MiMeDB: Showing metabocard for 1-chloro-2,4-dinitrobenzene (MMDBc0054115)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 22:53:54 UTC

Update Date

2024-04-30 20:51:27 UTC

Metabolite ID

MMDBc0054115

Metabolite Identification

Common Name

1-chloro-2,4-dinitrobenzene

Description

1-Chloro-2,4-dinitrobenzene, also known as 2,4-dinitrochlorobenzene or 2,4-dinitrophenyl chloride, belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group. 1-Chloro-2,4-dinitrobenzene exists in all living organisms, ranging from bacteria to humans. 1-Chloro-2,4-dinitrobenzene has been detected, but not quantified in, several different foods, such as pecan nuts (Carya illinoinensis), almonds (Prunus dulcis), white cabbages (Brassica oleracea L. var. capitata L. f. alba DC.), canada blueberries (Vaccinium myrtilloides), and pepper (c. baccatum). This could make 1-chloro-2,4-dinitrobenzene a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 1-Chloro-2,4-dinitrobenzene.

Structure

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

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7 Cl   UNK     0       1.334  -2.310   0.000  0.00  0.00          Cl+0
HETATM    8  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    5                                                       
CONECT    3    4    6                                                       
CONECT    4    1    3    8                                                  
CONECT    5    2    6    7                                                  
CONECT    6    3    5    9                                                  
CONECT    7    5                                                            
CONECT    8    4   10   11                                                  
CONECT    9    6   12   13                                                  
CONECT   10    8                                                            
CONECT   11    8                                                            
CONECT   12    9                                                            
CONECT   13    9                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

Synonyms

Value	Source
1,3-Dinitro-4-chlorobenzene	ChEBI
1-Chloro-2,4-dinitrobenzol	ChEBI
2,4-Dinitro-1-chlorobenzene	ChEBI
2,4-Dinitrochlorobenzene	ChEBI
2,4-Dinitrophenyl chloride	ChEBI
4-Chloro-1,3-dinitrobenzene	ChEBI
6-Chloro-1,3-dinitrobenzene	ChEBI
CDNB	ChEBI
Chlorodinitrobenzene	ChEBI
CLDNB	ChEBI
Dinitrochlorobenzene	ChEBI
DNCB	ChEBI
DNPCL	ChEBI
1 Chloro 2,4 dinitrobenzene	HMDB
1-Chloro-2,4-dinitrobenzene	KEGG

Molecular Formula

C₆H₃ClN₂O₄

Average Mass

202.552

Monoisotopic Mass

201.978134301

IUPAC Name

1-chloro-2,4-dinitrobenzene

Traditional Name

Cdnb

CAS Registry Number

Not Available

SMILES

ClC1=C(C=C(C=C1)N(=O)=O)N(=O)=O

InChI Identifier

InChI=1S/C6H3ClN2O4/c7-5-2-1-4(8(10)11)3-6(5)9(12)13/h1-3H

InChI Key

VYZAHLCBVHPDDF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Nitrobenzenes

Direct Parent

Nitrobenzenes

Alternative Parents

Substituents

Nitrobenzene
Nitroaromatic compound
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
C-nitro compound
Organic nitro compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic oxoazanium
Organic nitrogen compound
Organochloride
Organohalogen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

C-nitro compound (CHEBI:34718 )
monochlorobenzenes (CHEBI:34718 )
a small molecule (1-CHLORO-24-DINITROBENZENE )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.037 g/L	ALOGPS
logP	2.29	ALOGPS
logP	2.46	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	19.94	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	91.64 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	45.51 m³·mol⁻¹	ChemAxon
Polarizability	15.73 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0w59-9530000000-7ea2caea63400fe591c1	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uk9-8790000000-32f6280952e44abd2d1c	2021-09-24	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - APCI-ITFT , negative	splash10-00di-0900000000-85303c0c3a1f120d7a74	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0090000000-c573b491328121e4cf78	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004j-0900000000-1c001a7036c618057ee9	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002b-0900000000-43bebc40ccd73ff3c89a	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0290000000-d1014832aa18469c9675	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0190000000-b66c9114d7746ef2f38a	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0fbc-1910000000-a88b7ac767e570299431	2016-08-03	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0gz9-9420000000-4d294e9fc091f8cae0d6	2014-10-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, N-methylacetamide, experimental)		2014-10-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)		2014-10-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191752	Prostaglandin E synthase	Enzyme	O14684	Homo sapiens
MMDBp0192433	Glutathione S-transferase kappa 1	Enzyme	Q9Y2Q3	Homo sapiens
MMDBp0192439	Glutathione S-transferase Mu 4	Enzyme	Q03013	Homo sapiens
MMDBp0192441	Microsomal glutathione S-transferase 2	Enzyme	Q99735	Homo sapiens
MMDBp0197063	Glutathione S-transferase LANCL1	Unknown	O43813	Homo sapiens
MMDBp0197064	Glutathione S-transferase LANCL1	Unknown	O89112	Mus musculus

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0016536	1-chloro-2,4-dinitrobenzene	1-(S-Glutathionyl)-2,4-Dinitrobenzene	Glutaredoxin-2		RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Blood	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	31557052

External Links

HMDB ID

HMDB0243844

DrugBank ID

DB11831

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030243

KNApSAcK ID

Not Available

Chemspider ID

13868426

KEGG Compound ID

C14397

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

2,4-Dinitrochlorobenzene

METLIN ID

Not Available

PubChem Compound

PDB ID

Not Available

ChEBI ID

34718

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 1-chloro-2,4-dinitrobenzene (MMDBc0054115)

MOL for #<Metabolite:0x00007fa5083659e8>

3D MOL for #<Metabolite:0x00007fa5083659e8>

3D SDF for #<Metabolite:0x00007fa5083659e8>

3D-SDF for #<Metabolite:0x00007fa5083659e8>

PDB for #<Metabolite:0x00007fa5083659e8>

3D PDB for #<Metabolite:0x00007fa5083659e8>

SMILES for #<Metabolite:0x00007fa5083659e8>

INCHI for #<Metabolite:0x00007fa5083659e8>

Structure for #<Metabolite:0x00007fa5083659e8>

3D Structure for #<Metabolite:0x00007fa5083659e8>