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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:36:46 UTC

Update Date

2022-03-07 02:56:07 UTC

HMDB ID

HMDB0039230

Secondary Accession Numbers

HMDB39230

Metabolite Identification

Common Name

Citrusin A

Description

Citrusin A belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones. Citrusin A has been detected, but not quantified in, a few different foods, such as citrus, fruits, and lemons (Citrus limon). This could make citrusin a a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Citrusin A.

Structure

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

  Mrv0541 05061310562D          

 38 40  0  0  0  0            999 V2000
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   14.4375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   14.4375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   11.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
  9  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  5  1  0  0  0  0
 14 10  2  0  0  0  0
 15  6  1  0  0  0  0
 15 11  2  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
 18 10  1  0  0  0  0
 18 16  2  0  0  0  0
 19 11  1  0  0  0  0
 19 17  2  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22 15  1  0  0  0  0
 22 20  1  0  0  0  0
 23 21  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27  9  1  0  0  0  0
 28 12  1  0  0  0  0
 29 13  1  0  0  0  0
 30 22  1  0  0  0  0
 31 23  1  0  0  0  0
 32 24  1  0  0  0  0
 33 25  1  0  0  0  0
 34  1  1  0  0  0  0
 34 18  1  0  0  0  0
 35  2  1  0  0  0  0
 35 19  1  0  0  0  0
 36 16  1  0  0  0  0
 36 20  1  0  0  0  0
 37 17  1  0  0  0  0
 37 26  1  0  0  0  0
 38 21  1  0  0  0  0
 38 26  1  0  0  0  0
M  END

HMDB0039230
     RDKit          3D
Citrusin A
 72 74  0  0  0  0  0  0  0  0999 V2000
    7.3599   -0.4132   -3.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9953   -0.4264   -2.7024 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7039   -0.6364   -1.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6758   -0.8260   -0.4216 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4195   -1.0401    0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5089   -1.3375    1.8361 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6365   -1.1103    3.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6304   -0.4366    3.9062 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3549    0.7252    4.4386 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1034   -1.0560    1.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0934   -0.8606    0.3450 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3699   -0.6517   -0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4048   -0.4637   -1.9033 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274   -0.4323   -1.7910 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705   -1.4286   -2.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8234   -2.6934   -2.3765 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4498    0.9664   -1.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0335    1.7859   -1.0036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0146    0.9595   -1.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8671    1.1817   -2.8220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2142    1.1643   -2.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8215    0.9254   -1.3715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1613    0.9430   -1.3432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0408    0.7167   -0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0503   -0.2098   -0.6612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5786   -0.6758    0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4303   -1.9130    0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4996   -1.6630   -0.5197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3775    0.4337    1.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8546    0.0257    2.4332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4648    1.6179    1.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1084    2.6772    2.0144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7925    1.9774    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6939    2.4211   -0.8282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9366    0.7075   -0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4357    0.4661    0.9195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5553    0.2427    1.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5633    0.7242   -0.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7559   -1.4372   -2.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4379   -0.2475   -4.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9684    0.2993   -2.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7301   -0.8176   -0.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3838   -1.8533    1.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5488   -1.4317    3.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7884    0.0287    3.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3019   -1.0156    4.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8616    1.0812    3.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7819   -1.2811    2.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0864   -0.8846    0.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7440   -0.7087   -0.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5389   -1.1790   -3.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2718   -1.4100   -2.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0342   -3.1711   -3.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7455    1.3536   -2.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4544    1.8827   -0.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4897    1.3763   -3.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8479    1.3411   -3.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5877    0.3327    0.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7252   -0.9115    1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8525   -2.7527   -0.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8361   -2.1966    1.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1689   -0.9709   -1.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1946    0.7991    0.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2421   -0.7065    2.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6466    1.2279    2.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5850    3.4975    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0236    2.7412    0.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7880    3.4032   -0.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1634    0.0610    2.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8376   -0.5827    1.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0049    1.2095    2.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0593    0.5362    0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 22 35  1  0
 35 36  1  0
 36 37  1  0
 35 38  2  0
 12  3  1  0
 38 19  1  0
 33 24  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  4 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
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 18 55  1  0
 20 56  1  0
 21 57  1  0
 24 58  1  0
 26 59  1  0
 27 60  1  0
 27 61  1  0
 28 62  1  0
 29 63  1  0
 30 64  1  0
 31 65  1  0
 32 66  1  0
 33 67  1  0
 34 68  1  0
 37 69  1  0
 37 70  1  0
 37 71  1  0
 38 72  1  0
M  END

  Mrv0541 05061310562D          

 38 40  0  0  0  0            999 V2000
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   14.4375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   14.4375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   11.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
  9  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  5  1  0  0  0  0
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 15  6  1  0  0  0  0
 15 11  2  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
 18 10  1  0  0  0  0
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 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22 15  1  0  0  0  0
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 23 21  1  0  0  0  0
 24 23  1  0  0  0  0
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 27  9  1  0  0  0  0
 28 12  1  0  0  0  0
 29 13  1  0  0  0  0
 30 22  1  0  0  0  0
 31 23  1  0  0  0  0
 32 24  1  0  0  0  0
 33 25  1  0  0  0  0
 34  1  1  0  0  0  0
 34 18  1  0  0  0  0
 35  2  1  0  0  0  0
 35 19  1  0  0  0  0
 36 16  1  0  0  0  0
 36 20  1  0  0  0  0
 37 17  1  0  0  0  0
 37 26  1  0  0  0  0
 38 21  1  0  0  0  0
 38 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039230

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC(CO)C(O)C2=CC(OC)=C(OC3OC(CO)C(O)C(O)C3O)C=C2)C=CC(\C=C/CO)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H34O12/c1-34-18-10-14(4-3-9-27)5-7-16(18)36-20(12-28)22(30)15-6-8-17(19(11-15)35-2)37-26-25(33)24(32)23(31)21(13-29)38-26/h3-8,10-11,20-33H,9,12-13H2,1-2H3/b4-3-

> <INCHI_KEY>
WHKMPWQXESJAPI-ARJAWSKDSA-N

> <FORMULA>
C26H34O12

> <MOLECULAR_WEIGHT>
538.541

> <EXACT_MASS>
538.205026552

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
54.95171148635157

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[4-(1,3-dihydroxy-2-{4-[(1Z)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenoxy}propyl)-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
0.22

> <JCHEM_LOGP>
-0.7650322566666667

> <ALOGPS_LOGS>
-3.06

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.980044875078462

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.167487530822251

> <JCHEM_PKA_STRONGEST_BASIC>
-2.526351163764912

> <JCHEM_POLAR_SURFACE_AREA>
187.75999999999996

> <JCHEM_REFRACTIVITY>
133.24499999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.68e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[4-(1,3-dihydroxy-2-{4-[(1Z)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenoxy}propyl)-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039230
     RDKit          3D
Citrusin A
 72 74  0  0  0  0  0  0  0  0999 V2000
    7.3599   -0.4132   -3.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9953   -0.4264   -2.7024 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7039   -0.6364   -1.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6758   -0.8260   -0.4216 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4195   -1.0401    0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5089   -1.3375    1.8361 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6365   -1.1103    3.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6304   -0.4366    3.9062 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3549    0.7252    4.4386 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1034   -1.0560    1.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0934   -0.8606    0.3450 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3699   -0.6517   -0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4048   -0.4637   -1.9033 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274   -0.4323   -1.7910 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705   -1.4286   -2.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8234   -2.6934   -2.3765 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4498    0.9664   -1.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0335    1.7859   -1.0036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0146    0.9595   -1.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8671    1.1817   -2.8220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2142    1.1643   -2.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8215    0.9254   -1.3715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1613    0.9430   -1.3432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0408    0.7167   -0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0503   -0.2098   -0.6612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5786   -0.6758    0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4303   -1.9130    0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4996   -1.6630   -0.5197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3775    0.4337    1.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8546    0.0257    2.4332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4648    1.6179    1.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1084    2.6772    2.0144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7925    1.9774    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6939    2.4211   -0.8282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9366    0.7075   -0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4357    0.4661    0.9195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5553    0.2427    1.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5633    0.7242   -0.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7559   -1.4372   -2.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4379   -0.2475   -4.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9684    0.2993   -2.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7301   -0.8176   -0.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3838   -1.8533    1.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5488   -1.4317    3.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7884    0.0287    3.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3019   -1.0156    4.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8616    1.0812    3.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7819   -1.2811    2.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0864   -0.8846    0.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7440   -0.7087   -0.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5389   -1.1790   -3.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2718   -1.4100   -2.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0342   -3.1711   -3.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7455    1.3536   -2.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4544    1.8827   -0.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4897    1.3763   -3.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8479    1.3411   -3.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5877    0.3327    0.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7252   -0.9115    1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8525   -2.7527   -0.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8361   -2.1966    1.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1689   -0.9709   -1.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1946    0.7991    0.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2421   -0.7065    2.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6466    1.2279    2.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5850    3.4975    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0236    2.7412    0.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7880    3.4032   -0.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1634    0.0610    2.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8376   -0.5827    1.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0049    1.2095    2.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0593    0.5362    0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 22 35  1  0
 35 36  1  0
 36 37  1  0
 35 38  2  0
 12  3  1  0
 38 19  1  0
 33 24  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  4 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 17 54  1  0
 18 55  1  0
 20 56  1  0
 21 57  1  0
 24 58  1  0
 26 59  1  0
 27 60  1  0
 27 61  1  0
 28 62  1  0
 29 63  1  0
 30 64  1  0
 31 65  1  0
 32 66  1  0
 33 67  1  0
 34 68  1  0
 37 69  1  0
 37 70  1  0
 37 71  1  0
 38 72  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.334  13.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669  18.480   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  20.020   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  13.090   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  20.790   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  17.710   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  15.400   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003  25.410   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  18.480   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  13.860   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002  20.020   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002  18.480   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  16.170   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.669  24.640   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  17.710   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.336  25.410   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.002  24.640   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.002  23.100   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.336  22.330   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.334  16.170   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      12.003  26.950   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.667  18.480   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       9.336  26.950   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       6.668  25.410   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       6.668  22.330   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.667  13.860   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       9.336  17.710   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       5.335  15.400   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       9.336  20.790   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      10.669  23.100   0.000  0.00  0.00           O+0
CONECT    1   34                                                            
CONECT    2   35                                                            
CONECT    3    4    9                                                       
CONECT    4    3   14                                                       
CONECT    5    7   14                                                       
CONECT    6    8   15                                                       
CONECT    7    5   16                                                       
CONECT    8    6   17                                                       
CONECT    9    3   27                                                       
CONECT   10   14   18                                                       
CONECT   11   15   19                                                       
CONECT   12   20   28                                                       
CONECT   13   21   29                                                       
CONECT   14    4    5   10                                                  
CONECT   15    6   11   22                                                  
CONECT   16    7   18   36                                                  
CONECT   17    8   19   37                                                  
CONECT   18   10   16   34                                                  
CONECT   19   11   17   35                                                  
CONECT   20   12   22   36                                                  
CONECT   21   13   23   38                                                  
CONECT   22   15   20   30                                                  
CONECT   23   21   24   31                                                  
CONECT   24   23   25   32                                                  
CONECT   25   24   26   33                                                  
CONECT   26   25   37   38                                                  
CONECT   27    9                                                            
CONECT   28   12                                                            
CONECT   29   13                                                            
CONECT   30   22                                                            
CONECT   31   23                                                            
CONECT   32   24                                                            
CONECT   33   25                                                            
CONECT   34    1   18                                                       
CONECT   35    2   19                                                       
CONECT   36   16   20                                                       
CONECT   37   17   26                                                       
CONECT   38   21   26                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

COMPND    HMDB0039230
HETATM    1  C1  UNL     1       7.360  -0.413  -3.084  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.995  -0.426  -2.702  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.704  -0.636  -1.363  1.00  0.00           C  
HETATM    4  C3  UNL     1       6.676  -0.826  -0.422  1.00  0.00           C  
HETATM    5  C4  UNL     1       6.419  -1.040   0.941  1.00  0.00           C  
HETATM    6  C5  UNL     1       7.509  -1.337   1.836  1.00  0.00           C  
HETATM    7  C6  UNL     1       7.637  -1.110   3.090  1.00  0.00           C  
HETATM    8  C7  UNL     1       6.630  -0.437   3.906  1.00  0.00           C  
HETATM    9  O2  UNL     1       7.355   0.725   4.439  1.00  0.00           O  
HETATM   10  C8  UNL     1       5.103  -1.056   1.305  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.093  -0.861   0.345  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.370  -0.652  -0.978  1.00  0.00           C  
HETATM   13  O3  UNL     1       3.405  -0.464  -1.903  1.00  0.00           O  
HETATM   14  C11 UNL     1       2.027  -0.432  -1.791  1.00  0.00           C  
HETATM   15  C12 UNL     1       1.370  -1.429  -2.711  1.00  0.00           C  
HETATM   16  O4  UNL     1       1.823  -2.693  -2.377  1.00  0.00           O  
HETATM   17  C13 UNL     1       1.450   0.966  -1.997  1.00  0.00           C  
HETATM   18  O5  UNL     1       2.033   1.786  -1.004  1.00  0.00           O  
HETATM   19  C14 UNL     1      -0.015   0.960  -1.773  1.00  0.00           C  
HETATM   20  C15 UNL     1      -0.867   1.182  -2.822  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.214   1.164  -2.624  1.00  0.00           C  
HETATM   22  C17 UNL     1      -2.822   0.925  -1.372  1.00  0.00           C  
HETATM   23  O6  UNL     1      -4.161   0.943  -1.343  1.00  0.00           O  
HETATM   24  C18 UNL     1      -5.041   0.717  -0.336  1.00  0.00           C  
HETATM   25  O7  UNL     1      -6.050  -0.210  -0.661  1.00  0.00           O  
HETATM   26  C19 UNL     1      -6.579  -0.676   0.537  1.00  0.00           C  
HETATM   27  C20 UNL     1      -7.430  -1.913   0.328  1.00  0.00           C  
HETATM   28  O8  UNL     1      -8.500  -1.663  -0.520  1.00  0.00           O  
HETATM   29  C21 UNL     1      -7.377   0.434   1.179  1.00  0.00           C  
HETATM   30  O9  UNL     1      -7.855   0.026   2.433  1.00  0.00           O  
HETATM   31  C22 UNL     1      -6.465   1.618   1.412  1.00  0.00           C  
HETATM   32  O10 UNL     1      -7.108   2.677   2.014  1.00  0.00           O  
HETATM   33  C23 UNL     1      -5.792   1.977   0.107  1.00  0.00           C  
HETATM   34  O11 UNL     1      -6.694   2.421  -0.828  1.00  0.00           O  
HETATM   35  C24 UNL     1      -1.937   0.707  -0.346  1.00  0.00           C  
HETATM   36  O12 UNL     1      -2.436   0.466   0.920  1.00  0.00           O  
HETATM   37  C25 UNL     1      -1.555   0.243   1.994  1.00  0.00           C  
HETATM   38  C26 UNL     1      -0.563   0.724  -0.544  1.00  0.00           C  
HETATM   39  H1  UNL     1       7.756  -1.437  -2.838  1.00  0.00           H  
HETATM   40  H2  UNL     1       7.438  -0.248  -4.195  1.00  0.00           H  
HETATM   41  H3  UNL     1       7.968   0.299  -2.519  1.00  0.00           H  
HETATM   42  H4  UNL     1       7.730  -0.818  -0.705  1.00  0.00           H  
HETATM   43  H5  UNL     1       8.384  -1.853   1.352  1.00  0.00           H  
HETATM   44  H6  UNL     1       8.549  -1.432   3.609  1.00  0.00           H  
HETATM   45  H7  UNL     1       5.788   0.029   3.387  1.00  0.00           H  
HETATM   46  H8  UNL     1       6.302  -1.016   4.779  1.00  0.00           H  
HETATM   47  H9  UNL     1       7.862   1.081   3.664  1.00  0.00           H  
HETATM   48  H10 UNL     1       4.782  -1.281   2.316  1.00  0.00           H  
HETATM   49  H11 UNL     1       3.086  -0.885   0.722  1.00  0.00           H  
HETATM   50  H12 UNL     1       1.744  -0.709  -0.741  1.00  0.00           H  
HETATM   51  H13 UNL     1       1.539  -1.179  -3.774  1.00  0.00           H  
HETATM   52  H14 UNL     1       0.272  -1.410  -2.475  1.00  0.00           H  
HETATM   53  H15 UNL     1       2.034  -3.171  -3.197  1.00  0.00           H  
HETATM   54  H16 UNL     1       1.746   1.354  -2.965  1.00  0.00           H  
HETATM   55  H17 UNL     1       1.454   1.883  -0.208  1.00  0.00           H  
HETATM   56  H18 UNL     1      -0.490   1.376  -3.840  1.00  0.00           H  
HETATM   57  H19 UNL     1      -2.848   1.341  -3.462  1.00  0.00           H  
HETATM   58  H20 UNL     1      -4.588   0.333   0.589  1.00  0.00           H  
HETATM   59  H21 UNL     1      -5.725  -0.912   1.204  1.00  0.00           H  
HETATM   60  H22 UNL     1      -6.852  -2.753  -0.087  1.00  0.00           H  
HETATM   61  H23 UNL     1      -7.836  -2.197   1.323  1.00  0.00           H  
HETATM   62  H24 UNL     1      -8.169  -0.971  -1.177  1.00  0.00           H  
HETATM   63  H25 UNL     1      -8.195   0.799   0.525  1.00  0.00           H  
HETATM   64  H26 UNL     1      -7.242  -0.707   2.737  1.00  0.00           H  
HETATM   65  H27 UNL     1      -5.647   1.228   2.084  1.00  0.00           H  
HETATM   66  H28 UNL     1      -6.585   3.497   1.793  1.00  0.00           H  
HETATM   67  H29 UNL     1      -5.024   2.741   0.343  1.00  0.00           H  
HETATM   68  H30 UNL     1      -6.788   3.403  -0.848  1.00  0.00           H  
HETATM   69  H31 UNL     1      -2.163   0.061   2.922  1.00  0.00           H  
HETATM   70  H32 UNL     1      -0.838  -0.583   1.806  1.00  0.00           H  
HETATM   71  H33 UNL     1      -1.005   1.210   2.186  1.00  0.00           H  
HETATM   72  H34 UNL     1       0.059   0.536   0.342  1.00  0.00           H  
CONECT    1    2   39   40   41
CONECT    2    3
CONECT    3    4    4   12
CONECT    4    5   42
CONECT    5    6   10   10
CONECT    6    7    7   43
CONECT    7    8   44
CONECT    8    9   45   46
CONECT    9   47
CONECT   10   11   48
CONECT   11   12   12   49
CONECT   12   13
CONECT   13   14
CONECT   14   15   17   50
CONECT   15   16   51   52
CONECT   16   53
CONECT   17   18   19   54
CONECT   18   55
CONECT   19   20   20   38
CONECT   20   21   56
CONECT   21   22   22   57
CONECT   22   23   35
CONECT   23   24
CONECT   24   25   33   58
CONECT   25   26
CONECT   26   27   29   59
CONECT   27   28   60   61
CONECT   28   62
CONECT   29   30   31   63
CONECT   30   64
CONECT   31   32   33   65
CONECT   32   66
CONECT   33   34   67
CONECT   34   68
CONECT   35   36   38   38
CONECT   36   37
CONECT   37   69   70   71
CONECT   38   72
END

HMDB0039230
     RDKit          3D
Citrusin A
 72 74  0  0  0  0  0  0  0  0999 V2000
    7.3599   -0.4132   -3.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9953   -0.4264   -2.7024 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7039   -0.6364   -1.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6758   -0.8260   -0.4216 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4195   -1.0401    0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5089   -1.3375    1.8361 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6365   -1.1103    3.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6304   -0.4366    3.9062 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3549    0.7252    4.4386 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1034   -1.0560    1.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0934   -0.8606    0.3450 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3699   -0.6517   -0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4048   -0.4637   -1.9033 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274   -0.4323   -1.7910 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705   -1.4286   -2.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8234   -2.6934   -2.3765 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4498    0.9664   -1.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0335    1.7859   -1.0036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0146    0.9595   -1.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8671    1.1817   -2.8220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2142    1.1643   -2.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8215    0.9254   -1.3715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1613    0.9430   -1.3432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0408    0.7167   -0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0503   -0.2098   -0.6612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5786   -0.6758    0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4303   -1.9130    0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4996   -1.6630   -0.5197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3775    0.4337    1.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8546    0.0257    2.4332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4648    1.6179    1.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1084    2.6772    2.0144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7925    1.9774    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6939    2.4211   -0.8282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9366    0.7075   -0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4357    0.4661    0.9195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5553    0.2427    1.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5633    0.7242   -0.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7559   -1.4372   -2.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4379   -0.2475   -4.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9684    0.2993   -2.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7301   -0.8176   -0.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3838   -1.8533    1.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5488   -1.4317    3.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7884    0.0287    3.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3019   -1.0156    4.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8616    1.0812    3.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7819   -1.2811    2.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0864   -0.8846    0.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7440   -0.7087   -0.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5389   -1.1790   -3.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2718   -1.4100   -2.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0342   -3.1711   -3.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7455    1.3536   -2.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4544    1.8827   -0.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4897    1.3763   -3.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8479    1.3411   -3.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5877    0.3327    0.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7252   -0.9115    1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8525   -2.7527   -0.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8361   -2.1966    1.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1689   -0.9709   -1.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1946    0.7991    0.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2421   -0.7065    2.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6466    1.2279    2.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5850    3.4975    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0236    2.7412    0.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7880    3.4032   -0.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1634    0.0610    2.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8376   -0.5827    1.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0049    1.2095    2.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0593    0.5362    0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 22 35  1  0
 35 36  1  0
 36 37  1  0
 35 38  2  0
 12  3  1  0
 38 19  1  0
 33 24  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  4 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 17 54  1  0
 18 55  1  0
 20 56  1  0
 21 57  1  0
 24 58  1  0
 26 59  1  0
 27 60  1  0
 27 61  1  0
 28 62  1  0
 29 63  1  0
 30 64  1  0
 31 65  1  0
 32 66  1  0
 33 67  1  0
 34 68  1  0
 37 69  1  0
 37 70  1  0
 37 71  1  0
 38 72  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₆H₃₄O₁₂

Average Molecular Weight

538.541

Monoisotopic Molecular Weight

538.205026552

IUPAC Name

2-[4-(1,3-dihydroxy-2-{4-[(1Z)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenoxy}propyl)-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

2-[4-(1,3-dihydroxy-2-{4-[(1Z)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenoxy}propyl)-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

105279-09-2

SMILES

COC1=C(OC(CO)C(O)C2=CC(OC)=C(OC3OC(CO)C(O)C(O)C3O)C=C2)C=CC(\C=C/CO)=C1

InChI Identifier

InChI=1S/C26H34O12/c1-34-18-10-14(4-3-9-27)5-7-16(18)36-20(12-28)22(30)15-6-8-17(19(11-15)35-2)37-26-25(33)24(32)23(31)21(13-29)38-26/h3-8,10-11,20-33H,9,12-13H2,1-2H3/b4-3-

InChI Key

WHKMPWQXESJAPI-ARJAWSKDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Lignan glycosides

Sub Class

Not Available

Direct Parent

Lignan glycosides

Alternative Parents

Substituents

Lignan glycoside
Phenolic glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Cinnamyl alcohol
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Oxane
Secondary alcohol
Organoheterocyclic compound
Ether
Oxacycle
Acetal
Polyol
Organic oxygen compound
Aromatic alcohol
Alcohol
Organooxygen compound
Hydrocarbon derivative
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0039230)
Cytoplasm (HMDB: HMDB0039230)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039230)

Source

Exogenous

Exogenous (HMDB: HMDB0039230)

Food

Food (HMDB: HMDB0039230)

Fruit

Citrus

Lemon (FooDB: FOOD00054)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0039230)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039230)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	108 - 109 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	14620 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.47 g/L	ALOGPS
logP	0.22	ALOGPS
logP	-0.77	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	12.17	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	187.76 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	133.24 m³·mol⁻¹	ChemAxon
Polarizability	54.95 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	223.804	31661259
DarkChem	[M-H]-	216.129	31661259
DeepCCS	[M+H]+	224.314	30932474
DeepCCS	[M-H]-	221.918	30932474
DeepCCS	[M-2H]-	254.801	30932474
DeepCCS	[M+Na]+	230.226	30932474
AllCCS	[M+H]+	225.5	32859911
AllCCS	[M+H-H2O]+	224.0	32859911
AllCCS	[M+NH4]+	226.8	32859911
AllCCS	[M+Na]+	227.2	32859911
AllCCS	[M-H]-	215.0	32859911
AllCCS	[M+Na-2H]-	217.0	32859911
AllCCS	[M+HCOO]-	219.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Citrusin A	COC1=C(OC(CO)C(O)C2=CC(OC)=C(OC3OC(CO)C(O)C(O)C3O)C=C2)C=CC(\C=C/CO)=C1	4667.9	Standard polar	33892256
Citrusin A	COC1=C(OC(CO)C(O)C2=CC(OC)=C(OC3OC(CO)C(O)C(O)C3O)C=C2)C=CC(\C=C/CO)=C1	4730.8	Standard non polar	33892256
Citrusin A	COC1=C(OC(CO)C(O)C2=CC(OC)=C(OC3OC(CO)C(O)C(O)C3O)C=C2)C=CC(\C=C/CO)=C1	4670.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Citrusin A,1TMS,isomer #1	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C(OC)=C1	4596.7	Semi standard non polar	33892256
Citrusin A,1TMS,isomer #2	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C(OC)=C1	4576.6	Semi standard non polar	33892256
Citrusin A,1TMS,isomer #3	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)C(OC)=C1	4569.9	Semi standard non polar	33892256
Citrusin A,1TMS,isomer #4	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	4554.7	Semi standard non polar	33892256
Citrusin A,1TMS,isomer #5	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	4530.3	Semi standard non polar	33892256
Citrusin A,1TMS,isomer #6	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	4554.7	Semi standard non polar	33892256
Citrusin A,1TMS,isomer #7	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C(OC)=C1	4611.6	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #1	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C(OC)=C1	4479.7	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #10	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	4384.3	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #11	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	4425.2	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #12	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)C(OC)=C1	4455.5	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #13	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	4436.7	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #14	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	4400.4	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #15	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	4447.4	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #16	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	4456.8	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #17	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	4398.6	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #18	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	4412.4	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #19	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	4427.6	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #2	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C(OC)=C1	4446.9	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #20	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4426.5	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #21	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	4463.1	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #3	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)C(OC)=C1	4453.7	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #4	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	4437.1	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #5	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	4404.5	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #6	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	4443.3	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #7	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C(OC)=C1	4452.9	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #8	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)C(OC)=C1	4418.5	Semi standard non polar	33892256
Citrusin A,2TMS,isomer #9	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	4421.4	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #1	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C(OC)=C1	4306.7	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #10	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	4332.6	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #11	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	4288.0	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #12	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	4341.7	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #13	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	4285.3	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #14	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	4307.6	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #15	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4309.1	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #16	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)C(OC)=C1	4285.8	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #17	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	4307.9	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #18	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	4268.9	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #19	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	4308.2	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #2	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)C(OC)=C1	4313.5	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #20	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	4310.9	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #21	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	4271.1	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #22	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	4317.2	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #23	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	4280.0	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #24	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	4301.4	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #25	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4299.3	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #26	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	4332.8	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #27	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	4287.5	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #28	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	4344.0	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #29	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	4309.3	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #3	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	4323.9	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #30	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	4351.8	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #31	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4325.4	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #32	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	4297.4	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #33	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	4319.0	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #34	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4320.4	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #35	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4321.3	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #4	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	4286.0	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #5	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	4330.7	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #6	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)C(OC)=C1	4293.1	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #7	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	4306.0	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #8	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	4265.2	Semi standard non polar	33892256
Citrusin A,3TMS,isomer #9	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	4306.9	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #1	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)C(OC)=C1	4170.5	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #10	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4203.2	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #11	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	4206.8	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #12	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	4160.4	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #13	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	4217.1	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #14	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	4167.2	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #15	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	4191.8	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #16	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4180.4	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #17	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	4237.1	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #18	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	4270.4	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #19	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4247.7	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #2	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	4180.3	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #20	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4237.4	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #21	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	4189.5	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #22	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	4154.1	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #23	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	4200.5	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #24	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	4161.6	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #25	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	4184.5	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #26	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4171.6	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #27	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	4198.8	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #28	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	4240.2	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #29	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4212.2	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #3	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	4138.6	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #30	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4214.0	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #31	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	4220.3	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #32	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	4260.6	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #33	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4232.9	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #34	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4290.2	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #35	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4232.2	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #4	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	4181.5	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #5	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	4225.4	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #6	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	4188.6	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #7	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	4236.6	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #8	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	4192.0	Semi standard non polar	33892256
Citrusin A,4TMS,isomer #9	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	4213.7	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #1	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C(OC)=C1	4110.8	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #10	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4130.4	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #11	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	4124.6	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #12	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	4151.4	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #13	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4127.9	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #14	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4109.6	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #15	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4212.9	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #16	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	4106.0	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #17	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	4136.7	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #18	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4113.1	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #19	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4097.9	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #2	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C(OC)=C1	4080.5	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #20	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4175.1	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #21	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4197.8	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #3	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C(OC)=C1	4115.1	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #4	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	4064.2	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #5	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	4079.4	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #6	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4070.2	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #7	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C(OC)=C1	4150.8	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #8	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C(OC)=C1	4178.6	Semi standard non polar	33892256
Citrusin A,5TMS,isomer #9	COC1=CC(/C=C\CO[Si](C)(C)C)=CC=C1OC(CO[Si](C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C(OC)=C1	4155.7	Semi standard non polar	33892256
Citrusin A,1TBDMS,isomer #1	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C(OC)=C1	4820.9	Semi standard non polar	33892256
Citrusin A,1TBDMS,isomer #2	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C(OC)=C1	4805.4	Semi standard non polar	33892256
Citrusin A,1TBDMS,isomer #3	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C(OC)=C1	4779.2	Semi standard non polar	33892256
Citrusin A,1TBDMS,isomer #4	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	4811.4	Semi standard non polar	33892256
Citrusin A,1TBDMS,isomer #5	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4795.6	Semi standard non polar	33892256
Citrusin A,1TBDMS,isomer #6	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4800.7	Semi standard non polar	33892256
Citrusin A,1TBDMS,isomer #7	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C(OC)=C1	4839.9	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #1	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C(OC)=C1	4948.2	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #10	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4858.0	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #11	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4866.3	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #12	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C(OC)=C1	4891.8	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #13	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	4887.8	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #14	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4885.7	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #15	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4885.6	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #16	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	4920.6	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #17	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4875.3	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #18	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4887.1	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #19	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4914.6	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #2	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C(OC)=C1	4916.7	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #20	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4904.7	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #21	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4913.6	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #3	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C(OC)=C1	4902.9	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #4	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	4908.1	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #5	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4894.7	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #6	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4896.4	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #7	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C(OC)=C1	4918.7	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #8	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C(OC)=C1	4871.4	Semi standard non polar	33892256
Citrusin A,2TBDMS,isomer #9	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	4877.5	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #1	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C(OC)=C1	5018.8	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #10	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	4998.8	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #11	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4986.1	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #12	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4997.0	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #13	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4974.6	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #14	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4978.3	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #15	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4995.5	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #16	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C(OC)=C1	4960.9	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #17	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	4983.1	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #18	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4965.3	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #19	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4972.5	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #2	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C(OC)=C1	4993.8	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #20	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	4961.9	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #21	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4948.1	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #22	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4959.0	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #23	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4942.1	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #24	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4943.2	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #25	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4959.9	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #26	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	4984.8	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #27	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4980.0	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #28	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4990.1	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #29	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4984.6	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #3	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	5019.5	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #30	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	5007.3	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #31	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4993.9	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #32	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4985.0	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #33	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4992.1	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #34	COC1=CC(/C=C\CO)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4989.3	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #35	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO)C(O)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	5014.8	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #4	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	5004.3	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #5	COC1=CC(/C=C\CO[Si](C)(C)C(C)(C)C)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O)C1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	5007.6	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #6	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C(OC)=C1	4976.2	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #7	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C(OC)=C1	4979.5	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #8	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C(OC)=C1	4952.5	Semi standard non polar	33892256
Citrusin A,3TBDMS,isomer #9	COC1=CC(/C=C\CO)=CC=C1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1=CC=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C(OC)=C1	4964.7	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 - Citrusin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0h90-4913160000-a53159e85a24267bf3b2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (2 TMS) - 70eV, Positive	splash10-0i00-6904007000-d833764e55afc7f45738	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_2_16) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citrusin A GC-MS (TMS_2_17) - 70eV, Positive	Not Available	2021-10-13	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 - Citrusin A 10V, Positive-QTOF	splash10-05i9-0209070000-aad2c55eeb95ef762ae9	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin A 20V, Positive-QTOF	splash10-0a4i-0409010000-7feca6e8408cdd70d772	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin A 40V, Positive-QTOF	splash10-0gx0-1913000000-0bebdc70397f55491a66	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin A 10V, Negative-QTOF	splash10-002r-1406190000-2438cc9a208d5664c64e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin A 20V, Negative-QTOF	splash10-004i-0914010000-7eabd1b2b4536b892ca1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin A 40V, Negative-QTOF	splash10-03fr-0900000000-7ff8f8300a808a809e2e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin A 10V, Positive-QTOF	splash10-0zml-0104190000-28a534719a65978d2c2c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin A 20V, Positive-QTOF	splash10-0a4l-0409030000-5c11c5593eb44b1954f1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin A 40V, Positive-QTOF	splash10-000i-0907100000-4d9be0461b56abe9de23	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin A 10V, Negative-QTOF	splash10-0a4i-0319420000-a8acffb0481288460c51	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin A 20V, Negative-QTOF	splash10-0bt9-2926340000-759961028322aae87c3f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citrusin A 40V, Negative-QTOF	splash10-052k-3916140000-e05025a1977bdb794e56	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018763

KNApSAcK ID

C00054465

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752579

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1875281

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Citrusin A (HMDB0039230)

MOL for HMDB0039230 (Citrusin A)

3D MOL for HMDB0039230 (Citrusin A)

3D SDF for HMDB0039230 (Citrusin A)

3D-SDF for HMDB0039230 (Citrusin A)

PDB for HMDB0039230 (Citrusin A)

3D PDB for HMDB0039230 (Citrusin A)

SMILES for HMDB0039230 (Citrusin A)

INCHI for HMDB0039230 (Citrusin A)

Structure for HMDB0039230 (Citrusin A)

3D Structure for HMDB0039230 (Citrusin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra