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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 04:03:24 UTC

Update Date

2021-09-23 04:03:24 UTC

HMDB ID

HMDB0301967

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cucumerin A

Description

5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[1-(4-hydroxyphenyl)ethyl]-8-[(2S,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 8-c-glycosides. Flavonoid 8-C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone. Based on a literature review very few articles have been published on 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[1-(4-hydroxyphenyl)ethyl]-8-[(2S,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
   -4.0955   -0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8100   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8100   -2.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0955   -2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3811   -2.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3811   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6666   -0.9428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6666   -2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9521   -2.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9521   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2377   -2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5232   -2.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5232   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1913   -0.9428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1913   -2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9057   -2.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9057   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6202   -0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492   -0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6202   -0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5245   -0.9429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6666   -3.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2377   -3.4179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1913   -3.4179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7637    0.2947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5232    0.2947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5232    1.1197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2377    1.5322    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9522    1.1197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9522    0.2947    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2377   -0.1178    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2377   -0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6666   -0.1178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1913    1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2377    2.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6666    1.5322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1913    2.3572    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  6  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
 35 10  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 35 13  2  0  0  0  0
 11 12  2  0  0  0  0
 14 13  1  0  0  0  0
 12 13  1  0  0  0  0
 12 15  1  0  0  0  0
 14 17  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  2  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
  2 24  1  0  0  0  0
  8 25  1  0  0  0  0
 11 26  1  0  0  0  0
 15 27  2  0  0  0  0
 21 28  1  0  0  0  0
 29 30  1  0  0  0  0
 29 34  1  0  0  0  0
 30 31  1  0  0  0  0
 30 37  1  1  0  0  0
 32 31  1  0  0  0  0
 31 38  1  6  0  0  0
 32 33  1  0  0  0  0
 32 39  1  1  0  0  0
 33 34  1  0  0  0  0
 33 36  1  6  0  0  0
 34 35  1  1  0  0  0
 37 40  1  0  0  0  0
M  END

HMDB0301967
     RDKit          3D
Cucumerin A
 68 72  0  0  0  0  0  0  0  0999 V2000
    4.5827   -0.8418   -1.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8575   -0.8244   -0.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5901   -0.2984    1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1547   -0.6360    2.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8122   -0.1946    3.5249 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9297    0.6006    3.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5994    1.0500    4.5846 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3720    0.9423    2.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6895    0.4833    1.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4582   -0.2930   -0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3936   -1.0416    0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4920   -2.3173    0.7875 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0679   -0.5312    0.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0018   -1.4496    0.6633 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6551   -2.6965    0.2450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5594   -3.5879   -0.1660 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7110   -3.7415   -1.6612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0775   -2.6084   -2.3329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8569   -3.4888    0.5368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7442   -4.1806    1.7668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4022   -2.1292    0.7723 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5242   -1.9523   -0.0337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3821   -1.0284    0.5404 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7208   -0.0083    1.4261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1424    0.7094   -0.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3783    1.2093   -0.4447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5311    2.4030   -0.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9059    2.9628   -1.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0927    4.2825   -1.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3499    4.8074   -1.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4363    3.9842   -1.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7294    4.4818   -1.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2684    2.6634   -1.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9896    2.1504   -0.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5113    3.2000   -1.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7806    2.7236   -1.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7745    3.3989   -1.6350 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9430    1.4482   -0.7465 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2540    0.9465   -0.6500 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560    1.7779   -1.0871 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8422   -0.5025   -2.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5435   -0.3455   -1.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7359   -1.9316   -1.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7099   -1.9427    0.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2840   -1.2563    2.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4741   -0.4570    4.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3587    0.4895    4.9899 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2523    1.5695    2.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0829    0.7811    0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3211   -2.7956    0.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7667   -1.4706    1.7907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1392   -4.6119    0.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7875   -4.2201   -2.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5181   -4.5027   -1.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3208   -2.1485   -2.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5905   -4.1223   -0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6964   -4.3631    2.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7741   -2.0805    1.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3533   -1.9010   -0.9855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5762   -0.6695   -0.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6588   -0.0517    1.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2847    4.9804   -1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5077    5.8624   -1.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1312    4.4205   -2.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1537    2.0528   -0.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9335    1.1192   -0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6497    4.1684   -1.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2003    1.5533   -1.0797 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
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 13 14  1  0
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 15 16  1  0
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 17 18  1  0
 16 19  1  0
 19 20  1  0
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 21 22  1  0
 21 23  1  0
 23 24  1  0
 13 25  2  0
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 29 30  1  0
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 31 32  1  0
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 27 35  2  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 38 39  2  0
 39 40  1  0
  9  3  1  0
 39 10  1  0
 23 14  1  0
 38 25  1  0
 34 28  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
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  4 45  1  0
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  7 47  1  0
  8 48  1  0
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 12 50  1  0
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 17 54  1  0
 18 55  1  0
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 22 59  1  0
 23 60  1  6
 24 61  1  0
 29 62  1  0
 30 63  1  0
 32 64  1  0
 33 65  1  0
 34 66  1  0
 35 67  1  0
 40 68  1  0
M  END


