Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:39:16 UTC

Update Date

2022-03-07 02:54:13 UTC

HMDB ID

HMDB0034749

Secondary Accession Numbers

HMDB34749

Metabolite Identification

Common Name

Icariside E5

Description

Icariside E5 belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton. Based on a literature review very few articles have been published on Icariside E5.

Structure

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


  Mrv1652309272007352D          

 37 39  0  0  1  0            999 V2000
    4.2364   -1.3653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654   -1.3653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -3.8404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -3.0154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654   -3.0154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0929   -1.7779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -0.5403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8088   -1.7779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2378   -2.6028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6668   -1.7779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    3.5847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -3.0154    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5220   -2.6028    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9509   -2.6028    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5220   -1.7779    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9509   -1.7779    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8075   -1.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -0.5403    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6654   -0.5403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -0.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8088   -0.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -1.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799    0.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654    1.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234   -0.5403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234   -1.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2378   -0.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654    1.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2378   -1.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9522   -0.5403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9522   -1.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    2.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    3.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9522   -3.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
 16  2  1  1  0  0  0
  2 19  1  0  0  0  0
 12  3  1  1  0  0  0
 13  4  1  6  0  0  0
 14  5  1  6  0  0  0
  6 17  1  0  0  0  0
  7 22  1  0  0  0  0
  7 34  1  0  0  0  0
  8 23  1  0  0  0  0
  9 31  1  0  0  0  0
  9 37  1  0  0  0  0
 10 33  1  0  0  0  0
 11 36  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  1  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 18 23  1  1  0  0  0
 19 20  2  0  0  0  0
 19 22  1  0  0  0  0
 20 24  1  0  0  0  0
 21 26  1  0  0  0  0
 22 27  2  0  0  0  0
 24 25  2  0  0  0  0
 25 27  1  0  0  0  0
 25 30  1  0  0  0  0
 26 28  2  0  0  0  0
 26 29  1  0  0  0  0
 28 31  1  0  0  0  0
 29 32  2  0  0  0  0
 30 35  2  0  0  0  0
 31 33  2  0  0  0  0
 32 33  1  0  0  0  0
 35 36  1  0  0  0  0
M  END

HMDB0034749
     RDKit          3D
Icariside E5
 71 73  0  0  0  0  0  0  0  0999 V2000
    5.1858   -1.7279    3.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4157   -2.5578    2.0569 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8471   -2.2486    0.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0477   -1.1140    0.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4969   -0.8168   -0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6242    0.3772   -0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1435    0.0453   -0.5674 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9872   -0.4866    0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4132    0.5569    1.7346 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3229    1.2303   -0.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8122    2.5038   -0.5188 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0404    3.6226   -0.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6152    4.9244   -0.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409    6.0450   -0.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5221    7.4019   -0.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2904    7.9693    0.7393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2558    3.4319   -1.0918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7716    2.1662   -1.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0895    2.0744   -1.7561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8754    3.2347   -1.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0039    1.0264   -1.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4897   -0.2397   -1.4293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1749   -1.1131   -0.6337 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4639   -2.3057   -0.4220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0698   -3.1874    0.4225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0052   -4.6248   -0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6269   -5.5077    0.7808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4357   -2.9055    0.8909 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4033   -2.5191    2.2529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2763   -1.9715    0.0849 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5607   -2.4316   -0.1683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5133   -1.6048   -1.1700 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1731   -0.7384   -1.9800 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7547   -1.6481   -1.5957 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5314   -2.7532   -1.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0952   -3.0624   -0.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8897   -4.2143   -0.1846 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1069   -1.5994    3.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6875   -2.1917    4.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6618   -0.7277    3.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9013   -0.5140    1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8294    0.8874   -1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8422    1.0052    0.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8608   -0.7606   -1.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6756   -1.3281    1.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0325   -0.7183    1.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4913    0.1906    2.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8402    2.6459   -0.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6307    4.9868   -0.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0693    6.0372   -0.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5001    8.0520   -1.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5339    7.3751    0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2020    7.5421    0.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9047    4.2897   -1.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9740    3.8165   -0.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8336    2.9202   -2.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3803    3.8610   -2.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2947   -0.6551    0.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3921   -3.2212    1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5450   -4.7216   -1.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9542   -4.9641   -0.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8613   -6.3210    0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0160   -3.8786    0.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7258   -3.2242    2.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3481   -1.0051    0.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9859   -1.7967   -0.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3764   -2.5606   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2011   -1.0604   -2.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2944   -1.3562   -2.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6967   -3.3716   -2.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3194   -4.4648    0.6947 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  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 12 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
  5 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 36  3  1  0
 21 10  1  0
 32 23  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  4 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  6
  8 45  1  0
  8 46  1  0
  9 47  1  0
 11 48  1  0
 13 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 17 54  1  0
 20 55  1  0
 20 56  1  0
 20 57  1  0
 23 58  1  1
 25 59  1  1
 26 60  1  0
 26 61  1  0
 27 62  1  0
 28 63  1  1
 29 64  1  0
 30 65  1  1
 31 66  1  0
 32 67  1  6
 33 68  1  0
 34 69  1  0
 35 70  1  0
 37 71  1  0
M  END


