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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (61) Show 61 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-09-09 03:59:23 UTC

Update Date

2022-11-30 19:26:06 UTC

HMDB ID

HMDB0115236

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PA(21:0/8:0)

Description

PA(21:0/8:0) 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(21:0/8:0), in particular, consists of one chain of heneicosylic acid at the C-1 position and one chain of caprylic acid at the C-2 position. 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

PA(21:0/8:0)
  Mrv1652309161706132D          

 42 41  0  0  1  0            999 V2000
   -0.1691    0.3607    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8792    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5896    0.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2414   -0.3494    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5796   -0.3494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5412    0.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2514    0.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0097    0.3436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620    0.6480    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.9002    0.0209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620    1.3958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2996    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2996    1.5409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0137    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7278    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4419    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1560    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8701    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5843    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2984    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0125    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7266    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4407    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1549    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8690    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5831    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2972    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0113    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7254    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4395    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.1537    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.8678    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.5819    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3235   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3235   -1.5406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0376   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7517   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4659   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1800   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8941   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6082   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3223   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  4  1  1  0  0  0
  2  3  1  0  0  0  0
  3 12  1  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  9  7  1  0  0  0  0
 12 13  2  0  0  0  0
 12 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
 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
 34  5  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END

HMDB0115236
     RDKit          3D
PA(21:0/8:0)
104103  0  0  0  0  0  0  0  0999 V2000
   13.4743   -2.1827   -1.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7737   -0.9074   -1.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6434   -0.0075   -0.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8314    0.5513   -1.7831 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0179   -0.3460   -2.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9548   -1.1007   -1.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9577   -0.1696   -1.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2331    0.7259   -2.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3456    1.7220   -1.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2054    1.4179   -0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4718    0.7901    0.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1844    0.5724    1.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2035   -0.3088    0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9736   -0.5742    1.6306 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2304    0.6789    2.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0468    0.3247    2.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0923   -0.5624    2.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4789    0.0878    0.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2205    1.3661    1.2898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3601    1.2052    2.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3924    0.3122    1.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3128   -0.1046    0.4482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4980   -0.1064    2.3574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5144   -0.9362    1.8671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2356   -0.2617    0.7569 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7779    1.0534    1.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7261    0.7258    2.2923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4018    2.1065    2.9796 P   0  0  0  0  0  5  0  0  0  0  0  0
   -9.9020    2.1543    2.7471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1618    2.1041    4.6589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6800    3.4567    2.2529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2784   -1.0350    0.2052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2813   -1.3271   -1.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3586   -0.9114   -1.8911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3650   -2.1405   -1.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3151   -1.1931   -2.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9240   -0.2040   -1.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7196   -0.8298   -0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9191   -1.6096   -0.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0418   -0.8495   -1.3899 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8180   -0.1842   -2.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7060   -2.1295   -2.8209 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1725   -3.0154   -1.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4800   -2.5780   -1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3397   -1.2091   -0.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6012   -0.3468   -1.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1102    0.8928   -0.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0180   -0.4504    0.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2507    1.4416   -1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5735    1.0503   -2.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5628    0.2705   -3.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6517   -1.0744   -3.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4059   -1.7346   -2.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3941   -1.7339   -1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3648    0.3257   -0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1872   -0.9440   -0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9790    1.3135   -2.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6426    0.1168   -2.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9736    2.5282   -0.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9639    2.3647   -2.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7110    2.4234   -0.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3620    0.8985   -1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0553    1.5676    1.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9773   -0.1586    0.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6962    1.5544    1.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4966    0.0679    2.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8157    0.1667   -0.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6345   -1.2803    0.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2362   -1.1875    2.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2974   -1.2337    1.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8651    1.2422    1.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9371    1.3248    2.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3729   -0.0913    3.8693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5616    1.3042    3.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -1.5424    1.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7108   -0.8573    2.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1052   -0.6300    0.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3464    0.3517    0.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5199    2.1187    1.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6627    1.7484    0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0667    0.8723    3.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7758    2.2440    2.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0307   -1.8935    1.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1937   -1.1707    2.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5365   -0.0032   -0.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9447    1.5640    1.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1978    1.6082    0.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6855    1.2857    4.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8399    3.6895    2.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8910   -2.7582   -2.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9085   -2.7249   -1.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7543   -0.6379   -3.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0614   -1.8143   -3.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0173    0.2581   -1.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4447    0.5711   -2.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0635    0.0215    0.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0445   -1.4067    0.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6499   -2.5159   -1.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2806   -2.0782    0.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4182   -0.0541   -0.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9759   -1.5035   -1.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6441    0.9144   -2.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0344   -0.6483   -3.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7717   -0.3081   -3.2955 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
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 13 14  1  0
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 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
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 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 28 31  1  0
 25 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
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 20 82  1  0
 24 83  1  0
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 25 85  1  6
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 30 88  1  0
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 35 90  1  0
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 37 95  1  0
 38 96  1  0
 38 97  1  0
 39 98  1  0
 39 99  1  0
 40100  1  0
 40101  1  0
 41102  1  0
 41103  1  0
 41104  1  0
M  END

PA(21:0/8:0)
  Mrv1652309161706132D          

 42 41  0  0  1  0            999 V2000
   -0.1691    0.3607    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8792    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5896    0.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2414   -0.3494    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5796   -0.3494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5412    0.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2514    0.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0097    0.3436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620    0.6480    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.9002    0.0209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620    1.3958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2996    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2996    1.5409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0137    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7278    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4419    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8941   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6082   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3223   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  4  1  1  0  0  0
  2  3  1  0  0  0  0
  3 12  1  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  9  7  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
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 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
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 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
 34  5  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0115236

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C32H63O8P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-19-20-21-23-24-26-31(33)38-28-30(29-39-41(35,36)37)40-32(34)27-25-22-8-6-4-2/h30H,3-29H2,1-2H3,(H2,35,36,37)/t30-/m1/s1

> <INCHI_KEY>
YHBGAOGPSUNCRP-SSEXGKCCSA-N

> <FORMULA>
C32H63O8P

> <MOLECULAR_WEIGHT>
606.822

> <EXACT_MASS>
606.426055987

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
104

> <JCHEM_AVERAGE_POLARIZABILITY>
74.52029473971189

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-3-(henicosanoyloxy)-2-(octanoyloxy)propoxy]phosphonic acid

> <ALOGPS_LOGP>
8.01

> <JCHEM_LOGP>
10.545821755666665

> <ALOGPS_LOGS>
-6.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.343234649149876

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3174060830586427

> <JCHEM_PKA_STRONGEST_BASIC>
-6.744159310865117

> <JCHEM_POLAR_SURFACE_AREA>
119.35999999999999

> <JCHEM_REFRACTIVITY>
164.76880000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
33

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.78e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-(henicosanoyloxy)-2-(octanoyloxy)propoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0115236
     RDKit          3D
PA(21:0/8:0)
104103  0  0  0  0  0  0  0  0999 V2000
   13.4743   -2.1827   -1.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7737   -0.9074   -1.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6434   -0.0075   -0.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8314    0.5513   -1.7831 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0179   -0.3460   -2.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1 44  1  0
  2 45  1  0
  2 46  1  0
  3 47  1  0
  3 48  1  0
  4 49  1  0
  4 50  1  0
  5 51  1  0
  5 52  1  0
  6 53  1  0
  6 54  1  0
  7 55  1  0
  7 56  1  0
  8 57  1  0
  8 58  1  0
  9 59  1  0
  9 60  1  0
 10 61  1  0
 10 62  1  0
 11 63  1  0
 11 64  1  0
 12 65  1  0
 12 66  1  0
 13 67  1  0
 13 68  1  0
 14 69  1  0
 14 70  1  0
 15 71  1  0
 15 72  1  0
 16 73  1  0
 16 74  1  0
 17 75  1  0
 17 76  1  0
 18 77  1  0
 18 78  1  0
 19 79  1  0
 19 80  1  0
 20 81  1  0
 20 82  1  0
 24 83  1  0
 24 84  1  0
 25 85  1  6
 26 86  1  0
 26 87  1  0
 30 88  1  0
 31 89  1  0
 35 90  1  0
 35 91  1  0
 36 92  1  0
 36 93  1  0
 37 94  1  0
 37 95  1  0
 38 96  1  0
 38 97  1  0
 39 98  1  0
 39 99  1  0
 40100  1  0
 40101  1  0
 41102  1  0
 41103  1  0
 41104  1  0
M  END