  Mrv0541 02241212192D          

 40 44  0  0  0  0            999 V2000
   -4.0955   -0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8100   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8100   -2.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0955   -2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3811   -2.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3811   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6666   -0.9428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6666   -2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9521   -2.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9521   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2377   -2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5232   -2.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5232   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1913   -0.9428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1913   -2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9057   -2.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9057   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6202   -0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492   -0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6202   -0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5245   -0.9429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6666   -3.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5232    1.1197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2377    1.5322    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9522    1.1197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9522    0.2947    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2377   -0.1178    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2377   -0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6666   -0.1178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1913    1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2377    2.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6666    1.5322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1913    2.3572    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  6  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
 35 10  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 35 13  2  0  0  0  0
 11 12  2  0  0  0  0
 14 13  1  0  0  0  0
 12 13  1  0  0  0  0
 12 15  1  0  0  0  0
 14 17  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  2  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
  2 24  1  0  0  0  0
  8 25  1  0  0  0  0
 11 26  1  0  0  0  0
 15 27  2  0  0  0  0
 21 28  1  0  0  0  0
 29 30  1  0  0  0  0
 29 34  1  0  0  0  0
 30 31  1  0  0  0  0
 30 37  1  1  0  0  0
 32 31  1  0  0  0  0
 31 38  1  6  0  0  0
 32 33  1  0  0  0  0
 32 39  1  1  0  0  0
 33 34  1  0  0  0  0
 33 36  1  6  0  0  0
 34 35  1  1  0  0  0
 37 40  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301967

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C1=CC=C(O)C=C1)C1=C(O)C([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C2OC(=CC(=O)C2=C1O)C1=CC=C(O)C=C1

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

> <INCHI_KEY>
VAVVYQGVFZBLHB-YHDBAIQYSA-N

> <FORMULA>
C29H28O11

> <MOLECULAR_WEIGHT>
552.526

> <EXACT_MASS>
552.163161738

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
55.20805572459822

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
2.01

> <JCHEM_LOGP>
2.0246160303333323

> <ALOGPS_LOGS>
-3.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.753247085297175