  Mrv1652309272007352D          

 37 39  0  0  1  0            999 V2000
    4.2364   -1.3653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654   -1.3653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -3.8404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -3.0154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654   -3.0154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0929   -1.7779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -0.5403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8088   -1.7779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2378   -2.6028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6668   -1.7779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    3.5847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -3.0154    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5220   -2.6028    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9509   -2.6028    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5220   -1.7779    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9509   -1.7779    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8075   -1.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -0.5403    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6654   -0.5403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -0.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8088   -0.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -1.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799    0.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654    1.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234   -0.5403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234   -1.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2378   -0.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6654    1.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2378   -1.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9522   -0.5403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9522   -1.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    2.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    3.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9522   -3.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
 16  2  1  1  0  0  0
  2 19  1  0  0  0  0
 12  3  1  1  0  0  0
 13  4  1  6  0  0  0
 14  5  1  6  0  0  0
  6 17  1  0  0  0  0
  7 22  1  0  0  0  0
  7 34  1  0  0  0  0
  8 23  1  0  0  0  0
  9 31  1  0  0  0  0
  9 37  1  0  0  0  0
 10 33  1  0  0  0  0
 11 36  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  1  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 18 23  1  1  0  0  0
 19 20  2  0  0  0  0
 19 22  1  0  0  0  0
 20 24  1  0  0  0  0
 21 26  1  0  0  0  0
 22 27  2  0  0  0  0
 24 25  2  0  0  0  0
 25 27  1  0  0  0  0
 25 30  1  0  0  0  0
 26 28  2  0  0  0  0
 26 29  1  0  0  0  0
 28 31  1  0  0  0  0
 29 32  2  0  0  0  0
 30 35  2  0  0  0  0
 31 33  2  0  0  0  0
 32 33  1  0  0  0  0
 35 36  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034749

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(\C=C\CO)=CC([C@H](CO)CC2=CC(OC)=C(O)C=C2)=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C26H34O11/c1-34-19-10-15(5-6-18(19)30)8-16(12-28)17-9-14(4-3-7-27)11-20(35-2)25(17)37-26-24(33)23(32)22(31)21(13-29)36-26/h3-6,9-11,16,21-24,26-33H,7-8,12-13H2,1-2H3/b4-3+/t16-,21+,22+,23-,24+,26-/m0/s1

> <INCHI_KEY>
UFFRBCKYXMEITK-RUBGFCLFSA-N

> <FORMULA>
C26H34O11

> <MOLECULAR_WEIGHT>
522.547

> <EXACT_MASS>
522.210111915

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
54.00559028946665

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-2-{2-[(2R)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-[(1E)-3-hydroxyprop-1-en-1-yl]-6-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
0.62

> <JCHEM_LOGP>
0.08992735566666732

> <ALOGPS_LOGS>
-3.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.203485771500814

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.210076761809187

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5263754001094414

> <JCHEM_POLAR_SURFACE_AREA>
178.52999999999997

> <JCHEM_REFRACTIVITY>
132.96359999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.75e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-2-{2-[(2R)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-[(1E)-3-hydroxyprop-1-en-1-yl]-6-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034749
     RDKit          3D
Icariside E5
 71 73  0  0  0  0  0  0  0  0999 V2000
    5.1858   -1.7279    3.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4157   -2.5578    2.0569 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8471   -2.2486    0.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0477   -1.1140    0.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4969   -0.8168   -0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6242    0.3772   -0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1435    0.0453   -0.5674 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9872   -0.4866    0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4132    0.5569    1.7346 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3229    1.2303   -0.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8122    2.5038   -0.5188 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0404    3.6226   -0.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6152    4.9244   -0.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409    6.0450   -0.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5221    7.4019   -0.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2904    7.9693    0.7393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2558    3.4319   -1.0918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7716    2.1662   -1.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0895    2.0744   -1.7561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8754    3.2347   -1.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0039    1.0264   -1.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4897   -0.2397   -1.4293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1749   -1.1131   -0.6337 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4639   -2.3057   -0.4220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0698   -3.1874    0.4225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0052   -4.6248   -0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6269   -5.5077    0.7808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4357   -2.9055    0.8909 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4033   -2.5191    2.2529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2763   -1.9715    0.0849 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5607   -2.4316   -0.1683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5133   -1.6048   -1.1700 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1731   -0.7384   -1.9800 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7547   -1.6481   -1.5957 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5314   -2.7532   -1.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0952   -3.0624   -0.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8897   -4.2143   -0.1846 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1069   -1.5994    3.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6875   -2.1917    4.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6618   -0.7277    3.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9013   -0.5140    1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8294    0.8874   -1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8422    1.0052    0.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8608   -0.7606   -1.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6756   -1.3281    1.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0325   -0.7183    1.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4913    0.1906    2.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8402    2.6459   -0.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6307    4.9868   -0.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0693    6.0372   -0.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5001    8.0520   -1.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5339    7.3751    0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2020    7.5421    0.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9047    4.2897   -1.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9740    3.8165   -0.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8336    2.9202   -2.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3803    3.8610   -2.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2947   -0.6551    0.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3921   -3.2212    1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5450   -4.7216   -1.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9542   -4.9641   -0.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8613   -6.3210    0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0160   -3.8786    0.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7258   -3.2242    2.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3481   -1.0051    0.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9859   -1.7967   -0.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3764   -2.5606   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2011   -1.0604   -2.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2944   -1.3562   -2.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6967   -3.3716   -2.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3194   -4.4648    0.6947 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  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 12 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
  5 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 36  3  1  0
 21 10  1  0
 32 23  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  4 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  6
  8 45  1  0
  8 46  1  0
  9 47  1  0
 11 48  1  0
 13 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 17 54  1  0
 20 55  1  0
 20 56  1  0
 20 57  1  0
 23 58  1  1
 25 59  1  1
 26 60  1  0
 26 61  1  0
 27 62  1  0
 28 63  1  1
 29 64  1  0
 30 65  1  1
 31 66  1  0
 32 67  1  6
 33 68  1  0
 34 69  1  0
 35 70  1  0
 37 71  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  O   UNK     0       7.908  -2.549   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      10.575  -2.549   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       7.908  -7.169   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.241  -5.629   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      10.575  -5.629   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       3.907  -3.319   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       7.908  -1.009   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      14.576  -3.319   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      17.244  -4.859   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      19.911  -3.319   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       7.908   6.691   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       7.908  -5.629   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.574  -4.859   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.242  -4.859   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.574  -3.319   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.242  -3.319   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.241  -2.549   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.243  -1.009   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.575  -1.009   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.909  -0.239   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.576  -0.239   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.242  -0.239   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.243  -2.549   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.909   1.301   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.575   2.071   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.910  -1.009   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.242   1.301   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.910  -2.549   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      17.244  -0.239   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.575   3.611   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      17.244  -3.319   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      18.577  -1.009   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      18.577  -2.549   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.574  -0.239   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.242   4.381   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.242   5.921   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      18.577  -5.629   0.000  0.00  0.00           C+0
CONECT    1   15   16                                                       
CONECT    2   16   19                                                       
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5   14                                                            
CONECT    6   17                                                            
CONECT    7   22   34                                                       
CONECT    8   23                                                            
CONECT    9   31   37                                                       
CONECT   10   33                                                            
CONECT   11   36                                                            
CONECT   12    3   13   14                                                  
CONECT   13    4   12   15                                                  
CONECT   14    5   12   16                                                  
CONECT   15    1   13   17                                                  
CONECT   16    1    2   14                                                  
CONECT   17    6   15                                                       
CONECT   18   20   21   23                                                  
CONECT   19    2   20   22                                                  
CONECT   20   18   19   24                                                  
CONECT   21   18   26                                                       
CONECT   22    7   19   27                                                  
CONECT   23    8   18                                                       
CONECT   24   20   25                                                       
CONECT   25   24   27   30                                                  
CONECT   26   21   28   29                                                  
CONECT   27   22   25                                                       
CONECT   28   26   31                                                       
CONECT   29   26   32                                                       
CONECT   30   25   35                                                       
CONECT   31    9   28   33                                                  
CONECT   32   29   33                                                       
CONECT   33   10   31   32                                                  
CONECT   34    7                                                            
CONECT   35   30   36                                                       
CONECT   36   11   35                                                       
CONECT   37    9                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

COMPND    HMDB0034749
HETATM    1  C1  UNL     1       5.186  -1.728   3.154  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.416  -2.558   2.057  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.847  -2.249   0.810  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.048  -1.114   0.697  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.497  -0.817  -0.530  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.624   0.377  -0.683  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.143   0.045  -0.567  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.987  -0.487   0.854  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.413   0.557   1.735  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.323   1.230  -0.761  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.812   2.504  -0.519  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.040   3.623  -0.678  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.615   4.924  -0.399  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.041   6.045  -0.544  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.522   7.402  -0.265  1.00  0.00           C  
HETATM   16  O3  UNL     1      -0.290   7.969   0.739  1.00  0.00           O  
HETATM   17  C14 UNL     1      -1.256   3.432  -1.092  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.772   2.166  -1.341  1.00  0.00           C  
HETATM   19  O4  UNL     1      -3.090   2.074  -1.756  1.00  0.00           O  
HETATM   20  C16 UNL     1      -3.875   3.235  -1.924  1.00  0.00           C  
HETATM   21  C17 UNL     1      -1.004   1.026  -1.185  1.00  0.00           C  
HETATM   22  O5  UNL     1      -1.490  -0.240  -1.429  1.00  0.00           O  
HETATM   23  C18 UNL     1      -2.175  -1.113  -0.634  1.00  0.00           C  
HETATM   24  O6  UNL     1      -1.464  -2.306  -0.422  1.00  0.00           O  
HETATM   25  C19 UNL     1      -2.070  -3.187   0.423  1.00  0.00           C  
HETATM   26  C20 UNL     1      -2.005  -4.625  -0.099  1.00  0.00           C  
HETATM   27  O7  UNL     1      -2.627  -5.508   0.781  1.00  0.00           O  
HETATM   28  C21 UNL     1      -3.436  -2.906   0.891  1.00  0.00           C  
HETATM   29  O8  UNL     1      -3.403  -2.519   2.253  1.00  0.00           O  
HETATM   30  C22 UNL     1      -4.276  -1.972   0.085  1.00  0.00           C  
HETATM   31  O9  UNL     1      -5.561  -2.432  -0.168  1.00  0.00           O  
HETATM   32  C23 UNL     1      -3.513  -1.605  -1.170  1.00  0.00           C  
HETATM   33  O10 UNL     1      -4.173  -0.738  -1.980  1.00  0.00           O  
HETATM   34  C24 UNL     1       3.755  -1.648  -1.596  1.00  0.00           C  
HETATM   35  C25 UNL     1       4.531  -2.753  -1.489  1.00  0.00           C  
HETATM   36  C26 UNL     1       5.095  -3.062  -0.244  1.00  0.00           C  
HETATM   37  O11 UNL     1       5.890  -4.214  -0.185  1.00  0.00           O  
HETATM   38  H1  UNL     1       4.107  -1.599   3.326  1.00  0.00           H  
HETATM   39  H2  UNL     1       5.688  -2.192   4.056  1.00  0.00           H  
HETATM   40  H3  UNL     1       5.662  -0.728   3.023  1.00  0.00           H  
HETATM   41  H4  UNL     1       3.901  -0.514   1.587  1.00  0.00           H  
HETATM   42  H5  UNL     1       2.829   0.887  -1.627  1.00  0.00           H  
HETATM   43  H6  UNL     1       2.842   1.005   0.225  1.00  0.00           H  
HETATM   44  H7  UNL     1       0.861  -0.761  -1.280  1.00  0.00           H  
HETATM   45  H8  UNL     1       1.676  -1.328   1.047  1.00  0.00           H  
HETATM   46  H9  UNL     1      -0.033  -0.718   1.149  1.00  0.00           H  
HETATM   47  H10 UNL     1       1.491   0.191   2.656  1.00  0.00           H  
HETATM   48  H11 UNL     1       1.840   2.646  -0.193  1.00  0.00           H  
HETATM   49  H12 UNL     1       1.631   4.987  -0.055  1.00  0.00           H  
HETATM   50  H13 UNL     1      -1.069   6.037  -0.889  1.00  0.00           H  
HETATM   51  H14 UNL     1       0.500   8.052  -1.132  1.00  0.00           H  
HETATM   52  H15 UNL     1       1.534   7.375   0.169  1.00  0.00           H  
HETATM   53  H16 UNL     1      -1.202   7.542   0.735  1.00  0.00           H  
HETATM   54  H17 UNL     1      -1.905   4.290  -1.232  1.00  0.00           H  
HETATM   55  H18 UNL     1      -3.974   3.816  -0.991  1.00  0.00           H  
HETATM   56  H19 UNL     1      -4.834   2.920  -2.376  1.00  0.00           H  
HETATM   57  H20 UNL     1      -3.380   3.861  -2.724  1.00  0.00           H  
HETATM   58  H21 UNL     1      -2.295  -0.655   0.388  1.00  0.00           H  
HETATM   59  H22 UNL     1      -1.392  -3.221   1.335  1.00  0.00           H  
HETATM   60  H23 UNL     1      -2.545  -4.722  -1.064  1.00  0.00           H  
HETATM   61  H24 UNL     1      -0.954  -4.964  -0.211  1.00  0.00           H  
HETATM   62  H25 UNL     1      -2.861  -6.321   0.260  1.00  0.00           H  
HETATM   63  H26 UNL     1      -4.016  -3.879   0.915  1.00  0.00           H  
HETATM   64  H27 UNL     1      -3.726  -3.224   2.859  1.00  0.00           H  
HETATM   65  H28 UNL     1      -4.348  -1.005   0.672  1.00  0.00           H  
HETATM   66  H29 UNL     1      -5.986  -1.797  -0.811  1.00  0.00           H  
HETATM   67  H30 UNL     1      -3.376  -2.561  -1.729  1.00  0.00           H  
HETATM   68  H31 UNL     1      -4.201  -1.060  -2.890  1.00  0.00           H  
HETATM   69  H32 UNL     1       3.294  -1.356  -2.538  1.00  0.00           H  
HETATM   70  H33 UNL     1       4.697  -3.372  -2.363  1.00  0.00           H  
HETATM   71  H34 UNL     1       6.319  -4.465   0.695  1.00  0.00           H  
CONECT    1    2   38   39   40
CONECT    2    3
CONECT    3    4    4   36
CONECT    4    5   41
CONECT    5    6   34   34
CONECT    6    7   42   43
CONECT    7    8   10   44
CONECT    8    9   45   46
CONECT    9   47
CONECT   10   11   11   21
CONECT   11   12   48
CONECT   12   13   17   17
CONECT   13   14   14   49
CONECT   14   15   50
CONECT   15   16   51   52
CONECT   16   53
CONECT   17   18   54
CONECT   18   19   21   21
CONECT   19   20
CONECT   20   55   56   57
CONECT   21   22
CONECT   22   23
CONECT   23   24   32   58
CONECT   24   25
CONECT   25   26   28   59
CONECT   26   27   60   61
CONECT   27   62
CONECT   28   29   30   63
CONECT   29   64
CONECT   30   31   32   65
CONECT   31   66
CONECT   32   33   67
CONECT   33   68
CONECT   34   35   69
CONECT   35   36   36   70
CONECT   36   37
CONECT   37   71
END

HMDB0034749
     RDKit          3D
Icariside E5
 71 73  0  0  0  0  0  0  0  0999 V2000
    5.1858   -1.7279    3.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4157   -2.5578    2.0569 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8471   -2.2486    0.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0477   -1.1140    0.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4969   -0.8168   -0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6242    0.3772   -0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1435    0.0453   -0.5674 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9872   -0.4866    0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4132    0.5569    1.7346 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3229    1.2303   -0.7606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8122    2.5038   -0.5188 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0404    3.6226   -0.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6152    4.9244   -0.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409    6.0450   -0.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5221    7.4019   -0.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2904    7.9693    0.7393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2558    3.4319   -1.0918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7716    2.1662   -1.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0895    2.0744   -1.7561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8754    3.2347   -1.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0039    1.0264   -1.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4897   -0.2397   -1.4293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1749   -1.1131   -0.6337 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4639   -2.3057   -0.4220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0698   -3.1874    0.4225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0052   -4.6248   -0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6269   -5.5077    0.7808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4357   -2.9055    0.8909 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4033   -2.5191    2.2529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2763   -1.9715    0.0849 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5607   -2.4316   -0.1683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5133   -1.6048   -1.1700 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1731   -0.7384   -1.9800 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7547   -1.6481   -1.5957 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5314   -2.7532   -1.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0952   -3.0624   -0.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8897   -4.2143   -0.1846 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1069   -1.5994    3.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6875   -2.1917    4.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6618   -0.7277    3.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9013   -0.5140    1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8294    0.8874   -1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8422    1.0052    0.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8608   -0.7606   -1.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6756   -1.3281    1.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0325   -0.7183    1.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4913    0.1906    2.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8402    2.6459   -0.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6307    4.9868   -0.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0693    6.0372   -0.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5001    8.0520   -1.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5339    7.3751    0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2020    7.5421    0.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9047    4.2897   -1.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9740    3.8165   -0.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8336    2.9202   -2.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3803    3.8610   -2.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2947   -0.6551    0.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3921   -3.2212    1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5450   -4.7216   -1.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9542   -4.9641   -0.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8613   -6.3210    0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0160   -3.8786    0.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7258   -3.2242    2.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3481   -1.0051    0.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9859   -1.7967   -0.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3764   -2.5606   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2011   -1.0604   -2.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2944   -1.3562   -2.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6967   -3.3716   -2.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3194   -4.4648    0.6947 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  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 12 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
  5 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 36  3  1  0
 21 10  1  0
 32 23  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  4 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  6
  8 45  1  0
  8 46  1  0
  9 47  1  0
 11 48  1  0
 13 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 17 54  1  0
 20 55  1  0
 20 56  1  0
 20 57  1  0
 23 58  1  1
 25 59  1  1
 26 60  1  0
 26 61  1  0
 27 62  1  0
 28 63  1  1
 29 64  1  0
 30 65  1  1
 31 66  1  0
 32 67  1  6
 33 68  1  0
 34 69  1  0
 35 70  1  0
 37 71  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₆H₃₄O₁₁

Average Molecular Weight

522.547

Monoisotopic Molecular Weight

522.210111915

IUPAC Name

(2S,3R,4S,5S,6R)-2-{2-[(2R)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-[(1E)-3-hydroxyprop-1-en-1-yl]-6-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

(2S,3R,4S,5S,6R)-2-{2-[(2R)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-[(1E)-3-hydroxyprop-1-en-1-yl]-6-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

126176-79-2

SMILES

COC1=CC(\C=C\CO)=CC([C@H](CO)CC2=CC(OC)=C(O)C=C2)=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C26H34O11/c1-34-19-10-15(5-6-18(19)30)8-16(12-28)17-9-14(4-3-7-27)11-20(35-2)25(17)37-26-24(33)23(32)22(31)21(13-29)36-26/h3-6,9-11,16,21-24,26-33H,7-8,12-13H2,1-2H3/b4-3+/t16-,21+,22+,23-,24+,26-/m0/s1

InChI Key

UFFRBCKYXMEITK-RUBGFCLFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Stilbene glycosides

Direct Parent

Stilbene glycosides

Alternative Parents

Substituents

Stilbene glycoside
Phenolic glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Cinnamyl alcohol
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Oxane
Secondary alcohol
Organoheterocyclic compound
Ether
Oxacycle
Acetal
Polyol
Organic oxygen compound
Alcohol
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0034749)
Cytoplasm (HMDB: HMDB0034749)

Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Orange bell pepper (FooDB: FOOD00879)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fruit

