triclosan
Notes:
a diphenyl ether derivative used in cosmetics and toilet soaps as an antiseptic. it has some bacteriostatic and fungistatic action.
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5-chloro-2-(2,4-dichlorophenoxy)phenol (Click)
CAS Number: 3380-34-5
ECHA EC Number:222-182-2
Beilstein Number:0605448
MDL:MFCD00800992
XlogP3-AA:5.00 (est)
Molecular Weight:289.54219000
Formula:C12 H7 Cl3 O2
BioActivity Summary:listing
NMR Predictor:Predict
Category:preservatives
 
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Physical Properties:
Assay: 98.00 to 100.00 % 
Food Chemicals Codex Listed:No
Melting Point: 54.00 to  58.00 °C. @ 760.00 mm Hg
Boiling Point: 344.00 to  345.00 °C. @ 760.00 mm Hg (est)
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: deodorants
preservatives
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Suppliers:
CellMark AB
Triclosan
Kraft Chemical
Triclosan USP
Nakoda Chemicals
Triclosan
Santa Cruz Biotechnology
Triclosan
For experimental / research use only.
Sigma-Aldrich: Aldrich
5-Chloro-2-(2,4-dichlorophenoxy)phenol 97%
For experimental / research use only.
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Safety Information:
Oral/Parenteral Toxicity:
  oral-rat LD50  3700 mg/kg
"Pesticides Symposia; Collection of Papers Presented at the Sixth & Seventh Inter-American Conferences on Toxicology and Occupational Medicine, Miami, FL," Miami, FL, J.L. Halos, 1968-70Vol. 6, Pg. 245, 1968/1970.

oral-mouse LD50  4530 mg/kg
"Pesticides Symposia; Collection of Papers Presented at the Sixth & Seventh Inter-American Conferences on Toxicology and Occupational Medicine, Miami, FL," Miami, FL, J.L. Halos, 1968-70Vol. 6, Pg. 245, 1968/1970.

intraperitoneal-mouse LD50  84 mg/kg
Yakkyoku. Pharmacy. Vol. 28, Pg. 985, 1977.

intraperitoneal-rat LD50  89 mg/kg
Yakkyoku. Pharmacy. Vol. 28, Pg. 985, 1977.

intravenous-rat LD50  29 mg/kg
Industrial Medicine and Surgery. Vol. 38, Pg. 64, 1969.

Dermal Toxicity:
  skin-rabbit LD50 9300 mg/kg
Industrial Medicine and Surgery. Vol. 38, Pg. 64, 1969.

subcutaneous-mouse LD50 3800 mg/kg
Yakkyoku. Pharmacy. Vol. 28, Pg. 985, 1977.

subcutaneous-rat LD50 3900 mg/kg
Yakkyoku. Pharmacy. Vol. 28, Pg. 985, 1977.

Inhalation Toxicity:
  Not determined
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Safety in Use Information:
Category:preservatives
Recommendation for triclosan usage levels up to:
 not for fragrance use.
Recommendation for triclosan flavor usage levels up to:
 not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) on a request from the Commission related to a 3rd list of substances for food contact materials
page or pdf
EPI System:View
Chemicalize.org:Calculate predicted properties
ECHA Data Sheet:View
ClinicalTrials.gov:search
Daily Med:search
NLM Hazardous Substances Data Bank:Search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
Env. Mutagen Info. Center:Search
NLM Developmental and Reproductive Toxicity:Search
EPA Substance Registry Services (TSCA):3380-34-5
EPA ACToR:Toxicology Data
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
 5-chloro-2-(2,4-dichlorophenoxy)phenol
Chemidplus:0003380345
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References:
 5-chloro-2-(2,4-dichlorophenoxy)phenol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:3380-34-5
Pubchem (cid):5564
Pubchem (sid):134982808
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Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (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
Haz-Map: View
Household Products: Search
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
Formulations/Preparations:
•trade names: aquasept, gamophen, irgasan dp 300, sapoderm, ster-zac •vinyzene dp 7000 (rohm and haas company): phenol, 5-chloro-2-(2,4-dichlorophenoxy)- 99%. •vinyzene sb-30 (rohm and haas company): phenol, 5-chloro-2-(2,4-dichlorophenoxy)- 10%. •sanitized brand t96-21 (sanitized inc.): phenol, 5-chloro-2-(2,4-dichlorophenoxy)- 10%. •sanitized brand pla (sanitized inc.): phenol, 5-chloro-2-(2,4-dichlorophenoxy)- 99.9%. •waste minders with stangard4 (s.c. johnson & son inc.): phenol, 5-chloro-2-(2,4-dichlorophenoxy)- .06%. •microbanish r (troy chemical corp): phenol, 5-chloro-2-(2,4-dichlorophenoxy)- 99%. •vikol thp (vikon chemical company, inc.): phenol, 5-chloro-2-(2,4-dichlorophenoxy)- 2%. •ultrafresh 300 dd nonionic (thomas research associates): phenol, 5-chloro-2-(2,4-dichlorophenoxy)- 1.6%, bis(tributyltin) oxide 1.06%. •ultra fresh nm (thomas research associates): phenol, 5-chloro-2-(2,4-dichlorophenoxy)- 3%. •ultra fresh nm-100 (thomas research associates): phenol, 5-chloro-2-(2,4-dichlorophenoxy)- 99%. •ultra-fresh ft-7 (thomas research associates): phenol, 5-chloro-2-(2,4-dichlorophenoxy)- 1%, octhilinone 6.1%. •microban additive "b" (microban products company): phenol, 5-chloro-2-(2,4-dichlorophenoxy)- 99%. •viv-20 (triclosan) (microban products company): phenol, 5-chloro-2-(2,4-dichlorophenoxy)- 99.9%. •aerisguard bioactive coil treatment (aeris environmental ltd): phenol, 5-chloro-2-(2,4-dichlorophenoxy)- .69%. •invasan am 110 us (huntsman international, llc): phenol, 5-chloro-2-(2,4-dichlorophenoxy)- 10%. •superclear t100 (pulcra chemicals, llc): phenol, 5-chloro-2-(2,4-dichlorophenoxy)- 99.9%.
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Potential Blenders and core components note
None Found
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Potential Uses:
 preservatives 
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Natural Occurrence in: note
 not found in nature
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Synonyms:
5-chlor-2-(2,4-dichlorphenoxy)phenol
5-chloro-(2,4-dichlorophenoxy)phenol
5-chloro-2-(2,4-dichlorophenoxy)phenol
 cliniclean
 cloxifenol
 cloxifenolum
2-(2,4-dichlorophenoxy)-5-chlorophenol
 ether, 2'-hydroxy-2,4,4'-trichlorodiphenyl
2-hydroxy-2',4,4'-trichlorodiphenyl ether
 irgasan
 manusept
 microban B
 phenol, 5-chloro-2-(2,4-dichlorophenoxy)-
 sapoderm
2,4,4'-trichloro-2'-hydroxy diphenyl ether
2,4,4'-trichloro-2'-hydroxydiphenyl ether
2,4,4'-trichloro-2'-hydroxydiphenylether
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed:Determination of plaque viability following a single brushing with commercial toothpastes.
PubMed:Comparison of the short-term antiplaque/antibacterial efficacy of two commercial dentifrices.
PubMed:The technology behind Colgate Total Advanced Fresh.
PubMed:A model for studying the effects of mouthrinses on de novo plaque formation.
PubMed:Development of a multianalyte method based on micro-matrix-solid-phase dispersion for the analysis of fragrance allergens and preservatives in personal care products.
PubMed:News, views, & reviews. Update on antibacterial soaps: the FDA takes a second look at triclosans.
PubMed:Quantitative microbial risk assessment of antibacterial hand hygiene products on risk of shigellosis.
PubMed:Development of a multi-preservative method based on solid-phase microextraction-gas chromatography-tandem mass spectrometry for cosmetic analysis.
PubMed:Triclosan Induced Aminoglycoside-Tolerant Listeria monocytogenes Isolates can appear as Small-Colony Variants.
PubMed:Assessment of toxic effects of triclosan on the terrestrial snail (Achatina fulica).
PubMed:Urinary concentrations of environmental phenols in pregnant women in a pilot study of the National Children's Study.
PubMed:Reliability of triclosan measures in repeated urine samples from Norwegian pregnant women.
PubMed:Uptake and accumulation of antimicrobials, triclocarban and triclosan, by food crops in a hydroponic system.
PubMed:Identification of plant metabolites of environmental contaminants by UPLC-QToF-MS: the in vitro metabolism of triclosan in horseradish.
PubMed:FDA pushes makers of antimicrobial soap to prove safety and effectiveness.
PubMed:Fate and uptake of pharmaceuticals in soil-plant systems.
PubMed:Triclocarban, triclosan and its transformation product methyl triclosan in native earthworm species four years after a commercial-scale biosolids application.
PubMed:Widespread occurrence of bisphenol A diglycidyl ethers, p-hydroxybenzoic acid esters (parabens), benzophenone type-UV filters, triclosan, and triclocarban in human urine from Athens, Greece.
PubMed:Analysis of triclosan-selected Salmonella enterica mutants of eight serovars revealed increased aminoglycoside susceptibility and reduced growth rates.
PubMed:Analytical performance of two miniaturised extraction methods for triclosan and methyltriclosan, in fish roe and surimi samples.
PubMed:Transcriptomic analysis of triclosan-susceptible and -tolerant Escherichia coli O157:H19 in response to triclosan exposure.
PubMed:Biocide and copper tolerance in enterococci from different sources.
PubMed:Structure-activity relationships of 44 halogenated compounds for iodotyrosine deiodinase-inhibitory activity.
PubMed:Comparative uptake and translocation of pharmaceutical and personal care products (PPCPs) by common vegetables.
PubMed:Bioconcentration of triclosan and methyl-triclosan in marine mussels (Mytilus galloprovincialis) under laboratory conditions and in metropolitan waters of Gulf St Vincent, South Australia.
PubMed:Oregano essential oil as an antimicrobial additive to detergent for hand washing and food contact surface cleaning.
PubMed:Triclosan exposure reduces thyroxine levels in pregnant and lactating rat dams and in directly exposed offspring.
PubMed:Foliar sorption of emerging and priority contaminants under controlled conditions.
PubMed:Small colony variants (SCVs) of Staphylococcus aureus--a bacterial survival strategy.
PubMed:Antibacterial electrospun poly(lactic acid) (PLA) nanofibrous webs incorporating triclosan/cyclodextrin inclusion complexes.
PubMed:Comparative analysis of the susceptibility to triclosan and three other biocides of avian Salmonella enterica isolates collected 1979 through 1994 and 2004 through 2010.
PubMed:Combined treatments of enterocin AS-48 with biocides to improve the inactivation of methicillin-sensitive and methicillin-resistant Staphylococcus aureus planktonic and sessile cells.
PubMed:Assessment of the susceptibility of lactic acid bacteria to biocides.
PubMed:Comparison of degradation between indigenous and spiked bisphenol A and triclosan in a biosolids amended soil.
PubMed:Triclosan blocks MMP-13 expression in hormone-stimulated osteoblasts.
PubMed:Proteomic and phenotypic analysis of triclosan tolerant verocytotoxigenic Escherichia coli O157:H19.
PubMed:Development of antimicrobial resistance in Campylobacter jejuni and Campylobacter coli adapted to biocides.
PubMed:Advances in allergic skin disease, anaphylaxis, and hypersensitivity reactions to foods, drugs, and insects in 2012.
PubMed:How dirty are the dirty dozen ingredients in cosmetics?
PubMed:Effects of efflux-pump inducers and genetic variation of the multidrug transporter cmeB in biocide resistance of Campylobacter jejuni and Campylobacter coli.
PubMed:Triclosan exposure and allergic sensitization in Norwegian children.
PubMed:Metabolization of the bacteriostatic agent triclosan in edible plants and its consequences for plant uptake assessment.
PubMed:Slow O-demethylation of methyl triclosan to triclosan, which is rapidly glucuronidated and sulfonated in channel catfish liver and intestine.
PubMed:Uptake of galaxolide, tonalide, and triclosan by carrot, barley, and meadow fescue plants.
PubMed:Toxicity and bioaccumulation of biosolids-borne triclosan in food crops.
PubMed:Triple bioaffinity mass spectrometry concept for thyroid transporter ligands.
PubMed:Cytotoxicity and inhibitory effects of low-concentration triclosan on adipogenic differentiation of human mesenchymal stem cells.
PubMed:Urinary levels of triclosan and parabens are associated with aeroallergen and food sensitization.
PubMed:Comparative proteomic analysis of Salmonella tolerance to the biocide active agent triclosan.
PubMed:Efficacy of biocides used in the modern food industry to control salmonella enterica, and links between biocide tolerance and resistance to clinically relevant antimicrobial compounds.
PubMed:Transfer of Salmonella Enteritidis to four types of surfaces after cleaning procedures and cross-contamination to tomatoes.
PubMed:Involvement of efflux mechanisms in biocide resistance of Campylobacter jejuni and Campylobacter coli.
PubMed:Nitrate causes a dose-dependent augmentation of nitric oxide status in healthy women.
PubMed:An expert panel report of a proposed scientific model demonstrating the effectiveness of antibacterial handwash products.
PubMed:Pharmaceutical and personal care products in groundwater, subsurface drainage, soil, and wheat grain, following a high single application of municipal biosolids to a field.
PubMed:Miniaturized extraction methods of triclosan from aqueous and fish roe samples. Bioconcentration studies in zebrafish larvae (Danio rerio).
PubMed:Uptake of organic emergent contaminants in spath and lettuce: an in vitro experiment.
PubMed:Effect of enterocin AS-48 in combination with biocides on planktonic and sessile Listeria monocytogenes.
PubMed:Review of risk from potential emerging contaminants in UK groundwater.
PubMed:Field dissipation of 4-nonylphenol, 4-t-octylphenol, triclosan and bisphenol A following land application of biosolids.
PubMed:Emerging pollutants in sewage, surface and drinking water in Galicia (NW Spain).
PubMed:A meta-analysis of the published literature on the effectiveness of antimicrobial soaps.
PubMed:Sensitivity analysis for the SimpleTreat model to simulate fate of chemicals in sewage treatment plants.
PubMed:Determination of preservative and antimicrobial compounds in fish from Manila Bay, Philippines using ultra high performance liquid chromatography tandem mass spectrometry, and assessment of human dietary exposure.
PubMed:4-Nonylphenol, bisphenol-A and triclosan levels in human urine of children and students in China, and the effects of drinking these bottled materials on the levels.
PubMed:Sublethal triclosan exposure decreases susceptibility to gentamicin and other aminoglycosides in Listeria monocytogenes.
PubMed:Degradation of 4-nonylphenol, 4-t-octylphenol, bisphenol A and triclosan following biosolids addition to soil under laboratory conditions.
PubMed:In vitro interaction between fluconazole and triclosan against clinical isolates of fluconazole-resistant Candida albicans determined by different methods.
PubMed:Inappropriate use of D-values for determining biocidal activity of various antimicrobials.
PubMed:Effect of active packaging incorporated with triclosan on bacteria adhesion.
PubMed:Uptake of 17α-ethynylestradiol and triclosan in pinto bean, Phaseolus vulgaris.
PubMed:Simultaneous determination of 20 pharmacologically active substances in cow's milk, goat's milk, and human breast milk by gas chromatography-mass spectrometry.
PubMed:Assessment of the antibacterial activity of a triclosan-containing cutting board.
PubMed:Listeria monocytogenes and Salmonella enterica enteritidis biofilms susceptibility to different disinfectants and stress-response and virulence gene expression of surviving cells.
PubMed:Effectiveness of triclosan in the management of radiation-induced oral mucositis: a randomized clinical trial.
PubMed:Characterization of Salmonella enterica isolates from turkeys in commercial processing plants for resistance to antibiotics, disinfectants, and a growth promoter.
PubMed:Salmonella enterica Enteritidis biofilm formation and viability on regular and triclosan-impregnated bench cover materials.
PubMed:Comparative efficacy of seven hand sanitizers against murine norovirus, feline calicivirus, and GII.4 norovirus.
PubMed:Selected personal care products and endocrine disruptors in biosolids: an Australia-wide survey.
PubMed:A review of personal care products in the aquatic environment: environmental concentrations and toxicity.
PubMed:Fully automated determination of parabens, triclosan and methyl triclosan in wastewater by microextraction by packed sorbents and gas chromatography-mass spectrometry.
PubMed:Occurrence, efficacy, metabolism, and toxicity of triclosan.
PubMed:Probabilistic risk evaluation for triclosan in surface water, sediments, and aquatic biota tissues.
PubMed:Review of 'emerging' organic contaminants in biosolids and assessment of international research priorities for the agricultural use of biosolids.
PubMed:In-sample acetylation-non-porous membrane-assisted liquid-liquid extraction for the determination of parabens and triclosan in water samples.
PubMed:Immunosuppressive effects of triclosan, nonylphenol, and DDT on human natural killer cells in vitro.
PubMed:The synergistic activity of triclosan and ciprofloxacin on biofilms of Salmonella Typhimurium.
PubMed:Electrochemical sensor for rapid detection of triclosan using a multiwall carbon nanotube film.
PubMed:Organic contaminants in sewage sludge (biosolids) and their significance for agricultural recycling.
PubMed:Impact of biosolids on the persistence and dissipation pathways of triclosan and triclocarban in an agricultural soil.
PubMed:Assessment of human exposure to Bisphenol-A, Triclosan and Tetrabromobisphenol-A through indoor dust intake in Belgium.
PubMed:Runoff of pharmaceuticals and personal care products following application of dewatered municipal biosolids to an agricultural field.
PubMed:Adsorption and degradation of triclosan and triclocarban in soils and biosolids-amended soils.
PubMed:Simultaneous determination of parabens, triclosan and triclocarban in water by liquid chromatography/electrospray ionisation tandem mass spectrometry.
PubMed:Pharmaceutical and personal care products in tile drainage following surface spreading and injection of dewatered municipal biosolids to an agricultural field.
PubMed:Association of triclosan to casein proteins through solvent-mediated high-pressure homogenization.
PubMed:Development of triclosan and antibiotic resistance in Salmonella enterica serovar Typhimurium.
PubMed:An ecological risk assessment for triclosan in the terrestrial environment.
PubMed:Surfactants, aromatic and isoprenoid compounds, and fatty acid biosynthesis inhibitors suppress Staphylococcus aureus production of toxic shock syndrome toxin 1.
PubMed:Automated on-line column-switching HPLC-MS/MS method with peak focusing for measuring parabens, triclosan, and other environmental phenols in human milk.
PubMed:Determinations and residual characteristics of triclosan in household food detergents of Taiwan.
PubMed:Pharmaceutical and personal care products in tile drainage following land application of municipal biosolids.
PubMed:Polychlorinated dibenzo-p-dioxins and dibenzofurans pollution in China: sources, environmental levels and potential human health impacts.
PubMed:Snail bioaccumulation of triclocarban, triclosan, and methyltriclosan in a North Texas, USA, stream affected by wastewater treatment plant runoff.
PubMed:Runoff of pharmaceuticals and personal care products following application of biosolids to an agricultural field.
PubMed:Simplified sample preparation method for triclosan and methyltriclosan determination in biota and foodstuff samples.
PubMed:Antibiotic and disinfectant susceptibility profiles of vancomycin-resistant Enterococcus faecium (VRE) isolated from community wastewater in Texas.
PubMed:Individual and mixture effects of selected pharmaceuticals and personal care products on the marine phytoplankton species Dunaliella tertiolecta.
PubMed:Antimicrobial susceptibility of Listeria monocytogenes from food products.
PubMed:Measurement of triclosan in water using a magnetic particle enzyme immunoassay.
PubMed:Effect of triclosan on Salmonella typhimurium at different growth stages and in biofilms.
PubMed:Efflux pump activity in fluoroquinolone and tetracycline resistant Salmonella and E. coli implicated in reduced susceptibility to household antimicrobial cleaning agents.
PubMed:Risk assessment of triclosan [Irgasan] in human breast milk.
PubMed:Triclosan and antimicrobial resistance in bacteria: an overview.
PubMed:Expression, purification and preliminary crystallographic analysis of the Toxoplasma gondii enoyl reductase.
PubMed:Evaluation of the antibacterial effect of a triclosan-containing floor used in the food industry.
PubMed:Environmental oestrogens, cosmetics and breast cancer.
PubMed:Inhibition of sulfotransferases by xenobiotics.
PubMed:Assessment of benefits from use of antimicrobial hand products: reduction in risk from handling ground beef.
PubMed:A unique water optional health care personnel handwash provides antimicrobial persistence and residual effects while decreasing the need for additional products.
PubMed:Possible associations between Salmonella persistence in poultry houses and resistance to commonly used disinfectants and a putative role of mar.
PubMed:Inhibition of fatty acid synthase prevents preadipocyte differentiation.
PubMed:Determination of triclosan in foodstuffs.
PubMed:Effect of triclosan or a phenolic farm disinfectant on the selection of antibiotic-resistant Salmonella enterica.
PubMed:The effect of a toothpaste containing 2% zinc citrate/0.3% Triclosan on the glycolysis of plaque bacteria ex vivo after food intake.
PubMed:The effect of a 2% zinc citrate, 0.3% Triclosan dentifrice on plaque acid production following consumption of a snackfood.
PubMed:Plaque antibacterial levels following controlled food intake and use of a toothpaste containing 2% zinc citrate and 0.3% Triclosan.
PubMed:Effects of three pharmaceutical and personal care products on natural freshwater algal assemblages.
PubMed:Antimicrobial food packaging in meat industry.
PubMed:Effectiveness of some recent antimicrobial packaging concepts.
PubMed:[Can disinfectants contribute to antibiotic resistance?].
PubMed:The comparative anticaries efficacy of a dentifrice containing 0.3% triclosan and 2.0% copolymer in a 0.243% sodium fluoride/silica base and a dentifrice containing 0.243% sodium fluoride/silica base: a two-year coronal caries clinical trial on adults in Israel.
PubMed:Determination of phenolic disinfectant agents in commercial formulations by liquid chromatography.
PubMed:A method of assessing the efficacy of hand sanitizers: use of real soil encountered in the food service industry.
PubMed:Percutaneous penetration and dermal metabolism of triclosan (2,4, 4'-trichloro-2'-hydroxydiphenyl ether).
PubMed:The influence of specific foods and oral hygiene on the microflora of fissures and smooth surfaces of molar teeth: A 5-day study.
PubMed:The effectiveness of triclosan-incorporated plastic against bacteria on beef surfaces.
PubMed:[Analysis of components in natural food additive "grapefruit seed extract" by HPLC and LC/MS].
PubMed:Dietary staining in vitro by mouthrinses as a comparative measure of antiseptic activity and predictor of staining in vivo.
PubMed:Evaluation of the skin disinfecting activity and cumulative effect of chlorhexidine and triclosan handwash preparations on hands artificially contaminated with Serratia marcescens.
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Soluble in:
 water, 10 mg/L @ 20 °C (exp)
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