NP-MRD: Showing NP-Card for bis({2,4-dihydroxy-3-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl})ethane-1,2-dione (NP0282239)

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Record Information

Version

2.0

Created at

2022-09-09 08:59:43 UTC

Updated at

2022-09-09 08:59:43 UTC

NP-MRD ID

NP0282239

Secondary Accession Numbers

None

Natural Product Identification

Common Name

bis({2,4-dihydroxy-3-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl})ethane-1,2-dione

Description

Vijayosine belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton. bis({2,4-dihydroxy-3-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl})ethane-1,2-dione is found in Pterocarpus marsupium. Based on a literature review very few articles have been published on Vijayosine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092210592D          

 42 45  0  0  1  0            999 V2000
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 11 20  1  0  0  0  0
 20 21  1  1  0  0  0
 10 22  2  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 30 29  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 32 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 30 39  1  0  0  0  0
 39 40  1  1  0  0  0
 29 41  2  0  0  0  0
 24 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END

     RDKit          3D

 72 75  0  0  0  0  0  0  0  0999 V2000
    1.2612    0.1818   -1.2270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7473    0.4313   -0.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6386    0.1534    0.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2399    0.4433    1.1422 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4858   -0.4856   -0.9534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0165   -0.8973   -2.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8426   -1.5161   -3.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1654   -1.7158   -2.7673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9889   -2.3463   -3.7207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6905   -1.3171   -1.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1316   -1.5726   -1.3306 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8708   -0.7583   -2.1888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1759   -1.1073   -2.3388 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.0234    0.0729   -2.8408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9942    1.1474   -1.9820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8245   -1.7689   -1.1843 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.3007   -3.0600   -1.5464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0937   -1.7907    0.0979 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7678   -1.1028    1.1260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6355   -1.3749    0.0500 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9418   -2.1680    0.9852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8454   -0.6982   -0.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3703   -0.3151    0.5060 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6515    1.0022    0.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1496    1.2797    2.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9938    1.7998    3.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3417    2.0362    2.8494 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0794    2.5315    3.8426 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542    1.7746    1.6348 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1965    1.9388    1.1141 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5839    0.6079    0.7594 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8438    0.5351    0.2370 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0020   -0.9043   -0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8525   -1.8383    0.7285 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8300    0.7276    1.3440 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.0223    1.3097    0.9360 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1612    1.5308    2.4754 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4345    0.6079    3.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2934    2.5707    1.7545 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2082    2.9881    0.7059 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9730    1.2375    0.6353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5083    0.9789   -0.5828 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0402   -0.7716   -2.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4471   -1.8423   -4.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9443   -2.4924   -3.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3566   -2.6461   -1.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2129   -1.8333   -3.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0968   -0.2725   -2.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7367    0.3827   -3.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0726    1.9766   -2.5186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7959   -1.2127   -0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8343   -3.7375   -0.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0942   -2.8649    0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.6253   -0.3288    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2455   -1.8306    1.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3276    0.0801    1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1101    1.1069    2.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6048    2.0153    4.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9987    2.7679    3.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0745    2.4008    0.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0189    1.1539   -0.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0402   -0.9671   -0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3274   -1.0574   -1.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9097   -2.0898    0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1006   -0.2685    1.7886 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7002    1.0773    1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5535    0.7134    4.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1953    0.6426   -1.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
 34 33  1  0
 33 32  1  0
 32 31  1  0
 31 30  1  0
 30 39  1  0
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 24  2  1  0
  2  1  2  0
  2  3  1  0
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  3  5  1  0
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 35 32  1  0
 27 29  1  0
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 37 68  1  1
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 42 72  1  0
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  6 43  1  0
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  9 45  1  0
 11 46  1  6
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 15 50  1  0
 16 51  1  1
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 19 54  1  0
 20 55  1  1
 21 56  1  0
 23 57  1  0
M  END


  Mrv1652309092210592D          

 42 45  0  0  1  0            999 V2000
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7145   -6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 11 20  1  0  0  0  0
 20 21  1  1  0  0  0
 10 22  2  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 30 29  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 32 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 30 39  1  0  0  0  0
 39 40  1  1  0  0  0
 29 41  2  0  0  0  0
 24 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0282239

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=C(O)C(=CC=C1O)C(=O)C(=O)C1=CC=C(O)C([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C26H30O16/c27-5-11-19(35)21(37)23(39)25(41-11)13-9(29)3-1-7(15(13)31)17(33)18(34)8-2-4-10(30)14(16(8)32)26-24(40)22(38)20(36)12(6-28)42-26/h1-4,11-12,19-32,35-40H,5-6H2/t11-,12-,19-,20-,21+,22+,23-,24-,25+,26+/m1/s1

> <INCHI_KEY>
ZEESREDFNKTNQI-BRRNDYOSSA-N

> <FORMULA>
C26H30O16

> <MOLECULAR_WEIGHT>
598.51

> <EXACT_MASS>
598.153384886

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
56.758836011953896

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
bis({2,4-dihydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl})ethane-1,2-dione

> <JCHEM_LOGP>
-2.184176568

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.5994337361474855

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.009996015318093

> <JCHEM_PKA_STRONGEST_BASIC>
-3.649126361679637

> <JCHEM_POLAR_SURFACE_AREA>
295.35999999999996

> <JCHEM_REFRACTIVITY>
136.233

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
bis({2,4-dihydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl})ethane-1,2-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.668 -11.550   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.001 -11.550   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.334 -14.630   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.000 -12.320   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      10.669   4.620   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      14.670   2.310   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      14.670  -0.770   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   24                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   22                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   22                                                  
CONECT   11   10   12   20                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   11   21                                                  
CONECT   21   20                                                            
CONECT   22   10    5   23                                                  
CONECT   23   22                                                            
CONECT   24    2   25   41                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   41                                                  
CONECT   30   29   31   39                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   35                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
CONECT   35   32   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   30   40                                                  
CONECT   40   39                                                            
CONECT   41   29   24   42                                                  
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   90    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₀O₁₆

Average Mass

598.5100 Da

Monoisotopic Mass

598.15338 Da

IUPAC Name

bis({2,4-dihydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl})ethane-1,2-dione

Traditional Name

bis({2,4-dihydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl})ethane-1,2-dione

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=C(O)C(=CC=C1O)C(=O)C(=O)C1=CC=C(O)C([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C1O

InChI Identifier

InChI=1S/C26H30O16/c27-5-11-19(35)21(37)23(39)25(41-11)13-9(29)3-1-7(15(13)31)17(33)18(34)8-2-4-10(30)14(16(8)32)26-24(40)22(38)20(36)12(6-28)42-26/h1-4,11-12,19-32,35-40H,5-6H2/t11-,12-,19-,20-,21+,22+,23-,24-,25+,26+/m1/s1

InChI Key

ZEESREDFNKTNQI-BRRNDYOSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Pterocarpus marsupium	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Stilbene glycosides

Direct Parent

Stilbene glycosides

Alternative Parents

Substituents

Stilbene glycoside
Phenolic glycoside
Hexose monosaccharide
Glycosyl compound
C-glycosyl compound
Resorcinol
Aryl ketone
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Oxane
Benzenoid
Monosaccharide
Alpha-diketone
Monocyclic benzene moiety
Vinylogous acid
Secondary alcohol
Ketone
Oxacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Polyol
Organic oxygen compound
Alcohol
Organic oxide
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
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	-2.2	ChemAxon
pKa (Strongest Acidic)	6.01	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	295.36 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	136.23 m³·mol⁻¹	ChemAxon
Polarizability	56.76 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

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

101731475

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for bis({2,4-dihydroxy-3-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl})ethane-1,2-dione (NP0282239)

MOL for NP0282239 (bis({2,4-dihydroxy-3-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl})ethane-1,2-dione)

3D MOL for NP0282239 (bis({2,4-dihydroxy-3-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl})ethane-1,2-dione)

3D SDF for NP0282239 (bis({2,4-dihydroxy-3-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl})ethane-1,2-dione)

3D-SDF for NP0282239 (bis({2,4-dihydroxy-3-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl})ethane-1,2-dione)

PDB for NP0282239 (bis({2,4-dihydroxy-3-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl})ethane-1,2-dione)

3D PDB for NP0282239 (bis({2,4-dihydroxy-3-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl})ethane-1,2-dione)

SMILES for NP0282239 (bis({2,4-dihydroxy-3-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl})ethane-1,2-dione)

INCHI for NP0282239 (bis({2,4-dihydroxy-3-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl})ethane-1,2-dione)

Structure for NP0282239 (bis({2,4-dihydroxy-3-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl})ethane-1,2-dione)

3D Structure for NP0282239 (bis({2,4-dihydroxy-3-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl})ethane-1,2-dione)