NP-MRD: Showing NP-Card for vitedoamine A (NP0034753)

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Record Information

Version

2.0

Created at

2021-06-20 18:23:30 UTC

Updated at

2021-06-30 00:05:21 UTC

NP-MRD ID

NP0034753

Secondary Accession Numbers

None

Natural Product Identification

Common Name

vitedoamine A

Provided By

JEOL Database JEOL Logo

Description

9-(4-Hydroxy-3-methoxyphenyl)-6-methoxy-1H-benzo[f]isoindole-3,7-diol belongs to the class of organic compounds known as arylnaphthalene lignans. These are lignans containing the arylnaphthalene skeleton, especially 9-(2H-1,3-benzodioxol-5-yl)-1H,3H-naphtho[2,3-c]furan-1-one or a derivative thereof. Arylnaphthalene lignans occur in nature and exhibit diverse biological activities. vitedoamine A is found in Vitex negundo. vitedoamine A was first documented in 2009 (Zheng, C. -J., et al.). Based on a literature review very few articles have been published on 9-(4-hydroxy-3-methoxyphenyl)-6-methoxy-1H-benzo[f]isoindole-3,7-diol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120233D          

 43 46  0  0  0  0            999 V2000
    3.0410   -0.9673    5.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903    0.3959    5.1623 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6883    1.0644    4.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6103    0.5635    3.4616 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9744    1.3575    2.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719    0.8311    1.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4648    1.1152    2.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5694    0.6212    1.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4642   -0.1619    0.3498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1827   -0.4698   -0.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0476   -1.2676   -1.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2105   -1.5941   -1.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4721   -2.3592   -2.8832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6538   -2.8583   -3.5967 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3381   -1.1133   -1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5904   -1.4151   -1.5764 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2365   -0.3219    0.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0223    0.0231    0.5602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7797    1.0758    2.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9227    0.8291    1.8449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3602    1.8251    3.2445 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9233    1.9197    3.3405 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4382    2.6635    2.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5107    3.1723    2.9890 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1203    2.3718    3.9454 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1702    2.8949    4.6500 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7133   -1.3682    6.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0170   -1.0560    5.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1811   -1.5593    4.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2397   -0.4442    3.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3655   -0.5175   -0.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9475   -1.6243   -1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2801   -3.4378   -4.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2635   -2.0401   -3.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2502   -3.5307   -2.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4409   -1.9612   -2.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1585    0.0231    0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0220    2.2529    3.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063    1.4865    4.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6364    2.9716    3.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9660    3.2898    1.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8714    4.1812    2.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4570    2.1762    5.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 23  1  0  0  0  0
 15 17  2  0  0  0  0
 23 24  2  0  0  0  0
 17 18  1  0  0  0  0
 24 25  1  0  0  0  0
 12 15  1  0  0  0  0
 25  3  2  0  0  0  0
 10  9  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
 18  6  2  0  0  0  0
 25 26  1  0  0  0  0
  6  7  1  0  0  0  0
  3  2  1  0  0  0  0
  8  9  1  0  0  0  0
  2  1  1  0  0  0  0
 10 11  1  0  0  0  0
 13 14  1  0  0  0  0
  8  7  2  0  0  0  0
 12 13  1  0  0  0  0
 11 12  2  0  0  0  0
 15 16  1  0  0  0  0
 10 18  1  0  0  0  0
  6  5  1  0  0  0  0
  7 22  1  0  0  0  0
 22 21  1  0  0  0  0
 21 19  1  0  0  0  0
 19  8  1  0  0  0  0
 19 20  2  0  0  0  0
 17 37  1  0  0  0  0
 11 32  1  0  0  0  0
  9 31  1  0  0  0  0
 16 36  1  0  0  0  0
 23 41  1  0  0  0  0
 24 42  1  0  0  0  0
  4 30  1  0  0  0  0
 26 43  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
 14 35  1  0  0  0  0
 22 39  1  0  0  0  0
 22 40  1  0  0  0  0
 21 38  1  0  0  0  0
M  END

     RDKit          3D

 43 46  0  0  0  0  0  0  0  0999 V2000
    3.0410   -0.9673    5.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903    0.3959    5.1623 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6883    1.0644    4.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6103    0.5635    3.4616 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9744    1.3575    2.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719    0.8311    1.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4648    1.1152    2.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5694    0.6212    1.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4642   -0.1619    0.3498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1827   -0.4698   -0.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0476   -1.2676   -1.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2105   -1.5941   -1.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4721   -2.3592   -2.8832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6538   -2.8583   -3.5967 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3381   -1.1133   -1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5904   -1.4151   -1.5764 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2365   -0.3219    0.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0223    0.0231    0.5602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7797    1.0758    2.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9227    0.8291    1.8449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3602    1.8251    3.2445 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9233    1.9197    3.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4382    2.6635    2.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5107    3.1723    2.9890 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1203    2.3718    3.9454 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1702    2.8949    4.6500 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7133   -1.3682    6.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0170   -1.0560    5.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1811   -1.5593    4.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2397   -0.4442    3.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3655   -0.5175   -0.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9475   -1.6243   -1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2801   -3.4378   -4.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2635   -2.0401   -3.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2502   -3.5307   -2.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4409   -1.9612   -2.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1585    0.0231    0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0220    2.2529    3.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063    1.4865    4.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6364    2.9716    3.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9660    3.2898    1.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8714    4.1812    2.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4570    2.1762    5.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 23  1  0
 15 17  2  0
 23 24  2  0
 17 18  1  0
 24 25  1  0
 12 15  1  0
 25  3  2  0
 10  9  2  0
  3  4  1  0
  4  5  2  0
 18  6  2  0
 25 26  1  0
  6  7  1  0
  3  2  1  0
  8  9  1  0
  2  1  1  0
 10 11  1  0
 13 14  1  0
  8  7  2  0
 12 13  1  0
 11 12  2  0
 15 16  1  0
 10 18  1  0
  6  5  1  0
  7 22  1  0
 22 21  1  0
 21 19  1  0
 19  8  1  0
 19 20  2  0
 17 37  1  0
 11 32  1  0
  9 31  1  0
 16 36  1  0
 23 41  1  0
 24 42  1  0
  4 30  1  0
 26 43  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 22 39  1  0
 22 40  1  0
 21 38  1  0
M  END


  Mrv1652306202120233D          

 43 46  0  0  0  0            999 V2000
    3.0410   -0.9673    5.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903    0.3959    5.1623 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6883    1.0644    4.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6103    0.5635    3.4616 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9744    1.3575    2.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719    0.8311    1.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4648    1.1152    2.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5694    0.6212    1.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4642   -0.1619    0.3498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1827   -0.4698   -0.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0476   -1.2676   -1.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2105   -1.5941   -1.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4721   -2.3592   -2.8832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6538   -2.8583   -3.5967 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3381   -1.1133   -1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5904   -1.4151   -1.5764 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2365   -0.3219    0.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0223    0.0231    0.5602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7797    1.0758    2.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9227    0.8291    1.8449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3602    1.8251    3.2445 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9233    1.9197    3.3405 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4382    2.6635    2.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5107    3.1723    2.9890 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1203    2.3718    3.9454 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1702    2.8949    4.6500 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7133   -1.3682    6.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0170   -1.0560    5.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1811   -1.5593    4.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2397   -0.4442    3.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3655   -0.5175   -0.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9475   -1.6243   -1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2801   -3.4378   -4.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2635   -2.0401   -3.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2502   -3.5307   -2.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4409   -1.9612   -2.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1585    0.0231    0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0220    2.2529    3.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063    1.4865    4.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6364    2.9716    3.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9660    3.2898    1.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8714    4.1812    2.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4570    2.1762    5.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 23  1  0  0  0  0
 15 17  2  0  0  0  0
 23 24  2  0  0  0  0
 17 18  1  0  0  0  0
 24 25  1  0  0  0  0
 12 15  1  0  0  0  0
 25  3  2  0  0  0  0
 10  9  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
 18  6  2  0  0  0  0
 25 26  1  0  0  0  0
  6  7  1  0  0  0  0
  3  2  1  0  0  0  0
  8  9  1  0  0  0  0
  2  1  1  0  0  0  0
 10 11  1  0  0  0  0
 13 14  1  0  0  0  0
  8  7  2  0  0  0  0
 12 13  1  0  0  0  0
 11 12  2  0  0  0  0
 15 16  1  0  0  0  0
 10 18  1  0  0  0  0
  6  5  1  0  0  0  0
  7 22  1  0  0  0  0
 22 21  1  0  0  0  0
 21 19  1  0  0  0  0
 19  8  1  0  0  0  0
 19 20  2  0  0  0  0
 17 37  1  0  0  0  0
 11 32  1  0  0  0  0
  9 31  1  0  0  0  0
 16 36  1  0  0  0  0
 23 41  1  0  0  0  0
 24 42  1  0  0  0  0
  4 30  1  0  0  0  0
 26 43  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
 14 35  1  0  0  0  0
 22 39  1  0  0  0  0
 22 40  1  0  0  0  0
 21 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034753

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C3=C(C([H])=C2C([H])=C1OC([H])([H])[H])C(=O)N([H])C3([H])[H])C1=C([H])C(OC([H])([H])[H])=C(O[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H17NO5/c1-25-17-6-10(3-4-15(17)22)19-12-8-16(23)18(26-2)7-11(12)5-13-14(19)9-21-20(13)24/h3-8,22-23H,9H2,1-2H3,(H,21,24)

> <INCHI_KEY>
QVAJYPUWQBUWLN-UHFFFAOYSA-N

> <FORMULA>
C20H17NO5

> <MOLECULAR_WEIGHT>
351.358

> <EXACT_MASS>
351.110672651

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
37.00280219459849

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-7-methoxy-1H,2H,3H-benzo[f]isoindol-1-one

> <ALOGPS_LOGP>
2.48

> <JCHEM_LOGP>
2.5130184213333338

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.02711133459849

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.415797126518928

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2829283471508806

> <JCHEM_POLAR_SURFACE_AREA>
88.02

> <JCHEM_REFRACTIVITY>
97.06229999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
vitedomamine A

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 46  0  0  0  0  0  0  0  0999 V2000
    3.0410   -0.9673    5.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903    0.3959    5.1623 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6883    1.0644    4.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6103    0.5635    3.4616 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9744    1.3575    2.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719    0.8311    1.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4648    1.1152    2.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5694    0.6212    1.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4642   -0.1619    0.3498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1827   -0.4698   -0.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0476   -1.2676   -1.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2105   -1.5941   -1.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4721   -2.3592   -2.8832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6538   -2.8583   -3.5967 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3381   -1.1133   -1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5904   -1.4151   -1.5764 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2365   -0.3219    0.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0223    0.0231    0.5602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7797    1.0758    2.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9227    0.8291    1.8449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3602    1.8251    3.2445 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9233    1.9197    3.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4382    2.6635    2.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5107    3.1723    2.9890 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1203    2.3718    3.9454 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1702    2.8949    4.6500 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7133   -1.3682    6.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0170   -1.0560    5.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1811   -1.5593    4.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2397   -0.4442    3.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3655   -0.5175   -0.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9475   -1.6243   -1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2801   -3.4378   -4.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2635   -2.0401   -3.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2502   -3.5307   -2.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4409   -1.9612   -2.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1585    0.0231    0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0220    2.2529    3.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063    1.4865    4.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6364    2.9716    3.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9660    3.2898    1.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8714    4.1812    2.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4570    2.1762    5.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 23  1  0
 15 17  2  0
 23 24  2  0
 17 18  1  0
 24 25  1  0
 12 15  1  0
 25  3  2  0
 10  9  2  0
  3  4  1  0
  4  5  2  0
 18  6  2  0
 25 26  1  0
  6  7  1  0
  3  2  1  0
  8  9  1  0
  2  1  1  0
 10 11  1  0
 13 14  1  0
  8  7  2  0
 12 13  1  0
 11 12  2  0
 15 16  1  0
 10 18  1  0
  6  5  1  0
  7 22  1  0
 22 21  1  0
 21 19  1  0
 19  8  1  0
 19 20  2  0
 17 37  1  0
 11 32  1  0
  9 31  1  0
 16 36  1  0
 23 41  1  0
 24 42  1  0
  4 30  1  0
 26 43  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 22 39  1  0
 22 40  1  0
 21 38  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       3.041  -0.967   5.376  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.390   0.396   5.162  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.688   1.064   4.192  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.610   0.564   3.462  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.974   1.357   2.487  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.172   0.831   1.731  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.465   1.115   2.166  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.569   0.621   1.479  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.464  -0.162   0.350  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.183  -0.470  -0.123  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.048  -1.268  -1.276  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.211  -1.594  -1.776  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.472  -2.359  -2.883  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.654  -2.858  -3.597  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.338  -1.113  -1.112  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.590  -1.415  -1.576  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.236  -0.322   0.027  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.022   0.023   0.560  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.780   1.076   2.170  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.923   0.829   1.845  0.00  0.00           O+0
HETATM   21  N   UNK     0      -3.360   1.825   3.244  0.00  0.00           N+0
HETATM   22  C   UNK     0      -1.923   1.920   3.341  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.438   2.664   2.259  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.511   3.172   2.989  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.120   2.372   3.945  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.170   2.895   4.650  0.00  0.00           O+0
HETATM   27  H   UNK     0       3.713  -1.368   6.140  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.017  -1.056   5.753  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.181  -1.559   4.465  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.240  -0.444   3.624  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.365  -0.518  -0.141  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.948  -1.624  -1.768  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.280  -3.438  -4.446  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.264  -2.040  -3.994  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.250  -3.531  -2.971  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.441  -1.961  -2.373  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.159   0.023   0.489  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.022   2.253   3.878  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.606   1.486   4.293  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.636   2.972   3.265  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.966   3.290   1.504  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.871   4.181   2.813  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.457   2.176   5.247  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2    3    1                                                       
CONECT    3   25    4    2                                                  
CONECT    4    3    5   30                                                  
CONECT    5   23    4    6                                                  
CONECT    6   18    7    5                                                  
CONECT    7    6    8   22                                                  
CONECT    8    9    7   19                                                  
CONECT    9   10    8   31                                                  
CONECT   10    9   11   18                                                  
CONECT   11   10   12   32                                                  
CONECT   12   15   13   11                                                  
CONECT   13   14   12                                                       
CONECT   14   13   33   34   35                                             
CONECT   15   17   12   16                                                  
CONECT   16   15   36                                                       
CONECT   17   15   18   37                                                  
CONECT   18   17    6   10                                                  
CONECT   19   21    8   20                                                  
CONECT   20   19                                                            
CONECT   21   22   19   38                                                  
CONECT   22    7   21   39   40                                             
CONECT   23    5   24   41                                                  
CONECT   24   23   25   42                                                  
CONECT   25   24    3   26                                                  
CONECT   26   25   43                                                       
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    4                                                            
CONECT   31    9                                                            
CONECT   32   11                                                            
CONECT   33   14                                                            
CONECT   34   14                                                            
CONECT   35   14                                                            
CONECT   36   16                                                            
CONECT   37   17                                                            
CONECT   38   21                                                            
CONECT   39   22                                                            
CONECT   40   22                                                            
CONECT   41   23                                                            
CONECT   42   24                                                            
CONECT   43   26                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

RDKit          3D

43 46  0  0  0  0  0  0  0  0999 V2000
    3.0410   -0.9673    5.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903    0.3959    5.1623 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6883    1.0644    4.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6103    0.5635    3.4616 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9744    1.3575    2.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719    0.8311    1.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4648    1.1152    2.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5694    0.6212    1.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4642   -0.1619    0.3498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1827   -0.4698   -0.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0476   -1.2676   -1.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2105   -1.5941   -1.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4721   -2.3592   -2.8832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6538   -2.8583   -3.5967 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3381   -1.1133   -1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5904   -1.4151   -1.5764 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2365   -0.3219    0.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0223    0.0231    0.5602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7797    1.0758    2.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9227    0.8291    1.8449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3602    1.8251    3.2445 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9233    1.9197    3.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4382    2.6635    2.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5107    3.1723    2.9890 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1203    2.3718    3.9454 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1702    2.8949    4.6500 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7133   -1.3682    6.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0170   -1.0560    5.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1811   -1.5593    4.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2397   -0.4442    3.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3655   -0.5175   -0.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9475   -1.6243   -1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2801   -3.4378   -4.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2635   -2.0401   -3.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2502   -3.5307   -2.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4409   -1.9612   -2.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1585    0.0231    0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0220    2.2529    3.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063    1.4865    4.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6364    2.9716    3.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9660    3.2898    1.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8714    4.1812    2.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4570    2.1762    5.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 23  1  0
 15 17  2  0
 23 24  2  0
 17 18  1  0
 24 25  1  0
 12 15  1  0
 25  3  2  0
 10  9  2  0
  3  4  1  0
  4  5  2  0
 18  6  2  0
 25 26  1  0
  6  7  1  0
  3  2  1  0
  8  9  1  0
  2  1  1  0
 10 11  1  0
 13 14  1  0
  8  7  2  0
 12 13  1  0
 11 12  2  0
 15 16  1  0
 10 18  1  0
  6  5  1  0
  7 22  1  0
 22 21  1  0
 21 19  1  0
 19  8  1  0
 19 20  2  0
 17 37  1  0
 11 32  1  0
  9 31  1  0
 16 36  1  0
 23 41  1  0
 24 42  1  0
  4 30  1  0
 26 43  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 22 39  1  0
 22 40  1  0
 21 38  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₇NO₅

Average Mass

351.3580 Da

Monoisotopic Mass

351.11067 Da

IUPAC Name

6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-7-methoxy-1H,2H,3H-benzo[f]isoindol-1-one

Traditional Name

vitedomamine A

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C3=C(C([H])=C2C([H])=C1OC([H])([H])[H])C(=O)N([H])C3([H])[H])C1=C([H])C(OC([H])([H])[H])=C(O[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C20H17NO5/c1-25-17-6-10(3-4-15(17)22)19-12-8-16(23)18(26-2)7-11(12)5-13-14(19)9-21-20(13)24/h3-8,22-23H,9H2,1-2H3,(H,21,24)

InChI Key

QVAJYPUWQBUWLN-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Vitex negund	KNApSAcK Database	22123792
Vitex negundo	JEOL database	Zheng, C. -J., et al, J. Nat. Prod. 72, 1627 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as arylnaphthalene lignans. These are lignans containing the arylnaphthalene skeleton, especially 9-(2H-1,3-benzodioxol-5-yl)-1H,3H-naphtho[2,3-c]furan-1-one or a derivative thereof. Arylnaphthalene lignans occur in nature and exhibit diverse biological activities.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Arylnaphthalene lignans

Sub Class

Not Available

Direct Parent

Arylnaphthalene lignans

Alternative Parents

Substituents

Arylnaphthalene lignan skeleton
2-naphthol
Isoindolone
Methoxyphenol
Naphthalene
Isoindole or derivatives
Isoindole
Isoindoline
Phenoxy compound
Phenol ether
Anisole
Methoxybenzene
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Secondary carboxylic acid amide
Lactam
Carboxamide group
Azacycle
Carboxylic acid derivative
Ether
Organoheterocyclic compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen 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	2.48	ALOGPS
logP	2.51	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.42	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	88.02 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	97.06 m³·mol⁻¹	ChemAxon
Polarizability	37 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

C00044011

Chemspider ID

9523640

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11348702

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zheng, C. -J., et al. (2009). Zheng, C. -J., et al, J. Nat. Prod. 72, 1627 (2009). J. Nat. Prod..

Showing NP-Card for vitedoamine A (NP0034753)

MOL for NP0034753 (vitedoamine A )

3D MOL for NP0034753 (vitedoamine A )

3D SDF for NP0034753 (vitedoamine A )

3D-SDF for NP0034753 (vitedoamine A )

PDB for NP0034753 (vitedoamine A )

3D PDB for NP0034753 (vitedoamine A )

SMILES for NP0034753 (vitedoamine A )

INCHI for NP0034753 (vitedoamine A )

Structure for NP0034753 (vitedoamine A )

3D Structure for NP0034753 (vitedoamine A )