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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:46:11 UTC

Update Date

2021-09-26 22:52:29 UTC

HMDB ID

HMDB0244622

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI)

Description

Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI), also known as 3-fluoro-2,4-dinitrobenzene-1-sulfonate, belongs to the class of organic compounds known as p-nitrobenzenesulfonates. These are benzenesulfonic acids (or derivative thereof) carrying a nitro group at the para- position. Based on a literature review very few articles have been published on Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI). This compound has been identified in human blood as reported by (PMID: 31557052 ). Benzenesulfonic acid,fluoro-2,4-dinitro-(9ci) is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI) is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1652309102123462D          

 17 17  0  0  0  0            999 V2000
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  5 10  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  3 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
M  CHG  4   7   1   9  -1  11   1  13  -1
M  END
> <DATABASE_ID>
HMDB0244622

> <DATABASE_NAME>
hmdb

> <SMILES>
OS(=O)(=O)C1=C(C(F)=C(C=C1)[N+]([O-])=O)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H3FN2O7S/c7-5-3(8(10)11)1-2-4(17(14,15)16)6(5)9(12)13/h1-2H,(H,14,15,16)

> <INCHI_KEY>
GZXDQFCBBYDERL-UHFFFAOYSA-N

> <FORMULA>
C6H3FN2O7S

> <MOLECULAR_WEIGHT>
266.16

> <EXACT_MASS>
265.964499782

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
19.113369707530126

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-fluoro-2,4-dinitrobenzene-1-sulfonic acid

> <ALOGPS_LOGP>
-0.39

> <JCHEM_LOGP>
1.1768228476666667

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.72457937289925

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.539928105387819

> <JCHEM_POLAR_SURFACE_AREA>
140.64999999999998

> <JCHEM_REFRACTIVITY>
49.53790000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.17e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-fluoro-2,4-dinitrobenzenesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+1
HETATM    8  O   UNK     0      -0.000   4.620   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O-1
HETATM   10  F   UNK     0      -1.334   2.310   0.000  0.00  0.00           F+0
HETATM   11  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+1
HETATM   12  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O-1
HETATM   14  S   UNK     0       1.334  -2.310   0.000  0.00  0.00           S+0
HETATM   15  O   UNK     0       1.334  -3.850   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -0.206  -2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.874  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   14                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    5                                                            
CONECT   11    4   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    3   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Benzenesulfonate,fluoro-2,4-dinitro-(9ci)	Generator
Benzenesulphonate,fluoro-2,4-dinitro-(9ci)	Generator
Benzenesulphonic acid,fluoro-2,4-dinitro-(9ci)	Generator
3-Fluoro-2,4-dinitrobenzene-1-sulfonate	HMDB
3-Fluoro-2,4-dinitrobenzene-1-sulphonate	HMDB
3-Fluoro-2,4-dinitrobenzene-1-sulphonic acid	HMDB

Chemical Formula

C₆H₃FN₂O₇S

Average Molecular Weight

266.16

Monoisotopic Molecular Weight

265.964499782

IUPAC Name

3-fluoro-2,4-dinitrobenzene-1-sulfonic acid

Traditional Name

3-fluoro-2,4-dinitrobenzenesulfonic acid

CAS Registry Number

Not Available

SMILES

OS(=O)(=O)C1=C(C(F)=C(C=C1)[N+]([O-])=O)[N+]([O-])=O

InChI Identifier

InChI=1S/C6H3FN2O7S/c7-5-3(8(10)11)1-2-4(17(14,15)16)6(5)9(12)13/h1-2H,(H,14,15,16)

InChI Key

GZXDQFCBBYDERL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-nitrobenzenesulfonates. These are benzenesulfonic acids (or derivative thereof) carrying a nitro group at the para- position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonic acids and derivatives

Direct Parent

p-Nitrobenzenesulfonates

Alternative Parents

Substituents

P-nitrobenzenesulfonate
P-bromobenzenesulfonate
Arylsulfonic acid or derivatives
Benzenesulfonyl group
Nitrobenzene
1-sulfo,2-unsubstituted aromatic compound
Nitroaromatic compound
Fluorobenzene
Halobenzene
Aryl fluoride
Aryl halide
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Organic nitro compound
C-nitro compound
Organic oxoazanium
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organic oxygen compound
Organofluoride
Organonitrogen compound
Organohalogen compound
Organosulfur compound
Organic salt
Hydrocarbon derivative
Organic oxide
Organic cation
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.39	ALOGPS
logP	1.18	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	140.65 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	49.54 m³·mol⁻¹	ChemAxon
Polarizability	19.11 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]+	149.15	30932474
DeepCCS	[M-H]-	146.792	30932474
DeepCCS	[M-2H]-	180.153	30932474
DeepCCS	[M+Na]+	156.605	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI)	OS(=O)(=O)C1=C(C(F)=C(C=C1)[N+]([O-])=O)[N+]([O-])=O	3482.8	Standard polar	33892256
Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI)	OS(=O)(=O)C1=C(C(F)=C(C=C1)[N+]([O-])=O)[N+]([O-])=O	1407.3	Standard non polar	33892256
Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI)	OS(=O)(=O)C1=C(C(F)=C(C=C1)[N+]([O-])=O)[N+]([O-])=O	2074.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI),1TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C([N+](=O)[O-])C(F)=C1[N+](=O)[O-]	2007.9	Semi standard non polar	33892256
Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI),1TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C([N+](=O)[O-])C(F)=C1[N+](=O)[O-]	2142.2	Standard non polar	33892256
Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI),1TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C([N+](=O)[O-])C(F)=C1[N+](=O)[O-]	2893.8	Standard polar	33892256
Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI),1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C([N+](=O)[O-])C(F)=C1[N+](=O)[O-]	2294.1	Semi standard non polar	33892256
Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI),1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C([N+](=O)[O-])C(F)=C1[N+](=O)[O-]	2397.4	Standard non polar	33892256
Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI),1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C([N+](=O)[O-])C(F)=C1[N+](=O)[O-]	2920.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI) GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-9870000000-1b308f92dc8d9a07d600	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

20087516

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21151034

PDB ID

Not Available

ChEBI ID

Not Available

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

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 Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI) (HMDB0244622)

MOL for HMDB0244622 (Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI))

3D MOL for HMDB0244622 (Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI))

3D SDF for HMDB0244622 (Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI))

3D-SDF for HMDB0244622 (Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI))

PDB for HMDB0244622 (Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI))

3D PDB for HMDB0244622 (Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI))

SMILES for HMDB0244622 (Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI))

INCHI for HMDB0244622 (Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI))

Structure for HMDB0244622 (Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI))

3D Structure for HMDB0244622 (Benzenesulfonic acid,fluoro-2,4-dinitro-(9CI))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

NMR Spectra