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Benzo[k]fluoranthen

Benzo(K)Fluoranthene

HCID 9158
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TeilstruktursucheÄhnliche Strukturen suchen

Grundinformationen

CAS
207-08-9
Standard-SMILES
c1ccc2cc3c(cc2c1)-c1cccc2cccc-3c12
InChIKey
HAXBIWFMXWRORI-UHFFFAOYSA-N
Summenformel
C20H12
Durchschnittliche Molmasse
252,3 g/mol
Monoisotopische Masse
252,09390038

Überblick

Benzo[k]fluoranthene can cause cancer according to an independent committee of scientific and health experts.

Namen und Bezeichner

Bevorzugter Name
Benzo(K)Fluoranthene
IUPAC
benzo[k]fluoranthene
Lokaler Name
Benzo[k]fluoranthen
Englischer Name
Benzo[k]fluoranthene
Summenformel
C20H12
Molmasse
252.31

Namen und Synonyme

Benzo[k]fluoranthene207-08-9BENZO(K)FLUORANTHENE8,9-Benzofluoranthene11,12-Benzofluoranthene8,9-BenzfluorantheneDibenzo(b,jk)fluorene2,3,1',8'-BinaphthyleneDTXSID002390911,12-Benzo(k)fluorantheneU0P6LY48VFbenzo(k)-fluoranthene
Weitere Namen anzeigen
Benzo(k)fluorBenzo(k)uoranthenenzo[k]fluorantheneBenzo[k]fluoratheneBenzo(k)fluoranthen
Dibenzo[b,jk]fluoreneDTXCID703909Benzokfluoranthene8,9-BenzofluoratheneRefChem:1182512,3,1',8'-BINAPTHYLENE205-916-6pentacyclo(10.7.1.02,11.04,9.016,20)icosa-1(20),2,4,6,8,10,12,14,16,18-decaene

Datenbank-Bezeichner

CAS
207-08-9
PubChem CID
9158
DTXSID
DTXSID0023909
ChEMBL
CHEMBL1441574
ChEBI
CHEBI:34569
UNII

Eigenschaften

Berechnete Struktureigenschaften

XLogP
6,4
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
0
Schwere Atome
20
Formalladung
0
Komplexität
338

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Carcinogens

Semi-Volatile Organic Compound (SVOC)

Polymers · 2 Einträge

Other Classes -> Polycyclic Aromatic Hydrocarbons

Polycyclic aromatic hydrocarbon

SpringerMaterials PropertiesBoiling point
PesticidesPesticide -> EPA IRIS
LogP · 3 Einträge

log Kow = 6.11

6.84

6.11

Color/Form · 2 Einträge

Yellow prisms from hexane or acetic acid

Yellow plates from alcohol; needles from acetic acid

Solubility · 5 Einträge

less than 1 mg/mL at 68 °F (NTP, 1992)

In water, 8.0X10-4 mg/L at 25 °C

In water, 0.00076 ppm at 25 °C

Soluble in ethanol, benzene, and acetic acid.

Solubility in water: none

Endocrine DisruptorsPotential endocrine disrupting compound

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H350: May cause cancer [Danger Carcinogenicity]

P203, P273, P280, P318, P391, P405, and P501 (click each P-code to see the statement)

Danger

H350 (100%): May cause cancer [Danger Carcinogenicity]

P203, P273, P280, P318, P391, P405, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory Information · 5 Einträge

Hazard Traits - Bioaccumulation; Carcinogenicity; Environmental Persistence

Substance: Benzo[k]fluoranthene

Substance: Benzo[k]fluoranthene

Benzokfluoranthene: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelPoison
Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Fire Potential/Benzo(b)fluoranthene/ is combustible.
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits acrid smoke and irritating fumes. (NTP, 1992)
Hazards Summary · 2 Einträge

An irritant; [MSDSonline] Danger of cutaneous absorption; [MAK] See POLYCYCLIC AROMATIC HYDROCARBONS.

The major hazards encountered in the use and handling of benzo(k)fluoranthene stem from its toxicologic properties. Exposure to this pale yellow crystalline substance may occur from its ubiquitous presence in products of incomplete combustion from such activities as running gasoline engines, or using coal or oil burning stoves. The major toxicologic effect of concern is the possible carcinogenicity to humans. Mechanical ventilation should be used to control exposure. However, in activities and situations where over-exposure may occur, wear a respirator and protective suit (preferably one piece, disposable, closely fitting at the ankles and wrists), including gloves, hair covering, and overshoes. Smoking, eating, and drinking should be prohibited in benzo(k)fluoranthene work areas. Transport of this substance should be in a securely sealed container which is placed in a second unbreakable, leakproof container. Before implementing land disposal of benzo(k)fluoranthene, consult with environmental regulatory agencies for guidance.

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 6 Einträge

The environmentally widespread polycyclic aromatic hydrocarbon (PAH) benzo[k]fluoranthene is a potent AHH inducer. This has been proven by recording the benz[a]anthracene metabolite profile in the rat liver by means of gas chromatography/mass spectrometry (GC/MS) technique. Even a total dose of 3 times 50 micrograms/kg body wt increases the metabolism of benz[a]anthracene by a factor of 2. The formation of the 8,9- as well as the 5,6-dihydrodiol is stimulated to about the same extent, whereas the formation of the 10,11-dihydrodiol is suppressed. After comparatively low doses of the inducer, a metabolite is formed which corresponds in all parameters with the postulated ultimate carcinogen 3,4-dihydroxy-1,2-epoxy-1,2,3,4-tetrahydrobenz[a]anthracene. This metabolite and a number of other primary and secondary oxidation products could be identified after incubation with induced but not with normal microsomes. Therefore, it should be emphasised that metabolite profiles have to be recorded instead of measuring brutto conversions of PAH substrates to evaluate inducing effects.

The metabolism of the environmental agents benzo(j)-fluoranthene and benzo(k)fluoranthene was investigated using supernatants from the livers of Aroclor 1254-pretreated rats, which are effective in activating benzo(j)fluoranthene and benzo(k)fluoranthene to metabolites mutagenic toward Salmonella typhimurium TA 100. Six bands of metabolites of benzo(j)fluoranthene were separated by high-pressure liquid chromatography, and each band was tested for mutagenicity toward S. typhimurium TA 100 with activation. The major mutagenic band contained two dihydrodiols, one of which was identified as 9,10-dihydro-9, 10-dihydroxybenzo(j)fluoranthene by comparison to a synthetic reference standard. 9,10-Dihydro-9,10-dihydroxybenzo(j)fluoranthene was mutagenic toward S. typhimurium TA 100 with activation, presumably as a result of conversion to the corresponding dihydrodiol-epoxide. The major dihydrodiol metabolite of benzo(k)fluoranthene was identified, by comparison to a synthetic standard, as 8,9-dihydro-8,9-dihydroxybenzo(k)fluoranthene. This dihydrodiol, which could also be converted to a dihydrodiol-epoxide, was mutagenic toward S. typhimurium TA 100 with activation. The results of this study indicate that metabolism to dihydrodiols is one pathway in the activation of benzo(j)fluoranthene and benzo(k)fluoranthene to ultimate mutagens for S. typhimurium TA 100.

The metabolism of 3-, 8- and 9-fluorobenzo[k]fluoranthene (B[k]F) relative to B[k]F was investigated. The major metabolites of B[k]F formed in vitro using rat liver S-9 metabolism systems were 8,9-dihydro-8,9-dihydroxyB[k]F, the 2,3-quinone of B[k]F and 3-, 8- and 9-hydroxyB[k]F. Fluorine substitution within the structure of B[k]F substantially altered the types of metabolites formed in vitro. The most pronounced effect was observed with 9-fluoroB[k]F. In contrast to B[k]F, the 8,9-dihydro-8,9-dihydroxy-, 9-hydroxy- and 10,11-dihydro-10,11-dihydroxy derivatives were not detected as metabolites of 9-fluoroB[k]F. However, either the 2,3- or 4,5-dihydrodiol of 9-fluoroB[k]F was detected. In the case of 8-fluoroB[k]F, neither the 8- nor 11-hydroxy- derivatives were detected. The principle dihydrodiols formed from 8-fluoroB[k]F were the 10,11-dihydrodiol and either the 2,3-or 4,5-dihydrodiol. The pattern of metabolites formed with 3-fluoroB[k]F was similar to that observed with B[k]F with the exception that neither the 3- nor 4-hydroxy derivatives were formed. Mass spectral data indicated that fluoro substitution is not lost to any appreciable extent during the metabolism of 3-, 8- and 9-fluoroB[k]F. The mutagenic activity of these B[k]F fluoro derivatives along with B[k]F, 2,3-dihydro-2,3-dihydroxyB[k]F, the 2,3-quinone of B[k]F and 8,9-dihydro-8,9-dihydroxyB[k]F were evaluated in Salmonella typhimurium TA100 in the presence of rat liver S-9 metabolism systems. 3-FluoroB[k]F was more mutagenic than B[k]F, while both 8- and 9-fluoroB[k]F were less active. While the 2,3-dihydrodiol and 2,3-quinone were weakly active, the 8,9-dihydrodiol had similar mutagenic potency to B[k]F.

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U0P6LY48VF
EC Number
205-916-6
Nikkaji
J35.618B
Boiling Point · 3 Einträge

896 °F at 760 mmHg (NTP, 1992)

480 °C

480 °C

Decomposition · 2 Einträge

Hazardous decomposition products formed under fire conditions - Carbon oxides.[Sigma-Aldrich; Safety Data Sheet for Benzo

When heated to decomposition it emits acrid smoke and irritating fumes.

Melting Point · 3 Einträge

423 °F (NTP, 1992)

217 °C

217 °C

Vapor Pressure · 2 Einträge

9.59e-11 mmHg at 77 °F (NTP, 1992)

9.65X10-10 mm Hg at 25 °C

Physikochemische Eigenschaften

Schmelzpunkt
215 · 215-217 °C(lit.)
Siedepunkt
480 °C · 480 °C
Dichte
1.286 · 1.286
Dampfdruck
9.59 x · 9.59 x 10-11 mmHg at 25 °C (extrapolated from vapor pressures determined at higher temperatures, Puppet al., 1974)
Brechungsindex
1.839 · 1.8390 (estimate)
Flammpunkt
100 °C · 100 °C
storage temp.
2 · 2-8°C
Löslichkeit
95 % · 95% ethanol: <1mg/mL at 20°C
pka
15 · >15 (Christensen et al., 1975)
Farbe
Pale yellow needles
Wasserlöslichkeit
1.09 μg/L · 1.09 μg/L at 25 °C (de Maagd et al., 1998)
BRN
1873745 · 1873745
Henry's Law Constant
2.17 · 2.17, 4.24, 10.56, 13.62, 19.54, and 39.77 at 10.0, 20.0, 35.0, 40.1, 45.0, and 55.0 °C, respectively (wetted-wall column, ten Hulscher et al., 1992)
Stabilität
Stable. Combustible. Incompatible with strong oxidizing agents.
Major Application
environmental
InChI
1S/C20H12/c1-2-6-15-12-19-17-10-4-8-13-7-3-9-16(20(13)17)18(19)11-14(15)5-1/h1-12H
InChIKey
HAXBIWFMXWRORI-UHFFFAOYSA-N
SMILES
c1ccc2cc-3c(cc2c1)-c4cccc5cccc-3c45
CAS Datenbank
207 · 207-08-9(CAS DataBase Reference)
EPA chemische Informationen
Benzo[k]fluoranthene (207-08-9)
Reactive GroupHydrocarbons, Aromatic
EC ClassificationSymbol: T, N; R: 45-50/53; S: 53-45-60-61
Special Reports · 4 Einträge

USEPA; Ambient Water Quality Criteria Doc: Polynuclear Aromatic Hydrocarbons (Draft) (1980)

USEPA; Health and Environmental Effects Profile for Benzo(k)fluoranthene (1987) ECAO-CIN-P229

National Toxicology Program. Report on Carcinogens, Fourteenth Edition (2016). The Report on Carcinogens is an informational scientific and public health document that identifies and discusses substances (including agents, mixtures, or exposure circumstances) that may pose a carcinogenic hazard to human health. Benzo(k)fluoranthene (207-08-9) is listed as reasonably anticipated to be a human carcinogen. /Polycyclic Aromatic Hydrocarbons/[Available from, as of November 22, 2016: http://ntp.niehs.nih.gov/pubhealth/roc/index-1.html]

U.S. Dept Health & Human Services/Agency for Toxic Substances Disease Registry; Toxicological Profile for Polycyclic Aromatic Hydrocarbons (Update) (1995) NTIS# PB/95/264370

OSHA StandardsPermissible Exposure Limit: Table Z-1 8-hr Time Weighted Avg: 0.2 mg/cu m. /Coal tar pitch volatiles (benzene soluble fraction), anthracene, BaP, phenanthrene, acridine, chrysene, pyrene/
Reactivity ProfileBENZO[K]FLUORANTHENE can react with strong oxidizing agents. May react with electrophiles, peroxides, nitrogen oxides and sulfur oxides (NTP, 1992)
Chemical DangersUpon heating, toxic fumes are formed. Decomposes on heating. This produces toxic fumes.

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

In case of fire in the surroundings, use appropriate extinguishing media.

First Aid Measures · 4 Einträge

Fresh air, rest.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Refer for medical attention .

First Aid · 1 Eintrag

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Safe StorageProvision to contain effluent from fire extinguishing. Well closed.
Fire Fighting Procedures · 2 Einträge

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical, or carbon dioxide.[Sigma-Aldrich; Safety Data Sheet for Benzo

Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.[Sigma-Aldrich; Safety Data Sheet for Benzo

Storage Conditions · 2 Einträge

Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature 2 - 8 °C. Storage class (TRGS 510): Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects.[Sigma-Aldrich; Safety Data Sheet for Benzo

PRECAUTIONS FOR "CARCINOGENS": Storage site should be as close as practicable to lab in which carcinogens are to be used, so that only small quantities required for ... expt need to be carried. Carcinogens should be kept in only one section of cupboard, an explosion proof refrigerator or freezer (depending on chemicophysical properties ...) that bears appropriate label. An inventory ... should be kept, showing quantity of carcinogen & date it was acquired ... Facilities for dispensing ... should be contiguous to storage area. /Chemical Carcinogens/

Cleanup Methods · 2 Einträge

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal.[Sigma-Aldrich; Safety Data Sheet for Benzo

PRECAUTIONS FOR "CARCINOGENS": A high-efficiency particulate arrestor (HEP) or charcoal filters can be used to minimize amt of carcinogen in exhausted air ventilated safety cabinets, lab hoods, glove boxes or animal rooms ... Filter housing that is designed so that used filters can be transferred into plastic bag without contaminating maintenance staff is avail commercially. Filters should be placed in plastic bags immediately after removal ... The plastic bag should be sealed immediately ... The sealed bag should be labelled properly ... Waste liquids ... should be placed or collected in proper containers for disposal. The lid should be secured & the bottles properly labelled. Once filled, bottles should be placed in plastic bag, so that outer surface ... is not contaminated ... The plastic bag should also be sealed & labelled. ... Broken glassware ... should be decontaminated by solvent extraction, by chemical destruction, or in specially designed incinerators. /Chemical Carcinogens/

Nonfire Spill Response · 1 Eintrag

SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 5 Einträge

SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.

SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.

Product: Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber; Contaminated packaging: Dispose of as unused product.[Sigma-Aldrich; Safety Data Sheet for Benzo

PRECAUTIONS FOR "CARCINOGENS": There is no universal method of disposal that has been proved satisfactory for all carcinogenic compounds. Specific methods of chem destruction ... published have not been tested on all kinds of carcinogen containing waste. ... summary of avail methods & recommendations ... /given/ must be treated as guide only. /Chemical Carcinogens/

For more Disposal Methods (Complete) data for BENZO(K)FLUORANTHENE (8 total), please visit the HSDB record page.

Spillage DisposalSweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations. Do NOT let this chemical enter the environment.
Preventive Measures · 5 Einträge

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided.[Sigma-Aldrich; Safety Data Sheet for Benzo

Precautions for safe handling: Avoid formation of dust and aerosols. Further processing of solid materials may result in the formation of combustible dusts. The potential for combustible dust formation should be taken into consideration before additional processing occurs. Provide appropriate exhaust ventilation at places where dust is formed.[Sigma-Aldrich; Safety Data Sheet for Benzo

Appropriate engineering controls: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.[Sigma-Aldrich; Safety Data Sheet for Benzo

Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.[Sigma-Aldrich; Safety Data Sheet for Benzo

For more Preventive Measures (Complete) data for BENZO(K)FLUORANTHENE (17 total), please visit the HSDB record page.

Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

Toxikologische Informationen

Body Burden · 2 Einträge

Benzo(k)fluoranthene was not detected (detection limit 1.5 ng/g lipid weight) in the adipose tissue of 43 Korean women; samples were collected May 2007 to May 2008(1). The median benzo(k)fluoranthene blood concentration of 56 children (ages 2-12 years) was 4.0 ppb; samples were collected in Lucknow, India Sep 2005 to Aug 2006(2).

Benzo(k)fluoranthene concentrations were measured in human milk, placenta and umbilical cord blood collected 2005 to 2006 from 40 non-smoking mothers living in Beijing, China for at least 6 years, with the following results(1):[Table#5598]

TreatmentThere is no known antidote for PAHs. Exposure is usually handled with symptomatic treatment. (L10)
Interactions · 4 Einträge

In this study we evaluated the exposure effects of mixtures of five polycyclic aromatic hydrocarbons (PAHs); namely, benzo[a]anthracene, benzo[a]pyrene, benzo[b]fluoranthene, benzo[k]fluoranthene and chrysene on zebrafish embryos. Supplementation of the exposure media with 0.45% dimethyl sulfoxide and 50 ppm of Tween 20 could guarantee the solubilization and stabilization of the PAHs up to 24 hr without affecting the embryos development. The exposure effects were tested by detecting the differential expression of a number of genes related to the aryl hydrocarbon receptor gene battery. Effects were detectable already after 6 hr of exposure. After 24 hr of exposure, all PAHs, except for benzo[a]anthracene, acted as potent inducers of the gene cyp1a1. Benzo[k]fluoranthene was the major inducer; the effect caused by the mixture at the lower concentration tested (1 ng/mL) was dominated by its presence. However, in the mixture at the highest concentration tested (10 ng/mL) it caused less induction and was not dominant. No significant bioaccumulation values were detected on embryos exposed to the PAHs tested in this study; however, the results obtained, indicated that PAHs undergo a very rapid metabolization inside the embryos, and that those biotransformation products yield changes on the expression of genes involved in the aryl hydrocarbon receptor pathway. Future work should focus on identification of the PAH metabolization products and on the effect of these metabolites on toxicity.

The aim of this study was to evaluate the interactive effects of the metals lead (Pb) and zinc (Zn) and the polycyclic aromatic hydrocarbon benzo(k)fluoranthene (BkF) on crucian carp (Carassius carassius). To this end, various biomarkers in the fish [7-ethoxyresorufin-O-deethylase (EROD); superoxide dismutase (SOD); malondialdehyde (MDA) and metallothioneins (MT)] were measured after 96 h of exposure. When compared to either treatment with Pb and Zn mixtures or BkF-only treatment, the treatment with BkF combined with Pb and Zn resulted in lower responses of EROD and MT synthesis activity, and higher SOD and MDA increases. These results indicated that the co-exposure of metals and polycyclic aromatic hydrocarbons may cause more severe oxidative stress on fish. However, the effect of these interactions on EROD and MT may lead to an underestimation of the actual exposure in the field and thereby should be carefully considered.

The toxicity of exposure to polycyclic aromatic hydrocarbons (PAHs) or phytoestrogen is relatively well characterized. However, the toxicity of combined exposure to PAHs and phytoestrogen is not well investigated. In the present study, benzo(a)pyrene (B(a)P) and benzo(k)fluorathene (B(k)F), genistein, along with 17 beta-estradiol (E2), were investigated for their single and combined developmental toxicity using zebrafish embryos as model system. We demonstrated that two representative PAHs, both B(a)P (>/= 1 uM) and B(k)F (>/= 10 uM), can cause significant malformation and mortality in developing zebrafish embryos. The toxicity effect of B(a)P was in general higher than that of B(k)F. Developmental exposure to high level of genistein (> 20 uM) or E2 (> 10 uM), also caused significant malformation and mortality in zebrafish larvae at 120 hours post fertilization (hpf). However, different toxic effects were observed for the combined exposure to PAHs and phytoestrogen in zebrafish. Lower doses of genistein (1 and 10 uM) and E2 (0.1 and 1 uM), when used in combination with high concentration of B(a)P (1 uM) or B(k)F (20 uM), can significantly suppress the toxicity effect of B(a)P and B(k)F in developing zebrafish embryos. The beneficial effect of genistein may be due to the inhibition of cytochrome P450 enzymes via directly interacting with aryl-hydrocarbon receptor (AhR) pathway, or disturbing the AhR pathway through interacting with estrogen receptor pathway.

The above-ground parts of celery plants were exposed to two polycyclic aromatic hydrocarbons (PAHs): 3-ring anthracene (ANT) and 5-ring benzo[k]fluoranthene (BkF), and the combination of ANT and BkF. After 43 days of exposure (overall dose of 1325 ug/plant), celery plants retained only 1.4% of the total dose of ANT and 17.5% of the total dose of BkF. After exposure to a combination of ANT and BkF (1325 ug of each compound per plant), the average ANT concentrations were more than twofold higher in/on leaf blades, whereas BkF levels were insignificantly higher. Under natural photoperiod conditions equivalent to a normal day, the combined application of ANT and BkF to the above-ground parts of celery plants slowed down physicochemical transformations of ANT. A similar effect was observed when PAHs were applied to glass surfaces. The combination of both PAHs probably led to stacking interactions, which decreased volatilization, in particular of ANT. Phytotoxicity of ANT and BkF could not be unambiguously established based on the results of this study. In all analyzed treatments, the chlorophyll content of leaf blades remained unchanged. Foliar application of ANT reduced ascorbic acid levels in all analyzed plant parts and increased the total acidity of celery leaves. In all experimental treatments, the total phenolic content of leaves increased up to 15%. Interestingly, ANT and BkF did not produce cumulative effects when applied in combination (when total PAH concentrations per plant were twofold higher).

Health EffectsPAHs are carcinogens and have been associated with the increased risk of skin, respiratory tract, bladder, stomach, and kidney cancers. They may also cause reproductive effects and depress the immune system. (L10)
Environmental Fate · 4 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), log Koc values of 6.81-7.91(2), indicate that benzo(k)fluoranthene is expected to be immobile in soil(SRC). Volatilization of benzo(k)fluoranthene from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 5.84X10-7 atm-cu m/mole(3). Benzo(k)fluoranthene is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 9.65X10-10 mm Hg at 25 °C(4). The half-life of benzo(k)fluoranthene in soil has been reported to range from 65 to 1400 days(5-6). In a long-term study in which polycyclic aromatic hydrocarbon contaminated sludge was applied to agricultural soils, mean half-lives for benzo(k)fluoranthene were calculated to be 8.7 and 2.9 years; biodegradation was suspected to be the most important loss process in these soils(7).

TERRESTRIAL FATE: The degradation of benzo(k)fluoranthene was monitored for 12 months in soil with a starting concentration of 40.8 mg/kg. The following concentrations (mg/kg) were reported(1):[Table#5602]

AQUATIC FATE: Based on a classification scheme(1), log Koc values of 6.81-7.91(2), indicate that benzo(k)fluoranthene is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon a Henry's Law constant of 5.84X10-7 atm-cu m/mole(4). Benzo(k)fluoranthene is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). According to a classification scheme(5), an estimated BCF range of 3415-6465(SRC), from a log Kow range of 5.86-6.28(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is very high(SRC). Marine organisms which lack a metabolic detoxification enzyme system, tend to accumulate polycyclic aromatic hydrocarbons(8). The benzo(b,k)fluoranthene concentration was reduced to 1.7 ug/mL from an initial concentration of 2.9 ug/mL following 2 weeks incubation in contaminated groundwater; the final concentration in a sterile control was 2.8 ug/mL, indicating biodegradation had occurred(9).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), benzo(k)fluoranthene, which has a vapor pressure of 9.65X10-10 mm Hg at 25 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase benzo(k)fluoranthene may be removed from the air by wet and dry deposition(SRC). Benzo(k)fluoranthene contains chromophores that absorb at wavelengths >290 nm(3) and, therefore, may be susceptible to direct photolysis by sunlight(SRC).

Food Survey Values · 5 Einträge

Benzo(k)fluoranthene was not detected in moderate dark roasted coffee, but was found at 0-0.8 and 70-140 ppb in dark roasted coffee and coffee soots, respectively(1). Benzo(k)fluoranthene was detected in mesquite grilled beef patties at 14, 10, and 8 ug/kg for 70% lean, 80% lean, and 90% lean beef, respectively; it was not detected in hardwood charcoal grilled patties(2). Benzo(b,j,k)fluoranthene was detected at <0.05-6.3 ug/kg fresh weight in 23 lettuce (Lactuca sativa var. crispa) samples grown in private gardens Sept 1984 in southern Finland(3). Benzo(b,j,k)fluoranthene was detected in the following Finnish fat samples, ug/kg: 80% butter and vegetable oil mixture, 0.15; cooking margarines, 0.05-4.5; table margarines, not detected to 5.0; margarine, 7.2; cold pressed sunflower oil, 0.41; corn oil, 0.09; cold pressed corn oil, 2.5; rapeseed and turnip rapeseed oil, 0.66; soybean oil, 1.3 to 2.4; and coconut fat, 0.15; crude coconut oil, 91; and deodorized coconut oil, 1.0(4). Benzo(k)fluoranthene was qualitatively detected in frankfurters and Frankisch black smoked ham(5). Benzo(k)fluoranthene was detected in uncooked, cooked, caned and frozen carrots, purchased from local markets, at 0.7, 1.8, 0.3 and 0.6 ug/kg dry weight, respectively(6). The core of carrots, grown in soil amended with sewage sludge, contained benzo(k)fluoranthene at <0.1-0.1 ug/kg fresh weight(7). Honey collected May-Oct 2007 from eight sample locations in Italy did not contained benzo(k)fluoranthene (detection limit 0.01 ng/g wet weight)(8). Benzo(k)fluoranthene was not detected in Chinese cabbage (Brassica parachinensis, paitsai (Brassica chinensis), water spinach (Ipomoea aquatica), edible amaranth (Amaranthus tricolor), mustard (Brassica juncea), lettuce (Loctuca satira), asparagus bean (Vigna sesquipedalis), shallot (Allium asclonicum), Chinese chive (Allium tuberosum), balpear (Momordica charantia) or cucumber (Cucumis sativus) samples collected from nine farms located in the Pearl River Delta, South China(9). Benzo(k)fluoranthene was detected at <0.010-0.201 and <0.01-0.142 ug/kg in the skin and core, respectively, of four varieties of potato and at 0.278-1.194 and 0.094-0.187 ug/kg in the skin and core, respectively, of three varieties of carrot; all vegetables were grown on organic farms in England(10).

In foods obtained from supermarkets in a survey conducted 1985 to 1988 in Milan, Italy, benzo(k)fluoranthene was detected at the following concentrations(1):[Table#5610]

In domestic and imported foods purchased from retail outlets and fast food chains in Toronto, Canada, benzo(k)fluoranthene was not detected (detection limit 0.002 ug/kg) in puffed rice or puffed oat cereal, or powdered milk(1). Benzo(k)fluoranthene was detected in the following products(1):[Table#5611]

Benzo(k)fluoranthene concentrations were measured in food samples collected in the United Kingdom in 1979 with the following results(1):[Table#5612]

For more Food Survey Values (Complete) data for BENZO(K)FLUORANTHENE (6 total), please visit the HSDB record page.

Adverse EffectsIARC Carcinogen - Class 3: Chemicals are not classifiable by the International Agency for Research on Cancer.
Exposure Routes · 2 Einträge

The substance can be absorbed into the body by inhalation of its aerosol and through the skin.

Oral (L10) ; inhalation (L10)

Milk Concentrations · 1 Eintrag

ENVIRONMENTAL: Benzo(k)fluoranthene was reported at 0.023 and 0.018 ug/kg in milk/yogurt and cheese, respectively, obtained from supermarkets in a survey conducted 1985 to 1988 in Milan, Italy(1). Benzo(k)fluoranthene concentrations were measured at a range of 0.002-0.005 ppb, average 0.003 ppb in milk samples collected in the United Kingdom in 1979(2). Benzo(k)fluoranthene was not detected (detection limit 0.002 ug/kg) in powdered milk purchased form retail outlets in Toronto, Canada(3). Benzo(k)fluoranthene was reported at a range of not detected-35.3 (mean 8.62 and median 3.92) ng/g fat in human milk, collected 2005 to 2006 from 40 nonsmoking mothers living in Beijing, China for at least 6 years(4).

Toxicity Summary · 2 Einträge

IDENTIFICATION AND USE: Benzo(k)fluoranthene (B(k)F) is a solid. There is no commercial production or known use of this compound. Benzo(k)fluoranthene occurs ubiquitously as a product of incomplete combustion. It also occurs in fossil fuels. Polycyclic aromatic hydrocarbons are a group of chemicals that are formed during the incomplete burning of coal, oil, gas, wood, garbage, or other organic substances, such as tobacco and charbroiled meat. HUMAN EXPOSURE AND TOXICITY: It is reasonably anticipated to be a human carcinogen. In human breast cancer cells, exposure to 0.1 to 1 uM B(k)F induced CYP1A1/1B1-catalyzed 17 beta-estradiol (E(2)) metabolism, whereas B(k)F levels greater than 1 uM inhibited E(2) metabolism. ANIMAL STUDIES: Intraperitoneal injection of 2.1 umol benzo[k]fluoranthene into newborn mice induced lung adenomas in 6.3% and 16.7% of males and females, respectively, and liver hepatomas and adenomas in 18.8% of males. Benzo(k)fluoranthene produced tumors after lung implantation in mice and when administered with a promoting agent in skin painting bioassays. Intrapulmonary injection of benzo[k]fluoranthene caused lung cancer (squamous-cell carcinoma) in female rats, and subcutaneous injection of benzo[k]fluoranthene caused cancer at the injection site (sarcoma) in mice of both sexes. Benzo(k)fluoranthene was reported to induce mutations in Salmonella typhimurium strain TA100 (his-/his+) at a concentration of 10 ug/plate and in strain TA98 at a concentration of 5 ug/plate in the presence of an exogenous metabolic system. ECOTOXICITY STUDIES: Benzo(k)fluoranthene was not phototoxic and presented no toxicity for the three organisms tested up to 300 mg/kg, concentration rarely found in the environment (tested in Daphnia magna, Hyalella azteca, and Chironomus riparius).

The ability of PAH's to bind to blood proteins such as albumin allows them to be transported throughout the body. Many PAH's induce the expression of cytochrome P450 enzymes, especially CYP1A1, CYP1A2, and CYP1B1, by binding to the aryl hydrocarbon receptor or glycine N-methyltransferase protein. These enzymes metabolize PAH's into their toxic intermediates. The reactive metabolites of PAHs (epoxide intermediates, dihydrodiols, phenols, quinones, and their various combinations) covalently bind to DNA and other cellular macromolecules, initiating mutagenesis and carcinogenesis. (L10, L23, A27, A32)

Average Daily Intake · 1 Eintrag

The average daily intake of benzo(k)fluoranthene in the United Kingdom in 1979 was 0.06 ug/person/day, based on total daily consumption of 1.46 kg food and beverages(1). The average daily respiratory intake of benzo(k)fluoranthene in Osaka, Japan was 15 ng/day/man from ambient air, based on atmospheric samples collected in 1981 and 1982(2).

Ecotoxicity Excerpts · 5 Einträge

/AQUATIC SPECIES/ The time-course and dose dependent formation of DNA adducts in juvenile northern pike (Esox lucius) following a single exposure to a mixture of benzo[a]pyrene (BaP), benzo[k]fluoranthene (BkF) and 7H-dibenzo[c,g]carbazole (DBC) were investigated by use of the (32)P-postlabelling assay. A complex adduct pattern was detected in liver and intestine of exposed fish. For the time-course studies fish were exposed either by oral administration or by intraperitoneal (i.p.) injection. Following a single i.p. injection of the mixture (40 umole/kg body weight of each substance) significantly elevated DNA adduct levels were detected in the liver after 1 day. Adduct levels were higher in liver than in intestine, in which significant elevation were detected from day 3 to 12. Following exposure via food (80 umole/kg body weight of each substance), adduct levels were detected in both liver and intestine 1 day after exposure, and continued to increase until day 3 in liver and day 6 in intestine. Calculation of a binding index, which compensates for differences in dosage, resulted in much higher adduct formation (five times in liver and 22 times in intestine) following oral exposure. Pikes receiving single oral doses of 12.5, 50, 100 or 200 umole/kg body weight of each substance exhibited significantly higher adduct levels in both liver and intestine compared to controls. Hepatic adduct levels were also higher in fish given 100 and 200 umole/kg compared to 12.5 umole/kg. Results from this study show that DNA adducts are rapidly formed in juvenile northern pike following both i.p. injection and feeding of a mixture of BaP, BkF and DBC. A maximum level was reached within a few days, which then persisted at approximately the same level for at least 9-12 days. The results also shows that higher levels of adducts were obtained following oral administration compared to i.p. injection, particularly in the intestine.

/AQUATIC SPECIES/ The effects of benzo(a)pyrene (BaP), benzo(k)fluoranthene (BkF) and their mixture on antioxidant enzyme activities and lipid peroxidation (LPO) levels of hemolymph of scallop (Chlamys ferrari) were studied. The superoxide dismutase (SOD) activities of 0.5 ug/L and 1.0 ug/L were significantly higher than controls (P<0.05), while it increased at beginning and then dropped (lower than controls) in the end at 10.0 ug/L and 50.0 ug/L PAHs groups. The catalase (CAT) activities were very little during the whole experimental time. The glutathione peroxidase (GPx) activities in each PAHs group all increased significantly (P<0.05). LPO levels all increased significantly (P<0.05) with time at each PAHs group except for the 0.5 ug/L group of less than hour 12. The toxicity of PAHs in a descending order was BaP>BkF>mixture of BaP and BkF. The changes in antioxidant enzyme activities and LPO level in hemolymph could reflect the detoxification functions and damage levels of whole organism.

/AQUATIC SPECIES/ Scallops (Chlamys ferrari) were cultured for 30 days in seawater containing benzo(k)fluoranthene (BkF) at 0.5, 1.0 and 10.0 ug/L. No effects were noted on 7-ethoxyresorufin O-deethylase (EROD) activity in digestive gland at low concentrations (0.5 and 1 ug/L) of BkF, but BkF increased the glutathione-S-transferase (GST) activity. At 10 ug/L BkF increased EROD activity significantly, and depressed GST activity. Superoxide dismutase (SOD), catalase (CAT) and glutathione peroxidase (GPx) in digestive gland increased significantly in 0.5 and 1 ug/L BkF. In 10 ug/L concentrations of BkF, the activity of three antioxidant enzymes increased first and reached a peak after a few days, before tapering off towards the end of the 30 day exposure. In high concentrations of BkF, activity of three antioxidant enzymes in gill showed an early peak (12 hr), before dropping off. Lipid peroxidation (LPO) levels increased along with sampling times, and there were time- and concentration-effects between LPO levels and BkF. The responses of the gills and the digestive gland were not always parallel which can be explained by differences in the bioavailability of the toxicant. The performance of each biomarker is assessed in the context of the role and advantages of selecting a battery of biomarkers for detecting contamination problems. The use of C. ferrari as a sentinel species for biomonitoring potential toxic effects in situ is discussed as well as mechanisms of BKF toxicity and alexipharmic strategies of C. ferrari.

Regulatorische Informationen

CERCLA Reportable Quantities · 1 Eintrag

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 5000 lb or 2270 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

Clean Water Act Requirements · 2 Einträge

Toxic pollutant designated pursuant to section 307(a)(1) of the Federal Water Pollution Control Act and is subject to effluent limitations. /Polynuclear aromatic hydrocarbons (including benzanthracenes, benzopyrenes, benzofluoranthene, chrysenes, dibenz-anthracenes, and indenopyrenes)/

For the maximum protection of human health from the potential carcinogenic effects of exposure to polynuclear aromatic hydrocarbons through ingestion of contaminated water and contaminated aquatic organisms, the ambient water concentration should be zero, based on the nonthreshold assumption for this chemical. However, zero level may not be attainable at the present time. Therefore, the levels which may result in incremental increase of cancer risk over the lifetime are estimated at 1X10-5, 1X10-6, and 1X10-7. The corresponding recommended criteria are 28.0 ng/L, 2.8 ng/L, and 0.28 ng/L, respectively. If these estimates are made for consumption of aquatic organisms only, excluding consumption of water, the levels are 311.0 ng/L, 31.1 ng/L, and 3.11 ng/L, respectively. /Polynuclear aromatic hydrocarbons/.

State Drinking Water Guidelines(FL) FLORIDA 0.5 ug/l

Sicherheitsdaten

wgk
3
ridadr
UN 2811 6.1/PG 3
hs_code
29029000
RTECS-Nr.
DF6350000
risk_code
45-50/53-40-67-65-38-11-66-36-52/53-36/37/38-20
Toxizität
LC50 (21-d) for Folsomia fimetaria >560 mg/kg (Sverdrup et al., 2002).
hazard_code
T,N,Xn,F
safety_code
53-45-60-61-36/37-62-26-16-24/25-23-33-25-9
hazard_class
6.1(b)
packing_group
III
Speicherklasse
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Giftige Stoffe Daten
207-08-9(Hazardous Substances Data)
Hazard Classifications
Carc. 2Eye Irrit. 2Skin Irrit. 2STOT SE 3

The 8,9-dihydrodiol has been detected as a metabolite of benzo(k)fluoranthene.

For more Metabolism/Metabolites (Complete) data for BENZO(K)FLUORANTHENE (7 total), please visit the HSDB record page.

PAH metabolism occurs in all tissues, usually by cytochrome P-450 and its associated enzymes. PAHs are metabolized into reactive intermediates, which include epoxide intermediates, dihydrodiols, phenols, quinones, and their various combinations. The phenols, quinones, and dihydrodiols can all be conjugated to glucuronides and sulfate esters; the quinones also form glutathione conjugates. (L10)

Absorption, Distribution and Excretion · 2 Einträge

Benzo(k)fluoranthene was detected in skin oil of 9 roofers at median concentration of 0.2 ng/mg (range: 0.02-2.2); total ng in sample from 36 sq cm area of forehead, 0.8 median (range: 0.5 to 4.3).

Benzo(k)fluoranthene is absorbed readily from the gastrointestinal tract and lung. In general, polycyclic aromatic hydrocarbons are highly lipid soluble and can pass across epithelial membranes.

Verwendung und Herstellung

Uses · 5 Einträge

Not commercially used or produced; [HSDB] Benzo(k)fluoranthene is present as a component of polycyclic aromatic hydrocarbons (PAH) content in the environment usually resulting from the incomplete combustion or pyrolysis of organic matters, especially fossil fuels and tobacco. [ICSC]

There is no ... known use of this compound.

PAHs are generally not produced commercially in the United States except as research chemicals. /Polycyclic aromatic hydrocarbons/

Substance listed with specific concentration in tattoo ink and/or permanent make up according to EU Commission Regulation 2020/2081. The concentration limit (by weight) is 0.00005%.

PAHs are released into the environment via the combustion of fossil fuels, coke oven emissions and vehicle exhausts, as well as naturally from forest fires and volcanic eruptions. PAHs from these sources may contaminate nearly water systems. They are also found in coal tar and charbroiled food. (L10)

U.S. ProductionThere is no commercial production ... of this compound.
Formulations/PreparationsA reference material of certified high purity is available.
General Manufacturing Information · 2 Einträge

Benzo(k)fluoranthene occurs ubiquitously as a product of incomplete combustion. It also occurs in fossil fuels.

PAHs are a group of chemicals that are formed during the incomplete burning of coal, oil, gas, wood, garbage, or other organic substances, such as tobacco and charbroiled meat. There are more than 100 different PAHs. PAHs generally occur as complex mixtures (for example, as part of combustion products such as soot), not as single compounds. PAHs usually occur naturally, but they can be manufactured as individual compounds for research purposes; however, not as the mixtures found in combustion products. ... Others are contained in asphalt used in road construction. They can also be found in substances such as crude oil, coal, coal tar pitch, creosote, and roofing tar. They are found throughout the environment in the air, water, and soil. They can occur in the air, either attached to dust particles or as solids in soil or sediment. /Polycyclic aromatic hydrocarbons/

Anwendungen

VerwendenBenzo[k]fluoranthene is used as an optical sensor for nitro-aromatic compounds due to fluorescence quenching of the molecule. It is also a carcinogen and mutagen.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

PhenanthridinBenzo[a]carbazol

/AQUATIC SPECIES/ Polycyclic Aromatic Hydrocarbons (PAHs) are ubiquitous pollutants of sediments. Sediment quality criteria often use toxicity data for individual PAHs. However, PAHs always occur in field sediments as a complex mixture of compounds. In this study, the toxicity of phenanthrene (P), fluoranthene (FLA) and benzo(k)-fluoranthene (B), alone or in combination, was assessed using monospecific sediment tests of acute toxicity (between 24 hr and 14 days). The test sediments were spiked formulated sediments. Toxicity of PAHs was determined on a freshwater pelagic organism, Daphnia magna, on an epibenthic organism, Hyalella azteca, and on a benthic organism, Chironomus riparius. The phototoxicity of fluoranthene and phenanthrene was verified. Benzo(k)fluoranthene was not phototoxic and presented no toxicity for the three organisms tested up to 300 mg/kg, concentration rarely found in the environment. For all PAHs, the toxicity towards Daphnia magna was two-fold higher in the sediment toxicity tests than in the water-only standard tests, probably due to suspended contaminated particles and contact of daphnids with sediment. For phenanthrene, the LC50s found were 50, 15 and 20 mg/kg dry weight sediment, respectively for Daphnia magna, Hyalella azteca and Chironomus riparius. The bioassays on fluoranthene yielded LC50s of 10, 5 and 15 mg/kg dw respectively for Daphnia magna, Hyalella azteca and Chironomus riparius. LC50s of the PAHs mixture (1/3 of each compound by weight) were around 10 mg/kg dry weight sediment for Hyalella azteca and 20 mg/kg for Chironomus riparius. The effects of PAHs in the mixture seemed to be synergistic. This study gives new data about PAH toxicity and showed that the additivity of PAH effects could be inadequate to assess the environmental risk.

/PLANTS/ The above-ground parts of celery plants were exposed to two polycyclic aromatic hydrocarbons (PAHs): 3-ring anthracene (ANT) and 5-ring benzo[k]fluoranthene (BkF), and the combination of ANT and BkF. After 43 days of exposure (overall dose of 1325 ug/plant), celery plants retained only 1.4% of the total dose of ANT and 17.5% of the total dose of BkF. After exposure to a combination of ANT and BkF (1325 ug of each compound per plant), the average ANT concentrations were more than twofold higher in/on leaf blades, whereas BkF levels were insignificantly higher. Under natural photoperiod conditions equivalent to a normal day, the combined application of ANT and BkF to the above-ground parts of celery plants slowed down physicochemical transformations of ANT. A similar effect was observed when PAHs were applied to glass surfaces. The combination of both PAHs probably led to stacking interactions, which decreased volatilization, in particular of ANT. Phytotoxicity of ANT and BkF could not be unambiguously established based on the results of this study. In all analyzed treatments, the chlorophyll content of leaf blades remained unchanged. Foliar application of ANT reduced ascorbic acid levels in all analyzed plant parts and increased the total acidity of celery leaves. In all experimental treatments, the total phenolic content of leaves increased up to 15%. Interestingly, ANT and BkF did not produce cumulative effects when applied in combination (when total PAH concentrations per plant were twofold higher).