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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:24:29 UTC

Update Date

2021-09-26 22:53:44 UTC

HMDB ID

HMDB0245326

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-

Description

2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-, also known as 4-fluoro-7-sulfobenzofurazan or 7-fluorobenzo-2-oxa-1,3-diazole-4-sulfonate, belongs to the class of organic compounds known as benzoxadiazoles. These are organic compounds containing a benzene fused to an oxadiazole ring (a five-membered ring with two carbon atoms, one nitrogen atom, and one oxygen atom). Based on a literature review a significant number of articles have been published on 2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2,1,3-benzoxadiazole-4-sulfonic acid, 7-fluoro- is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro- 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

  Mrv1652309112100242D          

 14 15  0  0  0  0            999 V2000
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.9979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5306    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1806    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -0.1271    0.0000 F   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  1  0  0  0  0
  6  7  2  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  1  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  2  0  0  0  0
 10 13  1  0  0  0  0
  2 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245326

> <DATABASE_NAME>
hmdb

> <SMILES>
OS(=O)(=O)C1=CC=C(F)C2=NON=C12

> <INCHI_IDENTIFIER>
InChI=1S/C6H3FN2O4S/c7-3-1-2-4(14(10,11)12)6-5(3)8-13-9-6/h1-2H,(H,10,11,12)

> <INCHI_KEY>
BXHVBQRYTWNRSK-UHFFFAOYSA-N

> <FORMULA>
C6H3FN2O4S

> <MOLECULAR_WEIGHT>
218.16

> <EXACT_MASS>
217.979755922

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
16.287928329023252

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.77

> <JCHEM_LOGP>
-1.6240042058051882

> <ALOGPS_LOGS>
-1.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.8862027007371465

> <JCHEM_PKA_STRONGEST_BASIC>
-3.697690081933293

> <JCHEM_POLAR_SURFACE_AREA>
93.29

> <JCHEM_REFRACTIVITY>
42.9737

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.42e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -0.268   1.597   0.000  0.00  0.00           N+0
HETATM    5  O   UNK     0      -1.173   2.843   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      -0.268   4.089   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   10  S   UNK     0       2.530   5.923   0.000  0.00  0.00           S+0
HETATM   11  O   UNK     0       2.530   7.463   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.990   5.923   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       4.070   5.923   0.000  0.00  0.00           O+0
HETATM   14  F   UNK     0       2.530  -0.237   0.000  0.00  0.00           F+0
CONECT    1    2    9                                                       
CONECT    2    1    3   14                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    3    8                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    1                                                       
CONECT   10    8   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
CONECT   14    2                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
7-Fluoro-2,1,3-benzoxadiazole-4-sulfonate	HMDB
7-Fluoro-2,1,3-benzoxadiazole-4-sulphonate	HMDB
7-Fluoro-2,1,3-benzoxadiazole-4-sulphonic acid	HMDB
4-Fluoro-7-sulfobenzofurazan	HMDB
7-Fluorobenzo-2-oxa-1,3-diazole-4-sulfonate	HMDB
AFSBF	HMDB
SBD-F	HMDB
Ammonium 4-fluoro-7-sulfobenzofurazan	HMDB
Ammonium-7-fluorobenzo-2-oxa-1,3-diazole-4-sulfonate	HMDB

Chemical Formula

C₆H₃FN₂O₄S

Average Molecular Weight

218.16

Monoisotopic Molecular Weight

217.979755922

IUPAC Name

7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid

Traditional Name

7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid

CAS Registry Number

Not Available

SMILES

OS(=O)(=O)C1=CC=C(F)C2=NON=C12

InChI Identifier

InChI=1S/C6H3FN2O4S/c7-3-1-2-4(14(10,11)12)6-5(3)8-13-9-6/h1-2H,(H,10,11,12)

InChI Key

BXHVBQRYTWNRSK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoxadiazoles. These are organic compounds containing a benzene fused to an oxadiazole ring (a five-membered ring with two carbon atoms, one nitrogen atom, and one oxygen atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxadiazoles

Sub Class

Not Available

Direct Parent

Benzoxadiazoles

Alternative Parents

Substituents

Arylsulfonic acid or derivatives
Benzoxadiazole
1-sulfo,2-unsubstituted aromatic compound
Aryl fluoride
Aryl halide
Benzenoid
Azole
Furazan
Oxadiazole
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Heteroaromatic compound
Azacycle
Organosulfur compound
Organonitrogen compound
Organofluoride
Organic oxygen compound
Organopnictogen compound
Organic oxide
Organic nitrogen compound
Hydrocarbon derivative
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	-0.77	ALOGPS
logP	-1.6	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	-2.9	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	93.29 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	42.97 m³·mol⁻¹	ChemAxon
Polarizability	16.29 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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-2H]-	173.319	30932474
DeepCCS	[M+Na]+	148.057	30932474
AllCCS	[M+H]+	144.8	32859911
AllCCS	[M+H-H2O]+	140.7	32859911
AllCCS	[M+NH4]+	148.7	32859911
AllCCS	[M+Na]+	149.8	32859911
AllCCS	[M-H]-	134.7	32859911
AllCCS	[M+Na-2H]-	134.8	32859911
AllCCS	[M+HCOO]-	135.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-	OS(=O)(=O)C1=CC=C(F)C2=NON=C12	3089.6	Standard polar	33892256
2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-	OS(=O)(=O)C1=CC=C(F)C2=NON=C12	1336.0	Standard non polar	33892256
2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-	OS(=O)(=O)C1=CC=C(F)C2=NON=C12	1749.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-,1TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C(F)C2=NON=C12	1981.4	Semi standard non polar	33892256
2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-,1TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C(F)C2=NON=C12	1898.5	Standard non polar	33892256
2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-,1TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C(F)C2=NON=C12	2720.3	Standard polar	33892256
2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C(F)C2=NON=C12	2225.3	Semi standard non polar	33892256
2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C(F)C2=NON=C12	2169.3	Standard non polar	33892256
2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C(F)C2=NON=C12	2772.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro- GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gbj-4890000000-154d9bbd8d35a93daf35	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro- GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro- 10V, Positive-QTOF	splash10-014i-0090000000-92d13727c5f9b741d17f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro- 20V, Positive-QTOF	splash10-014i-0490000000-12acbf233df34845b954	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro- 40V, Positive-QTOF	splash10-0v4i-9140000000-8f8db3da6ca6c831398e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro- 10V, Negative-QTOF	splash10-014i-0090000000-f0b56fe795a10af021c3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro- 20V, Negative-QTOF	splash10-014i-0090000000-f0b56fe795a10af021c3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro- 40V, Negative-QTOF	splash10-014j-9700000000-a4ee0a2d3cf644cc8447	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

108692

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

121826

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 2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro- (HMDB0245326)

MOL for HMDB0245326 (2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-)

3D MOL for HMDB0245326 (2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-)

3D SDF for HMDB0245326 (2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-)

3D-SDF for HMDB0245326 (2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-)

PDB for HMDB0245326 (2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-)

3D PDB for HMDB0245326 (2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-)

SMILES for HMDB0245326 (2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-)

INCHI for HMDB0245326 (2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-)

Structure for HMDB0245326 (2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-)

3D Structure for HMDB0245326 (2,1,3-Benzoxadiazole-4-sulfonic acid, 7-fluoro-)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra