Showing Compound Diphenylamine (FDB010494)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:09 UTC

Update date

2020-02-24 19:10:59 UTC

Primary ID

FDB010494

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Diphenylamine

Description

It is used for control of superficial scald in stored apples Diphenylamine is the organic compound with the formula (C6H5)2NH. It is a colourless solid, but samples are often yellow due to oxidized impurities.; It is a weak base, with a KB of 10?14. With strong acids, it forms the water soluble salt. Diphenylamine is found in many foods, some of which are wild celery, tea, lemon, and garden onion.

CAS Number

122-39-4

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
(Phenylamino)benzene	ChEBI
Anilinobenzene	ChEBI
C6H5-NH-C6H5	ChEBI
DPA	ChEBI
N,N-Diphenylamine	ChEBI
N-Phenylbenzenamine	ChEBI
(phenylamino)-Benzene	HMDB
2-Biphenylyl-N-pyridyl-acetamide	HMDB
2-Biphenylyl-N-pyridylacetamide	HMDB
anilino-Benzene	HMDB
Benzenamine, N-phenyl-, styrenated	HMDB
Big dipper	HMDB
Deccoscald 282	HMDB
DFA	HMDB
Difenylamin	HMDB
Diphenpyramide	HMDB
Diphenyl-amine	HMDB
Diphenylamine indicator	HMDB
Diphenylamine, acs	HMDB
Diphenylamine, reaction product with 2,2,4-trimethylpentene	HMDB
N-Fenylanilin	HMDB
N-Phenyl-aniline	HMDB
N-Phenyl-benzenamine	HMDB
N-Phenylbenzenamine, 9ci	HMDB
N-Phenylbenzenamine, styrenated	HMDB
N-Phenylbenzeneamine	HMDB
Naugalube 428l	HMDB
no Scald	HMDB
no Scald dpa 283	HMDB
NO-Scald	HMDB
NO-Scald dpa 283	HMDB
Phenylaniline	HMDB
Poly(diphenylamine)	HMDB
Pyridyl-biphenylyl-acetamide	HMDB
Scaldip	HMDB
Shield dpa	HMDB
Styrenated diphenylamine	HMDB
Styrene, reaction product with diphenylamine	HMDB
(Phenylamino)-benzene	HMDB
(phenylamino)benzene	biospider
Acetamide, 2-biphenylyl-N-pyridyl-	biospider
Aniline, n-phenyl-	biospider
Anilino-benzene	HMDB
Benzenamine, n-phenyl-	biospider
Benzenamine, n-phenyl-, styrenated	biospider
Benzene, (phenylamino)-	biospider
Benzene, anilino-	biospider
N-fenylanilin	biospider
N-phenylaniline	biospider
N-phenylbenzenamine	biospider
N-Phenylbenzenamine, 9CI	db_source
N-phenylbenzenamine, styrenated	biospider
N-phenylbenzeneamine	biospider
N,n-diphenylamine	biospider
Naugalube 428L	biospider
No scald	biospider
No scald dpa 283	biospider
No-scald	biospider
No-Scald DPA 283	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.25 g/L	ALOGPS
logP	3.34	ALOGPS
logP	3.41	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Basic)	0.78	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	12.03 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	54.54 m³·mol⁻¹	ChemAxon
Polarizability	19.26 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C12H11N

IUPAC name

N-phenylaniline

InChI Identifier

InChI=1S/C12H11N/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10,13H

InChI Key

DMBHHRLKUKUOEG-UHFFFAOYSA-N

Isomeric SMILES

N(C1=CC=CC=C1)C1=CC=CC=C1

Average Molecular Weight

169.2224

Monoisotopic Molecular Weight

169.089149357

Classification

Description

Belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Aniline and substituted anilines

Direct Parent

Aniline and substituted anilines

Alternative Parents

Substituents

Aniline or substituted anilines
Secondary amine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

secondary amino compound (CHEBI:4640 )
aromatic amine (CHEBI:4640 )
bridged diphenyl fungicide (CHEBI:4640 )
a small molecule (CPD-9937 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant

Biological location:

Subcellular:

Biofluid and excreta:

Saliva

Role

Environmental role:

Biological role:

Antioxidant

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 85.17%; H 6.55%; N 8.28%	DFC
Melting Point	Mp 52-54°	DFC
Boiling Point	Bp 302°	DFC
Experimental Water Solubility	0.053 mg/mL at 20 oC	YALKOWSKY,SH & HE,Y (2003)
Experimental logP	3.50	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-014i-5900000000-8c8ae83e5ede4467297a	2014-09-20	View Spectrum
GC-MS	Diphenylamine, non-derivatized, GC-MS Spectrum	splash10-014i-2900000000-0f2d7d76998f0e03ab74	Spectrum
GC-MS	Diphenylamine, non-derivatized, GC-MS Spectrum	splash10-014i-0900000000-86a150c3e0c06fd6c431	Spectrum
GC-MS	Diphenylamine, non-derivatized, GC-MS Spectrum	splash10-014i-8900000000-43ff93288efd91fa24fd	Spectrum
GC-MS	Diphenylamine, non-derivatized, GC-MS Spectrum	splash10-014i-2900000000-0f2d7d76998f0e03ab74	Spectrum
GC-MS	Diphenylamine, non-derivatized, GC-MS Spectrum	splash10-014i-0900000000-86a150c3e0c06fd6c431	Spectrum
GC-MS	Diphenylamine, non-derivatized, GC-MS Spectrum	splash10-014i-8900000000-43ff93288efd91fa24fd	Spectrum
Predicted GC-MS	Diphenylamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-014i-2900000000-95ad298f6a9717294697	Spectrum
Predicted GC-MS	Diphenylamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-00di-0900000000-336cf3dcad8a94f8f2fe	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-00di-0900000000-17db2a0cdb58bb5824c3	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-00di-3900000000-2a0efcae7cb8dd177041	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-006x-9800000000-e79da21524f340fefcd4	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0006-9200000000-d3f71eb25d134e12dec6	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0006-9100000000-5dfcdb1d8c44264cc153	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-00di-0900000000-2283250c2cf8e7fdffbd	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-00di-2900000000-3a5b94cdf663cbe3bc48	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0006-9200000000-797a3103a29e18b04c1c	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0006-9000000000-cbc979c9a66db9d0b5c4	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0006-9000000000-f417cc3873e4f1ad2c80	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-00di-0900000000-cf90bb96548b3a94c35b	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-00di-2900000000-76156abb74c363853359	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0006-9300000000-30558c8720d9f497b7e0	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0006-9200000000-5838e4d5ff5e8f3a9323	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0006-9200000000-9d965a101be070305d88	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-00di-0900000000-2228916b18e1afebcbc6	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-00di-0900000000-12e21d12706763f57b90	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-00dl-4900000000-f2aab9a54df33c3c9126	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-00c2a79f600db264c67d	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0900000000-3f72bbc5daf7c9fd9558	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0v4l-9700000000-f5a6b692c949f5a02f60	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-10096022c5cd3d396374	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0900000000-899ac00162614581a441	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-5900000000-4f65d69ee98d44ec919f	2016-08-03	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, experimental)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)		Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

4640

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB32562

CRC / DFC (Dictionary of Food Compounds) ID

FBK63-A:FBK63-A

EAFUS ID

Not Available

Dr. Duke ID

DIPHENYLAMINE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Diphenylamine

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
anti diabetic	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
hypoglycemic	35526	A drug which lowers the blood glucose level.	DUKE
nephrotoxic	50909	A role played by a chemical compound exihibiting itself through the ability to induce damage to the kidney in animals.	DUKE
antioxidant	22586	A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.	CHEBI