NP-MRD: Showing NP-Card for 4-O-demethyl-11-deoxydoxorubicin (NP0022002)

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Record Information

Version

2.0

Created at

2021-01-06 07:14:04 UTC

Updated at

2021-07-15 17:37:52 UTC

NP-MRD ID

NP0022002

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-O-demethyl-11-deoxydoxorubicin

Provided By

NPAtlas

Description

4-O-demethyl-11-deoxydoxorubicin is found in Streptomyces, Streptomyces aureus and Streptomyces peucetius var. aureus. 4-O-demethyl-11-deoxydoxorubicin was first documented in 1982 (PMID: 6951826). Based on a literature review very few articles have been published on (8S,10R)-10-{[(2R,4R,5R,6R)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-1,8,11-trihydroxy-8-(2-hydroxyacetyl)-5,7,8,9,10,12-hexahydrotetracene-5,12-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105203D          

 64 68  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306242105203D          

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   -0.2564   -4.0503    4.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.4393    2.1704   -0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3067   -0.0038   -0.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0258    1.4363    0.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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  4  5  1  0  0  0  0
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  8  9  1  6  0  0  0
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  8 14  1  0  0  0  0
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 15 16  2  0  0  0  0
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 17 18  2  0  0  0  0
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 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
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  4 33  1  0  0  0  0
 33 34  1  0  0  0  0
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 36 37  1  0  0  0  0
 36  2  1  0  0  0  0
 21  6  1  0  0  0  0
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 37 64  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0022002

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)C3=C(C([H])=C4C(=C3O[H])[C@]([H])(O[C@]3([H])O[C@]([H])(C([H])([H])[H])[C@]([H])(O[H])[C@]([H])(N([H])[H])C3([H])[H])C([H])([H])[C@](O[H])(C(=O)C([H])([H])O[H])C4([H])[H])C(=O)C2=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H27NO10/c1-10-22(31)14(27)6-18(36-10)37-16-8-26(35,17(30)9-28)7-11-5-13-21(24(33)19(11)16)25(34)20-12(23(13)32)3-2-4-15(20)29/h2-5,10,14,16,18,22,28-29,31,33,35H,6-9,27H2,1H3/t10-,14-,16-,18+,22+,26+/m1/s1

> <INCHI_KEY>
ROILTUODAPUWLG-KAKOBGMRSA-N

> <FORMULA>
C26H27NO10

> <MOLECULAR_WEIGHT>
513.499

> <EXACT_MASS>
513.163496073

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
51.894916839126665

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(8S,10R)-10-{[(2R,4R,5R,6R)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-1,8,11-trihydroxy-8-(2-hydroxyacetyl)-5,7,8,9,10,12-hexahydrotetracene-5,12-dione

> <ALOGPS_LOGP>
1.20

> <JCHEM_LOGP>
0.6288736912419588

> <ALOGPS_LOGS>
-2.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
8.310935117691523

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.5572232038059886

> <JCHEM_PKA_STRONGEST_BASIC>
9.304771709256901

> <JCHEM_POLAR_SURFACE_AREA>
196.83999999999997

> <JCHEM_REFRACTIVITY>
128.13049999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.95e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8S,10R)-10-{[(2R,4R,5R,6R)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-1,8,11-trihydroxy-8-(2-hydroxyacetyl)-9,10-dihydro-7H-tetracene-5,12-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 64 68  0  0  0  0  0  0  0  0999 V2000
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  1  2  1  0
  2  3  1  0
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  8  9  1  6
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 36  2  1  0
 21  6  1  0
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 37 64  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      -3.125   2.718  -3.328  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.385   1.658  -2.313  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.446   1.587  -1.315  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.588   0.517  -0.473  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.607   0.382   0.466  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.924  -0.798   0.447  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.059  -1.601   1.728  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.458  -2.964   1.557  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.491  -3.911   1.435  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.302  -3.310   2.786  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.248  -2.618   3.088  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.046  -4.457   3.654  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.146  -5.148   3.183  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.515  -3.074   0.413  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.270  -1.808   0.240  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.622  -1.755   0.070  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.233  -0.512  -0.093  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.516   0.665  -0.087  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.149   0.613   0.085  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.345   1.706   0.108  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.547  -0.639   0.248  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.214   1.952  -0.265  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.542   3.003  -0.256  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.654   2.038  -0.450  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.272   3.277  -0.616  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.629   4.475  -0.621  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.656   3.302  -0.790  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.354   2.117  -0.793  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.740   0.900  -0.630  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.380   0.847  -0.456  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.676  -0.426  -0.279  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.329  -1.500  -0.284  0.00  0.00           O+0
HETATM   33  C   UNK     0      -3.942   0.569   0.230  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.000   0.555  -0.834  0.00  0.00           C+0
HETATM   35  N   UNK     0      -6.341   0.501  -0.327  0.00  0.00           N+0
HETATM   36  C   UNK     0      -4.801   1.728  -1.743  0.00  0.00           C+0
HETATM   37  O   UNK     0      -5.017   2.953  -1.168  0.00  0.00           O+0
HETATM   38  H   UNK     0      -2.181   3.265  -3.201  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.110   2.313  -4.378  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.935   3.470  -3.317  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.343   0.667  -2.856  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.624  -0.427  -1.091  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.327  -1.434  -0.367  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.125  -1.712   1.982  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.484  -1.074   2.522  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.265  -3.531   1.920  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.812  -5.183   3.742  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.256  -4.050   4.685  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.834  -5.875   2.588  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.088  -3.281  -0.515  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.216  -3.932   0.542  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.197  -2.654   0.062  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.417   2.655   0.033  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.707   4.730  -0.524  0.00  0.00           H+0
HETATM   55  H   UNK     0       7.127   4.256  -0.918  0.00  0.00           H+0
HETATM   56  H   UNK     0       8.439   2.170  -0.933  0.00  0.00           H+0
HETATM   57  H   UNK     0       7.307  -0.004  -0.637  0.00  0.00           H+0
HETATM   58  H   UNK     0      -4.026   1.436   0.882  0.00  0.00           H+0
HETATM   59  H   UNK     0      -4.092  -0.340   0.852  0.00  0.00           H+0
HETATM   60  H   UNK     0      -4.836  -0.365  -1.471  0.00  0.00           H+0
HETATM   61  H   UNK     0      -6.490   1.264   0.385  0.00  0.00           H+0
HETATM   62  H   UNK     0      -6.492  -0.398   0.172  0.00  0.00           H+0
HETATM   63  H   UNK     0      -5.524   1.628  -2.595  0.00  0.00           H+0
HETATM   64  H   UNK     0      -5.011   2.864  -0.183  0.00  0.00           H+0
CONECT    1    2   38   39   40                                             
CONECT    2    1    3   36   41                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   33   42                                             
CONECT    5    4    6                                                       
CONECT    6    5    7   21   43                                             
CONECT    7    6    8   44   45                                             
CONECT    8    7    9   10   14                                             
CONECT    9    8   46                                                       
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   47   48                                             
CONECT   13   12   49                                                       
CONECT   14    8   15   50   51                                             
CONECT   15   14   16   21                                                  
CONECT   16   15   17   52                                                  
CONECT   17   16   18   31                                                  
CONECT   18   17   19   22                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   53                                                       
CONECT   21   19    6   15                                                  
CONECT   22   18   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   30                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25   54                                                       
CONECT   27   25   28   55                                                  
CONECT   28   27   29   56                                                  
CONECT   29   28   30   57                                                  
CONECT   30   29   31   24                                                  
CONECT   31   30   32   17                                                  
CONECT   32   31                                                            
CONECT   33    4   34   58   59                                             
CONECT   34   33   35   36   60                                             
CONECT   35   34   61   62                                                  
CONECT   36   34   37    2   63                                             
CONECT   37   36   64                                                       
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    2                                                            
CONECT   42    4                                                            
CONECT   43    6                                                            
CONECT   44    7                                                            
CONECT   45    7                                                            
CONECT   46    9                                                            
CONECT   47   12                                                            
CONECT   48   12                                                            
CONECT   49   13                                                            
CONECT   50   14                                                            
CONECT   51   14                                                            
CONECT   52   16                                                            
CONECT   53   20                                                            
CONECT   54   26                                                            
CONECT   55   27                                                            
CONECT   56   28                                                            
CONECT   57   29                                                            
CONECT   58   33                                                            
CONECT   59   33                                                            
CONECT   60   34                                                            
CONECT   61   35                                                            
CONECT   62   35                                                            
CONECT   63   36                                                            
CONECT   64   37                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  136    0
END

RDKit          3D

64 68  0  0  0  0  0  0  0  0999 V2000
   -3.1246    2.7182   -3.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3850    1.6577   -2.3132 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4455    1.5872   -1.3155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5882    0.5174   -0.4727 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6066    0.3822    0.4658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9238   -0.7982    0.4474 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0594   -1.6009    1.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4575   -2.9642    1.5569 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4914   -3.9114    1.4347 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3015   -3.3097    2.7861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2485   -2.6175    3.0885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0460   -4.4568    3.6540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1457   -5.1483    3.1827 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5146   -3.0737    0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -1.8078    0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6216   -1.7548    0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2333   -0.5117   -0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5157    0.6645   -0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1495    0.6128    0.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3452    1.7059    0.1080 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5469   -0.6389    0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140    1.9515   -0.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417    3.0030   -0.2559 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6541    2.0385   -0.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2718    3.2768   -0.6156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6293    4.4750   -0.6206 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6559    3.3017   -0.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3542    2.1170   -0.7932 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7397    0.8995   -0.6297 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3799    0.8473   -0.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6755   -0.4263   -0.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3289   -1.4997   -0.2835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9418    0.5690    0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0001    0.5545   -0.8342 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3406    0.5009   -0.3270 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8005    1.7284   -1.7430 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0168    2.9531   -1.1682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1806    3.2650   -3.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1096    2.3133   -4.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9349    3.4700   -3.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3432    0.6669   -2.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6235   -0.4269   -1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3271   -1.4336   -0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1246   -1.7115    1.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4837   -1.0741    2.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2646   -3.5311    1.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8117   -5.1833    3.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2564   -4.0503    4.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8336   -5.8752    2.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0879   -3.2811   -0.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2155   -3.9323    0.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1975   -2.6543    0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4165    2.6546    0.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7073    4.7296   -0.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1273    4.2565   -0.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4393    2.1704   -0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3067   -0.0038   -0.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0258    1.4363    0.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0921   -0.3402    0.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8356   -0.3649   -1.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4896    1.2635    0.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4918   -0.3984    0.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5241    1.6284   -2.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0111    2.8643   -0.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  6
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
  8 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 18 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
  4 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 36  2  1  0
 21  6  1  0
 30 24  1  0
 21 15  1  0
 31 17  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  2 41  1  6
  4 42  1  6
  6 43  1  6
  7 44  1  0
  7 45  1  0
  9 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 16 52  1  0
 20 53  1  0
 26 54  1  0
 27 55  1  0
 28 56  1  0
 29 57  1  0
 33 58  1  0
 33 59  1  0
 34 60  1  6
 35 61  1  0
 35 62  1  0
 36 63  1  6
 37 64  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₆H₂₇NO₁₀

Average Mass

513.4990 Da

Monoisotopic Mass

513.16350 Da

IUPAC Name

(8S,10R)-10-{[(2R,4R,5R,6R)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-1,8,11-trihydroxy-8-(2-hydroxyacetyl)-5,7,8,9,10,12-hexahydrotetracene-5,12-dione

Traditional Name

(8S,10R)-10-{[(2R,4R,5R,6R)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-1,8,11-trihydroxy-8-(2-hydroxyacetyl)-9,10-dihydro-7H-tetracene-5,12-dione

CAS Registry Number

Not Available

SMILES

C[C@H]1O[C@H](C[C@@H](N)[C@H]1O)O[C@@H]1C[C@@](O)(CC2=C1C(O)=C1C(=O)C3=C(C=CC=C3O)C(=O)C1=C2)C(=O)CO

InChI Identifier

InChI=1S/C26H27NO10/c1-10-22(31)14(27)6-18(36-10)37-16-8-26(35,17(30)9-28)7-11-5-13-21(24(33)19(11)16)25(34)20-12(23(13)32)3-2-4-15(20)29/h2-5,10,14,16,18,22,28-29,31,33,35H,6-9,27H2,1H3/t10-,14-,16-,18+,22+,26+/m1/s1

InChI Key

ROILTUODAPUWLG-KAKOBGMRSA-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	6951826
Streptomyces aureus	LOTUS Database	35616633
Streptomyces peucetius var. aureus	Bacteria	KNApSAcK

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	1.2	ALOGPS
logP	0.63	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	7.56	ChemAxon
pKa (Strongest Basic)	9.3	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	196.84 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	128.13 m³·mol⁻¹	ChemAxon
Polarizability	51.89 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA021410

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78443287

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139589323

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cassinelli G, Rivola G, Ruggieri D, Arcamone F, Grein A, Merli S, Spalla C, Casazza AM, Di Marco A, Pratesi G: New anthracycline glycosides: 4-O-demethyl-11-deoxydoxorubicin and analogues from Streptomyces peucetius var. aureus. J Antibiot (Tokyo). 1982 Feb;35(2):176-83. doi: 10.7164/antibiotics.35.176. [PubMed:6951826 ]

Showing NP-Card for 4-O-demethyl-11-deoxydoxorubicin (NP0022002)

MOL for NP0022002 (4-O-demethyl-11-deoxydoxorubicin)

3D MOL for NP0022002 (4-O-demethyl-11-deoxydoxorubicin)

3D SDF for NP0022002 (4-O-demethyl-11-deoxydoxorubicin)

3D-SDF for NP0022002 (4-O-demethyl-11-deoxydoxorubicin)

PDB for NP0022002 (4-O-demethyl-11-deoxydoxorubicin)

3D PDB for NP0022002 (4-O-demethyl-11-deoxydoxorubicin)

SMILES for NP0022002 (4-O-demethyl-11-deoxydoxorubicin)

INCHI for NP0022002 (4-O-demethyl-11-deoxydoxorubicin)

Structure for NP0022002 (4-O-demethyl-11-deoxydoxorubicin)

3D Structure for NP0022002 (4-O-demethyl-11-deoxydoxorubicin)