NP-MRD: Showing NP-Card for vandateroside II (NP0035833)

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Record Information

Version

2.0

Created at

2021-06-20 19:10:11 UTC

Updated at

2021-06-30 00:07:05 UTC

NP-MRD ID

NP0035833

Secondary Accession Numbers

None

Natural Product Identification

Common Name

vandateroside II

Provided By

JEOL Database JEOL Logo

Description

1,4-Bis[(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl] (2S)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]butanedioate belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. vandateroside II is found in Vanda teres. vandateroside II was first documented in 2011 (Simmler, C., et al.). Based on a literature review very few articles have been published on 1,4-bis[(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl] (2S)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]butanedioate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121103D          

 99103  0  0  0  0            999 V2000
    1.8262    2.1395   -3.3885 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8705    0.9171   -3.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6843    0.0473   -4.5738 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2326   -0.3588   -4.8388 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1866   -0.8977   -6.1871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3507   -1.4176   -3.8711 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4251   -2.7117   -3.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0176   -3.0431   -2.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7185   -4.2392   -2.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8185   -5.1188   -3.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5048   -6.2807   -3.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2298   -4.8198   -4.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5323   -3.6184   -4.7896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6732    0.8894   -4.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9870    1.4647   -5.8932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0394    1.2735   -3.6106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8123    2.4749   -3.5536 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8573    2.8750   -2.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8163    3.6339   -1.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7869    3.9209   -0.1867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7910    3.4399    0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8439    3.5915    2.0094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    4.0489    2.6758 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4672    3.2020    2.4205 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6635    3.6374    3.0848 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8242    2.7322    2.6437 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1598    2.9695    1.2715 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4627    3.5874    4.6035 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6118    4.0907    5.2890 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2478    4.4360    4.9858 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0012    4.2888    6.3931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9841    4.0289    4.1816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0567    4.9279    4.5101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486    2.7109    0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8798    2.4204   -1.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0826    0.1598   -2.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2200    0.8603   -1.0114 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6764   -0.0788    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3344    0.0159    0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2260   -0.9514    1.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5482   -2.0334    1.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0399   -3.0551    2.3660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5511   -4.0358    1.4342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6906   -3.5371    0.7226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1827   -4.4842   -0.2443 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3071   -3.7909   -1.0208 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8204   -2.5688   -1.5873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6743   -5.7508    0.4649 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1098   -6.7358   -0.4717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5449   -6.3305    1.3230 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0570   -7.4362    2.0845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9608   -5.2700    2.2577 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1534   -5.8434    2.9606 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9032   -2.1039    1.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4655   -1.1284    0.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0748    0.6168   -5.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3485   -0.8228   -4.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0404   -0.1395   -6.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3629   -1.6886   -4.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4813   -0.9824   -2.8722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9308   -2.3705   -1.6523 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1821   -4.4818   -1.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4884   -6.7861   -4.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2960   -5.5020   -5.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0651   -3.3965   -5.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8222    2.2848   -3.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3513    3.2724   -4.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0042    3.9743   -2.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0564    4.4890    0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4505    5.0796    2.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8894    4.6614    2.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7272    2.9059    3.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5457    1.6771    2.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5112    3.8744    1.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3074    2.5538    4.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3340    4.1744    6.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4675    5.5010    4.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8718    4.7110    6.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3140    3.0284    4.4887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7928    4.6953    3.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6380    2.3329    0.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6903    1.8128   -1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2815    1.0634   -0.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6709    1.8078   -1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2887    0.8266    0.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2739   -0.8879    1.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2471   -4.3145    0.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3746   -4.7133   -0.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6874   -4.4185   -1.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1369   -3.5266   -0.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2743   -2.1585   -0.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5304   -5.5172    1.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2231   -7.5567    0.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7604   -6.7527    0.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3407   -7.6671    2.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7013   -4.9960    3.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5459   -5.1139    3.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5093   -2.9338    1.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5086   -1.2141    0.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 14  1  0  0  0  0
 10 12  1  0  0  0  0
 25 24  1  0  0  0  0
 12 13  2  0  0  0  0
 13  7  1  0  0  0  0
 14  4  1  0  0  0  0
 10 11  1  0  0  0  0
 24 23  1  0  0  0  0
  2  1  2  0  0  0  0
  4  3  1  0  0  0  0
 38 39  2  0  0  0  0
 28 29  1  0  0  0  0
 39 40  1  0  0  0  0
  3  2  1  0  0  0  0
 40 41  2  0  0  0  0
 30 31  1  0  0  0  0
 41 54  1  0  0  0  0
  2 36  1  0  0  0  0
 54 55  2  0  0  0  0
 55 38  1  0  0  0  0
 41 42  1  0  0  0  0
 32 33  1  0  0  0  0
 16 17  1  0  0  0  0
 36 37  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 37 38  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 14 15  2  0  0  0  0
 21 34  1  0  0  0  0
 23 22  1  0  0  0  0
 34 35  2  0  0  0  0
 35 18  1  0  0  0  0
 21 22  1  0  0  0  0
  4  5  1  6  0  0  0
 23 32  1  0  0  0  0
  4  6  1  0  0  0  0
 26 27  1  0  0  0  0
  6  7  1  0  0  0  0
 32 30  1  0  0  0  0
  7  8  2  0  0  0  0
 30 28  1  0  0  0  0
  8  9  1  0  0  0  0
 28 25  1  0  0  0  0
 43 52  1  0  0  0  0
 52 50  1  0  0  0  0
 50 48  1  0  0  0  0
 48 45  1  0  0  0  0
 45 44  1  0  0  0  0
 44 43  1  0  0  0  0
 48 49  1  0  0  0  0
 50 51  1  0  0  0  0
 52 53  1  0  0  0  0
 43 42  1  0  0  0  0
  9 10  2  0  0  0  0
 46 47  1  0  0  0  0
 25 26  1  0  0  0  0
 45 46  1  0  0  0  0
 23 70  1  6  0  0  0
 28 75  1  1  0  0  0
 29 76  1  0  0  0  0
 30 77  1  1  0  0  0
 31 78  1  0  0  0  0
 32 79  1  1  0  0  0
 33 80  1  0  0  0  0
 26 72  1  0  0  0  0
 26 73  1  0  0  0  0
 25 71  1  6  0  0  0
 27 74  1  0  0  0  0
  3 56  1  0  0  0  0
  3 57  1  0  0  0  0
 37 83  1  0  0  0  0
 37 84  1  0  0  0  0
  5 58  1  0  0  0  0
  6 59  1  0  0  0  0
  6 60  1  0  0  0  0
  8 61  1  0  0  0  0
  9 62  1  0  0  0  0
 12 64  1  0  0  0  0
 13 65  1  0  0  0  0
 11 63  1  0  0  0  0
 39 85  1  0  0  0  0
 40 86  1  0  0  0  0
 54 98  1  0  0  0  0
 55 99  1  0  0  0  0
 17 66  1  0  0  0  0
 17 67  1  0  0  0  0
 19 68  1  0  0  0  0
 20 69  1  0  0  0  0
 34 81  1  0  0  0  0
 35 82  1  0  0  0  0
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 49 93  1  0  0  0  0
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 53 97  1  0  0  0  0
 46 89  1  0  0  0  0
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 45 88  1  6  0  0  0
 47 91  1  0  0  0  0
M  END

     RDKit          3D

 99103  0  0  0  0  0  0  0  0999 V2000
    1.8262    2.1395   -3.3885 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8705    0.9171   -3.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6843    0.0473   -4.5738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2326   -0.3588   -4.8388 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1866   -0.8977   -6.1871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3507   -1.4176   -3.8711 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4251   -2.7117   -3.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0176   -3.0431   -2.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7185   -4.2392   -2.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8185   -5.1188   -3.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5048   -6.2807   -3.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2298   -4.8198   -4.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5323   -3.6184   -4.7896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6732    0.8894   -4.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9870    1.4647   -5.8932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0394    1.2735   -3.6106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8123    2.4749   -3.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8573    2.8750   -2.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8163    3.6339   -1.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7869    3.9209   -0.1867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7910    3.4399    0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8439    3.5915    2.0094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    4.0489    2.6758 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4672    3.2020    2.4205 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6635    3.6374    3.0848 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8242    2.7322    2.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1598    2.9695    1.2715 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4627    3.5874    4.6035 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6118    4.0907    5.2890 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2478    4.4360    4.9858 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0012    4.2888    6.3931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9841    4.0289    4.1816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0567    4.9279    4.5101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486    2.7109    0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8798    2.4204   -1.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0826    0.1598   -2.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2200    0.8603   -1.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6764   -0.0788    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3344    0.0159    0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2260   -0.9514    1.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5482   -2.0334    1.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0399   -3.0551    2.3660 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306202121103D          

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 23 32  1  0  0  0  0
  4  6  1  0  0  0  0
 26 27  1  0  0  0  0
  6  7  1  0  0  0  0
 32 30  1  0  0  0  0
  7  8  2  0  0  0  0
 30 28  1  0  0  0  0
  8  9  1  0  0  0  0
 28 25  1  0  0  0  0
 43 52  1  0  0  0  0
 52 50  1  0  0  0  0
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 45 44  1  0  0  0  0
 44 43  1  0  0  0  0
 48 49  1  0  0  0  0
 50 51  1  0  0  0  0
 52 53  1  0  0  0  0
 43 42  1  0  0  0  0
  9 10  2  0  0  0  0
 46 47  1  0  0  0  0
 25 26  1  0  0  0  0
 45 46  1  0  0  0  0
 23 70  1  6  0  0  0
 28 75  1  1  0  0  0
 29 76  1  0  0  0  0
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 31 78  1  0  0  0  0
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  3 56  1  0  0  0  0
  3 57  1  0  0  0  0
 37 83  1  0  0  0  0
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 51 95  1  0  0  0  0
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 46 89  1  0  0  0  0
 46 90  1  0  0  0  0
 45 88  1  6  0  0  0
 47 91  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035833

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])[C@@](O[H])(C(=O)OC([H])([H])C1=C([H])C([H])=C(O[C@]2([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]2([H])O[H])C([H])=C1[H])C([H])([H])C(=O)OC([H])([H])C1=C([H])C([H])=C(O[C@]2([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]2([H])O[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C37H44O18/c38-15-25-28(42)30(44)32(46)34(54-25)52-23-9-3-20(4-10-23)17-50-27(41)14-37(49,13-19-1-7-22(40)8-2-19)36(48)51-18-21-5-11-24(12-6-21)53-35-33(47)31(45)29(43)26(16-39)55-35/h1-12,25-26,28-35,38-40,42-47,49H,13-18H2/t25-,26-,28-,29-,30+,31+,32-,33-,34-,35-,37+/m1/s1

> <INCHI_KEY>
DGKISHSPYWCSLM-FABFETBTSA-N

> <FORMULA>
C37H44O18

> <MOLECULAR_WEIGHT>
776.741

> <EXACT_MASS>
776.252764577

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
74.72004778056107

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,4-bis[(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl] (2S)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]butanedioate

> <ALOGPS_LOGP>
0.32

> <JCHEM_LOGP>
-0.7306469793333336

> <ALOGPS_LOGS>
-3.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.665014463178212

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.499746796290456

> <JCHEM_PKA_STRONGEST_BASIC>
-3.648395345629174

> <JCHEM_POLAR_SURFACE_AREA>
291.81999999999994

> <JCHEM_REFRACTIVITY>
183.2024

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,4-bis[(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl] (2S)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]butanedioate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 99103  0  0  0  0  0  0  0  0999 V2000
    1.8262    2.1395   -3.3885 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8705    0.9171   -3.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6843    0.0473   -4.5738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2326   -0.3588   -4.8388 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1866   -0.8977   -6.1871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3507   -1.4176   -3.8711 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4251   -2.7117   -3.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0176   -3.0431   -2.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7185   -4.2392   -2.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8185   -5.1188   -3.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5048   -6.2807   -3.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2298   -4.8198   -4.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7910    3.4399    0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6635    3.6374    3.0848 C   0  0  2  0  0  0  0  0  0  0  0  0
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  9 10  2  0
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 28 75  1  1
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 25 71  1  6
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 37 83  1  0
 37 84  1  0
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  6 60  1  0
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 12 64  1  0
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 39 85  1  0
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 54 98  1  0
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 20 69  1  0
 34 81  1  0
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 43 87  1  6
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 50 94  1  6
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 53 97  1  0
 46 89  1  0
 46 90  1  0
 45 88  1  6
 47 91  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  O   UNK     0       1.826   2.139  -3.389  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.871   0.917  -3.358  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.684   0.047  -4.574  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.233  -0.359  -4.839  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.187  -0.898  -6.187  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.351  -1.418  -3.871  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.425  -2.712  -3.726  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.018  -3.043  -2.500  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.718  -4.239  -2.344  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.819  -5.119  -3.413  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.505  -6.281  -3.218  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.230  -4.820  -4.636  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.532  -3.618  -4.790  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.673   0.889  -4.855  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.987   1.465  -5.893  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.039   1.274  -3.611  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.812   2.475  -3.554  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.857   2.875  -2.103  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.816   3.634  -1.554  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.787   3.921  -0.187  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.791   3.440   0.652  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.844   3.591   2.009  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.655   4.049   2.676  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.467   3.202   2.421  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.664   3.637   3.085  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.824   2.732   2.644  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.160   2.970   1.272  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.463   3.587   4.604  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.612   4.091   5.289  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.248   4.436   4.986  0.00  0.00           C+0
HETATM   31  O   UNK     0      -0.001   4.289   6.393  0.00  0.00           O+0
HETATM   32  C   UNK     0      -0.984   4.029   4.182  0.00  0.00           C+0
HETATM   33  O   UNK     0      -2.057   4.928   4.510  0.00  0.00           O+0
HETATM   34  C   UNK     0      -2.849   2.711   0.103  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.880   2.420  -1.264  0.00  0.00           C+0
HETATM   36  O   UNK     0       2.083   0.160  -2.259  0.00  0.00           O+0
HETATM   37  C   UNK     0       2.220   0.860  -1.011  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.676  -0.079   0.034  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.334   0.016   0.428  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.226  -0.951   1.258  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.548  -2.033   1.667  0.00  0.00           C+0
HETATM   42  O   UNK     0      -0.040  -3.055   2.366  0.00  0.00           O+0
HETATM   43  C   UNK     0      -0.551  -4.036   1.434  0.00  0.00           C+0
HETATM   44  O   UNK     0      -1.691  -3.537   0.723  0.00  0.00           O+0
HETATM   45  C   UNK     0      -2.183  -4.484  -0.244  0.00  0.00           C+0
HETATM   46  C   UNK     0      -3.307  -3.791  -1.021  0.00  0.00           C+0
HETATM   47  O   UNK     0      -2.820  -2.569  -1.587  0.00  0.00           O+0
HETATM   48  C   UNK     0      -2.674  -5.751   0.465  0.00  0.00           C+0
HETATM   49  O   UNK     0      -3.110  -6.736  -0.472  0.00  0.00           O+0
HETATM   50  C   UNK     0      -1.545  -6.330   1.323  0.00  0.00           C+0
HETATM   51  O   UNK     0      -2.057  -7.436   2.084  0.00  0.00           O+0
HETATM   52  C   UNK     0      -0.961  -5.270   2.258  0.00  0.00           C+0
HETATM   53  O   UNK     0       0.153  -5.843   2.961  0.00  0.00           O+0
HETATM   54  C   UNK     0       1.903  -2.104   1.354  0.00  0.00           C+0
HETATM   55  C   UNK     0       2.466  -1.128   0.530  0.00  0.00           C+0
HETATM   56  H   UNK     0       2.075   0.617  -5.429  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.349  -0.823  -4.511  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.040  -0.140  -6.790  0.00  0.00           H+0
HETATM   59  H   UNK     0      -1.363  -1.689  -4.204  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.481  -0.982  -2.872  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.931  -2.370  -1.652  0.00  0.00           H+0
HETATM   62  H   UNK     0       2.182  -4.482  -1.393  0.00  0.00           H+0
HETATM   63  H   UNK     0       2.488  -6.786  -4.048  0.00  0.00           H+0
HETATM   64  H   UNK     0       1.296  -5.502  -5.478  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.065  -3.397  -5.747  0.00  0.00           H+0
HETATM   66  H   UNK     0      -2.822   2.285  -3.935  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.351   3.272  -4.149  0.00  0.00           H+0
HETATM   68  H   UNK     0       0.004   3.974  -2.185  0.00  0.00           H+0
HETATM   69  H   UNK     0       0.056   4.489   0.191  0.00  0.00           H+0
HETATM   70  H   UNK     0      -0.451   5.080   2.355  0.00  0.00           H+0
HETATM   71  H   UNK     0       1.889   4.661   2.758  0.00  0.00           H+0
HETATM   72  H   UNK     0       3.727   2.906   3.237  0.00  0.00           H+0
HETATM   73  H   UNK     0       2.546   1.677   2.729  0.00  0.00           H+0
HETATM   74  H   UNK     0       3.511   3.874   1.214  0.00  0.00           H+0
HETATM   75  H   UNK     0       1.307   2.554   4.938  0.00  0.00           H+0
HETATM   76  H   UNK     0       2.334   4.174   6.225  0.00  0.00           H+0
HETATM   77  H   UNK     0       0.468   5.501   4.838  0.00  0.00           H+0
HETATM   78  H   UNK     0      -0.872   4.711   6.544  0.00  0.00           H+0
HETATM   79  H   UNK     0      -1.314   3.028   4.489  0.00  0.00           H+0
HETATM   80  H   UNK     0      -2.793   4.695   3.910  0.00  0.00           H+0
HETATM   81  H   UNK     0      -3.638   2.333   0.747  0.00  0.00           H+0
HETATM   82  H   UNK     0      -3.690   1.813  -1.660  0.00  0.00           H+0
HETATM   83  H   UNK     0       3.281   1.063  -0.835  0.00  0.00           H+0
HETATM   84  H   UNK     0       1.671   1.808  -1.000  0.00  0.00           H+0
HETATM   85  H   UNK     0      -0.289   0.827   0.059  0.00  0.00           H+0
HETATM   86  H   UNK     0      -1.274  -0.888   1.536  0.00  0.00           H+0
HETATM   87  H   UNK     0       0.247  -4.314   0.731  0.00  0.00           H+0
HETATM   88  H   UNK     0      -1.375  -4.713  -0.951  0.00  0.00           H+0
HETATM   89  H   UNK     0      -3.687  -4.418  -1.832  0.00  0.00           H+0
HETATM   90  H   UNK     0      -4.137  -3.527  -0.357  0.00  0.00           H+0
HETATM   91  H   UNK     0      -2.274  -2.159  -0.888  0.00  0.00           H+0
HETATM   92  H   UNK     0      -3.530  -5.517   1.111  0.00  0.00           H+0
HETATM   93  H   UNK     0      -3.223  -7.557   0.050  0.00  0.00           H+0
HETATM   94  H   UNK     0      -0.760  -6.753   0.682  0.00  0.00           H+0
HETATM   95  H   UNK     0      -1.341  -7.667   2.711  0.00  0.00           H+0
HETATM   96  H   UNK     0      -1.701  -4.996   3.019  0.00  0.00           H+0
HETATM   97  H   UNK     0       0.546  -5.114   3.480  0.00  0.00           H+0
HETATM   98  H   UNK     0       2.509  -2.934   1.704  0.00  0.00           H+0
HETATM   99  H   UNK     0       3.509  -1.214   0.233  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   36                                                  
CONECT    3    4    2   56   57                                             
CONECT    4   14    3    5    6                                             
CONECT    5    4   58                                                       
CONECT    6    4    7   59   60                                             
CONECT    7   13    6    8                                                  
CONECT    8    7    9   61                                                  
CONECT    9    8   10   62                                                  
CONECT   10   12   11    9                                                  
CONECT   11   10   63                                                       
CONECT   12   10   13   64                                                  
CONECT   13   12    7   65                                                  
CONECT   14   16    4   15                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   66   67                                             
CONECT   18   17   19   35                                                  
CONECT   19   18   20   68                                                  
CONECT   20   19   21   69                                                  
CONECT   21   20   34   22                                                  
CONECT   22   23   21                                                       
CONECT   23   24   22   32   70                                             
CONECT   24   25   23                                                       
CONECT   25   24   28   26   71                                             
CONECT   26   27   25   72   73                                             
CONECT   27   26   74                                                       
CONECT   28   29   30   25   75                                             
CONECT   29   28   76                                                       
CONECT   30   31   32   28   77                                             
CONECT   31   30   78                                                       
CONECT   32   33   23   30   79                                             
CONECT   33   32   80                                                       
CONECT   34   21   35   81                                                  
CONECT   35   34   18   82                                                  
CONECT   36    2   37                                                       
CONECT   37   36   38   83   84                                             
CONECT   38   39   55   37                                                  
CONECT   39   38   40   85                                                  
CONECT   40   39   41   86                                                  
CONECT   41   40   54   42                                                  
CONECT   42   41   43                                                       
CONECT   43   52   44   42   87                                             
CONECT   44   45   43                                                       
CONECT   45   48   44   46   88                                             
CONECT   46   47   45   89   90                                             
CONECT   47   46   91                                                       
CONECT   48   50   45   49   92                                             
CONECT   49   48   93                                                       
CONECT   50   52   48   51   94                                             
CONECT   51   50   95                                                       
CONECT   52   43   50   53   96                                             
CONECT   53   52   97                                                       
CONECT   54   41   55   98                                                  
CONECT   55   54   38   99                                                  
CONECT   56    3                                                            
CONECT   57    3                                                            
CONECT   58    5                                                            
CONECT   59    6                                                            
CONECT   60    6                                                            
CONECT   61    8                                                            
CONECT   62    9                                                            
CONECT   63   11                                                            
CONECT   64   12                                                            
CONECT   65   13                                                            
CONECT   66   17                                                            
CONECT   67   17                                                            
CONECT   68   19                                                            
CONECT   69   20                                                            
CONECT   70   23                                                            
CONECT   71   25                                                            
CONECT   72   26                                                            
CONECT   73   26                                                            
CONECT   74   27                                                            
CONECT   75   28                                                            
CONECT   76   29                                                            
CONECT   77   30                                                            
CONECT   78   31                                                            
CONECT   79   32                                                            
CONECT   80   33                                                            
CONECT   81   34                                                            
CONECT   82   35                                                            
CONECT   83   37                                                            
CONECT   84   37                                                            
CONECT   85   39                                                            
CONECT   86   40                                                            
CONECT   87   43                                                            
CONECT   88   45                                                            
CONECT   89   46                                                            
CONECT   90   46                                                            
CONECT   91   47                                                            
CONECT   92   48                                                            
CONECT   93   49                                                            
CONECT   94   50                                                            
CONECT   95   51                                                            
CONECT   96   52                                                            
CONECT   97   53                                                            
CONECT   98   54                                                            
CONECT   99   55                                                            
MASTER        0    0    0    0    0    0    0    0   99    0  206    0
END

RDKit          3D

99103  0  0  0  0  0  0  0  0999 V2000
    1.8262    2.1395   -3.3885 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8705    0.9171   -3.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6843    0.0473   -4.5738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2326   -0.3588   -4.8388 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1866   -0.8977   -6.1871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3507   -1.4176   -3.8711 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4251   -2.7117   -3.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0176   -3.0431   -2.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7185   -4.2392   -2.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8185   -5.1188   -3.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5048   -6.2807   -3.2181 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2298   -4.8198   -4.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5323   -3.6184   -4.7896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6732    0.8894   -4.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9870    1.4647   -5.8932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0394    1.2735   -3.6106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8123    2.4749   -3.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8573    2.8750   -2.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8163    3.6339   -1.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7869    3.9209   -0.1867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7910    3.4399    0.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8439    3.5915    2.0094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    4.0489    2.6758 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4672    3.2020    2.4205 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6635    3.6374    3.0848 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8242    2.7322    2.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1598    2.9695    1.2715 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4627    3.5874    4.6035 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6118    4.0907    5.2890 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2478    4.4360    4.9858 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0012    4.2888    6.3931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9841    4.0289    4.1816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0567    4.9279    4.5101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486    2.7109    0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8798    2.4204   -1.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0826    0.1598   -2.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2200    0.8603   -1.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6764   -0.0788    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3344    0.0159    0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2260   -0.9514    1.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5482   -2.0334    1.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0399   -3.0551    2.3660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5511   -4.0358    1.4342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6906   -3.5371    0.7226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1827   -4.4842   -0.2443 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3071   -3.7909   -1.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8204   -2.5688   -1.5873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6743   -5.7508    0.4649 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1098   -6.7358   -0.4717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5449   -6.3305    1.3230 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0570   -7.4362    2.0845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9608   -5.2700    2.2577 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1534   -5.8434    2.9606 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9032   -2.1039    1.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4655   -1.1284    0.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0748    0.6168   -5.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3485   -0.8228   -4.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0404   -0.1395   -6.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3629   -1.6886   -4.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4813   -0.9824   -2.8722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9308   -2.3705   -1.6523 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1821   -4.4818   -1.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4884   -6.7861   -4.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2960   -5.5020   -5.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0651   -3.3965   -5.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8222    2.2848   -3.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3513    3.2724   -4.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0042    3.9743   -2.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0564    4.4890    0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4505    5.0796    2.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8894    4.6614    2.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7272    2.9059    3.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5457    1.6771    2.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5112    3.8744    1.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3074    2.5538    4.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3340    4.1744    6.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4675    5.5010    4.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8718    4.7110    6.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3140    3.0284    4.4887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7928    4.6953    3.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6380    2.3329    0.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6903    1.8128   -1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2815    1.0634   -0.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6709    1.8078   -1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2887    0.8266    0.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2739   -0.8879    1.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2471   -4.3145    0.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3746   -4.7133   -0.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6874   -4.4185   -1.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1369   -3.5266   -0.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2743   -2.1585   -0.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5304   -5.5172    1.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2231   -7.5567    0.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7604   -6.7527    0.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3407   -7.6671    2.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7013   -4.9960    3.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5459   -5.1139    3.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5093   -2.9338    1.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5086   -1.2141    0.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol

Synonyms

Value	Source
1,4-Bis[(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl] (2S)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]butanedioic acid	Generator

Chemical Formula

C₃₇H₄₄O₁₈

Average Mass

776.7410 Da

Monoisotopic Mass

776.25276 Da

IUPAC Name

1,4-bis[(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl] (2S)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]butanedioate

Traditional Name

1,4-bis[(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methyl] (2S)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]butanedioate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])[C@@](O[H])(C(=O)OC([H])([H])C1=C([H])C([H])=C(O[C@]2([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]2([H])O[H])C([H])=C1[H])C([H])([H])C(=O)OC([H])([H])C1=C([H])C([H])=C(O[C@]2([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]2([H])O[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C37H44O18/c38-15-25-28(42)30(44)32(46)34(54-25)52-23-9-3-20(4-10-23)17-50-27(41)14-37(49,13-19-1-7-22(40)8-2-19)36(48)51-18-21-5-11-24(12-6-21)53-35-33(47)31(45)29(43)26(16-39)55-35/h1-12,25-26,28-35,38-40,42-47,49H,13-18H2/t25-,26-,28-,29-,30+,31+,32-,33-,34-,35-,37+/m1/s1

InChI Key

DGKISHSPYWCSLM-FABFETBTSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, 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
Papilionanthe teres	JEOL database	Simmler, C., et al, J. Nat. Prod. 74, 949 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Benzyloxycarbonyl
Phenoxy compound
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty acyl
Benzenoid
Monosaccharide
Oxane
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Polyol
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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	0.32	ALOGPS
logP	-0.73	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	291.82 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	183.2 m³·mol⁻¹	ChemAxon
Polarizability	74.72 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53262796

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Simmler, C., et al. (2011). Simmler, C., et al, J. Nat. Prod. 74, 949 (2011). J. Nat. Prod..

Showing NP-Card for vandateroside II (NP0035833)

MOL for NP0035833 (vandateroside II)

3D MOL for NP0035833 (vandateroside II)

3D SDF for NP0035833 (vandateroside II)

3D-SDF for NP0035833 (vandateroside II)

PDB for NP0035833 (vandateroside II)

3D PDB for NP0035833 (vandateroside II)

SMILES for NP0035833 (vandateroside II)

INCHI for NP0035833 (vandateroside II)

Structure for NP0035833 (vandateroside II)

3D Structure for NP0035833 (vandateroside II)