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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:39 UTC

HMDB ID

HMDB0014529

Secondary Accession Numbers

HMDB14529

Metabolite Identification

Common Name

Valrubicin

Description

Valrubicin is only found in individuals that have used or taken this drug. It is a chemotherapy drug used to treat bladder cancer. Valrubicin is a semisynthetic analog of the anthracycline doxorubicin, and is administered by infusion directly into the bladder. [Wikipedia ]Valrubicin is an anthracycline that affects a variety of inter-related biological functions, most of which involve nucleic acid metabolism. It readily penetrates into cells, where after DNA intercalation, it inhibits the incorporation of nucleosides into nucleic acids, causes extensive chromosomal damage, and arrests cell cycle in G2. Although valrubicin does not bind strongly to DNA, a principal mechanism of its action, mediated by valrubicin metabolites, is interference with the normal DNA breaking-resealing action of DNA topoisomerase II.

Structure

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

385
  Mrv0541 02231214382D          

 51 55  0  0  1  0            999 V2000
    5.8496    3.9499    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
M  END

HMDB0014529
     RDKit          3D
Valrubicin
 87 91  0  0  0  0  0  0  0  0999 V2000
   10.5412   -1.5070    0.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

385
  Mrv0541 02231214382D          

 51 55  0  0  1  0            999 V2000
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M  END
> <DATABASE_ID>
HMDB0014529

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC(=O)OCC(=O)[C@@]1(O)C[C@H](OC2CC(NC(=O)C(F)(F)F)C(O)C(C)O2)C2=C(C1)C(O)=C1C(=O)C3=C(C(=O)C1=C2O)C(OC)=CC=C3

> <INCHI_IDENTIFIER>
InChI=1S/C34H36F3NO13/c1-4-5-9-21(40)49-13-20(39)33(47)11-16-24(19(12-33)51-22-10-17(27(41)14(2)50-22)38-32(46)34(35,36)37)31(45)26-25(29(16)43)28(42)15-7-6-8-18(48-3)23(15)30(26)44/h6-8,14,17,19,22,27,41,43,45,47H,4-5,9-13H2,1-3H3,(H,38,46)/t14?,17?,19-,22?,27?,33-/m0/s1

> <INCHI_KEY>
ZOCKGBMQLCSHFP-ZQUOIQDWSA-N

> <FORMULA>
C34H36F3NO13

> <MOLECULAR_WEIGHT>
723.6437

> <EXACT_MASS>
723.213874858

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
68.863992222517

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-oxo-2-[(2S,4S)-2,5,12-trihydroxy-4-{[5-hydroxy-6-methyl-4-(trifluoroacetamido)oxan-2-yl]oxy}-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-2-yl]ethyl pentanoate

> <ALOGPS_LOGP>
2.67

> <JCHEM_LOGP>
4.486147121666667

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.362557313450345

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.393479133367189

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4156988783544806

> <JCHEM_POLAR_SURFACE_AREA>
215.22

> <JCHEM_REFRACTIVITY>
168.02809999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.25e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
valrubicin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014529
     RDKit          3D
Valrubicin
 87 91  0  0  0  0  0  0  0  0999 V2000
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 22 68  1  1
 24 69  1  0
 25 70  1  0
 25 71  1  0
 26 72  1  0
 27 73  1  0
 34 74  1  0
 35 75  1  0
 36 76  1  0
 37 77  1  0
 37 78  1  0
 37 79  1  0
 39 80  1  0
 39 81  1  0
 45 82  1  0
 45 83  1  0
 45 84  1  0
 46 85  1  0
 47 86  1  0
 48 87  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 385                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0      10.919   7.373   0.000  0.00  0.00           F+0
HETATM    2  F   UNK     0      13.999   7.337   0.000  0.00  0.00           F+0
HETATM    3  F   UNK     0      12.477   8.895   0.000  0.00  0.00           F+0
HETATM    4  O   UNK     0      13.713   0.410   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      11.045   0.441   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      11.535  -4.862   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       8.414   3.552   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      16.405   0.357   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      16.405  -5.803   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       9.984  -2.200   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       8.455  -4.873   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      19.097   0.410   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      19.097  -5.856   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      13.766   5.030   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      21.927   0.477   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       8.465  -7.541   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0      11.099   5.061   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      13.695  -1.130   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.299  -3.525   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.299  -1.921   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.695  -4.316   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      15.071  -1.953   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.071  -3.493   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.388   1.196   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.081   3.521   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.406   2.736   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.739   2.766   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.721   1.227   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.759  -3.531   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.405  -1.183   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.405  -4.263   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      17.739  -1.953   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      17.739  -3.493   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.378   0.472   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.995  -4.868   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      19.115  -1.130   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      19.115  -4.316   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      20.511  -1.921   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      20.511  -3.525   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.441   5.815   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      21.945  -1.063   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      21.945  -4.383   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      12.459   7.355   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      23.398  -1.887   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      23.398  -3.558   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       7.690  -6.210   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       6.150  -6.216   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       5.385  -7.553   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      23.252   1.262   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       3.845  -7.559   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       3.080  -8.895   0.000  0.00  0.00           C+0
CONECT    1   43                                                            
CONECT    2   43                                                            
CONECT    3   43                                                            
CONECT    4   18   24                                                       
CONECT    5   24   28                                                       
CONECT    6   19                                                            
CONECT    7   27                                                            
CONECT    8   30                                                            
CONECT    9   31                                                            
CONECT   10   29                                                            
CONECT   11   35   46                                                       
CONECT   12   36                                                            
CONECT   13   37                                                            
CONECT   14   40                                                            
CONECT   15   41   49                                                       
CONECT   16   46                                                            
CONECT   17   25   40                                                       
CONECT   18    4   20   22                                                  
CONECT   19    6   20   21   29                                             
CONECT   20   18   19                                                       
CONECT   21   19   23                                                       
CONECT   22   18   23   30                                                  
CONECT   23   21   22   31                                                  
CONECT   24    4    5   26                                                  
CONECT   25   17   26   27                                                  
CONECT   26   24   25                                                       
CONECT   27    7   25   28                                                  
CONECT   28    5   27   34                                                  
CONECT   29   10   19   35                                                  
CONECT   30    8   22   32                                                  
CONECT   31    9   23   33                                                  
CONECT   32   30   33   36                                                  
CONECT   33   31   32   37                                                  
CONECT   34   28                                                            
CONECT   35   11   29                                                       
CONECT   36   12   32   38                                                  
CONECT   37   13   33   39                                                  
CONECT   38   36   39   41                                                  
CONECT   39   37   38   42                                                  
CONECT   40   14   17   43                                                  
CONECT   41   15   38   44                                                  
CONECT   42   39   45                                                       
CONECT   43    1    2    3   40                                             
CONECT   44   41   45                                                       
CONECT   45   42   44                                                       
CONECT   46   11   16   47                                                  
CONECT   47   46   48                                                       
CONECT   48   47   50                                                       
CONECT   49   15                                                            
CONECT   50   48   51                                                       
CONECT   51   50                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  110    0
END

COMPND    HMDB0014529
HETATM    1  C1  UNL     1      10.541  -1.507   0.403  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.446  -2.535   0.165  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.126  -1.765   0.207  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.997  -2.724  -0.022  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.716  -1.957   0.021  1.00  0.00           C  
HETATM    6  O1  UNL     1       5.730  -0.718   0.223  1.00  0.00           O  
HETATM    7  O2  UNL     1       4.489  -2.575  -0.155  1.00  0.00           O  
HETATM    8  C6  UNL     1       3.324  -1.790  -0.104  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.342  -0.784  -1.167  1.00  0.00           C  
HETATM   10  O3  UNL     1       4.284  -0.762  -1.941  1.00  0.00           O  
HETATM   11  C8  UNL     1       2.265   0.231  -1.366  1.00  0.00           C  
HETATM   12  O4  UNL     1       2.582   1.044  -2.481  1.00  0.00           O  
HETATM   13  C9  UNL     1       2.143   1.164  -0.206  1.00  0.00           C  
HETATM   14  C10 UNL     1       0.780   1.787  -0.184  1.00  0.00           C  
HETATM   15  C11 UNL     1       0.633   3.135  -0.022  1.00  0.00           C  
HETATM   16  O5  UNL     1       1.670   4.037   0.129  1.00  0.00           O  
HETATM   17  C12 UNL     1      -0.675   3.624  -0.009  1.00  0.00           C  
HETATM   18  C13 UNL     1      -1.749   2.797  -0.152  1.00  0.00           C  
HETATM   19  C14 UNL     1      -1.556   1.423  -0.316  1.00  0.00           C  
HETATM   20  O6  UNL     1      -2.572   0.551  -0.462  1.00  0.00           O  
HETATM   21  C15 UNL     1      -0.274   0.915  -0.332  1.00  0.00           C  
HETATM   22  C16 UNL     1       0.080  -0.510  -0.502  1.00  0.00           C  
HETATM   23  O7  UNL     1      -0.982  -1.361  -0.656  1.00  0.00           O  
HETATM   24  C17 UNL     1      -0.934  -2.368   0.299  1.00  0.00           C  
HETATM   25  C18 UNL     1      -2.118  -2.391   1.223  1.00  0.00           C  
HETATM   26  C19 UNL     1      -3.313  -3.092   0.664  1.00  0.00           C  
HETATM   27  N1  UNL     1      -4.231  -3.440   1.730  1.00  0.00           N  
HETATM   28  C20 UNL     1      -5.564  -2.944   1.777  1.00  0.00           C  
HETATM   29  O8  UNL     1      -5.919  -2.172   0.833  1.00  0.00           O  
HETATM   30  C21 UNL     1      -6.508  -3.291   2.859  1.00  0.00           C  
HETATM   31  F1  UNL     1      -7.708  -2.663   2.630  1.00  0.00           F  
HETATM   32  F2  UNL     1      -6.052  -2.894   4.100  1.00  0.00           F  
HETATM   33  F3  UNL     1      -6.755  -4.648   2.920  1.00  0.00           F  
HETATM   34  C22 UNL     1      -2.911  -4.356  -0.024  1.00  0.00           C  
HETATM   35  O9  UNL     1      -3.966  -4.962  -0.694  1.00  0.00           O  
HETATM   36  C23 UNL     1      -1.850  -4.016  -1.042  1.00  0.00           C  
HETATM   37  C24 UNL     1      -2.328  -3.095  -2.119  1.00  0.00           C  
HETATM   38  O10 UNL     1      -0.732  -3.566  -0.367  1.00  0.00           O  
HETATM   39  C25 UNL     1       1.008  -0.512  -1.729  1.00  0.00           C  
HETATM   40  C26 UNL     1      -3.074   3.381  -0.127  1.00  0.00           C  
HETATM   41  O11 UNL     1      -4.087   2.681  -0.252  1.00  0.00           O  
HETATM   42  C27 UNL     1      -3.242   4.841   0.049  1.00  0.00           C  
HETATM   43  C28 UNL     1      -4.509   5.396   0.071  1.00  0.00           C  
HETATM   44  O12 UNL     1      -5.588   4.527  -0.077  1.00  0.00           O  
HETATM   45  C29 UNL     1      -6.888   5.083  -0.055  1.00  0.00           C  
HETATM   46  C30 UNL     1      -4.675   6.755   0.235  1.00  0.00           C  
HETATM   47  C31 UNL     1      -3.582   7.605   0.381  1.00  0.00           C  
HETATM   48  C32 UNL     1      -2.339   7.050   0.357  1.00  0.00           C  
HETATM   49  C33 UNL     1      -2.170   5.691   0.194  1.00  0.00           C  
HETATM   50  C34 UNL     1      -0.849   5.077   0.166  1.00  0.00           C  
HETATM   51  O13 UNL     1       0.135   5.833   0.296  1.00  0.00           O  
HETATM   52  H1  UNL     1      10.509  -0.736  -0.383  1.00  0.00           H  
HETATM   53  H2  UNL     1      10.254  -0.981   1.355  1.00  0.00           H  
HETATM   54  H3  UNL     1      11.523  -1.960   0.567  1.00  0.00           H  
HETATM   55  H4  UNL     1       9.563  -2.997  -0.829  1.00  0.00           H  
HETATM   56  H5  UNL     1       9.440  -3.291   0.952  1.00  0.00           H  
HETATM   57  H6  UNL     1       8.108  -0.962  -0.540  1.00  0.00           H  
HETATM   58  H7  UNL     1       8.092  -1.289   1.205  1.00  0.00           H  
HETATM   59  H8  UNL     1       7.062  -3.172  -1.017  1.00  0.00           H  
HETATM   60  H9  UNL     1       6.919  -3.494   0.770  1.00  0.00           H  
HETATM   61  H10 UNL     1       2.449  -2.471  -0.312  1.00  0.00           H  
HETATM   62  H11 UNL     1       3.263  -1.366   0.917  1.00  0.00           H  
HETATM   63  H12 UNL     1       2.144   0.694  -3.300  1.00  0.00           H  
HETATM   64  H13 UNL     1       2.932   1.937  -0.195  1.00  0.00           H  
HETATM   65  H14 UNL     1       2.229   0.646   0.778  1.00  0.00           H  
HETATM   66  H15 UNL     1       2.632   3.859   0.144  1.00  0.00           H  
HETATM   67  H16 UNL     1      -3.522   0.626  -0.488  1.00  0.00           H  
HETATM   68  H17 UNL     1       0.745  -0.807   0.363  1.00  0.00           H  
HETATM   69  H18 UNL     1      -0.036  -2.216   0.946  1.00  0.00           H  
HETATM   70  H19 UNL     1      -1.841  -2.895   2.186  1.00  0.00           H  
HETATM   71  H20 UNL     1      -2.351  -1.346   1.505  1.00  0.00           H  
HETATM   72  H21 UNL     1      -3.858  -2.418  -0.023  1.00  0.00           H  
HETATM   73  H22 UNL     1      -3.936  -4.075   2.506  1.00  0.00           H  
HETATM   74  H23 UNL     1      -2.433  -5.042   0.713  1.00  0.00           H  
HETATM   75  H24 UNL     1      -3.605  -5.407  -1.490  1.00  0.00           H  
HETATM   76  H25 UNL     1      -1.565  -4.975  -1.531  1.00  0.00           H  
HETATM   77  H26 UNL     1      -1.478  -2.891  -2.797  1.00  0.00           H  
HETATM   78  H27 UNL     1      -2.850  -2.202  -1.780  1.00  0.00           H  
HETATM   79  H28 UNL     1      -3.064  -3.684  -2.742  1.00  0.00           H  
HETATM   80  H29 UNL     1       0.442   0.012  -2.548  1.00  0.00           H  
HETATM   81  H30 UNL     1       1.254  -1.524  -2.044  1.00  0.00           H  
HETATM   82  H31 UNL     1      -7.609   4.252   0.133  1.00  0.00           H  
HETATM   83  H32 UNL     1      -7.012   5.769   0.830  1.00  0.00           H  
HETATM   84  H33 UNL     1      -7.133   5.615  -0.993  1.00  0.00           H  
HETATM   85  H34 UNL     1      -5.667   7.191   0.253  1.00  0.00           H  
HETATM   86  H35 UNL     1      -3.709   8.660   0.508  1.00  0.00           H  
HETATM   87  H36 UNL     1      -1.485   7.711   0.471  1.00  0.00           H  
CONECT    1    2   52   53   54
CONECT    2    3   55   56
CONECT    3    4   57   58
CONECT    4    5   59   60
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   61   62
CONECT    9   10   10   11
CONECT   11   12   13   39
CONECT   12   63
CONECT   13   14   64   65
CONECT   14   15   15   21
CONECT   15   16   17
CONECT   16   66
CONECT   17   18   18   50
CONECT   18   19   40
CONECT   19   20   21   21
CONECT   20   67
CONECT   21   22
CONECT   22   23   39   68
CONECT   23   24
CONECT   24   25   38   69
CONECT   25   26   70   71
CONECT   26   27   34   72
CONECT   27   28   73
CONECT   28   29   29   30
CONECT   30   31   32   33
CONECT   34   35   36   74
CONECT   35   75
CONECT   36   37   38   76
CONECT   37   77   78   79
CONECT   39   80   81
CONECT   40   41   41   42
CONECT   42   43   43   49
CONECT   43   44   46
CONECT   44   45
CONECT   45   82   83   84
CONECT   46   47   47   85
CONECT   47   48   86
CONECT   48   49   49   87
CONECT   49   50
CONECT   50   51   51
END

HMDB0014529
     RDKit          3D
Valrubicin
 87 91  0  0  0  0  0  0  0  0999 V2000
   10.5412   -1.5070    0.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4463   -2.5352    0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1262   -1.7648    0.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9966   -2.7243   -0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7163   -1.9572    0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7298   -0.7182    0.2226 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4886   -2.5747   -0.1553 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -1.7896   -0.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3423   -0.7843   -1.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2843   -0.7616   -1.9413 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2648    0.2310   -1.3660 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5821    1.0437   -2.4812 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    1.1644   -0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7804    1.7874   -0.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6326    3.1349   -0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696    4.0373    0.1291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6752    3.6237   -0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7494    2.7969   -0.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5558    1.4227   -0.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5722    0.5507   -0.4619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735    0.9151   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0800   -0.5100   -0.5019 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9823   -1.3605   -0.6565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9341   -2.3677    0.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1176   -2.3915    1.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3127   -3.0924    0.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2311   -3.4403    1.7301 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5637   -2.9436    1.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9188   -2.1724    0.8328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5076   -3.2915    2.8588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7080   -2.6630    2.6304 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0516   -2.8937    4.1002 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7547   -4.6481    2.9199 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9107   -4.3558   -0.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9660   -4.9617   -0.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8503   -4.0160   -1.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3284   -3.0951   -2.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7325   -3.5659   -0.3666 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0080   -0.5125   -1.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735    3.3808   -0.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0868    2.6807   -0.2517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2415    4.8414    0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5090    5.3959    0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5879    4.5269   -0.0765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8884    5.0833   -0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6750    6.7550    0.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5819    7.6051    0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3387    7.0501    0.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1697    5.6907    0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8493    5.0774    0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1348    5.8330    0.2960 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5085   -0.7358   -0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2538   -0.9813    1.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5230   -1.9597    0.5674 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5633   -2.9966   -0.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4404   -3.2906    0.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1083   -0.9617   -0.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0916   -1.2886    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0621   -3.1723   -1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9191   -3.4938    0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495   -2.4714   -0.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2632   -1.3660    0.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436    0.6937   -3.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9325    1.9368   -0.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292    0.6460    0.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6319    3.8594    0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5221    0.6257   -0.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7446   -0.8074    0.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0356   -2.2165    0.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8408   -2.8951    2.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3507   -1.3458    1.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8579   -2.4180   -0.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9360   -4.0753    2.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4327   -5.0422    0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6051   -5.4068   -1.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5648   -4.9748   -1.5308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4776   -2.8908   -2.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8503   -2.2015   -1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0641   -3.6840   -2.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4416    0.0117   -2.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2543   -1.5242   -2.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6088    4.2520    0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0119    5.7690    0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1329    5.6151   -0.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6672    7.1905    0.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7091    8.6600    0.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4848    7.7107    0.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  6
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 13 14  1  0
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 48 87  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Valstar	Kegg
Antibiotic ad 32	HMDB
N-Trifluoroacetyladriamycin 14-valerate	HMDB
AD-32	HMDB
Paladin brand OF valrubicin	HMDB
Valtaxin	HMDB
AD 32	HMDB
2,2,2-Trifluoro-N-(3-hydroxy-2-methyl-6-{[(1S,3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl)ethanimidate	HMDB

Chemical Formula

C₃₄H₃₆F₃NO₁₃

Average Molecular Weight

723.6437

Monoisotopic Molecular Weight

723.213874858

IUPAC Name

2-oxo-2-[(2S,4S)-2,5,12-trihydroxy-4-{[5-hydroxy-6-methyl-4-(trifluoroacetamido)oxan-2-yl]oxy}-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-2-yl]ethyl pentanoate

Traditional Name

valrubicin

CAS Registry Number

56124-62-0

SMILES

CCCCC(=O)OCC(=O)[C@@]1(O)C[C@H](OC2CC(NC(=O)C(F)(F)F)C(O)C(C)O2)C2=C(C1)C(O)=C1C(=O)C3=C(C(=O)C1=C2O)C(OC)=CC=C3

InChI Identifier

InChI=1S/C34H36F3NO13/c1-4-5-9-21(40)49-13-20(39)33(47)11-16-24(19(12-33)51-22-10-17(27(41)14(2)50-22)38-32(46)34(35,36)37)31(45)26-25(29(16)43)28(42)15-7-6-8-18(48-3)23(15)30(26)44/h6-8,14,17,19,22,27,41,43,45,47H,4-5,9-13H2,1-3H3,(H,38,46)/t14?,17?,19-,22?,27?,33-/m0/s1

InChI Key

ZOCKGBMQLCSHFP-ZQUOIQDWSA-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
Tetracenequinone
9,10-anthraquinone
1,4-anthraquinone
Anthracene
Glycosyl compound
O-glycosyl compound
Tetralin
Aryl ketone
Anisole
Alpha-acyloxy ketone
Fatty acid ester
Alkyl aryl ether
Benzenoid
Fatty acyl
Monosaccharide
Oxane
Vinylogous acid
Tertiary alcohol
Alpha-hydroxy ketone
Carboxamide group
Carboxylic acid ester
Secondary alcohol
Secondary carboxylic acid amide
Ketone
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Ether
Acetal
Monocarboxylic acid or derivatives
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organofluoride
Alkyl fluoride
Organohalogen compound
Alkyl halide
Alcohol
Organooxygen compound
Organonitrogen compound
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 (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0014529)

Source

Exogenous

Exogenous (HMDB: HMDB0014529)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	116 - 117 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.032 g/L	Not Available
LogP	2.2	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.032 g/L	ALOGPS
logP	2.67	ALOGPS
logP	4.49	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	5.39	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	215.22 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	168.03 m³·mol⁻¹	ChemAxon
Polarizability	68.86 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	247.759	30932474
DeepCCS	[M-H]-	245.673	30932474
DeepCCS	[M-2H]-	279.653	30932474
DeepCCS	[M+Na]+	253.96	30932474
AllCCS	[M+H]+	248.2	32859911
AllCCS	[M+H-H2O]+	247.7	32859911
AllCCS	[M+NH4]+	248.6	32859911
AllCCS	[M+Na]+	248.7	32859911
AllCCS	[M-H]-	247.5	32859911
AllCCS	[M+Na-2H]-	251.0	32859911
AllCCS	[M+HCOO]-	255.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.28 minutes	32390414
Predicted by Siyang on May 30, 2022	16.0395 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.93 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3874.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	170.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	236.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	159.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	155.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	745.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	868.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	110.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1384.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	624.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1950.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	476.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	536.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	198.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	163.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	12.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Valrubicin	CCCCC(=O)OCC(=O)[C@@]1(O)C[C@H](OC2CC(NC(=O)C(F)(F)F)C(O)C(C)O2)C2=C(C1)C(O)=C1C(=O)C3=C(C(=O)C1=C2O)C(OC)=CC=C3	5364.0	Standard polar	33892256
Valrubicin	CCCCC(=O)OCC(=O)[C@@]1(O)C[C@H](OC2CC(NC(=O)C(F)(F)F)C(O)C(C)O2)C2=C(C1)C(O)=C1C(=O)C3=C(C(=O)C1=C2O)C(OC)=CC=C3	3909.3	Standard non polar	33892256
Valrubicin	CCCCC(=O)OCC(=O)[C@@]1(O)C[C@H](OC2CC(NC(=O)C(F)(F)F)C(O)C(C)O2)C2=C(C1)C(O)=C1C(=O)C3=C(C(=O)C1=C2O)C(OC)=CC=C3	4796.1	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 - Valrubicin GC-MS (Non-derivatized) - 70eV, Positive	splash10-052r-9721263000-df206296c65be0a6cbb1	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Valrubicin GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-18	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 - Valrubicin 10V, Positive-QTOF	splash10-006t-9002402500-9e90dc5748fa5422239d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valrubicin 20V, Positive-QTOF	splash10-000b-8227901100-a76d64d39b73899671a7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valrubicin 40V, Positive-QTOF	splash10-0002-9001100000-d7784aa32a024191964b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valrubicin 10V, Negative-QTOF	splash10-0ul0-8900213600-4a94b36c9ac08d2235e2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valrubicin 20V, Negative-QTOF	splash10-0udi-6913111100-ab3c6472a1ac3db4d29d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valrubicin 40V, Negative-QTOF	splash10-0udi-5900300000-86e9d02455d0203aaac3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valrubicin 10V, Positive-QTOF	splash10-0059-0075902300-624df39e91c9d410f340	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valrubicin 20V, Positive-QTOF	splash10-004i-2193204100-ba55844b0b476519af81	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valrubicin 40V, Positive-QTOF	splash10-01r2-1930000000-d31c90e59f9f10e6040c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valrubicin 10V, Negative-QTOF	splash10-00dj-8200701900-4541a3e4bf0ecf30a9d7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valrubicin 20V, Negative-QTOF	splash10-0204-4405902500-50fd3b26dea6e4d410dc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valrubicin 40V, Negative-QTOF	splash10-066r-9000000000-65d1acb50c8427e363af	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00385	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00385	21059682	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

38088

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Valrubicin

METLIN ID

Not Available

PubChem Compound

41744

PDB ID

Not Available

ChEBI ID

125161

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

Not Available

Enzymes

Enzyme Details

1. DNA topoisomerase 2-alpha

General function:: Involved in sequence-specific DNA binding transcription factor activity
Specific function:: Control of topological states of DNA by transient breakage and subsequent rejoining of DNA strands. Topoisomerase II makes double-strand breaks
Gene Name:: TOP2A
Uniprot ID:: P11388
Molecular weight:: 174383.9

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Perabo FG, Muller SC: New agents in intravesical chemotherapy of superficial bladder cancer. Scand J Urol Nephrol. 2005;39(2):108-16. [PubMed:16019763 ]

Showing metabocard for Valrubicin (HMDB0014529)

MOL for HMDB0014529 (Valrubicin)

3D MOL for HMDB0014529 (Valrubicin)

3D SDF for HMDB0014529 (Valrubicin)

3D-SDF for HMDB0014529 (Valrubicin)

PDB for HMDB0014529 (Valrubicin)

3D PDB for HMDB0014529 (Valrubicin)

SMILES for HMDB0014529 (Valrubicin)

INCHI for HMDB0014529 (Valrubicin)

Structure for HMDB0014529 (Valrubicin)

3D Structure for HMDB0014529 (Valrubicin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References