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

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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2008-09-12 01:27:21 UTC

Update Date

2022-03-07 02:49:56 UTC

HMDB ID

HMDB0007862

Secondary Accession Numbers

HMDB07862

Metabolite Identification

Common Name

PA(18:1(11Z)/18:1(11Z))

Description

PA(18:1(11Z)/18:1(11Z)) 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(18:1(11Z)/18:1(11Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the vaccenic acid moiety is derived from butter fat and animal fat. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. Indeed, the concentration of phosphatidic acids is often over-estimated in tissues and biofluids as it can arise by inadvertent enzymatic hydrolysis during inappropriate storage or extraction conditions during analysis. The main biosynthetic route of phosphatidic acid in animal tissues involves sequential acylation of alpha-glycerophosphate by acyl-CoA derivatives of fatty acids. PAs are biologically active lipids that can stimulate a large range of responses in many different cell types, such as platelet aggregation, smooth muscle contraction, in vivo vasoactive effects, chemotaxis, expression of adhesion molecules, increased tight junction permeability of endothelial cells, induction of stress fibres, modulation of cardiac contractility, and many others. Diacylglycerols (DAGs) can be converted to PAs by DAG kinases and indirect evidence supports the notion that PAs alter the excitability of neurons. Phospholipase Ds (PLDs), which catalyze the conversion of glycerolphospholipids, particularly phosphatidylcholine, to PAs and the conversion of N-arachidonoyl-phosphatidylethanolamine (NAPE) to anandamide and PAs are activated by several inflammatory mediators including bradykinin, ATP and glutamate. PAs activate downstream signaling pathways such as PKCs and mitogen-activated protein kinases (MAPKs), which are linked to an increase in sensitivity of sensory neurons either during inflammation or in chronic pain models. Circumstantial evidence that PAs are converted to DAGs. (PMID: 12618218 , 16185776 ).

Structure

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

m7
  Mrv1572012171518032D          

 49 48  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
  -10.2657    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9799    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6940    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4081    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1222    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8363    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5504    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
   -7.0364   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7505   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4646   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2896   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0038   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7179   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4320   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1462   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8603   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5744   -0.7692    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  2  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
 31  5  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 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
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
M  END

HMDB0007862
     RDKit          3D
PA(18:1(11Z)/18:1(11Z))
121120  0  0  0  0  0  0  0  0999 V2000
   14.1156    2.8241   -2.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8910    1.5708   -2.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0322    0.3673   -2.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7928    0.4732   -1.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9240   -0.7325   -1.5835 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6916   -0.6266   -0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0870   -0.5702    0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7314   -1.4446    1.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8818   -2.6311    1.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6989   -2.6416    2.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8073   -1.4207    2.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2193   -1.5263    0.6854 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4078   -0.4418    0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2031    0.0439    0.8178 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4156    0.7926    2.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2464    1.2254    2.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2157    2.0944    2.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3640    1.5986    1.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6802    2.4641    0.5463 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1861    0.3114    0.8027 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3380   -0.1416   -0.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0740    0.1483    0.1452 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3646   -0.5945    1.4660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2084   -1.9660    1.2692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4828   -2.8748    2.6356 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.2169   -4.1648    2.3174 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0413   -3.3437    3.2447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3477   -2.0638    3.8373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9600   -0.2775   -0.8542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8780    0.6415   -1.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8403    1.7996   -0.9064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7992    0.1700   -2.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8069    1.2254   -2.7518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6536    1.5588   -1.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6914    2.6143   -1.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5513    2.9938   -0.7971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3576    2.0494   -0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4191    1.2864   -0.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9832    0.3508   -1.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2516   -0.4213   -2.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8137   -1.1770   -1.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0162   -1.0530   -0.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0231   -0.1005   -1.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2611   -0.7664   -1.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0090   -1.6762   -0.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6775   -1.4101    0.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0005   -1.0309    1.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2777    0.2307    1.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4887    3.1408   -1.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4646    2.6868   -3.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.8471    3.6348   -2.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8391    1.5283   -2.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1828    1.6316   -0.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6017   -0.5284   -1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7563    0.3488   -3.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0847    0.5670   -0.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2880    1.4185   -1.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5049   -1.6517   -1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6030   -0.7389   -2.6507 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9334   -1.3600   -0.9810 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2361    0.3763   -0.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7196    0.2644    1.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0880   -1.3107    2.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6335   -2.8688    0.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5274   -3.5103    1.7070 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0247   -3.5143    2.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9866   -2.6687    3.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3165   -0.4732    2.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9678   -1.5221    2.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4753   -2.4341    0.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9454   -1.9422   -0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0690    0.4778   -0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1480   -0.7620   -0.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6727    0.7115    0.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5930   -0.8647    1.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0008    1.7517    1.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1442    0.3557    2.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7575    0.3190    3.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6910    1.7392    3.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4811    2.3223    3.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5897    3.1329    2.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4657   -1.2642   -0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6223    0.1991   -1.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2143    1.2062    0.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4370   -0.2810    2.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3303   -0.3002    1.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9144   -3.7112    4.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2049   -1.7288    3.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3411   -0.7582   -2.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1649   -0.1021   -3.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2311    2.1596   -3.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3842    1.0014   -3.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1476    0.6498   -1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0592    1.9791   -0.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0795    3.5915   -2.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1309    2.4142   -2.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8976    3.5819   -0.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2157    3.8518   -1.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7231    1.2914    0.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8610    2.6155    0.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1860    2.0097   -1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9715    0.6751    0.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2677   -0.4139   -1.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5662    0.8577   -2.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8305   -1.1371   -3.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8549    0.3079   -2.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

m7
  Mrv1572012171518032D          

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M  END
> <DATABASE_ID>
HMDB0007862

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,37H,3-12,17-36H2,1-2H3,(H2,42,43,44)/b15-13-,16-14-/t37-/m1/s1

> <INCHI_KEY>
LMYYBYHAZAFVTR-RLSIPVDZSA-N

> <FORMULA>
C39H73O8P

> <MOLECULAR_WEIGHT>
700.979

> <EXACT_MASS>
700.504306309

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
121

> <JCHEM_AVERAGE_POLARIZABILITY>
85.21751823579532

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-2,3-bis[(11Z)-octadec-11-enoyloxy]propoxy]phosphonic acid

> <ALOGPS_LOGP>
9.11

> <JCHEM_LOGP>
12.93395909733333

> <ALOGPS_LOGS>
-7.02

> <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>
-6.744159310865148

> <JCHEM_POLAR_SURFACE_AREA>
119.36000000000001

> <JCHEM_REFRACTIVITY>
199.209

> <JCHEM_ROTATABLE_BOND_COUNT>
38

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.63e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2,3-bis[(11Z)-octadec-11-enoyloxy]propoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0007862
     RDKit          3D
PA(18:1(11Z)/18:1(11Z))
121120  0  0  0  0  0  0  0  0999 V2000
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   10.2361    0.3763   -0.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7196    0.2644    1.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0880   -1.3107    2.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6335   -2.8688    0.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5274   -3.5103    1.7070 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0247   -3.5143    2.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9866   -2.6687    3.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3165   -0.4732    2.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9678   -1.5221    2.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4753   -2.4341    0.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9454   -1.9422   -0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0690    0.4778   -0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1480   -0.7620   -0.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6727    0.7115    0.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5930   -0.8647    1.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0008    1.7517    1.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1442    0.3557    2.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7575    0.3190    3.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6910    1.7392    3.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4811    2.3223    3.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5897    3.1329    2.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4657   -1.2642   -0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6223    0.1991   -1.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2143    1.2062    0.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4370   -0.2810    2.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3303   -0.3002    1.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9144   -3.7112    4.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2049   -1.7288    3.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3411   -0.7582   -2.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1649   -0.1021   -3.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2311    2.1596   -3.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3842    1.0014   -3.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1476    0.6498   -1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0592    1.9791   -0.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0795    3.5915   -2.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1309    2.4142   -2.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8976    3.5819   -0.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2157    3.8518   -1.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7231    1.2914    0.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8610    2.6155    0.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1860    2.0097   -1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9715    0.6751    0.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2677   -0.4139   -1.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5662    0.8577   -2.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8305   -1.1371   -3.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8549    0.3079   -2.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1512   -1.9523   -0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3113   -1.7055    0.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1901    0.7721   -0.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5713    0.4022   -2.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0226   -1.3111   -2.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9420    0.0723   -2.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7911   -2.2331   -1.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3361   -2.6463   -0.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3832   -2.3031    0.6646 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5031   -0.6114    0.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2553   -1.8716    1.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7552   -1.1190    2.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3805    0.5827    2.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1869    0.1602    1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6650    1.0740    1.1967 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  2  0
  8  9  1  0
  9 10  1  0
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 48121  1  0
M  END

HEADER    PROTEIN                                 17-DEC-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: m7                                                
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-DEC-15         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     -19.163   1.436   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -20.496   0.665   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -21.829   1.436   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -23.162   0.665   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -24.495   1.436   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -25.828   0.665   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -27.161   1.436   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.471  -1.436   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.471  -2.876   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -3.804  -0.665   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.137  -1.436   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -6.470  -0.665   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -7.803  -1.436   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -9.136  -0.665   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -10.469  -1.436   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -11.802  -0.665   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -13.135  -1.436   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -14.468  -0.665   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -15.801  -1.436   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -17.341  -1.436   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -18.674  -0.665   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -20.007  -1.436   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -21.340  -0.665   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -22.673  -1.436   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -24.006  -0.665   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -25.339  -1.436   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   31                                                       
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                                                            
CONECT   31    5   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48                                                            
MASTER        0    0    0    0    0    0    0    0   49    0   96    0
END

COMPND    HMDB0007862
HETATM    1  C1  UNL     1      14.116   2.824  -2.355  1.00  0.00           C  
HETATM    2  C2  UNL     1      14.891   1.571  -2.009  1.00  0.00           C  
HETATM    3  C3  UNL     1      14.032   0.367  -2.247  1.00  0.00           C  
HETATM    4  C4  UNL     1      12.793   0.473  -1.361  1.00  0.00           C  
HETATM    5  C5  UNL     1      11.924  -0.732  -1.584  1.00  0.00           C  
HETATM    6  C6  UNL     1      10.692  -0.627  -0.720  1.00  0.00           C  
HETATM    7  C7  UNL     1      11.087  -0.570   0.686  1.00  0.00           C  
HETATM    8  C8  UNL     1      10.731  -1.445   1.575  1.00  0.00           C  
HETATM    9  C9  UNL     1       9.882  -2.631   1.367  1.00  0.00           C  
HETATM   10  C10 UNL     1       8.699  -2.642   2.283  1.00  0.00           C  
HETATM   11  C11 UNL     1       7.807  -1.421   2.039  1.00  0.00           C  
HETATM   12  C12 UNL     1       7.219  -1.526   0.685  1.00  0.00           C  
HETATM   13  C13 UNL     1       6.408  -0.442   0.112  1.00  0.00           C  
HETATM   14  C14 UNL     1       5.203   0.044   0.818  1.00  0.00           C  
HETATM   15  C15 UNL     1       5.416   0.793   2.065  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.246   1.225   2.864  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.216   2.094   2.303  1.00  0.00           C  
HETATM   18  C18 UNL     1       2.364   1.599   1.214  1.00  0.00           C  
HETATM   19  O1  UNL     1       1.680   2.464   0.546  1.00  0.00           O  
HETATM   20  O2  UNL     1       2.186   0.311   0.803  1.00  0.00           O  
HETATM   21  C19 UNL     1       1.338  -0.142  -0.233  1.00  0.00           C  
HETATM   22  C20 UNL     1      -0.074   0.148   0.145  1.00  0.00           C  
HETATM   23  C21 UNL     1      -0.365  -0.594   1.466  1.00  0.00           C  
HETATM   24  O3  UNL     1      -0.208  -1.966   1.269  1.00  0.00           O  
HETATM   25  P1  UNL     1      -0.483  -2.875   2.636  1.00  0.00           P  
HETATM   26  O4  UNL     1      -1.217  -4.165   2.317  1.00  0.00           O  
HETATM   27  O5  UNL     1       1.041  -3.344   3.245  1.00  0.00           O  
HETATM   28  O6  UNL     1      -1.348  -2.064   3.837  1.00  0.00           O  
HETATM   29  O7  UNL     1      -0.960  -0.277  -0.854  1.00  0.00           O  
HETATM   30  C22 UNL     1      -1.878   0.642  -1.377  1.00  0.00           C  
HETATM   31  O8  UNL     1      -1.840   1.800  -0.906  1.00  0.00           O  
HETATM   32  C23 UNL     1      -2.799   0.170  -2.421  1.00  0.00           C  
HETATM   33  C24 UNL     1      -3.807   1.225  -2.752  1.00  0.00           C  
HETATM   34  C25 UNL     1      -4.654   1.559  -1.579  1.00  0.00           C  
HETATM   35  C26 UNL     1      -5.691   2.614  -1.918  1.00  0.00           C  
HETATM   36  C27 UNL     1      -6.551   2.994  -0.797  1.00  0.00           C  
HETATM   37  C28 UNL     1      -7.358   2.049  -0.042  1.00  0.00           C  
HETATM   38  C29 UNL     1      -8.419   1.286  -0.695  1.00  0.00           C  
HETATM   39  C30 UNL     1      -7.983   0.351  -1.774  1.00  0.00           C  
HETATM   40  C31 UNL     1      -9.252  -0.421  -2.275  1.00  0.00           C  
HETATM   41  C32 UNL     1      -9.814  -1.177  -1.159  1.00  0.00           C  
HETATM   42  C33 UNL     1     -11.016  -1.053  -0.663  1.00  0.00           C  
HETATM   43  C34 UNL     1     -12.023  -0.100  -1.171  1.00  0.00           C  
HETATM   44  C35 UNL     1     -13.261  -0.766  -1.654  1.00  0.00           C  
HETATM   45  C36 UNL     1     -14.009  -1.676  -0.825  1.00  0.00           C  
HETATM   46  C37 UNL     1     -14.678  -1.410   0.417  1.00  0.00           C  
HETATM   47  C38 UNL     1     -14.000  -1.031   1.651  1.00  0.00           C  
HETATM   48  C39 UNL     1     -13.278   0.231   1.825  1.00  0.00           C  
HETATM   49  H1  UNL     1      13.489   3.141  -1.482  1.00  0.00           H  
HETATM   50  H2  UNL     1      13.465   2.687  -3.256  1.00  0.00           H  
HETATM   51  H3  UNL     1      14.847   3.635  -2.568  1.00  0.00           H  
HETATM   52  H4  UNL     1      15.839   1.528  -2.570  1.00  0.00           H  
HETATM   53  H5  UNL     1      15.183   1.632  -0.930  1.00  0.00           H  
HETATM   54  H6  UNL     1      14.602  -0.528  -1.937  1.00  0.00           H  
HETATM   55  H7  UNL     1      13.756   0.349  -3.305  1.00  0.00           H  
HETATM   56  H8  UNL     1      13.085   0.567  -0.306  1.00  0.00           H  
HETATM   57  H9  UNL     1      12.288   1.419  -1.646  1.00  0.00           H  
HETATM   58  H10 UNL     1      12.505  -1.652  -1.358  1.00  0.00           H  
HETATM   59  H11 UNL     1      11.603  -0.739  -2.651  1.00  0.00           H  
HETATM   60  H12 UNL     1       9.933  -1.360  -0.981  1.00  0.00           H  
HETATM   61  H13 UNL     1      10.236   0.376  -0.984  1.00  0.00           H  
HETATM   62  H14 UNL     1      11.720   0.264   1.054  1.00  0.00           H  
HETATM   63  H15 UNL     1      11.088  -1.311   2.620  1.00  0.00           H  
HETATM   64  H16 UNL     1       9.633  -2.869   0.338  1.00  0.00           H  
HETATM   65  H17 UNL     1      10.527  -3.510   1.707  1.00  0.00           H  
HETATM   66  H18 UNL     1       8.025  -3.514   2.055  1.00  0.00           H  
HETATM   67  H19 UNL     1       8.987  -2.669   3.354  1.00  0.00           H  
HETATM   68  H20 UNL     1       8.316  -0.473   2.190  1.00  0.00           H  
HETATM   69  H21 UNL     1       6.968  -1.522   2.835  1.00  0.00           H  
HETATM   70  H22 UNL     1       6.475  -2.434   0.759  1.00  0.00           H  
HETATM   71  H23 UNL     1       7.945  -1.942  -0.058  1.00  0.00           H  
HETATM   72  H24 UNL     1       7.069   0.478  -0.057  1.00  0.00           H  
HETATM   73  H25 UNL     1       6.148  -0.762  -0.957  1.00  0.00           H  
HETATM   74  H26 UNL     1       4.673   0.711   0.076  1.00  0.00           H  
HETATM   75  H27 UNL     1       4.593  -0.865   1.067  1.00  0.00           H  
HETATM   76  H28 UNL     1       6.001   1.752   1.728  1.00  0.00           H  
HETATM   77  H29 UNL     1       6.144   0.356   2.763  1.00  0.00           H  
HETATM   78  H30 UNL     1       3.757   0.319   3.334  1.00  0.00           H  
HETATM   79  H31 UNL     1       4.691   1.739   3.789  1.00  0.00           H  
HETATM   80  H32 UNL     1       2.481   2.322   3.153  1.00  0.00           H  
HETATM   81  H33 UNL     1       3.590   3.133   2.058  1.00  0.00           H  
HETATM   82  H34 UNL     1       1.466  -1.264  -0.249  1.00  0.00           H  
HETATM   83  H35 UNL     1       1.622   0.199  -1.234  1.00  0.00           H  
HETATM   84  H36 UNL     1      -0.214   1.206   0.376  1.00  0.00           H  
HETATM   85  H37 UNL     1       0.437  -0.281   2.166  1.00  0.00           H  
HETATM   86  H38 UNL     1      -1.330  -0.300   1.872  1.00  0.00           H  
HETATM   87  H39 UNL     1       0.914  -3.711   4.147  1.00  0.00           H  
HETATM   88  H40 UNL     1      -2.205  -1.729   3.534  1.00  0.00           H  
HETATM   89  H41 UNL     1      -3.341  -0.758  -2.079  1.00  0.00           H  
HETATM   90  H42 UNL     1      -2.165  -0.102  -3.303  1.00  0.00           H  
HETATM   91  H43 UNL     1      -3.231   2.160  -3.018  1.00  0.00           H  
HETATM   92  H44 UNL     1      -4.384   1.001  -3.673  1.00  0.00           H  
HETATM   93  H45 UNL     1      -5.148   0.650  -1.136  1.00  0.00           H  
HETATM   94  H46 UNL     1      -4.059   1.979  -0.756  1.00  0.00           H  
HETATM   95  H47 UNL     1      -5.080   3.592  -2.147  1.00  0.00           H  
HETATM   96  H48 UNL     1      -6.131   2.414  -2.883  1.00  0.00           H  
HETATM   97  H49 UNL     1      -5.898   3.582  -0.062  1.00  0.00           H  
HETATM   98  H50 UNL     1      -7.216   3.852  -1.195  1.00  0.00           H  
HETATM   99  H51 UNL     1      -6.723   1.291   0.529  1.00  0.00           H  
HETATM  100  H52 UNL     1      -7.861   2.616   0.832  1.00  0.00           H  
HETATM  101  H53 UNL     1      -9.186   2.010  -1.117  1.00  0.00           H  
HETATM  102  H54 UNL     1      -8.971   0.675   0.087  1.00  0.00           H  
HETATM  103  H55 UNL     1      -7.268  -0.414  -1.425  1.00  0.00           H  
HETATM  104  H56 UNL     1      -7.566   0.858  -2.646  1.00  0.00           H  
HETATM  105  H57 UNL     1      -8.831  -1.137  -3.021  1.00  0.00           H  
HETATM  106  H58 UNL     1      -9.855   0.308  -2.786  1.00  0.00           H  
HETATM  107  H59 UNL     1      -9.151  -1.952  -0.665  1.00  0.00           H  
HETATM  108  H60 UNL     1     -11.311  -1.706   0.204  1.00  0.00           H  
HETATM  109  H61 UNL     1     -12.190   0.772  -0.552  1.00  0.00           H  
HETATM  110  H62 UNL     1     -11.571   0.402  -2.125  1.00  0.00           H  
HETATM  111  H63 UNL     1     -13.023  -1.311  -2.659  1.00  0.00           H  
HETATM  112  H64 UNL     1     -13.942   0.072  -2.054  1.00  0.00           H  
HETATM  113  H65 UNL     1     -14.791  -2.233  -1.527  1.00  0.00           H  
HETATM  114  H66 UNL     1     -13.336  -2.646  -0.646  1.00  0.00           H  
HETATM  115  H67 UNL     1     -15.383  -2.303   0.665  1.00  0.00           H  
HETATM  116  H68 UNL     1     -15.503  -0.611   0.204  1.00  0.00           H  
HETATM  117  H69 UNL     1     -13.255  -1.872   1.931  1.00  0.00           H  
HETATM  118  H70 UNL     1     -14.755  -1.119   2.527  1.00  0.00           H  
HETATM  119  H71 UNL     1     -13.381   0.583   2.902  1.00  0.00           H  
HETATM  120  H72 UNL     1     -12.187   0.160   1.679  1.00  0.00           H  
HETATM  121  H73 UNL     1     -13.665   1.074   1.197  1.00  0.00           H  
CONECT    1    2   49   50   51
CONECT    2    3   52   53
CONECT    3    4   54   55
CONECT    4    5   56   57
CONECT    5    6   58   59
CONECT    6    7   60   61
CONECT    7    8    8   62
CONECT    8    9   63
CONECT    9   10   64   65
CONECT   10   11   66   67
CONECT   11   12   68   69
CONECT   12   13   70   71
CONECT   13   14   72   73
CONECT   14   15   74   75
CONECT   15   16   76   77
CONECT   16   17   78   79
CONECT   17   18   80   81
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   82   83
CONECT   22   23   29   84
CONECT   23   24   85   86
CONECT   24   25
CONECT   25   26   26   27   28
CONECT   27   87
CONECT   28   88
CONECT   29   30
CONECT   30   31   31   32
CONECT   32   33   89   90
CONECT   33   34   91   92
CONECT   34   35   93   94
CONECT   35   36   95   96
CONECT   36   37   97   98
CONECT   37   38   99  100
CONECT   38   39  101  102
CONECT   39   40  103  104
CONECT   40   41  105  106
CONECT   41   42   42  107
CONECT   42   43  108
CONECT   43   44  109  110
CONECT   44   45  111  112
CONECT   45   46  113  114
CONECT   46   47  115  116
CONECT   47   48  117  118
CONECT   48  119  120  121
END

HMDB0007862
     RDKit          3D
PA(18:1(11Z)/18:1(11Z))
121120  0  0  0  0  0  0  0  0999 V2000
   14.1156    2.8241   -2.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8910    1.5708   -2.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0322    0.3673   -2.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7928    0.4732   -1.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9240   -0.7325   -1.5835 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6916   -0.6266   -0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0870   -0.5702    0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7314   -1.4446    1.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8818   -2.6311    1.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6989   -2.6416    2.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8073   -1.4207    2.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2193   -1.5263    0.6854 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4078   -0.4418    0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2031    0.0439    0.8178 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4156    0.7926    2.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2464    1.2254    2.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2157    2.0944    2.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3640    1.5986    1.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6802    2.4641    0.5463 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1861    0.3114    0.8027 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3380   -0.1416   -0.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0740    0.1483    0.1452 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3646   -0.5945    1.4660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2084   -1.9660    1.2692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4828   -2.8748    2.6356 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.2169   -4.1648    2.3174 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0413   -3.3437    3.2447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3477   -2.0638    3.8373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9600   -0.2775   -0.8542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8780    0.6415   -1.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8403    1.7996   -0.9064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7992    0.1700   -2.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8069    1.2254   -2.7518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6536    1.5588   -1.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6914    2.6143   -1.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5513    2.9938   -0.7971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3576    2.0494   -0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4191    1.2864   -0.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9832    0.3508   -1.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2516   -0.4213   -2.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8137   -1.1770   -1.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0162   -1.0530   -0.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0231   -0.1005   -1.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2611   -0.7664   -1.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0090   -1.6762   -0.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6775   -1.4101    0.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0005   -1.0309    1.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2777    0.2307    1.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4887    3.1408   -1.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4646    2.6868   -3.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.8471    3.6348   -2.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8391    1.5283   -2.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1828    1.6316   -0.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6017   -0.5284   -1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7563    0.3488   -3.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0847    0.5670   -0.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2880    1.4185   -1.6461 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5049   -1.6517   -1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6030   -0.7389   -2.6507 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9334   -1.3600   -0.9810 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2361    0.3763   -0.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7196    0.2644    1.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0880   -1.3107    2.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6335   -2.8688    0.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5274   -3.5103    1.7070 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0247   -3.5143    2.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9866   -2.6687    3.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3165   -0.4732    2.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9678   -1.5221    2.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4753   -2.4341    0.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9454   -1.9422   -0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0690    0.4778   -0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1480   -0.7620   -0.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6727    0.7115    0.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5930   -0.8647    1.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0008    1.7517    1.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1442    0.3557    2.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7575    0.3190    3.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6910    1.7392    3.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4811    2.3223    3.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5897    3.1329    2.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4657   -1.2642   -0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6223    0.1991   -1.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2143    1.2062    0.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4370   -0.2810    2.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3303   -0.3002    1.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9144   -3.7112    4.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2049   -1.7288    3.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3411   -0.7582   -2.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1649   -0.1021   -3.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2311    2.1596   -3.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3842    1.0014   -3.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1476    0.6498   -1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0592    1.9791   -0.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0795    3.5915   -2.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1309    2.4142   -2.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8976    3.5819   -0.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2157    3.8518   -1.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7231    1.2914    0.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8610    2.6155    0.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1860    2.0097   -1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9715    0.6751    0.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2677   -0.4139   -1.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5662    0.8577   -2.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8305   -1.1371   -3.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8549    0.3079   -2.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1512   -1.9523   -0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3113   -1.7055    0.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1901    0.7721   -0.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5713    0.4022   -2.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0226   -1.3111   -2.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9420    0.0723   -2.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7911   -2.2331   -1.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3361   -2.6463   -0.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3832   -2.3031    0.6646 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5031   -0.6114    0.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2553   -1.8716    1.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7552   -1.1190    2.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3805    0.5827    2.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1869    0.1602    1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6650    1.0740    1.1967 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
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 12 13  1  0
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 15 16  1  0
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 17 18  1  0
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 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 22 29  1  0
 29 30  1  0
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 32 33  1  0
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 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
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 43 44  1  0
 44 45  1  0
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 46 47  1  0
 47 48  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
  2 52  1  0
  2 53  1  0
  3 54  1  0
  3 55  1  0
  4 56  1  0
  4 57  1  0
  5 58  1  0
  5 59  1  0
  6 60  1  0
  6 61  1  0
  7 62  1  0
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  9 65  1  0
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 36 98  1  0
 37 99  1  0
 37100  1  0
 38101  1  0
 38102  1  0
 39103  1  0
 39104  1  0
 40105  1  0
 40106  1  0
 41107  1  0
 42108  1  0
 43109  1  0
 43110  1  0
 44111  1  0
 44112  1  0
 45113  1  0
 45114  1  0
 46115  1  0
 46116  1  0
 47117  1  0
 47118  1  0
 48119  1  0
 48120  1  0
 48121  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,2-Di(11Z-octadecenoyl)-rac-phosphatidic acid	HMDB
1,2-Divaccenoyl-rac-glycero-3-phosphate	HMDB
PA(18:1/18:1)	HMDB
PA(18:1N7/18:1N7)	HMDB
PA(18:1W7/18:1W7)	HMDB
PA(36:2)	HMDB
Phosphatidic acid(18:1/18:1)	HMDB
Phosphatidic acid(18:1n7/18:1n7)	HMDB
Phosphatidic acid(18:1W7/18:1W7)	HMDB
Phosphatidic acid(36:2)	HMDB

Chemical Formula

C₃₉H₇₃O₈P

Average Molecular Weight

700.979

Monoisotopic Molecular Weight

700.504306309

IUPAC Name

[(2R)-2,3-bis[(11Z)-octadec-11-enoyloxy]propoxy]phosphonic acid

Traditional Name

(2R)-2,3-bis[(11Z)-octadec-11-enoyloxy]propoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC

InChI Identifier

InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,37H,3-12,17-36H2,1-2H3,(H2,42,43,44)/b15-13-,16-14-/t37-/m1/s1

InChI Key

LMYYBYHAZAFVTR-RLSIPVDZSA-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

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
Water Solubility	6.6e-05 g/L	ALOGPS
logP	9.11	ALOGPS
logP	12.93	ChemAxon
logS	-7	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	38	ChemAxon
Refractivity	199.21 m³·mol⁻¹	ChemAxon
Polarizability	85.22 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]+	276.38	31661259
DarkChem	[M-H]-	261.36	31661259
DeepCCS	[M+H]+	270.847	30932474
DeepCCS	[M-H]-	268.122	30932474
DeepCCS	[M-2H]-	301.841	30932474
DeepCCS	[M+Na]+	278.344	30932474
AllCCS	[M+H]+	276.0	32859911
AllCCS	[M+H-H2O]+	275.8	32859911
AllCCS	[M+NH4]+	276.1	32859911
AllCCS	[M+Na]+	276.2	32859911
AllCCS	[M-H]-	262.1	32859911
AllCCS	[M+Na-2H]-	268.3	32859911
AllCCS	[M+HCOO]-	275.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PA(18:1(11Z)/18:1(11Z))	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	4579.9	Standard polar	33892256
PA(18:1(11Z)/18:1(11Z))	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	4223.0	Standard non polar	33892256
PA(18:1(11Z)/18:1(11Z))	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	4959.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
PA(18:1(11Z)/18:1(11Z)),1TMS,isomer #1	CCCCCC/C=C\CCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)OC(=O)CCCCCCCCC/C=C\CCCCCC	4943.7	Semi standard non polar	33892256
PA(18:1(11Z)/18:1(11Z)),1TMS,isomer #1	CCCCCC/C=C\CCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)OC(=O)CCCCCCCCC/C=C\CCCCCC	4352.3	Standard non polar	33892256
PA(18:1(11Z)/18:1(11Z)),1TMS,isomer #1	CCCCCC/C=C\CCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C)OC(=O)CCCCCCCCC/C=C\CCCCCC	5664.7	Standard polar	33892256
PA(18:1(11Z)/18:1(11Z)),2TMS,isomer #1	CCCCCC/C=C\CCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCC/C=C\CCCCCC	4877.1	Semi standard non polar	33892256
PA(18:1(11Z)/18:1(11Z)),2TMS,isomer #1	CCCCCC/C=C\CCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCC/C=C\CCCCCC	4327.2	Standard non polar	33892256
PA(18:1(11Z)/18:1(11Z)),2TMS,isomer #1	CCCCCC/C=C\CCCCCCCCCC(=O)OC[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCC/C=C\CCCCCC	4887.2	Standard polar	33892256
PA(18:1(11Z)/18:1(11Z)),1TBDMS,isomer #1	CCCCCC/C=C\CCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCC/C=C\CCCCCC	5182.4	Semi standard non polar	33892256
PA(18:1(11Z)/18:1(11Z)),1TBDMS,isomer #1	CCCCCC/C=C\CCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCC/C=C\CCCCCC	4449.1	Standard non polar	33892256
PA(18:1(11Z)/18:1(11Z)),1TBDMS,isomer #1	CCCCCC/C=C\CCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCC/C=C\CCCCCC	5651.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - PA(18:1(11Z)/18:1(11Z)) GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	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 - PA(18:1(11Z)/18:1(11Z)) 10V, Positive-QTOF	splash10-0gb9-1161905400-9fc58bad784ed38a0b34	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(18:1(11Z)/18:1(11Z)) 20V, Positive-QTOF	splash10-014i-2393525000-0cf7d8ae7523da5f2e33	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(18:1(11Z)/18:1(11Z)) 40V, Positive-QTOF	splash10-00y0-0196143000-33f75096f70b04a77eb4	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(18:1(11Z)/18:1(11Z)) 10V, Negative-QTOF	splash10-01sj-4090403000-66c0da756ade4dd045cd	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(18:1(11Z)/18:1(11Z)) 20V, Negative-QTOF	splash10-004i-9050100000-bada02a9f3dfb4726aec	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(18:1(11Z)/18:1(11Z)) 40V, Negative-QTOF	splash10-004i-9000000000-9dc71a930498637a47b0	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(18:1(11Z)/18:1(11Z)) 10V, Positive-QTOF	splash10-0f89-0000009500-c84c90ec7d2e858c69f3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(18:1(11Z)/18:1(11Z)) 20V, Positive-QTOF	splash10-0udi-0000007900-6386210cf4e9425daf33	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(18:1(11Z)/18:1(11Z)) 40V, Positive-QTOF	splash10-0uxr-0000509100-163cface94c4f3099804	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(18:1(11Z)/18:1(11Z)) 10V, Positive-QTOF	splash10-00di-0000000900-af2da6ae565960d02a74	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(18:1(11Z)/18:1(11Z)) 20V, Positive-QTOF	splash10-00i0-0000009900-7e41e59856bf50ddbb3c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(18:1(11Z)/18:1(11Z)) 40V, Positive-QTOF	splash10-05i3-0000904600-65f32117a29942491df4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(18:1(11Z)/18:1(11Z)) 10V, Negative-QTOF	splash10-0002-0000009000-55a7c1167cbe0f25b0be	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(18:1(11Z)/18:1(11Z)) 20V, Negative-QTOF	splash10-00l2-1160709000-29509e1741f42c75d166	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PA(18:1(11Z)/18:1(11Z)) 40V, Negative-QTOF	splash10-001i-1190301000-37df9990afdea06a6940	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood

Tissue Locations

All Tissues

Pathways

Name	SMPDB/PathBank	KEGG
De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/18:1(11Z))		Not Available
De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/18:1(9Z))		Not Available
De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/20:1(11Z))		Not Available
De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/20:3(5Z,8Z,11Z))		Not Available
De Novo Triacylglycerol Biosynthesis TG(18:1(11Z)/18:1(11Z)/22:1(13Z))		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.223 +/- 0.047 uM	Adult (>18 years old)	Both	Normal	20671299	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB025054

KNApSAcK ID

Not Available

Chemspider ID

24766516

KEGG Compound ID

C00416

BioCyc ID

Phosphatidates-36-2

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53478602

PDB ID

Not Available

ChEBI ID

89528

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

Niedernberg A, Tunaru S, Blaukat A, Ardati A, Kostenis E: Sphingosine 1-phosphate and dioleoylphosphatidic acid are low affinity agonists for the orphan receptor GPR63. Cell Signal. 2003 Apr;15(4):435-46. [PubMed:12618218 ]
Park KA, Vasko MR: Lipid mediators of sensitivity in sensory neurons. Trends Pharmacol Sci. 2005 Nov;26(11):571-7. Epub 2005 Sep 26. [PubMed:16185776 ]

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.

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Showing metabocard for PA(18:1(11Z)/18:1(11Z)) (HMDB0007862)

MOL for HMDB0007862 (PA(18:1(11Z)/18:1(11Z)))

3D MOL for HMDB0007862 (PA(18:1(11Z)/18:1(11Z)))

3D SDF for HMDB0007862 (PA(18:1(11Z)/18:1(11Z)))

3D-SDF for HMDB0007862 (PA(18:1(11Z)/18:1(11Z)))

PDB for HMDB0007862 (PA(18:1(11Z)/18:1(11Z)))

3D PDB for HMDB0007862 (PA(18:1(11Z)/18:1(11Z)))

SMILES for HMDB0007862 (PA(18:1(11Z)/18:1(11Z)))

INCHI for HMDB0007862 (PA(18:1(11Z)/18:1(11Z)))

Structure for HMDB0007862 (PA(18:1(11Z)/18:1(11Z)))

3D Structure for HMDB0007862 (PA(18:1(11Z)/18:1(11Z)))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes