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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-02-24 01:29:40 UTC

Update Date

2022-03-07 03:17:50 UTC

HMDB ID

HMDB0062195

Secondary Accession Numbers

HMDB62195

Metabolite Identification

Common Name

Platelet-activating factor

Description

Platelet-activating factor, also known as PAF and PC(O-16:0/2:0), is a ubiquitous, potent phospholipid activator and mediator of inflammation that has an important role in the pathogenesis of inflammatory disorders and cardiovascular disease. PAF is able to cause platelet aggregation and anaphylaxis. PAF is synthesized continuously in low quantities in many different types of cells, but especially those involved in host defence, such as macrophages, monocytes, granulocytes, neutrophils, platelets, and endothelial cells. Platelet-activating factor receptor (PAFR) is a G-protein coupled receptor (GPCR) located on the cell membranes of a variety of cells. Once bound to its receptor, PAF mobilizes calcium and activates a wide range of signalling pathways (e.g. phospholipase C-mediated signalling (PMID: 26616844 ).

Structure

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

PC(O-16:0/2:0)
  Mrv1652311211919022D          

 35 34  0  0  0  0            999 V2000
   17.2904  -10.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5851  -10.5970    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.8800  -10.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9955  -10.5970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1748  -10.5970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5851  -11.4113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7007  -10.1899    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.1079  -10.8951    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   18.2936   -9.4847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4058   -9.7827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1110  -10.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8162   -9.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5214  -10.1899    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   21.1142  -10.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1740   -9.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2266  -10.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4603  -10.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7461  -10.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0320  -10.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3179  -10.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6038  -10.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8896  -10.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1755  -10.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4614  -10.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7473  -10.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0332  -10.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3190  -10.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6049  -10.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8908  -10.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1767  -10.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4626  -10.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7484  -10.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8707  -11.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8707  -12.5951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1565  -11.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  1  4  1  0  0  0  0
  3  5  1  0  0  0  0
  2  6  1  6  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
  5 17  1  0  0  0  0
  6 33  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
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  CHG  2   8  -1  13   1
M  END

HMDB0062195
     RDKit          3D
Platelet-activating factor
 89 88  0  0  0  0  0  0  0  0999 V2000
   11.1482    2.3526    0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5386    2.0592   -0.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7062    0.8994   -1.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3705    0.6931   -0.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2315    0.6245    0.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1482   -0.4718    1.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6325   -1.7683    0.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7113   -2.5152   -0.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2830   -2.3858    0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6854   -1.1823   -0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2823   -0.8708   -0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6634    0.1206   -0.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2397    0.5339   -0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2172   -0.4719   -1.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1198   -1.5939   -0.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4564   -1.0087    1.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1182    0.1046    1.3401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4166    0.4570    1.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2599    0.0901    0.2183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6980    0.7978    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9328    0.5603   -1.2078 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4324   -0.0389   -1.5171 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.4331   -0.8520   -2.7432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5170   -1.3216   -0.1888 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.7644    0.8581   -1.2162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7496   -0.1706   -0.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1334    0.3974    0.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6427    1.7019    0.6060 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.7511    2.7898    0.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8427    1.8300   -0.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0724    1.8979    2.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6377   -1.2527   -0.0182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5656   -1.9939   -1.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0750   -3.4294   -1.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0881   -1.6031   -2.2145 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6161    1.4405    0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0773    3.0326    0.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5172    2.8751    1.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8499    3.0288   -1.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2951    2.2055   -1.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3402    0.0919   -0.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8843    0.2578   -1.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6930   -0.0060   -1.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7839    1.7054   -0.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6304    1.5612    1.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0290    0.5077    1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2474   -0.6147    2.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1943   -0.0976    1.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1108   -2.4479    1.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5171   -1.5011   -0.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7743   -2.1326   -1.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0101   -3.5636   -0.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2105   -2.2199    1.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7178   -3.2594   -0.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3131   -0.3768   -0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4240   -1.6406   -1.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8343   -1.6596    0.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5663   -0.1271    0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7030   -0.3852   -2.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3508    1.0015   -1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030    0.7660    0.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0528    1.5420   -1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7609    0.0107   -1.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5282   -1.0119   -2.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8357   -2.2467    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8481   -2.2697   -0.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2649   -1.2667    1.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3439   -1.8435    1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8708    0.2103    2.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4184    1.6312    1.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8262    0.5051   -0.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5303    1.8418    0.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3399    0.2289    0.8323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6063   -0.1679   -1.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2626   -1.0916   -0.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5231   -0.3442    1.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0323    0.5330    1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2049    2.7830   -0.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0544    2.9905    1.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4103    3.7080    0.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5180    0.9902    0.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3007    2.7883    0.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5704    1.8203   -1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1501    1.9868    2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5621    2.7365    2.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7809    0.9866    2.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5730   -3.6714   -2.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9120   -3.5069   -0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3262   -4.1520   -0.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 19 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  2 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  5 45  1  0
  5 46  1  0
  6 47  1  0
  6 48  1  0
  7 49  1  0
  7 50  1  0
  8 51  1  0
  8 52  1  0
  9 53  1  0
  9 54  1  0
 10 55  1  0
 10 56  1  0
 11 57  1  0
 11 58  1  0
 12 59  1  0
 12 60  1  0
 13 61  1  0
 13 62  1  0
 14 63  1  0
 14 64  1  0
 15 65  1  0
 15 66  1  0
 16 67  1  0
 16 68  1  0
 18 69  1  0
 18 70  1  0
 19 71  1  6
 20 72  1  0
 20 73  1  0
 26 74  1  0
 26 75  1  0
 27 76  1  0
 27 77  1  0
 29 78  1  0
 29 79  1  0
 29 80  1  0
 30 81  1  0
 30 82  1  0
 30 83  1  0
 31 84  1  0
 31 85  1  0
 31 86  1  0
 34 87  1  0
 34 88  1  0
 34 89  1  0
M  CHG  2  24  -1  28   1
M  END

PC(O-16:0/2:0)
  Mrv1652311211919022D          

 35 34  0  0  0  0            999 V2000
   17.2904  -10.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5851  -10.5970    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.8800  -10.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9955  -10.5970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1748  -10.5970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5851  -11.4113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7007  -10.1899    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.1079  -10.8951    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   18.2936   -9.4847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4058   -9.7827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1110  -10.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8162   -9.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5214  -10.1899    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   21.1142  -10.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1740   -9.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2266  -10.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4603  -10.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7461  -10.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0320  -10.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3179  -10.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6038  -10.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8896  -10.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1755  -10.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4614  -10.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7473  -10.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0332  -10.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3190  -10.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6049  -10.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8908  -10.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1767  -10.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4626  -10.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7484  -10.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8707  -11.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8707  -12.5951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1565  -11.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  1  4  1  0  0  0  0
  3  5  1  0  0  0  0
  2  6  1  6  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
  5 17  1  0  0  0  0
  6 33  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
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  CHG  2   8  -1  13   1
M  END
> <DATABASE_ID>
HMDB0062195

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C26H54NO7P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21-31-23-26(34-25(2)28)24-33-35(29,30)32-22-20-27(3,4)5/h26H,6-24H2,1-5H3/t26-/m1/s1

> <INCHI_KEY>
HVAUUPRFYPCOCA-AREMUKBSSA-N

> <FORMULA>
C26H54NO7P

> <MOLECULAR_WEIGHT>
523.6832

> <EXACT_MASS>
523.363789599

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
62.860812259498246

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(S)-((2R)-2-(acetyloxy)-3-(hexadecyloxy)propyl phosphono)]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
2.71

> <JCHEM_LOGP>
2.014663483194923

> <ALOGPS_LOGS>
-6.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8550607605084153

> <JCHEM_PKA_STRONGEST_BASIC>
-4.140951302162491

> <JCHEM_POLAR_SURFACE_AREA>
94.12

> <JCHEM_REFRACTIVITY>
151.67059999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
26

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.25e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(S)-((2R)-2-(acetyloxy)-3-(hexadecyloxy)propyl phosphono)]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062195
     RDKit          3D
Platelet-activating factor
 89 88  0  0  0  0  0  0  0  0999 V2000
   11.1482    2.3526    0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5386    2.0592   -0.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7062    0.8994   -1.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3705    0.6931   -0.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2315    0.6245    0.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1482   -0.4718    1.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6325   -1.7683    0.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7113   -2.5152   -0.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2830   -2.3858    0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6854   -1.1823   -0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2823   -0.8708   -0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6634    0.1206   -0.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2397    0.5339   -0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2172   -0.4719   -1.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1198   -1.5939   -0.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4564   -1.0087    1.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1182    0.1046    1.3401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4166    0.4570    1.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2599    0.0901    0.2183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6980    0.7978    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9328    0.5603   -1.2078 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4324   -0.0389   -1.5171 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.4331   -0.8520   -2.7432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5170   -1.3216   -0.1888 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.7644    0.8581   -1.2162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7496   -0.1706   -0.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1334    0.3974    0.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6427    1.7019    0.6060 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.7511    2.7898    0.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8427    1.8300   -0.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0724    1.8979    2.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6377   -1.2527   -0.0182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5656   -1.9939   -1.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0750   -3.4294   -1.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0881   -1.6031   -2.2145 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6161    1.4405    0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0773    3.0326    0.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5172    2.8751    1.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8499    3.0288   -1.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2951    2.2055   -1.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3402    0.0919   -0.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8843    0.2578   -1.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6930   -0.0060   -1.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7839    1.7054   -0.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6304    1.5612    1.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0290    0.5077    1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2474   -0.6147    2.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1943   -0.0976    1.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1108   -2.4479    1.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5171   -1.5011   -0.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7743   -2.1326   -1.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0101   -3.5636   -0.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2105   -2.2199    1.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7178   -3.2594   -0.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3131   -0.3768   -0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4240   -1.6406   -1.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8343   -1.6596    0.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5663   -0.1271    0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7030   -0.3852   -2.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3508    1.0015   -1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030    0.7660    0.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0528    1.5420   -1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7609    0.0107   -1.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5282   -1.0119   -2.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8357   -2.2467    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8481   -2.2697   -0.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2649   -1.2667    1.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3439   -1.8435    1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8708    0.2103    2.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4184    1.6312    1.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8262    0.5051   -0.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5303    1.8418    0.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3399    0.2289    0.8323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6063   -0.1679   -1.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2626   -1.0916   -0.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5231   -0.3442    1.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0323    0.5330    1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2049    2.7830   -0.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0544    2.9905    1.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4103    3.7080    0.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5180    0.9902    0.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3007    2.7883    0.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5704    1.8203   -1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1501    1.9868    2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5621    2.7365    2.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7809    0.9866    2.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5730   -3.6714   -2.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9120   -3.5069   -0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3262   -4.1520   -0.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 19 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  2 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  5 45  1  0
  5 46  1  0
  6 47  1  0
  6 48  1  0
  7 49  1  0
  7 50  1  0
  8 51  1  0
  8 52  1  0
  9 53  1  0
  9 54  1  0
 10 55  1  0
 10 56  1  0
 11 57  1  0
 11 58  1  0
 12 59  1  0
 12 60  1  0
 13 61  1  0
 13 62  1  0
 14 63  1  0
 14 64  1  0
 15 65  1  0
 15 66  1  0
 16 67  1  0
 16 68  1  0
 18 69  1  0
 18 70  1  0
 19 71  1  6
 20 72  1  0
 20 73  1  0
 26 74  1  0
 26 75  1  0
 27 76  1  0
 27 77  1  0
 29 78  1  0
 29 79  1  0
 29 80  1  0
 30 81  1  0
 30 82  1  0
 30 83  1  0
 31 84  1  0
 31 85  1  0
 31 86  1  0
 34 87  1  0
 34 88  1  0
 34 89  1  0
M  CHG  2  24  -1  28   1
M  END

HEADER    PROTEIN                                 21-NOV-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PC(O-16:0/2:0)                                    
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-NOV-19         0                                  
HETATM    1  C   UNK     0      32.275 -19.021   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      30.959 -19.781   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      29.643 -19.021   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      33.592 -19.781   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      28.326 -19.781   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      30.959 -21.301   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      34.908 -19.021   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      35.668 -20.338   0.000  0.00  0.00           O-1
HETATM    9  O   UNK     0      34.148 -17.705   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      36.224 -18.261   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      37.541 -19.021   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      38.857 -18.261   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      40.173 -19.021   0.000  0.00  0.00           N+1
HETATM   14  C   UNK     0      39.413 -20.338   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      41.391 -17.430   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      41.490 -19.781   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      26.993 -19.011   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      25.659 -19.782   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      24.326 -19.011   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.993 -19.782   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.660 -19.011   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.327 -19.782   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.994 -19.011   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.661 -19.782   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.328 -19.011   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.995 -19.782   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.662 -19.011   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.329 -19.782   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.996 -19.011   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.663 -19.782   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.330 -19.011   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.997 -19.782   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      29.625 -22.071   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      29.625 -23.511   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      28.292 -21.300   0.000  0.00  0.00           C+0
CONECT    1    2    4                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    5                                                       
CONECT    4    1    7                                                       
CONECT    5    3   17                                                       
CONECT    6    2   33                                                       
CONECT    7    4    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13                                                            
CONECT   17    5   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                                                            
CONECT   33    6   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   68    0
END

COMPND    HMDB0062195
HETATM    1  C1  UNL     1      11.148   2.353   0.495  1.00  0.00           C  
HETATM    2  C2  UNL     1      10.539   2.059  -0.829  1.00  0.00           C  
HETATM    3  C3  UNL     1       9.706   0.899  -1.052  1.00  0.00           C  
HETATM    4  C4  UNL     1       8.371   0.693  -0.530  1.00  0.00           C  
HETATM    5  C5  UNL     1       8.232   0.625   0.950  1.00  0.00           C  
HETATM    6  C6  UNL     1       7.148  -0.472   1.170  1.00  0.00           C  
HETATM    7  C7  UNL     1       7.633  -1.768   0.622  1.00  0.00           C  
HETATM    8  C8  UNL     1       6.711  -2.515  -0.304  1.00  0.00           C  
HETATM    9  C9  UNL     1       5.283  -2.386   0.154  1.00  0.00           C  
HETATM   10  C10 UNL     1       4.685  -1.182  -0.594  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.282  -0.871  -0.074  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.663   0.121  -0.972  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.240   0.534  -0.792  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.217  -0.472  -1.036  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.120  -1.594  -0.151  1.00  0.00           C  
HETATM   16  C16 UNL     1      -0.456  -1.009   1.228  1.00  0.00           C  
HETATM   17  O1  UNL     1      -1.118   0.105   1.340  1.00  0.00           O  
HETATM   18  C17 UNL     1      -2.417   0.457   1.273  1.00  0.00           C  
HETATM   19  C18 UNL     1      -3.260   0.090   0.218  1.00  0.00           C  
HETATM   20  C19 UNL     1      -4.698   0.798   0.210  1.00  0.00           C  
HETATM   21  O2  UNL     1      -4.933   0.560  -1.208  1.00  0.00           O  
HETATM   22  P1  UNL     1      -6.432  -0.039  -1.517  1.00  0.00           P  
HETATM   23  O3  UNL     1      -6.433  -0.852  -2.743  1.00  0.00           O  
HETATM   24  O4  UNL     1      -6.517  -1.322  -0.189  1.00  0.00           O1-
HETATM   25  O5  UNL     1      -7.764   0.858  -1.216  1.00  0.00           O  
HETATM   26  C20 UNL     1      -8.750  -0.171  -0.787  1.00  0.00           C  
HETATM   27  C21 UNL     1      -9.133   0.397   0.563  1.00  0.00           C  
HETATM   28  N1  UNL     1      -9.643   1.702   0.606  1.00  0.00           N1+
HETATM   29  C22 UNL     1      -8.751   2.790   0.324  1.00  0.00           C  
HETATM   30  C23 UNL     1     -10.843   1.830  -0.224  1.00  0.00           C  
HETATM   31  C24 UNL     1     -10.072   1.898   2.011  1.00  0.00           C  
HETATM   32  O6  UNL     1      -3.638  -1.253  -0.018  1.00  0.00           O  
HETATM   33  C25 UNL     1      -3.566  -1.994  -1.140  1.00  0.00           C  
HETATM   34  C26 UNL     1      -4.075  -3.429  -1.046  1.00  0.00           C  
HETATM   35  O7  UNL     1      -3.088  -1.603  -2.215  1.00  0.00           O  
HETATM   36  H1  UNL     1      11.616   1.441   0.931  1.00  0.00           H  
HETATM   37  H2  UNL     1      12.077   3.033   0.334  1.00  0.00           H  
HETATM   38  H3  UNL     1      10.517   2.875   1.224  1.00  0.00           H  
HETATM   39  H4  UNL     1       9.850   3.029  -1.057  1.00  0.00           H  
HETATM   40  H5  UNL     1      11.295   2.206  -1.640  1.00  0.00           H  
HETATM   41  H6  UNL     1      10.340   0.092  -0.308  1.00  0.00           H  
HETATM   42  H7  UNL     1       9.884   0.258  -1.972  1.00  0.00           H  
HETATM   43  H8  UNL     1       7.693  -0.006  -1.076  1.00  0.00           H  
HETATM   44  H9  UNL     1       7.784   1.705  -0.817  1.00  0.00           H  
HETATM   45  H10 UNL     1       7.630   1.561   1.304  1.00  0.00           H  
HETATM   46  H11 UNL     1       9.029   0.508   1.613  1.00  0.00           H  
HETATM   47  H12 UNL     1       7.247  -0.615   2.322  1.00  0.00           H  
HETATM   48  H13 UNL     1       6.194  -0.098   1.026  1.00  0.00           H  
HETATM   49  H14 UNL     1       8.111  -2.448   1.360  1.00  0.00           H  
HETATM   50  H15 UNL     1       8.517  -1.501  -0.054  1.00  0.00           H  
HETATM   51  H16 UNL     1       6.774  -2.133  -1.354  1.00  0.00           H  
HETATM   52  H17 UNL     1       7.010  -3.564  -0.336  1.00  0.00           H  
HETATM   53  H18 UNL     1       5.210  -2.220   1.248  1.00  0.00           H  
HETATM   54  H19 UNL     1       4.718  -3.259  -0.125  1.00  0.00           H  
HETATM   55  H20 UNL     1       5.313  -0.377  -0.875  1.00  0.00           H  
HETATM   56  H21 UNL     1       4.424  -1.641  -1.650  1.00  0.00           H  
HETATM   57  H22 UNL     1       2.834  -1.660   0.409  1.00  0.00           H  
HETATM   58  H23 UNL     1       3.566  -0.127   0.857  1.00  0.00           H  
HETATM   59  H24 UNL     1       2.703  -0.385  -2.033  1.00  0.00           H  
HETATM   60  H25 UNL     1       3.351   1.001  -1.160  1.00  0.00           H  
HETATM   61  H26 UNL     1       1.203   0.766   0.390  1.00  0.00           H  
HETATM   62  H27 UNL     1       1.053   1.542  -1.202  1.00  0.00           H  
HETATM   63  H28 UNL     1      -0.761   0.011  -1.359  1.00  0.00           H  
HETATM   64  H29 UNL     1       0.528  -1.012  -2.060  1.00  0.00           H  
HETATM   65  H30 UNL     1       0.836  -2.247   0.016  1.00  0.00           H  
HETATM   66  H31 UNL     1      -0.848  -2.270  -0.494  1.00  0.00           H  
HETATM   67  H32 UNL     1       0.265  -1.267   1.985  1.00  0.00           H  
HETATM   68  H33 UNL     1      -1.344  -1.844   1.553  1.00  0.00           H  
HETATM   69  H34 UNL     1      -2.871   0.210   2.337  1.00  0.00           H  
HETATM   70  H35 UNL     1      -2.418   1.631   1.375  1.00  0.00           H  
HETATM   71  H36 UNL     1      -2.826   0.505  -0.767  1.00  0.00           H  
HETATM   72  H37 UNL     1      -4.530   1.842   0.377  1.00  0.00           H  
HETATM   73  H38 UNL     1      -5.340   0.229   0.832  1.00  0.00           H  
HETATM   74  H39 UNL     1      -9.606  -0.168  -1.488  1.00  0.00           H  
HETATM   75  H40 UNL     1      -8.263  -1.092  -0.742  1.00  0.00           H  
HETATM   76  H41 UNL     1      -9.523  -0.344   1.245  1.00  0.00           H  
HETATM   77  H42 UNL     1      -8.032   0.533   1.017  1.00  0.00           H  
HETATM   78  H43 UNL     1      -8.205   2.783  -0.627  1.00  0.00           H  
HETATM   79  H44 UNL     1      -8.054   2.991   1.182  1.00  0.00           H  
HETATM   80  H45 UNL     1      -9.410   3.708   0.240  1.00  0.00           H  
HETATM   81  H46 UNL     1     -11.518   0.990   0.053  1.00  0.00           H  
HETATM   82  H47 UNL     1     -11.301   2.788   0.037  1.00  0.00           H  
HETATM   83  H48 UNL     1     -10.570   1.820  -1.293  1.00  0.00           H  
HETATM   84  H49 UNL     1     -11.150   1.987   2.098  1.00  0.00           H  
HETATM   85  H50 UNL     1      -9.562   2.736   2.492  1.00  0.00           H  
HETATM   86  H51 UNL     1      -9.781   0.987   2.609  1.00  0.00           H  
HETATM   87  H52 UNL     1      -4.573  -3.671  -2.039  1.00  0.00           H  
HETATM   88  H53 UNL     1      -4.912  -3.507  -0.309  1.00  0.00           H  
HETATM   89  H54 UNL     1      -3.326  -4.152  -0.797  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3   39   40
CONECT    3    4   41   42
CONECT    4    5   43   44
CONECT    5    6   45   46
CONECT    6    7   47   48
CONECT    7    8   49   50
CONECT    8    9   51   52
CONECT    9   10   53   54
CONECT   10   11   55   56
CONECT   11   12   57   58
CONECT   12   13   59   60
CONECT   13   14   61   62
CONECT   14   15   63   64
CONECT   15   16   65   66
CONECT   16   17   67   68
CONECT   17   18
CONECT   18   19   69   70
CONECT   19   20   32   71
CONECT   20   21   72   73
CONECT   21   22
CONECT   22   23   23   24   25
CONECT   25   26
CONECT   26   27   74   75
CONECT   27   28   76   77
CONECT   28   29   30   31
CONECT   29   78   79   80
CONECT   30   81   82   83
CONECT   31   84   85   86
CONECT   32   33
CONECT   33   34   35   35
CONECT   34   87   88   89
END

HMDB0062195
     RDKit          3D
Platelet-activating factor
 89 88  0  0  0  0  0  0  0  0999 V2000
   11.1482    2.3526    0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5386    2.0592   -0.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7062    0.8994   -1.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3705    0.6931   -0.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2315    0.6245    0.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1482   -0.4718    1.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6325   -1.7683    0.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7113   -2.5152   -0.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2830   -2.3858    0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6854   -1.1823   -0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2823   -0.8708   -0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6634    0.1206   -0.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2397    0.5339   -0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2172   -0.4719   -1.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1198   -1.5939   -0.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4564   -1.0087    1.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1182    0.1046    1.3401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4166    0.4570    1.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2599    0.0901    0.2183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6980    0.7978    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9328    0.5603   -1.2078 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4324   -0.0389   -1.5171 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.4331   -0.8520   -2.7432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5170   -1.3216   -0.1888 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.7644    0.8581   -1.2162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7496   -0.1706   -0.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1334    0.3974    0.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6427    1.7019    0.6060 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.7511    2.7898    0.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8427    1.8300   -0.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0724    1.8979    2.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6377   -1.2527   -0.0182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5656   -1.9939   -1.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0750   -3.4294   -1.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0881   -1.6031   -2.2145 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6161    1.4405    0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0773    3.0326    0.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5172    2.8751    1.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8499    3.0288   -1.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2951    2.2055   -1.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3402    0.0919   -0.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8843    0.2578   -1.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6930   -0.0060   -1.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7839    1.7054   -0.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6304    1.5612    1.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0290    0.5077    1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2474   -0.6147    2.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1943   -0.0976    1.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1108   -2.4479    1.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5171   -1.5011   -0.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7743   -2.1326   -1.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0101   -3.5636   -0.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2105   -2.2199    1.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7178   -3.2594   -0.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3131   -0.3768   -0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4240   -1.6406   -1.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8343   -1.6596    0.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5663   -0.1271    0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7030   -0.3852   -2.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3508    1.0015   -1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030    0.7660    0.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0528    1.5420   -1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7609    0.0107   -1.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5282   -1.0119   -2.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8357   -2.2467    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8481   -2.2697   -0.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2649   -1.2667    1.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3439   -1.8435    1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8708    0.2103    2.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4184    1.6312    1.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8262    0.5051   -0.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5303    1.8418    0.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3399    0.2289    0.8323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6063   -0.1679   -1.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2626   -1.0916   -0.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5231   -0.3442    1.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0323    0.5330    1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2049    2.7830   -0.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0544    2.9905    1.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4103    3.7080    0.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5180    0.9902    0.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3007    2.7883    0.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5704    1.8203   -1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1501    1.9868    2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5621    2.7365    2.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7809    0.9866    2.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5730   -3.6714   -2.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9120   -3.5069   -0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3262   -4.1520   -0.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 19 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  2 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  5 45  1  0
  5 46  1  0
  6 47  1  0
  6 48  1  0
  7 49  1  0
  7 50  1  0
  8 51  1  0
  8 52  1  0
  9 53  1  0
  9 54  1  0
 10 55  1  0
 10 56  1  0
 11 57  1  0
 11 58  1  0
 12 59  1  0
 12 60  1  0
 13 61  1  0
 13 62  1  0
 14 63  1  0
 14 64  1  0
 15 65  1  0
 15 66  1  0
 16 67  1  0
 16 68  1  0
 18 69  1  0
 18 70  1  0
 19 71  1  6
 20 72  1  0
 20 73  1  0
 26 74  1  0
 26 75  1  0
 27 76  1  0
 27 77  1  0
 29 78  1  0
 29 79  1  0
 29 80  1  0
 30 81  1  0
 30 82  1  0
 30 83  1  0
 31 84  1  0
 31 85  1  0
 31 86  1  0
 34 87  1  0
 34 88  1  0
 34 89  1  0
M  CHG  2  24  -1  28   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(R)-7-(Acetyloxy)-4-hydroxy-N,N,N-trimethyl-3,5,9-trioxa-4-phosphapentacosan-1-aminium hydroxide inner salt 4-oxide	ChEBI
1-Hexadecyl-2-acetyl-sn-glycero-3-phosphocholine	ChEBI
1-O-Hexadecyl paf	ChEBI
1-O-Hexadecyl-2-acetyl-sn-glycero-3-phosphocholine	ChEBI
1-O-Hexadecyl-2-acetyl-sn-glyceryl-3-phosphorylcholine	ChEBI
1-O-Hexadecyl-2-O-acetyl-sn-glycero-3-phosophocholine	ChEBI
1-O-Hexadecyl-2-O-acetyl-sn-glyceryl-3-phosphorylcholine	ChEBI
1-O-Hexadecyl-platelet-activating factor	ChEBI
C16 PAF	ChEBI
C16-PAF	ChEBI
C16:0 PAF	ChEBI
PAF	ChEBI
Platelet activating factor	ChEBI
Platelet-activating factor	ChEBI
Platelet-activating factor C16	ChEBI
1-Hexadecyl-2-acetyl-glycerophosphocholine	HMDB
APRL	HMDB
Hexadecyl-paf-acether	HMDB
1-Hexadecyl-2-acetyl-glycero-3-phosphocholine	HMDB
HD-PAF	HMDB
PAF-16 CPD	HMDB
HAG-PC	HMDB
HAGPC	HMDB
Antihypertensive polar renomedullary lipid	HMDB
Aggregating factor, platelet	MeSH
PAF-acether	MeSH
Phosphorylcholine, acetyl glyceryl ether	MeSH
Platelet-activating substance	MeSH
AGEPC	MeSH
Platelet activating substance	MeSH
Platelet aggregation enhancing factor	MeSH
Factor, platelet activating	MeSH
PAF acether	MeSH
Thrombocyte aggregating activity	MeSH
1 Alkyl 2 acetyl sn glycerophosphocholine	MeSH
1-Alkyl-2-acetyl-sn-glycerophosphocholine	MeSH
Acetyl glyceryl ether phosphorylcholine	MeSH
Platelet aggregating factor	MeSH
1-Hexadecyl-2-acetyl-GPC	HMDB
1-Hexadecyl-2-acetyl-sn-glycero-phosphatidylcholine	HMDB
1-O-Hexadecyl-2-O-acetyl-sn-glycero-3-phosphocholine	HMDB
1-O-Hexadecyl-2-acetyl-sn-glycerophosphocholine	HMDB
Acetyl-glyceryl-ether-phosphorylcholine	HMDB
Blood platelet-activating factor	HMDB
Blood platelet-activating factor acether	HMDB
C16-PAF acether	HMDB
GPC(16:0/2:0)	HMDB
GPC(18:0)	HMDB
GPC(O-16:0/2:0)	HMDB
GPCho(16:0/2:0)	HMDB
GPCho(18:0)	HMDB
GPCho(O-16:0/2:0)	HMDB
PAF 16	HMDB
PAF C 16	HMDB
PC(16:0/2:0)	HMDB
PC(18:0)	HMDB
PC(O-16:0/2:0)	HMDB
Phosphatidylcholine(16:0/2:0)	HMDB
Phosphatidylcholine(18:0)	HMDB
Phosphatidylcholine(O-16:0/2:0)	HMDB
Platelet-activating factor (1-O-hexadecyl)	HMDB
Platelet-activating factor acether	HMDB

Chemical Formula

C₂₆H₅₄NO₇P

Average Molecular Weight

523.6832

Monoisotopic Molecular Weight

523.363789599

IUPAC Name

(2-{[(S)-((2R)-2-(acetyloxy)-3-(hexadecyloxy)propyl phosphono)]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(S)-((2R)-2-(acetyloxy)-3-(hexadecyloxy)propyl phosphono)]oxy}ethyl)trimethylazanium

CAS Registry Number

74389-68-7

SMILES

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

InChI Identifier

InChI=1S/C26H54NO7P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21-31-23-26(34-25(2)28)24-33-35(29,30)32-22-20-27(3,4)5/h26H,6-24H2,1-5H3/t26-/m1/s1

InChI Key

HVAUUPRFYPCOCA-AREMUKBSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-alkyl,2-acetylglycero-3-phosphocholines. These are glycerophosphocholines that carry exactly one acetyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one alkyl chain attached through an ether linkage at the O1-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

1-alkyl,2-acetylglycero-3-phosphocholines

Alternative Parents

Substituents

1-alkyl,2-acetylglycero-3-phosphocholine
Phosphocholine
Glycerol ether
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Tetraalkylammonium salt
Quaternary ammonium salt
Carboxylic acid ester
Carboxylic acid derivative
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Carbonyl group
Amine
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-acetyl-1-alkyl-sn-glycero-3-phosphocholine (CHEBI:44811 )
1-alkyl,2-acylglycerophosphocholines (LMGP01020046 )

Ontology

Physiological effect

Health effect

Circulatory system disorder

Vascular disorder

Atherosclerosis (PMID: 21475195)

Endocrine system disorder

Breast disorder

Breast cancer (PMID: 9468591)

Digestive system disorder

Gastrointestinal disorder

Lower gastrointestinal disorder

Ulcerative colitis (PMID: 33440385)

Cancer

Cervical cancer (PMID: 26566624)

Disposition

Biological location

Cell

All cells and tissues (HMDB: HMDB0062195)

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0062195)

Golgi apparatus membrane (HMDB: HMDB0062195)
Cell membrane (HMDB: HMDB0062195)

Source

Exogenous

Exogenous (HMDB: HMDB0062195)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Phosphatidylcholine Biosynthesis (HMDB: HMDB0062195)
Ether lipid metabolism (PathBank: SMP0121068)

Cellular process

Apoptosis (PMID: 23350810)
Cell proliferation (PMID: 23350810)

Biochemical process

Lipid transport (PMID: 21979151)

Role

Biological role

Nutrient (PMID: 28411170)

Industrial application

Pharmaceutical industry

Biomarker

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00022 g/l	ALOGPS
LogP	2.71	ALOGPS

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	242.4	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001984

Predicted Molecular Properties

Property	Value	Source
logP	2.71	ALOGPS
logP	2.01	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	94.12 Å²	ChemAxon
Rotatable Bond Count	26	ChemAxon
Refractivity	151.67 m³·mol⁻¹	ChemAxon
Polarizability	62.86 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
DeepCCS	[M+H]+	220.834	30932474
DeepCCS	[M-H]-	217.333	30932474
DeepCCS	[M-2H]-	253.231	30932474
DeepCCS	[M+Na]+	229.399	30932474
AllCCS	[M+H]+	240.1	32859911
AllCCS	[M+H-H2O]+	238.9	32859911
AllCCS	[M+NH4]+	241.2	32859911
AllCCS	[M+Na]+	241.5	32859911
AllCCS	[M-H]-	234.3	32859911
AllCCS	[M+Na-2H]-	236.9	32859911
AllCCS	[M+HCOO]-	239.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	10.16 minutes	32390414
Predicted by Siyang on May 30, 2022	19.8199 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.05 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3183.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	190.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	259.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	432.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	980.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	866.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	562.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2259.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	653.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2337.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	568.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	562.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	202.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	90.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Platelet-activating factor	CCCCCCCCCCCCCCCCOC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(C)=O	3595.3	Standard polar	33892256
Platelet-activating factor	CCCCCCCCCCCCCCCCOC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(C)=O	3030.7	Standard non polar	33892256
Platelet-activating factor	CCCCCCCCCCCCCCCCOC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(C)=O	3269.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Platelet-activating factor GC-MS (Non-derivatized) - 70eV, Positive	splash10-000t-7920100000-1c445dd863672863393f	2016-09-22	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Platelet-activating factor , positive-QTOF	splash10-001i-1912020000-cd0b0948116f9c94f643	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Platelet-activating factor 10V, Negative-QTOF	splash10-0a4i-0000090000-70514fe85c8e3c0890ea	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Platelet-activating factor 20V, Negative-QTOF	splash10-0a4i-0000090000-70514fe85c8e3c0890ea	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Platelet-activating factor 40V, Negative-QTOF	splash10-0a4j-5001920000-fed72cb85f07c7623fbe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Platelet-activating factor 10V, Negative-QTOF	splash10-00di-2000090000-17c9524659f9c78dd8aa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Platelet-activating factor 20V, Negative-QTOF	splash10-0a4i-9000010000-a0c661c1c6e6ea6501cc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Platelet-activating factor 40V, Negative-QTOF	splash10-0a4i-9000000000-e49acc579337dc9681c0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Platelet-activating factor 10V, Positive-QTOF	splash10-00di-0000090000-cb20f2bc7d50322718cf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Platelet-activating factor 20V, Positive-QTOF	splash10-00di-0000090000-cb20f2bc7d50322718cf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Platelet-activating factor 40V, Positive-QTOF	splash10-0089-1913460000-d473e16780d273cab196	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB02261

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

97241

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Platelet-activating_factor

METLIN ID

Not Available

PubChem Compound

108156

PDB ID

Not Available

ChEBI ID

44811

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78. [PubMed:7834746 ]
Kelesidis T, Papakonstantinou V, Detopoulou P, Fragopoulou E, Chini M, Lazanas MC, Antonopoulou S: The Role of Platelet-Activating Factor in Chronic Inflammation, Immune Activation, and Comorbidities Associated with HIV Infection. AIDS Rev. 2015 Oct-Dec;17(4):191-201. [PubMed:26616844 ]
Cevc, Gregor (1993). Phospholipids Handbook. Marcel Dekker.
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Platelet-activating factor (HMDB0062195)

MOL for HMDB0062195 (Platelet-activating factor)

3D MOL for HMDB0062195 (Platelet-activating factor)

3D SDF for HMDB0062195 (Platelet-activating factor)

3D-SDF for HMDB0062195 (Platelet-activating factor)

PDB for HMDB0062195 (Platelet-activating factor)

3D PDB for HMDB0062195 (Platelet-activating factor)

SMILES for HMDB0062195 (Platelet-activating factor)

INCHI for HMDB0062195 (Platelet-activating factor)

Structure for HMDB0062195 (Platelet-activating factor)

3D Structure for HMDB0062195 (Platelet-activating factor)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra