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anthraquinone
9,10-dihydro-9,10-diketoanthracene

Supplier Sponsors

Name:anthracene-9,10-dione
CAS Number: 84-65-1Picture of molecule3D/inchi
Other(deleted CASRN):790240-52-7
ECHA EINECS - REACH Pre-Reg:201-549-0
FDA UNII: 030MS0JBDO
Nikkaji Web:J294A
Beilstein Number:390030
MDL:MFCD00001188
XlogP3:3.40 (est)
Molecular Weight:208.21616000
Formula:C14 H8 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:herbicides / pesticides
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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PubMed:Search
NCBI:Search
FDA Mainterm (IAUFC):84-65-1 ; 9,10-ANTHRAQUINONE
 
Physical Properties:
Appearance:Yellow crystalline solid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 286.00 °C. @ 760.00 mm Hg
Boiling Point: 377.00 °C. @ 760.00 mm Hg
Flash Point: 365.00 °F. TCC ( 185.00 °C. )
logP (o/w): 3.390
Soluble in:
 water, 3.923 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Anthraquinone 98%
BOC Sciences
For experimental / research use only.
Anthraquinone
Covalent Chemical
Anthraquinone
ExtraSynthese
For experimental / research use only.
Anthraquinone (HPLC) ≥90%
Santa Cruz Biotechnology
For experimental / research use only.
Anthraquinone
Shaanxi Y-Herb Biotechnology
Total Anthraquinone Weight Loss Supplement Powder Cassia Angustifolia Seed Extract
Sigma-Aldrich: Aldrich
For experimental / research use only.
Anthraquinone 97%
TCI AMERICA
For experimental / research use only.
Anthraquinone >98.0%(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:
oral-mouse LD50 > 5000 mg/kg
Pesticide Manual. Vol. 9, Pg. 37, 1991.

unreported-quail LD50 > 2000 mg/kg
Farm Chemicals Handbook. Vol. -, Pg. C23, 1991.

intraperitoneal-rat LD50 3500 mg/kg
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 21(12), Pg. 27, 1977.

oral-rat LDLo 15000 mg/kg
"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 22, 1982.

Dermal Toxicity:
skin-rat LD50 > 1000 mg/kg
"Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A019, Pg. 1983

Inhalation Toxicity:
inhalation-rat LC50 > 1300 mg/m3/4H
Pesticide Manual. Vol. 9, Pg. 37, 1991.

 
Safety in Use Information:
Category:
herbicides / pesticides
Recommendation for anthraquinone usage levels up to:
 not for fragrance use.
 
Recommendation for anthraquinone flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Review of substances/agents that have direct beneficial effect on the environment: mode of action and assessment of efficacy
View page or View pdf

Safety of cassia gum as a feed additive for dogs and cats based on a dossier submitted by Glycomer GmbH
View page or View pdf

EPI System: View
NIOSH International Chemical Safety Cards:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
Carcinogenic Potency Database:Search
EPA Substance Registry Services (TSCA):84-65-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6780
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
anthracene-9,10-dione
Chemidplus:0000084651
EPA/NOAA CAMEO:hazardous materials
RTECS:84-65-1
 
References:
 anthracene-9,10-dione
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:84-65-1
Pubchem (cid):6780
Pubchem (sid):134972333
 
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
FDA Indirect Additives used in Food Contact Substances:View
CHEBI:View
CHEMBL:View
UM BBD:Search
KEGG (GenomeNet):C16207
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2914.61.0000
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
•grades: sublimed; 30% paste (sold on 100% basis); electrical 99.5%. •anthraquinone cathartics all contain characteristic derivatives which are present in the free state ...or in glycosidic combination with glucose, arabinose, or rhamnose. major active constituents include anthraquinone ... •as seed dressings: 25% wp or in conjunction with other seed protectants. •seed treatments (ds, fs, wp) •morkit •corbit
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 anthra-9,10-quinone
 anthracen-9,10-dione
9,10-anthracendion
 anthracene-9,10-dione
 anthracenedione
9,10-anthracenedione
 anthracenequinone
9,10-anthraquinone
9,10-dihydro-9,10-diketoanthracene
9,10-dihydro-9,10-dioxoanthracene
9,10-dioxoanthracene
 

Articles:

PubMed:Reconciling sensory cues and varied consequences of avian repellents.
PubMed:Synthesis of water-soluble 9,10-anthraquinone analogues with potent cyanobactericidal activity toward the musty-odor cyanobacterium Oscillatoria perornata.
PubMed:Novel derivatives of 9,10-anthraquinone are selective algicides against the musty-odor cyanobacterium Oscillatoria perornata.
PubMed:Characterization of natural aryl hydrocarbon receptor agonists from cassia seed and rosemary.
PubMed:Functional Significance Of Ultraviolet Feeding Cues In Wild Turkeys.
PubMed:Anthraquinones quinizarin and danthron unwind negatively supercoiled DNA and lengthen linear DNA.
PubMed:Functional significance of ultraviolet feeding cues in wild turkeys.
PubMed:Functional characterization of a veA-dependent polyketide synthase gene in Aspergillus flavus necessary for the synthesis of asparasone, a sclerotium-specific pigment.
PubMed:Identification of novel metabolites from Aspergillus flavus by high resolution and multiple stage mass spectrometry.
PubMed:Increase in lactate yield by growing Corynebacterium glutamicum in a bioelectrochemical reactor.
PubMed:Structure elucidation and chromatographic identification of anthraquinone components of cochineal (Dactylopius coccus) detected in historical objects.
PubMed:Anthraquinone Content in Noni (Morinda citrifolia L.).
PubMed:Antioxidant polyketide phenolic metabolites from the edible mushroom Cortinarius purpurascens.
PubMed:Subchronic toxicity evaluation of anthraquinone in Fischer 344 rats.
PubMed:Qualitative and quantitative analysis of anthraquinones in rhubarbs by high performance liquid chromatography with diode array detector and mass spectrometry.
PubMed:Structural and functional analysis of angucycline C-6 ketoreductase LanV involved in landomycin biosynthesis.
PubMed:Lentisone, a new phytotoxic anthraquinone produced by Ascochyta lentis, the causal agent of Ascochyta blight in Lens culinaris.
PubMed:Inhibitory effects of α-mangostin on mammalian DNA polymerase, topoisomerase, and human cancer cell proliferation.
PubMed:Preparative thin-layer chromatographic separation followed by identification of antifungal compound in Cassia laevigata by RP-HPLC and GC-MS.
PubMed:Redox mediator enhanced simultaneous decolorization of azo dye and bioelectricity generation in air-cathode microbial fuel cell.
PubMed:Potential role of ATP-binding cassette transporters in the intestinal transport of rhein.
PubMed:Safety of purified decolorized (low anthraquinone) whole leaf Aloe vera (L) Burm. f. juice in a 3-month drinking water toxicity study in F344 rats.
PubMed:Fungal and mycotoxin assessment of dried edible mushroom in Nigeria.
PubMed:Anaerobic transformation of DDT related to iron(III) reduction and microbial community structure in paddy soils.
PubMed:Inhibition of repair-related DNA polymerases by vitamin Ks, their related quinone derivatives and associated inflammatory activity (Review).
PubMed:Conformations and spectroscopic properties of laccaic acid A in the gas phase and in implicit water.
PubMed:Anthraquinone profile, antioxidant and antimicrobial activity of bark extracts of Rhamnus alaternus, R. fallax, R. intermedia and R. pumila.
PubMed:Enhanced biotransformation of DDTs by an iron- and humic-reducing bacteria Aeromonas hydrophila HS01 upon addition of goethite and anthraquinone-2,6-disulphonic disodium salt (AQDS).
PubMed:Mass spectrometry-based metabolite profiling and antioxidant activity of Aloe vera ( Aloe barbadensis Miller) in different growth stages.
PubMed:Trapping of p-coumaryl and coniferyl alcohol during soda-anthraquinone treatment: a means of estimating uncondensed β-O-4 structures in native lignin.
PubMed:Discovery of a two-component monooxygenase SnoaW/SnoaL2 involved in nogalamycin biosynthesis.
PubMed:Assessing the effects of three potential chemical repellents to prevent bird damage to corn seeds and seedlings.
PubMed:Effects of an anthraquinone derivative from Rheum officinale Baill, emodin, on airway responses in a murine model of asthma.
PubMed:Biostimulation of indigenous microbial communities for anaerobic transformation of pentachlorophenol in paddy soils of southern China.
PubMed:Antitumor effects of emodin on LS1034 human colon cancer cells in vitro and in vivo: roles of apoptotic cell death and LS1034 tumor xenografts model.
PubMed:Protective effects of emodin against cisplatin-induced oxidative stress in cultured human kidney (HEK 293) cells.
PubMed:Citreorosein, a naturally occurring anthraquinone derivative isolated from Polygoni cuspidati radix, attenuates cyclooxygenase-2-dependent prostaglandin D2 generation by blocking Akt and JNK pathways in mouse bone marrow-derived mast cells.
PubMed:Adaptive kernel independent component analysis and UV spectrometry applied to characterize the procedure for processing prepared rhubarb roots.
PubMed:Rhein ameliorates fatty liver disease through negative energy balance, hepatic lipogenic regulation, and immunomodulation in diet-induced obese mice.
PubMed:Effect of Aeromonas hydrophila on Reductive Dechlorination of DDTs by Zero-Valent Iron.
PubMed:The effect of emodin, an anthraquinone derivative extracted from the roots of Rheum tanguticum, against herpes simplex virus in vitro and in vivo.
PubMed:Reconciling sensory cues and varied consequences of avian repellents.
PubMed:Influence of carbon source on growth and mycotoxin production by isolates of Pyrenophora tritici-repentis from wheat.
PubMed:Inactivation of food-borne spoilage and pathogenic micro-organisms on the surface of a photoactive polymer.
PubMed:Low pH dye decolorization with ascomycete Lamprospora wrightii laccase.
PubMed:Chrysophanol induces necrosis through the production of ROS and alteration of ATP levels in J5 human liver cancer cells.
PubMed:Development of a rapid determination of pesticides in coated seeds using a high-performance liquid chromatography-UV detection system.
PubMed:Barminomycin, a model for the development of new anthracyclines.
PubMed:Fiber length and pulping characteristics of switchgrass, alfalfa stems, hybrid poplar and willow biomasses.
PubMed:Biodegradation of anthraquinone dyes by Shewanella sp. NTOU1 under anaerobic conditions.
PubMed:Study on the anthraquinones separated from the cultivation of Trichoderma harzianum strain Th-R16 and their biological activity.
PubMed:Structure-activity relationships of anthraquinones on the suppression of DNA-binding activity of the aryl hydrocarbon receptor induced by 2,3,7,8-tetrachlorodibenzo-p-dioxin.
PubMed:Influence of water activity and temperature on growth and mycotoxin production by isolates of Pyrenophora tritici-repentis from wheat.
PubMed:Anti-angiogenic effects of rhubarb and its anthraquinone derivatives.
PubMed:Inhibitory activities of Cassia tora and its anthraquinone constituents on angiotensin-converting enzyme.
PubMed:Purification of recombinant laccase from Trametes versicolor in Pichia methanolica and its use for the decolorization of anthraquinone dye.
PubMed:Analysis of acrylamide in a complex matrix of polyacrylamide solutions treated by heat and ultraviolet light.
PubMed:New tryptophanase inhibitors: towards prevention of bacterial biofilm formation.
PubMed:Plasma, tissue and urinary levels of aloin in rats after the administration of pure aloin.
PubMed:Synthesis of water-soluble 9,10-anthraquinone analogues with potent cyanobactericidal activity toward the musty-odor cyanobacterium Oscillatoria perornata.
PubMed:2-Hydr-oxy-1,6,7,8-tetra-meth-oxy-3-methyl-anthraquinone.
PubMed:Final report on the safety assessment of disperse Blue 7.
PubMed:Fractionation of flax shives by water and aqueous ammonia treatment in a pressurized low-polarity water extractor.
PubMed:Identification of TLC markers and quantification by HPLC-MS of various constituents in noni fruit powder and commercial noni-derived products.
PubMed:Aloe-emodin-induced apoptosis in human gastric carcinoma cells.
PubMed:Application of redox mediator to accelerate selenate reduction to elemental selenium by Enterobacter taylorae.
PubMed:Photo-irradiation of Aloe vera by UVA--formation of free radicals, singlet oxygen, superoxide, and induction of lipid peroxidation.
PubMed:Rumex induratus leaves: interesting dietary source of potential bioactive compounds.
PubMed:Anthrasesamones D and E from Sesamum indicum roots.
PubMed:Nutritive value, antioxidant and antimicrobial properties of Struchium sparganophora leaves.
PubMed:Induction of extracellular matrix synthesis in normal human fibroblasts by anthraquinone isolated from Morinda citrifolia (Noni) fruit.
PubMed:In vitro sensitivity of Botrytis cinerea to anthraquinone and anthrahydroquinone derivatives.
PubMed:Synthesis and activity of substituted anthraquinones against a human filarial parasite, Brugia malayi.
PubMed:Selective growth-inhibiting effects of compounds identified in Tabebuia impetiginosa inner bark on human intestinal bacteria.
PubMed:Lichen palatability depends on investments in herbivore defence.
PubMed:Antioxidant phenolic constituents in roots of Rheum officinale and Rubia cordifolia: structure-radical scavenging activity relationships.
PubMed:Antigenotoxic properties of Cassia tea (Cassia tora L.): mechanism of action and the influence of roasting process.
PubMed:Anthraquinones isolated from Cassia tora (Leguminosae) seed show an antifungal property against phytopathogenic fungi.
PubMed:Membrane-related effects underlying the biological activity of the anthraquinones emodin and barbaloin.
PubMed:Anthraquinones production, hydrogen peroxide level and antioxidant vitamins in Morinda elliptica cell suspension cultures from intermediary and production medium strategies.
PubMed:Glucuronidation as a mechanism of intrinsic drug resistance in human colon cancer: reversal of resistance by food additives.
PubMed:Anthrasesamones from roots of Sesamum indicum.
PubMed:Comparative studies on the delignification of pine kraft-anthraquinone pulp with hydrogen peroxide by binucleus Mn(IV) complex catalysis.
PubMed:The contribution of biotic and abiotic processes during azo dye reduction in anaerobic sludge.
PubMed:Cynodontin: a fungal metabolite with antifungal properties.
PubMed:Protection against Trp-P-2 DNA adduct formation in C57bl6 mice by purpurin is accompanied by induction of cytochrome P450.
PubMed:Effects of 9,10 anthraquinone on ruminal fermentation, total-tract digestion, and blood metabolite concentrations in sheep.
PubMed:Inhibition of human cytochrome P450 1B1, 1A1 and 1A2 by antigenotoxic compounds, purpurin and alizarin.
PubMed:Determination of anthraquinone in technical material, formulations, and lettuce by high performance liquid chromatography.
PubMed:Antifeedant activity of an anthraquinone aldehyde in Galium aparine L. against Spodoptera litura F.
PubMed:Structure of acid-stable carmine.
PubMed:Antioxidant activity of chemical components from sage (Salvia officinalis L.) and thyme (Thymus vulgaris L.) measured by the oil stability index method.
PubMed:Final report on the safety assessment of Acid Violet 43.
PubMed:Application of redox mediators to accelerate the transformation of reactive azo dyes in anaerobic bioreactors.
PubMed:Preventive effects of anthraquinone food pigments on the DNA damage induced by carcinogens in Drosophila.
PubMed:Role of biological antioxidants in benzanthrone toxicity.
PubMed:Degradation of phenanthrene and anthracene by cell suspensions of Mycobacterium sp. strain PYR-1.
PubMed:Growth and anthraquinone production of Morinda elliptica cell suspension cultures in a stirred-tank bioreactor.
PubMed:Stabilization of azadirachtin A in neem formulations: effect of some solid carriers, neem oil, and stabilizers.
PubMed:Antioxidant effects of extracts from Cassia tora L. prepared under different degrees of roasting on the oxidative damage to biomolecules.
PubMed:Protection against the bacterial mutagenicity of heterocyclic amines by purpurin, a natural anthraquinone pigment.
PubMed:Occurrence of emodin, chrysophanol and physcion in vegetables, herbs and liquors. Genotoxicity and anti-genotoxicity of the anthraquinones and of the whole plants.
PubMed:Genotoxicity of sennosides on the bone marrow cells of mice.
PubMed:Inhibition of sulfate reduction to sulfide by 9,10-anthraquinone in in vitro ruminal fermentations.
PubMed:Polycyclic aromatic hydrocarbons inhibit the activity of acetylcholinesterase purified from electric eel.
PubMed:Inhibition of the mutagenicity of 2-nitrofluorene, 3-nitrofluoranthene and 1-nitropyrene by flavonoids, coumarins, quinones and other phenolic compounds.
PubMed:In vitro antimutagenic effects of anthraquinone aglycones and naphthopyrone glycosides from Cassia tora.
PubMed:In vitro inhibition of microbial methane production by 9,10-anthraquinone.
PubMed:Alaternin, cassiaside and rubrofusarin gentiobioside, radical scavenging principles from the seeds of Cassia tora on 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical.
PubMed:Toxicity of structurally related anthraquinones and anthrones to mammalian cells in vitro.
PubMed:Effect of extraneous supplementation of ascorbic acid on the bio-disposition of benzanthrone in guinea pigs.
PubMed:Biodegradation of polycyclic aromatic hydrocarbons by new isolates of white rot fungi.
PubMed:Comparative study of the biodisposition of benzanthrone in different rodent species.
PubMed:The mutagenic constituents of Rubia tinctorum.
PubMed:Interaction of benzanthrone with cytochrome P450: altered patterns of hepatic xenobiotic metabolism in rats.
PubMed:Genotoxicity in the hepatocyte/DNA repair test and toxicity to liver mitochondria of 1-hydroxyanthraquinone and several dihydroxyanthraquinones.
 
Notes:
None found
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