6-Nitrobenzo(a)pyrene (CED0020872)

Record Information

Version

1.0

Creation Date

2016-05-19 02:44:04 UTC

Update Date

2026-08-20 04:27:20 UTC

SynCED ID

CED0020872

Secondary Accession Numbers

CHEM008331

Identification

Common Name

6-Nitrobenzo(a)pyrene

Class

Small Molecule

Description

6-Nitrobenzo(a)pyrene is an organic compound with the formula C20H11NO2 and an average molecular weight of 297.31 g/mol. 6-Nitrobenzo(a)pyrene belongs to the benzopyrenes, a subclass of pyrenes within the organic compounds. Within the broader chemical classification, it is categorized as a benzenoid. This substance is found in or released from two recorded sources: electrical and electronic equipment, specifically electric switches and emergency protective devices.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-nitro-benzo[Def]chrysene	ChEMBL
6-nitrobenzo(a)Pyrene	MeSH

Chemical Formula

C₂₀H₁₁NO₂

Average Molecular Mass

297.313 g/mol

Monoisotopic Mass

297.079 g/mol

CAS Registry Number

63041-90-7

IUPAC Name

8-nitropentacyclo[10.6.2.0²,⁷.0⁹,¹⁹.0¹⁶,²⁰]icosa-1(19),2,4,6,8,10,12,14,16(20),17-decaene

Traditional Name

8-nitropentacyclo[10.6.2.0²,⁷.0⁹,¹⁹.0¹⁶,²⁰]icosa-1(19),2,4,6,8,10,12,14,16(20),17-decaene

SMILES

O=N(=O)C1=C2C=CC3=CC=CC4=C3C2=C(C=C4)C2=CC=CC=C12

InChI Identifier

InChI=1S/C20H11NO2/c22-21(23)20-16-7-2-1-6-14(16)15-10-8-12-4-3-5-13-9-11-17(20)19(15)18(12)13/h1-11H

InChI Key

NMMAFYSZGOFZCM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzopyrenes. These are organic compounds containing a benzene fused to a pyrene(benzo[def]phenanthrene) ring system.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Benzo-a-pyrene
Chrysene
Anthracene
Phenanthrene
1-nitronaphthalene
2-nitronaphthalene
Nitroaromatic compound
C-nitro compound
Organic nitro compound
Organic 1,3-dipolar compound
Organic oxoazanium
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organic oxygen compound
Organopnictogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

ortho- and peri-fused polycyclic arene (CHEBI:82503 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	8.9e-06 g/L	ALOGPS
logP	5.98	ALOGPS
logP	5.21	ChemAxon
logS	-7.5	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	45.82 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	90.5 m³·mol⁻¹	ChemAxon
Polarizability	31.38 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0090000000-d431494defc2cc185a8d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0098000000-fc8047e6e1e3b2845f89	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-1094000000-9c9dc413f2f34bfca299	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0091000000-2796c67ebb4fd6d2e359	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0090000000-4961116f5a63cb0fd86b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0f6t-1094000000-75e775d21f8f7444d4f0	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
1555.0 Log mg/kg [870:2800]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000013	Soil?Soil serves as a critical medium for plant growth and sustains various ecological functions; however, it can become a reservoir for synthetic chemical contamination.	Agriculture & land management	PMC9213387
CEDs000511	Conductors Or Conductive Bodies Characterised By The Conductive Materials?Conductors, or conductive bodies, are materials that allow the flow of electrical current, typically made from metals such as copper, aluminum, or silver.	Electrical & Electronic Equipment	PubChem
CEDs000517	Electric Switches?Electric switches, integral components in numerous devices, can be a source of synthetic chemical contamination due to the materials and manufacturing processes involved in their production.	Electrical & Electronic Equipment	PubChem
CEDs000520	Emergency Protective Devices?Emergency protective devices, such as circuit breakers and surge protectors, are essential components in electrical systems designed to prevent damage from overcurrent and surges.	Electrical & Electronic Equipment	PubChem
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs02976	Diesel Exhaust	Energy, oil & gas	PMC4118891

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Cytochrome P450 1A2	P05177	Humans	Predicted (SEA)	Prediction Confidence Score 0.301 Applicability Domain 0.457 Statistical Significance 0.0708 Supporting Reference Compounds 793 E-value 551.25
Click to view 3D structure	DNA-dependent protein kinase catalytic subunit	P78527	Humans	Predicted (SEA)	Prediction Confidence Score 0.281 Applicability Domain 0.346 Statistical Significance 0.0228 Supporting Reference Compounds 219 E-value 177.885
Click to view 3D structure	Carboxylic ester hydrolase	A0A286ZKB1	Sus scrofa	Predicted (SEA)	Prediction Confidence Score 0.281 Applicability Domain 0.346 Statistical Significance 6.50e-04 Supporting Reference Compounds 9 E-value 5.0602
Click to view 3D structure	Toll-like receptor 9	Q9NR96	Humans	Predicted (SEA)	Prediction Confidence Score 0.272 Applicability Domain 0.326 Statistical Significance 0.01 Supporting Reference Compounds 111 E-value 78.2385
Click to view 3D structure	Aryl hydrocarbon receptor	P35869	Humans	Predicted (SEA)	Prediction Confidence Score 0.266 Applicability Domain 0.457 Statistical Significance 0.0046 Supporting Reference Compounds 42 E-value 35.8106
Click to view 3D structure	Heat shock factor protein 1	P38532	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.265 Applicability Domain 0.326 Statistical Significance 0.0365 Supporting Reference Compounds 166 E-value 284.461
Click to view 3D structure	Protein RecA	P9WHJ3	Mycobacterium tuberculosis	Predicted (SEA)	Prediction Confidence Score 0.265 Applicability Domain 0.326 Statistical Significance 0.0517 Supporting Reference Compounds 296 E-value 402.87
Click to view 3D structure	NAD-dependent histone deacetylase SIR2	P06700	Saccharomyces cerevisiae S288c	Predicted (SEA)	Prediction Confidence Score 0.263 Applicability Domain 0.263 Low confidence Statistical Significance 3.20e-04 Supporting Reference Compounds 1 E-value 2.49118
Click to view 3D structure	Trans-cinnamate 4-monooxygenase	Q04468	Helianthus tuberosus	Predicted (SEA)	Prediction Confidence Score 0.262 Applicability Domain 0.262 Low confidence Statistical Significance 0.0017 Supporting Reference Compounds 1 E-value 13.1565
Click to view 3D structure	Amine oxidase [flavin-containing] A	P21397	Humans	Predicted (SEA)	Prediction Confidence Score 0.253 Applicability Domain 0.457 Statistical Significance 0.0803 Supporting Reference Compounds 241 E-value 624.818
Click to view 3D structure	ATP-dependent molecular chaperone HSP82	C4YTQ8	Candida albicans (strain WO-1) (Yeast)	Predicted (SEA)	Prediction Confidence Score 0.252 Applicability Domain 0.283 Low confidence Statistical Significance 0.0609 Supporting Reference Compounds 205 E-value 474.491
Click to view 3D structure	Cytochrome P450 1A1	P04798	Humans	Predicted (SEA)	Prediction Confidence Score 0.245 Applicability Domain 0.25 Low confidence Statistical Significance 0.0254 Supporting Reference Compounds 77 E-value 197.503
Click to view 3D structure	Glycogen synthase kinase-3 beta	P49841	Humans	Predicted (SEA)	Prediction Confidence Score 0.243 Applicability Domain 0.275 Low confidence Statistical Significance 0.4725 Supporting Reference Compounds 1157 E-value 3678.45
Click to view 3D structure	Cytochrome P450 1B1	Q16678	Humans	Predicted (SEA)	Prediction Confidence Score 0.241 Applicability Domain 0.25 Low confidence Statistical Significance 0.0358 Supporting Reference Compounds 88 E-value 279.089
Click to view 3D structure	Xanthine dehydrogenase/oxidase	P80457	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.333 Statistical Significance 0.0081 Supporting Reference Compounds 29 E-value 63.4471
Click to view 3D structure	Endolysin	P00720	Enterobacteria phage T4	Predicted (SEA)	Prediction Confidence Score 0.237 Applicability Domain 0.237 Low confidence Statistical Significance 0.0045 Supporting Reference Compounds 1 E-value 35.3435
Click to view 3D structure	Replicase polyprotein 1ab	K9N7C7	Middle East respiratory syndrome-related coronavirus (isolate United Kingdom/H123990006/2012)	Predicted (SEA)	Prediction Confidence Score 0.237 Applicability Domain 0.308 Statistical Significance 0.0047 Supporting Reference Compounds 48 E-value 36.9784
Click to view 3D structure	Broad substrate specificity ATP-binding cassette transporter ABCG2	Q9UNQ0	Humans	Predicted (SEA)	Prediction Confidence Score 0.235 Applicability Domain 0.25 Low confidence Statistical Significance 0.1228 Supporting Reference Compounds 126 E-value 956.3
Click to view 3D structure	Arylsulfatase	P51691	Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)	Predicted (SEA)	Prediction Confidence Score 0.234 Applicability Domain 0.234 Low confidence Statistical Significance 0.0041 Supporting Reference Compounds 1 E-value 32.0739
Click to view 3D structure	Type-1 angiotensin II receptor	P30556	Humans	Predicted (SEA)	Prediction Confidence Score 0.233 Applicability Domain 0.306 Statistical Significance 0.1319 Supporting Reference Compounds 141 E-value 1026.91
Click to view 3D structure	Genome polyprotein	P29990	dengue virus type 2	Predicted (SEA)	Prediction Confidence Score 0.232 Applicability Domain 0.298 Low confidence Statistical Significance 0.0503 Supporting Reference Compounds 58 E-value 391.348
Click to view 3D structure	ATP phosphoribosyltransferase	P9WMN1	Mycobacterium tuberculosis	Predicted (SEA)	Prediction Confidence Score 0.232 Applicability Domain 0.295 Low confidence Statistical Significance 0.0021 Supporting Reference Compounds 2 E-value 16.1926
Click to view 3D structure	Poly [ADP-ribose] polymerase 1	P09874	Humans	Predicted (SEA)	Prediction Confidence Score 0.232 Applicability Domain 0.28 Low confidence Statistical Significance 0.1185 Supporting Reference Compounds 146 E-value 922.202
Click to view 3D structure	Peptidoglycan-N-acetylglucosamine deacetylase BC_1974	Q81EJ6	Bacillus cereus (strain ATCC 14579 / DSM 31 / JCM 2152 / NBRC 15305 /NCIMB 9373 / NRRL B-3711)	Predicted (SEA)	Prediction Confidence Score 0.229 Applicability Domain 0.229 Low confidence Statistical Significance 0.0138 Supporting Reference Compounds 1 E-value 107.51
Click to view 3D structure	Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	Humans	Predicted (SEA)	Prediction Confidence Score 0.228 Applicability Domain 0.28 Low confidence Statistical Significance 0.0644 Supporting Reference Compounds 90 E-value 501.738