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Showing metabocard for Doxorubicinol (HMDB0041884)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-13 11:45:57 UTC
Update Date2021-09-14 14:59:42 UTC
HMDB IDHMDB0041884
Secondary Accession Numbers
  • HMDB41884
Metabolite Identification
Common NameDoxorubicinol
DescriptionDoxorubicinol, 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
Data?1563863710
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0041884 (Doxorubicinol)


  Mrv0541 06301311492D          

 39 43  0  0  0  0            999 V2000
    7.8592    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1946    1.0469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
Download

3D MOL for HMDB0041884 (Doxorubicinol)

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
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M  END
Download

3D SDF for HMDB0041884 (Doxorubicinol)


  Mrv0541 06301311492D          

 39 43  0  0  0  0            999 V2000
    7.8592    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 19 15  1  0  0  0  0
 21 20  2  0  0  0  0
 22 10  1  0  0  0  0
 22 13  1  0  0  0  0
 23 11  1  0  0  0  0
 23 20  1  0  0  0  0
 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

$$$$
Download

3D-SDF for HMDB0041884 (Doxorubicinol)

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
Download

PDB for HMDB0041884 (Doxorubicinol)

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
Download

3D PDB for HMDB0041884 (Doxorubicinol)

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
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SMILES for HMDB0041884 (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
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INCHI for HMDB0041884 (Doxorubicinol)

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
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View in JSmolView Stereo Labels
Synonyms
ValueSource
13-DihydrodoxorubicinChEBI
AdriamycinolChEBI
Antibiotic 27706RpChEBI
DOXOLChEBI
Adriamycinol hydrochlorideHMDB
Adriamycinol, 8S-(8alpha,8R*,10alpha)-isomerHMDB
Chemical FormulaC27H31NO11
Average Molecular Weight545.5351
Monoisotopic Molecular Weight545.189710839
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 Number54193-28-1
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 KeyNKZRZOVSJNSBFR-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.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassAnthracyclines
Sub ClassNot Available
Direct ParentAnthracyclines
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 FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological location
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.49 g/LALOGPS
logP0.35ALOGPS
logP0.23ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)9.74ChemAxon
pKa (Strongest Basic)9.14ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area209.23 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity135.36 m³·mol⁻¹ChemAxon
Polarizability55.18 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+223.86930932474
DeepCCS[M-H]-222.04430932474
DeepCCS[M-2H]-255.86730932474
DeepCCS[M+Na]+229.64130932474
AllCCS[M+H]+223.732859911
AllCCS[M+H-H2O]+222.132859911
AllCCS[M+NH4]+225.132859911
AllCCS[M+Na]+225.532859911
AllCCS[M-H]-222.032859911
AllCCS[M+Na-2H]-223.732859911
AllCCS[M+HCOO]-225.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
DoxorubicinolCOC1=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=O4510.8Standard polar33892256
DoxorubicinolCOC1=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=O4535.7Standard non polar33892256
DoxorubicinolCOC1=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=O4905.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Doxorubicinol,1TMS,isomer #1COC1=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=O4576.7Semi standard non polar33892256
Doxorubicinol,1TMS,isomer #2COC1=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=O4530.1Semi standard non polar33892256
Doxorubicinol,1TMS,isomer #3COC1=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=O4532.0Semi standard non polar33892256
Doxorubicinol,1TMS,isomer #4COC1=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=O4555.7Semi standard non polar33892256
Doxorubicinol,1TMS,isomer #5COC1=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=O4458.6Semi standard non polar33892256
Doxorubicinol,1TMS,isomer #6COC1=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=O4465.1Semi standard non polar33892256
Doxorubicinol,1TMS,isomer #7COC1=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=O4548.3Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #1COC1=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=O4447.0Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #10COC1=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=O4385.9Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #11COC1=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=O4405.7Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #12COC1=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=O4430.0Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #13COC1=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=O4341.4Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #14COC1=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=O4357.4Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #15COC1=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=O4427.5Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #16COC1=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=O4358.1Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #17COC1=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=O4370.9Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #18COC1=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=O4442.2Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #19COC1=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=O4312.4Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #2COC1=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=O4423.0Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #20COC1=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=O4328.6Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #21COC1=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=O4352.9Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #22COC1=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=O4535.9Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #3COC1=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=O4372.5Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #4COC1=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=O4383.2Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #5COC1=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=O4437.1Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #6COC1=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=O4448.5Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #7COC1=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=O4412.4Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #8COC1=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=O4347.5Semi standard non polar33892256
Doxorubicinol,2TMS,isomer #9COC1=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=O4354.3Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #1COC1=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=O4321.1Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #10COC1=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=O4248.7Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #11COC1=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=O4273.4Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #12COC1=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=O4276.7Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #13COC1=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=O4291.1Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #14COC1=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=O4302.3Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #15COC1=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=O4355.3Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #16COC1=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=O4417.1Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #17COC1=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=O4277.0Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #18COC1=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=O4287.5Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #19COC1=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=O4313.1Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #2COC1=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=O4279.7Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #20COC1=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=O4341.7Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #21COC1=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=O4233.0Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #22COC1=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=O4248.8Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #23COC1=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=O4260.9Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #24COC1=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=O4265.8Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #25COC1=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=O4261.4Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #26COC1=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=O4305.0Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #27COC1=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=O4391.9Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #28COC1=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=O4270.8Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #29COC1=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=O4293.7Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #3COC1=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=O4292.3Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #30COC1=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=O4359.8Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #31COC1=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=O4231.0Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #32COC1=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=O4246.1Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #33COC1=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=O4272.8Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #34COC1=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=O4423.4Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #35COC1=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=O4241.8Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #36COC1=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=O4271.5Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #37COC1=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=O4299.1Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #38COC1=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=O4415.8Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #39COC1=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=O4222.6Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #4COC1=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=O4346.3Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #40COC1=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=O4331.1Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #41COC1=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=O4356.9Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #5COC1=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=O4366.8Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #6COC1=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=O4280.2Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #7COC1=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=O4289.9Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #8COC1=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=O4310.0Semi standard non polar33892256
Doxorubicinol,3TMS,isomer #9COC1=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=O4330.3Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #1COC1=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=O4216.7Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #10COC1=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=O4290.0Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #11COC1=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=O4330.3Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #12COC1=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=O4197.9Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #13COC1=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=O4204.6Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #14COC1=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=O4240.7Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #15COC1=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=O4220.3Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #16COC1=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=O4252.3Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #17COC1=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=O4258.8Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #18COC1=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=O4332.3Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #19COC1=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=O4183.9Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #2COC1=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=O4224.8Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #20COC1=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=O4209.1Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #21COC1=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=O4220.7Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #22COC1=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=O4300.1Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #23COC1=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=O4234.0Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #24COC1=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=O4306.1Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #25COC1=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=O4351.6Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #26COC1=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=O4196.7Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #27COC1=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=O4209.7Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #28COC1=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=O4244.4Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #29COC1=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=O4224.8Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #3COC1=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=O4230.6Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #30COC1=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=O4257.3Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #31COC1=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=O4274.9Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #32COC1=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=O4336.6Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #33COC1=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=O4176.9Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #34COC1=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=O4189.3Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #35COC1=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=O4203.1Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #36COC1=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=O4298.5Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #37COC1=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=O4206.9Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #38COC1=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=O4297.7Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #39COC1=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=O4332.3Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #4COC1=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=O4285.0Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #40COC1=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=O4186.5Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #41COC1=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=O4223.0Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #42COC1=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=O4239.9Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #43COC1=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=O4359.5Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #44COC1=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=O4177.8Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #45COC1=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=O4288.2Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #46COC1=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=O4294.6Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #47COC1=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=O4210.1Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #48COC1=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=O4289.6Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #49COC1=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=O4302.6Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #5COC1=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=O4183.2Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #50COC1=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=O4260.6Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #6COC1=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=O4204.2Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #7COC1=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=O4240.8Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #8COC1=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=O4211.5Semi standard non polar33892256
Doxorubicinol,4TMS,isomer #9COC1=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=O4250.9Semi standard non polar33892256
Doxorubicinol,1TBDMS,isomer #1COC1=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=O4770.9Semi standard non polar33892256
Doxorubicinol,1TBDMS,isomer #2COC1=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=O4729.1Semi standard non polar33892256
Doxorubicinol,1TBDMS,isomer #3COC1=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=O4727.5Semi standard non polar33892256
Doxorubicinol,1TBDMS,isomer #4COC1=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=O4754.7Semi standard non polar33892256
Doxorubicinol,1TBDMS,isomer #5COC1=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=O4662.9Semi standard non polar33892256
Doxorubicinol,1TBDMS,isomer #6COC1=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=O4707.4Semi standard non polar33892256
Doxorubicinol,1TBDMS,isomer #7COC1=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=O4780.4Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #1COC1=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=O4873.1Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #10COC1=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=O4822.3Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #11COC1=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=O4834.9Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #12COC1=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=O4847.9Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #13COC1=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=O4795.0Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #14COC1=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=O4825.1Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #15COC1=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=O4852.1Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #16COC1=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=O4796.1Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #17COC1=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=O4823.2Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #18COC1=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=O4869.9Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #19COC1=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=O4795.4Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #2COC1=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=O4849.8Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #20COC1=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=O4797.1Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #21COC1=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=O4825.8Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #22COC1=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=O4934.7Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #3COC1=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=O4819.7Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #4COC1=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=O4840.0Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #5COC1=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=O4866.2Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #6COC1=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=O4882.1Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #7COC1=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=O4842.9Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #8COC1=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=O4788.3Semi standard non polar33892256
Doxorubicinol,2TBDMS,isomer #9COC1=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=O4819.7Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #1COC1=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=O4927.7Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #10COC1=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=O4936.4Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #11COC1=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=O4935.8Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #12COC1=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=O4918.5Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #13COC1=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=O4951.7Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #14COC1=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=O4940.3Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #15COC1=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=O4941.9Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #16COC1=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=O5059.4Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #17COC1=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=O4918.6Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #18COC1=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=O4946.6Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #19COC1=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=O4933.7Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #2COC1=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=O4895.8Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #20COC1=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=O4930.3Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #21COC1=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=O4924.5Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #22COC1=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=O4933.3Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #23COC1=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=O4905.8Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #24COC1=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=O4958.8Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #25COC1=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=O4937.9Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #26COC1=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=O4910.7Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #27COC1=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=O5021.4Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #28COC1=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=O4900.8Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #29COC1=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=O4923.4Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #3COC1=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=O4907.3Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #30COC1=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=O4929.6Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #31COC1=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=O4936.8Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #32COC1=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=O4898.1Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #33COC1=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=O4919.5Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #34COC1=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=O5048.4Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #35COC1=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=O4908.5Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #36COC1=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=O4893.1Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #37COC1=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=O4923.2Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #38COC1=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=O5053.6Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #39COC1=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=O4911.3Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #4COC1=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=O4920.6Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #40COC1=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=O4992.4Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #41COC1=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=O5013.3Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #5COC1=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=O4940.0Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #6COC1=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=O4935.2Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #7COC1=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=O4963.3Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #8COC1=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=O4957.1Semi standard non polar33892256
Doxorubicinol,3TBDMS,isomer #9COC1=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=O4934.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (Non-derivatized) - 70eV, Positivesplash10-05cu-9202330000-293431fa9a3beabb905a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (2 TMS) - 70eV, Positivesplash10-05cr-9100027000-9c9cf29a2155532f09af2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS ("Doxorubicinol,1TMS,#1" TMS) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_1_5) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_1_6) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_1_7) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_7) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_8) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_9) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_10) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_11) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_12) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_13) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_14) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_15) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Doxorubicinol GC-MS (TMS_2_16) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Doxorubicinol 10V, Positive-QTOFsplash10-002b-0005590000-43113f22c78fca74fdeb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Doxorubicinol 20V, Positive-QTOFsplash10-0002-0329320000-a332c43d10c0b4ddb96d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Doxorubicinol 40V, Positive-QTOFsplash10-0a4s-5109200000-ef48a2d5eeff5f4ea3e02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Doxorubicinol 10V, Negative-QTOFsplash10-0006-1002290000-c9423b92582d5ee5ae842016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Doxorubicinol 20V, Negative-QTOFsplash10-016u-5207930000-fe3a4fe0aab942bc7aaa2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Doxorubicinol 40V, Negative-QTOFsplash10-014i-5208900000-fcd2c6340e9ee57136492016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Doxorubicinol 10V, Positive-QTOFsplash10-000t-0309030000-5206d6f53daa8bf225e52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Doxorubicinol 20V, Positive-QTOFsplash10-001j-1908140000-b0829ffd6899d23dcb4b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Doxorubicinol 40V, Positive-QTOFsplash10-01q9-3942100000-2fd7b4b2545a5c6f29fb2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Doxorubicinol 10V, Negative-QTOFsplash10-0007-0009380000-9e9af25452210d38af652021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Doxorubicinol 20V, Negative-QTOFsplash10-015j-0009100000-a36a411ed5f6ef85d51d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Doxorubicinol 40V, Negative-QTOFsplash10-00ke-0009220000-64f663944cf9e55c689c2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID75768
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound83970
PDB IDNot Available
ChEBI ID133817
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. 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 ]
  6. 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 ]
  7. 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 ]
  8. 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 ]
  9. 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 ]
  10. 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 ]
  11. 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 ]
  12. 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 ]
  13. 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 ]
  14. 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 ]
  15. 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 ]