Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:44:34 UTC

Update Date

2022-03-07 02:55:21 UTC

HMDB ID

HMDB0037491

Secondary Accession Numbers

HMDB37491

Metabolite Identification

Common Name

Liquiritin apioside

Description

Liquiritin apioside belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. Liquiritin apioside has been detected, but not quantified in, several different foods, such as teas (Camellia sinensis), red tea, green tea, black tea, and herbal tea. This could make liquiritin apioside a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Liquiritin apioside.

Structure

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


  Mrv0541 02241208502D          

 39 43  0  0  0  0            999 V2000
   -5.1531    1.0737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4382    1.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7245    1.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0096    1.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946    1.0737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5811    1.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5811    2.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946    2.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0096    2.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7245    2.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4382    2.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946    3.5486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8661    1.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8661    0.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1526   -0.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5623    0.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5623    1.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1526    1.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2772   -0.1636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9909    0.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9909    1.0737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7058    1.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7058    2.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4193    2.7236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8928   -2.7731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5060   -2.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4193   -1.4010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7058   -0.9886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7058   -0.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4193    0.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4193    1.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1343    1.4861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1742   -1.0656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7255   -1.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3131   -2.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0666   -2.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1531   -3.5486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0587   -3.1774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1343   -0.1636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 11  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 13 14  2  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 19  1  0  0  0  0
 17 18  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 29  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 31  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 35  1  0  0  0  0
 27 28  1  0  0  0  0
 27 33  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 39  1  0  0  0  0
 31 32  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 38  1  0  0  0  0
 36 37  1  0  0  0  0
M  END

HMDB0037491
     RDKit          3D
Liquiritin apioside
 69 73  0  0  0  0  0  0  0  0999 V2000
    4.7560   -4.7477   -0.7346 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5401   -3.5238   -0.5292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3813   -3.0711    0.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7394   -1.8851    1.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4994   -1.1066    1.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9395   -0.2642    0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954    0.4770    0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1833    0.3505    1.9438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9497    1.0358    2.2631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6770    1.9303    1.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5828    3.2098    2.0902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9994    4.2101    1.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9271    4.5857    0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1832    5.0403    0.9317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2817    3.7920    0.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1456    4.8655    0.3449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9432    2.7784    1.4644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8057    3.2838    2.7565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1525    1.5146    1.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2562    0.8856    0.1431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6435   -0.4286    0.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9079   -0.5092   -0.4105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6618   -0.9376   -1.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6851   -2.0681   -1.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3995   -3.0979   -0.8715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0114   -2.5365   -2.7098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9914   -2.9876   -3.5909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7364   -1.3926   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2736   -2.4094    0.3641 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7284   -0.5018    2.9044 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8643   -1.2181    2.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6499   -1.0047    0.5261 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4736   -1.2851   -0.5298 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3415   -0.3303   -1.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1707   -0.6128   -2.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0239    0.3954   -2.6070 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1422   -1.8653   -2.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2852   -2.8143   -2.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4526   -2.5405   -1.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5512   -2.8260   -0.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9899   -3.8648    0.9425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1389   -2.2398    2.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4277   -0.1736   -0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4375    1.1114   -0.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2294    2.0585    0.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2332    5.1148    1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6195    3.7700   -0.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2895    5.4415   -0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9887    4.9042    0.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9883    3.3022   -0.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9469    5.5663    1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0143    2.6651    1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4820    2.5771    3.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3914    0.8771    2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8142   -0.7935    1.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5981   -1.2547   -2.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1449   -0.1185   -2.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0848   -2.7798   -0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367   -1.7052   -3.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3829   -3.4071   -2.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8287   -3.1705   -3.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8868   -0.9150   -1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8989   -2.5542    1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2560   -0.6064    3.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3333   -1.8974    3.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3749    0.6463   -0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6491    0.9945   -3.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7731   -2.1180   -3.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2319   -3.8206   -2.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 24 28  1  0
 28 29  1  0
  8 30  1  0
 30 31  2  0
  4 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  1  0
 35 37  2  0
 37 38  1  0
 38 39  2  0
 39  2  1  0
 31  5  1  0
 39 33  1  0
 19 10  1  0
 28 21  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  6 43  1  0
  7 44  1  0
 10 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  0
 17 52  1  0
 18 53  1  0
 19 54  1  0
 21 55  1  0
 23 56  1  0
 23 57  1  0
 25 58  1  0
 26 59  1  0
 26 60  1  0
 27 61  1  0
 28 62  1  0
 29 63  1  0
 30 64  1  0
 31 65  1  0
 34 66  1  0
 36 67  1  0
 37 68  1  0
 38 69  1  0
M  END


  Mrv0541 02241208502D          

 39 43  0  0  0  0            999 V2000
   -5.1531    1.0737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4382    1.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7245    1.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0096    1.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946    1.0737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5811    1.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5811    2.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946    2.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0096    2.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7245    2.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4382    2.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946    3.5486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8661    1.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8661    0.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1526   -0.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5623    0.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5623    1.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1526    1.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2772   -0.1636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9909    0.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9909    1.0737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7058    1.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7058    2.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4193    2.7236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8928   -2.7731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5060   -2.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4193   -1.4010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7058   -0.9886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7058   -0.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4193    0.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4193    1.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1343    1.4861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1742   -1.0656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7255   -1.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3131   -2.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0666   -2.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1531   -3.5486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0587   -3.1774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1343   -0.1636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 11  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 13 14  2  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 19  1  0  0  0  0
 17 18  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 29  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 31  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 35  1  0  0  0  0
 27 28  1  0  0  0  0
 27 33  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 39  1  0  0  0  0
 31 32  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 38  1  0  0  0  0
 36 37  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037491

