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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 23:04:06 UTC

Update Date

2021-09-26 22:54:51 UTC

HMDB ID

HMDB0246025

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3,4-Dichloroaniline

Description

3,4-Dichloroaniline, also known as 3,4-DCA, belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it. Based on a literature review very few articles have been published on 3,4-Dichloroaniline. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3,4-dichloroaniline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3,4-Dichloroaniline 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 Stereo Labels

Synonyms

Value	Source
1-Amino-3,4-dichlorobenzene	ChEBI
3,4-DCA	ChEBI
3,4-Dichloranilin	ChEBI
3,4-Dichloraniline	ChEBI
3,4-Dichlorobenzenamine	ChEBI
4,5-Dichloroaniline	ChEBI
m,p-Dichloroaniline	ChEBI

Chemical Formula

C₆H₅Cl₂N

Average Molecular Weight

162.01

Monoisotopic Molecular Weight

160.9799046

IUPAC Name

3,4-dichloroaniline

Traditional Name

3,4-dichloroaniline

CAS Registry Number

Not Available

SMILES

NC1=CC(Cl)=C(Cl)C=C1

InChI Identifier

InChI=1S/C6H5Cl2N/c7-5-2-1-4(9)3-6(5)8/h1-3H,9H2

InChI Key

SDYWXFYBZPNOFX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Halobenzenes

Direct Parent

Dichlorobenzenes

Alternative Parents

Substituents

Aniline or substituted anilines
1,2-dichlorobenzene
Aryl halide
Aryl chloride
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Organochloride
Organohalogen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dichloroaniline (CHEBI:16767 )
a small molecule (34-DICHLOROANILINE )

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	2.74	ALOGPS
logP	2.35	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Basic)	2.78	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	26.02 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	40.37 m³·mol⁻¹	ChemAxon
Polarizability	14.62 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	130.559	30932474
DeepCCS	[M-H]-	126.73	30932474
DeepCCS	[M-2H]-	164.204	30932474
DeepCCS	[M+Na]+	139.743	30932474
AllCCS	[M+H]+	131.0	32859911
AllCCS	[M+H-H2O]+	126.4	32859911
AllCCS	[M+NH4]+	135.2	32859911
AllCCS	[M+Na]+	136.4	32859911
AllCCS	[M-H]-	124.6	32859911
AllCCS	[M+Na-2H]-	126.7	32859911
AllCCS	[M+HCOO]-	129.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,4-Dichloroaniline	NC1=CC(Cl)=C(Cl)C=C1	2550.1	Standard polar	33892256
3,4-Dichloroaniline	NC1=CC(Cl)=C(Cl)C=C1	1354.5	Standard non polar	33892256
3,4-Dichloroaniline	NC1=CC(Cl)=C(Cl)C=C1	1442.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,4-Dichloroaniline,1TMS,isomer #1	C[Si](C)(C)NC1=CC=C(Cl)C(Cl)=C1	1591.5	Semi standard non polar	33892256
3,4-Dichloroaniline,1TMS,isomer #1	C[Si](C)(C)NC1=CC=C(Cl)C(Cl)=C1	1533.1	Standard non polar	33892256
3,4-Dichloroaniline,1TMS,isomer #1	C[Si](C)(C)NC1=CC=C(Cl)C(Cl)=C1	1742.7	Standard polar	33892256
3,4-Dichloroaniline,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=C(Cl)C(Cl)=C1)[Si](C)(C)C	1610.5	Semi standard non polar	33892256
3,4-Dichloroaniline,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=C(Cl)C(Cl)=C1)[Si](C)(C)C	1690.9	Standard non polar	33892256
3,4-Dichloroaniline,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=C(Cl)C(Cl)=C1)[Si](C)(C)C	1687.6	Standard polar	33892256
3,4-Dichloroaniline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=C(Cl)C(Cl)=C1	1808.5	Semi standard non polar	33892256
3,4-Dichloroaniline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=C(Cl)C(Cl)=C1	1738.0	Standard non polar	33892256
3,4-Dichloroaniline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=C(Cl)C(Cl)=C1	1874.8	Standard polar	33892256
3,4-Dichloroaniline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C(Cl)C(Cl)=C1)[Si](C)(C)C(C)(C)C	2031.3	Semi standard non polar	33892256
3,4-Dichloroaniline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C(Cl)C(Cl)=C1)[Si](C)(C)C(C)(C)C	2107.6	Standard non polar	33892256
3,4-Dichloroaniline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C(Cl)C(Cl)=C1)[Si](C)(C)C(C)(C)C	1905.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dichloroaniline GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-3900000000-fde95314775812ef74b1	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dichloroaniline 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4-Dichloroaniline 10V, Positive-QTOF	splash10-03di-0900000000-43c76730a90efe6a61e8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4-Dichloroaniline 50V, Positive-QTOF	splash10-004i-0900000000-fc18d880a37b793eb0b0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4-Dichloroaniline 10V, Positive-QTOF	splash10-03di-0900000000-b4f0db517b65c61c4579	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4-Dichloroaniline 20V, Positive-QTOF	splash10-01t9-0900000000-b18d1b0bc35054b62e28	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4-Dichloroaniline 40V, Positive-QTOF	splash10-004i-0900000000-29610b0d50a21801eb53	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4-Dichloroaniline 35V, Positive-QTOF	splash10-03di-0900000000-c9ec000bbb9e79cbe9e2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3,4-Dichloroaniline 30V, Positive-QTOF	splash10-004i-0900000000-6dfcd65f1c106915f851	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dichloroaniline 10V, Positive-QTOF	splash10-03di-0900000000-65b1fcf232bdff35d690	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dichloroaniline 20V, Positive-QTOF	splash10-03di-0900000000-8f58a8ffe7bd605ae03a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dichloroaniline 40V, Positive-QTOF	splash10-01q9-5900000000-c712ee8da7c95115c31b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dichloroaniline 10V, Negative-QTOF	splash10-0a4i-0900000000-4565ba02bc898359a0d2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dichloroaniline 20V, Negative-QTOF	splash10-0a4i-0900000000-4565ba02bc898359a0d2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dichloroaniline 40V, Negative-QTOF	splash10-0a4i-4900000000-9a7ff5a15d15c2b9825f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dichloroaniline 10V, Positive-QTOF	splash10-03di-0900000000-923795c444371b4a581e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dichloroaniline 20V, Positive-QTOF	splash10-03di-0900000000-3a4ad8d2ffa2477ea566	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dichloroaniline 40V, Positive-QTOF	splash10-001j-6900000000-e104bc68896e349078ba	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dichloroaniline 10V, Negative-QTOF	splash10-0a4i-0900000000-0538ea7f1a225ce225ae	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dichloroaniline 20V, Negative-QTOF	splash10-0a4i-0900000000-0538ea7f1a225ce225ae	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dichloroaniline 40V, Negative-QTOF	splash10-0a59-8900000000-2ad4af9261f2c8f22fb3	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

13860720

KEGG Compound ID

C02791

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dichloroaniline

METLIN ID

Not Available

PubChem Compound

7257

PDB ID

Not Available

ChEBI ID

16767

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1003881

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 3,4-Dichloroaniline (HMDB0246025)

MOL for HMDB0246025 (3,4-Dichloroaniline)

3D MOL for HMDB0246025 (3,4-Dichloroaniline)

3D SDF for HMDB0246025 (3,4-Dichloroaniline)

3D-SDF for HMDB0246025 (3,4-Dichloroaniline)

PDB for HMDB0246025 (3,4-Dichloroaniline)

3D PDB for HMDB0246025 (3,4-Dichloroaniline)

SMILES for HMDB0246025 (3,4-Dichloroaniline)

INCHI for HMDB0246025 (3,4-Dichloroaniline)

Structure for HMDB0246025 (3,4-Dichloroaniline)

3D Structure for HMDB0246025 (3,4-Dichloroaniline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra