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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2023-02-21 17:18:10 UTC

HMDB ID

HMDB0014480

Secondary Accession Numbers

HMDB14480

Metabolite Identification

Common Name

Nitrofurazone

Description

Nitrofurazone is only found in individuals that have used or taken this drug. It is a topical anti-infective agent effective against gram-negative and gram-positive bacteria. It is used for superficial wounds, burns, ulcers, and skin infections. Nitrofurazone has also been administered orally in the treatment of trypanosomiasis. [PubChem]The exact mechanism of action is unknown. Nitrofurazone inhibits several bacterial enzymes, especially those involved in the aerobic and anaerobic degradation of glucose and pyruvate. This activity is believed also to affect pyruvate dehydrogenase, citrate synthetase, malate dehydrogenase, glutathione reductase, and pyruvate decarboxylase.

Structure

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

336
  Mrv0541 02231214362D          

 14 14  0  0  0  0            999 V2000
    3.7150   -0.6545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499    0.1275    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.0915   -1.2315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0062    1.2315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2630   -0.4245    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.7801    0.1275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5647   -0.1275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9624    0.1696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3824   -0.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1275    0.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0476   -0.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3025    0.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1670   -0.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1777    0.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 11  1  0  0  0  0
  2  5  1  0  0  0  0
  3  5  2  0  0  0  0
  4 14  2  0  0  0  0
  5 11  1  0  0  0  0
  6  7  1  0  0  0  0
  6 13  2  0  0  0  0
  7 14  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  2  0  0  0  0
  9 13  1  0  0  0  0
 10 12  1  0  0  0  0
 11 12  2  0  0  0  0
M  CHG  2   2  -1   5   1
M  END
> <DATABASE_ID>
HMDB0014480

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H6N4O4/c7-6(11)9-8-3-4-1-2-5(14-4)10(12)13/h1-3H,(H3,7,9,11)/b8-3+

> <INCHI_KEY>
IAIWVQXQOWNYOU-FPYGCLRLSA-N

> <FORMULA>
C6H6N4O4

> <MOLECULAR_WEIGHT>
198.1362

> <EXACT_MASS>
198.0389047

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
16.923786043616794

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(E)-[(5-nitrofuran-2-yl)methylidene]amino]urea

> <ALOGPS_LOGP>
0.23

> <JCHEM_LOGP>
-0.13506338633333326

> <ALOGPS_LOGS>
-2.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.07135012764101

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.79265995371326

> <JCHEM_PKA_STRONGEST_BASIC>
-1.969843325844205

> <JCHEM_POLAR_SURFACE_AREA>
126.44

> <JCHEM_REFRACTIVITY>
45.21059999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.68e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nitrofurazone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 336                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       6.935  -1.222   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.080   0.238   0.000  0.00  0.00           O-1
HETATM    3  O   UNK     0       3.904  -2.299   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      13.078   2.299   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       4.224  -0.792   0.000  0.00  0.00           N+1
HETATM    6  N   UNK     0      10.790   0.238   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      12.254  -0.238   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      14.863   0.317   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       8.180  -0.317   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.705   1.148   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.689  -0.317   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.165   1.148   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.645  -0.792   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.398   0.792   0.000  0.00  0.00           C+0
CONECT    1    9   11                                                       
CONECT    2    5                                                            
CONECT    3    5                                                            
CONECT    4   14                                                            
CONECT    5    2    3   11                                                  
CONECT    6    7   13                                                       
CONECT    7    6   14                                                       
CONECT    8   14                                                            
CONECT    9    1   10   13                                                  
CONECT   10    9   12                                                       
CONECT   11    1    5   12                                                  
CONECT   12   10   11                                                       
CONECT   13    6    9                                                       
CONECT   14    4    7    8                                                  
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5-Nitro-2-furaldehyde semicarbazone	Kegg
Nitrofural	Kegg
Furacin	Kegg
NFZ	HMDB
Nitrofurazan	HMDB
Furacilin	HMDB
Furacillin	HMDB
Nitrofurazone, calcium (2:1) salt	HMDB

Chemical Formula

C₆H₆N₄O₄

Average Molecular Weight

198.1362

Monoisotopic Molecular Weight

198.0389047

IUPAC Name

[(E)-[(5-nitrofuran-2-yl)methylidene]amino]urea

Traditional Name

nitrofurazone

CAS Registry Number

59-87-0

SMILES

NC(=O)N\N=C\C1=CC=C(O1)[N+]([O-])=O

InChI Identifier

InChI=1S/C6H6N4O4/c7-6(11)9-8-3-4-1-2-5(14-4)10(12)13/h1-3H,(H3,7,9,11)/b8-3+

InChI Key

IAIWVQXQOWNYOU-FPYGCLRLSA-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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furans

Sub Class

Nitrofurans

Direct Parent

Nitrofurans

Alternative Parents

Substituents

Nitroaromatic compound
2-nitrofuran
Semicarbazone
Semicarbazide
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
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic zwitterion
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	238 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.27 g/L	Not Available
LogP	0.2	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	138.628	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001008

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.27 g/L	ALOGPS
logP	0.23	ALOGPS
logP	-0.14	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	11.79	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	126.44 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	45.21 m³·mol⁻¹	ChemAxon
Polarizability	16.92 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	133.762	30932474
DeepCCS	[M-H]-	130.502	30932474
DeepCCS	[M-2H]-	166.321	30932474
DeepCCS	[M+Na]+	142.059	30932474
AllCCS	[M+H]+	141.1	32859911
AllCCS	[M+H-H2O]+	137.1	32859911
AllCCS	[M+NH4]+	144.9	32859911
AllCCS	[M+Na]+	145.9	32859911
AllCCS	[M-H]-	138.4	32859911
AllCCS	[M+Na-2H]-	138.9	32859911
AllCCS	[M+HCOO]-	139.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nitrofurazone	NC(=O)N\N=C\C1=CC=C(O1)[N+]([O-])=O	2295.9	Standard polar	33892256
Nitrofurazone	NC(=O)N\N=C\C1=CC=C(O1)[N+]([O-])=O	1968.8	Standard non polar	33892256
Nitrofurazone	NC(=O)N\N=C\C1=CC=C(O1)[N+]([O-])=O	2127.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nitrofurazone,1TMS,isomer #1	C[Si](C)(C)NC(=O)N/N=C/C1=CC=C([N+](=O)[O-])O1	2196.7	Semi standard non polar	33892256
Nitrofurazone,1TMS,isomer #1	C[Si](C)(C)NC(=O)N/N=C/C1=CC=C([N+](=O)[O-])O1	2172.5	Standard non polar	33892256
Nitrofurazone,1TMS,isomer #1	C[Si](C)(C)NC(=O)N/N=C/C1=CC=C([N+](=O)[O-])O1	3638.2	Standard polar	33892256
Nitrofurazone,1TMS,isomer #2	C[Si](C)(C)N(/N=C/C1=CC=C([N+](=O)[O-])O1)C(N)=O	2145.6	Semi standard non polar	33892256
Nitrofurazone,1TMS,isomer #2	C[Si](C)(C)N(/N=C/C1=CC=C([N+](=O)[O-])O1)C(N)=O	2070.1	Standard non polar	33892256
Nitrofurazone,1TMS,isomer #2	C[Si](C)(C)N(/N=C/C1=CC=C([N+](=O)[O-])O1)C(N)=O	3646.4	Standard polar	33892256
Nitrofurazone,2TMS,isomer #1	C[Si](C)(C)N(C(=O)N/N=C/C1=CC=C([N+](=O)[O-])O1)[Si](C)(C)C	2240.1	Semi standard non polar	33892256
Nitrofurazone,2TMS,isomer #1	C[Si](C)(C)N(C(=O)N/N=C/C1=CC=C([N+](=O)[O-])O1)[Si](C)(C)C	2255.6	Standard non polar	33892256
Nitrofurazone,2TMS,isomer #1	C[Si](C)(C)N(C(=O)N/N=C/C1=CC=C([N+](=O)[O-])O1)[Si](C)(C)C	3149.9	Standard polar	33892256
Nitrofurazone,2TMS,isomer #2	C[Si](C)(C)NC(=O)N(/N=C/C1=CC=C([N+](=O)[O-])O1)[Si](C)(C)C	2187.1	Semi standard non polar	33892256
Nitrofurazone,2TMS,isomer #2	C[Si](C)(C)NC(=O)N(/N=C/C1=CC=C([N+](=O)[O-])O1)[Si](C)(C)C	2212.6	Standard non polar	33892256
Nitrofurazone,2TMS,isomer #2	C[Si](C)(C)NC(=O)N(/N=C/C1=CC=C([N+](=O)[O-])O1)[Si](C)(C)C	3134.2	Standard polar	33892256
Nitrofurazone,3TMS,isomer #1	C[Si](C)(C)N(/N=C/C1=CC=C([N+](=O)[O-])O1)C(=O)N([Si](C)(C)C)[Si](C)(C)C	2217.5	Semi standard non polar	33892256
Nitrofurazone,3TMS,isomer #1	C[Si](C)(C)N(/N=C/C1=CC=C([N+](=O)[O-])O1)C(=O)N([Si](C)(C)C)[Si](C)(C)C	2317.0	Standard non polar	33892256
Nitrofurazone,3TMS,isomer #1	C[Si](C)(C)N(/N=C/C1=CC=C([N+](=O)[O-])O1)C(=O)N([Si](C)(C)C)[Si](C)(C)C	2678.4	Standard polar	33892256
Nitrofurazone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)N/N=C/C1=CC=C([N+](=O)[O-])O1	2452.2	Semi standard non polar	33892256
Nitrofurazone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)N/N=C/C1=CC=C([N+](=O)[O-])O1	2345.5	Standard non polar	33892256
Nitrofurazone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)N/N=C/C1=CC=C([N+](=O)[O-])O1	3556.8	Standard polar	33892256
Nitrofurazone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(/N=C/C1=CC=C([N+](=O)[O-])O1)C(N)=O	2391.1	Semi standard non polar	33892256
Nitrofurazone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(/N=C/C1=CC=C([N+](=O)[O-])O1)C(N)=O	2256.7	Standard non polar	33892256
Nitrofurazone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(/N=C/C1=CC=C([N+](=O)[O-])O1)C(N)=O	3589.8	Standard polar	33892256
Nitrofurazone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)N/N=C/C1=CC=C([N+](=O)[O-])O1)[Si](C)(C)C(C)(C)C	2701.9	Semi standard non polar	33892256
Nitrofurazone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)N/N=C/C1=CC=C([N+](=O)[O-])O1)[Si](C)(C)C(C)(C)C	2646.6	Standard non polar	33892256
Nitrofurazone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)N/N=C/C1=CC=C([N+](=O)[O-])O1)[Si](C)(C)C(C)(C)C	3036.0	Standard polar	33892256
Nitrofurazone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)N(/N=C/C1=CC=C([N+](=O)[O-])O1)[Si](C)(C)C(C)(C)C	2673.6	Semi standard non polar	33892256
Nitrofurazone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)N(/N=C/C1=CC=C([N+](=O)[O-])O1)[Si](C)(C)C(C)(C)C	2615.0	Standard non polar	33892256
Nitrofurazone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)N(/N=C/C1=CC=C([N+](=O)[O-])O1)[Si](C)(C)C(C)(C)C	3054.7	Standard polar	33892256
Nitrofurazone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(/N=C/C1=CC=C([N+](=O)[O-])O1)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2931.5	Semi standard non polar	33892256
Nitrofurazone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(/N=C/C1=CC=C([N+](=O)[O-])O1)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2914.8	Standard non polar	33892256
Nitrofurazone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(/N=C/C1=CC=C([N+](=O)[O-])O1)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2805.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nitrofurazone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-6900000000-ab197de8a008fa662f84	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitrofurazone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0pb9-9500000000-c26d5be0126e0a0e8278	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrofurazone 15V, Negative-QTOF	splash10-053r-8900000000-fb74d5d88d31817fc4fb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrofurazone 30V, Negative-QTOF	splash10-053r-9700000000-74ab81d6c8af01bd4c9f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrofurazone 60V, Negative-QTOF	splash10-05o1-9100000000-3bfaf343549c655346fd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrofurazone 45V, Negative-QTOF	splash10-05o1-9300000000-0e1b313ba36c19497a2f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrofurazone 30V, Positive-QTOF	splash10-053r-9700000000-b6d6c2a8031086e8b668	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrofurazone 90V, Negative-QTOF	splash10-0002-9000000000-955108ce74e1ade052dc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrofurazone 75V, Negative-QTOF	splash10-00nb-9100000000-b1c82af570ca70ff4e2d	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitrofurazone 10V, Positive-QTOF	splash10-0002-1900000000-1d212d3b29501750343d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitrofurazone 20V, Positive-QTOF	splash10-0005-2900000000-92bf34b3a15306ef76e6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitrofurazone 40V, Positive-QTOF	splash10-076u-9100000000-5e4b72f2b73083a73482	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitrofurazone 10V, Negative-QTOF	splash10-0002-2900000000-9af17389b9526ffe0577	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitrofurazone 20V, Negative-QTOF	splash10-0002-9600000000-5ad22b05c4609624cd57	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitrofurazone 40V, Negative-QTOF	splash10-0f6x-9000000000-e4513cbb2f82a212f579	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitrofurazone 10V, Negative-QTOF	splash10-0002-0900000000-96f86f6fac5c42a70472	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitrofurazone 20V, Negative-QTOF	splash10-052g-9200000000-acad3af6af9f29b9a5e6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitrofurazone 40V, Negative-QTOF	splash10-0006-9000000000-fbefaa72589c442a1324	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitrofurazone 10V, Positive-QTOF	splash10-0002-0900000000-724e2d600be54174b51d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitrofurazone 20V, Positive-QTOF	splash10-0a5j-0900000000-c322c50510d759eea883	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitrofurazone 40V, Positive-QTOF	splash10-000i-9300000000-053c8b358b6df0eaa592	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
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 DB00336	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00336	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00336

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4566720

KEGG Compound ID

C08042

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Nitrofural

METLIN ID

Not Available

PubChem Compound

5447130

PDB ID

NFZ

ChEBI ID

170239

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)

Download (PDF)

General References

Not Available

Enzymes

Enzyme Details

1. Xanthine dehydrogenase/oxidase

General function:: Involved in oxidoreductase activity
Specific function:: Key enzyme in purine degradation. Catalyzes the oxidation of hypoxanthine to xanthine. Catalyzes the oxidation of xanthine to uric acid. Contributes to the generation of reactive oxygen species. Has also low oxidase activity towards aldehydes (in vitro).
Gene Name:: XDH
Uniprot ID:: P47989
Molecular weight:: 146422.99

References

Tatsumi K, Kitamura S, Yoshimura H: Reduction of nitrofuran derivatives by xanthine oxidase and microsomes. Isolation and identification of reduction products. Arch Biochem Biophys. 1976 Jul;175(1):131-7. [PubMed:952514 ]
Kutcher WW, McCalla DR: Aerobic reduction of 5-nitro-2-furaldehyde semicarbazone by rat liver xanthine dehydrogenase. Biochem Pharmacol. 1984 Mar 1;33(5):799-805. [PubMed:6585203 ]

Enzyme Details

2. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Showing metabocard for Nitrofurazone (HMDB0014480)

MOL for HMDB0014480 (Nitrofurazone)

3D MOL for HMDB0014480 (Nitrofurazone)

3D SDF for HMDB0014480 (Nitrofurazone)

3D-SDF for HMDB0014480 (Nitrofurazone)

PDB for HMDB0014480 (Nitrofurazone)

3D PDB for HMDB0014480 (Nitrofurazone)

SMILES for HMDB0014480 (Nitrofurazone)

INCHI for HMDB0014480 (Nitrofurazone)

Structure for HMDB0014480 (Nitrofurazone)

3D Structure for HMDB0014480 (Nitrofurazone)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

References

References