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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References transporters (4) Show 4 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:53 UTC

HMDB ID

HMDB0015185

Secondary Accession Numbers

HMDB15185

Metabolite Identification

Common Name

Novobiocin

Description

Novobiocin is only found in individuals that have used or taken this drug. It is an antibiotic compound derived from Streptomyces niveus. It has a chemical structure similar to coumarin. Novobiocin binds to DNA gyrase, and blocks adenosine triphosphatase (ATPase) activity. (From Reynolds, Martindale The Extra Pharmacopoeia, 30th ed, p189) [PubChem]Novobiocin is an aminocoumarin. Aminocoumarins are very potent inhibitors of bacterial DNA gyrase and work by inhibiting the GyrB subunit of the enzyme involved in energy tranduction. Novobiocin as well as the other aminocoumarin antibiotics act as competitive inhibitors of the ATPase reaction catalysed by GyrB.

Structure

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

 
  Mrv0541 02231215122D          
 
 44 47  0  0  1  0            999 V2000
   14.8883   -8.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8883   -9.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1700   -7.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6105   -7.8885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6143   -9.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1700   -9.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4554   -8.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1662   -7.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3782   -8.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3440   -9.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6143  -10.3839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4554   -9.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7445   -7.9037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0472   -7.8923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3044   -9.5067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0339   -8.3157    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   18.7297   -9.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.8863   -9.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  7 12  1  0  0  0  0
  9 10  1  0  0  0  0
 24 27  1  0  0  0  0
 32 35  2  0  0  0  0
M  END

HMDB0015185
     RDKit          3D
Novobiocin
 80 83  0  0  0  0  0  0  0  0999 V2000
   -7.7862   -2.3502    1.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7962   -1.4494    1.0649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2855   -0.2915    0.4822 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -7.8869   -0.0296   -1.8449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0803   -0.9828   -2.8322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1356   -0.9668   -3.7653 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2518   -1.9303   -2.8958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9699    1.1323   -1.0475 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6533    2.2803   -1.4297 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.5734    0.3876   -1.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4821   -0.7380   -1.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7051    1.4206    0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5631    2.3571    0.3146 O   0  0  0  0  0  0  0  0  0  0  0  0
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 44 80  1  0
M  END

 
  Mrv0541 02231215122D          
 
 44 47  0  0  1  0            999 V2000
   14.8883   -8.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8883   -9.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1700   -7.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6105   -7.8885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6143   -9.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.4554   -8.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.3782   -8.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3440   -9.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6143  -10.3839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4554   -9.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7445   -7.9037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   17.3044   -9.5067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0339   -8.3157    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   12.7484   -9.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   18.7335  -10.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4367   -9.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6009   -9.1475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.3116  -10.3914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1094   -7.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7502   -8.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4405  -10.7430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1513   -9.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8863   -9.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   20.1551  -10.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4405  -11.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.5934  -11.6202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8863  -10.3877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8658  -10.7355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1551  -11.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1551  -12.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8658  -13.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4405  -13.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
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  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  5 10  2  0  0  0  0
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  7 12  1  0  0  0  0
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 24 27  1  0  0  0  0
 32 35  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015185

> <DATABASE_NAME>
hmdb

> <SMILES>
CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=C(C)C3=C(C=C2)C(O)=C(NC(=O)C2=CC=C(O)C(CC=C(C)C)=C2)C(=O)O3)OC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C31H36N2O11/c1-14(2)7-8-16-13-17(9-11-19(16)34)27(37)33-21-22(35)18-10-12-20(15(3)24(18)42-28(21)38)41-29-23(36)25(43-30(32)39)26(40-6)31(4,5)44-29/h7,9-13,23,25-26,29,34-36H,8H2,1-6H3,(H2,32,39)(H,33,37)/t23-,25+,26-,29-/m1/s1

> <INCHI_KEY>
YJQPYGGHQPGBLI-KGSXXDOSSA-N

> <FORMULA>
C31H36N2O11

> <MOLECULAR_WEIGHT>
612.6243

> <EXACT_MASS>
612.231910004

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
63.97212460401722

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4S,5R,6R)-5-hydroxy-6-({4-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamido]-8-methyl-2-oxo-2H-chromen-7-yl}oxy)-3-methoxy-2,2-dimethyloxan-4-yl carbamate

> <ALOGPS_LOGP>
3.07

> <JCHEM_LOGP>
3.2638111659999995

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.268239692823842

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.964665408693888

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9256041455678363

> <JCHEM_POLAR_SURFACE_AREA>
196.1

> <JCHEM_REFRACTIVITY>
158.24420000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.66e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
novobiocin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015185
     RDKit          3D
Novobiocin
 80 83  0  0  0  0  0  0  0  0999 V2000
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M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      27.791 -15.516   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      27.791 -17.068   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      26.451 -14.746   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      29.140 -14.725   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      29.147 -17.845   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.451 -17.852   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.117 -15.516   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.444 -13.215   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      30.573 -15.502   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      30.509 -17.075   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      29.147 -19.383   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      25.117 -17.068   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      23.790 -14.754   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      31.821 -14.732   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0      32.302 -17.746   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      22.463 -15.523   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      33.635 -16.977   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.463 -17.075   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      21.115 -14.754   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      34.962 -17.746   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      33.635 -15.445   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      21.115 -17.859   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      23.797 -17.838   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      19.788 -15.523   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      34.969 -19.284   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      36.282 -16.984   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      19.788 -17.075   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      21.115 -19.397   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      18.871 -13.928   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      18.200 -15.833   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      36.289 -20.054   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      37.616 -17.739   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      18.454 -17.838   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      19.781 -20.159   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      37.623 -19.277   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      36.289 -21.592   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      16.888 -17.845   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0      19.774 -21.691   0.000  0.00  0.00           N+0
HETATM   39  O   UNK     0      18.454 -19.390   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      38.949 -20.040   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      37.623 -22.362   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      37.623 -23.893   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      38.949 -24.662   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      36.289 -24.662   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10   11                                                  
CONECT    6    2   12                                                       
CONECT    7    3   13   12                                                  
CONECT    8    3                                                            
CONECT    9    4   14   10                                                  
CONECT   10    5   15    9                                                  
CONECT   11    5                                                            
CONECT   12    6    7                                                       
CONECT   13    7   16                                                       
CONECT   14    9                                                            
CONECT   15   10   17                                                       
CONECT   16   13   18   19                                                  
CONECT   17   15   20   21                                                  
CONECT   18   16   22   23                                                  
CONECT   19   16   24                                                       
CONECT   20   17   25   26                                                  
CONECT   21   17                                                            
CONECT   22   18   27   28                                                  
CONECT   23   18                                                            
CONECT   24   19   29   30   27                                             
CONECT   25   20   31                                                       
CONECT   26   20   32                                                       
CONECT   27   22   33   24                                                  
CONECT   28   22   34                                                       
CONECT   29   24                                                            
CONECT   30   24                                                            
CONECT   31   25   35   36                                                  
CONECT   32   26   35                                                       
CONECT   33   27   37                                                       
CONECT   34   28   38   39                                                  
CONECT   35   31   40   32                                                  
CONECT   36   31   41                                                       
CONECT   37   33                                                            
CONECT   38   34                                                            
CONECT   39   34                                                            
CONECT   40   35                                                            
CONECT   41   36   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

COMPND    HMDB0015185
HETATM    1  C1  UNL     1      -7.786  -2.350   1.381  1.00  0.00           C  
HETATM    2  O1  UNL     1      -6.796  -1.449   1.065  1.00  0.00           O  
HETATM    3  C2  UNL     1      -7.285  -0.292   0.482  1.00  0.00           C  
HETATM    4  C3  UNL     1      -6.808  -0.090  -0.927  1.00  0.00           C  
HETATM    5  O2  UNL     1      -7.887  -0.030  -1.845  1.00  0.00           O  
HETATM    6  C4  UNL     1      -8.080  -0.983  -2.832  1.00  0.00           C  
HETATM    7  N1  UNL     1      -9.136  -0.967  -3.765  1.00  0.00           N  
HETATM    8  O3  UNL     1      -7.252  -1.930  -2.896  1.00  0.00           O  
HETATM    9  C5  UNL     1      -5.970   1.132  -1.048  1.00  0.00           C  
HETATM   10  O4  UNL     1      -6.653   2.280  -1.430  1.00  0.00           O  
HETATM   11  C6  UNL     1      -5.083   1.354   0.167  1.00  0.00           C  
HETATM   12  O5  UNL     1      -4.127   0.399   0.191  1.00  0.00           O  
HETATM   13  C7  UNL     1      -2.826   0.175   0.205  1.00  0.00           C  
HETATM   14  C8  UNL     1      -2.409  -1.165   0.192  1.00  0.00           C  
HETATM   15  C9  UNL     1      -1.082  -1.499   0.205  1.00  0.00           C  
HETATM   16  C10 UNL     1      -0.091  -0.542   0.233  1.00  0.00           C  
HETATM   17  C11 UNL     1       1.243  -0.894   0.247  1.00  0.00           C  
HETATM   18  O6  UNL     1       1.711  -2.183   0.234  1.00  0.00           O  
HETATM   19  C12 UNL     1       2.192   0.137   0.276  1.00  0.00           C  
HETATM   20  N2  UNL     1       3.607  -0.147   0.292  1.00  0.00           N  
HETATM   21  C13 UNL     1       4.239  -0.304   1.536  1.00  0.00           C  
HETATM   22  O7  UNL     1       3.626  -0.209   2.634  1.00  0.00           O  
HETATM   23  C14 UNL     1       5.676  -0.591   1.583  1.00  0.00           C  
HETATM   24  C15 UNL     1       6.310  -0.791   2.812  1.00  0.00           C  
HETATM   25  C16 UNL     1       7.641  -1.056   2.884  1.00  0.00           C  
HETATM   26  C17 UNL     1       8.406  -1.134   1.711  1.00  0.00           C  
HETATM   27  O8  UNL     1       9.753  -1.408   1.822  1.00  0.00           O  
HETATM   28  C18 UNL     1       7.836  -0.947   0.487  1.00  0.00           C  
HETATM   29  C19 UNL     1       8.605  -0.997  -0.794  1.00  0.00           C  
HETATM   30  C20 UNL     1       9.315   0.282  -0.952  1.00  0.00           C  
HETATM   31  C21 UNL     1      10.573   0.388  -1.243  1.00  0.00           C  
HETATM   32  C22 UNL     1      11.482  -0.738  -1.464  1.00  0.00           C  
HETATM   33  C23 UNL     1      11.161   1.774  -1.367  1.00  0.00           C  
HETATM   34  C24 UNL     1       6.468  -0.679   0.472  1.00  0.00           C  
HETATM   35  C25 UNL     1       1.705   1.421   0.288  1.00  0.00           C  
HETATM   36  O9  UNL     1       2.563   2.357   0.315  1.00  0.00           O  
HETATM   37  O10 UNL     1       0.424   1.688   0.274  1.00  0.00           O  
HETATM   38  C26 UNL     1      -0.509   0.764   0.247  1.00  0.00           C  
HETATM   39  C27 UNL     1      -1.862   1.144   0.233  1.00  0.00           C  
HETATM   40  C28 UNL     1      -2.190   2.599   0.261  1.00  0.00           C  
HETATM   41  O11 UNL     1      -5.828   1.460   1.339  1.00  0.00           O  
HETATM   42  C29 UNL     1      -7.052   0.893   1.361  1.00  0.00           C  
HETATM   43  C30 UNL     1      -8.104   1.977   1.130  1.00  0.00           C  
HETATM   44  C31 UNL     1      -7.284   0.411   2.804  1.00  0.00           C  
HETATM   45  H1  UNL     1      -8.385  -2.693   0.492  1.00  0.00           H  
HETATM   46  H2  UNL     1      -8.505  -1.910   2.116  1.00  0.00           H  
HETATM   47  H3  UNL     1      -7.305  -3.221   1.877  1.00  0.00           H  
HETATM   48  H4  UNL     1      -8.408  -0.417   0.427  1.00  0.00           H  
HETATM   49  H5  UNL     1      -6.218  -1.014  -1.188  1.00  0.00           H  
HETATM   50  H6  UNL     1      -9.126  -0.461  -4.675  1.00  0.00           H  
HETATM   51  H7  UNL     1      -9.995  -1.509  -3.519  1.00  0.00           H  
HETATM   52  H8  UNL     1      -5.243   0.935  -1.892  1.00  0.00           H  
HETATM   53  H9  UNL     1      -7.196   2.033  -2.216  1.00  0.00           H  
HETATM   54  H10 UNL     1      -4.666   2.373   0.017  1.00  0.00           H  
HETATM   55  H11 UNL     1      -3.172  -1.919   0.170  1.00  0.00           H  
HETATM   56  H12 UNL     1      -0.759  -2.551   0.195  1.00  0.00           H  
HETATM   57  H13 UNL     1       1.144  -2.988   0.214  1.00  0.00           H  
HETATM   58  H14 UNL     1       4.053  -0.214  -0.628  1.00  0.00           H  
HETATM   59  H15 UNL     1       5.682  -0.724   3.714  1.00  0.00           H  
HETATM   60  H16 UNL     1       8.086  -1.203   3.863  1.00  0.00           H  
HETATM   61  H17 UNL     1      10.326  -1.486   1.007  1.00  0.00           H  
HETATM   62  H18 UNL     1       7.843  -1.032  -1.617  1.00  0.00           H  
HETATM   63  H19 UNL     1       9.257  -1.896  -0.820  1.00  0.00           H  
HETATM   64  H20 UNL     1       8.686   1.185  -0.802  1.00  0.00           H  
HETATM   65  H21 UNL     1      10.925  -1.615  -1.806  1.00  0.00           H  
HETATM   66  H22 UNL     1      12.277  -0.450  -2.217  1.00  0.00           H  
HETATM   67  H23 UNL     1      12.051  -0.973  -0.520  1.00  0.00           H  
HETATM   68  H24 UNL     1      12.262   1.731  -1.430  1.00  0.00           H  
HETATM   69  H25 UNL     1      10.699   2.238  -2.252  1.00  0.00           H  
HETATM   70  H26 UNL     1      10.804   2.332  -0.470  1.00  0.00           H  
HETATM   71  H27 UNL     1       6.029  -0.532  -0.520  1.00  0.00           H  
HETATM   72  H28 UNL     1      -2.567   2.996  -0.680  1.00  0.00           H  
HETATM   73  H29 UNL     1      -2.751   2.864   1.176  1.00  0.00           H  
HETATM   74  H30 UNL     1      -1.193   3.142   0.399  1.00  0.00           H  
HETATM   75  H31 UNL     1      -8.742   1.725   0.259  1.00  0.00           H  
HETATM   76  H32 UNL     1      -8.802   2.082   1.989  1.00  0.00           H  
HETATM   77  H33 UNL     1      -7.613   2.982   1.039  1.00  0.00           H  
HETATM   78  H34 UNL     1      -6.851   1.158   3.525  1.00  0.00           H  
HETATM   79  H35 UNL     1      -8.352   0.297   3.023  1.00  0.00           H  
HETATM   80  H36 UNL     1      -6.714  -0.524   2.981  1.00  0.00           H  
CONECT    1    2   45   46   47
CONECT    2    3
CONECT    3    4   42   48
CONECT    4    5    9   49
CONECT    5    6
CONECT    6    7    8    8
CONECT    7   50   51
CONECT    9   10   11   52
CONECT   10   53
CONECT   11   12   41   54
CONECT   12   13
CONECT   13   14   14   39
CONECT   14   15   55
CONECT   15   16   16   56
CONECT   16   17   38
CONECT   17   18   19   19
CONECT   18   57
CONECT   19   20   35
CONECT   20   21   58
CONECT   21   22   22   23
CONECT   23   24   24   34
CONECT   24   25   59
CONECT   25   26   26   60
CONECT   26   27   28
CONECT   27   61
CONECT   28   29   34   34
CONECT   29   30   62   63
CONECT   30   31   31   64
CONECT   31   32   33
CONECT   32   65   66   67
CONECT   33   68   69   70
CONECT   34   71
CONECT   35   36   36   37
CONECT   37   38
CONECT   38   39   39
CONECT   39   40
CONECT   40   72   73   74
CONECT   41   42
CONECT   42   43   44
CONECT   43   75   76   77
CONECT   44   78   79   80
END

HMDB0015185
     RDKit          3D
Novobiocin
 80 83  0  0  0  0  0  0  0  0999 V2000
   -7.7862   -2.3502    1.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7962   -1.4494    1.0649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2855   -0.2915    0.4822 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8082   -0.0905   -0.9270 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.8869   -0.0296   -1.8449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0803   -0.9828   -2.8322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1356   -0.9668   -3.7653 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2518   -1.9303   -2.8958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9699    1.1323   -1.0475 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6533    2.2803   -1.4297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0827    1.3541    0.1669 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1271    0.3988    0.1909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8257    0.1752    0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4093   -1.1650    0.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0816   -1.4994    0.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0908   -0.5425    0.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2431   -0.8937    0.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7108   -2.1831    0.2343 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1921    0.1372    0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6072   -0.1472    0.2924 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2395   -0.3042    1.5357 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6256   -0.2095    2.6341 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6757   -0.5914    1.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3101   -0.7906    2.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6414   -1.0557    2.8838 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4062   -1.1342    1.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7534   -1.4081    1.8224 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8357   -0.9473    0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6048   -0.9971   -0.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3148    0.2824   -0.9522 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5734    0.3876   -1.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4821   -0.7380   -1.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1608    1.7737   -1.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4678   -0.6786    0.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7051    1.4206    0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5631    2.3571    0.3146 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4241    1.6882    0.2737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5086    0.7638    0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8623    1.1441    0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1899    2.5994    0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8282    1.4595    1.3387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0521    0.8926    1.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1037    1.9770    1.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2835    0.4108    2.8038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3854   -2.6934    0.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5050   -1.9098    2.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3046   -3.2212    1.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4076   -0.4166    0.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2181   -1.0141   -1.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1260   -0.4609   -4.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9951   -1.5089   -3.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2426    0.9354   -1.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1956    2.0325   -2.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6659    2.3727    0.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1721   -1.9187    0.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7593   -2.5510    0.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1441   -2.9884    0.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0527   -0.2138   -0.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6822   -0.7238    3.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0862   -1.2034    3.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3260   -1.4859    1.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8428   -1.0319   -1.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2566   -1.8962   -0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6862    1.1852   -0.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9253   -1.6146   -1.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2770   -0.4495   -2.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0507   -0.9727   -0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2623    1.7314   -1.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6986    2.2385   -2.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8043    2.3321   -0.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0293   -0.5318   -0.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5669    2.9963   -0.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7510    2.8636    1.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1928    3.1417    0.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7418    1.7252    0.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8016    2.0816    1.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6134    2.9817    1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8507    1.1580    3.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3520    0.2966    3.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7141   -0.5241    2.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  4  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
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 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  3
 31 32  1  0
 31 33  1  0
 28 34  2  0
 19 35  1  0
 35 36  2  0
 35 37  1  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 11 41  1  0
 41 42  1  0
 42 43  1  0
 42 44  1  0
 42  3  1  0
 39 13  1  0
 38 16  1  0
 34 23  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  3 48  1  6
  4 49  1  6
  7 50  1  0
  7 51  1  0
  9 52  1  6
 10 53  1  0
 11 54  1  6
 14 55  1  0
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 18 57  1  0
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 24 59  1  0
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 27 61  1  0
 29 62  1  0
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 33 68  1  0
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 33 70  1  0
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 40 72  1  0
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 43 77  1  0
 44 78  1  0
 44 79  1  0
 44 80  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-{7-[(3-O-carbamoyl-6-deoxy-5-methyl-4-O-methyl-beta-D-gulopyranosyl)oxy]-4-hydroxy-8-methyl-2-oxo-2H-chromen-3-yl}-4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamide	ChEBI
Novobiocina	ChEBI
Novobiocine	ChEBI
Novobiocinum	ChEBI
N-{7-[(3-O-carbamoyl-6-deoxy-5-methyl-4-O-methyl-b-D-gulopyranosyl)oxy]-4-hydroxy-8-methyl-2-oxo-2H-chromen-3-yl}-4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamide	Generator
N-{7-[(3-O-carbamoyl-6-deoxy-5-methyl-4-O-methyl-β-D-gulopyranosyl)oxy]-4-hydroxy-8-methyl-2-oxo-2H-chromen-3-yl}-4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamide	Generator
Antibiotic pa-93	HMDB
Crystallinic acid	HMDB
NOV	HMDB
Sodium, novobiocin	HMDB
Streptonivicin	HMDB
Calcium, novobiocin	HMDB
Monosodium salt novobiocin	HMDB
Novobiocin, monosodium salt	HMDB
Novobiocin calcium	HMDB
Novobiocin sodium	HMDB

Chemical Formula

C₃₁H₃₆N₂O₁₁

Average Molecular Weight

612.6243

Monoisotopic Molecular Weight

612.231910004

IUPAC Name

(3R,4S,5R,6R)-5-hydroxy-6-({4-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamido]-8-methyl-2-oxo-2H-chromen-7-yl}oxy)-3-methoxy-2,2-dimethyloxan-4-yl carbamate

Traditional Name

novobiocin

CAS Registry Number

303-81-1

SMILES

CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=C(C)C3=C(C=C2)C(O)=C(NC(=O)C2=CC=C(O)C(CC=C(C)C)=C2)C(=O)O3)OC1(C)C

InChI Identifier

InChI=1S/C31H36N2O11/c1-14(2)7-8-16-13-17(9-11-19(16)34)27(37)33-21-22(35)18-10-12-20(15(3)24(18)42-28(21)38)41-29-23(36)25(43-30(32)39)26(40-6)31(4,5)44-29/h7,9-13,23,25-26,29,34-36H,8H2,1-6H3,(H2,32,39)(H,33,37)/t23-,25+,26-,29-/m1/s1

InChI Key

YJQPYGGHQPGBLI-KGSXXDOSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Coumarin glycosides

Direct Parent

Coumarin glycosides

Alternative Parents

Substituents

Coumarin-7-o-glycoside
Coumarin o-glycoside
Phenolic glycoside
4-hydroxycoumarin
Hydroxycoumarin
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Benzopyran
1-benzopyran
Benzamide
Benzoic acid or derivatives
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Pyran
Monocyclic benzene moiety
Monosaccharide
Oxane
Benzenoid
Heteroaromatic compound
Vinylogous acid
Carbamic acid ester
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Lactone
Carbonic acid derivative
Ether
Dialkyl ether
Acetal
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Alcohol
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monocarboxylic acid amide (CHEBI:28368 )
monosaccharide derivative (CHEBI:28368 )
hexoside (CHEBI:28368 )
hydroxycoumarin (CHEBI:28368 )
Aromatic compounds (C05080 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0015185)
Membrane (HMDB: HMDB0015185)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0097 g/L	Not Available
LogP	4.1	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0097 g/L	ALOGPS
logP	3.07	ALOGPS
logP	3.26	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	6.96	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	196.1 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	158.24 m³·mol⁻¹	ChemAxon
Polarizability	63.97 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	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
DarkChem	[M+H]+	241.672	31661259
DarkChem	[M-H]-	230.231	31661259
DeepCCS	[M+H]+	238.849	30932474
DeepCCS	[M-H]-	237.004	30932474
DeepCCS	[M-2H]-	271.038	30932474
DeepCCS	[M+Na]+	245.042	30932474
AllCCS	[M+H]+	240.2	32859911
AllCCS	[M+H-H2O]+	239.2	32859911
AllCCS	[M+NH4]+	241.2	32859911
AllCCS	[M+Na]+	241.4	32859911
AllCCS	[M-H]-	238.1	32859911
AllCCS	[M+Na-2H]-	240.4	32859911
AllCCS	[M+HCOO]-	243.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Novobiocin	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=C(C)C3=C(C=C2)C(O)=C(NC(=O)C2=CC=C(O)C(CC=C(C)C)=C2)C(=O)O3)OC1(C)C	5582.7	Standard polar	33892256
Novobiocin	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=C(C)C3=C(C=C2)C(O)=C(NC(=O)C2=CC=C(O)C(CC=C(C)C)=C2)C(=O)O3)OC1(C)C	4483.4	Standard non polar	33892256
Novobiocin	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=C(C)C3=C(C=C2)C(O)=C(NC(=O)C2=CC=C(O)C(CC=C(C)C)=C2)C(=O)O3)OC1(C)C	5105.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Novobiocin,1TMS,isomer #1	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=C3C(O)=C(NC(=O)C4=CC=C(O)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4788.5	Semi standard non polar	33892256
Novobiocin,1TMS,isomer #2	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=CC=C3C(O[Si](C)(C)C)=C(NC(=O)C4=CC=C(O)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4779.2	Semi standard non polar	33892256
Novobiocin,1TMS,isomer #3	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=CC=C3C(O)=C(NC(=O)C4=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4768.0	Semi standard non polar	33892256
Novobiocin,1TMS,isomer #4	CO[C@@H]1[C@@H](OC(=O)N[Si](C)(C)C)[C@@H](O)[C@H](OC2=CC=C3C(O)=C(NC(=O)C4=CC=C(O)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4831.0	Semi standard non polar	33892256
Novobiocin,1TMS,isomer #5	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=CC=C3C(O)=C(N(C(=O)C4=CC=C(O)C(CC=C(C)C)=C4)[Si](C)(C)C)C(=O)OC3=C2C)OC1(C)C	4620.3	Semi standard non polar	33892256
Novobiocin,2TMS,isomer #1	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=C3C(O[Si](C)(C)C)=C(NC(=O)C4=CC=C(O)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4693.2	Semi standard non polar	33892256
Novobiocin,2TMS,isomer #10	CO[C@@H]1[C@@H](OC(=O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)[C@H](OC2=CC=C3C(O)=C(NC(=O)C4=CC=C(O)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4752.0	Semi standard non polar	33892256
Novobiocin,2TMS,isomer #11	CO[C@@H]1[C@@H](OC(=O)N[Si](C)(C)C)[C@@H](O)[C@H](OC2=CC=C3C(O)=C(N(C(=O)C4=CC=C(O)C(CC=C(C)C)=C4)[Si](C)(C)C)C(=O)OC3=C2C)OC1(C)C	4559.4	Semi standard non polar	33892256
Novobiocin,2TMS,isomer #2	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=C3C(O)=C(NC(=O)C4=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4680.6	Semi standard non polar	33892256
Novobiocin,2TMS,isomer #3	CO[C@@H]1[C@@H](OC(=O)N[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=C3C(O)=C(NC(=O)C4=CC=C(O)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4757.0	Semi standard non polar	33892256
Novobiocin,2TMS,isomer #4	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=C3C(O)=C(N(C(=O)C4=CC=C(O)C(CC=C(C)C)=C4)[Si](C)(C)C)C(=O)OC3=C2C)OC1(C)C	4532.4	Semi standard non polar	33892256
Novobiocin,2TMS,isomer #5	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=CC=C3C(O[Si](C)(C)C)=C(NC(=O)C4=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4700.3	Semi standard non polar	33892256
Novobiocin,2TMS,isomer #6	CO[C@@H]1[C@@H](OC(=O)N[Si](C)(C)C)[C@@H](O)[C@H](OC2=CC=C3C(O[Si](C)(C)C)=C(NC(=O)C4=CC=C(O)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4744.8	Semi standard non polar	33892256
Novobiocin,2TMS,isomer #7	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=CC=C3C(O[Si](C)(C)C)=C(N(C(=O)C4=CC=C(O)C(CC=C(C)C)=C4)[Si](C)(C)C)C(=O)OC3=C2C)OC1(C)C	4499.7	Semi standard non polar	33892256
Novobiocin,2TMS,isomer #8	CO[C@@H]1[C@@H](OC(=O)N[Si](C)(C)C)[C@@H](O)[C@H](OC2=CC=C3C(O)=C(NC(=O)C4=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4737.4	Semi standard non polar	33892256
Novobiocin,2TMS,isomer #9	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=CC=C3C(O)=C(N(C(=O)C4=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C4)[Si](C)(C)C)C(=O)OC3=C2C)OC1(C)C	4503.7	Semi standard non polar	33892256
Novobiocin,3TMS,isomer #1	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=C3C(O[Si](C)(C)C)=C(NC(=O)C4=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4643.0	Semi standard non polar	33892256
Novobiocin,3TMS,isomer #10	CO[C@@H]1[C@@H](OC(=O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)[C@H](OC2=CC=C3C(O[Si](C)(C)C)=C(NC(=O)C4=CC=C(O)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4706.0	Semi standard non polar	33892256
Novobiocin,3TMS,isomer #11	CO[C@@H]1[C@@H](OC(=O)N[Si](C)(C)C)[C@@H](O)[C@H](OC2=CC=C3C(O[Si](C)(C)C)=C(N(C(=O)C4=CC=C(O)C(CC=C(C)C)=C4)[Si](C)(C)C)C(=O)OC3=C2C)OC1(C)C	4506.8	Semi standard non polar	33892256
Novobiocin,3TMS,isomer #12	CO[C@@H]1[C@@H](OC(=O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)[C@H](OC2=CC=C3C(O)=C(NC(=O)C4=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4689.7	Semi standard non polar	33892256
Novobiocin,3TMS,isomer #13	CO[C@@H]1[C@@H](OC(=O)N[Si](C)(C)C)[C@@H](O)[C@H](OC2=CC=C3C(O)=C(N(C(=O)C4=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C4)[Si](C)(C)C)C(=O)OC3=C2C)OC1(C)C	4510.9	Semi standard non polar	33892256
Novobiocin,3TMS,isomer #14	CO[C@@H]1[C@@H](OC(=O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O)[C@H](OC2=CC=C3C(O)=C(N(C(=O)C4=CC=C(O)C(CC=C(C)C)=C4)[Si](C)(C)C)C(=O)OC3=C2C)OC1(C)C	4511.6	Semi standard non polar	33892256
Novobiocin,3TMS,isomer #2	CO[C@@H]1[C@@H](OC(=O)N[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=C3C(O[Si](C)(C)C)=C(NC(=O)C4=CC=C(O)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4698.4	Semi standard non polar	33892256
Novobiocin,3TMS,isomer #3	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=C3C(O[Si](C)(C)C)=C(N(C(=O)C4=CC=C(O)C(CC=C(C)C)=C4)[Si](C)(C)C)C(=O)OC3=C2C)OC1(C)C	4446.9	Semi standard non polar	33892256
Novobiocin,3TMS,isomer #4	CO[C@@H]1[C@@H](OC(=O)N[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=C3C(O)=C(NC(=O)C4=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4695.7	Semi standard non polar	33892256
Novobiocin,3TMS,isomer #5	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=C3C(O)=C(N(C(=O)C4=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C4)[Si](C)(C)C)C(=O)OC3=C2C)OC1(C)C	4450.0	Semi standard non polar	33892256
Novobiocin,3TMS,isomer #6	CO[C@@H]1[C@@H](OC(=O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=C3C(O)=C(NC(=O)C4=CC=C(O)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4696.2	Semi standard non polar	33892256
Novobiocin,3TMS,isomer #7	CO[C@@H]1[C@@H](OC(=O)N[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=C3C(O)=C(N(C(=O)C4=CC=C(O)C(CC=C(C)C)=C4)[Si](C)(C)C)C(=O)OC3=C2C)OC1(C)C	4527.4	Semi standard non polar	33892256
Novobiocin,3TMS,isomer #8	CO[C@@H]1[C@@H](OC(=O)N[Si](C)(C)C)[C@@H](O)[C@H](OC2=CC=C3C(O[Si](C)(C)C)=C(NC(=O)C4=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4708.2	Semi standard non polar	33892256
Novobiocin,3TMS,isomer #9	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=CC=C3C(O[Si](C)(C)C)=C(N(C(=O)C4=CC=C(O[Si](C)(C)C)C(CC=C(C)C)=C4)[Si](C)(C)C)C(=O)OC3=C2C)OC1(C)C	4465.4	Semi standard non polar	33892256
Novobiocin,1TBDMS,isomer #1	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC2=CC=C3C(O)=C(NC(=O)C4=CC=C(O)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4976.1	Semi standard non polar	33892256
Novobiocin,1TBDMS,isomer #2	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=CC=C3C(O[Si](C)(C)C(C)(C)C)=C(NC(=O)C4=CC=C(O)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4968.9	Semi standard non polar	33892256
Novobiocin,1TBDMS,isomer #3	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=CC=C3C(O)=C(NC(=O)C4=CC=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	4970.2	Semi standard non polar	33892256
Novobiocin,1TBDMS,isomer #4	CO[C@@H]1[C@@H](OC(=O)N[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](OC2=CC=C3C(O)=C(NC(=O)C4=CC=C(O)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	5047.5	Semi standard non polar	33892256
Novobiocin,1TBDMS,isomer #5	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=CC=C3C(O)=C(N(C(=O)C4=CC=C(O)C(CC=C(C)C)=C4)[Si](C)(C)C(C)(C)C)C(=O)OC3=C2C)OC1(C)C	4836.2	Semi standard non polar	33892256
Novobiocin,2TBDMS,isomer #1	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC2=CC=C3C(O[Si](C)(C)C(C)(C)C)=C(NC(=O)C4=CC=C(O)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	5057.9	Semi standard non polar	33892256
Novobiocin,2TBDMS,isomer #10	CO[C@@H]1[C@@H](OC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](OC2=CC=C3C(O)=C(NC(=O)C4=CC=C(O)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	5197.9	Semi standard non polar	33892256
Novobiocin,2TBDMS,isomer #11	CO[C@@H]1[C@@H](OC(=O)N[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](OC2=CC=C3C(O)=C(N(C(=O)C4=CC=C(O)C(CC=C(C)C)=C4)[Si](C)(C)C(C)(C)C)C(=O)OC3=C2C)OC1(C)C	4964.1	Semi standard non polar	33892256
Novobiocin,2TBDMS,isomer #2	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC2=CC=C3C(O)=C(NC(=O)C4=CC=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	5060.9	Semi standard non polar	33892256
Novobiocin,2TBDMS,isomer #3	CO[C@@H]1[C@@H](OC(=O)N[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC2=CC=C3C(O)=C(NC(=O)C4=CC=C(O)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	5109.2	Semi standard non polar	33892256
Novobiocin,2TBDMS,isomer #4	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC2=CC=C3C(O)=C(N(C(=O)C4=CC=C(O)C(CC=C(C)C)=C4)[Si](C)(C)C(C)(C)C)C(=O)OC3=C2C)OC1(C)C	4914.0	Semi standard non polar	33892256
Novobiocin,2TBDMS,isomer #5	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=CC=C3C(O[Si](C)(C)C(C)(C)C)=C(NC(=O)C4=CC=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	5089.2	Semi standard non polar	33892256
Novobiocin,2TBDMS,isomer #6	CO[C@@H]1[C@@H](OC(=O)N[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](OC2=CC=C3C(O[Si](C)(C)C(C)(C)C)=C(NC(=O)C4=CC=C(O)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	5123.1	Semi standard non polar	33892256
Novobiocin,2TBDMS,isomer #7	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=CC=C3C(O[Si](C)(C)C(C)(C)C)=C(N(C(=O)C4=CC=C(O)C(CC=C(C)C)=C4)[Si](C)(C)C(C)(C)C)C(=O)OC3=C2C)OC1(C)C	4899.7	Semi standard non polar	33892256
Novobiocin,2TBDMS,isomer #8	CO[C@@H]1[C@@H](OC(=O)N[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](OC2=CC=C3C(O)=C(NC(=O)C4=CC=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C4)C(=O)OC3=C2C)OC1(C)C	5125.7	Semi standard non polar	33892256
Novobiocin,2TBDMS,isomer #9	CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=CC=C3C(O)=C(N(C(=O)C4=CC=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C4)[Si](C)(C)C(C)(C)C)C(=O)OC3=C2C)OC1(C)C	4919.9	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 - Novobiocin GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9501040000-ea711ce6f17080b821c2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (1 TMS) - 70eV, Positive	splash10-000i-9531007000-845ccc25b7b9a4ba819d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Novobiocin GC-MS (TMS_3_8) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Novobiocin LC-ESI-QTOF , negative-QTOF	splash10-03di-0000009000-b1cde524a6fa9a8469fb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Novobiocin LC-ESI-QTOF , negative-QTOF	splash10-03di-0000449000-4b6598caa7dcff199d3c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Novobiocin LC-ESI-QTOF , negative-QTOF	splash10-0230-0005904000-5fe18777e8a9abd4250a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Novobiocin LC-ESI-QTOF , negative-QTOF	splash10-0a59-0096200000-4ea433cdc759c03b554d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Novobiocin LC-ESI-QTOF , negative-QTOF	splash10-0a4i-0091000000-912d33bd49e7c2686b5b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Novobiocin LC-ESI-QTOF , positive-QTOF	splash10-03di-0141009000-46efbf9ab2bd123e3329	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Novobiocin LC-ESI-QTOF , positive-QTOF	splash10-000i-0900000000-e321cd21925818d2156a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Novobiocin LC-ESI-QTOF , positive-QTOF	splash10-000i-0900000000-6425ec6e8bbb44075cf4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Novobiocin LC-ESI-QTOF , positive-QTOF	splash10-000i-0900000000-32fb8ff4ec7fde30b513	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Novobiocin LC-ESI-QTOF , positive-QTOF	splash10-000i-0900000000-004f89ab3d920e8c5936	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Novobiocin LC-ESI-QTOF , positive-QTOF	splash10-000j-0933000000-cd71bb412108d603ba2d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Novobiocin 50V, Negative-QTOF	splash10-0a4i-0091000000-912d33bd49e7c2686b5b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Novobiocin 40V, Negative-QTOF	splash10-0a59-0096200000-4ea433cdc759c03b554d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Novobiocin 40V, Positive-QTOF	splash10-0a59-0096200000-11dbab50d0282c78d5d3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Novobiocin 50V, Positive-QTOF	splash10-000i-0900000000-7e8f1b6857305a58cdd6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Novobiocin -1V, Positive-QTOF	splash10-000i-0900000000-fa445cda52f068430dd9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Novobiocin 40V, Positive-QTOF	splash10-000i-0900000000-659dbda5f820b7b4b5a9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Novobiocin 10V, Positive-QTOF	splash10-03di-0141009000-46efbf9ab2bd123e3329	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Novobiocin 30V, Positive-QTOF	splash10-000i-0900000000-ba6e55c3d22bd781820c	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Novobiocin 10V, Positive-QTOF	splash10-01ot-2319062000-88f8c273adda497b18db	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Novobiocin 20V, Positive-QTOF	splash10-000j-1619010000-8f36ccee24f46649d2fa	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Novobiocin 40V, Positive-QTOF	splash10-029i-4902000000-251ff87ab1779a3c93ee	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Novobiocin 10V, Negative-QTOF	splash10-0006-8092031000-b1e5ad67b96535763fdf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Novobiocin 20V, Negative-QTOF	splash10-0006-9003030000-1010bbb42c15ce8156a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Novobiocin 40V, Negative-QTOF	splash10-0006-9322000000-7884d3b71b2733b2e74f	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

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 DB01051	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01051	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01051

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00002487

Chemspider ID

10226117

KEGG Compound ID

C05080

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Novobiocin

METLIN ID

Not Available

PubChem Compound

54675769

PDB ID

NOV

ChEBI ID

28368

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

DAVID NA, BURGNER PR: Clinical effectiveness and safety of novobiocin. Antibiotic Med Clin Ther (New York). 1956 Apr;2(4):219-29. [PubMed:13303117 ]
CORBIN EE, PRIGOT A: Novobiocin; absorption, diffusion, and excretion studies. Antibiot Annu. 1956-1957:392-5. [PubMed:13425410 ]
Singh G, Jayanarayan KG, Dey CS: Novobiocin induces apoptosis-like cell death in topoisomerase II over-expressing arsenite resistant Leishmania donovani. Mol Biochem Parasitol. 2005 May;141(1):57-69. [PubMed:15811527 ]
Burlison JA, Neckers L, Smith AB, Maxwell A, Blagg BS: Novobiocin: redesigning a DNA gyrase inhibitor for selective inhibition of hsp90. J Am Chem Soc. 2006 Dec 6;128(48):15529-36. [PubMed:17132020 ]
Vickers AA, Chopra I, O'Neill AJ: Intrinsic novobiocin resistance in Staphylococcus saprophyticus. Antimicrob Agents Chemother. 2007 Dec;51(12):4484-5. Epub 2007 Sep 17. [PubMed:17876001 ]

Transporters

Enzyme Details

1. Bile salt export pump

General function:: Involved in ATP binding
Specific function:: Involved in the ATP-dependent secretion of bile salts into the canaliculus of hepatocytes
Gene Name:: ABCB11
Uniprot ID:: O95342
Molecular weight:: 146405.8

References

Saito H, Osumi M, Hirano H, Shin W, Nakamura R, Ishikawa T: Technical pitfalls and improvements for high-speed screening and QSAR analysis to predict inhibitors of the human bile salt export pump (ABCB11/BSEP). AAPS J. 2009 Sep;11(3):581-9. doi: 10.1208/s12248-009-9137-9. Epub 2009 Aug 18. [PubMed:19688600 ]

Enzyme Details

2. ATP-binding cassette sub-family G member 2

General function:: Involved in ATP binding
Specific function:: Xenobiotic transporter that may play an important role in the exclusion of xenobiotics from the brain. May be involved in brain-to-blood efflux. Appears to play a major role in the multidrug resistance phenotype of several cancer cell lines. When overexpressed, the transfected cells become resistant to mitoxantrone, daunorubicin and doxorubicin, display diminished intracellular accumulation of daunorubicin, and manifest an ATP- dependent increase in the efflux of rhodamine 123
Gene Name:: ABCG2
Uniprot ID:: Q9UNQ0
Molecular weight:: 72313.5

References

Gedeon C, Behravan J, Koren G, Piquette-Miller M: Transport of glyburide by placental ABC transporters: implications in fetal drug exposure. Placenta. 2006 Nov-Dec;27(11-12):1096-102. Epub 2006 Feb 3. [PubMed:16460798 ]
Shiozawa K, Oka M, Soda H, Yoshikawa M, Ikegami Y, Tsurutani J, Nakatomi K, Nakamura Y, Doi S, Kitazaki T, Mizuta Y, Murase K, Yoshida H, Ross DD, Kohno S: Reversal of breast cancer resistance protein (BCRP/ABCG2)-mediated drug resistance by novobiocin, a coumermycin antibiotic. Int J Cancer. 2004 Jan 1;108(1):146-51. [PubMed:14618629 ]
Elahian F, Kalalinia F, Behravan J: Evaluation of indomethacin and dexamethasone effects on BCRP-mediated drug resistance in MCF-7 parental and resistant cell lines. Drug Chem Toxicol. 2010 Apr;33(2):113-9. doi: 10.3109/01480540903390000. [PubMed:20307139 ]

Enzyme Details

3. Solute carrier family 22 member 11

General function:: Involved in transporter activity
Specific function:: Mediates saturable uptake of estrone sulfate, dehydroepiandrosterone sulfate and related compounds
Gene Name:: SLC22A11
Uniprot ID:: Q9NSA0
Molecular weight:: 59970.9

References

Duan P, You G: Novobiocin is a potent inhibitor for human organic anion transporters. Drug Metab Dispos. 2009 Jun;37(6):1203-10. doi: 10.1124/dmd.109.026880. Epub 2009 Mar 12. [PubMed:19282394 ]

Enzyme Details

4. Solute carrier family 22 member 6

General function:: Involved in ion transmembrane transporter activity
Specific function:: Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one molecule of endogenous dicarboxylic acid (glutarate, ketoglutarate, etc). Mediates the sodium-independent uptake of 2,3-dimercapto-1-propanesulfonic acid (DMPS). Mediates the sodium-independent uptake of p- aminohippurate (PAH), ochratoxin (OTA), acyclovir (ACV), 3'-azido- 3-'deoxythymidine (AZT), cimetidine (CMD), 2,4-dichloro- phenoxyacetate (2,4-D), hippurate (HA), indoleacetate (IA), indoxyl sulfate (IS) and 3-carboxy-4-methyl-5-propyl-2- furanpropionate (CMPF), cidofovir, adefovir, 9-(2- phosphonylmethoxyethyl) guanine (PMEG), 9-(2- phosphonylmethoxyethyl) diaminopurine (PMEDAP) and edaravone sulfate. PAH uptake is inhibited by p- chloromercuribenzenesulphonate (PCMBS), diethyl pyrocarbonate (DEPC), sulindac, diclofenac, carprofen, glutarate and okadaic acid. PAH uptake is inhibited by benzothiazolylcysteine (BTC), S-chlorotrifluoroethylcysteine (CTFC), cysteine S-conjugates S-dichlorovinylcysteine (DCVC), furosemide, steviol, phorbol 12-myristate 13-acetate (PMA), calcium ionophore A23187, benzylpenicillin, furosemide, indomethacin, bumetamide, losartan, probenecid, phenol red, urate, and alpha-ketoglutarate
Gene Name:: SLC22A6
Uniprot ID:: Q4U2R8
Molecular weight:: 61815.8

References

Duan P, You G: Novobiocin is a potent inhibitor for human organic anion transporters. Drug Metab Dispos. 2009 Jun;37(6):1203-10. doi: 10.1124/dmd.109.026880. Epub 2009 Mar 12. [PubMed:19282394 ]

Showing metabocard for Novobiocin (HMDB0015185)

MOL for HMDB0015185 (Novobiocin)

3D MOL for HMDB0015185 (Novobiocin)

3D SDF for HMDB0015185 (Novobiocin)

3D-SDF for HMDB0015185 (Novobiocin)

PDB for HMDB0015185 (Novobiocin)

3D PDB for HMDB0015185 (Novobiocin)

SMILES for HMDB0015185 (Novobiocin)

INCHI for HMDB0015185 (Novobiocin)

Structure for HMDB0015185 (Novobiocin)

3D Structure for HMDB0015185 (Novobiocin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Transporters

References

References

References

References