HEADER    PROTEIN                                 16-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PA(21:0/8:0)                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-SEP-17         0                                  
HETATM    1  C   UNK     0      -0.316   0.673   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.641   1.436   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.967   0.673   0.000  0.00  0.00           O+0
HETATM    4  H   UNK     0       0.451  -0.652   0.000  0.00  0.00           H+0
HETATM    5  O   UNK     0      -1.082  -0.652   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.010   1.439   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.336   0.673   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       5.618   0.641   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0       4.222   1.210   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0       3.547   0.039   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.222   2.605   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.293   1.436   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.293   2.876   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -5.626   0.665   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.959   1.436   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.292   0.665   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -9.625   1.436   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -10.958   0.665   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -12.291   1.436   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -13.624   0.665   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -14.957   1.436   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -16.290   0.665   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -17.623   1.436   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -18.956   0.665   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -20.289   1.436   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -21.622   0.665   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -22.955   1.436   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -24.288   0.665   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -25.621   1.436   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -26.954   0.665   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -28.287   1.436   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -29.620   0.665   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -30.953   1.436   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.471  -1.436   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -2.471  -2.876   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -3.804  -0.665   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -5.137  -1.436   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -6.470  -0.665   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -7.803  -1.436   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -9.136  -0.665   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -10.469  -1.436   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -11.802  -0.665   0.000  0.00  0.00           C+0
CONECT    1    2    5    4    6                                             
CONECT    2    1    3                                                       
CONECT    3    2   12                                                       
CONECT    4    1                                                            
CONECT    5    1   34                                                       
CONECT    6    1    7                                                       
CONECT    7    6    9                                                       
CONECT    8    9                                                            
CONECT    9    8   10   11    7                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    3   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   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   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                                                            
CONECT   34    5   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   82    0
END

COMPND    HMDB0115236
HETATM    1  C1  UNL     1      13.474  -2.183  -1.722  1.00  0.00           C  
HETATM    2  C2  UNL     1      13.774  -0.907  -1.010  1.00  0.00           C  
HETATM    3  C3  UNL     1      12.643  -0.007  -0.690  1.00  0.00           C  
HETATM    4  C4  UNL     1      11.831   0.551  -1.783  1.00  0.00           C  
HETATM    5  C5  UNL     1      11.018  -0.346  -2.630  1.00  0.00           C  
HETATM    6  C6  UNL     1       9.955  -1.101  -1.881  1.00  0.00           C  
HETATM    7  C7  UNL     1       8.958  -0.170  -1.177  1.00  0.00           C  
HETATM    8  C8  UNL     1       8.233   0.726  -2.093  1.00  0.00           C  
HETATM    9  C9  UNL     1       7.346   1.722  -1.502  1.00  0.00           C  
HETATM   10  C10 UNL     1       6.205   1.418  -0.639  1.00  0.00           C  
HETATM   11  C11 UNL     1       6.472   0.790   0.681  1.00  0.00           C  
HETATM   12  C12 UNL     1       5.184   0.572   1.505  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.203  -0.309   0.787  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.974  -0.574   1.631  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.230   0.679   2.019  1.00  0.00           C  
HETATM   16  C16 UNL     1       1.047   0.325   2.878  1.00  0.00           C  
HETATM   17  C17 UNL     1       0.092  -0.562   2.179  1.00  0.00           C  
HETATM   18  C18 UNL     1      -0.479   0.088   0.961  1.00  0.00           C  
HETATM   19  C19 UNL     1      -1.220   1.366   1.290  1.00  0.00           C  
HETATM   20  C20 UNL     1      -2.360   1.205   2.227  1.00  0.00           C  
HETATM   21  C21 UNL     1      -3.392   0.312   1.632  1.00  0.00           C  
HETATM   22  O1  UNL     1      -3.313  -0.105   0.448  1.00  0.00           O  
HETATM   23  O2  UNL     1      -4.498  -0.106   2.357  1.00  0.00           O  
HETATM   24  C22 UNL     1      -5.514  -0.936   1.867  1.00  0.00           C  
HETATM   25  C23 UNL     1      -6.236  -0.262   0.757  1.00  0.00           C  
HETATM   26  C24 UNL     1      -6.778   1.053   1.311  1.00  0.00           C  
HETATM   27  O3  UNL     1      -7.726   0.726   2.292  1.00  0.00           O  
HETATM   28  P1  UNL     1      -8.402   2.106   2.980  1.00  0.00           P  
HETATM   29  O4  UNL     1      -9.902   2.154   2.747  1.00  0.00           O  
HETATM   30  O5  UNL     1      -8.162   2.104   4.659  1.00  0.00           O  
HETATM   31  O6  UNL     1      -7.680   3.457   2.253  1.00  0.00           O  
HETATM   32  O7  UNL     1      -7.278  -1.035   0.205  1.00  0.00           O  
HETATM   33  C25 UNL     1      -7.281  -1.327  -1.145  1.00  0.00           C  
HETATM   34  O8  UNL     1      -6.359  -0.911  -1.891  1.00  0.00           O  
HETATM   35  C26 UNL     1      -8.365  -2.141  -1.783  1.00  0.00           C  
HETATM   36  C27 UNL     1      -9.315  -1.193  -2.527  1.00  0.00           C  
HETATM   37  C28 UNL     1      -9.924  -0.204  -1.554  1.00  0.00           C  
HETATM   38  C29 UNL     1     -10.720  -0.830  -0.482  1.00  0.00           C  
HETATM   39  C30 UNL     1     -11.919  -1.610  -0.810  1.00  0.00           C  
HETATM   40  C31 UNL     1     -13.042  -0.850  -1.390  1.00  0.00           C  
HETATM   41  C32 UNL     1     -12.818  -0.184  -2.680  1.00  0.00           C  
HETATM   42  H1  UNL     1      13.706  -2.129  -2.821  1.00  0.00           H  
HETATM   43  H2  UNL     1      14.172  -3.015  -1.371  1.00  0.00           H  
HETATM   44  H3  UNL     1      12.480  -2.578  -1.531  1.00  0.00           H  
HETATM   45  H4  UNL     1      14.340  -1.209  -0.061  1.00  0.00           H  
HETATM   46  H5  UNL     1      14.601  -0.347  -1.570  1.00  0.00           H  
HETATM   47  H6  UNL     1      13.110   0.893  -0.158  1.00  0.00           H  
HETATM   48  H7  UNL     1      12.018  -0.450   0.139  1.00  0.00           H  
HETATM   49  H8  UNL     1      11.251   1.442  -1.411  1.00  0.00           H  
HETATM   50  H9  UNL     1      12.574   1.050  -2.501  1.00  0.00           H  
HETATM   51  H10 UNL     1      10.563   0.270  -3.451  1.00  0.00           H  
HETATM   52  H11 UNL     1      11.652  -1.074  -3.151  1.00  0.00           H  
HETATM   53  H12 UNL     1       9.406  -1.735  -2.594  1.00  0.00           H  
HETATM   54  H13 UNL     1      10.394  -1.734  -1.117  1.00  0.00           H  
HETATM   55  H14 UNL     1       9.365   0.326  -0.313  1.00  0.00           H  
HETATM   56  H15 UNL     1       8.187  -0.944  -0.818  1.00  0.00           H  
HETATM   57  H16 UNL     1       8.979   1.314  -2.739  1.00  0.00           H  
HETATM   58  H17 UNL     1       7.643   0.117  -2.857  1.00  0.00           H  