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(OC2=CC=C(C=C2)C2CC(=O)C3=C(O2)C=C(O)C=C3)C(OC2OCC(O)(CO)C2O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C26H30O13/c27-9-19-20(31)21(32)22(39-25-23(33)26(34,10-28)11-35-25)24(38-19)36-14-4-1-12(2-5-14)17-8-16(30)15-6-3-13(29)7-18(15)37-17/h1-7,17,19-25,27-29,31-34H,8-11H2

> <INCHI_KEY>
FTVKHUHJWDMWIR-UHFFFAOYSA-N

> <FORMULA>
C26H30O13

> <MOLECULAR_WEIGHT>
550.5086

> <EXACT_MASS>
550.168641046

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
55.186628693532285

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{4-[(3-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]phenyl}-7-hydroxy-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
-0.12

> <JCHEM_LOGP>
-1.0558937813333324

> <ALOGPS_LOGS>
-2.56

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.807383168292008

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.79793301897353

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092569267272

> <JCHEM_POLAR_SURFACE_AREA>
204.82999999999998

> <JCHEM_REFRACTIVITY>
128.12349999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.50e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{4-[(3-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]phenyl}-7-hydroxy-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037491
     RDKit          3D
Liquiritin apioside
 69 73  0  0  0  0  0  0  0  0999 V2000
    4.7560   -4.7477   -0.7346 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5401   -3.5238   -0.5292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3813   -3.0711    0.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7394   -1.8851    1.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4994   -1.1066    1.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9395   -0.2642    0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954    0.4770    0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1833    0.3505    1.9438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9497    1.0358    2.2631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6770    1.9303    1.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5828    3.2098    2.0902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9994    4.2101    1.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9271    4.5857    0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1832    5.0403    0.9317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2817    3.7920    0.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1456    4.8655    0.3449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9432    2.7784    1.4644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8057    3.2838    2.7565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1525    1.5146    1.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2562    0.8856    0.1431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6435   -0.4286    0.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9079   -0.5092   -0.4105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6618   -0.9376   -1.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6851   -2.0681   -1.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3995   -3.0979   -0.8715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0114   -2.5365   -2.7098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9914   -2.9876   -3.5909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7364   -1.3926   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2736   -2.4094    0.3641 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7284   -0.5018    2.9044 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8643   -1.2181    2.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6499   -1.0047    0.5261 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4736   -1.2851   -0.5298 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3415   -0.3303   -1.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1707   -0.6128   -2.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0239    0.3954   -2.6070 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1422   -1.8653   -2.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2852   -2.8143   -2.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4526   -2.5405   -1.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5512   -2.8260   -0.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9899   -3.8648    0.9425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1389   -2.2398    2.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4277   -0.1736   -0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4375    1.1114   -0.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2294    2.0585    0.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2332    5.1148    1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6195    3.7700   -0.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2895    5.4415   -0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9887    4.9042    0.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9883    3.3022   -0.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9469    5.5663    1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0143    2.6651    1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4820    2.5771    3.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3914    0.8771    2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8142   -0.7935    1.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5981   -1.2547   -2.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1449   -0.1185   -2.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0848   -2.7798   -0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367   -1.7052   -3.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3829   -3.4071   -2.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8287   -3.1705   -3.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8868   -0.9150   -1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8989   -2.5542    1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2560   -0.6064    3.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3333   -1.8974    3.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3749    0.6463   -0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6491    0.9945   -3.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7731   -2.1180   -3.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2319   -3.8206   -2.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 24 28  1  0
 28 29  1  0
  8 30  1  0
 30 31  2  0
  4 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  1  0
 35 37  2  0
 37 38  1  0
 38 39  2  0
 39  2  1  0
 31  5  1  0
 39 33  1  0
 19 10  1  0
 28 21  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  6 43  1  0
  7 44  1  0
 10 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  0
 17 52  1  0
 18 53  1  0
 19 54  1  0
 21 55  1  0
 23 56  1  0
 23 57  1  0
 25 58  1  0
 26 59  1  0
 26 60  1  0
 27 61  1  0
 28 62  1  0
 29 63  1  0
 30 64  1  0
 31 65  1  0
 34 66  1  0
 36 67  1  0
 37 68  1  0
 38 69  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -9.619   2.004   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -8.285   2.774   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.952   2.004   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.618   2.774   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.283   2.004   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.951   2.774   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.951   4.314   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.283   5.084   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.618   4.314   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.952   5.084   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.285   4.314   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.283   6.624   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.617   2.004   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.617   0.464   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.285  -0.305   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.050   0.464   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.050   2.004   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.285   2.774   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.384  -0.305   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.716   0.464   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.716   2.004   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.051   2.774   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.051   4.314   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.383   5.084   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.400  -5.176   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.545  -4.147   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.383  -2.615   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.051  -1.845   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.051  -0.305   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.383   0.464   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.383   2.004   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       7.717   2.774   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       7.792  -1.989   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       8.821  -3.134   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.051  -4.468   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.458  -5.095   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       9.619  -6.624   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       7.576  -5.931   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       7.717  -0.305   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    4    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11    2   10                                                       
CONECT   12    8                                                            
CONECT   13    6   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   13   17                                                       
CONECT   19   16   20                                                       
CONECT   20   19   21   29                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   31                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   26                                                            
CONECT   26   25   27   35                                                  
CONECT   27   26   28   33                                                  
CONECT   28   27   29                                                       
CONECT   29   20   28   30                                                  
CONECT   30   29   31   39                                                  
CONECT   31   22   30   32                                                  
CONECT   32   31                                                            
CONECT   33   27   34                                                       
CONECT   34   33   35                                                       
CONECT   35   26   34   36   38                                             
CONECT   36   35   37                                                       
CONECT   37   36                                                            
CONECT   38   35                                                            
CONECT   39   30                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   86    0
END

COMPND    HMDB0037491
HETATM    1  O1  UNL     1       4.756  -4.748  -0.735  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.540  -3.524  -0.529  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.381  -3.071   0.272  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.739  -1.885   1.130  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.499  -1.107   1.412  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.939  -0.264   0.495  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.795   0.477   0.713  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.183   0.350   1.944  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.950   1.036   2.263  1.00  0.00           O  
HETATM   10  C8  UNL     1      -1.677   1.930   1.499  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.583   3.210   2.090  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.999   4.210   1.221  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.927   4.586   0.227  1.00  0.00           C  
HETATM   14  O4  UNL     1       0.183   5.040   0.932  1.00  0.00           O  
HETATM   15  C11 UNL     1      -3.282   3.792   0.532  1.00  0.00           C  
HETATM   16  O5  UNL     1      -4.146   4.866   0.345  1.00  0.00           O  
HETATM   17  C12 UNL     1      -3.943   2.778   1.464  1.00  0.00           C  
HETATM   18  O6  UNL     1      -3.806   3.284   2.757  1.00  0.00           O  
HETATM   19  C13 UNL     1      -3.152   1.515   1.374  1.00  0.00           C  
HETATM   20  O7  UNL     1      -3.256   0.886   0.143  1.00  0.00           O  
HETATM   21  C14 UNL     1      -3.643  -0.429   0.212  1.00  0.00           C  
HETATM   22  O8  UNL     1      -4.908  -0.509  -0.410  1.00  0.00           O  
HETATM   23  C15 UNL     1      -4.662  -0.938  -1.713  1.00  0.00           C  
HETATM   24  C16 UNL     1      -3.685  -2.068  -1.466  1.00  0.00           C  
HETATM   25  O9  UNL     1      -4.400  -3.098  -0.871  1.00  0.00           O  
HETATM   26  C17 UNL     1      -3.011  -2.537  -2.710  1.00  0.00           C  
HETATM   27  O10 UNL     1      -3.991  -2.988  -3.591  1.00  0.00           O  
HETATM   28  C18 UNL     1      -2.736  -1.393  -0.486  1.00  0.00           C  
HETATM   29  O11 UNL     1      -2.274  -2.409   0.364  1.00  0.00           O  
HETATM   30  C19 UNL     1       0.728  -0.502   2.904  1.00  0.00           C  
HETATM   31  C20 UNL     1       1.864  -1.218   2.647  1.00  0.00           C  
HETATM   32  O12 UNL     1       4.650  -1.005   0.526  1.00  0.00           O  
HETATM   33  C21 UNL     1       5.474  -1.285  -0.530  1.00  0.00           C  
HETATM   34  C22 UNL     1       6.341  -0.330  -1.057  1.00  0.00           C  
HETATM   35  C23 UNL     1       7.171  -0.613  -2.121  1.00  0.00           C  
HETATM   36  O13 UNL     1       8.024   0.395  -2.607  1.00  0.00           O  
HETATM   37  C24 UNL     1       7.142  -1.865  -2.675  1.00  0.00           C  
HETATM   38  C25 UNL     1       6.285  -2.814  -2.157  1.00  0.00           C  
HETATM   39  C26 UNL     1       5.453  -2.540  -1.094  1.00  0.00           C  
HETATM   40  H1  UNL     1       2.551  -2.826  -0.447  1.00  0.00           H  
HETATM   41  H2  UNL     1       2.990  -3.865   0.942  1.00  0.00           H  
HETATM   42  H3  UNL     1       4.139  -2.240   2.112  1.00  0.00           H  
HETATM   43  H4  UNL     1       2.428  -0.174  -0.464  1.00  0.00           H  
HETATM   44  H5  UNL     1       0.438   1.111  -0.078  1.00  0.00           H  
HETATM   45  H6  UNL     1      -1.229   2.058   0.496  1.00  0.00           H  
HETATM   46  H7  UNL     1      -2.233   5.115   1.819  1.00  0.00           H  
HETATM   47  H8  UNL     1      -0.619   3.770  -0.428  1.00  0.00           H  
HETATM   48  H9  UNL     1      -1.290   5.442  -0.376  1.00  0.00           H  
HETATM   49  H10 UNL     1       0.989   4.904   0.365  1.00  0.00           H  
HETATM   50  H11 UNL     1      -2.988   3.302  -0.420  1.00  0.00           H  
HETATM   51  H12 UNL     1      -3.947   5.566   1.024  1.00  0.00           H  
HETATM   52  H13 UNL     1      -5.014   2.665   1.258  1.00  0.00           H  
HETATM   53  H14 UNL     1      -3.482   2.577   3.382  1.00  0.00           H  
HETATM   54  H15 UNL     1      -3.391   0.877   2.231  1.00  0.00           H  
HETATM   55  H16 UNL     1      -3.814  -0.794   1.244  1.00  0.00           H  
HETATM   56  H17 UNL     1      -5.598  -1.255  -2.168  1.00  0.00           H  
HETATM   57  H18 UNL     1      -4.145  -0.119  -2.250  1.00  0.00           H  
HETATM   58  H19 UNL     1      -5.085  -2.780  -0.231  1.00  0.00           H  
HETATM   59  H20 UNL     1      -2.437  -1.705  -3.163  1.00  0.00           H  
HETATM   60  H21 UNL     1      -2.383  -3.407  -2.455  1.00  0.00           H  
HETATM   61  H22 UNL     1      -4.829  -3.171  -3.097  1.00  0.00           H  
HETATM   62  H23 UNL     1      -1.887  -0.915  -1.002  1.00  0.00           H  
HETATM   63  H24 UNL     1      -2.899  -2.554   1.126  1.00  0.00           H  
HETATM   64  H25 UNL     1       0.256  -0.606   3.869  1.00  0.00           H  
HETATM   65  H26 UNL     1       2.333  -1.897   3.359  1.00  0.00           H  
HETATM   66  H27 UNL     1       6.375   0.646  -0.638  1.00  0.00           H  
HETATM   67  H28 UNL     1       7.649   0.995  -3.345  1.00  0.00           H  
HETATM   68  H29 UNL     1       7.773  -2.118  -3.502  1.00  0.00           H  
HETATM   69  H30 UNL     1       6.232  -3.821  -2.567  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   39
CONECT    3    4   40   41
CONECT    4    5   32   42
CONECT    5    6    6   31
CONECT    6    7   43
CONECT    7    8    8   44
CONECT    8    9   30
CONECT    9   10
CONECT   10   11   19   45
CONECT   11   12
CONECT   12   13   15   46
CONECT   13   14   47   48
CONECT   14   49
CONECT   15   16   17   50
CONECT   16   51
CONECT   17   18   19   52
CONECT   18   53
CONECT   19   20   54
CONECT   20   21
CONECT   21   22   28   55
CONECT   22   23
CONECT   23   24   56   57
CONECT   24   25   26   28
CONECT   25   58
CONECT   26   27   59   60
CONECT   27   61
CONECT   28   29   62
CONECT   29   63
CONECT   30   31   31   64
CONECT   31   65
CONECT   32   33
CONECT   33   34   34   39
CONECT   34   35   66
CONECT   35   36   37   37
CONECT   36   67
CONECT   37   38   68
CONECT   38   39   39   69
END

HMDB0037491
     RDKit          3D
Liquiritin apioside
 69 73  0  0  0  0  0  0  0  0999 V2000
    4.7560   -4.7477   -0.7346 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5401   -3.5238   -0.5292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3813   -3.0711    0.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7394   -1.8851    1.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4994   -1.1066    1.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9395   -0.2642    0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954    0.4770    0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1833    0.3505    1.9438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9497    1.0358    2.2631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6770    1.9303    1.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5828    3.2098    2.0902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9994    4.2101    1.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9271    4.5857    0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1832    5.0403    0.9317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2817    3.7920    0.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1456    4.8655    0.3449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9432    2.7784    1.4644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8057    3.2838    2.7565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1525    1.5146    1.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2562    0.8856    0.1431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6435   -0.4286    0.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9079   -0.5092   -0.4105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6618   -0.9376   -1.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6851   -2.0681   -1.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3995   -3.0979   -0.8715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0114   -2.5365   -2.7098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9914   -2.9876   -3.5909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7364   -1.3926   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2736   -2.4094    0.3641 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7284   -0.5018    2.9044 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8643   -1.2181    2.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6499   -1.0047    0.5261 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4736   -1.2851   -0.5298 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3415   -0.3303   -1.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1707   -0.6128   -2.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0239    0.3954   -2.6070 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1422   -1.8653   -2.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2852   -2.8143   -2.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4526   -2.5405   -1.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5512   -2.8260   -0.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9899   -3.8648    0.9425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1389   -2.2398    2.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4277   -0.1736   -0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4375    1.1114   -0.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2294    2.0585    0.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2332    5.1148    1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6195    3.7700   -0.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2895    5.4415   -0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9887    4.9042    0.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9883    3.3022   -0.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9469    5.5663    1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0143    2.6651    1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4820    2.5771    3.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3914    0.8771    2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8142   -0.7935    1.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5981   -1.2547   -2.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1449   -0.1185   -2.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0848   -2.7798   -0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367   -1.7052   -3.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3829   -3.4071   -2.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8287   -3.1705   -3.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8868   -0.9150   -1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8989   -2.5542    1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2560   -0.6064    3.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3333   -1.8974    3.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3749    0.6463   -0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6491    0.9945   -3.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7731   -2.1180   -3.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2319   -3.8206   -2.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 24 28  1  0
 28 29  1  0
  8 30  1  0
 30 31  2  0
  4 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  1  0
 35 37  2  0
 37 38  1  0
 38 39  2  0
 39  2  1  0
 31  5  1  0
 39 33  1  0
 19 10  1  0
 28 21  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  6 43  1  0
  7 44  1  0
 10 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  0
 17 52  1  0
 18 53  1  0
 19 54  1  0
 21 55  1  0
 23 56  1  0
 23 57  1  0
 25 58  1  0
 26 59  1  0
 26 60  1  0
 27 61  1  0
 28 62  1  0
 29 63  1  0
 30 64  1  0
 31 65  1  0
 34 66  1  0
 36 67  1  0
 37 68  1  0
 38 69  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₆H₃₀O₁₃

Average Molecular Weight

550.5086

Monoisotopic Molecular Weight

550.168641046

IUPAC Name

2-{4-[(3-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]phenyl}-7-hydroxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

2-{4-[(3-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]phenyl}-7-hydroxy-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

74639-14-8

SMILES

OCC1OC(OC2=CC=C(C=C2)C2CC(=O)C3=C(O2)C=C(O)C=C3)C(OC2OCC(O)(CO)C2O)C(O)C1O

InChI Identifier

InChI=1S/C26H30O13/c27-9-19-20(31)21(32)22(39-25-23(33)26(34,10-28)11-35-25)24(38-19)36-14-4-1-12(2-5-14)17-8-16(30)15-6-3-13(29)7-18(15)37-17/h1-7,17,19-25,27-29,31-34H,8-11H2

InChI Key

FTVKHUHJWDMWIR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid O-glycosides

Alternative Parents

Substituents

Flavonoid-4p-o-glycoside
Flavonoid o-glycoside
7-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Flavan
Phenolic glycoside
Chromone
Disaccharide
Glycosyl compound
O-glycosyl compound
Chromane
Benzopyran
1-benzopyran
Phenoxy compound
Aryl alkyl ketone
Aryl ketone
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Oxane
Monocyclic benzene moiety
Benzenoid
Tertiary alcohol
Tetrahydrofuran
Secondary alcohol
Ketone
Acetal
Organoheterocyclic compound
Oxacycle
Ether
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0037491)
Cytoplasm (HMDB: HMDB0037491)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037491)

Source

Exogenous

Food

Food (HMDB: HMDB0037491)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0037491)

Not Available

Nutrient (HMDB: HMDB0037491)

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	1.5 g/L	ALOGPS
logP	-0.12	ALOGPS
logP	-1.1	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	7.8	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	204.83 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	128.12 m³·mol⁻¹	ChemAxon
Polarizability	55.19 Å³	ChemAxon
Number of Rings	5	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]+	227.038	31661259
DarkChem	[M-H]-	221.535	31661259
DeepCCS	[M+H]+	217.778	30932474
DeepCCS	[M-H]-	215.383	30932474
DeepCCS	[M-2H]-	248.267	30932474
DeepCCS	[M+Na]+	223.691	30932474
AllCCS	[M+H]+	223.4	32859911
AllCCS	[M+H-H2O]+	221.9	32859911
AllCCS	[M+NH4]+	224.7	32859911
AllCCS	[M+Na]+	225.1	32859911
AllCCS	[M-H]-	217.1	32859911
AllCCS	[M+Na-2H]-	218.8	32859911
AllCCS	[M+HCOO]-	220.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Liquiritin apioside	OCC1OC(OC2=CC=C(C=C2)C2CC(=O)C3=C(O2)C=C(O)C=C3)C(OC2OCC(O)(CO)C2O)C(O)C1O	4781.6	Standard polar	33892256
Liquiritin apioside	OCC1OC(OC2=CC=C(C=C2)C2CC(=O)C3=C(O2)C=C(O)C=C3)C(OC2OCC(O)(CO)C2O)C(O)C1O	4600.6	Standard non polar	33892256
Liquiritin apioside	OCC1OC(OC2=CC=C(C=C2)C2CC(=O)C3=C(O2)C=C(O)C=C3)C(OC2OCC(O)(CO)C2O)C(O)C1O	5144.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Liquiritin apioside,1TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O	4883.0	Semi standard non polar	33892256
Liquiritin apioside,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O)C(O)C4OC4OCC(O)(CO)C4O)C=C3)OC2=C1	4895.3	Semi standard non polar	33892256
Liquiritin apioside,1TMS,isomer #3	C[Si](C)(C)OC1(CO)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O)C1O	4902.5	Semi standard non polar	33892256
Liquiritin apioside,1TMS,isomer #4	C[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O)C1O	4872.9	Semi standard non polar	33892256
Liquiritin apioside,1TMS,isomer #5	C[Si](C)(C)OC1C(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O)OCC1(O)CO	4893.6	Semi standard non polar	33892256
Liquiritin apioside,1TMS,isomer #6	C[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C1OC1OCC(O)(CO)C1O	4872.5	Semi standard non polar	33892256
Liquiritin apioside,1TMS,isomer #7	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O)C1O	4848.2	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O	4825.6	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #10	C[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O[Si](C)(C)C)C=C5O4)C=C3)OC(CO)C(O)C2O)C1O	4787.4	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #11	C[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O)C(O)C4OC4OCC(O)(CO)C4O[Si](C)(C)C)C=C3)OC2=C1	4842.2	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #12	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O)C1O	4811.6	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #13	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O)C1O	4785.1	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #14	C[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C1OC1OCC(CO)(O[Si](C)(C)C)C1O	4801.2	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #15	C[Si](C)(C)OC1C(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O)OCC1(CO)O[Si](C)(C)C	4809.0	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #16	C[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O[Si](C)(C)C)C2O)C1O	4747.1	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #17	C[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O[Si](C)(C)C)C1O	4761.4	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #18	C[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O)C1O[Si](C)(C)C	4784.7	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #19	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C)C1O	4792.7	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O)C(O)C1O	4815.2	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #20	C[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C1OC1OCC(O)(CO)C1O[Si](C)(C)C	4806.6	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #21	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O)C1O[Si](C)(C)C	4767.7	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO[Si](C)(C)C)C2O)C(O)C1O	4775.3	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C)C(O)C1O	4815.8	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #5	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O)C(O[Si](C)(C)C)C1O	4800.2	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #6	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O[Si](C)(C)C	4789.6	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #7	C[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4OC4OCC(O)(CO)C4O)C=C3)OC2=C1	4802.9	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #8	C[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4OC4OCC(O)(CO)C4O)C=C3)OC2=C1	4824.1	Semi standard non polar	33892256
Liquiritin apioside,2TMS,isomer #9	C[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O)C(O)C4OC4OCC(CO)(O[Si](C)(C)C)C4O)C=C3)OC2=C1	4835.5	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O)C(O)C1O	4731.1	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #10	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO[Si](C)(C)C)C2O[Si](C)(C)C)C(O)C1O	4665.1	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #11	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO[Si](C)(C)C)C2O)C(O[Si](C)(C)C)C1O	4644.5	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #12	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO[Si](C)(C)C)C2O)C(O)C1O[Si](C)(C)C	4648.9	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #13	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	4692.3	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #14	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	4701.0	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #15	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	4699.3	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #16	C[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4OC4OCC(O)(CO)C4O)C=C3)OC2=C1	4698.0	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #17	C[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4OC4OCC(CO)(O[Si](C)(C)C)C4O)C=C3)OC2=C1	4723.0	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #18	C[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O[Si](C)(C)C)C=C5O4)C=C3)OC(CO)C(O[Si](C)(C)C)C2O)C1O	4648.8	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #19	C[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4OC4OCC(O)(CO)C4O[Si](C)(C)C)C=C3)OC2=C1	4713.9	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2)C(OC2OCC(O)(CO[Si](C)(C)C)C2O)C(O)C1O	4677.8	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #20	C[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4OC4OCC(CO)(O[Si](C)(C)C)C4O)C=C3)OC2=C1	4731.9	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #21	C[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O[Si](C)(C)C)C=C5O4)C=C3)OC(CO)C(O)C2O[Si](C)(C)C)C1O	4653.6	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #22	C[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4OC4OCC(O)(CO)C4O[Si](C)(C)C)C=C3)OC2=C1	4719.3	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #23	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O[Si](C)(C)C)C=C5O4)C=C3)OC(CO)C(O)C2O)C1O	4707.7	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #24	C[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O)C(O)C4OC4OCC(CO)(O[Si](C)(C)C)C4O[Si](C)(C)C)C=C3)OC2=C1	4739.3	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #25	C[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O[Si](C)(C)C)C=C5O4)C=C3)OC(CO)C(O)C2O)C1O[Si](C)(C)C	4676.3	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #26	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O[Si](C)(C)C)C2O)C1O	4665.4	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #27	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O[Si](C)(C)C)C1O	4671.6	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #28	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O)C1O[Si](C)(C)C	4691.4	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #29	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O[Si](C)(C)C)C1O	4676.4	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C)C(O)C1O	4726.6	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #30	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O)C1O[Si](C)(C)C	4666.8	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #31	C[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C1OC1OCC(CO)(O[Si](C)(C)C)C1O[Si](C)(C)C	4685.6	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #32	C[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C1O	4603.0	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #33	C[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O[Si](C)(C)C)C2O)C1O[Si](C)(C)C	4630.1	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #34	C[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O[Si](C)(C)C)C1O[Si](C)(C)C	4635.3	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #35	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C)C1O[Si](C)(C)C	4660.1	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O)C(O[Si](C)(C)C)C1O	4714.7	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #5	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O[Si](C)(C)C	4708.1	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #6	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO[Si](C)(C)C)(O[Si](C)(C)C)C2O)C(O)C1O	4700.4	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #7	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O[Si](C)(C)C)C(O)C1O	4708.7	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #8	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O)C(O[Si](C)(C)C)C1O	4698.9	Semi standard non polar	33892256
Liquiritin apioside,3TMS,isomer #9	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O)C(O)C1O[Si](C)(C)C	4703.6	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #1	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2)C(OC2OCC(CO[Si](C)(C)C)(O[Si](C)(C)C)C2O)C(O)C1O	4584.3	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #10	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	4599.8	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #11	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO[Si](C)(C)C)(O[Si](C)(C)C)C2O[Si](C)(C)C)C(O)C1O	4594.0	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #12	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO[Si](C)(C)C)(O[Si](C)(C)C)C2O)C(O[Si](C)(C)C)C1O	4564.1	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #13	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO[Si](C)(C)C)(O[Si](C)(C)C)C2O)C(O)C1O[Si](C)(C)C	4578.8	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #14	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	4599.8	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #15	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	4612.5	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #16	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	4601.5	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #17	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO[Si](C)(C)C)C2O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	4530.0	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #18	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO[Si](C)(C)C)C2O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	4549.7	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #19	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO[Si](C)(C)C)C2O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	4535.0	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #2	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O[Si](C)(C)C)C(O)C1O	4621.8	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #20	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	4586.4	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #21	C[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4OC4OCC(CO)(O[Si](C)(C)C)C4O)C=C3)OC2=C1	4589.4	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #22	C[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O[Si](C)(C)C)C=C5O4)C=C3)OC(CO)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C1O	4499.5	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #23	C[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4OC4OCC(O)(CO)C4O[Si](C)(C)C)C=C3)OC2=C1	4570.6	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #24	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O[Si](C)(C)C)C=C5O4)C=C3)OC(CO)C(O[Si](C)(C)C)C2O)C1O	4558.9	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #25	C[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4OC4OCC(CO)(O[Si](C)(C)C)C4O[Si](C)(C)C)C=C3)OC2=C1	4605.7	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #26	C[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O[Si](C)(C)C)C=C5O4)C=C3)OC(CO)C(O[Si](C)(C)C)C2O)C1O[Si](C)(C)C	4522.4	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #27	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O[Si](C)(C)C)C=C5O4)C=C3)OC(CO)C(O)C2O[Si](C)(C)C)C1O	4560.9	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #28	C[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4OC4OCC(CO)(O[Si](C)(C)C)C4O[Si](C)(C)C)C=C3)OC2=C1	4612.8	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #29	C[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O[Si](C)(C)C)C=C5O4)C=C3)OC(CO)C(O)C2O[Si](C)(C)C)C1O[Si](C)(C)C	4522.5	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #3	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O)C(O[Si](C)(C)C)C1O	4606.3	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #30	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O[Si](C)(C)C)C=C5O4)C=C3)OC(CO)C(O)C2O)C1O[Si](C)(C)C	4594.2	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #31	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C1O	4522.8	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #32	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O[Si](C)(C)C)C2O)C1O[Si](C)(C)C	4547.0	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #33	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O[Si](C)(C)C)C1O[Si](C)(C)C	4552.4	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #34	C[Si](C)(C)OC1C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O[Si](C)(C)C)C1O[Si](C)(C)C	4553.7	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #35	C[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C1O[Si](C)(C)C	4485.8	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #4	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O)C(O)C1O[Si](C)(C)C	4611.5	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #5	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2)C(OC2OCC(O)(CO[Si](C)(C)C)C2O[Si](C)(C)C)C(O)C1O	4555.4	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #6	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2)C(OC2OCC(O)(CO[Si](C)(C)C)C2O)C(O[Si](C)(C)C)C1O	4535.5	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #7	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2)C(OC2OCC(O)(CO[Si](C)(C)C)C2O)C(O)C1O[Si](C)(C)C	4543.2	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #8	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	4593.2	Semi standard non polar	33892256
Liquiritin apioside,4TMS,isomer #9	C[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	4600.3	Semi standard non polar	33892256
Liquiritin apioside,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O	5116.6	Semi standard non polar	33892256
Liquiritin apioside,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O)C(O)C4OC4OCC(O)(CO)C4O)C=C3)OC2=C1	5131.0	Semi standard non polar	33892256
Liquiritin apioside,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1(CO)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O)C1O	5144.4	Semi standard non polar	33892256
Liquiritin apioside,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O)C1O	5102.5	Semi standard non polar	33892256
Liquiritin apioside,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O)OCC1(O)CO	5140.3	Semi standard non polar	33892256
Liquiritin apioside,1TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C1OC1OCC(O)(CO)C1O	5131.3	Semi standard non polar	33892256
Liquiritin apioside,1TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O)C1O	5115.1	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O	5236.1	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O[Si](C)(C)C(C)(C)C)C=C5O4)C=C3)OC(CO)C(O)C2O)C1O	5218.3	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O)C(O)C4OC4OCC(O)(CO)C4O[Si](C)(C)C(C)(C)C)C=C3)OC2=C1	5274.8	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OCC1(O[Si](C)(C)C(C)(C)C)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O)C1O	5237.6	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C(C)(C)C)C2O)C1O	5249.0	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C1OC1OCC(CO)(O[Si](C)(C)C(C)(C)C)C1O	5275.1	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC1C(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O)OCC1(CO)O[Si](C)(C)C(C)(C)C	5250.3	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #16	CC(C)(C)[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O[Si](C)(C)C(C)(C)C)C2O)C1O	5205.2	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #17	CC(C)(C)[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O[Si](C)(C)C(C)(C)C)C1O	5228.2	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #18	CC(C)(C)[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O)C1O[Si](C)(C)C(C)(C)C	5220.8	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #19	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C(C)(C)C)C1O	5252.4	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C(C)(C)C)C2O)C(O)C1O	5237.3	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #20	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C1OC1OCC(O)(CO)C1O[Si](C)(C)C(C)(C)C	5279.0	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #21	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O)C1O[Si](C)(C)C(C)(C)C	5240.8	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO[Si](C)(C)C(C)(C)C)C2O)C(O)C1O	5203.6	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C(C)(C)C)C(O)C1O	5240.8	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O)C(O[Si](C)(C)C(C)(C)C)C1O	5250.9	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O[Si](C)(C)C(C)(C)C	5234.1	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C4OC4OCC(O)(CO)C4O)C=C3)OC2=C1	5246.2	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4OC4OCC(O)(CO)C4O)C=C3)OC2=C1	5270.4	Semi standard non polar	33892256
Liquiritin apioside,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O)C(O)C4OC4OCC(CO)(O[Si](C)(C)C(C)(C)C)C4O)C=C3)OC2=C1	5271.9	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C(C)(C)C)C2O)C(O)C1O	5342.3	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(O)C1O	5296.4	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO[Si](C)(C)C(C)(C)C)C2O)C(O[Si](C)(C)C(C)(C)C)C1O	5309.8	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO[Si](C)(C)C(C)(C)C)C2O)C(O)C1O[Si](C)(C)C(C)(C)C	5301.3	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	5340.2	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	5336.2	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	5344.3	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #16	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4OC4OCC(O)(CO)C4O)C=C3)OC2=C1	5328.6	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #17	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C4OC4OCC(CO)(O[Si](C)(C)C(C)(C)C)C4O)C=C3)OC2=C1	5354.8	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #18	CC(C)(C)[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O[Si](C)(C)C(C)(C)C)C=C5O4)C=C3)OC(CO)C(O[Si](C)(C)C(C)(C)C)C2O)C1O	5294.8	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #19	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C4OC4OCC(O)(CO)C4O[Si](C)(C)C(C)(C)C)C=C3)OC2=C1	5349.4	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)C(OC2OCC(O)(CO[Si](C)(C)C(C)(C)C)C2O)C(O)C1O	5317.6	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #20	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4OC4OCC(CO)(O[Si](C)(C)C(C)(C)C)C4O)C=C3)OC2=C1	5381.0	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #21	CC(C)(C)[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O[Si](C)(C)C(C)(C)C)C=C5O4)C=C3)OC(CO)C(O)C2O[Si](C)(C)C(C)(C)C)C1O	5323.3	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #22	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4OC4OCC(O)(CO)C4O[Si](C)(C)C(C)(C)C)C=C3)OC2=C1	5372.6	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #23	CC(C)(C)[Si](C)(C)OCC1(O[Si](C)(C)C(C)(C)C)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O[Si](C)(C)C(C)(C)C)C=C5O4)C=C3)OC(CO)C(O)C2O)C1O	5337.7	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #24	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)CC(C3=CC=C(OC4OC(CO)C(O)C(O)C4OC4OCC(CO)(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C=C3)OC2=C1	5359.2	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #25	CC(C)(C)[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O[Si](C)(C)C(C)(C)C)C=C5O4)C=C3)OC(CO)C(O)C2O)C1O[Si](C)(C)C(C)(C)C	5320.8	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #26	CC(C)(C)[Si](C)(C)OCC1(O[Si](C)(C)C(C)(C)C)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O[Si](C)(C)C(C)(C)C)C2O)C1O	5286.2	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #27	CC(C)(C)[Si](C)(C)OCC1(O[Si](C)(C)C(C)(C)C)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O[Si](C)(C)C(C)(C)C)C1O	5314.9	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #28	CC(C)(C)[Si](C)(C)OCC1(O[Si](C)(C)C(C)(C)C)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O)C1O[Si](C)(C)C(C)(C)C	5310.7	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #29	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C1O	5283.9	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C(C)(C)C)C(O)C1O	5346.6	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #30	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C(C)(C)C)C2O)C1O[Si](C)(C)C(C)(C)C	5303.9	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #31	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C1OC1OCC(CO)(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	5309.9	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #32	CC(C)(C)[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C1O	5260.4	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #33	CC(C)(C)[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O[Si](C)(C)C(C)(C)C)C2O)C1O[Si](C)(C)C(C)(C)C	5268.4	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #34	CC(C)(C)[Si](C)(C)OCC1(O)COC(OC2C(OC3=CC=C(C4CC(=O)C5=CC=C(O)C=C5O4)C=C3)OC(CO)C(O)C2O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	5294.2	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #35	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	5310.1	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O)C(O[Si](C)(C)C(C)(C)C)C1O	5353.0	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O[Si](C)(C)C(C)(C)C	5341.1	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)C2O)C(O)C1O	5311.3	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(O)C1O	5301.4	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C(C)(C)C)C2O)C(O[Si](C)(C)C(C)(C)C)C1O	5332.8	Semi standard non polar	33892256
Liquiritin apioside,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OCC1OC(OC2=CC=C(C3CC(=O)C4=CC=C(O)C=C4O3)C=C2)C(OC2OCC(CO)(O[Si](C)(C)C(C)(C)C)C2O)C(O)C1O[Si](C)(C)C(C)(C)C	5322.9	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 - Liquiritin apioside GC-MS (Non-derivatized) - 70eV, Positive	splash10-0g59-8440490000-a893deb6bfd1a07cfab4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (2 TMS) - 70eV, Positive	splash10-01zi-9201007000-bd3c73fb150882ce52c8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS ("Liquiritin apioside,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Liquiritin apioside GC-MS (TMS_2_16) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Liquiritin apioside , negative-QTOF	splash10-052b-0350090000-f517c00d5644dded8997	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Liquiritin apioside , negative-QTOF	splash10-001i-0912010000-905f467640047859fe8e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Liquiritin apioside , positive-QTOF	splash10-0a4i-0490000000-ad748fb436e8b9651d9d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Liquiritin apioside , positive-QTOF	splash10-0a4i-0290000000-b40dde18ea462d971263	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Liquiritin apioside 10V, Positive-QTOF	splash10-0pbi-0390740000-a3abacaf5e95d239c656	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Liquiritin apioside 20V, Positive-QTOF	splash10-0a4r-0390200000-e443dc0bbf91ddc112d1	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Liquiritin apioside 40V, Positive-QTOF	splash10-0a4r-1960000000-4438f8a8dda10832aa78	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Liquiritin apioside 10V, Negative-QTOF	splash10-05mk-0473390000-5a06e4a282799b06d7bd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Liquiritin apioside 20V, Negative-QTOF	splash10-0aos-1892220000-ee36a8bf914ba8824e19	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Liquiritin apioside 40V, Negative-QTOF	splash10-0a4i-4970000000-dc6fe5e26dc4299ffd4a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Liquiritin apioside 10V, Positive-QTOF	splash10-0udi-0000090000-bea501839ff1459bcc23	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Liquiritin apioside 20V, Positive-QTOF	splash10-0f7a-0900040000-02b2be8f632733ecec3c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Liquiritin apioside 40V, Positive-QTOF	splash10-000i-0900200000-f2f6ddf0c512317c8b21	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Liquiritin apioside 10V, Negative-QTOF	splash10-0002-0000090000-959ff162ed69be138bfc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Liquiritin apioside 20V, Negative-QTOF	splash10-000b-0700090000-14370a00c8d92d529025	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Liquiritin apioside 40V, Negative-QTOF	splash10-03di-0100900000-0d82b4e169b1fb3284eb	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	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

FDB016564

KNApSAcK ID

C00008195

Chemspider ID

22370325

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45360052

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.. .

Enzymes

Enzyme Details

1. Sulfotransferase family cytosolic 2B member 1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:: SULT2B1
Uniprot ID:: O00204
Molecular weight:: 39598.595

Reactions

Liquiritin apioside → {[5-({4,5-dihydroxy-2-[4-(7-hydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)phenoxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,4-dihydroxyoxolan-3-yl]methoxy}sulfonic acid	details
Liquiritin apioside → [2-({4,5-dihydroxy-2-[4-(7-hydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)phenoxy]-6-(hydroxymethyl)oxan-3-yl}oxy)-4-hydroxy-4-(hydroxymethyl)oxolan-3-yl]oxidanesulfonic acid	details

Enzyme Details

2. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Liquiritin apioside → 6-[(2-{4-[(3-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]phenyl}-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for Liquiritin apioside (HMDB0037491)

MOL for HMDB0037491 (Liquiritin apioside)

3D MOL for HMDB0037491 (Liquiritin apioside)

3D SDF for HMDB0037491 (Liquiritin apioside)

3D-SDF for HMDB0037491 (Liquiritin apioside)

PDB for HMDB0037491 (Liquiritin apioside)

3D PDB for HMDB0037491 (Liquiritin apioside)

SMILES for HMDB0037491 (Liquiritin apioside)

INCHI for HMDB0037491 (Liquiritin apioside)

Structure for HMDB0037491 (Liquiritin apioside)

3D Structure for HMDB0037491 (Liquiritin apioside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions