NP-MRD: Showing NP-Card for Bireticulol (NP0009705)

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Record Information

Version

2.0

Created at

2021-01-05 19:17:25 UTC

Updated at

2021-07-15 17:04:01 UTC

NP-MRD ID

NP0009705

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Bireticulol

Provided By

NPAtlas

Description

6,6',8,8'-Tetrahydroxy-7,7'-dimethoxy-3,3'-dimethyl-1H,1'H-[5,5'-biisochromene]-1,1'-dione belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. Bireticulol is found in Streptomyces. Bireticulol was first documented in 2011 (PMID: 21224860). Based on a literature review very few articles have been published on 6,6',8,8'-tetrahydroxy-7,7'-dimethoxy-3,3'-dimethyl-1H,1'H-[5,5'-biisochromene]-1,1'-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106523D          

 50 53  0  0  0  0            999 V2000
    3.2498    0.0267    4.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7745   -1.0789    3.4285 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3746   -0.7461    2.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0737   -0.3906    1.9115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397   -0.3528    2.9723 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6490   -0.0592    0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7166    0.3224    0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    1.6380    0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1671    2.6227    0.7895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4085    2.0308    0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7476    3.3590    0.2881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6957    4.2808   -0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3462    1.0530   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6012    1.4879   -0.3688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9994   -0.2764   -0.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8815   -1.2765   -0.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1061   -1.0113   -0.7938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4521   -2.5106   -0.5995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2318   -2.8906   -0.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8656   -4.3117   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3066   -1.9343   -0.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847   -0.6242    0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5277   -0.0831   -0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1265    0.2445   -1.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0228    0.2126   -2.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6020    0.5674   -4.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2497   -0.1353   -2.4701 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7051   -0.4616   -1.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9074   -0.7845   -1.1119 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8587   -0.4495   -0.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3066   -0.7854    1.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5714   -1.1559    1.4123 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6159   -0.3115    5.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1283    0.4558    3.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4445    0.8106    4.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4930   -0.6030    3.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4569    3.5686    0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8103    4.9301   -0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5577    3.7759   -1.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5734    4.9672   -0.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4052    1.0317   -0.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8213   -4.5008   -0.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4975   -4.9504    0.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288   -4.7360   -1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2659   -2.1716    0.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960    0.5240   -1.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5691    0.1973   -4.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6318    1.6488   -4.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2733    0.0855   -4.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3561   -1.2495    0.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  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
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  6 23  2  0  0  0  0
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 31 32  1  0  0  0  0
 31  3  1  0  0  0  0
 22  7  1  0  0  0  0
 30 23  1  0  0  0  0
 22 15  2  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  5 36  1  0  0  0  0
  9 37  1  0  0  0  0
 12 38  1  0  0  0  0
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 14 41  1  0  0  0  0
 20 42  1  0  0  0  0
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 20 44  1  0  0  0  0
 21 45  1  0  0  0  0
 24 46  1  0  0  0  0
 26 47  1  0  0  0  0
 26 48  1  0  0  0  0
 26 49  1  0  0  0  0
 32 50  1  0  0  0  0
M  END

     RDKit          3D

 50 53  0  0  0  0  0  0  0  0999 V2000
    3.2498    0.0267    4.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7745   -1.0789    3.4285 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3746   -0.7461    2.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0737   -0.3906    1.9115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397   -0.3528    2.9723 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6490   -0.0592    0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7166    0.3224    0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    1.6380    0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1671    2.6227    0.7895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4085    2.0308    0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7476    3.3590    0.2881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6957    4.2808   -0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3462    1.0530   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6012    1.4879   -0.3688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9994   -0.2764   -0.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8815   -1.2765   -0.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1061   -1.0113   -0.7938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4521   -2.5106   -0.5995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2318   -2.8906   -0.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8656   -4.3117   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3066   -1.9343   -0.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847   -0.6242    0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5277   -0.0831   -0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1265    0.2445   -1.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0228    0.2126   -2.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6020    0.5674   -4.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2497   -0.1353   -2.4701 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7051   -0.4616   -1.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9074   -0.7845   -1.1119 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8587   -0.4495   -0.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3066   -0.7854    1.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5714   -1.1559    1.4123 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6159   -0.3115    5.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1283    0.4558    3.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4445    0.8106    4.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4930   -0.6030    3.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4569    3.5686    0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8103    4.9301   -0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5577    3.7759   -1.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5734    4.9672   -0.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4052    1.0317   -0.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8213   -4.5008   -0.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4975   -4.9504    0.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288   -4.7360   -1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2659   -2.1716    0.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960    0.5240   -1.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5691    0.1973   -4.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6318    1.6488   -4.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2733    0.0855   -4.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3561   -1.2495    0.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
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 26 49  1  0
 32 50  1  0
M  END


  Mrv1652306242106523D          

 50 53  0  0  0  0            999 V2000
    3.2498    0.0267    4.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7745   -1.0789    3.4285 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3746   -0.7461    2.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0737   -0.3906    1.9115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397   -0.3528    2.9723 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6490   -0.0592    0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7166    0.3224    0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    1.6380    0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1671    2.6227    0.7895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4085    2.0308    0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7476    3.3590    0.2881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6957    4.2808   -0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3462    1.0530   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6012    1.4879   -0.3688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9994   -0.2764   -0.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8815   -1.2765   -0.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1061   -1.0113   -0.7938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4521   -2.5106   -0.5995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2318   -2.8906   -0.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8656   -4.3117   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3066   -1.9343   -0.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847   -0.6242    0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5277   -0.0831   -0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1265    0.2445   -1.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5714   -1.1559    1.4123 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6159   -0.3115    5.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1283    0.4558    3.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4445    0.8106    4.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4930   -0.6030    3.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4569    3.5686    0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8103    4.9301   -0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5577    3.7759   -1.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5734    4.9672   -0.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4052    1.0317   -0.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8213   -4.5008   -0.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4975   -4.9504    0.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288   -4.7360   -1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2659   -2.1716    0.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960    0.5240   -1.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5691    0.1973   -4.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6318    1.6488   -4.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2733    0.0855   -4.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3561   -1.2495    0.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  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
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
  6 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31  3  1  0  0  0  0
 22  7  1  0  0  0  0
 30 23  1  0  0  0  0
 22 15  2  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  5 36  1  0  0  0  0
  9 37  1  0  0  0  0
 12 38  1  0  0  0  0
 12 39  1  0  0  0  0
 12 40  1  0  0  0  0
 14 41  1  0  0  0  0
 20 42  1  0  0  0  0
 20 43  1  0  0  0  0
 20 44  1  0  0  0  0
 21 45  1  0  0  0  0
 24 46  1  0  0  0  0
 26 47  1  0  0  0  0
 26 48  1  0  0  0  0
 26 49  1  0  0  0  0
 32 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009705

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(OC([H])([H])[H])C(O[H])=C(C2=C1C(=O)OC(=C2[H])C([H])([H])[H])C1=C2C([H])=C(OC(=O)C2=C(O[H])C(OC([H])([H])[H])=C1O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H18O10/c1-7-5-9-11(15(23)19(29-3)17(25)13(9)21(27)31-7)12-10-6-8(2)32-22(28)14(10)18(26)20(30-4)16(12)24/h5-6,23-26H,1-4H3

> <INCHI_KEY>
KPZMGGATZAUIMT-UHFFFAOYSA-N

> <FORMULA>
C22H18O10

> <MOLECULAR_WEIGHT>
442.376

> <EXACT_MASS>
442.08999678

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
42.728716719821605

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,6',8,8'-tetrahydroxy-7,7'-dimethoxy-3,3'-dimethyl-1H,1'H-[5,5'-biisochromene]-1,1'-dione

> <ALOGPS_LOGP>
2.88

> <JCHEM_LOGP>
3.955301810666666

> <ALOGPS_LOGS>
-3.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.070164394835395

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.262777708661389

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1641820838624133

> <JCHEM_POLAR_SURFACE_AREA>
151.98

> <JCHEM_REFRACTIVITY>
114.53839999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.38e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,6',8,8'-tetrahydroxy-7,7'-dimethoxy-3,3'-dimethyl-[5,5'-biisochromene]-1,1'-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 50 53  0  0  0  0  0  0  0  0999 V2000
    3.2498    0.0267    4.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7745   -1.0789    3.4285 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3746   -0.7461    2.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0737   -0.3906    1.9115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397   -0.3528    2.9723 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6490   -0.0592    0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7166    0.3224    0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    1.6380    0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1671    2.6227    0.7895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4085    2.0308    0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7476    3.3590    0.2881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6957    4.2808   -0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3462    1.0530   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6012    1.4879   -0.3688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9994   -0.2764   -0.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8815   -1.2765   -0.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1061   -1.0113   -0.7938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4521   -2.5106   -0.5995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2318   -2.8906   -0.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8656   -4.3117   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3066   -1.9343   -0.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847   -0.6242    0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5277   -0.0831   -0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1265    0.2445   -1.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0228    0.2126   -2.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6020    0.5674   -4.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2497   -0.1353   -2.4701 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7051   -0.4616   -1.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9074   -0.7845   -1.1119 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8587   -0.4495   -0.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3066   -0.7854    1.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5714   -1.1559    1.4123 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6159   -0.3115    5.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1283    0.4558    3.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4445    0.8106    4.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4930   -0.6030    3.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4569    3.5686    0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8103    4.9301   -0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5577    3.7759   -1.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5734    4.9672   -0.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4052    1.0317   -0.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8213   -4.5008   -0.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4975   -4.9504    0.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288   -4.7360   -1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2659   -2.1716    0.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960    0.5240   -1.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5691    0.1973   -4.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6318    1.6488   -4.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2733    0.0855   -4.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3561   -1.2495    0.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
  6 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 31  3  1  0
 22  7  1  0
 30 23  1  0
 22 15  2  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  5 36  1  0
  9 37  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 24 46  1  0
 26 47  1  0
 26 48  1  0
 26 49  1  0
 32 50  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       3.250   0.027   4.210  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.775  -1.079   3.429  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.375  -0.746   2.120  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.074  -0.391   1.912  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.140  -0.353   2.972  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.649  -0.059   0.645  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.717   0.322   0.379  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.119   1.638   0.449  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.167   2.623   0.790  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.409   2.031   0.202  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.748   3.359   0.288  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.696   4.281  -0.761  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.346   1.053  -0.134  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.601   1.488  -0.369  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.999  -0.276  -0.219  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.882  -1.276  -0.545  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.106  -1.011  -0.794  0.00  0.00           O+0
HETATM   18  O   UNK     0      -3.452  -2.511  -0.600  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.232  -2.891  -0.366  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.866  -4.312  -0.458  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.307  -1.934  -0.036  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.685  -0.624   0.040  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.528  -0.083  -0.418  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.127   0.245  -1.695  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.023   0.213  -2.737  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.602   0.567  -4.139  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.250  -0.135  -2.470  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.705  -0.462  -1.273  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.907  -0.785  -1.112  0.00  0.00           O+0
HETATM   30  C   UNK     0       2.859  -0.450  -0.189  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.307  -0.785   1.071  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.571  -1.156   1.412  0.00  0.00           O+0
HETATM   33  H   UNK     0       3.616  -0.312   5.198  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.128   0.456   3.668  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.445   0.811   4.305  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.493  -0.603   3.884  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.457   3.569   0.840  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.810   4.930  -0.600  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.558   3.776  -1.749  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.573   4.967  -0.774  0.00  0.00           H+0
HETATM   41  H   UNK     0      -5.405   1.032  -0.610  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.821  -4.501  -0.162  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.498  -4.950   0.212  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.029  -4.736  -1.487  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.266  -2.172   0.174  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.096   0.524  -1.849  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.569   0.197  -4.331  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.632   1.649  -4.307  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.273   0.086  -4.881  0.00  0.00           H+0
HETATM   50  H   UNK     0       5.356  -1.250   0.866  0.00  0.00           H+0
CONECT    1    2   33   34   35                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   31                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   36                                                       
CONECT    6    4    7   23                                                  
CONECT    7    6    8   22                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8   37                                                       
CONECT   10    8   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11   38   39   40                                             
CONECT   13   10   14   15                                                  
CONECT   14   13   41                                                       
CONECT   15   13   16   22                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19   42   43   44                                             
CONECT   21   19   22   45                                                  
CONECT   22   21    7   15                                                  
CONECT   23    6   24   30                                                  
CONECT   24   23   25   46                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25   47   48   49                                             
CONECT   27   25   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   23                                                  
CONECT   31   30   32    3                                                  
CONECT   32   31   50                                                       
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    5                                                            
CONECT   37    9                                                            
CONECT   38   12                                                            
CONECT   39   12                                                            
CONECT   40   12                                                            
CONECT   41   14                                                            
CONECT   42   20                                                            
CONECT   43   20                                                            
CONECT   44   20                                                            
CONECT   45   21                                                            
CONECT   46   24                                                            
CONECT   47   26                                                            
CONECT   48   26                                                            
CONECT   49   26                                                            
CONECT   50   32                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  106    0
END

RDKit          3D

50 53  0  0  0  0  0  0  0  0999 V2000
    3.2498    0.0267    4.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7745   -1.0789    3.4285 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3746   -0.7461    2.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0737   -0.3906    1.9115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397   -0.3528    2.9723 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6490   -0.0592    0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7166    0.3224    0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    1.6380    0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1671    2.6227    0.7895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4085    2.0308    0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7476    3.3590    0.2881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6957    4.2808   -0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3462    1.0530   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6012    1.4879   -0.3688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9994   -0.2764   -0.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8815   -1.2765   -0.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1061   -1.0113   -0.7938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4521   -2.5106   -0.5995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2318   -2.8906   -0.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8656   -4.3117   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3066   -1.9343   -0.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847   -0.6242    0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5277   -0.0831   -0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1265    0.2445   -1.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0228    0.2126   -2.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6020    0.5674   -4.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2497   -0.1353   -2.4701 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7051   -0.4616   -1.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9074   -0.7845   -1.1119 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8587   -0.4495   -0.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3066   -0.7854    1.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5714   -1.1559    1.4123 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6159   -0.3115    5.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1283    0.4558    3.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4445    0.8106    4.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4930   -0.6030    3.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4569    3.5686    0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8103    4.9301   -0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5577    3.7759   -1.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5734    4.9672   -0.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4052    1.0317   -0.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8213   -4.5008   -0.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4975   -4.9504    0.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288   -4.7360   -1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2659   -2.1716    0.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960    0.5240   -1.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5691    0.1973   -4.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6318    1.6488   -4.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2733    0.0855   -4.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3561   -1.2495    0.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
  6 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 31  3  1  0
 22  7  1  0
 30 23  1  0
 22 15  2  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  5 36  1  0
  9 37  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 24 46  1  0
 26 47  1  0
 26 48  1  0
 26 49  1  0
 32 50  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₂H₁₈O₁₀

Average Mass

442.3760 Da

Monoisotopic Mass

442.09000 Da

IUPAC Name

6,6',8,8'-tetrahydroxy-7,7'-dimethoxy-3,3'-dimethyl-1H,1'H-[5,5'-biisochromene]-1,1'-dione

Traditional Name

6,6',8,8'-tetrahydroxy-7,7'-dimethoxy-3,3'-dimethyl-[5,5'-biisochromene]-1,1'-dione

CAS Registry Number

Not Available

SMILES

COC1=C(O)C2=C(C=C(C)OC2=O)C(=C1O)C1=C(O)C(OC)=C(O)C2=C1C=C(C)OC2=O

InChI Identifier

InChI=1S/C22H18O10/c1-7-5-9-11(15(23)19(29-3)17(25)13(9)21(27)31-7)12-10-6-8(2)32-22(28)14(10)18(26)20(30-4)16(12)24/h5-6,23-26H,1-4H3

InChI Key

KPZMGGATZAUIMT-UHFFFAOYSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Streptomyces	NPAtlas	21224860

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Biphenol
Isocoumarin
Benzopyran
2-benzopyran
Anisole
Phenol ether
Alkyl aryl ether
Pyranone
Phenol
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Lactone
Organoheterocyclic compound
Oxacycle
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	2.88	ALOGPS
logP	3.96	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	8.26	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	151.98 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	114.54 m³·mol⁻¹	ChemAxon
Polarizability	42.73 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA012798

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28288565

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52921503

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Boonlarppradab C, Suriyachadkun C, Suphothina S, Tobwor P: Bireticulol, a bioactive isocoumarin dimer from Streptomyces sp. BCC24731. J Antibiot (Tokyo). 2011 Mar;64(3):267-70. doi: 10.1038/ja.2010.171. Epub 2011 Jan 12. [PubMed:21224860 ]

Showing NP-Card for Bireticulol (NP0009705)

MOL for NP0009705 (Bireticulol)

3D MOL for NP0009705 (Bireticulol)

3D SDF for NP0009705 (Bireticulol)

3D-SDF for NP0009705 (Bireticulol)

PDB for NP0009705 (Bireticulol)

3D PDB for NP0009705 (Bireticulol)

SMILES for NP0009705 (Bireticulol)

INCHI for NP0009705 (Bireticulol)

Structure for NP0009705 (Bireticulol)

3D Structure for NP0009705 (Bireticulol)