HETATM   59  H18 UNL     1       7.974   2.528  -0.959  1.00  0.00           H  
HETATM   60  H19 UNL     1       6.964   2.365  -2.382  1.00  0.00           H  
HETATM   61  H20 UNL     1       5.711   2.423  -0.394  1.00  0.00           H  
HETATM   62  H21 UNL     1       5.362   0.899  -1.188  1.00  0.00           H  
HETATM   63  H22 UNL     1       7.055   1.568   1.283  1.00  0.00           H  
HETATM   64  H23 UNL     1       6.977  -0.159   0.724  1.00  0.00           H  
HETATM   65  H24 UNL     1       4.696   1.554   1.688  1.00  0.00           H  
HETATM   66  H25 UNL     1       5.497   0.068   2.442  1.00  0.00           H  
HETATM   67  H26 UNL     1       3.816   0.167  -0.146  1.00  0.00           H  
HETATM   68  H27 UNL     1       4.635  -1.280   0.479  1.00  0.00           H  
HETATM   69  H28 UNL     1       3.236  -1.187   2.510  1.00  0.00           H  
HETATM   70  H29 UNL     1       2.297  -1.234   1.015  1.00  0.00           H  
HETATM   71  H30 UNL     1       1.865   1.242   1.140  1.00  0.00           H  
HETATM   72  H31 UNL     1       2.937   1.325   2.614  1.00  0.00           H  
HETATM   73  H32 UNL     1       1.373  -0.091   3.869  1.00  0.00           H  
HETATM   74  H33 UNL     1       0.562   1.304   3.170  1.00  0.00           H  
HETATM   75  H34 UNL     1       0.530  -1.542   1.872  1.00  0.00           H  
HETATM   76  H35 UNL     1      -0.711  -0.857   2.910  1.00  0.00           H  
HETATM   77  H36 UNL     1      -1.105  -0.630   0.360  1.00  0.00           H  
HETATM   78  H37 UNL     1       0.346   0.352   0.275  1.00  0.00           H  
HETATM   79  H38 UNL     1      -0.520   2.119   1.657  1.00  0.00           H  
HETATM   80  H39 UNL     1      -1.663   1.748   0.319  1.00  0.00           H  
HETATM   81  H40 UNL     1      -2.067   0.872   3.243  1.00  0.00           H  
HETATM   82  H41 UNL     1      -2.776   2.244   2.392  1.00  0.00           H  
HETATM   83  H42 UNL     1      -5.031  -1.894   1.569  1.00  0.00           H  
HETATM   84  H43 UNL     1      -6.194  -1.171   2.725  1.00  0.00           H  
HETATM   85  H44 UNL     1      -5.537  -0.003  -0.053  1.00  0.00           H  
HETATM   86  H45 UNL     1      -5.945   1.564   1.838  1.00  0.00           H  
HETATM   87  H46 UNL     1      -7.198   1.608   0.472  1.00  0.00           H  
HETATM   88  H47 UNL     1      -7.685   1.286   4.977  1.00  0.00           H  
HETATM   89  H48 UNL     1      -6.840   3.689   2.750  1.00  0.00           H  
HETATM   90  H49 UNL     1      -7.891  -2.758  -2.556  1.00  0.00           H  
HETATM   91  H50 UNL     1      -8.908  -2.725  -1.032  1.00  0.00           H  
HETATM   92  H51 UNL     1      -8.754  -0.638  -3.275  1.00  0.00           H  
HETATM   93  H52 UNL     1     -10.061  -1.814  -3.034  1.00  0.00           H  
HETATM   94  H53 UNL     1      -9.017   0.258  -1.035  1.00  0.00           H  
HETATM   95  H54 UNL     1     -10.445   0.571  -2.087  1.00  0.00           H  
HETATM   96  H55 UNL     1     -11.064   0.021   0.196  1.00  0.00           H  
HETATM   97  H56 UNL     1     -10.044  -1.407   0.232  1.00  0.00           H  
HETATM   98  H57 UNL     1     -11.650  -2.516  -1.427  1.00  0.00           H  
HETATM   99  H58 UNL     1     -12.281  -2.078   0.174  1.00  0.00           H  
HETATM  100  H59 UNL     1     -13.418  -0.054  -0.656  1.00  0.00           H  
HETATM  101  H60 UNL     1     -13.976  -1.503  -1.482  1.00  0.00           H  
HETATM  102  H61 UNL     1     -12.644   0.914  -2.555  1.00  0.00           H  
HETATM  103  H62 UNL     1     -12.034  -0.648  -3.292  1.00  0.00           H  
HETATM  104  H63 UNL     1     -13.772  -0.308  -3.296  1.00  0.00           H  
CONECT    1    2   42   43   44
CONECT    2    3   45   46
CONECT    3    4   47   48
CONECT    4    5   49   50
CONECT    5    6   51   52
CONECT    6    7   53   54
CONECT    7    8   55   56
CONECT    8    9   57   58
CONECT    9   10   59   60
CONECT   10   11   61   62
CONECT   11   12   63   64
CONECT   12   13   65   66
CONECT   13   14   67   68
CONECT   14   15   69   70
CONECT   15   16   71   72
CONECT   16   17   73   74
CONECT   17   18   75   76
CONECT   18   19   77   78
CONECT   19   20   79   80
CONECT   20   21   81   82
CONECT   21   22   22   23
CONECT   23   24
CONECT   24   25   83   84
CONECT   25   26   32   85
CONECT   26   27   86   87
CONECT   27   28
CONECT   28   29   29   30   31
CONECT   30   88
CONECT   31   89
CONECT   32   33
CONECT   33   34   34   35
CONECT   35   36   90   91
CONECT   36   37   92   93
CONECT   37   38   94   95
CONECT   38   39   96   97
CONECT   39   40   98   99
CONECT   40   41  100  101
CONECT   41  102  103  104
END

HMDB0115236
     RDKit          3D
PA(21:0/8:0)
104103  0  0  0  0  0  0  0  0999 V2000
   13.4743   -2.1827   -1.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7737   -0.9074   -1.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6434   -0.0075   -0.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8314    0.5513   -1.7831 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0179   -0.3460   -2.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9548   -1.1007   -1.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9577   -0.1696   -1.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2331    0.7259   -2.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3456    1.7220   -1.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2054    1.4179   -0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4718    0.7901    0.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1844    0.5724    1.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2035   -0.3088    0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9736   -0.5742    1.6306 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2304    0.6789    2.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0468    0.3247    2.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0923   -0.5624    2.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2205    1.3661    1.2898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3601    1.2052    2.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3924    0.3122    1.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3128   -0.1046    0.4482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4980   -0.1064    2.3574 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.7261    0.7258    2.2923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4018    2.1065    2.9796 P   0  0  0  0  0  5  0  0  0  0  0  0
   -9.9020    2.1543    2.7471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1618    2.1041    4.6589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6800    3.4567    2.2529 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.3586   -0.9114   -1.8911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3650   -2.1405   -1.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3151   -1.1931   -2.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9240   -0.2040   -1.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7196   -0.8298   -0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.0180   -0.4504    0.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2507    1.4416   -1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
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   10.3941   -1.7339   -1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3648    0.3257   -0.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.9790    1.3135   -2.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6426    0.1168   -2.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9736    2.5282   -0.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9639    2.3647   -2.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7110    2.4234   -0.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0553    1.5676    1.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9773   -0.1586    0.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6962    1.5544    1.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4966    0.0679    2.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3729   -0.0913    3.8693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5616    1.3042    3.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0667    0.8723    3.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-heneicosyloyl-2-capryloyl-sn-glycero-3-phosphate	SMPDB, HMDB
1-heneicosyloyl-2-capryloyl-sn-phosphatidic acid	SMPDB, HMDB
PA(29:0)	SMPDB, HMDB
Phosphatidic acid(21:0/8:0)	SMPDB, HMDB
Phosphatidic acid(29:0)	SMPDB, HMDB
Phosphatidate(21:0/8:0)	SMPDB, HMDB
Phosphatidate(29:0)	SMPDB, HMDB
PA(21:0/8:0)	SMPDB
[(2R)-3-(Henicosanoyloxy)-2-(octanoyloxy)propoxy]phosphonate	Generator, HMDB

Chemical Formula

C₃₂H₆₃O₈P

Average Molecular Weight

606.822

Monoisotopic Molecular Weight

606.426055987

IUPAC Name

[(2R)-3-(henicosanoyloxy)-2-(octanoyloxy)propoxy]phosphonic acid

Traditional Name

(2R)-3-(henicosanoyloxy)-2-(octanoyloxy)propoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC

InChI Identifier

InChI=1S/C32H63O8P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-19-20-21-23-24-26-31(33)38-28-30(29-39-41(35,36)37)40-32(34)27-25-22-8-6-4-2/h30H,3-29H2,1-2H3,(H2,35,36,37)/t30-/m1/s1

InChI Key

YHBGAOGPSUNCRP-SSEXGKCCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2-diacylglycerol-3-phosphates. These are glycerol-3-phosphates in which the glycerol moiety is bonded to two aliphatic chains through ester linkages.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphates

Direct Parent

1,2-diacylglycerol-3-phosphates

Alternative Parents

Substituents

1,2-diacylglycerol-3-phosphate
Fatty acid ester
Monoalkyl phosphate
Dicarboxylic acid or derivatives
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Carboxylic acid ester
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Not Available

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/13:0) (PathBank: SMP0026326)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/12:0) (PathBank: SMP0026331)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/16:0) (PathBank: SMP0026334)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/10:0) (PathBank: SMP0026336)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/22:0) (PathBank: SMP0026343)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/14:0) (PathBank: SMP0026368)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/19:0) (PathBank: SMP0026377)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/17:0) (PathBank: SMP0026384)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/20:0) (PathBank: SMP0026387)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/18:0) (PathBank: SMP0026388)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/8:0) (PathBank: SMP0026389)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/15:0) (PathBank: SMP0026391)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/a-13:0) (PathBank: SMP0035501)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/a-15:0) (PathBank: SMP0035502)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/a-17:0) (PathBank: SMP0035503)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/a-21:0) (PathBank: SMP0035504)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/a-25:0) (PathBank: SMP0035505)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/i-12:0) (PathBank: SMP0035506)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/i-13:0) (PathBank: SMP0035507)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/i-14:0) (PathBank: SMP0035508)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/i-15:0) (PathBank: SMP0035509)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/i-16:0) (PathBank: SMP0035510)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/i-17:0) (PathBank: SMP0035511)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/i-18:0) (PathBank: SMP0035512)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/i-19:0) (PathBank: SMP0035513)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/i-20:0) (PathBank: SMP0035514)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/i-21:0) (PathBank: SMP0035515)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/i-22:0) (PathBank: SMP0035516)
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/i-24:0) (PathBank: SMP0035517)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	8.01	ALOGPS
logP	10.55	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Acidic)	1.32	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	119.36 Å²	ChemAxon
Rotatable Bond Count	33	ChemAxon
Refractivity	164.77 m³·mol⁻¹	ChemAxon
Polarizability	74.52 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]+	250.468	31661259
DarkChem	[M-H]-	240.754	31661259
DeepCCS	[M+H]+	250.288	30932474
DeepCCS	[M-H]-	246.835	30932474
DeepCCS	[M-2H]-	282.309	30932474
DeepCCS	[M+Na]+	258.598	30932474
AllCCS	[M+H]+	259.4	32859911
AllCCS	[M+H-H2O]+	258.6	32859911
AllCCS	[M+NH4]+	260.1	32859911
AllCCS	[M+Na]+	260.3	32859911
AllCCS	[M-H]-	246.1	32859911
AllCCS	[M+Na-2H]-	250.5	32859911
AllCCS	[M+HCOO]-	255.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PA(21:0/8:0)	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC	4057.7	Standard polar	33892256
PA(21:0/8:0)	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC	3779.6	Standard non polar	33892256
PA(21:0/8:0)	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC	4307.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
PA(21:0/8:0),1TMS,isomer #1	CCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)OC(=O)CCCCCCC	4189.8	Semi standard non polar	33892256
PA(21:0/8:0),1TMS,isomer #1	CCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)OC(=O)CCCCCCC	3843.9	Standard non polar	33892256
PA(21:0/8:0),1TMS,isomer #1	CCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)OC(=O)CCCCCCC	5300.9	Standard polar	33892256
PA(21:0/8:0),2TMS,isomer #1	CCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCC	4188.4	Semi standard non polar	33892256
PA(21:0/8:0),2TMS,isomer #1	CCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCC	3859.8	Standard non polar	33892256
PA(21:0/8:0),2TMS,isomer #1	CCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCC	4603.7	Standard polar	33892256
PA(21:0/8:0),1TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCC	4441.7	Semi standard non polar	33892256
PA(21:0/8:0),1TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCC	3975.6	Standard non polar	33892256
PA(21:0/8:0),1TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCC	5313.5	Standard polar	33892256
PA(21:0/8:0),2TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCC	4725.9	Semi standard non polar	33892256
PA(21:0/8:0),2TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCC	4088.6	Standard non polar	33892256
PA(21:0/8:0),2TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCC	4696.8	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(21:0/8:0) 10V, Positive-QTOF	splash10-0a4i-1946554000-a26407417ede12240435	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(21:0/8:0) 20V, Positive-QTOF	splash10-0ars-5956230000-c2a796984055c3ef5e24	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(21:0/8:0) 40V, Positive-QTOF	splash10-05o0-7479330000-254fd107084d78f00c6d	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(21:0/8:0) 10V, Negative-QTOF	splash10-056r-4309303000-d44b230dedd967c91462	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(21:0/8:0) 20V, Negative-QTOF	splash10-004i-9104000000-7c7e2f1bedcb1309118f	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(21:0/8:0) 40V, Negative-QTOF	splash10-004i-9000000000-e7643901126060e71beb	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(21:0/8:0) 10V, Negative-QTOF	splash10-0a4i-0000009000-63dc42467a9dc60bce78	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(21:0/8:0) 20V, Negative-QTOF	splash10-06vi-1665907000-d4f66ab2245ef4fb4f79	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(21:0/8:0) 40V, Negative-QTOF	splash10-004i-1739301000-a2bfa5a9200bffb0f6b3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(21:0/8:0) 10V, Positive-QTOF	splash10-052r-0000095000-10040278e17cdf8e2b1d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(21:0/8:0) 20V, Positive-QTOF	splash10-0a4i-0000079000-83aacdf08e245fc75008	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(21:0/8:0) 40V, Positive-QTOF	splash10-0bu0-0050591000-345f1dc472c32a534089	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(21:0/8:0) 10V, Positive-QTOF	splash10-004i-0000009000-4f382e7dcbbb21ffa0ed	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(21:0/8:0) 20V, Positive-QTOF	splash10-0060-0000099000-efbb313f5c325104c841	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(21:0/8:0) 40V, Positive-QTOF	splash10-0ug0-0009586000-66b45e338d08a3bcff07	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/13:0)		Not Available
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/12:0)		Not Available
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/16:0)		Not Available
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/10:0)		Not Available
De Novo Triacylglycerol Biosynthesis TG(21:0/8:0/22:0)		Not Available

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

131822055

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

Not Available

Only showing the first 10 proteins. There are 61 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Phospholipase D2

General function:: Involved in protein binding
Specific function:: May have a role in signal-induced cytoskeletal regulation and/or endocytosis (By similarity).
Gene Name:: PLD2
Uniprot ID:: O14939
Molecular weight:: 104656.485

Enzyme Details

2. Diacylglycerol kinase theta

General function:: Involved in diacylglycerol kinase activity
Specific function:: Phosphorylates diacylglycerol (DAG) to generate phosphatidic acid (PA). May regulate the activity of protein kinase C by controlling the balance between these two signaling lipids. Activated in the nucleus in response to alpha-thrombin and nerve growth factor. May be involved in cAMP- induced activation of NR5A1 and subsequent steroidogenic gene transcription by delivering PA as ligand for NR5A1. Acts synergistically with NR5A1 on CYP17 transcriptional activity
Gene Name:: DGKQ
Uniprot ID:: P52824
Molecular weight:: 101154.0

Enzyme Details

3. Diacylglycerol kinase gamma

General function:: Involved in diacylglycerol kinase activity
Specific function:: Reverses the normal flow of glycerolipid biosynthesis by phosphorylating diacylglycerol back to phosphatidic acid
Gene Name:: DGKG
Uniprot ID:: P49619
Molecular weight:: 89095.3

Enzyme Details

4. Lipid phosphate phosphohydrolase 2

General function:: Involved in catalytic activity
Specific function:: Catalyzes the conversion of phosphatidic acid (PA) to diacylglycerol (DG). In addition it hydrolyzes lysophosphatidic acid (LPA), ceramide-1-phosphate (C-1-P) and sphingosine-1-phosphate (S-1-P). The relative catalytic efficiency is PA > C-1-P > LPA > S-1-P.
Gene Name:: PPAP2C
Uniprot ID:: O43688
Molecular weight:: 32573.435

Enzyme Details

5. Diacylglycerol kinase alpha

General function:: Involved in diacylglycerol kinase activity
Specific function:: Upon cell stimulation converts the second messenger diacylglycerol into phosphatidate, initiating the resynthesis of phosphatidylinositols and attenuating protein kinase C activity
Gene Name:: DGKA
Uniprot ID:: P23743
Molecular weight:: 82629.5

Enzyme Details

6. Diacylglycerol kinase delta

General function:: Involved in diacylglycerol kinase activity
Specific function:: Isoform 2 may be involved in cell growth and tumorigenesis. Involved in clathrin-dependent endocytosis
Gene Name:: DGKD
Uniprot ID:: Q16760
Molecular weight:: 134524.2

Enzyme Details

7. Lipid phosphate phosphohydrolase 1

General function:: Involved in catalytic activity
Specific function:: Broad-specificity phosphohydrolase that dephosphorylates exogenous bioactive glycerolipids and sphingolipids. Catalyzes the conversion of phosphatidic acid (PA) to diacylglycerol (DG). Pivotal regulator of lysophosphatidic acid (LPA) signaling in the cardiovascular system. Major enzyme responsible of dephosphorylating LPA in platelets, which terminates signaling actions of LPA. May control circulating, and possibly also regulate localized, LPA levels resulting from platelet activation. It has little activity towards ceramide-1-phosphate (C-1-P) and sphingosine-1-phosphate (S-1-P). The relative catalytic efficiency is LPA > PA > S-1-P > C-1-P. It's down-regulation may contribute to the development of colon adenocarcinoma.
Gene Name:: PPAP2A
Uniprot ID:: O14494
Molecular weight:: 32155.715

Enzyme Details

8. Diacylglycerol kinase beta

General function:: Involved in diacylglycerol kinase activity
Specific function:: Exhibits high phosphorylation activity for long-chain diacylglycerols
Gene Name:: DGKB
Uniprot ID:: Q9Y6T7
Molecular weight:: 90594.7

Enzyme Details

9. Diacylglycerol kinase iota

General function:: Involved in diacylglycerol kinase activity
Specific function:: ATP + 1,2-diacylglycerol = ADP + 1,2-diacyl- sn-glycerol 3-phosphate
Gene Name:: DGKI
Uniprot ID:: O75912
Molecular weight:: 116996.2

Enzyme Details

10. Lipid phosphate phosphohydrolase 3

General function:: Involved in catalytic activity
Specific function:: Catalyzes the conversion of phosphatidic acid (PA) to diacylglycerol (DG). In addition it hydrolyzes lysophosphatidic acid (LPA), ceramide-1-phosphate (C-1-P) and sphingosine-1-phosphate (S-1-P). The relative catalytic efficiency is LPA = PA > C-1-P > S-1-P. May be involved in cell adhesion and in cell-cell interactions.
Gene Name:: PPAP2B
Uniprot ID:: O14495
Molecular weight:: 35115.61

Only showing the first 10 proteins. There are 61 proteins in total.

Show all enzymes and transporters

Showing metabocard for PA(21:0/8:0) (HMDB0115236)

MOL for HMDB0115236 (PA(21:0/8:0))

3D MOL for HMDB0115236 (PA(21:0/8:0))

3D SDF for HMDB0115236 (PA(21:0/8:0))

3D-SDF for HMDB0115236 (PA(21:0/8:0))

PDB for HMDB0115236 (PA(21:0/8:0))

3D PDB for HMDB0115236 (PA(21:0/8:0))

SMILES for HMDB0115236 (PA(21:0/8:0))

INCHI for HMDB0115236 (PA(21:0/8:0))

Structure for HMDB0115236 (PA(21:0/8:0))

3D Structure for HMDB0115236 (PA(21:0/8:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

MS/MS Spectra

Enzymes