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.437514970226358

> <JCHEM_PKA_STRONGEST_BASIC>
-2.979192630160272

> <JCHEM_POLAR_SURFACE_AREA>
197.36999999999998

> <JCHEM_REFRACTIVITY>
142.2989

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.67e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301967
     RDKit          3D
Cucumerin A
 68 72  0  0  0  0  0  0  0  0999 V2000
    4.5827   -0.8418   -1.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8575   -0.8244   -0.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5901   -0.2984    1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1547   -0.6360    2.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8122   -0.1946    3.5249 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9297    0.6006    3.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5994    1.0500    4.5846 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3720    0.9423    2.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6895    0.4833    1.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4582   -0.2930   -0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3936   -1.0416    0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4920   -2.3173    0.7875 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0679   -0.5312    0.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0018   -1.4496    0.6633 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6551   -2.6965    0.2450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5594   -3.5879   -0.1660 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7110   -3.7415   -1.6612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0775   -2.6084   -2.3329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8569   -3.4888    0.5368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7442   -4.1806    1.7668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4022   -2.1292    0.7723 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5242   -1.9523   -0.0337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3821   -1.0284    0.5404 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7208   -0.0083    1.4261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1424    0.7094   -0.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3783    1.2093   -0.4447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5311    2.4030   -0.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9059    2.9628   -1.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0927    4.2825   -1.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3499    4.8074   -1.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4363    3.9842   -1.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7294    4.4818   -1.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2684    2.6634   -1.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9896    2.1504   -0.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5113    3.2000   -1.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7806    2.7236   -1.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7745    3.3989   -1.6350 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9430    1.4482   -0.7465 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2540    0.9465   -0.6500 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560    1.7779   -1.0871 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8422   -0.5025   -2.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5435   -0.3455   -1.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7359   -1.9316   -1.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7099   -1.9427    0.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2840   -1.2563    2.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4741   -0.4570    4.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3587    0.4895    4.9899 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2523    1.5695    2.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0829    0.7811    0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3211   -2.7956    0.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7667   -1.4706    1.7907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1392   -4.6119    0.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7875   -4.2201   -2.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5181   -4.5027   -1.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3208   -2.1485   -2.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5905   -4.1223   -0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6964   -4.3631    2.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7741   -2.0805    1.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3533   -1.9010   -0.9855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5762   -0.6695   -0.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6588   -0.0517    1.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2847    4.9804   -1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5077    5.8624   -1.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1312    4.4205   -2.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1537    2.0528   -0.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9335    1.1192   -0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6497    4.1684   -1.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2003    1.5533   -1.0797 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
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 27 35  2  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 38 39  2  0
 39 40  1  0
  9  3  1  0
 39 10  1  0
 23 14  1  0
 38 25  1  0
 34 28  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  1
 16 52  1  1
 17 53  1  0
 17 54  1  0
 18 55  1  0
 19 56  1  6
 20 57  1  0
 21 58  1  1
 22 59  1  0
 23 60  1  6
 24 61  1  0
 29 62  1  0
 30 63  1  0
 32 64  1  0
 33 65  1  0
 34 66  1  0
 35 67  1  0
 40 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      -7.645  -1.760   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.979  -2.530   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.979  -4.070   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.645  -4.840   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.311  -4.070   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.311  -2.530   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.978  -1.760   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.978  -4.840   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.644  -4.070   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.644  -2.530   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.310  -4.840   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.977  -4.070   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.977  -2.530   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.357  -1.760   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.357  -4.840   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.691  -4.070   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.691  -2.530   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.024  -1.760   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.358  -2.530   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.692  -1.760   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.692  -0.220   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.358   0.550   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.024  -0.220   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0     -10.312  -1.760   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -4.978  -6.380   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.310  -6.380   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.357  -6.380   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       7.026   0.550   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.977   0.550   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.977   2.090   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.310   2.860   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.644   2.090   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.644   0.550   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.310  -0.220   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.310  -1.760   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -4.978  -0.220   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       0.357   2.860   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -2.310   4.400   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -4.978   2.860   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       0.357   4.400   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   24                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    1    5                                                       
CONECT    7   10                                                            
CONECT    8    5    9   25                                                  
CONECT    9    8   10   11                                                  
CONECT   10    7   35    9                                                  
CONECT   11    9   12   26                                                  
CONECT   12   11   13   15                                                  
CONECT   13   35   14   12                                                  
CONECT   14   13   17                                                       
CONECT   15   12   16   27                                                  
CONECT   16   15   17                                                       
CONECT   17   14   16   18                                                  
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   28                                                  
CONECT   22   21   23                                                       
CONECT   23   18   22                                                       
CONECT   24    2                                                            
CONECT   25    8                                                            
CONECT   26   11                                                            
CONECT   27   15                                                            
CONECT   28   21                                                            
CONECT   29   30   34                                                       
CONECT   30   29   31   37                                                  
CONECT   31   30   32   38                                                  
CONECT   32   31   33   39                                                  
CONECT   33   32   34   36                                                  
CONECT   34   29   33   35                                                  
CONECT   35   10   13   34                                                  
CONECT   36   33                                                            
CONECT   37   30   40                                                       
CONECT   38   31                                                            
CONECT   39   32                                                            
CONECT   40   37                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   88    0
END

COMPND    HMDB0301967
HETATM    1  C1  UNL     1       4.583  -0.842  -1.351  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.858  -0.824  -0.049  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.590  -0.298   1.109  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.155  -0.636   2.394  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.812  -0.195   3.525  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.930   0.601   3.429  1.00  0.00           C  
HETATM    7  O1  UNL     1       6.599   1.050   4.585  1.00  0.00           O  
HETATM    8  C7  UNL     1       6.372   0.942   2.176  1.00  0.00           C  
HETATM    9  C8  UNL     1       5.689   0.483   1.036  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.458  -0.293  -0.147  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.394  -1.042   0.260  1.00  0.00           C  
HETATM   12  O2  UNL     1       1.492  -2.317   0.788  1.00  0.00           O  
HETATM   13  C11 UNL     1       0.068  -0.531   0.161  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.002  -1.450   0.663  1.00  0.00           C  
HETATM   15  O3  UNL     1      -0.655  -2.697   0.245  1.00  0.00           O  
HETATM   16  C13 UNL     1      -1.559  -3.588  -0.166  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.711  -3.741  -1.661  1.00  0.00           C  
HETATM   18  O4  UNL     1      -2.078  -2.608  -2.333  1.00  0.00           O  
HETATM   19  C15 UNL     1      -2.857  -3.489   0.537  1.00  0.00           C  
HETATM   20  O5  UNL     1      -2.744  -4.181   1.767  1.00  0.00           O  
HETATM   21  C16 UNL     1      -3.402  -2.129   0.772  1.00  0.00           C  
HETATM   22  O6  UNL     1      -4.524  -1.952  -0.034  1.00  0.00           O  
HETATM   23  C17 UNL     1      -2.382  -1.028   0.540  1.00  0.00           C  
HETATM   24  O7  UNL     1      -2.721  -0.008   1.426  1.00  0.00           O  
HETATM   25  C18 UNL     1      -0.142   0.709  -0.342  1.00  0.00           C  
HETATM   26  O8  UNL     1      -1.378   1.209  -0.445  1.00  0.00           O  
HETATM   27  C19 UNL     1      -1.531   2.403  -0.931  1.00  0.00           C  
HETATM   28  C20 UNL     1      -2.906   2.963  -1.051  1.00  0.00           C  
HETATM   29  C21 UNL     1      -3.093   4.282  -1.383  1.00  0.00           C  
HETATM   30  C22 UNL     1      -4.350   4.807  -1.531  1.00  0.00           C  
HETATM   31  C23 UNL     1      -5.436   3.984  -1.339  1.00  0.00           C  
HETATM   32  O9  UNL     1      -6.729   4.482  -1.480  1.00  0.00           O  
HETATM   33  C24 UNL     1      -5.268   2.663  -1.006  1.00  0.00           C  
HETATM   34  C25 UNL     1      -3.990   2.150  -0.862  1.00  0.00           C  
HETATM   35  C26 UNL     1      -0.511   3.200  -1.353  1.00  0.00           C  
HETATM   36  C27 UNL     1       0.781   2.724  -1.266  1.00  0.00           C  
HETATM   37  O10 UNL     1       1.775   3.399  -1.635  1.00  0.00           O  
HETATM   38  C28 UNL     1       0.943   1.448  -0.747  1.00  0.00           C  
HETATM   39  C29 UNL     1       2.254   0.947  -0.650  1.00  0.00           C  
HETATM   40  O11 UNL     1       3.256   1.778  -1.087  1.00  0.00           O  
HETATM   41  H1  UNL     1       3.842  -0.502  -2.139  1.00  0.00           H  
HETATM   42  H2  UNL     1       5.544  -0.346  -1.407  1.00  0.00           H  
HETATM   43  H3  UNL     1       4.736  -1.932  -1.660  1.00  0.00           H  
HETATM   44  H4  UNL     1       3.710  -1.943   0.186  1.00  0.00           H  
HETATM   45  H5  UNL     1       3.284  -1.256   2.487  1.00  0.00           H  
HETATM   46  H6  UNL     1       4.474  -0.457   4.533  1.00  0.00           H  
HETATM   47  H7  UNL     1       7.359   0.489   4.990  1.00  0.00           H  
HETATM   48  H8  UNL     1       7.252   1.569   2.065  1.00  0.00           H  
HETATM   49  H9  UNL     1       6.083   0.781   0.061  1.00  0.00           H  
HETATM   50  H10 UNL     1       2.321  -2.796   0.927  1.00  0.00           H  
HETATM   51  H11 UNL     1      -0.767  -1.471   1.791  1.00  0.00           H  
HETATM   52  H12 UNL     1      -1.139  -4.612   0.142  1.00  0.00           H  
HETATM   53  H13 UNL     1      -0.788  -4.220  -2.074  1.00  0.00           H  
HETATM   54  H14 UNL     1      -2.518  -4.503  -1.816  1.00  0.00           H  
HETATM   55  H15 UNL     1      -1.321  -2.149  -2.788  1.00  0.00           H  
HETATM   56  H16 UNL     1      -3.590  -4.122  -0.048  1.00  0.00           H  
HETATM   57  H17 UNL     1      -3.696  -4.363   2.046  1.00  0.00           H  
HETATM   58  H18 UNL     1      -3.774  -2.080   1.818  1.00  0.00           H  
HETATM   59  H19 UNL     1      -4.353  -1.901  -0.985  1.00  0.00           H  
HETATM   60  H20 UNL     1      -2.576  -0.669  -0.480  1.00  0.00           H  
HETATM   61  H21 UNL     1      -3.659  -0.052   1.715  1.00  0.00           H  
HETATM   62  H22 UNL     1      -2.285   4.980  -1.537  1.00  0.00           H  
HETATM   63  H23 UNL     1      -4.508   5.862  -1.798  1.00  0.00           H  
HETATM   64  H24 UNL     1      -7.131   4.420  -2.406  1.00  0.00           H  
HETATM   65  H25 UNL     1      -6.154   2.053  -0.865  1.00  0.00           H  
HETATM   66  H26 UNL     1      -3.933   1.119  -0.615  1.00  0.00           H  
HETATM   67  H27 UNL     1      -0.650   4.168  -1.754  1.00  0.00           H  
HETATM   68  H28 UNL     1       4.200   1.553  -1.080  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   39
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   38
CONECT   26   27
CONECT   27   28   35   35
CONECT   28   29   29   34
CONECT   29   30   62
CONECT   30   31   31   63
CONECT   31   32   33
CONECT   32   64
CONECT   33   34   34   65
CONECT   34   66
CONECT   35   36   67
CONECT   36   37   37   38
CONECT   38   39   39
CONECT   39   40
CONECT   40   68
END

HMDB0301967
     RDKit          3D
Cucumerin A
 68 72  0  0  0  0  0  0  0  0999 V2000
    4.5827   -0.8418   -1.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8575   -0.8244   -0.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5901   -0.2984    1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1547   -0.6360    2.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8122   -0.1946    3.5249 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9297    0.6006    3.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5994    1.0500    4.5846 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3720    0.9423    2.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6895    0.4833    1.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4582   -0.2930   -0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3936   -1.0416    0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4920   -2.3173    0.7875 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0679   -0.5312    0.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0018   -1.4496    0.6633 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6551   -2.6965    0.2450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5594   -3.5879   -0.1660 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7110   -3.7415   -1.6612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0775   -2.6084   -2.3329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8569   -3.4888    0.5368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7442   -4.1806    1.7668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4022   -2.1292    0.7723 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5242   -1.9523   -0.0337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3821   -1.0284    0.5404 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7208   -0.0083    1.4261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1424    0.7094   -0.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3783    1.2093   -0.4447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5311    2.4030   -0.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9059    2.9628   -1.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0927    4.2825   -1.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3499    4.8074   -1.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4363    3.9842   -1.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7294    4.4818   -1.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2684    2.6634   -1.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9896    2.1504   -0.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5113    3.2000   -1.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7806    2.7236   -1.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7745    3.3989   -1.6350 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9430    1.4482   -0.7465 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2540    0.9465   -0.6500 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560    1.7779   -1.0871 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8422   -0.5025   -2.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5435   -0.3455   -1.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7359   -1.9316   -1.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7099   -1.9427    0.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2840   -1.2563    2.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4741   -0.4570    4.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3587    0.4895    4.9899 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2523    1.5695    2.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0829    0.7811    0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3211   -2.7956    0.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7667   -1.4706    1.7907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1392   -4.6119    0.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7875   -4.2201   -2.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5181   -4.5027   -1.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3208   -2.1485   -2.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5905   -4.1223   -0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6964   -4.3631    2.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7741   -2.0805    1.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3533   -1.9010   -0.9855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5762   -0.6695   -0.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6588   -0.0517    1.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2847    4.9804   -1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5077    5.8624   -1.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1312    4.4205   -2.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1537    2.0528   -0.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9335    1.1192   -0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6497    4.1684   -1.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2003    1.5533   -1.0797 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
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 27 35  2  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 38 39  2  0
 39 40  1  0
  9  3  1  0
 39 10  1  0
 23 14  1  0
 38 25  1  0
 34 28  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  1
 16 52  1  1
 17 53  1  0
 17 54  1  0
 18 55  1  0
 19 56  1  6
 20 57  1  0
 21 58  1  1
 22 59  1  0
 23 60  1  6
 24 61  1  0
 29 62  1  0
 30 63  1  0
 32 64  1  0
 33 65  1  0
 34 66  1  0
 35 67  1  0
 40 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)-6-[1-(4-hydroxyphenyl)ethyl]-8-[(2S,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)-6-[1-(4-hydroxyphenyl)ethyl]-8-[(2S,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([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C2OC(=CC(=O)C2=C1O)C1=CC=C(O)C=C1

InChI Identifier

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

InChI Key

VAVVYQGVFZBLHB-YHDBAIQYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid 8-c-glycosides. Flavonoid 8-C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid 8-C-glycosides

Alternative Parents

Substituents

Flavonoid-8-c-glycoside
Linear 1,7-diphenylheptane skeleton
Hydroxyflavonoid
4'-hydroxyflavonoid
Flavone
7-hydroxyflavonoid
5-hydroxyflavonoid
Phenolic glycoside
Hexose monosaccharide
Chromone
Glycosyl compound
C-glycosyl compound
1-benzopyran
Benzopyran
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Pyran
Monosaccharide
Oxane
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Ether
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Polyol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Primary alcohol
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

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	2.01	ALOGPS
logP	2.02	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	6.44	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	55.21 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]+	231.19	32859911
AllCCS	[M+H-H2O]+	229.397	32859911
AllCCS	[M+Na]+	233.29	32859911
AllCCS	[M+NH4]+	232.825	32859911
AllCCS	[M-H]-	228.085	32859911
AllCCS	[M+Na-2H]-	229.875	32859911
AllCCS	[M+HCOO]-	231.995	32859911
DeepCCS	[M+H]+	221.423	30932474
DeepCCS	[M-H]-	219.598	30932474
DeepCCS	[M-2H]-	253.456	30932474
DeepCCS	[M+Na]+	227.23	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cucumerin A,3TMS,isomer #41	CC(C1=CC=C(O)C=C1)C1=C(O)C([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C2OC(C3=CC=C(O)C=C3)=CC(=O)C2=C1O	4800.0	Semi standard non polar	33892256
Cucumerin A,3TMS,isomer #41	CC(C1=CC=C(O)C=C1)C1=C(O)C([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C2OC(C3=CC=C(O)C=C3)=CC(=O)C2=C1O	4688.9	Standard non polar	33892256
Cucumerin A,3TMS,isomer #41	CC(C1=CC=C(O)C=C1)C1=C(O)C([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C2OC(C3=CC=C(O)C=C3)=CC(=O)C2=C1O	6181.1	Standard polar	33892256
Cucumerin A,4TMS,isomer #20	CC(C1=CC=C(O[Si](C)(C)C)C=C1)C1=C(O)C([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C2OC(C3=CC=C(O)C=C3)=CC(=O)C2=C1O	4725.6	Semi standard non polar	33892256
Cucumerin A,4TMS,isomer #20	CC(C1=CC=C(O[Si](C)(C)C)C=C1)C1=C(O)C([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C2OC(C3=CC=C(O)C=C3)=CC(=O)C2=C1O	4580.1	Standard non polar	33892256
Cucumerin A,4TMS,isomer #20	CC(C1=CC=C(O[Si](C)(C)C)C=C1)C1=C(O)C([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C2OC(C3=CC=C(O)C=C3)=CC(=O)C2=C1O	5758.6	Standard polar	33892256
Cucumerin A,4TMS,isomer #62	CC(C1=CC=C(O)C=C1)C1=C(O)C([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C2OC(C3=CC=C(O[Si](C)(C)C)C=C3)=CC(=O)C2=C1O	4699.5	Semi standard non polar	33892256
Cucumerin A,4TMS,isomer #62	CC(C1=CC=C(O)C=C1)C1=C(O)C([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C2OC(C3=CC=C(O[Si](C)(C)C)C=C3)=CC(=O)C2=C1O	4612.6	Standard non polar	33892256
Cucumerin A,4TMS,isomer #62	CC(C1=CC=C(O)C=C1)C1=C(O)C([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C2OC(C3=CC=C(O[Si](C)(C)C)C=C3)=CC(=O)C2=C1O	5841.0	Standard polar	33892256
Cucumerin A,3TBDMS,isomer #31	CC(C1=CC=C(O)C=C1)C1=C(O[Si](C)(C)C(C)(C)C)C([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=C2OC(C3=CC=C(O)C=C3)=CC(=O)C2=C1O	5472.3	Semi standard non polar	33892256
Cucumerin A,3TBDMS,isomer #31	CC(C1=CC=C(O)C=C1)C1=C(O[Si](C)(C)C(C)(C)C)C([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=C2OC(C3=CC=C(O)C=C3)=CC(=O)C2=C1O	5166.9	Standard non polar	33892256
Cucumerin A,3TBDMS,isomer #31	CC(C1=CC=C(O)C=C1)C1=C(O[Si](C)(C)C(C)(C)C)C([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=C2OC(C3=CC=C(O)C=C3)=CC(=O)C2=C1O	6144.1	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 A 10V, Positive-QTOF	splash10-0udr-0100190000-953b1664f36bf7c4801e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin A 20V, Positive-QTOF	splash10-0f79-2300390000-6d41dc9ff5b4ecc3ce83	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin A 40V, Positive-QTOF	splash10-0gbi-4205920000-41755f1178a9804f22f8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin A 10V, Negative-QTOF	splash10-0udi-0000290000-4ae5633e555dbca8a45f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin A 20V, Negative-QTOF	splash10-0ff0-8403980000-b6eb132ee914deaca65c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin A 40V, Negative-QTOF	splash10-00dl-9802300000-78e49af728395929c390	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin A 10V, Positive-QTOF	splash10-0udi-0000090000-20931720bde5e3318b45	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin A 20V, Positive-QTOF	splash10-0udi-0000090000-20931720bde5e3318b45	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin A 40V, Positive-QTOF	splash10-0fri-0401960000-f74915d93c1a26e3cdca	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin A 10V, Negative-QTOF	splash10-0udi-0000090000-b13351d944c820ef37f6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin A 20V, Negative-QTOF	splash10-0udi-0000090000-66a51c3c52a77ef112b5	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucumerin A 40V, Negative-QTOF	splash10-0a4i-0902430000-39b5548541e31f4ccb75	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

FDB001693

KNApSAcK ID

Not Available

Chemspider ID

10208544

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21589724

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 A (HMDB0301967)

MOL for HMDB0301967 (Cucumerin A)

3D MOL for HMDB0301967 (Cucumerin A)

3D SDF for HMDB0301967 (Cucumerin A)

3D-SDF for HMDB0301967 (Cucumerin A)

PDB for HMDB0301967 (Cucumerin A)

3D PDB for HMDB0301967 (Cucumerin A)

SMILES for HMDB0301967 (Cucumerin A)

INCHI for HMDB0301967 (Cucumerin A)

Structure for HMDB0301967 (Cucumerin A)

3D Structure for HMDB0301967 (Cucumerin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra