NP-MRD: Showing NP-Card for 7,7'-dihydroxy-6,6'-dimethoxy-8,8'-biscoumarin (NP0024756)

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Record Information

Version

2.0

Created at

2021-06-19 17:03:27 UTC

Updated at

2021-06-29 23:49:17 UTC

NP-MRD ID

NP0024756

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7,7'-dihydroxy-6,6'-dimethoxy-8,8'-biscoumarin

Provided By

JEOL Database JEOL Logo

Description

7,7'-dihydroxy-6,6'-dimethoxy-8,8'-biscoumarin is found in Erycibe obtusifolia. 7,7'-dihydroxy-6,6'-dimethoxy-8,8'-biscoumarin was first documented in 2007 (Liu, J., et al.). Based on a literature review very few articles have been published on 7,7'-dihydroxy-6,6'-dimethoxy-2H,2'H-[8,8'-bichromene]-2,2'-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119033D          

 42 45  0  0  0  0            999 V2000
   -3.8075    2.9019   -1.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5297    2.3675   -1.3049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3411    1.0271   -1.5357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2777    0.1516   -2.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9514   -1.1977   -2.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9055   -2.1380   -2.8348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5637   -3.4207   -2.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2430   -3.9381   -2.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9662   -5.1227   -2.7424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3546   -3.0251   -2.0493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6854   -1.6562   -1.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156   -0.8051   -1.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6109   -1.3034   -0.9465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6329   -1.4870   -1.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3942   -1.1982   -3.2129 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9057   -1.9635   -1.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7903   -2.0851   -2.5706 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0823   -2.5946   -2.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700   -2.2654   -0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1695   -2.0966    0.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4107   -2.4047    2.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4325   -2.2366    3.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0953   -1.7481    2.6958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7793   -1.6102    3.5434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.4658    1.3556 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9117   -1.6238    0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0745    0.5398   -1.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1680    1.4205   -0.6226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5973    2.4243   -1.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7991    3.9660   -1.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070    2.8182   -2.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2623    0.4963   -2.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8864   -1.7841   -3.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2466   -4.1485   -3.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2322   -1.3974   -3.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6159   -1.9259   -1.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6538   -2.6432   -3.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0198   -3.6096   -1.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1418   -2.6325    0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3864   -2.7677    2.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5753   -2.4546    4.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6281    2.2814   -0.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
  2  1  1  0  0  0  0
  5  4  1  0  0  0  0
 10  8  1  0  0  0  0
  4  3  2  0  0  0  0
  8  7  1  0  0  0  0
 20 21  1  0  0  0  0
 26 25  1  0  0  0  0
 25 23  1  0  0  0  0
 23 22  1  0  0  0  0
 22 21  2  0  0  0  0
  3 27  1  0  0  0  0
  7  6  2  0  0  0  0
 26 20  1  0  0  0  0
 27 12  2  0  0  0  0
 20 19  2  0  0  0  0
 12 11  1  0  0  0  0
 19 16  1  0  0  0  0
 16 14  2  0  0  0  0
  8  9  2  0  0  0  0
 14 13  1  0  0  0  0
 13 26  2  0  0  0  0
  5  6  1  0  0  0  0
 23 24  2  0  0  0  0
  3  2  1  0  0  0  0
 16 17  1  0  0  0  0
 11  5  2  0  0  0  0
 14 15  1  0  0  0  0
 27 28  1  0  0  0  0
 17 18  1  0  0  0  0
 13 12  1  0  0  0  0
  7 34  1  0  0  0  0
  6 33  1  0  0  0  0
  4 32  1  0  0  0  0
 28 42  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
 22 41  1  0  0  0  0
 21 40  1  0  0  0  0
 19 39  1  0  0  0  0
 15 35  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
M  END

     RDKit          3D

 42 45  0  0  0  0  0  0  0  0999 V2000
   -3.8075    2.9019   -1.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5297    2.3675   -1.3049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3411    1.0271   -1.5357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2777    0.1516   -2.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9514   -1.1977   -2.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9055   -2.1380   -2.8348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5637   -3.4207   -2.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2430   -3.9381   -2.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9662   -5.1227   -2.7424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3546   -3.0251   -2.0493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6854   -1.6562   -1.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156   -0.8051   -1.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6109   -1.3034   -0.9465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6329   -1.4870   -1.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3942   -1.1982   -3.2129 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9057   -1.9635   -1.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7903   -2.0851   -2.5706 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0823   -2.5946   -2.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700   -2.2654   -0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1695   -2.0966    0.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4107   -2.4047    2.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4325   -2.2366    3.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0953   -1.7481    2.6958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7793   -1.6102    3.5434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.4658    1.3556 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9117   -1.6238    0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0745    0.5398   -1.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1680    1.4205   -0.6226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5973    2.4243   -1.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7991    3.9660   -1.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070    2.8182   -2.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2623    0.4963   -2.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8864   -1.7841   -3.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2466   -4.1485   -3.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2322   -1.3974   -3.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6159   -1.9259   -1.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6538   -2.6432   -3.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0198   -3.6096   -1.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1418   -2.6325    0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3864   -2.7677    2.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5753   -2.4546    4.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6281    2.2814   -0.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
  2  1  1  0
  5  4  1  0
 10  8  1  0
  4  3  2  0
  8  7  1  0
 20 21  1  0
 26 25  1  0
 25 23  1  0
 23 22  1  0
 22 21  2  0
  3 27  1  0
  7  6  2  0
 26 20  1  0
 27 12  2  0
 20 19  2  0
 12 11  1  0
 19 16  1  0
 16 14  2  0
  8  9  2  0
 14 13  1  0
 13 26  2  0
  5  6  1  0
 23 24  2  0
  3  2  1  0
 16 17  1  0
 11  5  2  0
 14 15  1  0
 27 28  1  0
 17 18  1  0
 13 12  1  0
  7 34  1  0
  6 33  1  0
  4 32  1  0
 28 42  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 22 41  1  0
 21 40  1  0
 19 39  1  0
 15 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
M  END


  Mrv1652306192119033D          

 42 45  0  0  0  0            999 V2000
   -3.8075    2.9019   -1.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5297    2.3675   -1.3049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3411    1.0271   -1.5357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2777    0.1516   -2.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9514   -1.1977   -2.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9055   -2.1380   -2.8348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5637   -3.4207   -2.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2430   -3.9381   -2.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9662   -5.1227   -2.7424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3546   -3.0251   -2.0493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6854   -1.6562   -1.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156   -0.8051   -1.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6109   -1.3034   -0.9465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6329   -1.4870   -1.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3942   -1.1982   -3.2129 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9057   -1.9635   -1.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7903   -2.0851   -2.5706 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0823   -2.5946   -2.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700   -2.2654   -0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1695   -2.0966    0.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4107   -2.4047    2.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4325   -2.2366    3.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0953   -1.7481    2.6958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7793   -1.6102    3.5434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.4658    1.3556 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9117   -1.6238    0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0745    0.5398   -1.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1680    1.4205   -0.6226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5973    2.4243   -1.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7991    3.9660   -1.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070    2.8182   -2.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2623    0.4963   -2.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8864   -1.7841   -3.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2466   -4.1485   -3.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2322   -1.3974   -3.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6159   -1.9259   -1.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6538   -2.6432   -3.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0198   -3.6096   -1.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1418   -2.6325    0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3864   -2.7677    2.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5753   -2.4546    4.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6281    2.2814   -0.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
  2  1  1  0  0  0  0
  5  4  1  0  0  0  0
 10  8  1  0  0  0  0
  4  3  2  0  0  0  0
  8  7  1  0  0  0  0
 20 21  1  0  0  0  0
 26 25  1  0  0  0  0
 25 23  1  0  0  0  0
 23 22  1  0  0  0  0
 22 21  2  0  0  0  0
  3 27  1  0  0  0  0
  7  6  2  0  0  0  0
 26 20  1  0  0  0  0
 27 12  2  0  0  0  0
 20 19  2  0  0  0  0
 12 11  1  0  0  0  0
 19 16  1  0  0  0  0
 16 14  2  0  0  0  0
  8  9  2  0  0  0  0
 14 13  1  0  0  0  0
 13 26  2  0  0  0  0
  5  6  1  0  0  0  0
 23 24  2  0  0  0  0
  3  2  1  0  0  0  0
 16 17  1  0  0  0  0
 11  5  2  0  0  0  0
 14 15  1  0  0  0  0
 27 28  1  0  0  0  0
 17 18  1  0  0  0  0
 13 12  1  0  0  0  0
  7 34  1  0  0  0  0
  6 33  1  0  0  0  0
  4 32  1  0  0  0  0
 28 42  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
 22 41  1  0  0  0  0
 21 40  1  0  0  0  0
 19 39  1  0  0  0  0
 15 35  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0024756

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C2=C(C([H])=C([H])C(=O)O2)C([H])=C1OC([H])([H])[H])C1=C2OC(=O)C([H])=C([H])C2=C([H])C(OC([H])([H])[H])=C1O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H14O8/c1-25-11-7-9-3-5-13(21)27-19(9)15(17(11)23)16-18(24)12(26-2)8-10-4-6-14(22)28-20(10)16/h3-8,23-24H,1-2H3

> <INCHI_KEY>
RMRIJFYDXHIGID-UHFFFAOYSA-N

> <FORMULA>
C20H14O8

> <MOLECULAR_WEIGHT>
382.324

> <EXACT_MASS>
382.068867411

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
37.483364555400556

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,7'-dihydroxy-6,6'-dimethoxy-2H,2'H-[8,8'-bichromene]-2,2'-dione

> <ALOGPS_LOGP>
3.07

> <JCHEM_LOGP>
2.318225602

> <ALOGPS_LOGS>
-4.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.329613274919682

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.481577272738978

> <JCHEM_PKA_STRONGEST_BASIC>
-4.584972883508785

> <JCHEM_POLAR_SURFACE_AREA>
111.52000000000001

> <JCHEM_REFRACTIVITY>
99.0636

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,7'-dihydroxy-6,6'-dimethoxy-[8,8'-bichromene]-2,2'-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 42 45  0  0  0  0  0  0  0  0999 V2000
   -3.8075    2.9019   -1.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5297    2.3675   -1.3049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3411    1.0271   -1.5357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2777    0.1516   -2.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9514   -1.1977   -2.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9055   -2.1380   -2.8348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5637   -3.4207   -2.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2430   -3.9381   -2.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9662   -5.1227   -2.7424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3546   -3.0251   -2.0493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6854   -1.6562   -1.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156   -0.8051   -1.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6109   -1.3034   -0.9465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6329   -1.4870   -1.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3942   -1.1982   -3.2129 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9057   -1.9635   -1.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7903   -2.0851   -2.5706 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0823   -2.5946   -2.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700   -2.2654   -0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1695   -2.0966    0.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4107   -2.4047    2.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4325   -2.2366    3.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0953   -1.7481    2.6958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7793   -1.6102    3.5434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.4658    1.3556 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9117   -1.6238    0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0745    0.5398   -1.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1680    1.4205   -0.6226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5973    2.4243   -1.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7991    3.9660   -1.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070    2.8182   -2.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2623    0.4963   -2.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8864   -1.7841   -3.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2466   -4.1485   -3.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2322   -1.3974   -3.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6159   -1.9259   -1.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6538   -2.6432   -3.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0198   -3.6096   -1.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1418   -2.6325    0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3864   -2.7677    2.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5753   -2.4546    4.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6281    2.2814   -0.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
  2  1  1  0
  5  4  1  0
 10  8  1  0
  4  3  2  0
  8  7  1  0
 20 21  1  0
 26 25  1  0
 25 23  1  0
 23 22  1  0
 22 21  2  0
  3 27  1  0
  7  6  2  0
 26 20  1  0
 27 12  2  0
 20 19  2  0
 12 11  1  0
 19 16  1  0
 16 14  2  0
  8  9  2  0
 14 13  1  0
 13 26  2  0
  5  6  1  0
 23 24  2  0
  3  2  1  0
 16 17  1  0
 11  5  2  0
 14 15  1  0
 27 28  1  0
 17 18  1  0
 13 12  1  0
  7 34  1  0
  6 33  1  0
  4 32  1  0
 28 42  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 22 41  1  0
 21 40  1  0
 19 39  1  0
 15 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.808   2.902  -1.631  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.530   2.368  -1.305  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.341   1.027  -1.536  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.278   0.152  -2.088  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.951  -1.198  -2.265  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.906  -2.138  -2.835  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.564  -3.421  -2.986  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.243  -3.938  -2.592  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.966  -5.123  -2.742  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.355  -3.025  -2.049  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.685  -1.656  -1.887  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.716  -0.805  -1.335  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.611  -1.303  -0.947  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.633  -1.487  -1.889  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.394  -1.198  -3.213  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.906  -1.964  -1.527  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.790  -2.085  -2.571  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.082  -2.595  -2.261  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.170  -2.265  -0.190  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.170  -2.097   0.774  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.411  -2.405   2.176  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.433  -2.237   3.070  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.095  -1.748   2.696  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.779  -1.610   3.543  0.00  0.00           O+0
HETATM   25  O   UNK     0      -0.111  -1.466   1.356  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.912  -1.624   0.386  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.075   0.540  -1.167  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.168   1.421  -0.623  0.00  0.00           O+0
HETATM   29  H   UNK     0      -4.597   2.424  -1.042  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.799   3.966  -1.376  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.007   2.818  -2.704  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.262   0.496  -2.384  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.886  -1.784  -3.132  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.247  -4.149  -3.407  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.232  -1.397  -3.673  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.616  -1.926  -1.578  0.00  0.00           H+0
HETATM   37  H   UNK     0       5.654  -2.643  -3.193  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.020  -3.610  -1.855  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.142  -2.632   0.121  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.386  -2.768   2.479  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.575  -2.455   4.121  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.628   2.281  -0.604  0.00  0.00           H+0
CONECT    1    2   29   30   31                                             
CONECT    2    1    3                                                       
CONECT    3    4   27    2                                                  
CONECT    4    5    3   32                                                  
CONECT    5    4    6   11                                                  
CONECT    6    7    5   33                                                  
CONECT    7    8    6   34                                                  
CONECT    8   10    7    9                                                  
CONECT    9    8                                                            
CONECT   10   11    8                                                       
CONECT   11   10   12    5                                                  
CONECT   12   27   11   13                                                  
CONECT   13   14   26   12                                                  
CONECT   14   16   13   15                                                  
CONECT   15   14   35                                                       
CONECT   16   19   14   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   36   37   38                                             
CONECT   19   20   16   39                                                  
CONECT   20   21   26   19                                                  
CONECT   21   20   22   40                                                  
CONECT   22   23   21   41                                                  
CONECT   23   25   22   24                                                  
CONECT   24   23                                                            
CONECT   25   26   23                                                       
CONECT   26   25   20   13                                                  
CONECT   27    3   12   28                                                  
CONECT   28   27   42                                                       
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    4                                                            
CONECT   33    6                                                            
CONECT   34    7                                                            
CONECT   35   15                                                            
CONECT   36   18                                                            
CONECT   37   18                                                            
CONECT   38   18                                                            
CONECT   39   19                                                            
CONECT   40   21                                                            
CONECT   41   22                                                            
CONECT   42   28                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   90    0
END

RDKit          3D

42 45  0  0  0  0  0  0  0  0999 V2000
   -3.8075    2.9019   -1.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5297    2.3675   -1.3049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3411    1.0271   -1.5357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2777    0.1516   -2.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9514   -1.1977   -2.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9055   -2.1380   -2.8348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5637   -3.4207   -2.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2430   -3.9381   -2.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9662   -5.1227   -2.7424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3546   -3.0251   -2.0493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6854   -1.6562   -1.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156   -0.8051   -1.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6109   -1.3034   -0.9465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6329   -1.4870   -1.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3942   -1.1982   -3.2129 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9057   -1.9635   -1.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7903   -2.0851   -2.5706 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0823   -2.5946   -2.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700   -2.2654   -0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1695   -2.0966    0.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4107   -2.4047    2.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4325   -2.2366    3.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0953   -1.7481    2.6958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7793   -1.6102    3.5434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.4658    1.3556 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9117   -1.6238    0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0745    0.5398   -1.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1680    1.4205   -0.6226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5973    2.4243   -1.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7991    3.9660   -1.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0070    2.8182   -2.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2623    0.4963   -2.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8864   -1.7841   -3.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2466   -4.1485   -3.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2322   -1.3974   -3.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6159   -1.9259   -1.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6538   -2.6432   -3.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0198   -3.6096   -1.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1418   -2.6325    0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3864   -2.7677    2.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5753   -2.4546    4.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6281    2.2814   -0.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
  2  1  1  0
  5  4  1  0
 10  8  1  0
  4  3  2  0
  8  7  1  0
 20 21  1  0
 26 25  1  0
 25 23  1  0
 23 22  1  0
 22 21  2  0
  3 27  1  0
  7  6  2  0
 26 20  1  0
 27 12  2  0
 20 19  2  0
 12 11  1  0
 19 16  1  0
 16 14  2  0
  8  9  2  0
 14 13  1  0
 13 26  2  0
  5  6  1  0
 23 24  2  0
  3  2  1  0
 16 17  1  0
 11  5  2  0
 14 15  1  0
 27 28  1  0
 17 18  1  0
 13 12  1  0
  7 34  1  0
  6 33  1  0
  4 32  1  0
 28 42  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 22 41  1  0
 21 40  1  0
 19 39  1  0
 15 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₄O₈

Average Mass

382.3240 Da

Monoisotopic Mass

382.06887 Da

IUPAC Name

7,7'-dihydroxy-6,6'-dimethoxy-2H,2'H-[8,8'-bichromene]-2,2'-dione

Traditional Name

7,7'-dihydroxy-6,6'-dimethoxy-[8,8'-bichromene]-2,2'-dione

CAS Registry Number

Not Available

SMILES

[H]OC1=C(C2=C(C([H])=C([H])C(=O)O2)C([H])=C1OC([H])([H])[H])C1=C2OC(=O)C([H])=C([H])C2=C([H])C(OC([H])([H])[H])=C1O[H]

InChI Identifier

InChI=1S/C20H14O8/c1-25-11-7-9-3-5-13(21)27-19(9)15(17(11)23)16-18(24)12(26-2)8-10-4-6-14(22)28-20(10)16/h3-8,23-24H,1-2H3

InChI Key

RMRIJFYDXHIGID-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Erycibe obtusifolia	JEOL database	Liu, J., et al, Phytochemistry 68, 1775(2007)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

7-hydroxycoumarins

Alternative Parents

Substituents

7-hydroxycoumarin
Benzopyran
1-benzopyran
Anisole
Phenol ether
Alkyl aryl ether
Pyranone
Phenol
Benzenoid
Pyran
Heteroaromatic compound
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	3.07	ALOGPS
logP	2.32	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	7.48	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	111.52 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	99.06 m³·mol⁻¹	ChemAxon
Polarizability	37.48 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

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

89296368

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Liu, J., et al. (2007). Liu, J., et al, Phytochemistry 68, 1775(2007). Phytochem..

Showing NP-Card for 7,7'-dihydroxy-6,6'-dimethoxy-8,8'-biscoumarin (NP0024756)

MOL for NP0024756 (7,7'-dihydroxy-6,6'-dimethoxy-8,8'-biscoumarin)

3D MOL for NP0024756 (7,7'-dihydroxy-6,6'-dimethoxy-8,8'-biscoumarin)

3D SDF for NP0024756 (7,7'-dihydroxy-6,6'-dimethoxy-8,8'-biscoumarin)

3D-SDF for NP0024756 (7,7'-dihydroxy-6,6'-dimethoxy-8,8'-biscoumarin)

PDB for NP0024756 (7,7'-dihydroxy-6,6'-dimethoxy-8,8'-biscoumarin)

3D PDB for NP0024756 (7,7'-dihydroxy-6,6'-dimethoxy-8,8'-biscoumarin)

SMILES for NP0024756 (7,7'-dihydroxy-6,6'-dimethoxy-8,8'-biscoumarin)

INCHI for NP0024756 (7,7'-dihydroxy-6,6'-dimethoxy-8,8'-biscoumarin)

Structure for NP0024756 (7,7'-dihydroxy-6,6'-dimethoxy-8,8'-biscoumarin)

3D Structure for NP0024756 (7,7'-dihydroxy-6,6'-dimethoxy-8,8'-biscoumarin)