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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:45:57 UTC

Update Date

2021-09-14 14:59:42 UTC

HMDB ID

HMDB0041884

Secondary Accession Numbers

HMDB41884

Metabolite Identification

Common Name

Doxorubicinol

Description

Doxorubicinol, also known as adriamycinol or DOXOL, 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. In humans, doxorubicinol is involved in the doxorubicin metabolism pathway. Doxorubicinol is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Doxorubicinol.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv0541 06301311492D          

 39 43  0  0  0  0            999 V2000
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M  END

HMDB0041884
     RDKit          3D
Doxorubicinol
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M  END

  Mrv0541 06301311492D          

 39 43  0  0  0  0            999 V2000
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 24 12  2  0  0  0  0
 24 20  1  0  0  0  0
 25 18  1  0  0  0  0
 25 21  1  0  0  0  0
 26 19  2  0  0  0  0
 26 21  1  0  0  0  0
 27  7  1  0  0  0  0
 27  8  1  0  0  0  0
 27 16  1  6  0  0  0
 13 28  1  1  0  0  0
 29  9  1  0  0  0  0
 16 30  1  1  0  0  0
 22 31  1  1  0  0  0
 32 23  2  0  0  0  0
 33 24  1  0  0  0  0
 34 25  2  0  0  0  0
 35 26  1  0  0  0  0
 27 36  1  1  0  0  0
 37  2  1  0  0  0  0
 37 14  1  0  0  0  0
 38 10  1  0  0  0  0
 38 17  1  0  0  0  0
 15 39  1  1  0  0  0
 17 39  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0041884

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=CC2=C1C(=O)C1=C(C(O)=C3C[C@](O)(C[C@H](O[C@H]4C[C@H](N)[C@H](O)[C@H](C)O4)C3=C1O)[C@@H](O)CO)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H31NO11/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34/h3-5,10,13,15-17,22,29-31,33,35-36H,6-9,28H2,1-2H3/t10-,13-,15-,16-,17-,22+,27-/m0/s1

> <INCHI_KEY>
NKZRZOVSJNSBFR-FEMMEMONSA-N

> <FORMULA>
C27H31NO11

> <MOLECULAR_WEIGHT>
545.5351

> <EXACT_MASS>
545.189710839

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
55.17507759593768

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.35

> <JCHEM_LOGP>
0.22790513920973576

> <ALOGPS_LOGS>
-2.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
11.301658468797653

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.736073810205214

> <JCHEM_PKA_STRONGEST_BASIC>
9.139872442326617

> <JCHEM_POLAR_SURFACE_AREA>
209.22999999999996

> <JCHEM_REFRACTIVITY>
135.36039999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.49e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041884
     RDKit          3D
Doxorubicinol
 70 74  0  0  0  0  0  0  0  0999 V2000
    5.5907   -4.7703    1.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7746   -3.6827    0.6027 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3407   -2.7172   -0.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6529   -2.7747   -0.6226 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2033   -1.7903   -1.4412 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4127   -0.7433   -1.8398 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1020   -0.6568   -1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5721   -1.6611   -0.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1903   -1.5929   -0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7400   -2.5108    0.5509 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3592   -0.4593   -0.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0255   -0.4082   -0.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4633   -1.3408    0.5842 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2187    0.6459   -0.6041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7890    1.6106   -1.4161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0775    1.5737   -1.8345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6822    2.5205   -2.6474 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8938    0.5075   -1.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2801    0.4536   -1.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7391    1.3503   -2.6050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1111    2.7259   -1.8032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6013    3.3048   -0.4757 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5130    3.7742    0.2244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5151    4.4705   -0.7996 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6143    3.9786   -1.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9304    5.2091    0.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8117    5.6783    1.1041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3611    2.2667    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1876    0.8409   -0.2555 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6947    0.0158    0.7288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8129   -0.6967    0.3043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6325   -2.1638    0.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9476   -2.8775    0.6094 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8123   -2.7300   -0.5704 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6870   -2.3631    1.8240 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0562   -2.4072    1.5752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1862   -0.9963    2.1397 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1774   -0.2183    2.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8846   -0.2133    1.0429 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8096   -5.4658    0.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0526   -5.4024    1.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5663   -4.4284    1.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2777   -3.6110   -0.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2323   -1.8288   -1.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7864    0.0599   -2.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6525   -2.1518    1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995    3.3027   -2.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0378    2.2769   -2.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3323    3.4811   -2.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2794    3.1533    0.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9809    5.1624   -1.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3162    4.6497   -1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5511    6.0795    0.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5907    4.6048    1.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0403    6.1761    1.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0410    2.3230    1.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502    2.5477    0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7902    0.7215   -1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0054   -0.4128   -0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2247   -2.5343   -0.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9507   -2.5053    1.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7891   -3.9652    0.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4505   -3.5513   -0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1621   -2.7203   -1.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4276   -3.0221    2.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5233   -2.9244    2.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2509   -1.0980    2.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9118    0.3386    2.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6139    0.5059    3.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6767   -0.9137    3.6938 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  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 15 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 22 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 39  1  0
  8  3  1  0
 18 11  1  0
 39 31  1  0
 19  7  1  0
 29 14  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  4 43  1  0
  5 44  1  0
  6 45  1  0
 13 46  1  0
 17 47  1  0
 21 48  1  0
 21 49  1  0
 23 50  1  0
 24 51  1  6
 25 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 28 56  1  0
 28 57  1  0
 29 58  1  6
 31 59  1  6
 32 60  1  0
 32 61  1  0
 33 62  1  1
 34 63  1  0
 34 64  1  0
 35 65  1  1
 36 66  1  0
 37 67  1  1
 38 68  1  0
 38 69  1  0
 38 70  1  0
M  END

HEADER    PROTEIN                                 30-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUN-13         0                                  
HETATM    1  C   UNK     0      14.671  13.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.671   8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.430   1.954   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.671  11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.004   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.153   3.314   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.337   9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.004  10.780   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      17.338   8.470   0.000  0.00  0.00           N+0
HETATM   29  O   UNK     0      11.891   1.900   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      15.692   3.368   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      17.338  11.550   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       6.668   8.470   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      14.876   4.566   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       4.001   8.470   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      13.337  10.780   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      12.003   8.470   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   37                                                            
CONECT    3    4    5                                                       
CONECT    4    3   11                                                       
CONECT    5    3   14                                                       
CONECT    6   13   17                                                       
CONECT    7   12   27                                                       
CONECT    8   15   27                                                       
CONECT    9   16   29                                                       
CONECT   10    1   22   38                                                  
CONECT   11    4   18   23                                                  
CONECT   12    7   19   24                                                  
CONECT   13    6   22   28                                                  
CONECT   14    5   18   37                                                  
CONECT   15    8   19   39                                                  
CONECT   16    9   27   30                                                  
CONECT   17    6   38   39                                                  
CONECT   18   11   14   25                                                  
CONECT   19   12   15   26                                                  
CONECT   20   21   23   24                                                  
CONECT   21   20   25   26                                                  
CONECT   22   10   13   31                                                  
CONECT   23   11   20   32                                                  
CONECT   24   12   20   33                                                  
CONECT   25   18   21   34                                                  
CONECT   26   19   21   35                                                  
CONECT   27    7    8   16   36                                             
CONECT   28   13                                                            
CONECT   29    9                                                            
CONECT   30   16                                                            
CONECT   31   22                                                            
CONECT   32   23                                                            
CONECT   33   24                                                            
CONECT   34   25                                                            
CONECT   35   26                                                            
CONECT   36   27                                                            
CONECT   37    2   14                                                       
CONECT   38   10   17                                                       
CONECT   39   15   17                                                       
MASTER        0    0    0    0    0    0    0    0   39    0   86    0
END

COMPND    HMDB0041884
HETATM    1  C1  UNL     1       5.591  -4.770   1.019  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.775  -3.683   0.603  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.341  -2.717  -0.209  1.00  0.00           C  
HETATM    4  C3  UNL     1       6.653  -2.775  -0.623  1.00  0.00           C  
HETATM    5  C4  UNL     1       7.203  -1.790  -1.441  1.00  0.00           C  
HETATM    6  C5  UNL     1       6.413  -0.743  -1.840  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.102  -0.657  -1.446  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.572  -1.661  -0.621  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.190  -1.593  -0.191  1.00  0.00           C  
HETATM   10  O2  UNL     1       2.740  -2.511   0.551  1.00  0.00           O  
HETATM   11  C9  UNL     1       2.359  -0.459  -0.631  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.025  -0.408  -0.206  1.00  0.00           C  
HETATM   13  O3  UNL     1       0.463  -1.341   0.584  1.00  0.00           O  
HETATM   14  C11 UNL     1       0.219   0.646  -0.604  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.789   1.611  -1.416  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.078   1.574  -1.834  1.00  0.00           C  
HETATM   17  O4  UNL     1       2.682   2.521  -2.647  1.00  0.00           O  
HETATM   18  C14 UNL     1       2.894   0.507  -1.433  1.00  0.00           C  
HETATM   19  C15 UNL     1       4.280   0.454  -1.874  1.00  0.00           C  
HETATM   20  O5  UNL     1       4.739   1.350  -2.605  1.00  0.00           O  
HETATM   21  C16 UNL     1      -0.111   2.726  -1.803  1.00  0.00           C  
HETATM   22  C17 UNL     1      -0.601   3.305  -0.476  1.00  0.00           C  
HETATM   23  O6  UNL     1       0.513   3.774   0.224  1.00  0.00           O  
HETATM   24  C18 UNL     1      -1.515   4.470  -0.800  1.00  0.00           C  
HETATM   25  O7  UNL     1      -2.614   3.979  -1.494  1.00  0.00           O  
HETATM   26  C19 UNL     1      -1.930   5.209   0.448  1.00  0.00           C  
HETATM   27  O8  UNL     1      -0.812   5.678   1.104  1.00  0.00           O  
HETATM   28  C20 UNL     1      -1.361   2.267   0.262  1.00  0.00           C  
HETATM   29  C21 UNL     1      -1.188   0.841  -0.255  1.00  0.00           C  
HETATM   30  O9  UNL     1      -1.695   0.016   0.729  1.00  0.00           O  
HETATM   31  C22 UNL     1      -2.813  -0.697   0.304  1.00  0.00           C  
HETATM   32  C23 UNL     1      -2.632  -2.164   0.397  1.00  0.00           C  
HETATM   33  C24 UNL     1      -3.948  -2.877   0.609  1.00  0.00           C  
HETATM   34  N1  UNL     1      -4.812  -2.730  -0.570  1.00  0.00           N  
HETATM   35  C25 UNL     1      -4.687  -2.363   1.824  1.00  0.00           C  
HETATM   36  O10 UNL     1      -6.056  -2.407   1.575  1.00  0.00           O  
HETATM   37  C26 UNL     1      -4.186  -0.996   2.140  1.00  0.00           C  
HETATM   38  C27 UNL     1      -5.177  -0.218   2.987  1.00  0.00           C  
HETATM   39  O11 UNL     1      -3.885  -0.213   1.043  1.00  0.00           O  
HETATM   40  H1  UNL     1       5.810  -5.466   0.169  1.00  0.00           H  
HETATM   41  H2  UNL     1       5.053  -5.402   1.769  1.00  0.00           H  
HETATM   42  H3  UNL     1       6.566  -4.428   1.425  1.00  0.00           H  
HETATM   43  H4  UNL     1       7.278  -3.611  -0.302  1.00  0.00           H  
HETATM   44  H5  UNL     1       8.232  -1.829  -1.769  1.00  0.00           H  
HETATM   45  H6  UNL     1       6.786   0.060  -2.482  1.00  0.00           H  
HETATM   46  H7  UNL     1       0.653  -2.152   1.039  1.00  0.00           H  
HETATM   47  H8  UNL     1       2.199   3.303  -2.982  1.00  0.00           H  
HETATM   48  H9  UNL     1      -1.038   2.277  -2.266  1.00  0.00           H  
HETATM   49  H10 UNL     1       0.332   3.481  -2.440  1.00  0.00           H  
HETATM   50  H11 UNL     1       1.279   3.153   0.140  1.00  0.00           H  
HETATM   51  H12 UNL     1      -0.981   5.162  -1.477  1.00  0.00           H  
HETATM   52  H13 UNL     1      -3.316   4.650  -1.636  1.00  0.00           H  
HETATM   53  H14 UNL     1      -2.551   6.079   0.099  1.00  0.00           H  
HETATM   54  H15 UNL     1      -2.591   4.605   1.090  1.00  0.00           H  
HETATM   55  H16 UNL     1      -1.040   6.176   1.922  1.00  0.00           H  
HETATM   56  H17 UNL     1      -1.041   2.323   1.340  1.00  0.00           H  
HETATM   57  H18 UNL     1      -2.450   2.548   0.249  1.00  0.00           H  
HETATM   58  H19 UNL     1      -1.790   0.722  -1.210  1.00  0.00           H  
HETATM   59  H20 UNL     1      -3.005  -0.413  -0.751  1.00  0.00           H  
HETATM   60  H21 UNL     1      -2.225  -2.534  -0.572  1.00  0.00           H  
HETATM   61  H22 UNL     1      -1.951  -2.505   1.194  1.00  0.00           H  
HETATM   62  H23 UNL     1      -3.789  -3.965   0.757  1.00  0.00           H  
HETATM   63  H24 UNL     1      -5.451  -3.551  -0.680  1.00  0.00           H  
HETATM   64  H25 UNL     1      -4.162  -2.720  -1.387  1.00  0.00           H  
HETATM   65  H26 UNL     1      -4.428  -3.022   2.703  1.00  0.00           H  
HETATM   66  H27 UNL     1      -6.523  -2.924   2.278  1.00  0.00           H  
HETATM   67  H28 UNL     1      -3.251  -1.098   2.743  1.00  0.00           H  
HETATM   68  H29 UNL     1      -5.912   0.339   2.362  1.00  0.00           H  
HETATM   69  H30 UNL     1      -4.614   0.506   3.598  1.00  0.00           H  
HETATM   70  H31 UNL     1      -5.677  -0.914   3.694  1.00  0.00           H  
CONECT    1    2   40   41   42
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   43
CONECT    5    6    6   44
CONECT    6    7   45
CONECT    7    8    8   19
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   12   18
CONECT   12   13   14
CONECT   13   46
CONECT   14   15   15   29
CONECT   15   16   21
CONECT   16   17   18   18
CONECT   17   47
CONECT   18   19
CONECT   19   20   20
CONECT   21   22   48   49
CONECT   22   23   24   28
CONECT   23   50
CONECT   24   25   26   51
CONECT   25   52
CONECT   26   27   53   54
CONECT   27   55
CONECT   28   29   56   57
CONECT   29   30   58
CONECT   30   31
CONECT   31   32   39   59
CONECT   32   33   60   61
CONECT   33   34   35   62
CONECT   34   63   64
CONECT   35   36   37   65
CONECT   36   66
CONECT   37   38   39   67
CONECT   38   68   69   70
END

HMDB0041884
     RDKit          3D
Doxorubicinol
 70 74  0  0  0  0  0  0  0  0999 V2000
    5.5907   -4.7703    1.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7746   -3.6827    0.6027 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3407   -2.7172   -0.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6529   -2.7747   -0.6226 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2033   -1.7903   -1.4412 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4127   -0.7433   -1.8398 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1020   -0.6568   -1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5721   -1.6611   -0.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1903   -1.5929   -0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7400   -2.5108    0.5509 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3592   -0.4593   -0.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0255   -0.4082   -0.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4633   -1.3408    0.5842 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2187    0.6459   -0.6041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7890    1.6106   -1.4161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0775    1.5737   -1.8345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6822    2.5205   -2.6474 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8938    0.5075   -1.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2801    0.4536   -1.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7391    1.3503   -2.6050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1111    2.7259   -1.8032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6013    3.3048   -0.4757 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5130    3.7742    0.2244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5151    4.4705   -0.7996 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6143    3.9786   -1.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9304    5.2091    0.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8117    5.6783    1.1041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3611    2.2667    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1876    0.8409   -0.2555 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6947    0.0158    0.7288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8129   -0.6967    0.3043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6325   -2.1638    0.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9476   -2.8775    0.6094 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8123   -2.7300   -0.5704 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6870   -2.3631    1.8240 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0562   -2.4072    1.5752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1862   -0.9963    2.1397 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1774   -0.2183    2.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8846   -0.2133    1.0429 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8096   -5.4658    0.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0526   -5.4024    1.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5663   -4.4284    1.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2777   -3.6110   -0.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2323   -1.8288   -1.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7864    0.0599   -2.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6525   -2.1518    1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995    3.3027   -2.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0378    2.2769   -2.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3323    3.4811   -2.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2794    3.1533    0.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9809    5.1624   -1.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3162    4.6497   -1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5511    6.0795    0.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5907    4.6048    1.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0403    6.1761    1.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0410    2.3230    1.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502    2.5477    0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7902    0.7215   -1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0054   -0.4128   -0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2247   -2.5343   -0.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9507   -2.5053    1.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7891   -3.9652    0.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4505   -3.5513   -0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1621   -2.7203   -1.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4276   -3.0221    2.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5233   -2.9244    2.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2509   -1.0980    2.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9118    0.3386    2.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6139    0.5059    3.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6767   -0.9137    3.6938 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  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 15 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 22 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 39  1  0
  8  3  1  0
 18 11  1  0
 39 31  1  0
 19  7  1  0
 29 14  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  4 43  1  0
  5 44  1  0
  6 45  1  0
 13 46  1  0
 17 47  1  0
 21 48  1  0
 21 49  1  0
 23 50  1  0
 24 51  1  6
 25 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 28 56  1  0
 28 57  1  0
 29 58  1  6
 31 59  1  6
 32 60  1  0
 32 61  1  0
 33 62  1  1
 34 63  1  0
 34 64  1  0
 35 65  1  1
 36 66  1  0
 37 67  1  1
 38 68  1  0
 38 69  1  0
 38 70  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
13-Dihydrodoxorubicin	ChEBI
Adriamycinol	ChEBI
Antibiotic 27706Rp	ChEBI
DOXOL	ChEBI
Adriamycinol hydrochloride	HMDB
Adriamycinol, 8S-(8alpha,8R*,10alpha)-isomer	HMDB

Chemical Formula

C₂₇H₃₁NO₁₁

Average Molecular Weight

545.5351

Monoisotopic Molecular Weight

545.189710839

IUPAC Name

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

Traditional Name

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

CAS Registry Number

54193-28-1

SMILES

COC1=CC=CC2=C1C(=O)C1=C(C(O)=C3C[C@](O)(C[C@H](O[C@H]4C[C@H](N)[C@H](O)[C@H](C)O4)C3=C1O)[C@@H](O)CO)C2=O

InChI Identifier

InChI=1S/C27H31NO11/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34/h3-5,10,13,15-17,22,29-31,33,35-36H,6-9,28H2,1-2H3/t10-,13-,15-,16-,17-,22+,27-/m0/s1

InChI Key

NKZRZOVSJNSBFR-FEMMEMONSA-N

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
Anisole
Aryl ketone
Alkyl aryl ether
Amino saccharide
Oxane
Benzenoid
Monosaccharide
Tertiary alcohol
Vinylogous acid
Secondary alcohol
1,2-aminoalcohol
Ketone
Polyol
Oxacycle
Organoheterocyclic compound
Ether
Acetal
Alcohol
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Amine
Primary aliphatic amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0041884)

Organ

Liver (HMDB: HMDB0041884)
Kidney (HMDB: HMDB0041884)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0041884)

Cellular substructure

Cytoplasm (HMDB: HMDB0041884)

Source

Endogenous

Endogenous (HMDB: HMDB0041884)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Doxorubicin Metabolism Pathway (PathBank: SMP0000650)

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.49 g/L	ALOGPS
logP	0.35	ALOGPS
logP	0.23	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	9.74	ChemAxon
pKa (Strongest Basic)	9.14	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	209.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	135.36 m³·mol⁻¹	ChemAxon
Polarizability	55.18 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	223.869	30932474
DeepCCS	[M-H]-	222.044	30932474
DeepCCS	[M-2H]-	255.867	30932474
DeepCCS	[M+Na]+	229.641	30932474
AllCCS	[M+H]+	223.7	32859911
AllCCS	[M+H-H2O]+	222.1	32859911
AllCCS	[M+NH4]+	225.1	32859911
AllCCS	[M+Na]+	225.5	32859911
AllCCS	[M-H]-	222.0	32859911
AllCCS	[M+Na-2H]-	223.7	32859911
AllCCS	[M+HCOO]-	225.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Doxorubicinol	COC1=CC=CC2=C1C(=O)C1=C(C(O)=C3C[C@](O)(C[C@H](O[C@H]4C[C@H](N)[C@H](O)[C@H](C)O4)C3=C1O)[C@@H](O)CO)C2=O	4510.8	Standard polar	33892256
Doxorubicinol	COC1=CC=CC2=C1C(=O)C1=C(C(O)=C3C[C@](O)(C[C@H](O[C@H]4C[C@H](N)[C@H](O)[C@H](C)O4)C3=C1O)[C@@H](O)CO)C2=O	4535.7	Standard non polar	33892256
Doxorubicinol	COC1=CC=CC2=C1C(=O)C1=C(C(O)=C3C[C@](O)(C[C@H](O[C@H]4C[C@H](N)[C@H](O)[C@H](C)O4)C3=C1O)[C@@H](O)CO)C2=O	4905.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Doxorubicinol,1TMS,isomer #1	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4576.7	Semi standard non polar	33892256
Doxorubicinol,1TMS,isomer #2	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4530.1	Semi standard non polar	33892256
Doxorubicinol,1TMS,isomer #3	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4532.0	Semi standard non polar	33892256
Doxorubicinol,1TMS,isomer #4	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4555.7	Semi standard non polar	33892256
Doxorubicinol,1TMS,isomer #5	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4458.6	Semi standard non polar	33892256
Doxorubicinol,1TMS,isomer #6	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4465.1	Semi standard non polar	33892256
Doxorubicinol,1TMS,isomer #7	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4548.3	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #1	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4447.0	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #10	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4385.9	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #11	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4405.7	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #12	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4430.0	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #13	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4341.4	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #14	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4357.4	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #15	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4427.5	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #16	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4358.1	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #17	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4370.9	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #18	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4442.2	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #19	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO[Si](C)(C)C)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4312.4	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #2	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4423.0	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #20	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4328.6	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #21	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4352.9	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #22	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4535.9	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #3	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4372.5	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #4	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4383.2	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #5	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4437.1	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #6	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4448.5	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #7	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4412.4	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #8	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4347.5	Semi standard non polar	33892256
Doxorubicinol,2TMS,isomer #9	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4354.3	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #1	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4321.1	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #10	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO[Si](C)(C)C)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4248.7	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #11	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4273.4	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #12	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4276.7	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #13	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4291.1	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #14	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4302.3	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #15	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4355.3	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #16	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4417.1	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #17	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O[Si](C)(C)C)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4277.0	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #18	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4287.5	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #19	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4313.1	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #2	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4279.7	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #20	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4341.7	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #21	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@H](CO[Si](C)(C)C)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4233.0	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #22	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4248.8	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #23	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4260.9	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #24	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4265.8	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #25	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4261.4	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #26	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4305.0	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #27	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4391.9	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #28	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4270.8	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #29	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4293.7	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #3	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4292.3	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #30	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4359.8	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #31	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO[Si](C)(C)C)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4231.0	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #32	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4246.1	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #33	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4272.8	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #34	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4423.4	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #35	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@H](CO[Si](C)(C)C)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4241.8	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #36	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4271.5	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #37	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4299.1	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #38	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4415.8	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #39	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO[Si](C)(C)C)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4222.6	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #4	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4346.3	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #40	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4331.1	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #41	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4356.9	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #5	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4366.8	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #6	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4280.2	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #7	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4289.9	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #8	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4310.0	Semi standard non polar	33892256
Doxorubicinol,3TMS,isomer #9	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4330.3	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #1	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O[Si](C)(C)C)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4216.7	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #10	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4290.0	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #11	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4330.3	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #12	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@H](CO[Si](C)(C)C)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4197.9	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #13	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4204.6	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #14	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4240.7	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #15	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4220.3	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #16	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4252.3	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #17	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4258.8	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #18	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4332.3	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #19	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO[Si](C)(C)C)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4183.9	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #2	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4224.8	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #20	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO[Si](C)(C)C)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4209.1	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #21	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4220.7	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #22	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4300.1	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #23	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4234.0	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #24	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4306.1	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #25	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4351.6	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #26	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O[Si](C)(C)C)([C@H](CO[Si](C)(C)C)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4196.7	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #27	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O[Si](C)(C)C)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4209.7	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #28	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O[Si](C)(C)C)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4244.4	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #29	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4224.8	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #3	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4230.6	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #30	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4257.3	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #31	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4274.9	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #32	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4336.6	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #33	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@H](CO[Si](C)(C)C)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4176.9	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #34	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@H](CO[Si](C)(C)C)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4189.3	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #35	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4203.1	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #36	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4298.5	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #37	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4206.9	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #38	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4297.7	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #39	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4332.3	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #4	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O[Si](C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4285.0	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #40	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@H](CO[Si](C)(C)C)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4186.5	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #41	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4223.0	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #42	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4239.9	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #43	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4359.5	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #44	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO[Si](C)(C)C)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4177.8	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #45	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4288.2	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #46	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4294.6	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #47	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@H](CO[Si](C)(C)C)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4210.1	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #48	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4289.6	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #49	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4302.6	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #5	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@H](CO[Si](C)(C)C)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4183.2	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #50	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO[Si](C)(C)C)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4260.6	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #6	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4204.2	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #7	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4240.8	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #8	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4211.5	Semi standard non polar	33892256
Doxorubicinol,4TMS,isomer #9	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C)=C1C2=O	4250.9	Semi standard non polar	33892256
Doxorubicinol,1TBDMS,isomer #1	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4770.9	Semi standard non polar	33892256
Doxorubicinol,1TBDMS,isomer #2	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4729.1	Semi standard non polar	33892256
Doxorubicinol,1TBDMS,isomer #3	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4727.5	Semi standard non polar	33892256
Doxorubicinol,1TBDMS,isomer #4	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4754.7	Semi standard non polar	33892256
Doxorubicinol,1TBDMS,isomer #5	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4662.9	Semi standard non polar	33892256
Doxorubicinol,1TBDMS,isomer #6	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4707.4	Semi standard non polar	33892256
Doxorubicinol,1TBDMS,isomer #7	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4780.4	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #1	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4873.1	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #10	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4822.3	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #11	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4834.9	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #12	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4847.9	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #13	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4795.0	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #14	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4825.1	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #15	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4852.1	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #16	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4796.1	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #17	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4823.2	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #18	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4869.9	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #19	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4795.4	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #2	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4849.8	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #20	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4797.1	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #21	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4825.8	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #22	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4934.7	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #3	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4819.7	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #4	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4840.0	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #5	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4866.2	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #6	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4882.1	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #7	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4842.9	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #8	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@H](CO)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4788.3	Semi standard non polar	33892256
Doxorubicinol,2TBDMS,isomer #9	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@@H](O)CO[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4819.7	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #1	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4927.7	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #10	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4936.4	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #11	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4935.8	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #12	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4918.5	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #13	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4951.7	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #14	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4940.3	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #15	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4941.9	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #16	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	5059.4	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #17	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@H](CO)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4918.6	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #18	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@@H](O)CO[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4946.6	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #19	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4933.7	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #2	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4895.8	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #20	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4930.3	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #21	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4924.5	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #22	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@H](CO)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4933.3	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #23	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@H](CO)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4905.8	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #24	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@@H](O)CO[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4958.8	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #25	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@@H](O)CO[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4937.9	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #26	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4910.7	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #27	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	5021.4	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #28	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4900.8	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #29	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4923.4	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #3	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4907.3	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #30	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4929.6	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #31	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4936.8	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #32	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4898.1	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #33	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O)=C1C2=O	4919.5	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #34	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O)=C1C2=O	5048.4	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #35	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O)([C@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4908.5	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #36	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4893.1	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #37	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4923.2	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #38	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	5053.6	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #39	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4911.3	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #4	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4920.6	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #40	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@H](CO)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	4992.4	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #41	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O)([C@@H](O)CO[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O)=C1C2=O	5013.3	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #5	COC1=CC=CC2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C3=C(C[C@@](O)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4940.0	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #6	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@H](CO)O[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4935.2	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #7	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@@H](O)CO[Si](C)(C)C(C)(C)C)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4963.3	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #8	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4957.1	Semi standard non polar	33892256
Doxorubicinol,3TBDMS,isomer #9	COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@@](O[Si](C)(C)C(C)(C)C)([C@@H](O)CO)C[C@@H]3O[C@H]3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](C)O3)C(O[Si](C)(C)C(C)(C)C)=C1C2=O	4934.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (Non-derivatized) - 70eV, Positive	splash10-05cu-9202330000-293431fa9a3beabb905a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (2 TMS) - 70eV, Positive	splash10-05cr-9100027000-9c9cf29a2155532f09af	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS ("Doxorubicinol,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_16) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxorubicinol 10V, Positive-QTOF	splash10-002b-0005590000-43113f22c78fca74fdeb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxorubicinol 20V, Positive-QTOF	splash10-0002-0329320000-a332c43d10c0b4ddb96d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxorubicinol 40V, Positive-QTOF	splash10-0a4s-5109200000-ef48a2d5eeff5f4ea3e0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxorubicinol 10V, Negative-QTOF	splash10-0006-1002290000-c9423b92582d5ee5ae84	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxorubicinol 20V, Negative-QTOF	splash10-016u-5207930000-fe3a4fe0aab942bc7aaa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxorubicinol 40V, Negative-QTOF	splash10-014i-5208900000-fcd2c6340e9ee5713649	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxorubicinol 10V, Positive-QTOF	splash10-000t-0309030000-5206d6f53daa8bf225e5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxorubicinol 20V, Positive-QTOF	splash10-001j-1908140000-b0829ffd6899d23dcb4b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxorubicinol 40V, Positive-QTOF	splash10-01q9-3942100000-2fd7b4b2545a5c6f29fb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxorubicinol 10V, Negative-QTOF	splash10-0007-0009380000-9e9af25452210d38af65	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxorubicinol 20V, Negative-QTOF	splash10-015j-0009100000-a36a411ed5f6ef85d51d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxorubicinol 40V, Negative-QTOF	splash10-00ke-0009220000-64f663944cf9e55c689c	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Doxorubicin Metabolism Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

75768

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

83970

PDB ID

Not Available

ChEBI ID

133817

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

van Asperen J, van Tellingen O, Tijssen F, Schinkel AH, Beijnen JH: Increased accumulation of doxorubicin and doxorubicinol in cardiac tissue of mice lacking mdr1a P-glycoprotein. Br J Cancer. 1999 Jan;79(1):108-13. [PubMed:10408701 ]
Callies S, de Alwis DP, Wright JG, Sandler A, Burgess M, Aarons L: A population pharmacokinetic model for doxorubicin and doxorubicinol in the presence of a novel MDR modulator, zosuquidar trihydrochloride (LY335979). Cancer Chemother Pharmacol. 2003 Feb;51(2):107-18. Epub 2003 Jan 10. [PubMed:12647011 ]
Bressolle F, Jacquet JM, Galtier M, Jourdan J, Donadio D, Rossi JF: Doxorubicin and doxorubicinol plasma concentrations and excretion in parotid saliva. Cancer Chemother Pharmacol. 1992;30(3):215-8. [PubMed:1628370 ]
Salvatorelli E, Menna P, Cascegna S, Liberi G, Calafiore AM, Gianni L, Minotti G: Paclitaxel and docetaxel stimulation of doxorubicinol formation in the human heart: implications for cardiotoxicity of doxorubicin-taxane chemotherapies. J Pharmacol Exp Ther. 2006 Jul;318(1):424-33. Epub 2006 Apr 13. [PubMed:16614166 ]
Eder AR, Chen JS, Arriaga EA: Separation of doxorubicin and doxorubicinol by cyclodextrin-modified micellar electrokinetic capillary chromatography. Electrophoresis. 2006 Aug;27(16):3263-70. [PubMed:16915573 ]
Gilbert CM, Filippich LJ, McGeary RP, Charles BG: Pharmacokinetics of doxorubicinol in dogs. J Vet Pharmacol Ther. 2006 Oct;29(5):433-5. [PubMed:16958789 ]
DiFrancesco R, Griggs JJ, Donnelly J, DiCenzo R: Simultaneous analysis of cyclophosphamide, doxorubicin and doxorubicinol by liquid chromatography coupled to tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2007 Jun 1;852(1-2):545-53. Epub 2007 Feb 24. [PubMed:17379584 ]
Salvatorelli E, Menna P, Paz OG, Chello M, Covino E, Singer JW, Minotti G: The novel anthracenedione, pixantrone, lacks redox activity and inhibits doxorubicinol formation in human myocardium: insight to explain the cardiac safety of pixantrone in doxorubicin-treated patients. J Pharmacol Exp Ther. 2013 Feb;344(2):467-78. doi: 10.1124/jpet.112.200568. Epub 2012 Nov 28. [PubMed:23192654 ]
Sottani C, Poggi G, Melchiorre F, Montagna B, Minoia C: Simultaneous measurement of doxorubicin and reduced metabolite doxorubicinol by UHPLC-MS/MS in human plasma of HCC patients treated with TACE. J Chromatogr B Analyt Technol Biomed Life Sci. 2013 Feb 1;915-916:71-8. doi: 10.1016/j.jchromb.2012.12.012. Epub 2012 Dec 22. [PubMed:23337906 ]
Perez-Blanco JS, Fernandez de Gatta Mdel M, Hernandez-Rivas JM, Garcia Sanchez MJ, Sayalero Marinero ML, Gonzalez Lopez F: Validation and clinical evaluation of a UHPLC method with fluorescence detector for plasma quantification of doxorubicin and doxorubicinol in haematological patients. J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Apr 1;955-956:93-7. doi: 10.1016/j.jchromb.2014.02.034. Epub 2014 Feb 28. [PubMed:24631816 ]
Schaupp CM, White CC, Merrill GF, Kavanagh TJ: Metabolism of doxorubicin to the cardiotoxic metabolite doxorubicinol is increased in a mouse model of chronic glutathione deficiency: A potential role for carbonyl reductase 3. Chem Biol Interact. 2015 Jun 5;234:154-61. doi: 10.1016/j.cbi.2014.11.010. Epub 2014 Nov 21. [PubMed:25446851 ]
Perez-Blanco JS, Santos-Buelga D, Fernandez de Gatta MD, Hernandez-Rivas JM, Martin A, Garcia MJ: Population pharmacokinetics of doxorubicin and doxorubicinol in patients diagnosed with non-Hodgkin's lymphoma. Br J Clin Pharmacol. 2016 Dec;82(6):1517-1527. doi: 10.1111/bcp.13070. Epub 2016 Sep 6. [PubMed:27447545 ]
Lee HJ, Lee MG: Pharmacokinetics of adriamycin and adriamycinol after intravenous administration of adriamycin to rats with water-deprivation for 48 hours. Res Commun Mol Pathol Pharmacol. 1997 Jun;96(3):299-306. [PubMed:9261889 ]
Fraier D, Frigerio E, Pianezzola E, Strolin Benedetti M, Cassidy J, Vasey P: A sensitive procedure for the quantitation of free and N-(2-hydroxypropyl) methacrylamide polymer-bound doxorubicin (PK1) and some of its metabolites, 13-dihydrodoxorubicin, 13-dihydrodoxorubicinone and doxorubicinone, in human plasma and urine by reversed-phase HPLC with fluorimetric detection. J Pharm Biomed Anal. 1995 Apr;13(4-5):625-33. [PubMed:9696578 ]
de Bruijn P, Verweij J, Loos WJ, Kolker HJ, Planting AS, Nooter K, Stoter G, Sparreboom A: Determination of doxorubicin and doxorubicinol in plasma of cancer patients by high-performance liquid chromatography. Anal Biochem. 1999 Jan 15;266(2):216-21. [PubMed:9888978 ]

Showing metabocard for Doxorubicinol (HMDB0041884)

MOL for HMDB0041884 (Doxorubicinol)

3D MOL for HMDB0041884 (Doxorubicinol)

3D SDF for HMDB0041884 (Doxorubicinol)

3D-SDF for HMDB0041884 (Doxorubicinol)

PDB for HMDB0041884 (Doxorubicinol)

3D PDB for HMDB0041884 (Doxorubicinol)

SMILES for HMDB0041884 (Doxorubicinol)

INCHI for HMDB0041884 (Doxorubicinol)

Structure for HMDB0041884 (Doxorubicinol)

3D Structure for HMDB0041884 (Doxorubicinol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra