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emodin
9,10-anthracenedione, 1,3,8-trihydroxy-6-methyl- (9CI)

Supplier Sponsors

Name:1,3,8-trihydroxy-6-methylanthracene-9,10-dione
CAS Number: 518-82-1Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:208-258-8
FDA UNII: KA46RNI6HN
Nikkaji Web:J6.587K
Beilstein Number:1888141
MDL:MFCD00001207
XlogP3-AA:2.70 (est)
Molecular Weight:270.24070000
Formula:C15 H10 O5
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:cosmetic ingredient for skin conditioning
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:orange crystalline powder (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 257.00 °C. @ 760.00 mm Hg
Boiling Point: 586.87 °C. @ 760.00 mm Hg (est)
Flash Point: 613.00 °F. TCC ( 322.80 °C. ) (est)
logP (o/w): 3.641 (est)
Soluble in:
 water, 2.042 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin conditioning
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Emodin 98%
BOC Sciences
For experimental / research use only.
Emodin >98%
Odor: characteristic
Use: Emodin is a naturally occurring anthraquinone present in the roots and barks of numerous plants. It exerts antiproliferative effects in cancer cells that are regulated by different signaling pathways.
Changsha Organic Herb
Rheum Extract
Coompo
For experimental / research use only.
Emodin from Plants ≥96%
Odor: characteristic
Use: Emodin is being studied as a potential agent that could reduce the impact of type 2 diabetes. It is a potent selective inhibitor of the enzyme 11β-HSD1. Emodin when isolated from rhubarb exhibits anti-cancer effects on several human cancers, including human pancreatic cancer. Emodin in rhubarb extracts may also have neuroprotective properties against glutamate toxicity.
EMD Millipore
For experimental / research use only.
Emodin
ExtraSynthese
For experimental / research use only.
Emodin (HPLC) ≥99%
Glentham Life Sciences
Emodin
Santa Cruz Biotechnology
For experimental / research use only.
Emodin ≥95%
Shaanxi Haokang Bio-technology
Aloe Emodin 95%,98%
Sigma-Aldrich: Sigma
For experimental / research use only.
Emodin from Frangula bark, ≥90% (HPLC)
TCI AMERICA
For experimental / research use only.
Emodin >96.0%(HPLC)
 
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:
intraperitoneal-mouse LD50 35 mg/kg
GASTROINTESTINAL: OTHER CHANGES
Journal of Agricultural and Food Chemistry. Vol. 27, Pg. 1342, 1979.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
cosmetic ingredient for skin conditioning
Recommendation for emodin usage levels up to:
 not for fragrance use.
 
Recommendation for emodin flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
ClinicalTrials.gov:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
Carcinogenic Potency Database:Search
EPA GENetic TOXicology:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :3220
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
1,3,8-trihydroxy-6-methylanthracene-9,10-dione
Chemidplus:0000518821
EPA/NOAA CAMEO:hazardous materials
RTECS:CB7920600 for cas# 518-82-1
 
References:
 1,3,8-trihydroxy-6-methylanthracene-9,10-dione
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):3220
Pubchem (sid):134976663
 
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
KEGG (GenomeNet):C10343
HMDB (The Human Metabolome Database):HMDB35214
FooDB:FDB013862
Export Tariff Code:2914.69.9000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
this compound occurs either free or combined with a sugar in a glucoside in rhubarb, cascara sagrada, aloes and other plants. a synthetic product is also available.
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 cascara sagrada
Search Trop Picture
 fallopia japonica
Search Trop Picture
 rhubarb root
Search Trop Picture
 sorrel garden sorrel plant
Search Trop Picture
 
Synonyms:
9,10-anthracenedione, 1,3,8-trihydroxy-6-methyl-
9,10-anthracenedione, 1,3,8-trihydroxy-6-methyl- (9CI)
 anthraquinone, 1,3,8-trihydroxy-6-methyl- (8CI)
 anthraquinone, 6-methyl-1,3,8-trihydroxy-
 emodol
 frangula emodin
 frangulic acid
6-methyl-1,3,8-trihydroxy-9,10-anthracenedione
3-methyl-1,6, 8-trihydroxyanthraquinone
3-methyl-1,6,8-trihydroxyanthraquinone
 rheum emodin
4,5,7-trihydroxy-2-methylanthraquinone
1,6,8-trihydroxy-3-methylanthracene-9,10-dione
1,3,8-trihydroxy-6-methyl-9,10-anthracenedione
1,3,8-trihydroxy-6-methyl-9,10-anthraquinone
1,3,8-trihydroxy-6-methyl-9,10-dihydroanthracene-9,10-dione
1,3,8-trihydroxy-6-methyl-anthraquinone
1,3,8-trihydroxy-6-methylanthra-9,10-quinone
1,3,8-trihydroxy-6-methylanthracene-9,10-dione
1,3,8-trihydroxy-6-methylanthraquinone
 

Articles:

PubMed:Development of an improved reverse-phase high-performance liquid chromatography method for the simultaneous analyses of trans-/cis-resveratrol, quercetin, and emodin in commercial resveratrol supplements.
PubMed:Polysaccharides from dioscorea ( shān yào) and other phytochemicals enhance antitumor effects induced by DNA vaccine against melanoma.
PubMed:[Simultaneous determination of 25 illegally added drugs in diet health foods by ultra-high performance liquid chromatography].
PubMed:In vitro anti-osteoporosis properties of diverse Korean Drynariae rhizoma phenolic extracts.
PubMed:Emodin attenuates systemic and liver inflammation in hyperlipidemic mice administrated with lipopolysaccharides.
PubMed:[Effect of emodin lipid nano-microbubble on MAPK signal pathway and inflammation cytokine in AT-II cells by mechanical stretch].
PubMed:Molecular approaches toward targeted cancer prevention with some food plants and their products: inflammatory and other signal pathways.
PubMed:Optimized ultrasound-assisted extraction of phenolic compounds from Polygonum cuspidatum.
PubMed:Emodin represses TWIST1-induced epithelial-mesenchymal transitions in head and neck squamous cell carcinoma cells by inhibiting the β-catenin and Akt pathways.
PubMed:Novel molecularly imprinted polymers with carbon nanotube as matrix for selective solid-phase extraction of emodin from kiwi fruit root.
PubMed:Chemical constituents of Aloe barbadensis Miller and their inhibitory effects on phosphodiesterase-4D.
PubMed:Quality assessment of Japanese knotweed (Fallopia japonica) grown on Prince Edward Island as a source of resveratrol.
PubMed:Is it possible to increase the aloin content of Aloe vera by the use of ultraviolet light?
PubMed:Rapid and simple method for the determination of emodin in tartary buckwheat (Fagopyrum tataricum) by high-performance liquid chromatography coupled to a diode array detector.
PubMed:Emodin-6-O-β-D-glucoside inhibits HMGB1-induced inflammatory responses in vitro and in vivo.
PubMed:Anthraquinone profile, antioxidant and antimicrobial activity of bark extracts of Rhamnus alaternus, R. fallax, R. intermedia and R. pumila.
PubMed:Ultrasonic-assisted extraction of the botanical dietary supplement resveratrol and other constituents of Polygonum cuspidatum.
PubMed:Isolation and identification of Flavobacterium columnare and Streptococcus iniae antibacterial compounds from the terrestrial plant Atraphaxis laetevirens.
PubMed:Assessment of antibacterial properties and the active ingredient of plant extracts and its effect on the performance of crucian carp (Carassius auratus gibelio var. E'erqisi, Bloch).
PubMed:Comment on "The endoplasmic reticulum stress response is involved in apoptosis induced by aloe-emodin in HK-2 cells by Zhu et al. (2012).
PubMed:Cell-type dependent response of melanoma cells to aloe emodin.
PubMed:Aloe-emodin inhibits adipocyte differentiation and maturation during in vitro human mesenchymal stem cell adipogenesis.
PubMed:Effects of an anthraquinone derivative from Rheum officinale Baill, emodin, on airway responses in a murine model of asthma.
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:Involvement of pachybasin and emodin in self-regulation of Trichoderma harzianum mycoparasitic coiling.
PubMed:Protective effects of emodin against cisplatin-induced oxidative stress in cultured human kidney (HEK 293) cells.
PubMed:Anthraquinones of Cissus populnea Guill & Perr (Amplidaceae).
PubMed:The endoplasmic reticulum stress response is involved in apoptosis induced by aloe-emodin in HK-2 cells.
PubMed:Microwave-assisted extraction performed in low temperature and in vacuo for the extraction of labile compounds in food samples.
PubMed:Hepatoprotection of emodin and Polygonum multiflorum against CCl(4)-induced liver injury.
PubMed:Single-kernel analysis of fumonisins and other fungal metabolites in maize from South African subsistence farmers.
PubMed:Protective Effects of Emodin and Chrysophanol Isolated from Marine Fungus Aspergillus sp. on Ethanol-Induced Toxicity in HepG2/CYP2E1 Cells.
PubMed:Development of a liquid chromatography tandem mass spectrometry method for simultaneous determination of eight adulterants in slimming functional foods.
PubMed:A new cytotoxic indole-3-ethenamide from the halotolerant fungus Aspergillus sclerotiorum PT06-1.
PubMed:Comparison of the antioxidant and transmembrane permeative activities of the different Polygonum cuspidatum extracts in phospholipid-based microemulsions.
PubMed:Fungal community associated with fermentation and storage of Fuzhuan brick-tea.
PubMed:Dietary aloin, aloesin, or aloe-gel exerts anti-inflammatory activity in a rat colitis model.
PubMed:A novel sensitive detection platform for antitumor herbal drug aloe-emodin based on the graphene modified electrode.
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:Influence of carbon source on growth and mycotoxin production by isolates of Pyrenophora tritici-repentis from wheat.
PubMed:Effects of food and gender on the pharmacokinetics of rhein and emodin in rats after oral dosing with Da-Cheng-Qi decoction.
PubMed:Alaternin attenuates delayed neuronal cell death induced by transient cerebral hypoperfusion in mice.
PubMed:The metabolic benefits of Polygonum hypoleucum Ohwi in HepG2 cells and Wistar rats under lipogenic stress.
PubMed:Redotex ingestions reported to Texas poison centers.
PubMed:Intestinal absorption of aloin, aloe-emodin, and aloesin; A comparative study using two in vitro absorption models.
PubMed:Anti-diabetic effects of emodin involved in the activation of PPARgamma on high-fat diet-fed and low dose of streptozotocin-induced diabetic mice.
PubMed:Evaluation of aloin and aloe-emodin as anti-inflammatory agents in aloe by using murine macrophages.
PubMed:Emodin induces apoptosis of human tongue squamous cancer SCC-4 cells through reactive oxygen species and mitochondria-dependent pathways.
PubMed:Equivocal colonic carcinogenicity of Aloe arborescens Miller var. natalensis berger at high-dose level in a Wistar Hannover rat 2-y study.
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:Multiple compounds determination and fingerprint analysis of Lidanpaishi tablet and keli by high-performance liquid chromatography.
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:Effect of a polyphenol-rich extract from Aloe vera gel on experimentally induced insulin resistance in mice.
PubMed:Influence of food polyphenols on aryl hydrocarbon receptor-signaling pathway estimated by in vitro bioassay.
PubMed:Aloe-emodin-induced apoptosis in human gastric carcinoma cells.
PubMed:Chemical constituents of cape aloe and their synergistic growth-inhibiting effect on Ehrlich ascites tumor cells.
PubMed:Photo-irradiation of Aloe vera by UVA--formation of free radicals, singlet oxygen, superoxide, and induction of lipid peroxidation.
PubMed:Rapid separation and determination of structurally related anthraquinones in Rhubarb by pressurized capillary electrochromatography.
PubMed:Aloe-emodin induces apoptosis in T24 human bladder cancer cells through the p53 dependent apoptotic pathway.
PubMed:Effect of inhibition of aloe-emodin on N-acetyltransferase activity and gene expression in human malignant melanoma cells (A375.S2).
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:Aloe-emodin induced in vitro G2/M arrest of cell cycle in human promyelocytic leukemia HL-60 cells.
PubMed:Emodin isolated from Cassia obtusifolia (Leguminosae) seed shows larvicidal activity against three mosquito species.
PubMed:Flavonoids as aryl hydrocarbon receptor agonists/antagonists: effects of structure and cell context.
PubMed:Rubratoxin B induced the secretion of hepatic injury-related colony stimulating factors in human hepatoma cells.
PubMed:Spoilage fungi and their mycotoxins in commercially marketed chestnuts.
PubMed:Cynodontin: a fungal metabolite with antifungal properties.
PubMed:In vitro studies on the photobiological properties of aloe emodin and aloin A.
PubMed:[Contents of barbaloin-related compounds in aloe drinks and their change during storage].
PubMed:Aloe exudate: characterization by reversed phase HPLC and headspace GC-MS.
PubMed:Hepatotoxin rubratoxin B induced the secretion of TNF-alpha, IL-8, and MCP-1 in HL60 cells.
PubMed:Inhibitory effects of Cassia tora L. on benzo[a]pyrene-mediated DNA damage toward HepG2 cells.
PubMed:Comparative evaluation of antioxidant potential of alaternin (2-hydroxyemodin) and emodin.
PubMed:Cytochrome P4501A1-inhibitory action of antimutagenic anthraquinones in medicinal plants and the structure-activity relationship.
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:Studies on toxigenic fungi in roasted foodstuff (salted seed) and halotolerant activity of emodin-producing Aspergillus wentii.
PubMed:Inhibitory actions of emodin on arylamine N-acetyltransferase activity in strains of Helicobacter pylori from peptic ulcer patients.
PubMed:Genotoxicity of the laxative drug components emodin, aloe-emodin and danthron in mammalian cells: topoisomerase II mediated?
PubMed:High-performance liquid chromatographic profiles of aloe constituents and determination of aloin in beverages, with reference to the EEC regulation for flavouring substances.
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 emodin on cooked-food mutagen activation.
PubMed:Genotoxicity testing of arsenobetaine, the predominant form of arsenic in marine fishery products.
PubMed:Occurrence and detection of natural mutagens and modifying factors in food products.
PubMed:[Occurrence and analysis of the mycotoxin emodin].
PubMed:Determination of emodin in feeds.
PubMed:Emodin, a toxic metabolite of Aspergillus wentii isolated from weevil-damaged chestnuts.
 
Notes:
purgative anthraquinone found in several plants, especially rhamnus frangula. it was formerly used as a laxative, but is now used mainly as tool in toxicity studies. Present in Cascara sagrada Emodin is a purgative resin from rhubarb, Polygonum cuspidatum, the buckthorn and Japanese Knotweed (Fallopia japonica). The term may also refer to any one of a series of principles isomeric with the emodin of rhubarb. (Wikipedia)
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