NP-MRD: Showing NP-Card for Ap-7-(6''-malonyl-Glc) (NP0027701)

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Record Information

Version

2.0

Created at

2021-06-19 19:47:05 UTC

Updated at

2021-06-29 23:53:58 UTC

NP-MRD ID

NP0027701

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ap-7-(6''-malonyl-Glc)

Provided By

JEOL Database JEOL Logo

Description

3-Oxo-3-{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methoxy}propanoic acid is also known as apigenin 7-O-(6-malonyl-beta-D-glucoside). Ap-7-(6''-malonyl-Glc) is found in Chamomilla recutita [L.] Rauschert, Cynara cardunculus, Monarda punctata and Pueraria montana. Ap-7-(6''-malonyl-Glc) was first documented in 2004 (Svehlikova, V., et al.). Based on a literature review very few articles have been published on 3-oxo-3-{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methoxy}propanoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192121473D          

 59 62  0  0  0  0            999 V2000
    0.1246    4.7497    0.1988 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5591    4.2624   -0.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0634    4.6478   -2.0254 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5955    3.1978   -0.9660 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3355    2.9856    0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1377    3.7807    0.7873 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9689    1.8105    0.8955 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4464    1.6009    2.2443 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6154    2.4313    3.2333 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2334    2.0671    3.0713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6382    2.9158    3.8245 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0251    2.5672    3.6148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4009    2.8745    2.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0301    4.0919    2.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3831    4.4132    0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9738    5.6318    0.5712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1202    3.5142   -0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4172    3.8426   -1.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8842    4.9332   -1.9771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    2.8238   -2.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5540    1.6650   -2.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1907    0.6084   -3.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9968   -0.1115   -3.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6386   -1.1192   -3.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4752   -1.4199   -5.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0873   -2.4102   -5.9029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6688   -0.7316   -5.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0257    0.2779   -4.3329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2452    1.3584   -0.9699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5302    2.2823    0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1811    1.9518    1.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3549    2.7262    5.3274 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1499    3.6018    6.1431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1228    3.0022    5.6140 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4338    2.6773    6.9787 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0311    2.1848    4.6875 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3914    2.5501    4.9126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5729    5.3650   -1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3277    3.4812   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1115    2.2686   -1.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5180    1.8213    2.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3129    0.5323    2.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7287    3.4925    2.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4900    3.9693    3.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2250    4.7952    2.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1465    5.7376   -0.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3170    3.0771   -3.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3295    0.1070   -2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2890   -1.6685   -3.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7663   -2.5171   -6.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3334   -0.9661   -6.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9728    0.7922   -4.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7110    0.9967    1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6060    1.7038    5.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0770    3.4564    5.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3407    4.0727    5.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373    3.1154    7.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9355    1.1205    4.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5006    2.5576    5.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
 36 37  1  0  0  0  0
 13 14  2  0  0  0  0
 34 35  1  0  0  0  0
 14 15  1  0  0  0  0
 15 17  2  0  0  0  0
 32 33  1  0  0  0  0
 30 31  2  0  0  0  0
 31 13  1  0  0  0  0
 30 17  1  0  0  0  0
  8  7  1  0  0  0  0
 32 11  1  0  0  0  0
  7  5  1  0  0  0  0
 32 34  1  0  0  0  0
 30 29  1  0  0  0  0
 17 18  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 29  1  0  0  0  0
  5  6  2  0  0  0  0
 36 34  1  0  0  0  0
 22 23  2  0  0  0  0
  5  4  1  0  0  0  0
 23 24  1  0  0  0  0
 36  9  1  0  0  0  0
 24 25  2  0  0  0  0
  4  2  1  0  0  0  0
 25 27  1  0  0  0  0
  9 10  1  0  0  0  0
 27 28  2  0  0  0  0
 28 22  1  0  0  0  0
 21 22  1  0  0  0  0
  2  3  1  0  0  0  0
 25 26  1  0  0  0  0
 13 12  1  0  0  0  0
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 18 19  2  0  0  0  0
  2  1  2  0  0  0  0
 15 16  1  0  0  0  0
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 11 12  1  0  0  0  0
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 36 58  1  1  0  0  0
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  8 41  1  0  0  0  0
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  9 43  1  6  0  0  0
  4 39  1  0  0  0  0
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 31 53  1  0  0  0  0
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 26 50  1  0  0  0  0
 16 46  1  0  0  0  0
M  END

     RDKit          3D

 59 62  0  0  0  0  0  0  0  0999 V2000
    0.1246    4.7497    0.1988 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5591    4.2624   -0.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0634    4.6478   -2.0254 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5955    3.1978   -0.9660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3355    2.9856    0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1377    3.7807    0.7873 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9689    1.8105    0.8955 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4464    1.6009    2.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6154    2.4313    3.2333 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2334    2.0671    3.0713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6382    2.9158    3.8245 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0251    2.5672    3.6148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4009    2.8745    2.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0301    4.0919    2.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3831    4.4132    0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9738    5.6318    0.5712 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4172    3.8426   -1.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8842    4.9332   -1.9771 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1907    0.6084   -3.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9968   -0.1115   -3.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6386   -1.1192   -3.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0873   -2.4102   -5.9029 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1228    3.0022    5.6140 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4338    2.6773    6.9787 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0311    2.1848    4.6875 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3914    2.5501    4.9126 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1115    2.2686   -1.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5180    1.8213    2.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3129    0.5323    2.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7287    3.4925    2.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4900    3.9693    3.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2250    4.7952    2.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3295    0.1070   -2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2890   -1.6685   -3.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7663   -2.5171   -6.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
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 36 37  1  0
 13 14  2  0
 34 35  1  0
 14 15  1  0
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 31 13  1  0
 30 17  1  0
  8  7  1  0
 32 11  1  0
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 27 28  2  0
 28 22  1  0
 21 22  1  0
  2  3  1  0
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 13 12  1  0
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 15 16  1  0
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 27 51  1  0
 28 52  1  0
 26 50  1  0
 16 46  1  0
M  END


  Mrv1652306192121473D          

 59 62  0  0  0  0            999 V2000
    0.1246    4.7497    0.1988 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5591    4.2624   -0.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0634    4.6478   -2.0254 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5955    3.1978   -0.9660 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3355    2.9856    0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1377    3.7807    0.7873 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9689    1.8105    0.8955 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4464    1.6009    2.2443 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6154    2.4313    3.2333 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2334    2.0671    3.0713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6382    2.9158    3.8245 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0251    2.5672    3.6148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4009    2.8745    2.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0301    4.0919    2.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3831    4.4132    0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9738    5.6318    0.5712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1202    3.5142   -0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4172    3.8426   -1.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8842    4.9332   -1.9771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    2.8238   -2.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5540    1.6650   -2.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1907    0.6084   -3.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9968   -0.1115   -3.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6386   -1.1192   -3.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4752   -1.4199   -5.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0873   -2.4102   -5.9029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6688   -0.7316   -5.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0257    0.2779   -4.3329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2452    1.3584   -0.9699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5302    2.2823    0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1811    1.9518    1.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3549    2.7262    5.3274 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1499    3.6018    6.1431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1228    3.0022    5.6140 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4338    2.6773    6.9787 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0311    2.1848    4.6875 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3914    2.5501    4.9126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5729    5.3650   -1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3277    3.4812   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1115    2.2686   -1.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5180    1.8213    2.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3129    0.5323    2.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7287    3.4925    2.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4900    3.9693    3.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2250    4.7952    2.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1465    5.7376   -0.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3170    3.0771   -3.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3295    0.1070   -2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2890   -1.6685   -3.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7663   -2.5171   -6.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3334   -0.9661   -6.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9728    0.7922   -4.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7110    0.9967    1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6060    1.7038    5.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0770    3.4564    5.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3407    4.0727    5.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373    3.1154    7.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9355    1.1205    4.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5006    2.5576    5.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
 36 37  1  0  0  0  0
 13 14  2  0  0  0  0
 34 35  1  0  0  0  0
 14 15  1  0  0  0  0
 15 17  2  0  0  0  0
 32 33  1  0  0  0  0
 30 31  2  0  0  0  0
 31 13  1  0  0  0  0
 30 17  1  0  0  0  0
  8  7  1  0  0  0  0
 32 11  1  0  0  0  0
  7  5  1  0  0  0  0
 32 34  1  0  0  0  0
 30 29  1  0  0  0  0
 17 18  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 29  1  0  0  0  0
  5  6  2  0  0  0  0
 36 34  1  0  0  0  0
 22 23  2  0  0  0  0
  5  4  1  0  0  0  0
 23 24  1  0  0  0  0
 36  9  1  0  0  0  0
 24 25  2  0  0  0  0
  4  2  1  0  0  0  0
 25 27  1  0  0  0  0
  9 10  1  0  0  0  0
 27 28  2  0  0  0  0
 28 22  1  0  0  0  0
 21 22  1  0  0  0  0
  2  3  1  0  0  0  0
 25 26  1  0  0  0  0
 13 12  1  0  0  0  0
 10 11  1  0  0  0  0
 18 19  2  0  0  0  0
  2  1  2  0  0  0  0
 15 16  1  0  0  0  0
  9  8  1  0  0  0  0
 11 12  1  0  0  0  0
 11 44  1  6  0  0  0
 36 58  1  1  0  0  0
 37 59  1  0  0  0  0
 34 56  1  1  0  0  0
 35 57  1  0  0  0  0
 32 54  1  1  0  0  0
 33 55  1  0  0  0  0
  8 41  1  0  0  0  0
  8 42  1  0  0  0  0
  9 43  1  6  0  0  0
  4 39  1  0  0  0  0
  4 40  1  0  0  0  0
  3 38  1  0  0  0  0
 14 45  1  0  0  0  0
 31 53  1  0  0  0  0
 20 47  1  0  0  0  0
 23 48  1  0  0  0  0
 24 49  1  0  0  0  0
 27 51  1  0  0  0  0
 28 52  1  0  0  0  0
 26 50  1  0  0  0  0
 16 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0027701

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])C(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(OC2=C([H])C(O[H])=C3C(=O)C([H])=C(OC3=C2[H])C2=C([H])C([H])=C(O[H])C([H])=C2[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H22O13/c25-11-3-1-10(2-4-11)15-7-14(27)20-13(26)5-12(6-16(20)36-15)35-24-23(33)22(32)21(31)17(37-24)9-34-19(30)8-18(28)29/h1-7,17,21-26,31-33H,8-9H2,(H,28,29)/t17-,21-,22+,23-,24-/m1/s1

> <INCHI_KEY>
JXWAQRJFONLTSI-ASDZUOGYSA-N

> <FORMULA>
C24H22O13

> <MOLECULAR_WEIGHT>
518.427

> <EXACT_MASS>
518.106040768

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
48.44455771099803

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-oxo-3-{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methoxy}propanoic acid

> <ALOGPS_LOGP>
1.33

> <JCHEM_LOGP>
0.7719748966666672

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.29768970640586

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.372998376970573

> <JCHEM_PKA_STRONGEST_BASIC>
-3.649103025442529

> <JCHEM_POLAR_SURFACE_AREA>
209.50999999999996

> <JCHEM_REFRACTIVITY>
120.55390000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.57e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-oxo-3-{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl]methoxy}propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 59 62  0  0  0  0  0  0  0  0999 V2000
    0.1246    4.7497    0.1988 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5591    4.2624   -0.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0634    4.6478   -2.0254 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5955    3.1978   -0.9660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3355    2.9856    0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1377    3.7807    0.7873 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9689    1.8105    0.8955 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4464    1.6009    2.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6154    2.4313    3.2333 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2334    2.0671    3.0713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6382    2.9158    3.8245 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0251    2.5672    3.6148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4009    2.8745    2.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0301    4.0919    2.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3831    4.4132    0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9738    5.6318    0.5712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1202    3.5142   -0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4172    3.8426   -1.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8842    4.9332   -1.9771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    2.8238   -2.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5540    1.6650   -2.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1907    0.6084   -3.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9968   -0.1115   -3.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6386   -1.1192   -3.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4752   -1.4199   -5.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0873   -2.4102   -5.9029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6688   -0.7316   -5.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0257    0.2779   -4.3329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2452    1.3584   -0.9699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5302    2.2823    0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1811    1.9518    1.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3549    2.7262    5.3274 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1499    3.6018    6.1431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1228    3.0022    5.6140 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4338    2.6773    6.9787 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0311    2.1848    4.6875 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3914    2.5501    4.9126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5729    5.3650   -1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3277    3.4812   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1115    2.2686   -1.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5180    1.8213    2.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3129    0.5323    2.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7287    3.4925    2.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4900    3.9693    3.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2250    4.7952    2.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1465    5.7376   -0.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3170    3.0771   -3.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3295    0.1070   -2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2890   -1.6685   -3.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7663   -2.5171   -6.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3334   -0.9661   -6.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9728    0.7922   -4.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7110    0.9967    1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6060    1.7038    5.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0770    3.4564    5.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3407    4.0727    5.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373    3.1154    7.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9355    1.1205    4.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5006    2.5576    5.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
 36 37  1  0
 13 14  2  0
 34 35  1  0
 14 15  1  0
 15 17  2  0
 32 33  1  0
 30 31  2  0
 31 13  1  0
 30 17  1  0
  8  7  1  0
 32 11  1  0
  7  5  1  0
 32 34  1  0
 30 29  1  0
 17 18  1  0
 18 20  1  0
 20 21  2  0
 21 29  1  0
  5  6  2  0
 36 34  1  0
 22 23  2  0
  5  4  1  0
 23 24  1  0
 36  9  1  0
 24 25  2  0
  4  2  1  0
 25 27  1  0
  9 10  1  0
 27 28  2  0
 28 22  1  0
 21 22  1  0
  2  3  1  0
 25 26  1  0
 13 12  1  0
 10 11  1  0
 18 19  2  0
  2  1  2  0
 15 16  1  0
  9  8  1  0
 11 12  1  0
 11 44  1  6
 36 58  1  1
 37 59  1  0
 34 56  1  1
 35 57  1  0
 32 54  1  1
 33 55  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  6
  4 39  1  0
  4 40  1  0
  3 38  1  0
 14 45  1  0
 31 53  1  0
 20 47  1  0
 23 48  1  0
 24 49  1  0
 27 51  1  0
 28 52  1  0
 26 50  1  0
 16 46  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  O   UNK     0       0.125   4.750   0.199  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.559   4.262  -0.831  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.063   4.648  -2.025  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.595   3.198  -0.966  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.336   2.986   0.317  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.138   3.781   0.787  0.00  0.00           O+0
HETATM    7  O   UNK     0       1.969   1.811   0.896  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.446   1.601   2.244  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.615   2.431   3.233  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.233   2.067   3.071  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.638   2.916   3.825  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.025   2.567   3.615  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.401   2.874   2.334  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.030   4.092   2.079  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.383   4.413   0.771  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.974   5.632   0.571  0.00  0.00           O+0
HETATM   17  C   UNK     0      -3.120   3.514  -0.269  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.417   3.843  -1.667  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.884   4.933  -1.977  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.103   2.824  -2.679  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.554   1.665  -2.286  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.191   0.608  -3.252  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.997  -0.112  -3.086  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.639  -1.119  -3.985  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.475  -1.420  -5.051  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.087  -2.410  -5.903  0.00  0.00           O+0
HETATM   27  C   UNK     0      -2.669  -0.732  -5.233  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.026   0.278  -4.333  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.245   1.358  -0.970  0.00  0.00           O+0
HETATM   30  C   UNK     0      -2.530   2.282   0.003  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.181   1.952   1.310  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.355   2.726   5.327  0.00  0.00           C+0
HETATM   33  O   UNK     0      -1.150   3.602   6.143  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.123   3.002   5.614  0.00  0.00           C+0
HETATM   35  O   UNK     0       1.434   2.677   6.979  0.00  0.00           O+0
HETATM   36  C   UNK     0       2.031   2.185   4.688  0.00  0.00           C+0
HETATM   37  O   UNK     0       3.391   2.550   4.913  0.00  0.00           O+0
HETATM   38  H   UNK     0      -0.573   5.365  -1.811  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.328   3.481  -1.729  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.111   2.269  -1.284  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.518   1.821   2.307  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.313   0.532   2.445  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.729   3.493   2.978  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.490   3.969   3.546  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.225   4.795   2.883  0.00  0.00           H+0
HETATM   46  H   UNK     0      -4.146   5.738  -0.391  0.00  0.00           H+0
HETATM   47  H   UNK     0      -3.317   3.077  -3.709  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.330   0.107  -2.255  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.289  -1.669  -3.850  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.766  -2.517  -6.589  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.333  -0.966  -6.059  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.973   0.792  -4.481  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.711   0.997   1.528  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.606   1.704   5.637  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.077   3.456   5.870  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.341   4.073   5.510  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.737   3.115   7.509  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.936   1.121   4.937  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.501   2.558   5.886  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    4    3    1                                                  
CONECT    3    2   38                                                       
CONECT    4    5    2   39   40                                             
CONECT    5    7    6    4                                                  
CONECT    6    5                                                            
CONECT    7    8    5                                                       
CONECT    8    7    9   41   42                                             
CONECT    9   36   10    8   43                                             
CONECT   10    9   11                                                       
CONECT   11   32   10   12   44                                             
CONECT   12   13   11                                                       
CONECT   13   14   31   12                                                  
CONECT   14   13   15   45                                                  
CONECT   15   14   17   16                                                  
CONECT   16   15   46                                                       
CONECT   17   15   30   18                                                  
CONECT   18   17   20   19                                                  
CONECT   19   18                                                            
CONECT   20   18   21   47                                                  
CONECT   21   20   29   22                                                  
CONECT   22   23   28   21                                                  
CONECT   23   22   24   48                                                  
CONECT   24   23   25   49                                                  
CONECT   25   24   27   26                                                  
CONECT   26   25   50                                                       
CONECT   27   25   28   51                                                  
CONECT   28   27   22   52                                                  
CONECT   29   30   21                                                       
CONECT   30   31   17   29                                                  
CONECT   31   30   13   53                                                  
CONECT   32   33   11   34   54                                             
CONECT   33   32   55                                                       
CONECT   34   35   32   36   56                                             
CONECT   35   34   57                                                       
CONECT   36   37   34    9   58                                             
CONECT   37   36   59                                                       
CONECT   38    3                                                            
CONECT   39    4                                                            
CONECT   40    4                                                            
CONECT   41    8                                                            
CONECT   42    8                                                            
CONECT   43    9                                                            
CONECT   44   11                                                            
CONECT   45   14                                                            
CONECT   46   16                                                            
CONECT   47   20                                                            
CONECT   48   23                                                            
CONECT   49   24                                                            
CONECT   50   26                                                            
CONECT   51   27                                                            
CONECT   52   28                                                            
CONECT   53   31                                                            
CONECT   54   32                                                            
CONECT   55   33                                                            
CONECT   56   34                                                            
CONECT   57   35                                                            
CONECT   58   36                                                            
CONECT   59   37                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  124    0
END

RDKit          3D

59 62  0  0  0  0  0  0  0  0999 V2000
    0.1246    4.7497    0.1988 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5591    4.2624   -0.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0634    4.6478   -2.0254 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5955    3.1978   -0.9660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3355    2.9856    0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1377    3.7807    0.7873 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9689    1.8105    0.8955 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4464    1.6009    2.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6154    2.4313    3.2333 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2334    2.0671    3.0713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6382    2.9158    3.8245 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0251    2.5672    3.6148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4009    2.8745    2.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0301    4.0919    2.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3831    4.4132    0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9738    5.6318    0.5712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1202    3.5142   -0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4172    3.8426   -1.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8842    4.9332   -1.9771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    2.8238   -2.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5540    1.6650   -2.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1907    0.6084   -3.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9968   -0.1115   -3.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6386   -1.1192   -3.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4752   -1.4199   -5.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0873   -2.4102   -5.9029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6688   -0.7316   -5.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0257    0.2779   -4.3329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2452    1.3584   -0.9699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5302    2.2823    0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1811    1.9518    1.3101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3549    2.7262    5.3274 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1499    3.6018    6.1431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1228    3.0022    5.6140 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4338    2.6773    6.9787 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0311    2.1848    4.6875 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3914    2.5501    4.9126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5729    5.3650   -1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3277    3.4812   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1115    2.2686   -1.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5180    1.8213    2.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3129    0.5323    2.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7287    3.4925    2.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4900    3.9693    3.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2250    4.7952    2.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1465    5.7376   -0.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3170    3.0771   -3.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3295    0.1070   -2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2890   -1.6685   -3.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7663   -2.5171   -6.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3334   -0.9661   -6.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9728    0.7922   -4.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7110    0.9967    1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6060    1.7038    5.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0770    3.4564    5.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3407    4.0727    5.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373    3.1154    7.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9355    1.1205    4.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5006    2.5576    5.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
 36 37  1  0
 13 14  2  0
 34 35  1  0
 14 15  1  0
 15 17  2  0
 32 33  1  0
 30 31  2  0
 31 13  1  0
 30 17  1  0
  8  7  1  0
 32 11  1  0
  7  5  1  0
 32 34  1  0
 30 29  1  0
 17 18  1  0
 18 20  1  0
 20 21  2  0
 21 29  1  0
  5  6  2  0
 36 34  1  0
 22 23  2  0
  5  4  1  0
 23 24  1  0
 36  9  1  0
 24 25  2  0
  4  2  1  0
 25 27  1  0
  9 10  1  0
 27 28  2  0
 28 22  1  0
 21 22  1  0
  2  3  1  0
 25 26  1  0
 13 12  1  0
 10 11  1  0
 18 19  2  0
  2  1  2  0
 15 16  1  0
  9  8  1  0
 11 12  1  0
 11 44  1  6
 36 58  1  1
 37 59  1  0
 34 56  1  1
 35 57  1  0
 32 54  1  1
 33 55  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  6
  4 39  1  0
  4 40  1  0
  3 38  1  0
 14 45  1  0
 31 53  1  0
 20 47  1  0
 23 48  1  0
 24 49  1  0
 27 51  1  0
 28 52  1  0
 26 50  1  0
 16 46  1  0
M  END

View in JSmol

Synonyms

Value	Source
Apigenin 7-O-(6-malonyl-beta-D-glucoside)	Kegg
Apigenin 7-O-(6-malonyl-b-D-glucoside)	Generator
Apigenin 7-O-(6-malonyl-β-D-glucoside)	Generator
3-oxo-3-{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methoxy}propanoate	Generator
Apigenin 7-O-(6-O-malonylglucoside)	MeSH
Malonyl apigenin 7-O-glucoside	MeSH

Chemical Formula

C₂₄H₂₂O₁₃

Average Mass

518.4270 Da

Monoisotopic Mass

518.10604 Da

IUPAC Name

3-oxo-3-{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methoxy}propanoic acid

Traditional Name

3-oxo-3-{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl]methoxy}propanoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C([H])([H])C(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(OC2=C([H])C(O[H])=C3C(=O)C([H])=C(OC3=C2[H])C2=C([H])C([H])=C(O[H])C([H])=C2[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

InChI Identifier

InChI=1S/C24H22O13/c25-11-3-1-10(2-4-11)15-7-14(27)20-13(26)5-12(6-16(20)36-15)35-24-23(33)22(32)21(31)17(37-24)9-34-19(30)8-18(28)29/h1-7,17,21-26,31-33H,8-9H2,(H,28,29)/t17-,21-,22+,23-,24-/m1/s1

InChI Key

JXWAQRJFONLTSI-ASDZUOGYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Chamomilla recutita [L.] Rauschert	JEOL database	Svehlikova, V., et al, Phytochemistry 65, 2323 (2004)
Cynara cardunculus	LOTUS Database	35616633
Monarda punctata	LOTUS Database	35616633
Pueraria montana	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	1.33	ALOGPS
logP	0.77	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.37	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	209.51 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	120.55 m³·mol⁻¹	ChemAxon
Polarizability	48.44 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4444921

KEGG Compound ID

C10020

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

Good Scents ID

Not Available

References

General References

Svehlikova, V., et al. (2004). Svehlikova, V., et al, Phytochemistry 65, 2323 (2004). Phytochem..

Showing NP-Card for Ap-7-(6''-malonyl-Glc) (NP0027701)

MOL for NP0027701 (Ap-7-(6''-malonyl-Glc))

3D MOL for NP0027701 (Ap-7-(6''-malonyl-Glc))

3D SDF for NP0027701 (Ap-7-(6''-malonyl-Glc))

3D-SDF for NP0027701 (Ap-7-(6''-malonyl-Glc))

PDB for NP0027701 (Ap-7-(6''-malonyl-Glc))

3D PDB for NP0027701 (Ap-7-(6''-malonyl-Glc))

SMILES for NP0027701 (Ap-7-(6''-malonyl-Glc))

INCHI for NP0027701 (Ap-7-(6''-malonyl-Glc))

Structure for NP0027701 (Ap-7-(6''-malonyl-Glc))

3D Structure for NP0027701 (Ap-7-(6''-malonyl-Glc))