NP-MRD: Showing NP-Card for 10-dehydroxymelleolide D (NP0013603)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-05 22:55:06 UTC

Updated at

2021-07-15 17:14:56 UTC

NP-MRD ID

NP0013603

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-dehydroxymelleolide D

Provided By

NPAtlas

Description

10-dehydroxymelleolide D is found in Armillaria and Armillaria sp.. 10-dehydroxymelleolide D was first documented in 2015 (PMID: 25524590). Based on a literature review very few articles have been published on 10-dehydroxymelleolide D.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242119373D          

 63 66  0  0  0  0            999 V2000
    8.8751   -1.1917   -0.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9801   -0.7068    0.4604 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6380   -0.5904    0.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1788   -0.9351   -1.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8062   -0.8129   -1.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4933   -1.1959   -2.6902 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9129   -0.3422   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5190   -0.2247   -0.8360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1827   -0.5627   -2.0137 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4672    0.2231   -0.0453 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2044    0.2660   -0.5861 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5407    1.6088   -0.5819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7962    0.7068   -0.7552 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7873    0.2292   -2.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0193    1.2755   -0.2137 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2926    1.2285   -0.9584 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0363   -0.0200   -0.5308 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4812    0.2616   -0.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0556   -1.0957   -1.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3548   -0.5079    0.7526 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4802    0.6198    1.0992 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3155    1.5952    1.7102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3648    0.4145    1.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1851    0.0267    1.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0458   -0.1678    2.5405 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5354    0.1221    3.8260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0057   -0.2452    0.1239 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2873   -1.5976   -0.1215 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3845    0.0024    0.7708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4444    0.5186    1.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7280   -0.1246    1.0596 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3405    0.3135    2.6464 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.9070   -1.2352   -0.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5950   -2.2458   -0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7688   -0.6097   -1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8825   -1.3030   -1.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7421   -1.2667   -3.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1700   -0.0871   -1.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5202    2.1368    0.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3189    2.2007   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5234   -0.8389   -2.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7801    0.3042   -2.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1150    0.8106   -2.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7983    2.3438    0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9352    2.0715   -0.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2900    1.4275   -2.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1621    0.1327   -1.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6059    1.2778    0.2792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8501   -0.4516    0.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0156   -0.5594   -2.5753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1299   -1.7033   -1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9294   -1.7525   -1.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1181   -0.6388    1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9099   -1.4768    0.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7322    1.2118    2.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4690    0.5757    3.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558   -1.1609    2.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6967    0.6668    2.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6146    1.1140    3.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5956   -2.0343   -0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044    1.3345    1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0890    0.9696    2.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8308   -0.3047    2.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 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
 24 27  1  0  0  0  0
 27 28  1  1  0  0  0
  7 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31  3  1  0  0  0  0
 27 11  1  0  0  0  0
 27 13  1  0  0  0  0
 21 15  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  4 36  1  0  0  0  0
  6 37  1  0  0  0  0
 11 38  1  6  0  0  0
 12 39  1  0  0  0  0
 12 40  1  0  0  0  0
 14 41  1  0  0  0  0
 14 42  1  0  0  0  0
 14 43  1  0  0  0  0
 15 44  1  1  0  0  0
 16 45  1  0  0  0  0
 16 46  1  0  0  0  0
 18 47  1  0  0  0  0
 18 48  1  0  0  0  0
 18 49  1  0  0  0  0
 19 50  1  0  0  0  0
 19 51  1  0  0  0  0
 19 52  1  0  0  0  0
 20 53  1  0  0  0  0
 20 54  1  0  0  0  0
 22 55  1  0  0  0  0
 23 56  1  0  0  0  0
 25 57  1  0  0  0  0
 25 58  1  0  0  0  0
 26 59  1  0  0  0  0
 28 60  1  0  0  0  0
 30 61  1  0  0  0  0
 30 62  1  0  0  0  0
 30 63  1  0  0  0  0
M  END

     RDKit          3D

 63 66  0  0  0  0  0  0  0  0999 V2000
    8.8751   -1.1917   -0.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9801   -0.7068    0.4604 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6380   -0.5904    0.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1788   -0.9351   -1.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8062   -0.8129   -1.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4933   -1.1959   -2.6902 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9129   -0.3422   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5190   -0.2247   -0.8360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1827   -0.5627   -2.0137 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4672    0.2231   -0.0453 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2044    0.2660   -0.5861 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5407    1.6088   -0.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7962    0.7068   -0.7552 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7873    0.2292   -2.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0193    1.2755   -0.2137 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2926    1.2285   -0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0363   -0.0200   -0.5308 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4812    0.2616   -0.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0556   -1.0957   -1.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3548   -0.5079    0.7526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4802    0.6198    1.0992 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3155    1.5952    1.7102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3648    0.4145    1.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1851    0.0267    1.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0458   -0.1678    2.5405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5354    0.1221    3.8260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0057   -0.2452    0.1239 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2873   -1.5976   -0.1215 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3845    0.0024    0.7708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4444    0.5186    1.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7280   -0.1246    1.0596 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3405    0.3135    2.6464 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.9070   -1.2352   -0.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5950   -2.2458   -0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7688   -0.6097   -1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8825   -1.3030   -1.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7421   -1.2667   -3.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1700   -0.0871   -1.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5202    2.1368    0.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3189    2.2007   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5234   -0.8389   -2.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7801    0.3042   -2.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1150    0.8106   -2.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7983    2.3438    0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9352    2.0715   -0.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2900    1.4275   -2.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1621    0.1327   -1.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6059    1.2778    0.2792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8501   -0.4516    0.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0156   -0.5594   -2.5753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1299   -1.7033   -1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9294   -1.7525   -1.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1181   -0.6388    1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9099   -1.4768    0.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7322    1.2118    2.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4690    0.5757    3.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558   -1.1609    2.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6967    0.6668    2.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6146    1.1140    3.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5956   -2.0343   -0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044    1.3345    1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0890    0.9696    2.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8308   -0.3047    2.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  1
  7 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 31  3  1  0
 27 11  1  0
 27 13  1  0
 21 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
 11 38  1  6
 12 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  1
 16 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 22 55  1  0
 23 56  1  0
 25 57  1  0
 25 58  1  0
 26 59  1  0
 28 60  1  0
 30 61  1  0
 30 62  1  0
 30 63  1  0
M  END


  Mrv1652306242119373D          

 63 66  0  0  0  0            999 V2000
    8.8751   -1.1917   -0.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9801   -0.7068    0.4604 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6380   -0.5904    0.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1788   -0.9351   -1.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8062   -0.8129   -1.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4933   -1.1959   -2.6902 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9129   -0.3422   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5190   -0.2247   -0.8360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1827   -0.5627   -2.0137 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4672    0.2231   -0.0453 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2044    0.2660   -0.5861 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5407    1.6088   -0.5819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7962    0.7068   -0.7552 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7873    0.2292   -2.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0193    1.2755   -0.2137 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2926    1.2285   -0.9584 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0363   -0.0200   -0.5308 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4812    0.2616   -0.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0556   -1.0957   -1.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3548   -0.5079    0.7526 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4802    0.6198    1.0992 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3155    1.5952    1.7102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3648    0.4145    1.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1851    0.0267    1.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0458   -0.1678    2.5405 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5354    0.1221    3.8260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0057   -0.2452    0.1239 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2873   -1.5976   -0.1215 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3845    0.0024    0.7708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4444    0.5186    1.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7280   -0.1246    1.0596 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3405    0.3135    2.6464 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.9070   -1.2352   -0.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5950   -2.2458   -0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7688   -0.6097   -1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8825   -1.3030   -1.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7421   -1.2667   -3.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1700   -0.0871   -1.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5202    2.1368    0.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3189    2.2007   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5234   -0.8389   -2.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7801    0.3042   -2.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1150    0.8106   -2.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7983    2.3438    0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9352    2.0715   -0.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2900    1.4275   -2.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1621    0.1327   -1.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6059    1.2778    0.2792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8501   -0.4516    0.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0156   -0.5594   -2.5753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1299   -1.7033   -1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9294   -1.7525   -1.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1181   -0.6388    1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9099   -1.4768    0.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7322    1.2118    2.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4690    0.5757    3.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558   -1.1609    2.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6967    0.6668    2.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6146    1.1140    3.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5956   -2.0343   -0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044    1.3345    1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0890    0.9696    2.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8308   -0.3047    2.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 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
 24 27  1  0  0  0  0
 27 28  1  1  0  0  0
  7 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31  3  1  0  0  0  0
 27 11  1  0  0  0  0
 27 13  1  0  0  0  0
 21 15  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  4 36  1  0  0  0  0
  6 37  1  0  0  0  0
 11 38  1  6  0  0  0
 12 39  1  0  0  0  0
 12 40  1  0  0  0  0
 14 41  1  0  0  0  0
 14 42  1  0  0  0  0
 14 43  1  0  0  0  0
 15 44  1  1  0  0  0
 16 45  1  0  0  0  0
 16 46  1  0  0  0  0
 18 47  1  0  0  0  0
 18 48  1  0  0  0  0
 18 49  1  0  0  0  0
 19 50  1  0  0  0  0
 19 51  1  0  0  0  0
 19 52  1  0  0  0  0
 20 53  1  0  0  0  0
 20 54  1  0  0  0  0
 22 55  1  0  0  0  0
 23 56  1  0  0  0  0
 25 57  1  0  0  0  0
 25 58  1  0  0  0  0
 26 59  1  0  0  0  0
 28 60  1  0  0  0  0
 30 61  1  0  0  0  0
 30 62  1  0  0  0  0
 30 63  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0013603

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(=O)O[C@]2([H])C([H])([H])[C@]3(C([H])([H])[H])[C@@]4([H])C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[C@@]4(O[H])C([H])=C(C([H])([H])O[H])[C@]23O[H])C(=C(Cl)C(OC([H])([H])[H])=C1[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H31ClO7/c1-12-18(14(27)6-15(31-5)19(12)25)20(28)32-17-9-22(4)16-8-21(2,3)11-23(16,29)7-13(10-26)24(17,22)30/h6-7,16-17,26-27,29-30H,8-11H2,1-5H3/t16-,17-,22-,23+,24+/m1/s1

> <INCHI_KEY>
MTMJUSLUGGIJKC-FUVFEPFRSA-N

> <FORMULA>
C24H31ClO7

> <MOLECULAR_WEIGHT>
466.96

> <EXACT_MASS>
466.175831

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
48.72690808636459

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,2aS,4aR,7aR,7bR)-2a,4a-dihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoate

> <ALOGPS_LOGP>
2.70

> <JCHEM_LOGP>
3.462274409666666

> <ALOGPS_LOGS>
-4.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.888999505611213

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.325413465863829

> <JCHEM_PKA_STRONGEST_BASIC>
-2.771949516122315

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
119.7679

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.72e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,2aS,4aR,7aR,7bR)-2a,4a-dihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,5H,7H,7aH-cyclobuta[e]inden-2-yl 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 63 66  0  0  0  0  0  0  0  0999 V2000
    8.8751   -1.1917   -0.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9801   -0.7068    0.4604 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6380   -0.5904    0.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1788   -0.9351   -1.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8062   -0.8129   -1.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4933   -1.1959   -2.6902 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9129   -0.3422   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5190   -0.2247   -0.8360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1827   -0.5627   -2.0137 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4672    0.2231   -0.0453 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2044    0.2660   -0.5861 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5407    1.6088   -0.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7962    0.7068   -0.7552 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7873    0.2292   -2.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0193    1.2755   -0.2137 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2926    1.2285   -0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0363   -0.0200   -0.5308 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4812    0.2616   -0.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0556   -1.0957   -1.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3548   -0.5079    0.7526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4802    0.6198    1.0992 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3155    1.5952    1.7102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3648    0.4145    1.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1851    0.0267    1.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0458   -0.1678    2.5405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5354    0.1221    3.8260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0057   -0.2452    0.1239 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2873   -1.5976   -0.1215 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3845    0.0024    0.7708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4444    0.5186    1.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7280   -0.1246    1.0596 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3405    0.3135    2.6464 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.9070   -1.2352   -0.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5950   -2.2458   -0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7688   -0.6097   -1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8825   -1.3030   -1.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7421   -1.2667   -3.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1700   -0.0871   -1.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5202    2.1368    0.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3189    2.2007   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5234   -0.8389   -2.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7801    0.3042   -2.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1150    0.8106   -2.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7983    2.3438    0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9352    2.0715   -0.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2900    1.4275   -2.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1621    0.1327   -1.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6059    1.2778    0.2792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8501   -0.4516    0.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0156   -0.5594   -2.5753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1299   -1.7033   -1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9294   -1.7525   -1.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1181   -0.6388    1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9099   -1.4768    0.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7322    1.2118    2.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4690    0.5757    3.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558   -1.1609    2.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6967    0.6668    2.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6146    1.1140    3.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5956   -2.0343   -0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044    1.3345    1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0890    0.9696    2.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8308   -0.3047    2.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  1
  7 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 31  3  1  0
 27 11  1  0
 27 13  1  0
 21 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
 11 38  1  6
 12 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  1
 16 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 22 55  1  0
 23 56  1  0
 25 57  1  0
 25 58  1  0
 26 59  1  0
 28 60  1  0
 30 61  1  0
 30 62  1  0
 30 63  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       8.875  -1.192  -0.521  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.980  -0.707   0.460  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.638  -0.590   0.141  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.179  -0.935  -1.096  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.806  -0.813  -1.413  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.493  -1.196  -2.690  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.913  -0.342  -0.472  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.519  -0.225  -0.836  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.183  -0.563  -2.014  0.00  0.00           O+0
HETATM   10  O   UNK     0       1.467   0.223  -0.045  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.204   0.266  -0.586  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.541   1.609  -0.582  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.796   0.707  -0.755  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.787   0.229  -2.185  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.019   1.276  -0.214  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.293   1.228  -0.958  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.036  -0.020  -0.531  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.481   0.262  -0.173  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.056  -1.096  -1.584  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.355  -0.508   0.753  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.480   0.620   1.099  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.316   1.595   1.710  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.365   0.415   1.997  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.185   0.027   1.542  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.046  -0.168   2.541  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.535   0.122   3.826  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.006  -0.245   0.124  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.287  -1.598  -0.122  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.385   0.002   0.771  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.444   0.519   1.828  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.728  -0.125   1.060  0.00  0.00           C+0
HETATM   32 Cl   UNK     0       6.340   0.314   2.646  0.00  0.00          Cl+0
HETATM   33  H   UNK     0       9.907  -1.235  -0.171  0.00  0.00           H+0
HETATM   34  H   UNK     0       8.595  -2.246  -0.815  0.00  0.00           H+0
HETATM   35  H   UNK     0       8.769  -0.610  -1.478  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.883  -1.303  -1.829  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.742  -1.267  -3.267  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.170  -0.087  -1.646  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.520   2.137   0.371  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.319   2.201  -1.494  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.523  -0.839  -2.311  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.780   0.304  -2.679  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.115   0.811  -2.844  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.798   2.344   0.092  0.00  0.00           H+0
HETATM   45  H   UNK     0      -4.935   2.071  -0.540  0.00  0.00           H+0
HETATM   46  H   UNK     0      -4.290   1.428  -2.021  0.00  0.00           H+0
HETATM   47  H   UNK     0      -7.162   0.133  -1.039  0.00  0.00           H+0
HETATM   48  H   UNK     0      -6.606   1.278   0.279  0.00  0.00           H+0
HETATM   49  H   UNK     0      -6.850  -0.452   0.610  0.00  0.00           H+0
HETATM   50  H   UNK     0      -5.016  -0.559  -2.575  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.130  -1.703  -1.522  0.00  0.00           H+0
HETATM   52  H   UNK     0      -5.929  -1.753  -1.511  0.00  0.00           H+0
HETATM   53  H   UNK     0      -5.118  -0.639   1.581  0.00  0.00           H+0
HETATM   54  H   UNK     0      -3.910  -1.477   0.548  0.00  0.00           H+0
HETATM   55  H   UNK     0      -4.732   1.212   2.524  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.469   0.576   3.085  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.356  -1.161   2.548  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.697   0.667   2.369  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.615   1.114   3.968  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.596  -2.034  -0.669  0.00  0.00           H+0
HETATM   61  H   UNK     0       2.804   1.335   1.462  0.00  0.00           H+0
HETATM   62  H   UNK     0       4.089   0.970   2.630  0.00  0.00           H+0
HETATM   63  H   UNK     0       2.831  -0.305   2.230  0.00  0.00           H+0
CONECT    1    2   33   34   35                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   31                                                  
CONECT    4    3    5   36                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5   37                                                       
CONECT    7    5    8   29                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   27   38                                             
CONECT   12   11   13   39   40                                             
CONECT   13   12   14   15   27                                             
CONECT   14   13   41   42   43                                             
CONECT   15   13   16   21   44                                             
CONECT   16   15   17   45   46                                             
CONECT   17   16   18   19   20                                             
CONECT   18   17   47   48   49                                             
CONECT   19   17   50   51   52                                             
CONECT   20   17   21   53   54                                             
CONECT   21   20   22   23   15                                             
CONECT   22   21   55                                                       
CONECT   23   21   24   56                                                  
CONECT   24   23   25   27                                                  
CONECT   25   24   26   57   58                                             
CONECT   26   25   59                                                       
CONECT   27   24   28   11   13                                             
CONECT   28   27   60                                                       
CONECT   29    7   30   31                                                  
CONECT   30   29   61   62   63                                             
CONECT   31   29   32    3                                                  
CONECT   32   31                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    4                                                            
CONECT   37    6                                                            
CONECT   38   11                                                            
CONECT   39   12                                                            
CONECT   40   12                                                            
CONECT   41   14                                                            
CONECT   42   14                                                            
CONECT   43   14                                                            
CONECT   44   15                                                            
CONECT   45   16                                                            
CONECT   46   16                                                            
CONECT   47   18                                                            
CONECT   48   18                                                            
CONECT   49   18                                                            
CONECT   50   19                                                            
CONECT   51   19                                                            
CONECT   52   19                                                            
CONECT   53   20                                                            
CONECT   54   20                                                            
CONECT   55   22                                                            
CONECT   56   23                                                            
CONECT   57   25                                                            
CONECT   58   25                                                            
CONECT   59   26                                                            
CONECT   60   28                                                            
CONECT   61   30                                                            
CONECT   62   30                                                            
CONECT   63   30                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  132    0
END

RDKit          3D

63 66  0  0  0  0  0  0  0  0999 V2000
    8.8751   -1.1917   -0.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9801   -0.7068    0.4604 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6380   -0.5904    0.1412 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1788   -0.9351   -1.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8062   -0.8129   -1.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4933   -1.1959   -2.6902 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9129   -0.3422   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5190   -0.2247   -0.8360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1827   -0.5627   -2.0137 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4672    0.2231   -0.0453 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2044    0.2660   -0.5861 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5407    1.6088   -0.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7962    0.7068   -0.7552 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7873    0.2292   -2.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0193    1.2755   -0.2137 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2926    1.2285   -0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0363   -0.0200   -0.5308 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4812    0.2616   -0.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0556   -1.0957   -1.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3548   -0.5079    0.7526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4802    0.6198    1.0992 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3155    1.5952    1.7102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3648    0.4145    1.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1851    0.0267    1.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0458   -0.1678    2.5405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5354    0.1221    3.8260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0057   -0.2452    0.1239 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2873   -1.5976   -0.1215 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3845    0.0024    0.7708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4444    0.5186    1.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7280   -0.1246    1.0596 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3405    0.3135    2.6464 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.9070   -1.2352   -0.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5950   -2.2458   -0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7688   -0.6097   -1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8825   -1.3030   -1.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7421   -1.2667   -3.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1700   -0.0871   -1.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5202    2.1368    0.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3189    2.2007   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5234   -0.8389   -2.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7801    0.3042   -2.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1150    0.8106   -2.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7983    2.3438    0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9352    2.0715   -0.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2900    1.4275   -2.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1621    0.1327   -1.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6059    1.2778    0.2792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8501   -0.4516    0.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0156   -0.5594   -2.5753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1299   -1.7033   -1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9294   -1.7525   -1.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1181   -0.6388    1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9099   -1.4768    0.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7322    1.2118    2.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4690    0.5757    3.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558   -1.1609    2.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6967    0.6668    2.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6146    1.1140    3.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5956   -2.0343   -0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044    1.3345    1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0890    0.9696    2.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8308   -0.3047    2.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  1
  7 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 31  3  1  0
 27 11  1  0
 27 13  1  0
 21 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
 11 38  1  6
 12 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  1
 16 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 22 55  1  0
 23 56  1  0
 25 57  1  0
 25 58  1  0
 26 59  1  0
 28 60  1  0
 30 61  1  0
 30 62  1  0
 30 63  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(2R,2AS,4ar,7ar,7BR)-2a,4a-dihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoic acid	Generator

Chemical Formula

C₂₄H₃₁ClO₇

Average Mass

466.9600 Da

Monoisotopic Mass

466.17583 Da

IUPAC Name

(2R,2aS,4aR,7aR,7bR)-2a,4a-dihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoate

Traditional Name

(2R,2aS,4aR,7aR,7bR)-2a,4a-dihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1H,2H,5H,7H,7aH-cyclobuta[e]inden-2-yl 3-chloro-6-hydroxy-4-methoxy-2-methylbenzoate

CAS Registry Number

Not Available

SMILES

COC1=C(Cl)C(C)=C(C(=O)O[C@@H]2C[C@]3(C)[C@H]4CC(C)(C)C[C@@]4(O)C=C(CO)[C@]23O)C(O)=C1

InChI Identifier

InChI=1S/C24H31ClO7/c1-12-18(14(27)6-15(31-5)19(12)25)20(28)32-17-9-22(4)16-8-21(2,3)11-23(16,29)7-13(10-26)24(17,22)30/h6-7,16-17,26-27,29-30H,8-11H2,1-5H3/t16-,17-,22-,23+,24+/m1/s1

InChI Key

MTMJUSLUGGIJKC-FUVFEPFRSA-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
Armillaria	LOTUS Database	35616633
Armillaria sp.	NPAtlas	25524590

Chemical Taxonomy

Classification

Not classified

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	2.7	ALOGPS
logP	3.46	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	9.33	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	119.77 m³·mol⁻¹	ChemAxon
Polarizability	48.73 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA004670

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78436791

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101910515

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kobori H, Sekiya A, Suzuki T, Choi JH, Hirai H, Kawagishi H: Bioactive sesquiterpene aryl esters from the culture broth of Armillaria sp. J Nat Prod. 2015 Jan 23;78(1):163-7. doi: 10.1021/np500322t. Epub 2014 Dec 19. [PubMed:25524590 ]

Showing NP-Card for 10-dehydroxymelleolide D (NP0013603)

MOL for NP0013603 (10-dehydroxymelleolide D)

3D MOL for NP0013603 (10-dehydroxymelleolide D)

3D SDF for NP0013603 (10-dehydroxymelleolide D)

3D-SDF for NP0013603 (10-dehydroxymelleolide D)

PDB for NP0013603 (10-dehydroxymelleolide D)

3D PDB for NP0013603 (10-dehydroxymelleolide D)

SMILES for NP0013603 (10-dehydroxymelleolide D)

INCHI for NP0013603 (10-dehydroxymelleolide D)

Structure for NP0013603 (10-dehydroxymelleolide D)

3D Structure for NP0013603 (10-dehydroxymelleolide D)