate 10V, Positive-QTOF	splash10-0udi-0000900000-5988a96aed19ece05c55	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-nonadecanoyl-glycero-3-phosphate 20V, Positive-QTOF	splash10-0udi-0000900000-5988a96aed19ece05c55	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-nonadecanoyl-glycero-3-phosphate 40V, Positive-QTOF	splash10-00ei-0950700000-d55bf3426b66d5bbf7f0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-nonadecanoyl-glycero-3-phosphate 10V, Negative-QTOF	splash10-0udi-0000900000-534a35a1a7b63767450b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-nonadecanoyl-glycero-3-phosphate 20V, Negative-QTOF	splash10-0udi-0000900000-534a35a1a7b63767450b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-nonadecanoyl-glycero-3-phosphate 40V, Negative-QTOF	splash10-0udj-2950600000-460a762dc9a1ac1365ac	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44575059

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

Moritz A, De Graan PN, Gispen WH, Wirtz KW: Phosphatidic acid is a specific activator of phosphatidylinositol-4-phosphate kinase. J Biol Chem. 1992 Apr 15;267(11):7207-10. [PubMed:1313792 ]
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 ]
Moolenaar WH, Kruijer W, Tilly BC, Verlaan I, Bierman AJ, de Laat SW: Growth factor-like action of phosphatidic acid. Nature. 1986 Sep 11-17;323(6084):171-3. [PubMed:3748188 ]
Yang CY, Frohman MA: Mitochondria: signaling with phosphatidic acid. Int J Biochem Cell Biol. 2012 Aug;44(8):1346-50. doi: 10.1016/j.biocel.2012.05.006. Epub 2012 May 15. [PubMed:22609101 ]
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-nonadecanoyl-glycero-3-phosphate (HMDB0062322)

MOL for HMDB0062322 (1-nonadecanoyl-glycero-3-phosphate)

3D MOL for HMDB0062322 (1-nonadecanoyl-glycero-3-phosphate)

3D SDF for HMDB0062322 (1-nonadecanoyl-glycero-3-phosphate)

3D-SDF for HMDB0062322 (1-nonadecanoyl-glycero-3-phosphate)

PDB for HMDB0062322 (1-nonadecanoyl-glycero-3-phosphate)

3D PDB for HMDB0062322 (1-nonadecanoyl-glycero-3-phosphate)

SMILES for HMDB0062322 (1-nonadecanoyl-glycero-3-phosphate)

INCHI for HMDB0062322 (1-nonadecanoyl-glycero-3-phosphate)

Structure for HMDB0062322 (1-nonadecanoyl-glycero-3-phosphate)

3D Structure for HMDB0062322 (1-nonadecanoyl-glycero-3-phosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra