Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:09 UTC

HMDB ID

HMDB0001278

Secondary Accession Numbers

HMDB01278

Metabolite Identification

Common Name

Presqualene diphosphate

Description

Presqualene diphosphate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Presqualene diphosphate is a moderately acidic compound (based on its pKa).

Structure

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


  Mrv1652307092019122D          

 39 39  0  0  0  0            999 V2000
 9989.0063 9990.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.2920 9991.1402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9989.7206 9991.1402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9987.5777 9990.7288    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9990.5519 9991.1402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9990.1362 9991.8548    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9986.8630 9991.1402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9987.9910 9990.0145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9987.1660 9990.0145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.2662 9990.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.1362 9992.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.9347 9992.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.1487 9990.7288    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9991.9810 9991.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.8507 9993.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.5601 9990.0145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9985.4303 9991.1423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9985.7353 9990.0145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.6961 9990.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.9810 9991.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.5650 9992.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.4114 9991.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.2799 9993.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.1265 9990.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9950 9992.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.2799 9993.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.8396 9991.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.7102 9993.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5548 9990.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.8396 9991.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.4253 9992.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2700 9991.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1385 9993.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9831 9990.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8537 9992.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1385 9993.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6983 9991.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4113 9990.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6983 9991.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  1  1  6  0  0  0
  2  4  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  1  0  0  0
  6 11  1  0  0  0  0
  6 12  1  6  0  0  0
  7 13  1  0  0  0  0
 10 14  2  0  0  0  0
 11 15  1  0  0  0  0
 13 16  2  0  0  0  0
 13 17  1  0  0  0  0
 13 18  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 21  1  0  0  0  0
 19 22  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 24 27  2  0  0  0  0
 25 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 28 31  1  0  0  0  0
 29 32  1  0  0  0  0
 31 33  2  0  0  0  0
 32 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 34 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
  3  6  1  0  0  0  0
  3  5  1  0  0  0  0
  6  5  1  0  0  0  0
M  END

HMDB0001278
     RDKit          3D
Presqualene diphosphate
 91 91  0  0  0  0  0  0  0  0999 V2000
   -7.3193   -4.5413    2.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6482   -5.6443    1.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2850   -6.9793    1.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5083   -5.4258    0.7679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8747   -4.0973    0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7146   -3.5240   -0.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0683   -2.1951   -0.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7342   -1.1388    0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8791   -1.8848   -1.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2641   -0.5473   -0.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0445    0.1925   -2.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4235    1.5379   -1.8447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1018    2.5548   -1.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2436    1.8660   -2.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3995    3.1443   -2.1272 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5245    3.9138   -0.9104 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6991    5.4063   -1.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8075    6.0192    0.2446 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9907    7.6863   -0.1003 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.4125    8.2105   -0.3364 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9266    7.7987   -1.4999 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7386    8.4212    1.2007 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9657    9.4397    0.6185 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.8280    8.5866   -0.3157 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9009   10.0325    1.9137 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3001   10.7438   -0.2298 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7369    3.1086   -1.4063 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8774    3.9019   -2.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559    2.0600   -0.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2197    0.6468   -0.9665 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7108   -0.2611    0.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8270   -0.9370   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5389   -0.7570   -1.3665 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3727   -1.8845    0.9155 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4926   -3.2833    0.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0414   -4.1480    1.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3444   -5.1817    1.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0316   -5.4890    1.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8791   -6.0542    2.9349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2541   -4.8970    2.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5503   -3.7344    1.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6191   -4.1602    2.9359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5310   -7.8044    1.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9033   -7.1143    0.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9482   -7.0713    2.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0384   -6.2390    0.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4977   -3.4021    1.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8662   -4.1021    1.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9753   -4.2013   -1.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6722   -3.4640   -1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8414   -0.2109   -0.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7507   -1.4772    0.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1672   -0.9344    1.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3970   -2.6438   -1.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2620   -0.7177   -0.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8295    0.0755   -0.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9694    0.2996   -2.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3212   -0.3944   -2.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8886    3.5847   -1.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2195    2.4353   -1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9159    2.3040    0.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2791    1.1462   -3.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4544    3.7588   -3.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0875    3.6174    0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1695    5.8775   -1.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6507    5.6210   -1.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3587    7.7716   -2.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2518    9.2664    2.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4124   10.5811   -1.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5699    3.1243   -2.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4634    4.4188   -2.9350 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3712    4.5766   -1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1981    2.3348   -0.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5519    2.1172    0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1297    0.3315   -1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6659    0.5980   -1.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1398   -0.3460    0.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4831   -1.3291   -1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8903   -1.1712   -2.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7566    0.2759   -1.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6948   -1.8571    1.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3770   -1.5561    1.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2484   -3.2988   -0.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5690   -3.6897   -0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0200   -3.9344    1.9145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109   -4.6715    1.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6159   -6.4518    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1297   -5.6557    0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0969   -6.3028    3.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7660   -5.5896    3.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2568   -6.9916    2.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 16 27  1  0
 27 28  1  6
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  3
 37 38  1  0
 37 39  1  0
 27 15  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  3 43  1  0
  3 44  1  0
  3 45  1  0
  4 46  1  0
  5 47  1  0
  5 48  1  0
  6 49  1  0
  6 50  1  0
  8 51  1  0
  8 52  1  0
  8 53  1  0
  9 54  1  0
 10 55  1  0
 10 56  1  0
 11 57  1  0
 11 58  1  0
 13 59  1  0
 13 60  1  0
 13 61  1  0
 14 62  1  0
 15 63  1  6
 16 64  1  1
 17 65  1  0
 17 66  1  0
 21 67  1  0
 25 68  1  0
 26 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 30 75  1  0
 30 76  1  0
 31 77  1  0
 33 78  1  0
 33 79  1  0
 33 80  1  0
 34 81  1  0
 34 82  1  0
 35 83  1  0
 35 84  1  0
 36 85  1  0
 38 86  1  0
 38 87  1  0
 38 88  1  0
 39 89  1  0
 39 90  1  0
 39 91  1  0
M  END


  Mrv1652307092019122D          

 39 39  0  0  0  0            999 V2000
 9989.0063 9990.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.2920 9991.1402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9989.7206 9991.1402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9987.5777 9990.7288    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9990.5519 9991.1402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9990.1362 9991.8548    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9986.8630 9991.1402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9987.9910 9990.0145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9987.1660 9990.0145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.2662 9990.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.1362 9992.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.9347 9992.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.1487 9990.7288    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9991.9810 9991.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.8507 9993.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.5601 9990.0145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9985.4303 9991.1423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9985.7353 9990.0145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.6961 9990.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.9810 9991.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.5650 9992.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.4114 9991.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.2799 9993.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.1265 9990.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9950 9992.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.2799 9993.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.8396 9991.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.7102 9993.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5548 9990.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.8396 9991.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.4253 9992.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2700 9991.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1385 9993.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9831 9990.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8537 9992.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1385 9993.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6983 9991.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4113 9990.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6983 9991.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  1  1  6  0  0  0
  2  4  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  1  0  0  0
  6 11  1  0  0  0  0
  6 12  1  6  0  0  0
  7 13  1  0  0  0  0
 10 14  2  0  0  0  0
 11 15  1  0  0  0  0
 13 16  2  0  0  0  0
 13 17  1  0  0  0  0
 13 18  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 21  1  0  0  0  0
 19 22  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 24 27  2  0  0  0  0
 25 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 28 31  1  0  0  0  0
 29 32  1  0  0  0  0
 31 33  2  0  0  0  0
 32 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 34 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
  3  6  1  0  0  0  0
  3  5  1  0  0  0  0
  6  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001278

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC\C(C)=C\CC\C(C)=C\[C@H]1[C@H](COP(O)(=O)OP(O)(O)=O)[C@@]1(C)CC\C=C(/C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C30H52O7P2/c1-23(2)13-9-15-25(5)17-11-18-27(7)21-28-29(22-36-39(34,35)37-38(31,32)33)30(28,8)20-12-19-26(6)16-10-14-24(3)4/h13-14,17,19,21,28-29H,9-12,15-16,18,20,22H2,1-8H3,(H,34,35)(H2,31,32,33)/b25-17+,26-19+,27-21+/t28-,29-,30-/m0/s1

> <INCHI_KEY>
ATZKAUGGNMSCCY-VYCBRMPGSA-N

> <FORMULA>
C30H52O7P2

> <MOLECULAR_WEIGHT>
586.6772

> <EXACT_MASS>
586.318827042

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
66.29502667605244

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[({[(1S,2S,3S)-2-[(3E)-4,8-dimethylnona-3,7-dien-1-yl]-2-methyl-3-[(1E,5E)-2,6,10-trimethylundeca-1,5,9-trien-1-yl]cyclopropyl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid

> <ALOGPS_LOGP>
5.31

> <JCHEM_LOGP>
8.000155052

> <ALOGPS_LOGS>
-5.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.2199490762788217

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.778452826766597

> <JCHEM_POLAR_SURFACE_AREA>
113.28999999999999

> <JCHEM_REFRACTIVITY>
165.33240000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.14e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
presqualene diphosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001278
     RDKit          3D
Presqualene diphosphate
 91 91  0  0  0  0  0  0  0  0999 V2000
   -7.3193   -4.5413    2.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6482   -5.6443    1.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2850   -6.9793    1.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5083   -5.4258    0.7679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8747   -4.0973    0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7146   -3.5240   -0.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0683   -2.1951   -0.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7342   -1.1388    0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8791   -1.8848   -1.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2641   -0.5473   -0.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0445    0.1925   -2.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4235    1.5379   -1.8447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1018    2.5548   -1.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2436    1.8660   -2.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3995    3.1443   -2.1272 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5245    3.9138   -0.9104 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6991    5.4063   -1.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8075    6.0192    0.2446 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9907    7.6863   -0.1003 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.4125    8.2105   -0.3364 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9266    7.7987   -1.4999 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7386    8.4212    1.2007 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9657    9.4397    0.6185 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.8280    8.5866   -0.3157 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9009   10.0325    1.9137 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3001   10.7438   -0.2298 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7369    3.1086   -1.4063 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8774    3.9019   -2.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559    2.0600   -0.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2197    0.6468   -0.9665 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7108   -0.2611    0.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8270   -0.9370   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5389   -0.7570   -1.3665 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3727   -1.8845    0.9155 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4926   -3.2833    0.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0414   -4.1480    1.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3444   -5.1817    1.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0316   -5.4890    1.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8791   -6.0542    2.9349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2541   -4.8970    2.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5503   -3.7344    1.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6191   -4.1602    2.9359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5310   -7.8044    1.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9033   -7.1143    0.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9482   -7.0713    2.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0384   -6.2390    0.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4977   -3.4021    1.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8662   -4.1021    1.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9753   -4.2013   -1.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6722   -3.4640   -1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8414   -0.2109   -0.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7507   -1.4772    0.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1672   -0.9344    1.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3970   -2.6438   -1.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2620   -0.7177   -0.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8295    0.0755   -0.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9694    0.2996   -2.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3212   -0.3944   -2.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8886    3.5847   -1.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2195    2.4353   -1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9159    2.3040    0.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2791    1.1462   -3.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4544    3.7588   -3.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0875    3.6174    0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1695    5.8775   -1.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6507    5.6210   -1.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3587    7.7716   -2.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2518    9.2664    2.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4124   10.5811   -1.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5699    3.1243   -2.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4634    4.4188   -2.9350 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3712    4.5766   -1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1981    2.3348   -0.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5519    2.1172    0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1297    0.3315   -1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6659    0.5980   -1.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1398   -0.3460    0.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4831   -1.3291   -1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8903   -1.1712   -2.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7566    0.2759   -1.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6948   -1.8571    1.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3770   -1.5561    1.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2484   -3.2988   -0.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5690   -3.6897   -0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0200   -3.9344    1.9145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109   -4.6715    1.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6159   -6.4518    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1297   -5.6557    0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0969   -6.3028    3.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7660   -5.5896    3.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2568   -6.9916    2.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 16 27  1  0
 27 28  1  6
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  3
 37 38  1  0
 37 39  1  0
 27 15  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  3 43  1  0
  3 44  1  0
  3 45  1  0
  4 46  1  0
  5 47  1  0
  5 48  1  0
  6 49  1  0
  6 50  1  0
  8 51  1  0
  8 52  1  0
  8 53  1  0
  9 54  1  0
 10 55  1  0
 10 56  1  0
 11 57  1  0
 11 58  1  0
 13 59  1  0
 13 60  1  0
 13 61  1  0
 14 62  1  0
 15 63  1  6
 16 64  1  1
 17 65  1  0
 17 66  1  0
 21 67  1  0
 25 68  1  0
 26 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 30 75  1  0
 30 76  1  0
 31 77  1  0
 33 78  1  0
 33 79  1  0
 33 80  1  0
 34 81  1  0
 34 82  1  0
 35 83  1  0
 35 84  1  0
 36 85  1  0
 38 86  1  0
 38 87  1  0
 38 88  1  0
 39 89  1  0
 39 90  1  0
 39 91  1  0
M  END

HEADER    PROTEIN                                 09-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-20         0                                  
HETATM    1  C   UNK     0    8646.1458649.360   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8644.8128650.128   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8647.4798650.128   0.000  0.00  0.00           C+0
HETATM    4  P   UNK     0    8643.4788649.360   0.000  0.00  0.00           P+0
HETATM    5  C   UNK     0    8649.0308650.128   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8648.2548651.462   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8642.1448650.128   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8644.2508648.027   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8642.7108648.027   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8650.3648649.360   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8648.2548653.004   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8649.7458651.861   0.000  0.00  0.00           C+0
HETATM   13  P   UNK     0    8640.8118649.360   0.000  0.00  0.00           P+0
HETATM   14  C   UNK     0    8651.6988650.128   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8649.5888653.769   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8641.5798648.027   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8639.4708650.132   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    8640.0398648.027   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0    8653.0338649.360   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8651.6988651.668   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8650.9218653.004   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8654.3688650.128   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8652.2568653.769   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8655.7038649.360   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8653.5918653.004   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8652.2568655.312   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8657.0348650.128   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8654.9268653.769   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8658.3698649.360   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8657.0348651.668   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8656.2618653.004   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    8659.7048650.128   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0    8657.5928653.769   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0    8661.0358649.360   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0    8658.9278653.004   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0    8657.5928655.312   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0    8662.3708650.128   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0    8663.7018649.360   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0    8662.3708651.668   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    6    5                                                  
CONECT    4    2    7    8    9                                             
CONECT    5   10    3    6                                                  
CONECT    6   11   12    3    5                                             
CONECT    7    4   13                                                       
CONECT    8    4                                                            
CONECT    9    4                                                            
CONECT   10    5   14                                                       
CONECT   11    6   15                                                       
CONECT   12    6                                                            
CONECT   13    7   16   17   18                                             
CONECT   14   10   19   20                                                  
CONECT   15   11   21                                                       
CONECT   16   13                                                            
CONECT   17   13                                                            
CONECT   18   13                                                            
CONECT   19   14   22                                                       
CONECT   20   14                                                            
CONECT   21   15   23                                                       
CONECT   22   19   24                                                       
CONECT   23   21   25   26                                                  
CONECT   24   22   27                                                       
CONECT   25   23   28                                                       
CONECT   26   23                                                            
CONECT   27   24   29   30                                                  
CONECT   28   25   31                                                       
CONECT   29   27   32                                                       
CONECT   30   27                                                            
CONECT   31   28   33                                                       
CONECT   32   29   34                                                       
CONECT   33   31   35   36                                                  
CONECT   34   32   37                                                       
CONECT   35   33                                                            
CONECT   36   33                                                            
CONECT   37   34   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   78    0
END

COMPND    HMDB0001278
HETATM    1  C1  UNL     1      -7.319  -4.541   2.137  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.648  -5.644   1.398  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.285  -6.979   1.385  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.508  -5.426   0.768  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.875  -4.097   0.779  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.715  -3.524  -0.631  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.068  -2.195  -0.458  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.734  -1.139   0.343  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.879  -1.885  -1.002  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.264  -0.547  -0.807  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.045   0.193  -2.112  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.424   1.538  -1.845  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.102   2.555  -1.004  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.244   1.866  -2.353  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.399   3.144  -2.127  1.00  0.00           C  
HETATM   16  C16 UNL     1       0.525   3.914  -0.910  1.00  0.00           C  
HETATM   17  C17 UNL     1       0.699   5.406  -1.018  1.00  0.00           C  
HETATM   18  O1  UNL     1       0.807   6.019   0.245  1.00  0.00           O  
HETATM   19  P1  UNL     1       0.991   7.686  -0.100  1.00  0.00           P  
HETATM   20  O2  UNL     1      -0.413   8.210  -0.336  1.00  0.00           O  
HETATM   21  O3  UNL     1       1.927   7.799  -1.500  1.00  0.00           O  
HETATM   22  O4  UNL     1       1.739   8.421   1.201  1.00  0.00           O  
HETATM   23  P2  UNL     1       2.966   9.440   0.619  1.00  0.00           P  
HETATM   24  O5  UNL     1       3.828   8.587  -0.316  1.00  0.00           O  
HETATM   25  O6  UNL     1       3.901  10.032   1.914  1.00  0.00           O  
HETATM   26  O7  UNL     1       2.300  10.744  -0.230  1.00  0.00           O  
HETATM   27  C18 UNL     1       1.737   3.109  -1.406  1.00  0.00           C  
HETATM   28  C19 UNL     1       2.877   3.902  -2.053  1.00  0.00           C  
HETATM   29  C20 UNL     1       2.156   2.060  -0.451  1.00  0.00           C  
HETATM   30  C21 UNL     1       2.220   0.647  -0.966  1.00  0.00           C  
HETATM   31  C22 UNL     1       2.711  -0.261   0.089  1.00  0.00           C  
HETATM   32  C23 UNL     1       3.827  -0.937  -0.104  1.00  0.00           C  
HETATM   33  C24 UNL     1       4.539  -0.757  -1.366  1.00  0.00           C  
HETATM   34  C25 UNL     1       4.373  -1.884   0.915  1.00  0.00           C  
HETATM   35  C26 UNL     1       4.493  -3.283   0.377  1.00  0.00           C  
HETATM   36  C27 UNL     1       5.041  -4.148   1.455  1.00  0.00           C  
HETATM   37  C28 UNL     1       4.344  -5.182   1.864  1.00  0.00           C  
HETATM   38  C29 UNL     1       3.032  -5.489   1.267  1.00  0.00           C  
HETATM   39  C30 UNL     1       4.879  -6.054   2.935  1.00  0.00           C  
HETATM   40  H1  UNL     1      -8.254  -4.897   2.614  1.00  0.00           H  
HETATM   41  H2  UNL     1      -7.550  -3.734   1.400  1.00  0.00           H  
HETATM   42  H3  UNL     1      -6.619  -4.160   2.936  1.00  0.00           H  
HETATM   43  H4  UNL     1      -6.531  -7.804   1.465  1.00  0.00           H  
HETATM   44  H5  UNL     1      -7.903  -7.114   0.450  1.00  0.00           H  
HETATM   45  H6  UNL     1      -7.948  -7.071   2.259  1.00  0.00           H  
HETATM   46  H7  UNL     1      -5.038  -6.239   0.240  1.00  0.00           H  
HETATM   47  H8  UNL     1      -5.498  -3.402   1.368  1.00  0.00           H  
HETATM   48  H9  UNL     1      -3.866  -4.102   1.252  1.00  0.00           H  
HETATM   49  H10 UNL     1      -3.975  -4.201  -1.143  1.00  0.00           H  
HETATM   50  H11 UNL     1      -5.672  -3.464  -1.146  1.00  0.00           H  
HETATM   51  H12 UNL     1      -4.841  -0.211  -0.261  1.00  0.00           H  
HETATM   52  H13 UNL     1      -5.751  -1.477   0.609  1.00  0.00           H  
HETATM   53  H14 UNL     1      -4.167  -0.934   1.291  1.00  0.00           H  
HETATM   54  H15 UNL     1      -2.397  -2.644  -1.580  1.00  0.00           H  
HETATM   55  H16 UNL     1      -1.262  -0.718  -0.345  1.00  0.00           H  
HETATM   56  H17 UNL     1      -2.830   0.076  -0.106  1.00  0.00           H  
HETATM   57  H18 UNL     1      -2.969   0.300  -2.692  1.00  0.00           H  
HETATM   58  H19 UNL     1      -1.321  -0.394  -2.715  1.00  0.00           H  
HETATM   59  H20 UNL     1      -1.889   3.585  -1.284  1.00  0.00           H  
HETATM   60  H21 UNL     1      -3.219   2.435  -1.130  1.00  0.00           H  
HETATM   61  H22 UNL     1      -1.916   2.304   0.055  1.00  0.00           H  
HETATM   62  H23 UNL     1       0.279   1.146  -3.011  1.00  0.00           H  
HETATM   63  H24 UNL     1       0.454   3.759  -3.092  1.00  0.00           H  
HETATM   64  H25 UNL     1       0.087   3.617   0.067  1.00  0.00           H  
HETATM   65  H26 UNL     1      -0.170   5.877  -1.550  1.00  0.00           H  
HETATM   66  H27 UNL     1       1.651   5.621  -1.531  1.00  0.00           H  
HETATM   67  H28 UNL     1       1.359   7.772  -2.321  1.00  0.00           H  
HETATM   68  H29 UNL     1       4.252   9.266   2.436  1.00  0.00           H  
HETATM   69  H30 UNL     1       2.412  10.581  -1.183  1.00  0.00           H  
HETATM   70  H31 UNL     1       3.570   3.124  -2.458  1.00  0.00           H  
HETATM   71  H32 UNL     1       2.463   4.419  -2.935  1.00  0.00           H  
HETATM   72  H33 UNL     1       3.371   4.577  -1.352  1.00  0.00           H  
HETATM   73  H34 UNL     1       3.198   2.335  -0.085  1.00  0.00           H  
HETATM   74  H35 UNL     1       1.552   2.117   0.495  1.00  0.00           H  
HETATM   75  H36 UNL     1       1.130   0.331  -1.083  1.00  0.00           H  
HETATM   76  H37 UNL     1       2.666   0.598  -1.934  1.00  0.00           H  
HETATM   77  H38 UNL     1       2.140  -0.346   0.993  1.00  0.00           H  
HETATM   78  H39 UNL     1       5.483  -1.329  -1.357  1.00  0.00           H  
HETATM   79  H40 UNL     1       3.890  -1.171  -2.191  1.00  0.00           H  
HETATM   80  H41 UNL     1       4.757   0.276  -1.652  1.00  0.00           H  
HETATM   81  H42 UNL     1       3.695  -1.857   1.791  1.00  0.00           H  
HETATM   82  H43 UNL     1       5.377  -1.556   1.249  1.00  0.00           H  
HETATM   83  H44 UNL     1       5.248  -3.299  -0.457  1.00  0.00           H  
HETATM   84  H45 UNL     1       3.569  -3.690  -0.020  1.00  0.00           H  
HETATM   85  H46 UNL     1       6.020  -3.934   1.915  1.00  0.00           H  
HETATM   86  H47 UNL     1       2.311  -4.671   1.441  1.00  0.00           H  
HETATM   87  H48 UNL     1       2.616  -6.452   1.646  1.00  0.00           H  
HETATM   88  H49 UNL     1       3.130  -5.656   0.155  1.00  0.00           H  
HETATM   89  H50 UNL     1       4.097  -6.303   3.690  1.00  0.00           H  
HETATM   90  H51 UNL     1       5.766  -5.590   3.420  1.00  0.00           H  
HETATM   91  H52 UNL     1       5.257  -6.992   2.452  1.00  0.00           H  
CONECT    1    2   40   41   42
CONECT    2    3    4    4
CONECT    3   43   44   45
CONECT    4    5   46
CONECT    5    6   47   48
CONECT    6    7   49   50
CONECT    7    8    9    9
CONECT    8   51   52   53
CONECT    9   10   54
CONECT   10   11   55   56
CONECT   11   12   57   58
CONECT   12   13   14   14
CONECT   13   59   60   61
CONECT   14   15   62
CONECT   15   16   27   63
CONECT   16   17   27   64
CONECT   17   18   65   66
CONECT   18   19
CONECT   19   20   20   21   22
CONECT   21   67
CONECT   22   23
CONECT   23   24   24   25   26
CONECT   25   68
CONECT   26   69
CONECT   27   28   29
CONECT   28   70   71   72
CONECT   29   30   73   74
CONECT   30   31   75   76
CONECT   31   32   32   77
CONECT   32   33   34
CONECT   33   78   79   80
CONECT   34   35   81   82
CONECT   35   36   83   84
CONECT   36   37   37   85
CONECT   37   38   39
CONECT   38   86   87   88
CONECT   39   89   90   91
END

HMDB0001278
     RDKit          3D
Presqualene diphosphate
 91 91  0  0  0  0  0  0  0  0999 V2000
   -7.3193   -4.5413    2.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6482   -5.6443    1.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2850   -6.9793    1.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5083   -5.4258    0.7679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8747   -4.0973    0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7146   -3.5240   -0.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0683   -2.1951   -0.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7342   -1.1388    0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8791   -1.8848   -1.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2641   -0.5473   -0.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0445    0.1925   -2.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4235    1.5379   -1.8447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1018    2.5548   -1.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2436    1.8660   -2.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3995    3.1443   -2.1272 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5245    3.9138   -0.9104 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6991    5.4063   -1.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8075    6.0192    0.2446 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9907    7.6863   -0.1003 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.4125    8.2105   -0.3364 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9266    7.7987   -1.4999 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7386    8.4212    1.2007 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9657    9.4397    0.6185 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.8280    8.5866   -0.3157 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9009   10.0325    1.9137 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3001   10.7438   -0.2298 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7369    3.1086   -1.4063 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8774    3.9019   -2.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559    2.0600   -0.4506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2197    0.6468   -0.9665 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7108   -0.2611    0.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8270   -0.9370   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5389   -0.7570   -1.3665 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3727   -1.8845    0.9155 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4926   -3.2833    0.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0414   -4.1480    1.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3444   -5.1817    1.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0316   -5.4890    1.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8791   -6.0542    2.9349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2541   -4.8970    2.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5503   -3.7344    1.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6191   -4.1602    2.9359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5310   -7.8044    1.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9033   -7.1143    0.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9482   -7.0713    2.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0384   -6.2390    0.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4977   -3.4021    1.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8662   -4.1021    1.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9753   -4.2013   -1.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6722   -3.4640   -1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8414   -0.2109   -0.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7507   -1.4772    0.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1672   -0.9344    1.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3970   -2.6438   -1.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2620   -0.7177   -0.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8295    0.0755   -0.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9694    0.2996   -2.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3212   -0.3944   -2.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8886    3.5847   -1.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2195    2.4353   -1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9159    2.3040    0.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2791    1.1462   -3.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4544    3.7588   -3.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0875    3.6174    0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1695    5.8775   -1.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6507    5.6210   -1.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3587    7.7716   -2.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2518    9.2664    2.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4124   10.5811   -1.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5699    3.1243   -2.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4634    4.4188   -2.9350 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3712    4.5766   -1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1981    2.3348   -0.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5519    2.1172    0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1297    0.3315   -1.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6659    0.5980   -1.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1398   -0.3460    0.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4831   -1.3291   -1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8903   -1.1712   -2.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7566    0.2759   -1.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6948   -1.8571    1.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3770   -1.5561    1.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2484   -3.2988   -0.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5690   -3.6897   -0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0200   -3.9344    1.9145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109   -4.6715    1.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6159   -6.4518    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1297   -5.6557    0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0969   -6.3028    3.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7660   -5.5896    3.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2568   -6.9916    2.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 16 27  1  0
 27 28  1  6
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  3
 37 38  1  0
 37 39  1  0
 27 15  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  3 43  1  0
  3 44  1  0
  3 45  1  0
  4 46  1  0
  5 47  1  0
  5 48  1  0
  6 49  1  0
  6 50  1  0
  8 51  1  0
  8 52  1  0
  8 53  1  0
  9 54  1  0
 10 55  1  0
 10 56  1  0
 11 57  1  0
 11 58  1  0
 13 59  1  0
 13 60  1  0
 13 61  1  0
 14 62  1  0
 15 63  1  6
 16 64  1  1
 17 65  1  0
 17 66  1  0
 21 67  1  0
 25 68  1  0
 26 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 30 75  1  0
 30 76  1  0
 31 77  1  0
 33 78  1  0
 33 79  1  0
 33 80  1  0
 34 81  1  0
 34 82  1  0
 35 83  1  0
 35 84  1  0
 36 85  1  0
 38 86  1  0
 38 87  1  0
 38 88  1  0
 39 89  1  0
 39 90  1  0
 39 91  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
[(1S,2S,3S)-2-[(e)-4,8-Dimethylnona-3,7-dienyl]-2-methyl-3-[(2E,6E)-2,6,10-trimethylundeca-1,5,9-trienyl]cyclopropan-1-yl]methyl diphosphate	ChEBI
[(1S,2S,3S)-2-[(e)-4,8-Dimethylnona-3,7-dienyl]-2-methyl-3-[(2E,6E)-2,6,10-trimethylundeca-1,5,9-trienyl]cyclopropan-1-yl]methyl diphosphoric acid	Generator
Presqualene diphosphoric acid	Generator
[(1R,2R,3R)-2-[(e)-4,8-Dimethylnona-3,7-dienyl]-2-methyl-3-[(2E,6E)-2,6,10-trimethylundeca-1,5,9-trienyl]cyclopropan-1-yl]methyl diphosphate	HMDB
[(1R,2R,3R)-2-[(e)-4,8-Dimethylnona-3,7-dienyl]-2-methyl-3-[(2E,6E)-2,6,10-trimethylundeca-1,5,9-trienyl]cyclopropan-1-yl]methyl diphosphoric acid	HMDB
(1alpha,2beta(e),3beta(1E,5E))-Diphosphoric acid mono((2-(4,8-dimethyl-3,7-nonadienyl)-2-methyl-3-(2,6,10-trimethyl-1,5,9-undecatrienyl)cyclopropyl)methyl) ester	HMDB
Presqualene pyrophosphate	HMDB
Presqualene diphosphate	HMDB

Chemical Formula

C₃₀H₅₂O₇P₂

Average Molecular Weight

586.6772

Monoisotopic Molecular Weight

586.318827042

IUPAC Name

[({[(1S,2S,3S)-2-[(3E)-4,8-dimethylnona-3,7-dien-1-yl]-2-methyl-3-[(1E,5E)-2,6,10-trimethylundeca-1,5,9-trien-1-yl]cyclopropyl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid

Traditional Name

presqualene diphosphate

CAS Registry Number

29849-75-0

SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C\[C@H]1[C@H](COP(O)(=O)OP(O)(O)=O)[C@@]1(C)CC\C=C(/C)CCC=C(C)C

InChI Identifier

InChI=1S/C30H52O7P2/c1-23(2)13-9-15-25(5)17-11-18-27(7)21-28-29(22-36-39(34,35)37-38(31,32)33)30(28,8)20-12-19-26(6)16-10-14-24(3)4/h13-14,17,19,21,28-29H,9-12,15-16,18,20,22H2,1-8H3,(H,34,35)(H2,31,32,33)/b25-17+,26-19+,27-21+/t28-,29-,30-/m0/s1

InChI Key

ATZKAUGGNMSCCY-VYCBRMPGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Organic pyrophosphate
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

triterpenyl phosphate (CHEBI:15442 )
triterpenoid (CHEBI:15442 )

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	0.0011 g/L	ALOGPS
logP	5.31	ALOGPS
logP	8	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	1.78	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	165.33 m³·mol⁻¹	ChemAxon
Polarizability	66.3 Å³	ChemAxon
Number of Rings	1	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]+	239.952	31661259
DarkChem	[M-H]-	223.181	31661259
AllCCS	[M+H]+	242.737	32859911
AllCCS	[M-H]-	241.866	32859911
DeepCCS	[M+H]+	228.276	30932474
DeepCCS	[M-H]-	226.451	30932474
DeepCCS	[M-2H]-	259.693	30932474
DeepCCS	[M+Na]+	233.882	30932474
AllCCS	[M+H]+	242.7	32859911
AllCCS	[M+H-H2O]+	241.3	32859911
AllCCS	[M+NH4]+	244.0	32859911
AllCCS	[M+Na]+	244.4	32859911
AllCCS	[M-H]-	241.9	32859911
AllCCS	[M+Na-2H]-	245.8	32859911
AllCCS	[M+HCOO]-	250.3	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.	8.42 minutes	32390414
Predicted by Siyang on May 30, 2022	16.7412 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.89 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	82.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3770.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	184.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	234.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	165.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	161.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	856.1 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	1028.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	93.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1550.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	852.2 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	803.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	647.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	392.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	217.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	405.3 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	8.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Presqualene diphosphate	CC(C)=CCC\C(C)=C\CC\C(C)=C\[C@H]1[C@H](COP(O)(=O)OP(O)(O)=O)[C@@]1(C)CC\C=C(/C)CCC=C(C)C	4408.9	Standard polar	33892256
Presqualene diphosphate	CC(C)=CCC\C(C)=C\CC\C(C)=C\[C@H]1[C@H](COP(O)(=O)OP(O)(O)=O)[C@@]1(C)CC\C=C(/C)CCC=C(C)C	3349.5	Standard non polar	33892256
Presqualene diphosphate	CC(C)=CCC\C(C)=C\CC\C(C)=C\[C@H]1[C@H](COP(O)(=O)OP(O)(O)=O)[C@@]1(C)CC\C=C(/C)CCC=C(C)C	3849.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Presqualene diphosphate,1TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	3756.0	Semi standard non polar	33892256
Presqualene diphosphate,1TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	3230.6	Standard non polar	33892256
Presqualene diphosphate,1TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	4796.1	Standard polar	33892256
Presqualene diphosphate,1TMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	3750.5	Semi standard non polar	33892256
Presqualene diphosphate,1TMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	3242.7	Standard non polar	33892256
Presqualene diphosphate,1TMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	4835.0	Standard polar	33892256
Presqualene diphosphate,2TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	3725.4	Semi standard non polar	33892256
Presqualene diphosphate,2TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	3288.0	Standard non polar	33892256
Presqualene diphosphate,2TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)O[Si](C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	4336.3	Standard polar	33892256
Presqualene diphosphate,2TMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	3721.2	Semi standard non polar	33892256
Presqualene diphosphate,2TMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	3280.2	Standard non polar	33892256
Presqualene diphosphate,2TMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	4339.1	Standard polar	33892256
Presqualene diphosphate,3TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	3693.9	Semi standard non polar	33892256
Presqualene diphosphate,3TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	3321.1	Standard non polar	33892256
Presqualene diphosphate,3TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	3845.1	Standard polar	33892256
Presqualene diphosphate,1TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	3943.1	Semi standard non polar	33892256
Presqualene diphosphate,1TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	3383.6	Standard non polar	33892256
Presqualene diphosphate,1TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	4856.6	Standard polar	33892256
Presqualene diphosphate,1TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	3933.5	Semi standard non polar	33892256
Presqualene diphosphate,1TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	3402.6	Standard non polar	33892256
Presqualene diphosphate,1TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	4891.0	Standard polar	33892256
Presqualene diphosphate,2TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	4077.1	Semi standard non polar	33892256
Presqualene diphosphate,2TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	3581.4	Standard non polar	33892256
Presqualene diphosphate,2TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)OP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	4408.1	Standard polar	33892256
Presqualene diphosphate,2TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	4069.6	Semi standard non polar	33892256
Presqualene diphosphate,2TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	3562.9	Standard non polar	33892256
Presqualene diphosphate,2TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)(O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@]1(C)CC/C=C(\C)CCC=C(C)C	4435.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Presqualene diphosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gia-4200490000-9a3a83875f6f2ef2cddb	2017-09-01	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 - Presqualene diphosphate 10V, Positive-QTOF	splash10-0a4r-0200690000-b880904a199b28acdc23	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Presqualene diphosphate 20V, Positive-QTOF	splash10-0a4i-2352900000-82d62bcceb1656998b10	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Presqualene diphosphate 40V, Positive-QTOF	splash10-0a6r-3366920000-574a4a9be60ca4c8d765	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Presqualene diphosphate 10V, Negative-QTOF	splash10-000i-0500090000-557817e75ec0eed28672	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Presqualene diphosphate 20V, Negative-QTOF	splash10-056r-9800020000-6bca51e71e8dd4501523	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Presqualene diphosphate 40V, Negative-QTOF	splash10-004i-9000000000-0fe8c0f845a21c70b30c	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Presqualene diphosphate 10V, Negative-QTOF	splash10-000i-0100090000-5247a3c4a85015b072da	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Presqualene diphosphate 20V, Negative-QTOF	splash10-002r-2200090000-09d9e50734c089804e41	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Presqualene diphosphate 40V, Negative-QTOF	splash10-004i-9100000000-7dab7bce5c804b18ac2b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Presqualene diphosphate 10V, Positive-QTOF	splash10-000i-0232590000-730292814c7f9261de9b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Presqualene diphosphate 20V, Positive-QTOF	splash10-014j-3402890000-7a23c1768de1e2a2244f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Presqualene diphosphate 40V, Positive-QTOF	splash10-014i-9317500000-d5d421cf835631935344	2021-09-23	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

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Steroid Biosynthesis

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022531

KNApSAcK ID

Not Available

Chemspider ID

4444207

KEGG Compound ID

C03428

BioCyc ID

CPD-465

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6132

PubChem Compound

5280592

PDB ID

Not Available

ChEBI ID

15442

Food Biomarker Ontology

Not Available

VMH ID

HC01118

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Rogers, Daniel H.; Yi, Eugene C.; Poulter, C. Dale. Enantioselective Synthesis of (+)-Presqualene Diphosphate. Journal of Organic Chemistry (1995), 60(4), 941-5.

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Squalene synthase

General function:: Involved in transferase activity
Specific function:: Not Available
Gene Name:: FDFT1
Uniprot ID:: P37268
Molecular weight:: 48114.87

Reactions

Farnesyl pyrophosphate → Pyrophosphate + Presqualene diphosphate	details
Presqualene diphosphate + NADPH + Hydrogen Ion → Pyrophosphate + Squalene + NADP	details

Showing metabocard for Presqualene diphosphate (HMDB0001278)

MOL for HMDB0001278 (Presqualene diphosphate)

3D MOL for HMDB0001278 (Presqualene diphosphate)

3D SDF for HMDB0001278 (Presqualene diphosphate)

3D-SDF for HMDB0001278 (Presqualene diphosphate)

PDB for HMDB0001278 (Presqualene diphosphate)

3D PDB for HMDB0001278 (Presqualene diphosphate)

SMILES for HMDB0001278 (Presqualene diphosphate)

INCHI for HMDB0001278 (Presqualene diphosphate)

Structure for HMDB0001278 (Presqualene diphosphate)

3D Structure for HMDB0001278 (Presqualene diphosphate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions