NP-MRD: Showing NP-Card for Kynapcin-24 (NP0003982)

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Record Information

Version

1.0

Created at

2020-12-09 01:30:38 UTC

Updated at

2021-07-15 16:47:55 UTC

NP-MRD ID

NP0003982

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Kynapcin-24

Provided By

NPAtlas

Description

Kynapcin-24 is found in Polyozellus and Polyozellus multiplex. It was first documented in 2002 (PMID: 11809072). Based on a literature review very few articles have been published on methyl 3-[5,6-dihydroxy-2-(methoxycarbonyl)-1-benzofuran-3-yl]-5,6-dihydroxy-1-benzofuran-2-carboxylate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118033D          

 44 47  0  0  0  0            999 V2000
   -1.4053   -4.4166    2.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8545   -3.1991    1.8916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0011   -2.2706    1.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2222   -2.4832    1.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5093   -1.0532    0.7524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7935   -0.7026    0.6649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184    0.4590    0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0011    1.2606   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8566    2.4724   -0.9048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9910    3.2412   -1.2204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5921    2.8934   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484    4.1124   -1.8595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4978    2.1064   -0.8883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6455    0.8987   -0.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7508   -0.0559    0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6755   -0.0134    0.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6324    0.4968    0.9047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3091    1.1322    2.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1243    1.2477    2.5886 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2998    1.6345    3.0222 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9673    2.2526    4.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8060    0.3119    0.3721 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7274   -0.2856   -0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6692   -0.6873   -1.7003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2914   -1.3240   -2.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2508   -1.7182   -3.7933 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9568   -1.5568   -3.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5645   -2.1922   -4.3212 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -1.1439   -2.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4005   -0.5132   -1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2348   -4.2569    3.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1180   -5.2500    2.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4279   -4.7419    2.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0067    0.9440   -0.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8757    4.1193   -1.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5323    4.4200   -2.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5084    2.4316   -1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4135    1.5715    4.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4335    3.2133    4.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9357    2.4999    4.7550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400   -0.5157   -1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2285   -1.5450   -3.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740   -2.4783   -4.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006   -1.3157   -2.3845 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
  3  5  1  0  0  0  0
  5  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
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 15  5  2  0  0  0  0
 30 16  1  0  0  0  0
 14  7  1  0  0  0  0
 30 23  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  8 34  1  0  0  0  0
 10 35  1  0  0  0  0
 12 36  1  0  0  0  0
 13 37  1  0  0  0  0
 21 38  1  0  0  0  0
 21 39  1  0  0  0  0
 21 40  1  0  0  0  0
 24 41  1  0  0  0  0
 26 42  1  0  0  0  0
 28 43  1  0  0  0  0
 29 44  1  0  0  0  0
M  END

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
   -1.4053   -4.4166    2.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8545   -3.1991    1.8916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0011   -2.2706    1.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2222   -2.4832    1.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5093   -1.0532    0.7524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7935   -0.7026    0.6649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184    0.4590    0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0011    1.2606   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8566    2.4724   -0.9048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9910    3.2412   -1.2204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5921    2.8934   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484    4.1124   -1.8595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4978    2.1064   -0.8883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6455    0.8987   -0.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7508   -0.0559    0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6755   -0.0134    0.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6324    0.4968    0.9047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3091    1.1322    2.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1243    1.2477    2.5886 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2998    1.6345    3.0222 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9673    2.2526    4.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8060    0.3119    0.3721 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7274   -0.2856   -0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6692   -0.6873   -1.7003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2914   -1.3240   -2.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2508   -1.7182   -3.7933 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9568   -1.5568   -3.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5645   -2.1922   -4.3212 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -1.1439   -2.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4005   -0.5132   -1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2348   -4.2569    3.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1180   -5.2500    2.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4279   -4.7419    2.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0067    0.9440   -0.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8757    4.1193   -1.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5323    4.4200   -2.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5084    2.4316   -1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4135    1.5715    4.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4335    3.2133    4.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9357    2.4999    4.7550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400   -0.5157   -1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2285   -1.5450   -3.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740   -2.4783   -4.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006   -1.3157   -2.3845 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 17 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 15  5  2  0
 30 16  1  0
 14  7  1  0
 30 23  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  8 34  1  0
 10 35  1  0
 12 36  1  0
 13 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
 24 41  1  0
 26 42  1  0
 28 43  1  0
 29 44  1  0
M  END


  Mrv1652306242118033D          

 44 47  0  0  0  0            999 V2000
   -1.4053   -4.4166    2.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8545   -3.1991    1.8916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0011   -2.2706    1.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2222   -2.4832    1.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5093   -1.0532    0.7524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7935   -0.7026    0.6649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184    0.4590    0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0011    1.2606   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8566    2.4724   -0.9048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9910    3.2412   -1.2204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5921    2.8934   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484    4.1124   -1.8595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4978    2.1064   -0.8883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6455    0.8987   -0.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7508   -0.0559    0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6755   -0.0134    0.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6324    0.4968    0.9047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3091    1.1322    2.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1243    1.2477    2.5886 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2998    1.6345    3.0222 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9673    2.2526    4.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8060    0.3119    0.3721 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7274   -0.2856   -0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6692   -0.6873   -1.7003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2914   -1.3240   -2.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2508   -1.7182   -3.7933 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9568   -1.5568   -3.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5645   -2.1922   -4.3212 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -1.1439   -2.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4005   -0.5132   -1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2348   -4.2569    3.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1180   -5.2500    2.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4279   -4.7419    2.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0067    0.9440   -0.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8757    4.1193   -1.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5323    4.4200   -2.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5084    2.4316   -1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4135    1.5715    4.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4335    3.2133    4.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9357    2.4999    4.7550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400   -0.5157   -1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2285   -1.5450   -3.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740   -2.4783   -4.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006   -1.3157   -2.3845 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
  3  5  1  0  0  0  0
  5  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
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
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 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 15  5  2  0  0  0  0
 30 16  1  0  0  0  0
 14  7  1  0  0  0  0
 30 23  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  8 34  1  0  0  0  0
 10 35  1  0  0  0  0
 12 36  1  0  0  0  0
 13 37  1  0  0  0  0
 21 38  1  0  0  0  0
 21 39  1  0  0  0  0
 21 40  1  0  0  0  0
 24 41  1  0  0  0  0
 26 42  1  0  0  0  0
 28 43  1  0  0  0  0
 29 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003982

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(O[H])C([H])=C2C(OC(C(=O)OC([H])([H])[H])=C2C2=C(OC3=C([H])C(O[H])=C(O[H])C([H])=C23)C(=O)OC([H])([H])[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H14O10/c1-27-19(25)17-15(7-3-9(21)11(23)5-13(7)29-17)16-8-4-10(22)12(24)6-14(8)30-18(16)20(26)28-2/h3-6,21-24H,1-2H3

> <INCHI_KEY>
IVZFDKACPFMQDJ-UHFFFAOYSA-N

> <FORMULA>
C20H14O10

> <MOLECULAR_WEIGHT>
414.322

> <EXACT_MASS>
414.058696651

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
40.12746934981957

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3-[5,6-dihydroxy-2-(methoxycarbonyl)-1-benzofuran-3-yl]-5,6-dihydroxy-1-benzofuran-2-carboxylate

> <ALOGPS_LOGP>
2.87

> <JCHEM_LOGP>
2.571412868

> <ALOGPS_LOGS>
-3.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.60192906253545

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.000430799368656

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7844543849576673

> <JCHEM_POLAR_SURFACE_AREA>
159.79999999999998

> <JCHEM_REFRACTIVITY>
100.6056

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.20e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-[5,6-dihydroxy-2-(methoxycarbonyl)-1-benzofuran-3-yl]-5,6-dihydroxy-1-benzofuran-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
   -1.4053   -4.4166    2.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8545   -3.1991    1.8916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0011   -2.2706    1.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2222   -2.4832    1.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5093   -1.0532    0.7524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7935   -0.7026    0.6649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184    0.4590    0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0011    1.2606   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8566    2.4724   -0.9048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9910    3.2412   -1.2204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5921    2.8934   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484    4.1124   -1.8595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4978    2.1064   -0.8883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6455    0.8987   -0.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7508   -0.0559    0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6755   -0.0134    0.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6324    0.4968    0.9047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3091    1.1322    2.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1243    1.2477    2.5886 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2998    1.6345    3.0222 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9673    2.2526    4.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8060    0.3119    0.3721 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7274   -0.2856   -0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6692   -0.6873   -1.7003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2914   -1.3240   -2.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2508   -1.7182   -3.7933 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9568   -1.5568   -3.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5645   -2.1922   -4.3212 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -1.1439   -2.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4005   -0.5132   -1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2348   -4.2569    3.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1180   -5.2500    2.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4279   -4.7419    2.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0067    0.9440   -0.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8757    4.1193   -1.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5323    4.4200   -2.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5084    2.4316   -1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4135    1.5715    4.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4335    3.2133    4.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9357    2.4999    4.7550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400   -0.5157   -1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2285   -1.5450   -3.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740   -2.4783   -4.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006   -1.3157   -2.3845 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 17 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 15  5  2  0
 30 16  1  0
 14  7  1  0
 30 23  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  8 34  1  0
 10 35  1  0
 12 36  1  0
 13 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
 24 41  1  0
 26 42  1  0
 28 43  1  0
 29 44  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      -1.405  -4.417   2.490  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.855  -3.199   1.892  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.001  -2.271   1.347  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.222  -2.483   1.367  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.509  -1.053   0.752  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.793  -0.703   0.665  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.918   0.459   0.071  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001   1.261  -0.265  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.857   2.472  -0.905  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.991   3.241  -1.220  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.592   2.893  -1.216  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.448   4.112  -1.859  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.498   2.106  -0.888  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.646   0.899  -0.251  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.751  -0.056   0.179  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.676  -0.013   0.052  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.632   0.497   0.905  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.309   1.132   2.190  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.124   1.248   2.589  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.300   1.635   3.022  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.967   2.253   4.274  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.806   0.312   0.372  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.727  -0.286  -0.780  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.669  -0.687  -1.700  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.291  -1.324  -2.885  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.251  -1.718  -3.793  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.957  -1.557  -3.142  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.565  -2.192  -4.321  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.046  -1.144  -2.204  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.401  -0.513  -1.028  0.00  0.00           C+0
HETATM   31  H   UNK     0      -1.235  -4.257   3.578  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.118  -5.250   2.305  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.428  -4.742   2.055  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.007   0.944  -0.027  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.876   4.119  -1.685  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.532   4.420  -2.087  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.508   2.432  -1.130  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.414   1.571   4.920  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.434   3.213   4.095  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.936   2.500   4.755  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.740  -0.516  -1.524  0.00  0.00           H+0
HETATM   42  H   UNK     0       5.229  -1.545  -3.600  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.274  -2.478  -4.982  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.001  -1.316  -2.385  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   15                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9   34                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9   35                                                       
CONECT   11    9   12   13                                                  
CONECT   12   11   36                                                       
CONECT   13   11   14   37                                                  
CONECT   14   13   15    7                                                  
CONECT   15   14   16    5                                                  
CONECT   16   15   17   30                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   38   39   40                                             
CONECT   22   17   23                                                       
CONECT   23   22   24   30                                                  
CONECT   24   23   25   41                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25   42                                                       
CONECT   27   25   28   29                                                  
CONECT   28   27   43                                                       
CONECT   29   27   30   44                                                  
CONECT   30   29   16   23                                                  
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    8                                                            
CONECT   35   10                                                            
CONECT   36   12                                                            
CONECT   37   13                                                            
CONECT   38   21                                                            
CONECT   39   21                                                            
CONECT   40   21                                                            
CONECT   41   24                                                            
CONECT   42   26                                                            
CONECT   43   28                                                            
CONECT   44   29                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

RDKit          3D

44 47  0  0  0  0  0  0  0  0999 V2000
   -1.4053   -4.4166    2.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8545   -3.1991    1.8916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0011   -2.2706    1.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2222   -2.4832    1.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5093   -1.0532    0.7524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7935   -0.7026    0.6649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184    0.4590    0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0011    1.2606   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8566    2.4724   -0.9048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9910    3.2412   -1.2204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5921    2.8934   -1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484    4.1124   -1.8595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4978    2.1064   -0.8883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6455    0.8987   -0.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7508   -0.0559    0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6755   -0.0134    0.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6324    0.4968    0.9047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3091    1.1322    2.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1243    1.2477    2.5886 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2998    1.6345    3.0222 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9673    2.2526    4.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8060    0.3119    0.3721 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7274   -0.2856   -0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6692   -0.6873   -1.7003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2914   -1.3240   -2.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2508   -1.7182   -3.7933 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9568   -1.5568   -3.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5645   -2.1922   -4.3212 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -1.1439   -2.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4005   -0.5132   -1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2348   -4.2569    3.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1180   -5.2500    2.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4279   -4.7419    2.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0067    0.9440   -0.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8757    4.1193   -1.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5323    4.4200   -2.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5084    2.4316   -1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4135    1.5715    4.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4335    3.2133    4.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9357    2.4999    4.7550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400   -0.5157   -1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2285   -1.5450   -3.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740   -2.4783   -4.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006   -1.3157   -2.3845 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 17 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 15  5  2  0
 30 16  1  0
 14  7  1  0
 30 23  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  8 34  1  0
 10 35  1  0
 12 36  1  0
 13 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
 24 41  1  0
 26 42  1  0
 28 43  1  0
 29 44  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Methyl 3-[5,6-dihydroxy-2-(methoxycarbonyl)-1-benzofuran-3-yl]-5,6-dihydroxy-1-benzofuran-2-carboxylic acid	Generator
5,6,5',6'-Tetrahydroxy(3,3')bibenzofuranyl-2,2'-dicarboxylic acid dimethyl ester	MeSH

Chemical Formula

C₂₀H₁₄O₁₀

Average Mass

414.3220 Da

Monoisotopic Mass

414.05870 Da

IUPAC Name

methyl 3-[5,6-dihydroxy-2-(methoxycarbonyl)-1-benzofuran-3-yl]-5,6-dihydroxy-1-benzofuran-2-carboxylate

Traditional Name

methyl 3-[5,6-dihydroxy-2-(methoxycarbonyl)-1-benzofuran-3-yl]-5,6-dihydroxy-1-benzofuran-2-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(C2=CC(O)=C(O)C=C2O1)C1=C(OC2=CC(O)=C(O)C=C12)C(=O)OC

InChI Identifier

InChI=1S/C20H14O10/c1-27-19(25)17-15(7-3-9(21)11(23)5-13(7)29-17)16-8-4-10(22)12(24)6-14(8)30-18(16)20(26)28-2/h3-6,21-24H,1-2H3

InChI Key

IVZFDKACPFMQDJ-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
Polyozellus	NPAtlas	11809072
Polyozellus multiplex	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Polyozellus multiflex	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Not Available

Direct Parent

Benzofurans

Alternative Parents

Substituents

Furoic acid ester
Benzofuran
Furoic acid or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Furan
Methyl ester
Heteroaromatic compound
Carboxylic acid ester
Oxacycle
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
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	2.87	ALOGPS
logP	2.57	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	8	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	159.8 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	100.61 m³·mol⁻¹	ChemAxon
Polarizability	40.13 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

NPA015314

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00045334

Chemspider ID

8268734

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Song KS, Raskin I: A prolyl endopeptidase-inhibiting benzofuran dimer from Polyozellus multiflex. J Nat Prod. 2002 Jan;65(1):76-8. doi: 10.1021/np010194b. [PubMed:11809072 ]

Showing NP-Card for Kynapcin-24 (NP0003982)

MOL for NP0003982 (Kynapcin-24)

3D MOL for NP0003982 (Kynapcin-24)

3D SDF for NP0003982 (Kynapcin-24)

3D-SDF for NP0003982 (Kynapcin-24)

PDB for NP0003982 (Kynapcin-24)

3D PDB for NP0003982 (Kynapcin-24)

SMILES for NP0003982 (Kynapcin-24)

INCHI for NP0003982 (Kynapcin-24)

Structure for NP0003982 (Kynapcin-24)

3D Structure for NP0003982 (Kynapcin-24)