EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

beta-naphthoflavone
1H-naphtho[2, 1-b]pyran-1-one, 3-phenyl-

Supplier Sponsors

CAS Number: 6051-87-2Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:227-958-4
FDA UNII: 1BT0256Y8O
Nikkaji Web:J1.840F
Beilstein Number:0018991
MDL:MFCD00004986
XlogP3-AA:4.40 (est)
Molecular Weight:272.30304000
Formula:C19 H12 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 460.94 °C. @ 760.00 mm Hg (est)
Flash Point: 420.00 °F. TCC ( 215.80 °C. ) (est)
logP (o/w): 5.003 (est)
Soluble in:
 water, 1.772 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
5,6-Benzoflavone
Odor: characteristic
Use: 5,6-Benzoflavone is a polyaromatic hydrocarbon receptor agonist that induces d
ExtraSynthese
For experimental / research use only.
5,6-Benzoflavone
Penta International
b-NAPHTHOFLAVONE
Santa Cruz Biotechnology
For experimental / research use only.
β-Naphthoflavone 98%
Sigma-Aldrich: Aldrich
For experimental / research use only.
β-Naphthoflavone
TCI AMERICA
For experimental / research use only.
beta-Naphthoflavone >99.0%(GC)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intravenous-mouse LD50 180 mg/kg
U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03239

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
pharmaceuticals / chemical synthisis
Recommendation for beta-naphthoflavone usage levels up to:
 not for fragrance use.
 
Recommendation for beta-naphthoflavone flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :2361
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
3-phenylbenzo[f]chromen-1-one
Chemidplus:0006051872
RTECS:QL6200000 for cas# 6051-87-2
 
References:
 3-phenylbenzo[f]chromen-1-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):2361
Pubchem (sid):134987932
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2932.99.7000
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
5,6-benzoflavone
1H-naphtho(2,1-b)pyran-1-one, 3-phenyl-
1H-naphtho[2, 1-b]pyran-1-one, 3-phenyl-
b-naphthoflavone
3-phenyl-1H-benzo[f]chromen-1-one
3-phenyl-1H-naphtho(2,1-b)pyran-1-one
3-phenyl-1H-naphtho[2, 1-b]pyran-1-one
3-phenyl-1H-naphtho[2,1-b]pyran-1-one
3-phenyl-benzo[f]chromen-1-one
3-phenylbenzo[f]chromen-1-one
 

Articles:

PubMed:Effect of dihydromyricetin on benzo[a]pyrene activation in rats.
PubMed:Embryonic exposure of medaka (Oryzias latipes) to propylparaben: effects on early development and post-hatching growth.
PubMed:Non-dioxin-like AhR ligands in a mouse peanut allergy model.
PubMed:Impact of beta-naphthoflavone on genotoxicity of food-derived carcinogens.
PubMed:Dynamics of BNF-induced in vivo ethoxyresorufin-O-deethylase (EROD) activity during embryonic development of medaka (Oryzias latipes).
PubMed:Potent modification of inducible CYP1A1 expression by flavonoids.
PubMed:Recombinant aryl hydrocarbon receptors for bioassay of aryl hydrocarbon receptor ligands in transgenic tobacco plants.
PubMed:Induction of cytochromes P450 in small intestine by chemopreventive compounds.
PubMed:Energy intake affects the biotransformation rate, scope for induction, and metabolite profile of benzo[a]pyrene in rainbow trout.
PubMed:Inhibitory effects of a dietary phytochemical 3,3'-diindolylmethane on the phenobarbital-induced hepatic CYP mRNA expression and CYP-catalyzed reactions in female rats.
PubMed:A noninvasive test of exposition to toxicants: quantitative analysis of cytochrome P4501A expression in fish scales.
PubMed:Inducibility of UDP-glucuronosyltransferase 1As by beta-naphthoflavone in HepG2 cells.
PubMed:Resveratrol affects CYP1A expression in rainbow trout hepatocytes.
PubMed:The impact of glucuronidation on the bioactivation and DNA adduction of the cooked-food carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine in vivo.
PubMed:2,3,7,8-Tetrachlorodibenzo-p-dioxin induces suppressor of cytokine signaling 2 in murine B cells.
PubMed:Blarina brevicauda as a biological monitor of polychlorinated biphenyls: evaluation of hepatic cytochrome P450 induction.
PubMed:Human intestinal Caco-2 cells display active transport of benzo[a]pyrene metabolites.
PubMed:Effects of lactic acid bacteria on the uptake and distribution of the food mutagen Trp-P-2 in mice.
PubMed:Intestinal responses to xenobiotics.
PubMed:Identification of multiple constitutive and inducible hepatic cytochrome P450 enzymes in market weight swine.
PubMed:[In vitro study of the interference of certain food components with the metabolism of aflatoxin B1].
PubMed:[In vivo studies of the inhbitory effect of various food components on aflatoxin B1 metabolism].
PubMed:Differential response of cultured human umbilical vein and artery endothelial cells to Ah receptor agonist treatment: CYP-dependent activation of food and environmental mutagens.
PubMed:DNA adducts of 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) in fetal tissues of patas monkeys after transplacental exposure.
PubMed:Differential effects of dietary flavonoids on drug metabolizing and antioxidant enzymes in female rat.
PubMed:Biotransformation and clearance of 3-(phenylamino)propane-1,2-diol, a compound present in samples related to toxic oil syndrome, in C57BL/6 and A/J mice.
PubMed:An expressional system of human cytochrome P-450 CYP1A1 gene transcription.
PubMed:In vitro inhibition of thyroid hormone sulfation by hydroxylated metabolites of halogenated aromatic hydrocarbons.
PubMed:Characterization of flavonoids as monofunctional or bifunctional inducers of quinone reductase in murine hepatoma cell lines.
PubMed:Induction of ethoxyresorufin O-deethylase (EROD) and endothelial activation of the heterocyclic amine Trp-P-1 in bird embryo hearts.
PubMed:Inhibition of mouse and human CYP 1A- and 2E1-dependent substrate metabolism by the isoflavonoids genistein and equol.
PubMed:Measuring the potency of pulp mill effluents for induction of hepatic mixed-function oxygenase activity in fish.
PubMed:Major involvement of rabbit liver cytochrome P4501A in thiabendazole 5-hydroxylation.
PubMed:Ahr locus phenotype in congenic mice influences hepatic and pulmonary DNA adduct levels of 2-amino-3-methylimidazo[4,5-f]quinoline in the absence of cytochrome P450 induction.
PubMed:Effects of curcumin on cytochrome P450 and glutathione S-transferase activities in rat liver.
PubMed:The model Ah-receptor agonist beta-naphthoflavone inhibits aflatoxin B1-DNA binding in vivo in rainbow trout at dietary levels that do not induce CYP1A enzymes.
PubMed:Induction of hepatic CYP1A by indole-3-carbinol in protection against aflatoxin B1 hepatocarcinogenesis in rainbow trout.
PubMed:DNA adducts of 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) in colon, bladder, and kidney of congenic mice differing in Ah responsiveness and N-acetyltransferase genotype.
PubMed:Effects of enzyme induction on the distribution of the food carcinogen 2-amino-3,8-dimethyl-imidazo[4,5-ss]-quinoxaline (MeIQx) in Ah-receptor- responsive- and Ah-receptor-non-responsive mice.
PubMed:Inhibition of in vitro aflatoxin B1-DNA binding in rainbow trout by CYP1A inhibitors: alpha-naphthoflavone, beta-naphthoflavone and trout CYP1A1 peptide antibody.
PubMed:Regulation of hepatic cytochrome P4501A by indole-3-carbinol: transient induction with continuous feeding in rainbow trout.
PubMed:Metabolic activation of the food mutagen 3-amino-1,4-dimethyl-5H-pyrido-[4,3-b]indole (Trp-P-1) in endothelial cells of cytochrome P-450-induced mice.
PubMed:Indole-3-carbinol induces a rat liver glutathione transferase subunit (Yc2) with high activity toward aflatoxin B1 exo-epoxide. Association with reduced levels of hepatic aflatoxin-DNA adducts in vivo.
PubMed:Indole-3-carbinol and beta-naphthoflavone induction of aflatoxin B1 metabolism and cytochromes P-450 associated with bioactivation and detoxication of aflatoxin B1 in the rat.
PubMed:Metabolic activation of the food mutagen Trp-P-1 in endothelial cells of heart and kidney in cytochrome P450-induced mice.
PubMed:Hepa-1 enzyme induction assay as an in vitro indicator of the CYP1A1-inducing potencies of laboratory rodent diets in vivo.
PubMed:Effects of capsaicin on liver microsomal metabolism of the tobacco-specific nitrosamine NNK.
PubMed:Cytochrome P450 induction and metabolism of alkoxyresorufins, ethylmorphine and testosterone in cultured hepatocytes from goats, sheep and cattle.
PubMed:Flavonoid inhibition of aromatase enzyme activity in human preadipocytes.
PubMed:Cytochrome P450 forms in the rodent lung involved in the metabolic activation of food-derived heterocyclic amines.
PubMed:Effects of D-limonene on hepatic microsomal monooxygenase activity and paracetamol-induced glutathione depletion in mouse.
PubMed:Induction of cytochrome P-450-dependent enzyme activities in cultured rat liver slices.
PubMed:Tissue distribution of the food mutagen MeIQx in control and BNF-treated mice.
PubMed:Acute renal toxicity of thiabendazole (TBZ) in ICR mice.
PubMed:[Mixed-function oxidase induction as a test for the biological monitoring of water: limitations and prospects].
PubMed:Covalent binding of food carcinogens MeIQx, MeIQ and IQ to DNA and protein in microsomal incubations and isolated rat hepatocytes.
PubMed:Effects of reserpine and L-cysteine and glutathione depletion on 2-bromoethylamine hydrobromide-induced tubular necrosis in Swiss ICR mice.
PubMed:Chemoprotective and hepatic enzyme induction properties of indole and indenoindole antioxidants in rats.
PubMed:Hepatotoxicity of eugenol in mice depleted of glutathione by treatment with DL-buthionine sulfoximine.
PubMed:Effects of the food mutagens MeIQx and PhIP on the expression of cytochrome P450IA proteins in various tissues of male and female rats.
PubMed:The contribution of N-oxidation to the metabolism of the food-borne carcinogen 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline in rat hepatocytes.
PubMed:Differential rates of metabolic activation and detoxication of the food mutagen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine by different cytochrome P450 enzymes.
PubMed:Studies of cytotoxicity and metabolic competence with the rat intestinal cell line IEC-17.
PubMed:Mechanisms of anti-carcinogenesis by indole-3-carbinol. Studies of enzyme induction, electrophile-scavenging, and inhibition of aflatoxin B1 activation.
PubMed:4-(2-amino-1-methylimidazo[4,5-b]pyrid-6-yl)phenyl sulfate--a major metabolite of the food mutagen 2-amino-1-methyl-6- phenylimidazo[4,5-b]pyridine (PhIP) in the rat.
PubMed:The metabolism of 4,8-DiMeIQx in conventional and germ-free rats.
PubMed:Metaplastic pancreatic cells in liver tumors induced by diethylnitrosamine.
PubMed:Modulation of diethylnitrosamine-induced hepatocarcinogenesis and O6-ethylguanine formation in rainbow trout by indole-3-carbinol, beta-naphthoflavone, and Aroclor 1254.
PubMed:Comparative effect of dietary butylated hydroxyanisole and beta-naphthoflavone on aflatoxin B1 metabolism, DNA adduct formation, and carcinogenesis in rainbow trout.
PubMed:Specificity of rabbit cytochrome P-450 isozymes involved in the metabolic activation of the food derived mutagen 2-amino-3-methylimidazo[4,5-f] quinoline.
PubMed:Epoxide-metabolizing enzymes in mammary gland and liver from BALB/c mice and effects of inducers on enzyme activity.
PubMed:The significance of glutathione conjugation for aflatoxin B1 metabolism in rainbow trout and coho salmon.
PubMed:Alterations in hepatic microsomal protein levels in rainbow trout fed cyclopropenoid fatty acids analyzed by two-dimensional gel electrophoresis.
PubMed:A model system for studying covalent binding of food carcinogens MeIQx, MeIQ and IQ to DNA and protein.
PubMed:B-naphthoflavone induction and its effect on hepatic phospholipid metabolism in rainbow trout (Salmo gairdneri).
PubMed:Influences of dietary restriction and age on liver enzyme activities and lipid peroxidation in mice.
PubMed:In vitro metabolism of teratogens by differentiating rat embryo cells.
PubMed:Mutagens in cooked foods--metabolism and genetic toxicity.
PubMed:Identification and mutagenicity of aflatoxicol-M1 produced by metabolism of aflatoxin B1 and aflatoxicol by liver fractions from rainbow trout (Salmo gairdneri) fed beta-naphthoflavone.
PubMed:Mutagenicity of structurally related aromatic amines in the Salmonella/mammalian microsome test with various S-9 fractions.
 
Notes:
a polyaromatic hydrocarbon inducer of p4501a1 and p4501a2 cytochromes. (proc soc exp biol med 1994 dec:207(3):302-308)
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