NP-MRD: Showing NP-Card for (4R, 10S, 4'S)-leptothalenone B (NP0018246)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-06 02:54:33 UTC

Updated at

2021-07-15 17:27:41 UTC

NP-MRD ID

NP0018246

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4R, 10S, 4'S)-leptothalenone B

Provided By

NPAtlas

Description

(4R, 10S, 4'S)-leptothalenone B is also known as leptothalenone b. (4R, 10S, 4'S)-leptothalenone B is found in Leptosphaerulina and Pseudopithomyces chartarum. (4R, 10S, 4'S)-leptothalenone B was first documented in 2018 (PMID: 29883375). Based on a literature review very few articles have been published on (4R, 10S, 4'S)-leptothalenone B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242104323D          

 62 65  0  0  0  0            999 V2000
    2.3727   -0.6206   -4.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8798   -0.1904   -2.9217 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6994    0.0681   -1.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0456   -0.0750   -1.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8391    0.2138   -0.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2574    0.6511    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8511    0.7967    0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3835    1.2694    1.5762 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274    0.5111   -0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6019    0.6497   -0.7333 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1440    0.8148    0.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5944   -0.4654    0.9023 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2646   -0.6136    2.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0864   -0.4487    0.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6315   -1.3620   -0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9286   -2.4177   -0.7094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5106   -3.3753   -1.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9799   -1.2795   -0.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7363   -0.2400    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1931    0.6823    0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573    0.5898    1.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2916    1.4795    2.1052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0684    1.7924    1.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8632    2.2645    2.4840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1434    2.2812    0.4696 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4577    1.3226   -0.6552 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2000   -0.0857   -0.2056 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6962   -1.0649   -1.0451 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1001    0.9952    1.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7374    1.8703    2.2665 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4376    0.3660    1.6328 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8983   -0.3702    0.4067 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3246    0.0551   -0.8853 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8817    1.2719   -1.3183 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3572   -0.2317   -4.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6189   -0.4912   -4.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4745   -1.7499   -4.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5373   -0.4226   -2.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4775    1.5420    1.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467    1.5522   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0933   -0.1800   -1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1756   -1.1980    0.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1370   -0.7462    3.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2715   -1.6959    2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4756   -0.0389    2.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3407   -3.8972   -0.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7488   -4.1836   -1.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8772   -2.9858   -2.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4076   -1.9981   -1.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7293    2.2674    2.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0805    2.5406    1.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7963    3.2317   -0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5769    1.4296   -0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9028    1.5390   -1.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7100   -0.1406    0.8263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1405   -1.7263   -0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2122    1.1071    1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4231   -0.3918    2.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7327   -1.4745    0.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0320   -0.2693    0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6010   -0.7456   -1.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2797    2.0214   -1.0628 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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 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
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  6 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
  9  3  1  0  0  0  0
 21 14  1  0  0  0  0
 33  5  1  0  0  0  0
 27 19  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  4 38  1  0  0  0  0
  8 39  1  0  0  0  0
 10 40  1  0  0  0  0
 10 41  1  0  0  0  0
 12 42  1  6  0  0  0
 13 43  1  0  0  0  0
 13 44  1  0  0  0  0
 13 45  1  0  0  0  0
 17 46  1  0  0  0  0
 17 47  1  0  0  0  0
 17 48  1  0  0  0  0
 18 49  1  0  0  0  0
 22 50  1  0  0  0  0
 25 51  1  0  0  0  0
 25 52  1  0  0  0  0
 26 53  1  0  0  0  0
 26 54  1  0  0  0  0
 27 55  1  1  0  0  0
 28 56  1  0  0  0  0
 31 57  1  0  0  0  0
 31 58  1  0  0  0  0
 32 59  1  0  0  0  0
 32 60  1  0  0  0  0
 33 61  1  6  0  0  0
 34 62  1  0  0  0  0
M  END

     RDKit          3D

 62 65  0  0  0  0  0  0  0  0999 V2000
    2.3727   -0.6206   -4.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8798   -0.1904   -2.9217 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6994    0.0681   -1.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0456   -0.0750   -1.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8391    0.2138   -0.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2574    0.6511    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8511    0.7967    0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3835    1.2694    1.5762 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274    0.5111   -0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6019    0.6497   -0.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1440    0.8148    0.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5944   -0.4654    0.9023 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2646   -0.6136    2.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0864   -0.4487    0.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6315   -1.3620   -0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9286   -2.4177   -0.7094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5106   -3.3753   -1.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9799   -1.2795   -0.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7363   -0.2400    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1931    0.6823    0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573    0.5898    1.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2916    1.4795    2.1052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0684    1.7924    1.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8632    2.2645    2.4840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1434    2.2812    0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4577    1.3226   -0.6552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2000   -0.0857   -0.2056 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6962   -1.0649   -1.0451 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1001    0.9952    1.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7374    1.8703    2.2665 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4376    0.3660    1.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8983   -0.3702    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3246    0.0551   -0.8853 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8817    1.2719   -1.3183 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3572   -0.2317   -4.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6189   -0.4912   -4.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4745   -1.7499   -4.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5373   -0.4226   -2.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4775    1.5420    1.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467    1.5522   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0933   -0.1800   -1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1756   -1.1980    0.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1370   -0.7462    3.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2715   -1.6959    2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4756   -0.0389    2.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3407   -3.8972   -0.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7488   -4.1836   -1.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8772   -2.9858   -2.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4076   -1.9981   -1.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7293    2.2674    2.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0805    2.5406    1.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7963    3.2317   -0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5769    1.4296   -0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9028    1.5390   -1.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7100   -0.1406    0.8263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1405   -1.7263   -0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2122    1.1071    1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4231   -0.3918    2.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7327   -1.4745    0.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0320   -0.2693    0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6010   -0.7456   -1.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2797    2.0214   -1.0628 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  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  6 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
  9  3  1  0
 21 14  1  0
 33  5  1  0
 27 19  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  8 39  1  0
 10 40  1  0
 10 41  1  0
 12 42  1  6
 13 43  1  0
 13 44  1  0
 13 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 22 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  1
 28 56  1  0
 31 57  1  0
 31 58  1  0
 32 59  1  0
 32 60  1  0
 33 61  1  6
 34 62  1  0
M  END


  Mrv1652306242104323D          

 62 65  0  0  0  0            999 V2000
    2.3727   -0.6206   -4.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8798   -0.1904   -2.9217 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6994    0.0681   -1.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0456   -0.0750   -1.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8391    0.2138   -0.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2574    0.6511    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8511    0.7967    0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3835    1.2694    1.5762 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274    0.5111   -0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6019    0.6497   -0.7333 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1440    0.8148    0.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5944   -0.4654    0.9023 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2646   -0.6136    2.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0864   -0.4487    0.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6315   -1.3620   -0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9286   -2.4177   -0.7094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5106   -3.3753   -1.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9799   -1.2795   -0.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7363   -0.2400    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1931    0.6823    0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573    0.5898    1.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2916    1.4795    2.1052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0684    1.7924    1.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8632    2.2645    2.4840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1434    2.2812    0.4696 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4577    1.3226   -0.6552 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2000   -0.0857   -0.2056 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6962   -1.0649   -1.0451 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1001    0.9952    1.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7374    1.8703    2.2665 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4376    0.3660    1.6328 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8983   -0.3702    0.4067 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3246    0.0551   -0.8853 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8817    1.2719   -1.3183 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3572   -0.2317   -4.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6189   -0.4912   -4.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4745   -1.7499   -4.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5373   -0.4226   -2.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4775    1.5420    1.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467    1.5522   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0933   -0.1800   -1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1756   -1.1980    0.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1370   -0.7462    3.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2715   -1.6959    2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4756   -0.0389    2.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3407   -3.8972   -0.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7488   -4.1836   -1.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8772   -2.9858   -2.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4076   -1.9981   -1.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7293    2.2674    2.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0805    2.5406    1.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7963    3.2317   -0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5769    1.4296   -0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9028    1.5390   -1.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7100   -0.1406    0.8263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1405   -1.7263   -0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2122    1.1071    1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4231   -0.3918    2.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7327   -1.4745    0.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0320   -0.2693    0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6010   -0.7456   -1.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2797    2.0214   -1.0628 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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 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
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  6 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
  9  3  1  0  0  0  0
 21 14  1  0  0  0  0
 33  5  1  0  0  0  0
 27 19  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  4 38  1  0  0  0  0
  8 39  1  0  0  0  0
 10 40  1  0  0  0  0
 10 41  1  0  0  0  0
 12 42  1  6  0  0  0
 13 43  1  0  0  0  0
 13 44  1  0  0  0  0
 13 45  1  0  0  0  0
 17 46  1  0  0  0  0
 17 47  1  0  0  0  0
 17 48  1  0  0  0  0
 18 49  1  0  0  0  0
 22 50  1  0  0  0  0
 25 51  1  0  0  0  0
 25 52  1  0  0  0  0
 26 53  1  0  0  0  0
 26 54  1  0  0  0  0
 27 55  1  1  0  0  0
 28 56  1  0  0  0  0
 31 57  1  0  0  0  0
 31 58  1  0  0  0  0
 32 59  1  0  0  0  0
 32 60  1  0  0  0  0
 33 61  1  6  0  0  0
 34 62  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0018246

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(OC([H])([H])[H])=C([H])C2=C1C(=O)C([H])([H])C([H])([H])[C@]2([H])O[H])C([H])([H])O[C@]([H])(C1=C(OC([H])([H])[H])C([H])=C2C(=C1O[H])C(=O)C([H])([H])C([H])([H])[C@@]2([H])O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H28O9/c1-11(21-20(33-3)9-13-16(27)5-7-18(29)23(13)25(21)31)34-10-14-19(32-2)8-12-15(26)4-6-17(28)22(12)24(14)30/h8-9,11,15-16,26-27,30-31H,4-7,10H2,1-3H3/t11-,15-,16+/m0/s1

> <INCHI_KEY>
YCCGLTFTIMXHAZ-KNXALSJPSA-N

> <FORMULA>
C25H28O9

> <MOLECULAR_WEIGHT>
472.49

> <EXACT_MASS>
472.173332482

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
49.26759103556168

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4S)-7-{[(1S)-1-[(5R)-1,5-dihydroxy-3-methoxy-8-oxo-5,6,7,8-tetrahydronaphthalen-2-yl]ethoxy]methyl}-4,8-dihydroxy-6-methoxy-1,2,3,4-tetrahydronaphthalen-1-one

> <ALOGPS_LOGP>
2.37

> <JCHEM_LOGP>
2.521733090333332

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.406782730065025

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.804347276728117

> <JCHEM_PKA_STRONGEST_BASIC>
-3.177763640011271

> <JCHEM_POLAR_SURFACE_AREA>
142.75

> <JCHEM_REFRACTIVITY>
123.11309999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S)-7-{[(1S)-1-[(5R)-1,5-dihydroxy-3-methoxy-8-oxo-6,7-dihydro-5H-naphthalen-2-yl]ethoxy]methyl}-4,8-dihydroxy-6-methoxy-3,4-dihydro-2H-naphthalen-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 62 65  0  0  0  0  0  0  0  0999 V2000
    2.3727   -0.6206   -4.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8798   -0.1904   -2.9217 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6994    0.0681   -1.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0456   -0.0750   -1.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8391    0.2138   -0.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2574    0.6511    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8511    0.7967    0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3835    1.2694    1.5762 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274    0.5111   -0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6019    0.6497   -0.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1440    0.8148    0.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5944   -0.4654    0.9023 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2646   -0.6136    2.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0864   -0.4487    0.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6315   -1.3620   -0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9286   -2.4177   -0.7094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5106   -3.3753   -1.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9799   -1.2795   -0.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7363   -0.2400    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1931    0.6823    0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573    0.5898    1.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2916    1.4795    2.1052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0684    1.7924    1.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8632    2.2645    2.4840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1434    2.2812    0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4577    1.3226   -0.6552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2000   -0.0857   -0.2056 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6962   -1.0649   -1.0451 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1001    0.9952    1.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7374    1.8703    2.2665 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4376    0.3660    1.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8983   -0.3702    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3246    0.0551   -0.8853 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8817    1.2719   -1.3183 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3572   -0.2317   -4.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6189   -0.4912   -4.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4745   -1.7499   -4.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5373   -0.4226   -2.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4775    1.5420    1.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467    1.5522   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0933   -0.1800   -1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1756   -1.1980    0.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1370   -0.7462    3.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2715   -1.6959    2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4756   -0.0389    2.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3407   -3.8972   -0.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7488   -4.1836   -1.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8772   -2.9858   -2.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4076   -1.9981   -1.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7293    2.2674    2.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0805    2.5406    1.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7963    3.2317   -0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5769    1.4296   -0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9028    1.5390   -1.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7100   -0.1406    0.8263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1405   -1.7263   -0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2122    1.1071    1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4231   -0.3918    2.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7327   -1.4745    0.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0320   -0.2693    0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6010   -0.7456   -1.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2797    2.0214   -1.0628 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  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  6 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
  9  3  1  0
 21 14  1  0
 33  5  1  0
 27 19  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  8 39  1  0
 10 40  1  0
 10 41  1  0
 12 42  1  6
 13 43  1  0
 13 44  1  0
 13 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 22 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  1
 28 56  1  0
 31 57  1  0
 31 58  1  0
 32 59  1  0
 32 60  1  0
 33 61  1  6
 34 62  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       2.373  -0.621  -4.156  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.880  -0.190  -2.922  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.699   0.068  -1.858  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.046  -0.075  -1.927  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.839   0.214  -0.840  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.257   0.651   0.318  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.851   0.797   0.375  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.384   1.269   1.576  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.027   0.511  -0.682  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.602   0.650  -0.733  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.144   0.815   0.393  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.594  -0.465   0.902  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.265  -0.614   2.317  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.086  -0.449   0.716  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.632  -1.362  -0.134  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.929  -2.418  -0.709  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.511  -3.375  -1.550  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.980  -1.280  -0.486  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.736  -0.240   0.060  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.193   0.682   0.915  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.857   0.590   1.259  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.292   1.480   2.105  0.00  0.00           O+0
HETATM   23  C   UNK     0      -5.068   1.792   1.374  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.863   2.264   2.484  0.00  0.00           O+0
HETATM   25  C   UNK     0      -6.143   2.281   0.470  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.458   1.323  -0.655  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.200  -0.086  -0.206  0.00  0.00           C+0
HETATM   28  O   UNK     0      -6.696  -1.065  -1.045  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.100   0.995   1.425  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.737   1.870   2.267  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.438   0.366   1.633  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.898  -0.370   0.407  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.325   0.055  -0.885  0.00  0.00           C+0
HETATM   34  O   UNK     0       6.882   1.272  -1.318  0.00  0.00           O+0
HETATM   35  H   UNK     0       3.357  -0.232  -4.450  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.619  -0.491  -4.979  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.474  -1.750  -4.108  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.537  -0.423  -2.841  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.478   1.542   1.823  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.347   1.552  -1.402  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.093  -0.180  -1.348  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.176  -1.198   0.187  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.137  -0.746   3.016  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.272  -1.696   2.330  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.476  -0.039   2.837  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.341  -3.897  -0.997  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.749  -4.184  -1.783  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.877  -2.986  -2.510  0.00  0.00           H+0
HETATM   49  H   UNK     0      -4.408  -1.998  -1.163  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.729   2.267   2.511  0.00  0.00           H+0
HETATM   51  H   UNK     0      -7.080   2.541   1.007  0.00  0.00           H+0
HETATM   52  H   UNK     0      -5.796   3.232  -0.046  0.00  0.00           H+0
HETATM   53  H   UNK     0      -7.577   1.430  -0.856  0.00  0.00           H+0
HETATM   54  H   UNK     0      -5.903   1.539  -1.570  0.00  0.00           H+0
HETATM   55  H   UNK     0      -6.710  -0.141   0.826  0.00  0.00           H+0
HETATM   56  H   UNK     0      -7.141  -1.726  -0.461  0.00  0.00           H+0
HETATM   57  H   UNK     0       7.212   1.107   1.916  0.00  0.00           H+0
HETATM   58  H   UNK     0       6.423  -0.392   2.477  0.00  0.00           H+0
HETATM   59  H   UNK     0       6.733  -1.474   0.544  0.00  0.00           H+0
HETATM   60  H   UNK     0       8.032  -0.269   0.320  0.00  0.00           H+0
HETATM   61  H   UNK     0       6.601  -0.746  -1.633  0.00  0.00           H+0
HETATM   62  H   UNK     0       6.280   2.021  -1.063  0.00  0.00           H+0
CONECT    1    2   35   36   37                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5   38                                                  
CONECT    5    4    6   33                                                  
CONECT    6    5    7   29                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7   39                                                       
CONECT    9    7   10    3                                                  
CONECT   10    9   11   40   41                                             
CONECT   11   10   12                                                       
CONECT   12   11   13   14   42                                             
CONECT   13   12   43   44   45                                             
CONECT   14   12   15   21                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   46   47   48                                             
CONECT   18   15   19   49                                                  
CONECT   19   18   20   27                                                  
CONECT   20   19   21   23                                                  
CONECT   21   20   22   14                                                  
CONECT   22   21   50                                                       
CONECT   23   20   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   51   52                                             
CONECT   26   25   27   53   54                                             
CONECT   27   26   28   19   55                                             
CONECT   28   27   56                                                       
CONECT   29    6   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   57   58                                             
CONECT   32   31   33   59   60                                             
CONECT   33   32   34    5   61                                             
CONECT   34   33   62                                                       
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    4                                                            
CONECT   39    8                                                            
CONECT   40   10                                                            
CONECT   41   10                                                            
CONECT   42   12                                                            
CONECT   43   13                                                            
CONECT   44   13                                                            
CONECT   45   13                                                            
CONECT   46   17                                                            
CONECT   47   17                                                            
CONECT   48   17                                                            
CONECT   49   18                                                            
CONECT   50   22                                                            
CONECT   51   25                                                            
CONECT   52   25                                                            
CONECT   53   26                                                            
CONECT   54   26                                                            
CONECT   55   27                                                            
CONECT   56   28                                                            
CONECT   57   31                                                            
CONECT   58   31                                                            
CONECT   59   32                                                            
CONECT   60   32                                                            
CONECT   61   33                                                            
CONECT   62   34                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  130    0
END

RDKit          3D

62 65  0  0  0  0  0  0  0  0999 V2000
    2.3727   -0.6206   -4.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8798   -0.1904   -2.9217 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6994    0.0681   -1.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0456   -0.0750   -1.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8391    0.2138   -0.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2574    0.6511    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8511    0.7967    0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3835    1.2694    1.5762 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274    0.5111   -0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6019    0.6497   -0.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1440    0.8148    0.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5944   -0.4654    0.9023 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2646   -0.6136    2.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0864   -0.4487    0.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6315   -1.3620   -0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9286   -2.4177   -0.7094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5106   -3.3753   -1.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9799   -1.2795   -0.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7363   -0.2400    0.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1931    0.6823    0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573    0.5898    1.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2916    1.4795    2.1052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0684    1.7924    1.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8632    2.2645    2.4840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1434    2.2812    0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4577    1.3226   -0.6552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2000   -0.0857   -0.2056 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6962   -1.0649   -1.0451 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1001    0.9952    1.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7374    1.8703    2.2665 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4376    0.3660    1.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8983   -0.3702    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3246    0.0551   -0.8853 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8817    1.2719   -1.3183 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3572   -0.2317   -4.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6189   -0.4912   -4.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4745   -1.7499   -4.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5373   -0.4226   -2.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4775    1.5420    1.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467    1.5522   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0933   -0.1800   -1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1756   -1.1980    0.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1370   -0.7462    3.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2715   -1.6959    2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4756   -0.0389    2.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3407   -3.8972   -0.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7488   -4.1836   -1.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8772   -2.9858   -2.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4076   -1.9981   -1.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7293    2.2674    2.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0805    2.5406    1.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7963    3.2317   -0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5769    1.4296   -0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9028    1.5390   -1.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7100   -0.1406    0.8263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1405   -1.7263   -0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2122    1.1071    1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4231   -0.3918    2.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7327   -1.4745    0.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0320   -0.2693    0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6010   -0.7456   -1.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2797    2.0214   -1.0628 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  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  6 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
  9  3  1  0
 21 14  1  0
 33  5  1  0
 27 19  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  8 39  1  0
 10 40  1  0
 10 41  1  0
 12 42  1  6
 13 43  1  0
 13 44  1  0
 13 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 22 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  1
 28 56  1  0
 31 57  1  0
 31 58  1  0
 32 59  1  0
 32 60  1  0
 33 61  1  6
 34 62  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Leptothalenone b	MeSH

Chemical Formula

C₂₅H₂₈O₉

Average Mass

472.4900 Da

Monoisotopic Mass

472.17333 Da

IUPAC Name

(4S)-7-{[(1S)-1-[(5R)-1,5-dihydroxy-3-methoxy-8-oxo-5,6,7,8-tetrahydronaphthalen-2-yl]ethoxy]methyl}-4,8-dihydroxy-6-methoxy-1,2,3,4-tetrahydronaphthalen-1-one

Traditional Name

(4S)-7-{[(1S)-1-[(5R)-1,5-dihydroxy-3-methoxy-8-oxo-6,7-dihydro-5H-naphthalen-2-yl]ethoxy]methyl}-4,8-dihydroxy-6-methoxy-3,4-dihydro-2H-naphthalen-1-one

CAS Registry Number

Not Available

SMILES

COC1=C(CO[C@@H](C)C2=C(OC)C=C3[C@H](O)CCC(=O)C3=C2O)C(O)=C2C(=O)CC[C@H](O)C2=C1

InChI Identifier

InChI=1S/C25H28O9/c1-11(21-20(33-3)9-13-16(27)5-7-18(29)23(13)25(21)31)34-10-14-19(32-2)8-12-15(26)4-6-17(28)22(12)24(14)30/h8-9,11,15-16,26-27,30-31H,4-7,10H2,1-3H3/t11-,15-,16+/m0/s1

InChI Key

YCCGLTFTIMXHAZ-KNXALSJPSA-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
Leptosphaerulina	NPAtlas	29883375
Pseudopithomyces chartarum	LOTUS Database	35616633

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	2.37	ALOGPS
logP	2.52	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	7.8	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	142.75 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	123.11 m³·mol⁻¹	ChemAxon
Polarizability	49.27 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	Yes	ChemAxon

External Links

NPAtlas ID

NPA023331

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

65325036

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139590614

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang P, Jia C, Lang J, Li J, Luo G, Chen S, Yan S, Liu L: Mono- and Dimeric Naphthalenones from the Marine-Derived Fungus Leptosphaerulina chartarum 3608. Mar Drugs. 2018 May 21;16(5). pii: md16050173. doi: 10.3390/md16050173. [PubMed:29883375 ]

Showing NP-Card for (4R, 10S, 4'S)-leptothalenone B (NP0018246)

MOL for NP0018246 ((4R, 10S, 4'S)-leptothalenone B)

3D MOL for NP0018246 ((4R, 10S, 4'S)-leptothalenone B)

3D SDF for NP0018246 ((4R, 10S, 4'S)-leptothalenone B)

3D-SDF for NP0018246 ((4R, 10S, 4'S)-leptothalenone B)

PDB for NP0018246 ((4R, 10S, 4'S)-leptothalenone B)

3D PDB for NP0018246 ((4R, 10S, 4'S)-leptothalenone B)

SMILES for NP0018246 ((4R, 10S, 4'S)-leptothalenone B)

INCHI for NP0018246 ((4R, 10S, 4'S)-leptothalenone B)

Structure for NP0018246 ((4R, 10S, 4'S)-leptothalenone B)

3D Structure for NP0018246 ((4R, 10S, 4'S)-leptothalenone B)