NP-MRD: Showing NP-Card for tremulacin (NP0027161)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 18:51:37 UTC

Updated at

2021-06-29 23:53:07 UTC

NP-MRD ID

NP0027161

Secondary Accession Numbers

None

Natural Product Identification

Common Name

tremulacin

Provided By

JEOL Database JEOL Logo

Description

tremulacin is found in Dovyalis hebecarpa, Homalium cochinchinensis, Itoa orientalis, Populus alba , Populus balsamifera, Populus davidiana, Populus deltoides, Populus heterophylla, Populus tomentosa, Populus tremua, Populus tremula , Populus tremuloides, Populus trichocarpa, Salix chaenomeloides, Salix chaenomoides, Salix daphnoides, Salix petiolaris, Salix purpurea and Salix triandra. It was first documented in 2002 (PMID: 33651529). Based on a literature review very few articles have been published on ZINC4098459 (PMID: 33079503) (PMID: 26389513) (PMID: 26389498) (PMID: 26389454).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192120513D          

 66 69  0  0  0  0            999 V2000
   -2.6423   -2.0600    3.5082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224   -2.2748    2.7345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0926   -1.3323    1.9937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4881    0.0514    2.2264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3577    0.9573    1.6804 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8163    0.7099    2.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8956    1.4400    2.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0679    2.7289    2.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1583    3.5000    2.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879    2.9759    1.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9370    1.6743    0.8021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8501    0.8796    1.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7281   -0.5248    0.6807 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9590   -0.4729   -0.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7230   -1.6896   -1.0973 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1281   -2.7551   -0.6486 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8006   -1.5144   -2.3272 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0567   -0.2949   -3.0201 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0261   -2.6121   -3.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1078   -3.5275   -3.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2647   -3.5794   -3.0804 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3594   -2.8467   -1.7495 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6536   -1.5129   -1.8223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1850   -0.4824   -1.3944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7477    2.3331    1.7281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8727    2.5969    0.8747 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0724    4.1147    0.8421 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8741    4.7427    0.3747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0936    1.8739    1.4312 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2499    2.0989    0.6230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8273    0.3653    1.5252 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9787   -0.1878    2.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2053   -3.6286    2.4232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0198   -4.7337    2.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5731   -6.0237    2.4078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3122   -6.2139    1.8428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5073   -5.1176    1.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0651   -3.8267    1.8718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5811    0.2098    3.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1197    0.6766    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3448    3.1357    3.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817    4.5079    2.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9363    3.5780    0.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6797    1.2800    0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7222   -0.9385    0.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2410   -1.1665    1.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7924    0.4189   -2.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0006   -2.6294   -3.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3474   -4.2630   -4.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9719   -3.1486   -3.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5552   -4.6254   -2.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8939   -3.4319   -0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4092   -2.6891   -1.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6356    2.2639   -0.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8909    4.4026    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2728    4.5089    1.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1456    4.3185    0.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3274    2.2533    2.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9118    1.4511    0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8400   -0.0846    0.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6841   -0.9006    2.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0047   -4.5953    3.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2077   -6.8804    2.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0357   -7.2190    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4936   -5.2650    1.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7245   -2.9881    1.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
 38 37  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
 34 33  2  0  0  0  0
  7  6  1  0  0  0  0
 37 36  1  0  0  0  0
 12 13  1  0  0  0  0
 36 35  2  0  0  0  0
 13 14  1  0  0  0  0
 35 34  1  0  0  0  0
 14 15  1  0  0  0  0
 17 19  1  0  0  0  0
 23 22  1  0  0  0  0
 22 21  1  0  0  0  0
 21 20  1  0  0  0  0
 20 19  2  0  0  0  0
 33 38  1  0  0  0  0
  2  1  2  0  0  0  0
  9 10  2  0  0  0  0
  2 33  1  0  0  0  0
 10 11  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 29  1  0  0  0  0
 29 31  1  0  0  0  0
 31  4  1  0  0  0  0
  4  5  1  0  0  0  0
 29 30  1  0  0  0  0
 26 27  1  0  0  0  0
 17 23  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 11 12  2  0  0  0  0
 27 28  1  0  0  0  0
 23 24  2  0  0  0  0
 12  7  1  0  0  0  0
 17 18  1  6  0  0  0
  3  2  1  0  0  0  0
 31 32  1  0  0  0  0
  4  3  1  0  0  0  0
  5  6  1  0  0  0  0
 35 63  1  0  0  0  0
 34 62  1  0  0  0  0
 38 66  1  0  0  0  0
 37 65  1  0  0  0  0
 36 64  1  0  0  0  0
 22 52  1  0  0  0  0
 22 53  1  0  0  0  0
 21 50  1  0  0  0  0
 21 51  1  0  0  0  0
 20 49  1  0  0  0  0
 19 48  1  0  0  0  0
  9 42  1  0  0  0  0
 10 43  1  0  0  0  0
 11 44  1  0  0  0  0
  8 41  1  0  0  0  0
 13 45  1  0  0  0  0
 13 46  1  0  0  0  0
  5 40  1  6  0  0  0
 29 58  1  1  0  0  0
 30 59  1  0  0  0  0
  4 39  1  1  0  0  0
 26 54  1  6  0  0  0
 27 55  1  0  0  0  0
 27 56  1  0  0  0  0
 32 61  1  0  0  0  0
 31 60  1  6  0  0  0
 28 57  1  0  0  0  0
 18 47  1  0  0  0  0
M  END

     RDKit          3D

 66 69  0  0  0  0  0  0  0  0999 V2000
   -2.6423   -2.0600    3.5082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224   -2.2748    2.7345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0926   -1.3323    1.9937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4881    0.0514    2.2264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3577    0.9573    1.6804 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8163    0.7099    2.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8956    1.4400    2.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0679    2.7289    2.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1583    3.5000    2.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879    2.9759    1.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9370    1.6743    0.8021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8501    0.8796    1.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7281   -0.5248    0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9590   -0.4729   -0.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7230   -1.6896   -1.0973 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1281   -2.7551   -0.6486 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8006   -1.5144   -2.3272 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0567   -0.2949   -3.0201 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0261   -2.6121   -3.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1078   -3.5275   -3.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2647   -3.5794   -3.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3594   -2.8467   -1.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6536   -1.5129   -1.8223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1850   -0.4824   -1.3944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7477    2.3331    1.7281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8727    2.5969    0.8747 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0724    4.1147    0.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8741    4.7427    0.3747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0936    1.8739    1.4312 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2499    2.0989    0.6230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8273    0.3653    1.5252 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9787   -0.1878    2.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2053   -3.6286    2.4232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0198   -4.7337    2.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5731   -6.0237    2.4078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3122   -6.2139    1.8428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5073   -5.1176    1.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0651   -3.8267    1.8718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5811    0.2098    3.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1197    0.6766    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3448    3.1357    3.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817    4.5079    2.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9363    3.5780    0.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6797    1.2800    0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7222   -0.9385    0.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2410   -1.1665    1.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7924    0.4189   -2.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0006   -2.6294   -3.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3474   -4.2630   -4.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9719   -3.1486   -3.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5552   -4.6254   -2.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8939   -3.4319   -0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4092   -2.6891   -1.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6356    2.2639   -0.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8909    4.4026    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2728    4.5089    1.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1456    4.3185    0.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3274    2.2533    2.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9118    1.4511    0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8400   -0.0846    0.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6841   -0.9006    2.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0047   -4.5953    3.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2077   -6.8804    2.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0357   -7.2190    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4936   -5.2650    1.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7245   -2.9881    1.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
 38 37  2  0
  7  8  2  0
  8  9  1  0
 34 33  2  0
  7  6  1  0
 37 36  1  0
 12 13  1  0
 36 35  2  0
 13 14  1  0
 35 34  1  0
 14 15  1  0
 17 19  1  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  2  0
 33 38  1  0
  2  1  2  0
  9 10  2  0
  2 33  1  0
 10 11  1  0
  5 25  1  0
 25 26  1  0
 26 29  1  0
 29 31  1  0
 31  4  1  0
  4  5  1  0
 29 30  1  0
 26 27  1  0
 17 23  1  0
 15 16  2  0
 15 17  1  0
 11 12  2  0
 27 28  1  0
 23 24  2  0
 12  7  1  0
 17 18  1  6
  3  2  1  0
 31 32  1  0
  4  3  1  0
  5  6  1  0
 35 63  1  0
 34 62  1  0
 38 66  1  0
 37 65  1  0
 36 64  1  0
 22 52  1  0
 22 53  1  0
 21 50  1  0
 21 51  1  0
 20 49  1  0
 19 48  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
  8 41  1  0
 13 45  1  0
 13 46  1  0
  5 40  1  6
 29 58  1  1
 30 59  1  0
  4 39  1  1
 26 54  1  6
 27 55  1  0
 27 56  1  0
 32 61  1  0
 31 60  1  6
 28 57  1  0
 18 47  1  0
M  END


  Mrv1652306192120513D          

 66 69  0  0  0  0            999 V2000
   -2.6423   -2.0600    3.5082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224   -2.2748    2.7345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0926   -1.3323    1.9937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4881    0.0514    2.2264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3577    0.9573    1.6804 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8163    0.7099    2.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8956    1.4400    2.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0679    2.7289    2.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1583    3.5000    2.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879    2.9759    1.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9370    1.6743    0.8021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8501    0.8796    1.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7281   -0.5248    0.6807 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9590   -0.4729   -0.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7230   -1.6896   -1.0973 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1281   -2.7551   -0.6486 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8006   -1.5144   -2.3272 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0567   -0.2949   -3.0201 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0261   -2.6121   -3.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1078   -3.5275   -3.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2647   -3.5794   -3.0804 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3594   -2.8467   -1.7495 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6536   -1.5129   -1.8223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1850   -0.4824   -1.3944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7477    2.3331    1.7281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8727    2.5969    0.8747 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0724    4.1147    0.8421 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8741    4.7427    0.3747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0936    1.8739    1.4312 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2499    2.0989    0.6230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8273    0.3653    1.5252 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9787   -0.1878    2.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2053   -3.6286    2.4232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0198   -4.7337    2.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5731   -6.0237    2.4078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3122   -6.2139    1.8428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5073   -5.1176    1.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0651   -3.8267    1.8718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5811    0.2098    3.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1197    0.6766    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3448    3.1357    3.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817    4.5079    2.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9363    3.5780    0.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6797    1.2800    0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7222   -0.9385    0.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2410   -1.1665    1.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7924    0.4189   -2.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0006   -2.6294   -3.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3474   -4.2630   -4.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9719   -3.1486   -3.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5552   -4.6254   -2.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8939   -3.4319   -0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4092   -2.6891   -1.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6356    2.2639   -0.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8909    4.4026    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2728    4.5089    1.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1456    4.3185    0.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3274    2.2533    2.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9118    1.4511    0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8400   -0.0846    0.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6841   -0.9006    2.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0047   -4.5953    3.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2077   -6.8804    2.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0357   -7.2190    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4936   -5.2650    1.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7245   -2.9881    1.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
 38 37  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
 34 33  2  0  0  0  0
  7  6  1  0  0  0  0
 37 36  1  0  0  0  0
 12 13  1  0  0  0  0
 36 35  2  0  0  0  0
 13 14  1  0  0  0  0
 35 34  1  0  0  0  0
 14 15  1  0  0  0  0
 17 19  1  0  0  0  0
 23 22  1  0  0  0  0
 22 21  1  0  0  0  0
 21 20  1  0  0  0  0
 20 19  2  0  0  0  0
 33 38  1  0  0  0  0
  2  1  2  0  0  0  0
  9 10  2  0  0  0  0
  2 33  1  0  0  0  0
 10 11  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 29  1  0  0  0  0
 29 31  1  0  0  0  0
 31  4  1  0  0  0  0
  4  5  1  0  0  0  0
 29 30  1  0  0  0  0
 26 27  1  0  0  0  0
 17 23  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 11 12  2  0  0  0  0
 27 28  1  0  0  0  0
 23 24  2  0  0  0  0
 12  7  1  0  0  0  0
 17 18  1  6  0  0  0
  3  2  1  0  0  0  0
 31 32  1  0  0  0  0
  4  3  1  0  0  0  0
  5  6  1  0  0  0  0
 35 63  1  0  0  0  0
 34 62  1  0  0  0  0
 38 66  1  0  0  0  0
 37 65  1  0  0  0  0
 36 64  1  0  0  0  0
 22 52  1  0  0  0  0
 22 53  1  0  0  0  0
 21 50  1  0  0  0  0
 21 51  1  0  0  0  0
 20 49  1  0  0  0  0
 19 48  1  0  0  0  0
  9 42  1  0  0  0  0
 10 43  1  0  0  0  0
 11 44  1  0  0  0  0
  8 41  1  0  0  0  0
 13 45  1  0  0  0  0
 13 46  1  0  0  0  0
  5 40  1  6  0  0  0
 29 58  1  1  0  0  0
 30 59  1  0  0  0  0
  4 39  1  1  0  0  0
 26 54  1  6  0  0  0
 27 55  1  0  0  0  0
 27 56  1  0  0  0  0
 32 61  1  0  0  0  0
 31 60  1  6  0  0  0
 28 57  1  0  0  0  0
 18 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0027161

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(OC2=C([H])C([H])=C([H])C([H])=C2C([H])([H])OC(=O)[C@@]2(O[H])C([H])=C([H])C([H])([H])C([H])([H])C2=O)[C@]([H])(OC(=O)C2=C([H])C([H])=C([H])C([H])=C2[H])[C@@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H28O11/c28-14-19-21(30)22(31)23(38-24(32)16-8-2-1-3-9-16)25(37-19)36-18-11-5-4-10-17(18)15-35-26(33)27(34)13-7-6-12-20(27)29/h1-5,7-11,13,19,21-23,25,28,30-31,34H,6,12,14-15H2/t19-,21-,22+,23-,25-,27-/m1/s1

> <INCHI_KEY>
RCKCYCDBDYUIGM-OJSSCUGGSA-N

> <FORMULA>
C27H28O11

> <MOLECULAR_WEIGHT>
528.51

> <EXACT_MASS>
528.163161722

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
51.86600701760976

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-(2-{[(1R)-1-hydroxy-6-oxocyclohex-2-ene-1-carbonyloxy]methyl}phenoxy)-6-(hydroxymethyl)oxan-3-yl benzoate

> <ALOGPS_LOGP>
1.41

> <JCHEM_LOGP>
2.063467429333333

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.696615325751065

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.321477477825146

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092992635964

> <JCHEM_POLAR_SURFACE_AREA>
169.04999999999998

> <JCHEM_REFRACTIVITY>
130.2307

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-(2-{[(1R)-1-hydroxy-6-oxocyclohex-2-ene-1-carbonyloxy]methyl}phenoxy)-6-(hydroxymethyl)oxan-3-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 66 69  0  0  0  0  0  0  0  0999 V2000
   -2.6423   -2.0600    3.5082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224   -2.2748    2.7345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0926   -1.3323    1.9937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4881    0.0514    2.2264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3577    0.9573    1.6804 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8163    0.7099    2.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8956    1.4400    2.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0679    2.7289    2.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1583    3.5000    2.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879    2.9759    1.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9370    1.6743    0.8021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8501    0.8796    1.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7281   -0.5248    0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9590   -0.4729   -0.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7230   -1.6896   -1.0973 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1281   -2.7551   -0.6486 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8006   -1.5144   -2.3272 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0567   -0.2949   -3.0201 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0261   -2.6121   -3.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1078   -3.5275   -3.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2647   -3.5794   -3.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3594   -2.8467   -1.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6536   -1.5129   -1.8223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1850   -0.4824   -1.3944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7477    2.3331    1.7281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8727    2.5969    0.8747 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0724    4.1147    0.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8741    4.7427    0.3747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0936    1.8739    1.4312 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2499    2.0989    0.6230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8273    0.3653    1.5252 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9787   -0.1878    2.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2053   -3.6286    2.4232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0198   -4.7337    2.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5731   -6.0237    2.4078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3122   -6.2139    1.8428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5073   -5.1176    1.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0651   -3.8267    1.8718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5811    0.2098    3.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1197    0.6766    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3448    3.1357    3.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817    4.5079    2.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9363    3.5780    0.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6797    1.2800    0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7222   -0.9385    0.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2410   -1.1665    1.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7924    0.4189   -2.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0006   -2.6294   -3.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3474   -4.2630   -4.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9719   -3.1486   -3.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5552   -4.6254   -2.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8939   -3.4319   -0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4092   -2.6891   -1.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6356    2.2639   -0.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8909    4.4026    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2728    4.5089    1.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1456    4.3185    0.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3274    2.2533    2.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9118    1.4511    0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8400   -0.0846    0.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6841   -0.9006    2.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0047   -4.5953    3.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2077   -6.8804    2.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0357   -7.2190    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4936   -5.2650    1.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7245   -2.9881    1.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
 38 37  2  0
  7  8  2  0
  8  9  1  0
 34 33  2  0
  7  6  1  0
 37 36  1  0
 12 13  1  0
 36 35  2  0
 13 14  1  0
 35 34  1  0
 14 15  1  0
 17 19  1  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  2  0
 33 38  1  0
  2  1  2  0
  9 10  2  0
  2 33  1  0
 10 11  1  0
  5 25  1  0
 25 26  1  0
 26 29  1  0
 29 31  1  0
 31  4  1  0
  4  5  1  0
 29 30  1  0
 26 27  1  0
 17 23  1  0
 15 16  2  0
 15 17  1  0
 11 12  2  0
 27 28  1  0
 23 24  2  0
 12  7  1  0
 17 18  1  6
  3  2  1  0
 31 32  1  0
  4  3  1  0
  5  6  1  0
 35 63  1  0
 34 62  1  0
 38 66  1  0
 37 65  1  0
 36 64  1  0
 22 52  1  0
 22 53  1  0
 21 50  1  0
 21 51  1  0
 20 49  1  0
 19 48  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
  8 41  1  0
 13 45  1  0
 13 46  1  0
  5 40  1  6
 29 58  1  1
 30 59  1  0
  4 39  1  1
 26 54  1  6
 27 55  1  0
 27 56  1  0
 32 61  1  0
 31 60  1  6
 28 57  1  0
 18 47  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  O   UNK     0      -2.642  -2.060   3.508  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.722  -2.275   2.735  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.093  -1.332   1.994  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.488   0.051   2.226  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.358   0.957   1.680  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.816   0.710   2.492  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.896   1.440   2.063  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.068   2.729   2.576  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.158   3.500   2.179  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.088   2.976   1.285  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.937   1.674   0.802  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.850   0.880   1.204  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.728  -0.525   0.681  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.959  -0.473  -0.523  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.723  -1.690  -1.097  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.128  -2.755  -0.649  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.801  -1.514  -2.327  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.057  -0.295  -3.020  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.026  -2.612  -3.332  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.108  -3.527  -3.680  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.265  -3.579  -3.080  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.359  -2.847  -1.750  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.654  -1.513  -1.822  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.185  -0.482  -1.394  0.00  0.00           O+0
HETATM   25  O   UNK     0      -0.748   2.333   1.728  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.873   2.597   0.875  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.072   4.115   0.842  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.874   4.743   0.375  0.00  0.00           O+0
HETATM   29  C   UNK     0      -3.094   1.874   1.431  0.00  0.00           C+0
HETATM   30  O   UNK     0      -4.250   2.099   0.623  0.00  0.00           O+0
HETATM   31  C   UNK     0      -2.827   0.365   1.525  0.00  0.00           C+0
HETATM   32  O   UNK     0      -3.979  -0.188   2.196  0.00  0.00           O+0
HETATM   33  C   UNK     0      -1.205  -3.629   2.423  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.020  -4.734   2.701  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.573  -6.024   2.408  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.312  -6.214   1.843  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.507  -5.118   1.577  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.065  -3.827   1.872  0.00  0.00           C+0
HETATM   39  H   UNK     0      -1.581   0.210   3.309  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.120   0.677   0.648  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.345   3.136   3.278  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.282   4.508   2.567  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.936   3.578   0.969  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.680   1.280   0.111  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.722  -0.939   0.471  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.241  -1.167   1.423  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.792   0.419  -2.407  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.001  -2.629  -3.816  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.347  -4.263  -4.446  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.972  -3.149  -3.799  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.555  -4.625  -2.930  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.894  -3.432  -0.950  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.409  -2.689  -1.481  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.636   2.264  -0.145  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.891   4.403   0.176  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.273   4.509   1.844  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.146   4.319   0.869  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.327   2.253   2.435  0.00  0.00           H+0
HETATM   59  H   UNK     0      -4.912   1.451   0.942  0.00  0.00           H+0
HETATM   60  H   UNK     0      -2.840  -0.085   0.527  0.00  0.00           H+0
HETATM   61  H   UNK     0      -3.684  -0.901   2.803  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.005  -4.595   3.142  0.00  0.00           H+0
HETATM   63  H   UNK     0      -2.208  -6.880   2.622  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.036  -7.219   1.615  0.00  0.00           H+0
HETATM   65  H   UNK     0       1.494  -5.265   1.141  0.00  0.00           H+0
HETATM   66  H   UNK     0       0.725  -2.988   1.673  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1   33    3                                                  
CONECT    3    2    4                                                       
CONECT    4   31    5    3   39                                             
CONECT    5   25    4    6   40                                             
CONECT    6    7    5                                                       
CONECT    7    8    6   12                                                  
CONECT    8    7    9   41                                                  
CONECT    9    8   10   42                                                  
CONECT   10    9   11   43                                                  
CONECT   11   10   12   44                                                  
CONECT   12   13   11    7                                                  
CONECT   13   12   14   45   46                                             
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   19   23   15   18                                             
CONECT   18   17   47                                                       
CONECT   19   17   20   48                                                  
CONECT   20   21   19   49                                                  
CONECT   21   22   20   50   51                                             
CONECT   22   23   21   52   53                                             
CONECT   23   22   17   24                                                  
CONECT   24   23                                                            
CONECT   25    5   26                                                       
CONECT   26   25   29   27   54                                             
CONECT   27   26   28   55   56                                             
CONECT   28   27   57                                                       
CONECT   29   26   31   30   58                                             
CONECT   30   29   59                                                       
CONECT   31   29    4   32   60                                             
CONECT   32   31   61                                                       
CONECT   33   34   38    2                                                  
CONECT   34   33   35   62                                                  
CONECT   35   36   34   63                                                  
CONECT   36   37   35   64                                                  
CONECT   37   38   36   65                                                  
CONECT   38   37   33   66                                                  
CONECT   39    4                                                            
CONECT   40    5                                                            
CONECT   41    8                                                            
CONECT   42    9                                                            
CONECT   43   10                                                            
CONECT   44   11                                                            
CONECT   45   13                                                            
CONECT   46   13                                                            
CONECT   47   18                                                            
CONECT   48   19                                                            
CONECT   49   20                                                            
CONECT   50   21                                                            
CONECT   51   21                                                            
CONECT   52   22                                                            
CONECT   53   22                                                            
CONECT   54   26                                                            
CONECT   55   27                                                            
CONECT   56   27                                                            
CONECT   57   28                                                            
CONECT   58   29                                                            
CONECT   59   30                                                            
CONECT   60   31                                                            
CONECT   61   32                                                            
CONECT   62   34                                                            
CONECT   63   35                                                            
CONECT   64   36                                                            
CONECT   65   37                                                            
CONECT   66   38                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  138    0
END

RDKit          3D

66 69  0  0  0  0  0  0  0  0999 V2000
   -2.6423   -2.0600    3.5082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7224   -2.2748    2.7345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0926   -1.3323    1.9937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4881    0.0514    2.2264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3577    0.9573    1.6804 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8163    0.7099    2.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8956    1.4400    2.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0679    2.7289    2.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1583    3.5000    2.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879    2.9759    1.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9370    1.6743    0.8021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8501    0.8796    1.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7281   -0.5248    0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9590   -0.4729   -0.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7230   -1.6896   -1.0973 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1281   -2.7551   -0.6486 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8006   -1.5144   -2.3272 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0567   -0.2949   -3.0201 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0261   -2.6121   -3.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1078   -3.5275   -3.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2647   -3.5794   -3.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3594   -2.8467   -1.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6536   -1.5129   -1.8223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1850   -0.4824   -1.3944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7477    2.3331    1.7281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8727    2.5969    0.8747 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0724    4.1147    0.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8741    4.7427    0.3747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0936    1.8739    1.4312 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2499    2.0989    0.6230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8273    0.3653    1.5252 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9787   -0.1878    2.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2053   -3.6286    2.4232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0198   -4.7337    2.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5731   -6.0237    2.4078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3122   -6.2139    1.8428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5073   -5.1176    1.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0651   -3.8267    1.8718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5811    0.2098    3.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1197    0.6766    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3448    3.1357    3.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817    4.5079    2.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9363    3.5780    0.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6797    1.2800    0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7222   -0.9385    0.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2410   -1.1665    1.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7924    0.4189   -2.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0006   -2.6294   -3.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3474   -4.2630   -4.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9719   -3.1486   -3.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5552   -4.6254   -2.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8939   -3.4319   -0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4092   -2.6891   -1.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6356    2.2639   -0.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8909    4.4026    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2728    4.5089    1.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1456    4.3185    0.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3274    2.2533    2.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9118    1.4511    0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8400   -0.0846    0.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6841   -0.9006    2.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0047   -4.5953    3.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2077   -6.8804    2.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0357   -7.2190    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4936   -5.2650    1.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7245   -2.9881    1.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
 38 37  2  0
  7  8  2  0
  8  9  1  0
 34 33  2  0
  7  6  1  0
 37 36  1  0
 12 13  1  0
 36 35  2  0
 13 14  1  0
 35 34  1  0
 14 15  1  0
 17 19  1  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  2  0
 33 38  1  0
  2  1  2  0
  9 10  2  0
  2 33  1  0
 10 11  1  0
  5 25  1  0
 25 26  1  0
 26 29  1  0
 29 31  1  0
 31  4  1  0
  4  5  1  0
 29 30  1  0
 26 27  1  0
 17 23  1  0
 15 16  2  0
 15 17  1  0
 11 12  2  0
 27 28  1  0
 23 24  2  0
 12  7  1  0
 17 18  1  6
  3  2  1  0
 31 32  1  0
  4  3  1  0
  5  6  1  0
 35 63  1  0
 34 62  1  0
 38 66  1  0
 37 65  1  0
 36 64  1  0
 22 52  1  0
 22 53  1  0
 21 50  1  0
 21 51  1  0
 20 49  1  0
 19 48  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
  8 41  1  0
 13 45  1  0
 13 46  1  0
  5 40  1  6
 29 58  1  1
 30 59  1  0
  4 39  1  1
 26 54  1  6
 27 55  1  0
 27 56  1  0
 32 61  1  0
 31 60  1  6
 28 57  1  0
 18 47  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₂₈O₁₁

Average Mass

528.5100 Da

Monoisotopic Mass

528.16316 Da

IUPAC Name

(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-(2-{[(1R)-1-hydroxy-6-oxocyclohex-2-ene-1-carbonyloxy]methyl}phenoxy)-6-(hydroxymethyl)oxan-3-yl benzoate

Traditional Name

(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-(2-{[(1R)-1-hydroxy-6-oxocyclohex-2-ene-1-carbonyloxy]methyl}phenoxy)-6-(hydroxymethyl)oxan-3-yl benzoate

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(OC2=C([H])C([H])=C([H])C([H])=C2C([H])([H])OC(=O)[C@@]2(O[H])C([H])=C([H])C([H])([H])C([H])([H])C2=O)[C@]([H])(OC(=O)C2=C([H])C([H])=C([H])C([H])=C2[H])[C@@]([H])(O[H])[C@]1([H])O[H]

InChI Identifier

InChI=1S/C27H28O11/c28-14-19-21(30)22(31)23(38-24(32)16-8-2-1-3-9-16)25(37-19)36-18-11-5-4-10-17(18)15-35-26(33)27(34)13-7-6-12-20(27)29/h1-5,7-11,13,19,21-23,25,28,30-31,34H,6,12,14-15H2/t19-,21-,22+,23-,25-,27-/m1/s1

InChI Key

RCKCYCDBDYUIGM-OJSSCUGGSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Dovyalis hebecarpa	Plant	KNApSAcK
Homalium cochinchinense	JEOL database	Ishikawa, T., et al, J. Nat. Prod. 67, 659 (2004)
Itoa orientalis	Plant	KNApSAcK
Populus alba	Plant	KNApSAcK
Populus balsamifera	LOTUS Database	35616633
Populus davidiana	Plant	KNApSAcK
Populus deltoides	Plant	KNApSAcK
Populus heterophylla	Plant	KNApSAcK
Populus tomentosa	LOTUS Database	35616633
Populus tremua	Plant	KNApSAcK
Populus tremula	Plant	KNApSAcK
Populus tremuloides	Plant	KNApSAcK
Populus trichocarpa	Plant	KNApSAcK
Salix chaenomeloides	LOTUS Database	35616633
Salix chaenomoides	Plant	KNApSAcK
Salix daphnoides	Plant	KNApSAcK
Salix petiolaris	Plant	KNApSAcK
Salix purpurea	Plant	KNApSAcK
Salix triandra	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Benzoate ester
Benzyloxycarbonyl
Benzoic acid or derivatives
Phenoxy compound
Benzoyl
Phenol ether
Cyclohexenone
Acyloin
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Monosaccharide
Oxane
Tertiary alcohol
Ketone
Carboxylic acid ester
Cyclic ketone
Secondary alcohol
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Acetal
Aldehyde
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.41	ALOGPS
logP	2.06	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	10.32	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	169.05 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	130.23 m³·mol⁻¹	ChemAxon
Polarizability	51.87 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92212919

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ishikawa, T., et al. (2004). Ishikawa, T., et al, J. Nat. Prod. 67, 659 (2004). J. Nat. Prod..

Showing NP-Card for tremulacin (NP0027161)

MOL for NP0027161 (tremulacin)

3D MOL for NP0027161 (tremulacin)

3D SDF for NP0027161 (tremulacin)

3D-SDF for NP0027161 (tremulacin)

PDB for NP0027161 (tremulacin)

3D PDB for NP0027161 (tremulacin)

SMILES for NP0027161 (tremulacin)

INCHI for NP0027161 (tremulacin)

Structure for NP0027161 (tremulacin)

3D Structure for NP0027161 (tremulacin)