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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 04:02:50 UTC

Update Date

2021-09-23 04:02:50 UTC

HMDB ID

HMDB0301966

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cucumerin B

Description

5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[1-(4-hydroxyphenyl)ethyl]-6-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one belongs to the class of organic compounds known as flavonoid c-glycosides. Flavonoid C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. Based on a literature review very few articles have been published on 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[1-(4-hydroxyphenyl)ethyl]-6-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one.

Structure

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

  Mrv0541 02241212192D          

 40 44  0  0  0  0            999 V2000
   -3.8009   -2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5154   -2.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5154   -3.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8009   -3.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0864   -3.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0864   -2.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3719   -3.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6575   -3.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6575   -2.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3719   -2.1215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9430   -2.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2285   -0.8840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9430   -1.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2285   -2.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4859   -2.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4859   -1.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8009   -1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0864   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5154   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2298    0.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9443   -0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9443   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2298   -1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5154   -0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6588    0.3536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2298   -2.1214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8009   -4.5964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3720   -4.5965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2004   -0.8840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9443   -3.3589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6588   -3.7714    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6588   -4.5965    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9443   -5.0090    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2298   -4.5965    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2298   -3.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5154   -5.0089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3732   -3.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3732   -5.0089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9443   -5.8340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0877   -3.7714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  7  1  0  0  0  0
  5  6  2  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
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  1 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 23 19  2  0  0  0  0
 19 24  1  0  0  0  0
 20 21  1  0  0  0  0
 20 24  2  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 21 25  1  0  0  0  0
  2 26  1  0  0  0  0
  4 27  1  0  0  0  0
  7 28  2  0  0  0  0
 16 29  1  0  0  0  0
  3 35  1  0  0  0  0
 30 31  1  0  0  0  0
 30 35  1  0  0  0  0
 31 32  1  0  0  0  0
 31 37  1  1  0  0  0
 33 32  1  0  0  0  0
 32 38  1  6  0  0  0
 33 34  1  0  0  0  0
 33 39  1  1  0  0  0
 34 35  1  0  0  0  0
 34 36  1  6  0  0  0
 37 40  1  0  0  0  0
M  END

HMDB0301966
     RDKit          3D
Cucumerin B
 68 72  0  0  0  0  0  0  0  0999 V2000
    1.1087    2.4448    1.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4813    1.6074    0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6889    2.3800   -0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891    3.5832   -1.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2960    4.2955   -2.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1487    3.7901   -3.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3494    4.5219   -4.4699 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7783    2.5809   -3.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5497    1.8939   -1.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5331    0.4685    0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8009    0.6091    0.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2854    1.9226   -0.0314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7009   -0.4344   -0.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1147   -0.0875   -0.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5006    0.5778    0.8748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8298    0.7896    1.0349 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4861   -0.0502    2.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9129    0.1831    3.3686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6511    0.7008   -0.2039 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2563    1.7254   -1.0696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4567   -0.6115   -0.9183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3924   -1.5474   -0.5484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0482   -1.1720   -0.6711 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6780   -1.7299   -1.8949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1830   -1.7219   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0318   -2.7435   -0.2003 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1733   -1.9442    0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7456   -3.1754    0.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0737   -4.2130    0.0435 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1330   -3.2671    0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9286   -2.1556    0.4412 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3811   -2.2263    0.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1070   -1.0341    0.7348 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4754   -1.0499    0.9074 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1935   -2.2260    0.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5697   -2.2257    1.1539 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4852   -3.4016    0.8727 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0945   -3.3922    0.6972 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3044   -1.0043    0.3805 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0220   -0.8427    0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2760    3.1234    1.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8538    1.7073    2.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9649    3.0283    1.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4986    1.1830    0.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4258    4.0053   -0.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8074    5.2394   -2.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1057    5.2090   -4.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4425    2.2065   -3.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0679    0.9514   -1.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2215    2.2059   -0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1652    0.6866   -1.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9391    1.8573    1.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5496    0.2553    2.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4617   -1.1232    1.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4690    1.0861    3.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7158    0.9020    0.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9678    2.0169   -1.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5562   -0.4550   -2.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4040   -2.3062   -1.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1745   -1.9626    0.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2471   -2.5562   -2.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9471   -3.6988   -0.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5868   -4.2670    0.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5481   -0.1027    0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0477   -0.1296    0.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2120   -2.2123    0.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0305   -4.3326    0.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5694   -4.3358    0.6166 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  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  2 10  1  0
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 13 25  2  0
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 31 39  1  0
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 26 62  1  0
 30 63  1  0
 33 64  1  0
 34 65  1  0
 36 66  1  0
 37 67  1  0
 38 68  1  0
M  END

  Mrv0541 02241212192D          

 40 44  0  0  0  0            999 V2000
   -3.8009   -2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5154   -2.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5154   -3.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8009   -3.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0864   -3.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0864   -2.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3719   -3.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6575   -3.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6575   -2.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3719   -2.1215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9430   -2.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2285   -0.8840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9430   -1.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4859   -1.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.2298    0.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.6588    0.3536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3720   -4.5965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2004   -0.8840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9443   -3.3589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6588   -3.7714    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6588   -4.5965    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9443   -5.0090    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2298   -4.5965    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2298   -3.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5154   -5.0089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3732   -3.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3732   -5.0089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9443   -5.8340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0877   -3.7714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  7  1  0  0  0  0
  5  6  2  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  1 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 23 19  2  0  0  0  0
 19 24  1  0  0  0  0
 20 21  1  0  0  0  0
 20 24  2  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 21 25  1  0  0  0  0
  2 26  1  0  0  0  0
  4 27  1  0  0  0  0
  7 28  2  0  0  0  0
 16 29  1  0  0  0  0
  3 35  1  0  0  0  0
 30 31  1  0  0  0  0
 30 35  1  0  0  0  0
 31 32  1  0  0  0  0
 31 37  1  1  0  0  0
 33 32  1  0  0  0  0
 32 38  1  6  0  0  0
 33 34  1  0  0  0  0
 33 39  1  1  0  0  0
 34 35  1  0  0  0  0
 34 36  1  6  0  0  0
 37 40  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301966

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C1=CC=C(O)C=C1)C1=C(O)C(C2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C(O)C2=C1OC(=CC2=O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C29H28O11/c1-12(13-2-6-15(31)7-3-13)20-24(35)22(29-27(38)26(37)23(34)19(11-30)40-29)25(36)21-17(33)10-18(39-28(20)21)14-4-8-16(32)9-5-14/h2-10,12,19,23,26-27,29-32,34-38H,11H2,1H3/t12?,19-,23-,26+,27-,29?/m1/s1

> <INCHI_KEY>
AEQPLRPDNSGKQU-GCOOXHSISA-N

> <FORMULA>
C29H28O11

> <MOLECULAR_WEIGHT>
552.526

> <EXACT_MASS>
552.163161738

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
55.68702717736046

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[1-(4-hydroxyphenyl)ethyl]-6-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one

> <ALOGPS_LOGP>
2.05

> <JCHEM_LOGP>
2.0246160303333323

> <ALOGPS_LOGS>
-3.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.55082166660132

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.540561406031401

> <JCHEM_PKA_STRONGEST_BASIC>
-2.979192627838583

> <JCHEM_POLAR_SURFACE_AREA>
197.36999999999998

> <JCHEM_REFRACTIVITY>
142.29890000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.34e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[1-(4-hydroxyphenyl)ethyl]-6-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301966
     RDKit          3D
Cucumerin B
 68 72  0  0  0  0  0  0  0  0999 V2000
    1.1087    2.4448    1.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4813    1.6074    0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6889    2.3800   -0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891    3.5832   -1.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2960    4.2955   -2.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1487    3.7901   -3.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3494    4.5219   -4.4699 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7783    2.5809   -3.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5497    1.8939   -1.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5331    0.4685    0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8009    0.6091    0.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2854    1.9226   -0.0314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7009   -0.4344   -0.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1147   -0.0875   -0.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5006    0.5778    0.8748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8298    0.7896    1.0349 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4861   -0.0502    2.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9129    0.1831    3.3686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6511    0.7008   -0.2039 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2563    1.7254   -1.0696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4567   -0.6115   -0.9183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3924   -1.5474   -0.5484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0482   -1.1720   -0.6711 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6780   -1.7299   -1.8949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1830   -1.7219   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0318   -2.7435   -0.2003 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1733   -1.9442    0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7456   -3.1754    0.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0737   -4.2130    0.0435 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1330   -3.2671    0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9286   -2.1556    0.4412 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3811   -2.2263    0.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1070   -1.0341    0.7348 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4754   -1.0499    0.9074 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1935   -2.2260    0.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5697   -2.2257    1.1539 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4852   -3.4016    0.8727 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0945   -3.3922    0.6972 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3044   -1.0043    0.3805 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0220   -0.8427    0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2760    3.1234    1.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8538    1.7073    2.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9649    3.0283    1.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4986    1.1830    0.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4258    4.0053   -0.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8074    5.2394   -2.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1057    5.2090   -4.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4425    2.2065   -3.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0679    0.9514   -1.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2215    2.2059   -0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1652    0.6866   -1.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9391    1.8573    1.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5496    0.2553    2.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4617   -1.1232    1.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4690    1.0861    3.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7158    0.9020    0.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9678    2.0169   -1.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5562   -0.4550   -2.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4040   -2.3062   -1.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1745   -1.9626    0.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2471   -2.5562   -2.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9471   -3.6988   -0.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5868   -4.2670    0.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5481   -0.1027    0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0477   -0.1296    0.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2120   -2.2123    0.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0305   -4.3326    0.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5694   -4.3358    0.6166 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  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 13 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 35 37  1  0
 37 38  2  0
 31 39  1  0
 39 40  1  0
  9  3  1  0
 40 10  1  0
 23 14  1  0
 40 27  2  0
 38 32  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  2 44  1  0
  4 45  1  0
  5 46  1  0
  7 47  1  0
  8 48  1  0
  9 49  1  0
 12 50  1  0
 14 51  1  0
 16 52  1  1
 17 53  1  0
 17 54  1  0
 18 55  1  0
 19 56  1  1
 20 57  1  0
 21 58  1  6
 22 59  1  0
 23 60  1  1
 24 61  1  0
 26 62  1  0
 30 63  1  0
 33 64  1  0
 34 65  1  0
 36 66  1  0
 37 67  1  0
 38 68  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  C   UNK     0      -7.095  -3.960   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.429  -4.730   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.429  -6.270   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.095  -7.040   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.761  -6.270   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.761  -4.730   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.428  -7.040   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.094  -6.270   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.094  -4.730   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.428  -3.960   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.760  -3.960   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.427  -1.650   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.760  -2.420   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.427  -4.730   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.907  -3.960   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.907  -2.420   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.095  -2.420   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.761  -1.650   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.429  -1.650   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -9.762   0.660   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -11.096  -0.110   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -11.096  -1.650   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -9.762  -2.420   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -8.429  -0.110   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0     -12.430   0.660   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -9.762  -3.960   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -7.095  -8.580   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -4.428  -8.580   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.241  -1.650   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0     -11.096  -6.270   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0     -12.430  -7.040   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -12.430  -8.580   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -11.096  -9.350   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -9.762  -8.580   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -9.762  -7.040   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -8.429  -9.350   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0     -13.763  -6.270   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0     -13.763  -9.350   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0     -11.096 -10.890   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0     -15.097  -7.040   0.000  0.00  0.00           O+0
CONECT    1    2    6   17                                                  
CONECT    2    1    3   26                                                  
CONECT    3    2    4   35                                                  
CONECT    4    3    5   27                                                  
CONECT    5    4    7    6                                                  
CONECT    6    1    5   10                                                  
CONECT    7    5    8   28                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    6    9                                                       
CONECT   11    9   13   14                                                  
CONECT   12   13   16                                                       
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   12   15   29                                                  
CONECT   17    1   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   23   24                                                  
CONECT   20   21   24                                                       
CONECT   21   20   22   25                                                  
CONECT   22   21   23                                                       
CONECT   23   19   22                                                       
CONECT   24   19   20                                                       
CONECT   25   21                                                            
CONECT   26    2                                                            
CONECT   27    4                                                            
CONECT   28    7                                                            
CONECT   29   16                                                            
CONECT   30   31   35                                                       
CONECT   31   30   32   37                                                  
CONECT   32   31   33   38                                                  
CONECT   33   32   34   39                                                  
CONECT   34   33   35   36                                                  
CONECT   35    3   30   34                                                  
CONECT   36   34                                                            
CONECT   37   31   40                                                       
CONECT   38   32                                                            
CONECT   39   33                                                            
CONECT   40   37                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   88    0
END