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.38 g/L	ALOGPS
logP	0.62	ALOGPS
logP	0.09	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	10.21	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	178.53 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	132.96 m³·mol⁻¹	ChemAxon
Polarizability	54.01 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
DeepCCS	[M+H]+	206.387	30932474
DeepCCS	[M-H]-	204.553	30932474
DeepCCS	[M-2H]-	237.794	30932474
DeepCCS	[M+Na]+	212.167	30932474
AllCCS	[M+H]+	223.7	32859911
AllCCS	[M+H-H2O]+	221.8	32859911
AllCCS	[M+NH4]+	225.4	32859911
AllCCS	[M+Na]+	225.9	32859911
AllCCS	[M-H]-	219.0	32859911
AllCCS	[M+Na-2H]-	220.9	32859911
AllCCS	[M+HCOO]-	223.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Icariside E5	COC1=CC(\C=C\CO)=CC([C@H](CO)CC2=CC(OC)=C(O)C=C2)=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	5240.9	Standard polar	33892256
Icariside E5	COC1=CC(\C=C\CO)=CC([C@H](CO)CC2=CC(OC)=C(O)C=C2)=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	4579.7	Standard non polar	33892256
Icariside E5	COC1=CC(\C=C\CO)=CC([C@H](CO)CC2=CC(OC)=C(O)C=C2)=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	4555.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Icariside E5,1TMS,isomer #1	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O	4332.4	Semi standard non polar	33892256
Icariside E5,1TMS,isomer #2	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O	4292.1	Semi standard non polar	33892256
Icariside E5,1TMS,isomer #3	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	4340.1	Semi standard non polar	33892256
Icariside E5,1TMS,isomer #4	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O	4287.0	Semi standard non polar	33892256
Icariside E5,1TMS,isomer #5	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O	4282.7	Semi standard non polar	33892256
Icariside E5,1TMS,isomer #6	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	4276.3	Semi standard non polar	33892256
Icariside E5,1TMS,isomer #7	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	4296.0	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #1	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O	4176.5	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #10	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	4174.4	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #11	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	4213.5	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #12	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	4217.2	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #13	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	4218.4	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #14	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C	4214.4	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #15	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4227.0	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #16	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O	4194.3	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #17	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	4179.6	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #18	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	4185.6	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #19	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	4161.0	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #2	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O	4181.8	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #20	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	4166.7	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #21	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	4176.5	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #3	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O	4184.1	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #4	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	4177.2	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #5	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	4196.5	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #6	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	4241.9	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #7	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O	4169.5	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #8	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O	4165.8	Semi standard non polar	33892256
Icariside E5,2TMS,isomer #9	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	4162.2	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #1	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O	4067.2	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #10	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	4077.4	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #11	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	4083.9	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #12	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	4128.6	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #13	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	4085.4	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #14	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C	4122.1	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #15	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4139.3	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #16	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O	4105.1	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #17	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	4090.4	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #18	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	4102.8	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #19	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	4128.8	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #2	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O	4074.8	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #20	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	4068.8	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #21	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	4074.4	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #22	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	4119.8	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #23	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	4075.4	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #24	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C	4113.9	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #25	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4123.5	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #26	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	4158.0	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #27	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C	4143.2	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #28	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4150.2	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #29	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C	4121.6	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #3	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	4066.5	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #30	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4127.9	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #31	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4132.1	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #32	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	4108.9	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #33	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	4131.8	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #34	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	4098.2	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #35	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	4079.8	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #4	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	4079.0	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #5	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	4125.5	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #6	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O	4110.5	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #7	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	4091.4	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #8	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	4109.2	Semi standard non polar	33892256
Icariside E5,3TMS,isomer #9	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	4138.7	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #1	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O	4045.6	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #10	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4059.6	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #11	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	4057.3	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #12	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	4069.5	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #13	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	4089.9	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #14	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	4045.9	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #15	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C	4074.1	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #16	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4087.5	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #17	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	4037.1	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #18	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C	4061.0	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #19	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4070.4	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #2	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	4028.8	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #20	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4062.6	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #21	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	4071.9	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #22	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	4082.1	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #23	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	4098.4	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #24	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	4059.2	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #25	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C	4079.2	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #26	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4091.7	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #27	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	4043.9	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #28	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C	4065.2	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #29	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4068.6	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #3	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	4045.5	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #30	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4067.0	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #31	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C	4105.8	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #32	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4113.7	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #33	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4090.5	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #34	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4075.7	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #35	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	4082.7	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #4	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	4051.9	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #5	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	4022.5	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #6	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	4030.0	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #7	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	4053.8	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #8	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	4022.4	Semi standard non polar	33892256
Icariside E5,4TMS,isomer #9	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C	4053.6	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #1	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O	4031.5	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #10	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4034.9	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #11	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	4056.5	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #12	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C	4067.1	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #13	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4076.2	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #14	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4057.5	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #15	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4048.7	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #16	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	4075.2	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #17	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C	4083.6	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #18	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4088.3	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #19	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4073.6	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #2	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O	4043.6	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #20	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4062.4	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #21	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4099.0	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #3	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C	4057.5	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #4	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	4028.1	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #5	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C	4045.4	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #6	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4058.9	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #7	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC=C1O	4012.3	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #8	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C	4036.5	Semi standard non polar	33892256
Icariside E5,5TMS,isomer #9	COC1=CC(C[C@@H](CO[Si](C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4043.3	Semi standard non polar	33892256
Icariside E5,1TBDMS,isomer #1	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O	4562.2	Semi standard non polar	33892256
Icariside E5,1TBDMS,isomer #2	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O	4557.5	Semi standard non polar	33892256
Icariside E5,1TBDMS,isomer #3	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	4572.9	Semi standard non polar	33892256
Icariside E5,1TBDMS,isomer #4	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O	4542.8	Semi standard non polar	33892256
Icariside E5,1TBDMS,isomer #5	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=CC=C1O	4531.7	Semi standard non polar	33892256
Icariside E5,1TBDMS,isomer #6	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O	4522.0	Semi standard non polar	33892256
Icariside E5,1TBDMS,isomer #7	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	4533.9	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #1	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O	4706.6	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #10	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	4690.2	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #11	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	4729.5	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #12	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	4716.9	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #13	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	4712.4	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #14	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	4698.7	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #15	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4714.0	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #16	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=CC=C1O	4691.4	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #17	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O	4682.0	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #18	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	4693.2	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #19	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O	4653.1	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #2	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O	4690.3	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #20	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	4657.9	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #21	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	4666.1	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #3	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=CC=C1O	4693.8	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #4	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O	4676.6	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #5	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	4696.8	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #6	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	4737.0	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #7	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O	4688.4	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #8	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=CC=C1O	4690.5	Semi standard non polar	33892256
Icariside E5,2TBDMS,isomer #9	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O	4674.6	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #1	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O	4832.3	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #10	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O	4783.2	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #11	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	4795.4	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #12	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	4865.1	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #13	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	4802.1	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #14	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	4854.1	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #15	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4873.1	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #16	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=CC=C1O	4827.2	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #17	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O	4812.9	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #18	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	4833.5	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #19	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	4868.6	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #2	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=CC=C1O	4829.0	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #20	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O	4782.9	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #21	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	4796.1	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #22	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	4863.8	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #23	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	4800.2	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #24	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	4851.7	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #25	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4863.1	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #26	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	4861.4	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #27	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	4847.9	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #28	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4865.0	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #29	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	4822.3	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #3	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O	4818.8	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #30	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4830.3	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #31	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4836.8	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #32	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O	4805.0	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #33	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	4828.5	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #34	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	4800.5	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #35	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	4773.3	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #4	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	4837.0	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #5	COC1=CC(C[C@@H](CO[Si](C)(C)C(C)(C)C)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	4889.2	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #6	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=CC=C1O	4824.7	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #7	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=CC=C1O	4809.7	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #8	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O	4837.5	Semi standard non polar	33892256
Icariside E5,3TBDMS,isomer #9	COC1=CC(C[C@@H](CO)C2=CC(/C=C/CO[Si](C)(C)C(C)(C)C)=CC(OC)=C2O[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C	4874.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Icariside E5 GC-MS (Non-derivatized) - 70eV, Positive	splash10-06rl-6702940000-84cd5792deec24c86261	2017-11-06	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 - Icariside E5 10V, Positive-QTOF	splash10-0btc-0109360000-4cd1c0a5ef55d8978a9a	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside E5 20V, Positive-QTOF	splash10-0006-0209100000-ff154f1535e6044b2be9	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside E5 40V, Positive-QTOF	splash10-0006-0219000000-8224fcb99f1dadd53a1c	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside E5 10V, Negative-QTOF	splash10-00dl-0307390000-b398abea3a57daa03ddc	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside E5 20V, Negative-QTOF	splash10-052f-0209310000-a53d20844c65a906669b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside E5 40V, Negative-QTOF	splash10-054o-1119000000-3983e154af12e734ed78	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside E5 10V, Negative-QTOF	splash10-00di-0000190000-f70201d8ecb357cb3cbe	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside E5 20V, Negative-QTOF	splash10-0200-0000930000-9b20e2f86465c723bc07	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside E5 40V, Negative-QTOF	splash10-004l-1029220000-aaff05af103358d4d97f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside E5 10V, Positive-QTOF	splash10-000f-0219120000-246b51d5df634b36c1db	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside E5 20V, Positive-QTOF	splash10-052r-0905430000-07129bf726d0a28a2ad9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside E5 40V, Positive-QTOF	splash10-01b9-2906210000-b0f5c23f7b451c350f90	2021-09-25	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

Not Available

KNApSAcK ID

C00056763

Chemspider ID

28424399

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91884923

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Icariside E5 (HMDB0034749)

MOL for HMDB0034749 (Icariside E5)

3D MOL for HMDB0034749 (Icariside E5)

3D SDF for HMDB0034749 (Icariside E5)

3D-SDF for HMDB0034749 (Icariside E5)

PDB for HMDB0034749 (Icariside E5)

3D PDB for HMDB0034749 (Icariside E5)

SMILES for HMDB0034749 (Icariside E5)

INCHI for HMDB0034749 (Icariside E5)

Structure for HMDB0034749 (Icariside E5)

3D Structure for HMDB0034749 (Icariside E5)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra