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Showing metabocard for Furazolidone (HMDB0014752)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
enzymes (2) Show 2 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:50 UTC
Update Date2022-03-07 02:51:44 UTC
HMDB IDHMDB0014752
Secondary Accession Numbers
  • HMDB0029753
  • HMDB14752
  • HMDB29753
Metabolite Identification
Common NameFurazolidone
DescriptionFurazolidone is a nitrofuran derivative with antiprotozoal and antibacterial activity. Furazolidone has been shown to exhibit antibiotic and anti-microbial functions (PMID 1476092 , 6651278 ). Furazolidone is also used as a poultry food additive. It is marketed by Roberts Laboratories under the brand name Furoxone and by GlaxoSmithKline as Dependal-M. Furoxone has a broad antibacterial spectrum covering the majority of gastrointestinal tract pathogens including E. coli, staphylococci, Salmonella, Shigella, Proteus, Aerobacter aerogenes, Vibrio cholerae and Giardia lamblia. Its bactericidal activity is based upon its interference with DNA replication and protein production. Furazolidone binds bacterial DNA which leads to the gradual inhibition of monoamine oxidase (From Martindale, The Extra Pharmacopoeia, 30th ed, p514). Furazolidone and its related free radical products are believed to bind DNA and induce cross-links. Bacterial DNA is particularly susceptible to this drug leading to high levels of mutations (transitions and transversions) in the bacterial chromosome. Furazolidone belongs to the family of Nitrofurans. These are compounds containing a furan ring which bears a nitro group.
Structure
Data?1582753217
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0014752 (Furazolidone)

614
  Mrv1652307191923542D          

 16 17  0  0  0  0            999 V2000
    7.6463   -0.4299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7164   -0.1722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3363   -1.0972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6512    0.6097    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.0928   -0.7493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5663    0.3549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7816    0.6097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2642    0.0576    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    7.2338    0.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9013    0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8213   -0.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3838    0.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1685    0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1289    1.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0489    0.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3038    1.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 11  1  0  0  0  0
  2 12  1  0  0  0  0
  2 15  1  0  0  0  0
  3 11  2  0  0  0  0
  4  8  1  0  0  0  0
  5  8  2  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  6 11  1  0  0  0  0
  7 13  2  0  0  0  0
  8 15  1  0  0  0  0
  9 10  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 16  1  0  0  0  0
 15 16  2  0  0  0  0
M  CHG  2   4  -1   8   1
M  END
Download

3D MOL for HMDB0014752 (Furazolidone)

HMDB0014752
     RDKit          3D
Furazolidone
 23 24  0  0  0  0  0  0  0  0999 V2000
    3.0150   -2.1885   -1.0377 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1849   -1.0982   -0.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4356   -0.5148   -0.1640 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2111    0.3315    0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8474    0.9173    0.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1651   -0.2563    0.0907 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8057   -0.5806    0.0708 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1187    0.2624   -0.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5313   -0.0588   -0.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1394   -1.2806    0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4879   -1.0451   -0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6553    0.2692   -0.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8894    0.9575   -0.7664 N   0  0  0  0  0  4  0  0  0  0  0  0
   -4.8780    2.1552   -1.0772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0506    0.2407   -0.6689 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.4770    0.7943   -0.5389 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0325   -0.2896    1.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9775    1.0923    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3447    1.3529    1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9193    1.6295   -0.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1886    1.2649   -0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6270   -2.1850    0.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2726   -1.7704   -0.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
  6  2  1  0
 16  9  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  8 21  1  0
 10 22  1  0
 11 23  1  0
M  CHG  2  13   1  15  -1
M  END
Download

3D SDF for HMDB0014752 (Furazolidone)

614
  Mrv1652307191923542D          

 16 17  0  0  0  0            999 V2000
    7.6463   -0.4299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7164   -0.1722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3363   -1.0972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6512    0.6097    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.0928   -0.7493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5663    0.3549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7816    0.6097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2642    0.0576    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    7.2338    0.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9013    0.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8213   -0.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3838    0.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1685    0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1289    1.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0489    0.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3038    1.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 11  1  0  0  0  0
  2 12  1  0  0  0  0
  2 15  1  0  0  0  0
  3 11  2  0  0  0  0
  4  8  1  0  0  0  0
  5  8  2  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  6 11  1  0  0  0  0
  7 13  2  0  0  0  0
  8 15  1  0  0  0  0
  9 10  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 16  1  0  0  0  0
 15 16  2  0  0  0  0
M  CHG  2   4  -1   8   1
M  END
> <DATABASE_ID>
HMDB0014752

> <DATABASE_NAME>
hmdb

> <SMILES>
[O-][N+](=O)C1=CC=C(O1)\C=N\N1CCOC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H7N3O5/c12-8-10(3-4-15-8)9-5-6-1-2-7(16-6)11(13)14/h1-2,5H,3-4H2/b9-5+

> <INCHI_KEY>
PLHJDBGFXBMTGZ-WEVVVXLNSA-N

> <FORMULA>
C8H7N3O5

> <MOLECULAR_WEIGHT>
225.16

> <EXACT_MASS>
225.038570337

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
19.776286860333208

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(E)-[(5-nitrofuran-2-yl)methylidene]amino]-1,3-oxazolidin-2-one

> <ALOGPS_LOGP>
0.15

> <JCHEM_LOGP>
0.8699244056666666

> <ALOGPS_LOGS>
-2.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.4069770989179835

> <JCHEM_POLAR_SURFACE_AREA>
98.17999999999999

> <JCHEM_REFRACTIVITY>
50.08099999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.64e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
furazolidone

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0014752 (Furazolidone)

HMDB0014752
     RDKit          3D
Furazolidone
 23 24  0  0  0  0  0  0  0  0999 V2000
    3.0150   -2.1885   -1.0377 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1849   -1.0982   -0.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4356   -0.5148   -0.1640 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2111    0.3315    0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8474    0.9173    0.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1651   -0.2563    0.0907 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8057   -0.5806    0.0708 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1187    0.2624   -0.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5313   -0.0588   -0.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1394   -1.2806    0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4879   -1.0451   -0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6553    0.2692   -0.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8894    0.9575   -0.7664 N   0  0  0  0  0  4  0  0  0  0  0  0
   -4.8780    2.1552   -1.0772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0506    0.2407   -0.6689 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.4770    0.7943   -0.5389 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0325   -0.2896    1.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9775    1.0923    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3447    1.3529    1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9193    1.6295   -0.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1886    1.2649   -0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6270   -2.1850    0.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2726   -1.7704   -0.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
  6  2  1  0
 16  9  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  8 21  1  0
 10 22  1  0
 11 23  1  0
M  CHG  2  13   1  15  -1
M  END
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PDB for HMDB0014752 (Furazolidone)

HEADER    PROTEIN                                 19-JUL-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 614                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUL-19         0                                  
HETATM    1  O   UNK     0      14.273  -0.802   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       6.937  -0.321   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      11.828  -2.048   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.082   1.138   0.000  0.00  0.00           O-1
HETATM    5  O   UNK     0       3.907  -1.399   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      12.257   0.662   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      10.792   1.138   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       4.227   0.108   0.000  0.00  0.00           N+1
HETATM    9  C   UNK     0      13.503   1.567   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.749   0.662   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.733  -0.802   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.183   0.584   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.648   0.108   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.707   2.048   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.691   0.584   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.167   2.048   0.000  0.00  0.00           C+0
CONECT    1   10   11                                                       
CONECT    2   12   15                                                       
CONECT    3   11                                                            
CONECT    4    8                                                            
CONECT    5    8                                                            
CONECT    6    7    9   11                                                  
CONECT    7    6   13                                                       
CONECT    8    4    5   15                                                  
CONECT    9    6   10                                                       
CONECT   10    1    9                                                       
CONECT   11    1    3    6                                                  
CONECT   12    2   13   14                                                  
CONECT   13    7   12                                                       
CONECT   14   12   16                                                       
CONECT   15    2    8   16                                                  
CONECT   16   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END
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3D PDB for HMDB0014752 (Furazolidone)

COMPND    HMDB0014752
HETATM    1  O1  UNL     1       3.015  -2.189  -1.038  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.185  -1.098  -0.432  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.436  -0.515  -0.164  1.00  0.00           O  
HETATM    4  C2  UNL     1       4.211   0.332   0.949  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.847   0.917   0.602  1.00  0.00           C  
HETATM    6  N1  UNL     1       2.165  -0.256   0.091  1.00  0.00           N  
HETATM    7  N2  UNL     1       0.806  -0.581   0.071  1.00  0.00           N  
HETATM    8  C4  UNL     1      -0.119   0.262  -0.220  1.00  0.00           C  
HETATM    9  C5  UNL     1      -1.531  -0.059  -0.244  1.00  0.00           C  
HETATM   10  C6  UNL     1      -2.139  -1.281   0.027  1.00  0.00           C  
HETATM   11  C7  UNL     1      -3.488  -1.045  -0.138  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.655   0.269  -0.493  1.00  0.00           C  
HETATM   13  N3  UNL     1      -4.889   0.957  -0.766  1.00  0.00           N1+
HETATM   14  O3  UNL     1      -4.878   2.155  -1.077  1.00  0.00           O  
HETATM   15  O4  UNL     1      -6.051   0.241  -0.669  1.00  0.00           O1-
HETATM   16  O5  UNL     1      -2.477   0.794  -0.539  1.00  0.00           O  
HETATM   17  H1  UNL     1       4.033  -0.290   1.875  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.977   1.092   1.088  1.00  0.00           H  
HETATM   19  H3  UNL     1       2.345   1.353   1.486  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.919   1.629  -0.244  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.189   1.265  -0.457  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.627  -2.185   0.302  1.00  0.00           H  
HETATM   23  H7  UNL     1      -4.273  -1.770  -0.009  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    6
CONECT    3    4
CONECT    4    5   17   18
CONECT    5    6   19   20
CONECT    6    7
CONECT    7    8    8
CONECT    8    9   21
CONECT    9   10   10   16
CONECT   10   11   22
CONECT   11   12   12   23
CONECT   12   13   16
CONECT   13   14   14   15
END
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SMILES for HMDB0014752 (Furazolidone)

[O-][N+](=O)C1=CC=C(O1)\C=N\N1CCOC1=O
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INCHI for HMDB0014752 (Furazolidone)

InChI=1S/C8H7N3O5/c12-8-10(3-4-15-8)9-5-6-1-2-7(16-6)11(13)14/h1-2,5H,3-4H2/b9-5+
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View in JSmolView Stereo Labels
Synonyms
ValueSource
FuroxoneKegg
3-(5'-Nitrofurfuralamino)-2-oxazolidoneHMDB
3-[(5-Nitrofurfurylidene)amino]-2-oxazolidinoneHMDB
3-[(5-Nitrofurfurylidene)amino]-2-oxazolidoneHMDB
3-[(5-Nitrofurylidene)amino]-2-oxazolidoneHMDB
3-{[(5-nitro-2-furanyl)methylene]amino}-2-oxazolidinoneHMDB
5-Nitro-N-(2-oxo-3-oxazolidinyl)-2-furanmethanimineHMDB
FurazolidonaHMDB
FurazolidonumHMDB
FZLHMDB
N-(5-Nitro-2-furfurylidene)-3-amino-2-oxazolidoneHMDB
N-(5-Nitro-2-furfurylidene)-3-aminooxazolidine-2-oneHMDB
NitrofurazolidoneHMDB
NitrofurazolidonumHMDB
3-(((5-Nitro-2-furanyl)methylene)amino)-2-oxazolidinoneHMDB
3-((5-Nitrofurfurylidene)amino)-2-oxazolidinoneHMDB
3-((5-Nitrofurfurylidene)amino)-2-oxazolidoneHMDB
3-((5-Nitrofurfurylidine)amino)-2-oxazolidinoneHMDB
3-((5-Nitrofurylidene)amino)-2-oxazolidoneHMDB
3-(5-Nitrofurfurylideneamino)-2-oxazolidinoneHMDB
3-[(5-Nitrofurfurylidine)amino]-2-oxazolidinoneHMDB
3-[(e)-(5-Nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-oneHMDB
3-[[(5-Nitro-2-furanyl)methylene]-amino]-2-oxazolidinoneHMDB
3-[[(5-Nitro-2-furanyl)methylene]amino]-2-oxazolidinoneHMDB
3-[[(5-Nitro-2-furanyl)methylene]amino]-2-oxazolidinone, 9ciHMDB
BifuronHMDB
CoriziumHMDB
CoryziumHMDB
DiafuronHMDB
EnterotoxonHMDB
Fiurox aerosol powderHMDB
FurallHMDB
FuraxonHMDB
FuraxoneHMDB
FurazolidineHMDB
FurazonHMDB
FuridonHMDB
FurovagHMDB
FuroxHMDB
FuroxalHMDB
FuroxaneHMDB
FuroxonHMDB
Furoxone swine mixHMDB
FurozolidineHMDB
GiardilHMDB
GiarlamHMDB
MedaronHMDB
NeftinHMDB
NicolenHMDB
NifulidoneHMDB
NifuranHMDB
NifurazolidoneHMDB
NitrofuroxonHMDB
OptazolHMDB
OrtazolHMDB
PuradinHMDB
RoptazolHMDB
SclaventerolHMDB
TikofuranHMDB
TopazoneHMDB
TrichofuronHMDB
TricofuronHMDB
TricoronHMDB
TrifuroxHMDB
USAF ea-1HMDB
ViofuragynHMDB
FurazolHMDB
Chemical FormulaC8H7N3O5
Average Molecular Weight225.16
Monoisotopic Molecular Weight225.038570337
IUPAC Name3-[(E)-[(5-nitrofuran-2-yl)methylidene]amino]-1,3-oxazolidin-2-one
Traditional Namefurazolidone
CAS Registry Number67-45-8
SMILES
[O-][N+](=O)C1=CC=C(O1)\C=N\N1CCOC1=O
InChI Identifier
InChI=1S/C8H7N3O5/c12-8-10(3-4-15-8)9-5-6-1-2-7(16-6)11(13)14/h1-2,5H,3-4H2/b9-5+
InChI KeyPLHJDBGFXBMTGZ-WEVVVXLNSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as nitrofurans. Nitrofurans are compounds containing a furan ring which bears a nitro group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassFurans
Sub ClassNitrofurans
Direct ParentNitrofurans
Alternative Parents
Substituents
  • Nitroaromatic compound
  • 2-nitrofuran
  • Oxazolidinone
  • Oxazolidine
  • Heteroaromatic compound
  • C-nitro compound
  • Carbonic acid derivative
  • Organic nitro compound
  • Organic oxoazanium
  • Allyl-type 1,3-dipolar organic compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Oxacycle
  • Azacycle
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point255 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.36 g/LNot Available
LogP0.9Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.36 g/LALOGPS
logP0.15ALOGPS
logP0.87ChemAxon
logS-2.8ALOGPS
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area98.18 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity50.08 m³·mol⁻¹ChemAxon
Polarizability19.78 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+142.34730932474
DeepCCS[M-H]-140.16730932474
DeepCCS[M-2H]-173.73430932474
DeepCCS[M+Na]+148.25830932474
AllCCS[M+H]+147.032859911
AllCCS[M+H-H2O]+142.932859911
AllCCS[M+NH4]+150.832859911
AllCCS[M+Na]+151.932859911
AllCCS[M-H]-146.632859911
AllCCS[M+Na-2H]-146.432859911
AllCCS[M+HCOO]-146.432859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
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, 2022.2.59 minutes32390414
Predicted by Siyang on May 30, 202211.3769 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.93 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid27.6 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1539.8 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid350.2 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid131.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid201.9 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid64.2 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid315.2 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid491.1 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)120.9 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid875.7 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid354.9 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1166.6 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid293.1 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid283.0 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate468.0 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA382.4 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water118.7 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Furazolidone[O-][N+](=O)C1=CC=C(O1)\C=N\N1CCOC1=O2565.3Standard polar33892256
Furazolidone[O-][N+](=O)C1=CC=C(O1)\C=N\N1CCOC1=O2132.0Standard non polar33892256
Furazolidone[O-][N+](=O)C1=CC=C(O1)\C=N\N1CCOC1=O2273.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Furazolidone GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-9610000000-ab960b06286d0ccd8c6c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Furazolidone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Furazolidone 10V, Positive-QTOFsplash10-004i-1390000000-6d4a20ff37556f08e13b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Furazolidone 20V, Positive-QTOFsplash10-004i-1390000000-3c18d9819c68dd1ecba92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Furazolidone 40V, Positive-QTOFsplash10-08mj-9500000000-9e58b2b1f6fd5b9343c52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Furazolidone 10V, Negative-QTOFsplash10-00di-2290000000-63a56a073d7d4f4cfd092016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Furazolidone 20V, Negative-QTOFsplash10-0fk9-9670000000-ddd3d4a03c2a3bc6ab9e2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Furazolidone 40V, Negative-QTOFsplash10-0fk9-9000000000-58fd85feae000f4153dd2016-08-04Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00614 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00614 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000957
KNApSAcK IDNot Available
Chemspider ID4481255
KEGG Compound IDC07999
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkFurazolidone
METLIN IDNot Available
PubChem Compound5323714
PDB IDNot Available
ChEBI ID5195
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Ivanics E, Glavits R, Bodi T, Toth E: Demonstration of Clostridium septicum infection in a goose flock. Acta Vet Hung. 1992;40(1-2):71-4. [PubMed:1476092 ]
  2. Carlson JR, Thornton SA, DuPont HL, West AH, Mathewson JJ: Comparative in vitro activities of ten antimicrobial agents against bacterial enteropathogens. Antimicrob Agents Chemother. 1983 Oct;24(4):509-13. [PubMed:6651278 ]

Enzymes

Enzyme Details
1. Amine oxidase [flavin-containing] B
General function:
Involved in oxidoreductase activity
Specific function:
Catalyzes the oxidative deamination of biogenic and xenobiotic amines and has important functions in the metabolism of neuroactive and vasoactive amines in the central nervous system and peripheral tissues. MAOB preferentially degrades benzylamine and phenylethylamine.
Gene Name:
MAOB
Uniprot ID:
P27338
Molecular weight:
58762.475
References
  1. Timperio AM, Kuiper HA, Zolla L: Identification of a furazolidone metabolite responsible for the inhibition of amino oxidases. Xenobiotica. 2003 Feb;33(2):153-67. [PubMed:12623758 ]
  2. Ali BH: Pharmacological, therapeutic and toxicological properties of furazolidone: some recent research. Vet Res Commun. 1999 Oct;23(6):343-60. [PubMed:10543364 ]
  3. Hoogenboom LA, Tomassini O, Oorsprong MB, Kuiper HA: Use of pig hepatocytes to study the inhibition of monoamine oxidase by furazolidone. Food Chem Toxicol. 1991 Mar;29(3):185-91. [PubMed:2032659 ]
Enzyme Details
2. Amine oxidase [flavin-containing] A
General function:
Involved in oxidoreductase activity
Specific function:
Catalyzes the oxidative deamination of biogenic and xenobiotic amines and has important functions in the metabolism of neuroactive and vasoactive amines in the central nervous system and peripheral tissues. MAOA preferentially oxidizes biogenic amines such as 5-hydroxytryptamine (5-HT), norepinephrine and epinephrine.
Gene Name:
MAOA
Uniprot ID:
P21397
Molecular weight:
59681.27
References
  1. Timperio AM, Kuiper HA, Zolla L: Identification of a furazolidone metabolite responsible for the inhibition of amino oxidases. Xenobiotica. 2003 Feb;33(2):153-67. [PubMed:12623758 ]
  2. Ali BH: Pharmacological, therapeutic and toxicological properties of furazolidone: some recent research. Vet Res Commun. 1999 Oct;23(6):343-60. [PubMed:10543364 ]
  3. Hoogenboom LA, Tomassini O, Oorsprong MB, Kuiper HA: Use of pig hepatocytes to study the inhibition of monoamine oxidase by furazolidone. Food Chem Toxicol. 1991 Mar;29(3):185-91. [PubMed:2032659 ]