COMPND    HMDB0301966
HETATM    1  C1  UNL     1       1.109   2.445   1.517  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.481   1.607   0.317  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.689   2.380  -0.905  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.089   3.583  -1.176  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.296   4.295  -2.339  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.149   3.790  -3.296  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.349   4.522  -4.470  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.778   2.581  -3.072  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.550   1.894  -1.898  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.533   0.468   0.178  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.801   0.609   0.010  1.00  0.00           C  
HETATM   12  O2  UNL     1      -1.285   1.923  -0.031  1.00  0.00           O  
HETATM   13  C11 UNL     1      -1.701  -0.434  -0.123  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.115  -0.088  -0.290  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.501   0.578   0.875  1.00  0.00           O  
HETATM   16  C13 UNL     1      -4.830   0.790   1.035  1.00  0.00           C  
HETATM   17  C14 UNL     1      -5.486  -0.050   2.099  1.00  0.00           C  
HETATM   18  O4  UNL     1      -4.913   0.183   3.369  1.00  0.00           O  
HETATM   19  C15 UNL     1      -5.651   0.701  -0.204  1.00  0.00           C  
HETATM   20  O5  UNL     1      -5.256   1.725  -1.070  1.00  0.00           O  
HETATM   21  C16 UNL     1      -5.457  -0.611  -0.918  1.00  0.00           C  
HETATM   22  O6  UNL     1      -6.392  -1.547  -0.548  1.00  0.00           O  
HETATM   23  C17 UNL     1      -4.048  -1.172  -0.671  1.00  0.00           C  
HETATM   24  O7  UNL     1      -3.678  -1.730  -1.895  1.00  0.00           O  
HETATM   25  C18 UNL     1      -1.183  -1.722  -0.077  1.00  0.00           C  
HETATM   26  O8  UNL     1      -2.032  -2.743  -0.200  1.00  0.00           O  
HETATM   27  C19 UNL     1       0.173  -1.944   0.093  1.00  0.00           C  
HETATM   28  C20 UNL     1       0.746  -3.175   0.146  1.00  0.00           C  
HETATM   29  O9  UNL     1       0.074  -4.213   0.044  1.00  0.00           O  
HETATM   30  C21 UNL     1       2.133  -3.267   0.322  1.00  0.00           C  
HETATM   31  C22 UNL     1       2.929  -2.156   0.441  1.00  0.00           C  
HETATM   32  C23 UNL     1       4.381  -2.226   0.625  1.00  0.00           C  
HETATM   33  C24 UNL     1       5.107  -1.034   0.735  1.00  0.00           C  
HETATM   34  C25 UNL     1       6.475  -1.050   0.907  1.00  0.00           C  
HETATM   35  C26 UNL     1       7.194  -2.226   0.980  1.00  0.00           C  
HETATM   36  O10 UNL     1       8.570  -2.226   1.154  1.00  0.00           O  
HETATM   37  C27 UNL     1       6.485  -3.402   0.873  1.00  0.00           C  
HETATM   38  C28 UNL     1       5.094  -3.392   0.697  1.00  0.00           C  
HETATM   39  O11 UNL     1       2.304  -1.004   0.381  1.00  0.00           O  
HETATM   40  C29 UNL     1       1.022  -0.843   0.220  1.00  0.00           C  
HETATM   41  H1  UNL     1       0.276   3.123   1.368  1.00  0.00           H  
HETATM   42  H2  UNL     1       0.854   1.707   2.335  1.00  0.00           H  
HETATM   43  H3  UNL     1       1.965   3.028   1.915  1.00  0.00           H  
HETATM   44  H4  UNL     1       2.499   1.183   0.583  1.00  0.00           H  
HETATM   45  H5  UNL     1       0.426   4.005  -0.456  1.00  0.00           H  
HETATM   46  H6  UNL     1       0.807   5.239  -2.518  1.00  0.00           H  
HETATM   47  H7  UNL     1       3.106   5.209  -4.501  1.00  0.00           H  
HETATM   48  H8  UNL     1       3.443   2.207  -3.839  1.00  0.00           H  
HETATM   49  H9  UNL     1       3.068   0.951  -1.773  1.00  0.00           H  
HETATM   50  H10 UNL     1      -2.221   2.206  -0.150  1.00  0.00           H  
HETATM   51  H11 UNL     1      -3.165   0.687  -1.107  1.00  0.00           H  
HETATM   52  H12 UNL     1      -4.939   1.857   1.401  1.00  0.00           H  
HETATM   53  H13 UNL     1      -6.550   0.255   2.213  1.00  0.00           H  
HETATM   54  H14 UNL     1      -5.462  -1.123   1.921  1.00  0.00           H  
HETATM   55  H15 UNL     1      -4.469   1.086   3.290  1.00  0.00           H  
HETATM   56  H16 UNL     1      -6.716   0.902   0.027  1.00  0.00           H  
HETATM   57  H17 UNL     1      -5.968   2.017  -1.677  1.00  0.00           H  
HETATM   58  H18 UNL     1      -5.556  -0.455  -2.010  1.00  0.00           H  
HETATM   59  H19 UNL     1      -6.404  -2.306  -1.184  1.00  0.00           H  
HETATM   60  H20 UNL     1      -4.174  -1.963   0.084  1.00  0.00           H  
HETATM   61  H21 UNL     1      -4.247  -2.556  -2.004  1.00  0.00           H  
HETATM   62  H22 UNL     1      -1.947  -3.699  -0.204  1.00  0.00           H  
HETATM   63  H23 UNL     1       2.587  -4.267   0.363  1.00  0.00           H  
HETATM   64  H24 UNL     1       4.548  -0.103   0.678  1.00  0.00           H  
HETATM   65  H25 UNL     1       7.048  -0.130   0.993  1.00  0.00           H  
HETATM   66  H26 UNL     1       9.212  -2.212   0.353  1.00  0.00           H  
HETATM   67  H27 UNL     1       7.030  -4.333   0.927  1.00  0.00           H  
HETATM   68  H28 UNL     1       4.569  -4.336   0.617  1.00  0.00           H  
CONECT    1    2   41   42   43
CONECT    2    3   10   44
CONECT    3    4    4    9
CONECT    4    5   45
CONECT    5    6    6   46
CONECT    6    7    8
CONECT    7   47
CONECT    8    9    9   48
CONECT    9   49
CONECT   10   11   11   40
CONECT   11   12   13
CONECT   12   50
CONECT   13   14   25   25
CONECT   14   15   23   51
CONECT   15   16
CONECT   16   17   19   52
CONECT   17   18   53   54
CONECT   18   55
CONECT   19   20   21   56
CONECT   20   57
CONECT   21   22   23   58
CONECT   22   59
CONECT   23   24   60
CONECT   24   61
CONECT   25   26   27
CONECT   26   62
CONECT   27   28   40   40
CONECT   28   29   29   30
CONECT   30   31   31   63
CONECT   31   32   39
CONECT   32   33   33   38
CONECT   33   34   64
CONECT   34   35   35   65
CONECT   35   36   37
CONECT   36   66
CONECT   37   38   38   67
CONECT   38   68
CONECT   39   40
END

HMDB0301966
     RDKit          3D
Cucumerin B
 68 72  0  0  0  0  0  0  0  0999 V2000
    1.1087    2.4448    1.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4813    1.6074    0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6889    2.3800   -0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891    3.5832   -1.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2960    4.2955   -2.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1487    3.7901   -3.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3494    4.5219   -4.4699 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7783    2.5809   -3.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5497    1.8939   -1.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5331    0.4685    0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8009    0.6091    0.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2854    1.9226   -0.0314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7009   -0.4344   -0.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1147   -0.0875   -0.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5006    0.5778    0.8748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8298    0.7896    1.0349 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4861   -0.0502    2.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9129    0.1831    3.3686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6511    0.7008   -0.2039 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2563    1.7254   -1.0696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4567   -0.6115   -0.9183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3924   -1.5474   -0.5484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0482   -1.1720   -0.6711 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6780   -1.7299   -1.8949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1830   -1.7219   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0318   -2.7435   -0.2003 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1733   -1.9442    0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7456   -3.1754    0.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0737   -4.2130    0.0435 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1330   -3.2671    0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9286   -2.1556    0.4412 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3811   -2.2263    0.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1070   -1.0341    0.7348 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4754   -1.0499    0.9074 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1935   -2.2260    0.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5697   -2.2257    1.1539 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4852   -3.4016    0.8727 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0945   -3.3922    0.6972 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3044   -1.0043    0.3805 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0220   -0.8427    0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2760    3.1234    1.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8538    1.7073    2.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9649    3.0283    1.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4986    1.1830    0.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4258    4.0053   -0.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8074    5.2394   -2.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1057    5.2090   -4.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4425    2.2065   -3.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0679    0.9514   -1.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2215    2.2059   -0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1652    0.6866   -1.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9391    1.8573    1.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5496    0.2553    2.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4617   -1.1232    1.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4690    1.0861    3.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7158    0.9020    0.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9678    2.0169   -1.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5562   -0.4550   -2.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4040   -2.3062   -1.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1745   -1.9626    0.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2471   -2.5562   -2.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9471   -3.6988   -0.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5868   -4.2670    0.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5481   -0.1027    0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0477   -0.1296    0.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2120   -2.2123    0.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0305   -4.3326    0.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5694   -4.3358    0.6166 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  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 13 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 35 37  1  0
 37 38  2  0
 31 39  1  0
 39 40  1  0
  9  3  1  0
 40 10  1  0
 23 14  1  0
 40 27  2  0
 38 32  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  2 44  1  0
  4 45  1  0
  5 46  1  0
  7 47  1  0
  8 48  1  0
  9 49  1  0
 12 50  1  0
 14 51  1  0
 16 52  1  1
 17 53  1  0
 17 54  1  0
 18 55  1  0
 19 56  1  1
 20 57  1  0
 21 58  1  6
 22 59  1  0
 23 60  1  1
 24 61  1  0
 26 62  1  0
 30 63  1  0
 33 64  1  0
 34 65  1  0
 36 66  1  0
 37 67  1  0
 38 68  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₉H₂₈O₁₁

Average Molecular Weight

552.526

Monoisotopic Molecular Weight

552.163161738

IUPAC Name

5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[1-(4-hydroxyphenyl)ethyl]-6-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one

Traditional Name

5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[1-(4-hydroxyphenyl)ethyl]-6-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one

CAS Registry Number

Not Available

SMILES

CC(C1=CC=C(O)C=C1)C1=C(O)C(C2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C(O)C2=C1OC(=CC2=O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C29H28O11/c1-12(13-2-6-15(31)7-3-13)20-24(35)22(29-27(38)26(37)23(34)19(11-30)40-29)25(36)21-17(33)10-18(39-28(20)21)14-4-8-16(32)9-5-14/h2-10,12,19,23,26-27,29-32,34-38H,11H2,1H3/t12?,19-,23-,26+,27-,29?/m1/s1

InChI Key

AEQPLRPDNSGKQU-GCOOXHSISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid c-glycosides. Flavonoid C-glycosides are compounds containing a carbohydrate moiety which is C-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 C-glycosides

Alternative Parents

Substituents

Flavonoid c-glycoside
Linear 1,7-diphenylheptane skeleton
Flavone
Hydroxyflavonoid
4'-hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
Phenolic glycoside
Hexose monosaccharide
Chromone
Glycosyl compound
C-glycosyl compound
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Oxane
Pyran
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Dialkyl ether
Ether
Organic oxide
Organic oxygen compound
Primary alcohol
Hydrocarbon derivative
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0301966)

Food

Gourd

Cucumber (FooDB: FOOD00065)

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
logP	2.05	ALOGPS
logP	2.02	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	6.54	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	197.37 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	142.3 m³·mol⁻¹	ChemAxon
Polarizability	55.69 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	231.041	32859911
AllCCS	[M+H-H2O]+	229.225	32859911
AllCCS	[M+Na]+	233.169	32859911
AllCCS	[M+NH4]+	232.698	32859911
AllCCS	[M-H]-	228.75	32859911
AllCCS	[M+Na-2H]-	230.489	32859911
AllCCS	[M+HCOO]-	232.554	32859911
DeepCCS	[M+H]+	219.123	30932474
DeepCCS	[M-H]-	217.298	30932474
DeepCCS	[M-2H]-	250.717	30932474
DeepCCS	[M+Na]+	224.729	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cucumerin B,4TMS,isomer #52	CC(C1=CC=C(O)C=C1)C1=C(O[Si](C)(C)C)C(C2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	4687.9	Semi standard non polar	33892256
Cucumerin B,4TMS,isomer #52	CC(C1=CC=C(O)C=C1)C1=C(O[Si](C)(C)C)C(C2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	4509.2	Standard non polar	33892256
Cucumerin B,4TMS,isomer #52	CC(C1=CC=C(O)C=C1)C1=C(O[Si](C)(C)C)C(C2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	5779.9	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin B 10V, Positive-QTOF	splash10-0udr-0100190000-e723093fec6e8f884fd5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin B 20V, Positive-QTOF	splash10-0f79-2300390000-fb5dca77cac85c91001a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin B 40V, Positive-QTOF	splash10-0gbi-4104920000-594696111d4892996394	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin B 10V, Negative-QTOF	splash10-0udi-0000290000-4a26716e7894eb7fb72b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin B 20V, Negative-QTOF	splash10-0ff0-8403980000-3a38fdcaacc4949a8271	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin B 40V, Negative-QTOF	splash10-00dl-9802300000-fcad0492a76cba60d9d3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin B 10V, Negative-QTOF	splash10-0udi-0000090000-b13351d944c820ef37f6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin B 20V, Negative-QTOF	splash10-0udi-0000090000-66a51c3c52a77ef112b5	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin B 40V, Negative-QTOF	splash10-0a4i-0902430000-39b5548541e31f4ccb75	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin B 10V, Positive-QTOF	splash10-0udi-0000090000-20931720bde5e3318b45	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin B 20V, Positive-QTOF	splash10-0udi-0000090000-20931720bde5e3318b45	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin B 40V, Positive-QTOF	splash10-0f79-0401960000-70c902c47479bbd99f08	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001692

KNApSAcK ID

Not Available

Chemspider ID

59696227

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Not Available

Showing metabocard for Cucumerin B (HMDB0301966)

MOL for HMDB0301966 (Cucumerin B)

3D MOL for HMDB0301966 (Cucumerin B)

3D SDF for HMDB0301966 (Cucumerin B)

3D-SDF for HMDB0301966 (Cucumerin B)

PDB for HMDB0301966 (Cucumerin B)

3D PDB for HMDB0301966 (Cucumerin B)

SMILES for HMDB0301966 (Cucumerin B)

INCHI for HMDB0301966 (Cucumerin B)

Structure for HMDB0301966 (Cucumerin B)

3D Structure for HMDB0301966 (Cucumerin B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra