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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:59:20 UTC

Update Date

2021-09-26 22:54:41 UTC

HMDB ID

HMDB0245944

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-Nitroaniline

Description

3-Nitroaniline, also known as 3-na, aniline, 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. Based on a literature review a significant number of articles have been published on 3-Nitroaniline. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-nitroaniline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-Nitroaniline 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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Nitro-phenylamine	HMDB
3-NA, aniline	HMDB

Chemical Formula

C₆H₆N₂O₂

Average Molecular Weight

138.126

Monoisotopic Molecular Weight

138.042927441

IUPAC Name

3-nitroaniline

Traditional Name

3-nitroaniline

CAS Registry Number

Not Available

SMILES

NC1=CC(=CC=C1)N(=O)=O

InChI Identifier

InChI=1S/C6H6N2O2/c7-5-2-1-3-6(4-5)8(9)10/h1-4H,7H2

InChI Key

XJCVRTZCHMZPBD-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
Aniline or substituted anilines
C-nitro compound
Organic nitro compound
Organic oxoazanium
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organic nitrogen compound
Primary amine
Organonitrogen compound
Amine
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
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	1.53	ALOGPS
logP	1.08	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Basic)	2.11	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	71.84 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	38.08 m³·mol⁻¹	ChemAxon
Polarizability	12.65 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	124.759	30932474
DeepCCS	[M-H]-	120.974	30932474
DeepCCS	[M-2H]-	158.333	30932474
DeepCCS	[M+Na]+	133.512	30932474
AllCCS	[M+H]+	128.8	32859911
AllCCS	[M+H-H2O]+	124.2	32859911
AllCCS	[M+NH4]+	133.2	32859911
AllCCS	[M+Na]+	134.4	32859911
AllCCS	[M-H]-	122.2	32859911
AllCCS	[M+Na-2H]-	123.8	32859911
AllCCS	[M+HCOO]-	125.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Nitroaniline	NC1=CC(=CC=C1)N(=O)=O	2695.3	Standard polar	33892256
3-Nitroaniline	NC1=CC(=CC=C1)N(=O)=O	1551.9	Standard non polar	33892256
3-Nitroaniline	NC1=CC(=CC=C1)N(=O)=O	1497.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Nitroaniline,1TMS,isomer #1	C[Si](C)(C)NC1=CC=CC([N+](=O)[O-])=C1	1634.6	Semi standard non polar	33892256
3-Nitroaniline,1TMS,isomer #1	C[Si](C)(C)NC1=CC=CC([N+](=O)[O-])=C1	1592.3	Standard non polar	33892256
3-Nitroaniline,1TMS,isomer #1	C[Si](C)(C)NC1=CC=CC([N+](=O)[O-])=C1	1989.2	Standard polar	33892256
3-Nitroaniline,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC([N+](=O)[O-])=C1)[Si](C)(C)C	1671.4	Semi standard non polar	33892256
3-Nitroaniline,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC([N+](=O)[O-])=C1)[Si](C)(C)C	1705.5	Standard non polar	33892256
3-Nitroaniline,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC([N+](=O)[O-])=C1)[Si](C)(C)C	1881.2	Standard polar	33892256
3-Nitroaniline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=CC([N+](=O)[O-])=C1	1944.0	Semi standard non polar	33892256
3-Nitroaniline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=CC([N+](=O)[O-])=C1	1748.5	Standard non polar	33892256
3-Nitroaniline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=CC([N+](=O)[O-])=C1	2100.5	Standard polar	33892256
3-Nitroaniline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC([N+](=O)[O-])=C1)[Si](C)(C)C(C)(C)C	2193.8	Semi standard non polar	33892256
3-Nitroaniline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC([N+](=O)[O-])=C1)[Si](C)(C)C(C)(C)C	2078.7	Standard non polar	33892256
3-Nitroaniline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC([N+](=O)[O-])=C1)[Si](C)(C)C(C)(C)C	2048.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Nitroaniline GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kr-9500000000-41b8dd070adebbed70ef	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Nitroaniline 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 - 3-Nitroaniline 10V, Positive-QTOF	splash10-000i-0900000000-2ea85c7cad818b29f055	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Nitroaniline 20V, Positive-QTOF	splash10-01t9-0900000000-021634cf266129c05e2e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Nitroaniline 40V, Positive-QTOF	splash10-03n9-5900000000-f9d4b2a74496f80694f5	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Nitroaniline 10V, Negative-QTOF	splash10-000i-0900000000-2acbd0cc1f751561f878	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Nitroaniline 20V, Negative-QTOF	splash10-000i-0900000000-946fa0a83169ce0da6b8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Nitroaniline 40V, Negative-QTOF	splash10-002r-3900000000-4c637c3b0a84cc436d40	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

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

7145

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

3-Nitroaniline

METLIN ID

Not Available

PubChem Compound

7423

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 3-Nitroaniline (HMDB0245944)

MOL for HMDB0245944 (3-Nitroaniline)

3D MOL for HMDB0245944 (3-Nitroaniline)

3D SDF for HMDB0245944 (3-Nitroaniline)

3D-SDF for HMDB0245944 (3-Nitroaniline)

PDB for HMDB0245944 (3-Nitroaniline)

3D PDB for HMDB0245944 (3-Nitroaniline)

SMILES for HMDB0245944 (3-Nitroaniline)

INCHI for HMDB0245944 (3-Nitroaniline)

Structure for HMDB0245944 (3-Nitroaniline)

3D Structure for HMDB0245944 (3-Nitroaniline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra