NP-MRD: Showing NP-Card for 1-Hydroxy-D-788-11 (NP0005075)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-12-09 02:25:34 UTC

Updated at

2021-07-15 16:50:58 UTC

NP-MRD ID

NP0005075

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-Hydroxy-D-788-11

Provided By

NPAtlas

Description

(7S,9S)-7-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-9-ethyl-1,4,6,9-tetrahydroxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione belongs to the class of organic compounds known as anthracyclines. These are polyketides containing a tetracenequinone ring structure with a sugar attached by glycosidic linkage. 1-Hydroxy-D-788-11 is found in Streptomyces and Streptomyces galilaeus. Based on a literature review very few articles have been published on (7S,9S)-7-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-9-ethyl-1,4,6,9-tetrahydroxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118163D          

 65 69  0  0  0  0            999 V2000
   -1.6496   -5.4110   -0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9490   -4.6053    0.8489 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2396   -3.3924    0.2900 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7220   -3.7862   -0.6419 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5229   -2.7643    1.4486 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2549   -1.6022    0.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5984   -1.3808    0.9932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2253   -0.2857    0.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4437    0.6240   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0616    0.4339   -0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642    1.3066   -1.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4667   -0.6808    0.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9798   -0.9882    0.1526 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6426   -0.0626   -0.5940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6749    0.5726    0.1426 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9524    0.1767   -0.6107 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1084    0.8298    0.0579 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0949    1.1579   -0.9558 N   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7442    1.9968    0.9118 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5784    1.6551    2.2545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5025    2.7168    0.4669 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7908    3.7264   -0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4545    1.9033    0.1390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1773   -2.4315   -0.3533 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1050    1.7791   -0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4906    2.6600   -1.4496 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5510    1.9628   -0.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1652    3.0741   -1.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3816    4.0129   -1.9384 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5231    3.2577   -1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2810    2.3425   -0.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7178    1.2039    0.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5472    0.3453    0.8028 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3540    1.0602   -0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6746   -0.0908    0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3557   -0.9395    1.1994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6126   -6.4825    0.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1331   -5.2962   -1.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7195   -5.1237   -0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119   -4.2813    1.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1657   -5.2436    1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5172   -4.1164   -0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2064   -3.5115    1.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2106   -2.3902    2.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2119   -2.0947    1.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3995    2.1298   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3482   -1.0155    1.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224    0.1907    1.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9897   -0.9316   -0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8106    0.4605   -1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6011    0.0672    0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6866    0.3444   -1.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6079    1.4519   -1.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5819    2.7246    0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4447    1.5864    2.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1743    3.3390    1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7672    3.2818   -1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9781    4.4977   -0.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7350    4.2639   -0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0315   -2.4209   -1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2286   -2.7346   -0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8197    4.8078   -2.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0007    4.1229   -1.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3530    2.4734   -0.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4853   -0.4762    1.2851 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  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 13 24  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 24  3  1  0  0  0  0
 34 27  1  0  0  0  0
 12  6  1  0  0  0  0
 23 15  1  0  0  0  0
 35  8  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  2 40  1  0  0  0  0
  2 41  1  0  0  0  0
  4 42  1  0  0  0  0
  5 43  1  0  0  0  0
  5 44  1  0  0  0  0
  7 45  1  0  0  0  0
 11 46  1  0  0  0  0
 13 47  1  1  0  0  0
 15 48  1  1  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
 17 51  1  1  0  0  0
 18 52  1  0  0  0  0
 18 53  1  0  0  0  0
 19 54  1  1  0  0  0
 20 55  1  0  0  0  0
 21 56  1  1  0  0  0
 22 57  1  0  0  0  0
 22 58  1  0  0  0  0
 22 59  1  0  0  0  0
 24 60  1  0  0  0  0
 24 61  1  0  0  0  0
 29 62  1  0  0  0  0
 30 63  1  0  0  0  0
 31 64  1  0  0  0  0
 33 65  1  0  0  0  0
M  END

     RDKit          3D

 65 69  0  0  0  0  0  0  0  0999 V2000
   -1.6496   -5.4110   -0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9490   -4.6053    0.8489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2396   -3.3924    0.2900 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7220   -3.7862   -0.6419 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5229   -2.7643    1.4486 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2549   -1.6022    0.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5984   -1.3808    0.9932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2253   -0.2857    0.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4437    0.6240   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0616    0.4339   -0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642    1.3066   -1.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4667   -0.6808    0.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9798   -0.9882    0.1526 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6426   -0.0626   -0.5940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6749    0.5726    0.1426 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9524    0.1767   -0.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1084    0.8298    0.0579 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0949    1.1579   -0.9558 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7442    1.9968    0.9118 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5784    1.6551    2.2545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5025    2.7168    0.4669 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7908    3.7264   -0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4545    1.9033    0.1390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1773   -2.4315   -0.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1050    1.7791   -0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4906    2.6600   -1.4496 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5510    1.9628   -0.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1652    3.0741   -1.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3816    4.0129   -1.9384 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5231    3.2577   -1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2810    2.3425   -0.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7178    1.2039    0.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5472    0.3453    0.8028 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3540    1.0602   -0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6746   -0.0908    0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3557   -0.9395    1.1994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6126   -6.4825    0.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1331   -5.2962   -1.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7195   -5.1237   -0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119   -4.2813    1.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1657   -5.2436    1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5172   -4.1164   -0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2064   -3.5115    1.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2106   -2.3902    2.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2119   -2.0947    1.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3995    2.1298   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3482   -1.0155    1.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224    0.1907    1.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9897   -0.9316   -0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8106    0.4605   -1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6011    0.0672    0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6866    0.3444   -1.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6079    1.4519   -1.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5819    2.7246    0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4447    1.5864    2.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1743    3.3390    1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7672    3.2818   -1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9781    4.4977   -0.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7350    4.2639   -0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0315   -2.4209   -1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2286   -2.7346   -0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8197    4.8078   -2.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0007    4.1229   -1.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3530    2.4734   -0.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4853   -0.4762    1.2851 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  6
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 13 24  1  0
  9 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
 35 36  2  0
 24  3  1  0
 34 27  1  0
 12  6  1  0
 23 15  1  0
 35  8  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  2 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  7 45  1  0
 11 46  1  0
 13 47  1  1
 15 48  1  1
 16 49  1  0
 16 50  1  0
 17 51  1  1
 18 52  1  0
 18 53  1  0
 19 54  1  1
 20 55  1  0
 21 56  1  1
 22 57  1  0
 22 58  1  0
 22 59  1  0
 24 60  1  0
 24 61  1  0
 29 62  1  0
 30 63  1  0
 31 64  1  0
 33 65  1  0
M  END


  Mrv1652306242118163D          

 65 69  0  0  0  0            999 V2000
   -1.6496   -5.4110   -0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9490   -4.6053    0.8489 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2396   -3.3924    0.2900 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7220   -3.7862   -0.6419 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5229   -2.7643    1.4486 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2549   -1.6022    0.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5984   -1.3808    0.9932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2253   -0.2857    0.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4437    0.6240   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0616    0.4339   -0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642    1.3066   -1.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4667   -0.6808    0.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9798   -0.9882    0.1526 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6426   -0.0626   -0.5940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6749    0.5726    0.1426 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9524    0.1767   -0.6107 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1084    0.8298    0.0579 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0949    1.1579   -0.9558 N   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7442    1.9968    0.9118 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5784    1.6551    2.2545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5025    2.7168    0.4669 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7908    3.7264   -0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4545    1.9033    0.1390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1773   -2.4315   -0.3533 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1050    1.7791   -0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4906    2.6600   -1.4496 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5510    1.9628   -0.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1652    3.0741   -1.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3816    4.0129   -1.9384 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5231    3.2577   -1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2810    2.3425   -0.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7178    1.2039    0.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5472    0.3453    0.8028 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3540    1.0602   -0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6746   -0.0908    0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3557   -0.9395    1.1994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6126   -6.4825    0.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1331   -5.2962   -1.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7195   -5.1237   -0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119   -4.2813    1.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1657   -5.2436    1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5172   -4.1164   -0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2064   -3.5115    1.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2106   -2.3902    2.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2119   -2.0947    1.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3995    2.1298   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3482   -1.0155    1.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224    0.1907    1.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9897   -0.9316   -0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8106    0.4605   -1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6011    0.0672    0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6866    0.3444   -1.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6079    1.4519   -1.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5819    2.7246    0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4447    1.5864    2.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1743    3.3390    1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7672    3.2818   -1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9781    4.4977   -0.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7350    4.2639   -0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0315   -2.4209   -1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2286   -2.7346   -0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8197    4.8078   -2.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0007    4.1229   -1.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3530    2.4734   -0.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4853   -0.4762    1.2851 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  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 13 24  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 24  3  1  0  0  0  0
 34 27  1  0  0  0  0
 12  6  1  0  0  0  0
 23 15  1  0  0  0  0
 35  8  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  2 40  1  0  0  0  0
  2 41  1  0  0  0  0
  4 42  1  0  0  0  0
  5 43  1  0  0  0  0
  5 44  1  0  0  0  0
  7 45  1  0  0  0  0
 11 46  1  0  0  0  0
 13 47  1  1  0  0  0
 15 48  1  1  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
 17 51  1  1  0  0  0
 18 52  1  0  0  0  0
 18 53  1  0  0  0  0
 19 54  1  1  0  0  0
 20 55  1  0  0  0  0
 21 56  1  1  0  0  0
 22 57  1  0  0  0  0
 22 58  1  0  0  0  0
 22 59  1  0  0  0  0
 24 60  1  0  0  0  0
 24 61  1  0  0  0  0
 29 62  1  0  0  0  0
 30 63  1  0  0  0  0
 31 64  1  0  0  0  0
 33 65  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0005075

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)C3=C(C(=O)C2=C(O[H])C([H])=C1[H])C(O[H])=C1C(=C3[H])C([H])([H])[C@@](O[H])(C([H])([H])C([H])([H])[H])C([H])([H])[C@]1([H])O[C@@]1([H])O[C@@]([H])(C([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(N([H])[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H29NO9/c1-3-26(34)8-11-6-12-19(25(33)21-15(29)5-4-14(28)20(21)23(12)31)24(32)18(11)16(9-26)36-17-7-13(27)22(30)10(2)35-17/h4-6,10,13,16-17,22,28-30,32,34H,3,7-9,27H2,1-2H3/t10-,13-,16-,17+,22-,26-/m0/s1

> <INCHI_KEY>
KGRCSDJARXQFNS-QOMIVSSASA-N

> <FORMULA>
C26H29NO9

> <MOLECULAR_WEIGHT>
499.516

> <EXACT_MASS>
499.184231518

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
52.059566253527244

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(7S,9S)-7-{[(2S,4S,5R,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-9-ethyl-1,4,6,9-tetrahydroxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione

> <ALOGPS_LOGP>
1.60

> <JCHEM_LOGP>
2.5602130737022293

> <ALOGPS_LOGS>
-2.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
8.520391147902801

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.69288248809944

> <JCHEM_PKA_STRONGEST_BASIC>
9.444581540784732

> <JCHEM_POLAR_SURFACE_AREA>
179.76999999999998

> <JCHEM_REFRACTIVITY>
127.89589999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.65e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7S,9S)-7-{[(2S,4S,5R,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-9-ethyl-1,4,6,9-tetrahydroxy-8,10-dihydro-7H-tetracene-5,12-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 65 69  0  0  0  0  0  0  0  0999 V2000
   -1.6496   -5.4110   -0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9490   -4.6053    0.8489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2396   -3.3924    0.2900 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7220   -3.7862   -0.6419 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5229   -2.7643    1.4486 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2549   -1.6022    0.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5984   -1.3808    0.9932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2253   -0.2857    0.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4437    0.6240   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0616    0.4339   -0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642    1.3066   -1.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4667   -0.6808    0.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9798   -0.9882    0.1526 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6426   -0.0626   -0.5940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6749    0.5726    0.1426 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9524    0.1767   -0.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1084    0.8298    0.0579 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0949    1.1579   -0.9558 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7442    1.9968    0.9118 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5784    1.6551    2.2545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5025    2.7168    0.4669 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7908    3.7264   -0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4545    1.9033    0.1390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1773   -2.4315   -0.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1050    1.7791   -0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4906    2.6600   -1.4496 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5510    1.9628   -0.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1652    3.0741   -1.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3816    4.0129   -1.9384 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5231    3.2577   -1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2810    2.3425   -0.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7178    1.2039    0.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5472    0.3453    0.8028 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3540    1.0602   -0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6746   -0.0908    0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3557   -0.9395    1.1994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6126   -6.4825    0.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1331   -5.2962   -1.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7195   -5.1237   -0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119   -4.2813    1.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1657   -5.2436    1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5172   -4.1164   -0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2064   -3.5115    1.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2106   -2.3902    2.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2119   -2.0947    1.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3995    2.1298   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3482   -1.0155    1.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224    0.1907    1.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9897   -0.9316   -0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8106    0.4605   -1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6011    0.0672    0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6866    0.3444   -1.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6079    1.4519   -1.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5819    2.7246    0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4447    1.5864    2.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1743    3.3390    1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7672    3.2818   -1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9781    4.4977   -0.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7350    4.2639   -0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0315   -2.4209   -1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2286   -2.7346   -0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8197    4.8078   -2.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0007    4.1229   -1.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3530    2.4734   -0.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4853   -0.4762    1.2851 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  6
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 13 24  1  0
  9 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
 35 36  2  0
 24  3  1  0
 34 27  1  0
 12  6  1  0
 23 15  1  0
 35  8  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  2 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  7 45  1  0
 11 46  1  0
 13 47  1  1
 15 48  1  1
 16 49  1  0
 16 50  1  0
 17 51  1  1
 18 52  1  0
 18 53  1  0
 19 54  1  1
 20 55  1  0
 21 56  1  1
 22 57  1  0
 22 58  1  0
 22 59  1  0
 24 60  1  0
 24 61  1  0
 29 62  1  0
 30 63  1  0
 31 64  1  0
 33 65  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.650  -5.411  -0.197  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.949  -4.605   0.849  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.240  -3.392   0.290  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.722  -3.786  -0.642  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.523  -2.764   1.449  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.255  -1.602   0.897  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.598  -1.381   0.993  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.225  -0.286   0.443  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.444   0.624  -0.236  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.062   0.434  -0.358  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.264   1.307  -1.020  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.467  -0.681   0.210  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.980  -0.988   0.153  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.643  -0.063  -0.594  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.675   0.573   0.143  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.952   0.177  -0.611  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.108   0.830   0.058  0.00  0.00           C+0
HETATM   18  N   UNK     0      -6.095   1.158  -0.956  0.00  0.00           N+0
HETATM   19  C   UNK     0      -4.744   1.997   0.912  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.578   1.655   2.255  0.00  0.00           O+0
HETATM   21  C   UNK     0      -3.502   2.717   0.467  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.791   3.726  -0.641  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.454   1.903   0.139  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.177  -2.432  -0.353  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.105   1.779  -0.816  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.491   2.660  -1.450  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.551   1.963  -0.679  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.165   3.074  -1.241  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.382   4.013  -1.938  0.00  0.00           O+0
HETATM   30  C   UNK     0       6.523   3.258  -1.120  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.281   2.342  -0.441  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.718   1.204   0.146  0.00  0.00           C+0
HETATM   33  O   UNK     0       7.547   0.345   0.803  0.00  0.00           O+0
HETATM   34  C   UNK     0       5.354   1.060  -0.001  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.675  -0.091   0.574  0.00  0.00           C+0
HETATM   36  O   UNK     0       5.356  -0.940   1.199  0.00  0.00           O+0
HETATM   37  H   UNK     0      -1.613  -6.482   0.087  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.133  -5.296  -1.163  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.720  -5.124  -0.234  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.612  -4.281   1.671  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.166  -5.244   1.311  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.517  -4.116  -0.128  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.206  -3.511   1.906  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.211  -2.390   2.181  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.212  -2.095   1.526  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.400   2.130  -1.494  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.348  -1.016   1.226  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.722   0.191   1.179  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.990  -0.932  -0.556  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.811   0.461  -1.662  0.00  0.00           H+0
HETATM   51  H   UNK     0      -5.601   0.067   0.730  0.00  0.00           H+0
HETATM   52  H   UNK     0      -6.687   0.344  -1.210  0.00  0.00           H+0
HETATM   53  H   UNK     0      -5.608   1.452  -1.855  0.00  0.00           H+0
HETATM   54  H   UNK     0      -5.582   2.725   0.870  0.00  0.00           H+0
HETATM   55  H   UNK     0      -5.445   1.586   2.732  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.174   3.339   1.339  0.00  0.00           H+0
HETATM   57  H   UNK     0      -3.767   3.282  -1.637  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.978   4.498  -0.591  0.00  0.00           H+0
HETATM   59  H   UNK     0      -4.735   4.264  -0.419  0.00  0.00           H+0
HETATM   60  H   UNK     0      -1.032  -2.421  -1.449  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.229  -2.735  -0.095  0.00  0.00           H+0
HETATM   62  H   UNK     0       4.820   4.808  -2.341  0.00  0.00           H+0
HETATM   63  H   UNK     0       7.001   4.123  -1.557  0.00  0.00           H+0
HETATM   64  H   UNK     0       8.353   2.473  -0.337  0.00  0.00           H+0
HETATM   65  H   UNK     0       7.485  -0.476   1.285  0.00  0.00           H+0
CONECT    1    2   37   38   39                                             
CONECT    2    1    3   40   41                                             
CONECT    3    2    4    5   24                                             
CONECT    4    3   42                                                       
CONECT    5    3    6   43   44                                             
CONECT    6    5    7   12                                                  
CONECT    7    6    8   45                                                  
CONECT    8    7    9   35                                                  
CONECT    9    8   10   25                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10   46                                                       
CONECT   12   10   13    6                                                  
CONECT   13   12   14   24   47                                             
CONECT   14   13   15                                                       
CONECT   15   14   16   23   48                                             
CONECT   16   15   17   49   50                                             
CONECT   17   16   18   19   51                                             
CONECT   18   17   52   53                                                  
CONECT   19   17   20   21   54                                             
CONECT   20   19   55                                                       
CONECT   21   19   22   23   56                                             
CONECT   22   21   57   58   59                                             
CONECT   23   21   15                                                       
CONECT   24   13    3   60   61                                             
CONECT   25    9   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   34                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28   62                                                       
CONECT   30   28   31   63                                                  
CONECT   31   30   32   64                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32   65                                                       
CONECT   34   32   35   27                                                  
CONECT   35   34   36    8                                                  
CONECT   36   35                                                            
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    2                                                            
CONECT   41    2                                                            
CONECT   42    4                                                            
CONECT   43    5                                                            
CONECT   44    5                                                            
CONECT   45    7                                                            
CONECT   46   11                                                            
CONECT   47   13                                                            
CONECT   48   15                                                            
CONECT   49   16                                                            
CONECT   50   16                                                            
CONECT   51   17                                                            
CONECT   52   18                                                            
CONECT   53   18                                                            
CONECT   54   19                                                            
CONECT   55   20                                                            
CONECT   56   21                                                            
CONECT   57   22                                                            
CONECT   58   22                                                            
CONECT   59   22                                                            
CONECT   60   24                                                            
CONECT   61   24                                                            
CONECT   62   29                                                            
CONECT   63   30                                                            
CONECT   64   31                                                            
CONECT   65   33                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  138    0
END

RDKit          3D

65 69  0  0  0  0  0  0  0  0999 V2000
   -1.6496   -5.4110   -0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9490   -4.6053    0.8489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2396   -3.3924    0.2900 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7220   -3.7862   -0.6419 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5229   -2.7643    1.4486 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2549   -1.6022    0.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5984   -1.3808    0.9932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2253   -0.2857    0.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4437    0.6240   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0616    0.4339   -0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642    1.3066   -1.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4667   -0.6808    0.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9798   -0.9882    0.1526 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6426   -0.0626   -0.5940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6749    0.5726    0.1426 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9524    0.1767   -0.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1084    0.8298    0.0579 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0949    1.1579   -0.9558 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7442    1.9968    0.9118 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5784    1.6551    2.2545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5025    2.7168    0.4669 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7908    3.7264   -0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4545    1.9033    0.1390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1773   -2.4315   -0.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1050    1.7791   -0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4906    2.6600   -1.4496 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5510    1.9628   -0.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1652    3.0741   -1.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3816    4.0129   -1.9384 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5231    3.2577   -1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2810    2.3425   -0.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7178    1.2039    0.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5472    0.3453    0.8028 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3540    1.0602   -0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6746   -0.0908    0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3557   -0.9395    1.1994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6126   -6.4825    0.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1331   -5.2962   -1.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7195   -5.1237   -0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119   -4.2813    1.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1657   -5.2436    1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5172   -4.1164   -0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2064   -3.5115    1.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2106   -2.3902    2.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2119   -2.0947    1.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3995    2.1298   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3482   -1.0155    1.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224    0.1907    1.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9897   -0.9316   -0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8106    0.4605   -1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6011    0.0672    0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6866    0.3444   -1.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6079    1.4519   -1.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5819    2.7246    0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4447    1.5864    2.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1743    3.3390    1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7672    3.2818   -1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9781    4.4977   -0.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7350    4.2639   -0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0315   -2.4209   -1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2286   -2.7346   -0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8197    4.8078   -2.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0007    4.1229   -1.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3530    2.4734   -0.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4853   -0.4762    1.2851 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  6
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 13 24  1  0
  9 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
 35 36  2  0
 24  3  1  0
 34 27  1  0
 12  6  1  0
 23 15  1  0
 35  8  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  2 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  7 45  1  0
 11 46  1  0
 13 47  1  1
 15 48  1  1
 16 49  1  0
 16 50  1  0
 17 51  1  1
 18 52  1  0
 18 53  1  0
 19 54  1  1
 20 55  1  0
 21 56  1  1
 22 57  1  0
 22 58  1  0
 22 59  1  0
 24 60  1  0
 24 61  1  0
 29 62  1  0
 30 63  1  0
 31 64  1  0
 33 65  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₆H₂₉NO₉

Average Mass

499.5160 Da

Monoisotopic Mass

499.18423 Da

IUPAC Name

(7S,9S)-7-{[(2S,4S,5R,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-9-ethyl-1,4,6,9-tetrahydroxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione

Traditional Name

(7S,9S)-7-{[(2S,4S,5R,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-9-ethyl-1,4,6,9-tetrahydroxy-8,10-dihydro-7H-tetracene-5,12-dione

CAS Registry Number

Not Available

SMILES

CC[C@@]1(O)C[C@H](OC2CC(N)C(O)C(C)O2)C2=C(C1)C=C1C(=O)C3=C(O)C=CC(O)=C3C(=O)C1=C2O

InChI Identifier

InChI=1S/C26H29NO9/c1-3-26(34)8-11-6-12-19(25(33)21-15(29)5-4-14(28)20(21)23(12)31)24(32)18(11)16(9-26)36-17-7-13(27)22(30)10(2)35-17/h4-6,10,13,16-17,22,28-30,32,34H,3,7-9,27H2,1-2H3/t10?,13?,16-,17?,22?,26-/m0/s1

InChI Key

KGRCSDJARXQFNS-QOMIVSSASA-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
Streptomyces	NPAtlas	1473988
Streptomyces galilaeus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthracyclines. These are polyketides containing a tetracenequinone ring structure with a sugar attached by glycosidic linkage.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Anthracyclines

Sub Class

Not Available

Direct Parent

Anthracyclines

Alternative Parents

Substituents

Anthracycline
Anthracyclinone-skeleton
Aminoglycoside core
Tetracenequinone
9,10-anthraquinone
1,4-anthraquinone
Anthracene
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Tetralin
Aryl ketone
Amino saccharide
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monosaccharide
Oxane
Tertiary alcohol
Vinylogous acid
Secondary alcohol
1,2-aminoalcohol
Ketone
Polyol
Oxacycle
Organoheterocyclic compound
Acetal
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Alcohol
Primary amine
Primary aliphatic amine
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.6	ALOGPS
logP	2.56	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	7.69	ChemAxon
pKa (Strongest Basic)	9.44	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	179.77 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	127.9 m³·mol⁻¹	ChemAxon
Polarizability	52.06 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA011324

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78443745

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139586239

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 1-Hydroxy-D-788-11 (NP0005075)

MOL for NP0005075 (1-Hydroxy-D-788-11)

3D MOL for NP0005075 (1-Hydroxy-D-788-11)

3D SDF for NP0005075 (1-Hydroxy-D-788-11)

3D-SDF for NP0005075 (1-Hydroxy-D-788-11)

PDB for NP0005075 (1-Hydroxy-D-788-11)

3D PDB for NP0005075 (1-Hydroxy-D-788-11)

SMILES for NP0005075 (1-Hydroxy-D-788-11)

INCHI for NP0005075 (1-Hydroxy-D-788-11)

Structure for NP0005075 (1-Hydroxy-D-788-11)

3D Structure for NP0005075 (1-Hydroxy-D-788-11)