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Further evidence for rotenone-induced inhibition of autophagic degradation in our model was supported by a significant increase in high molecular weight species of α-synuclein at 48 h following treatment (Figure (Figure3), 3), as it is well established that the ALP is important for α-syn degradation. Mitochondrial electron transport chain inhibitor (IC50 = 1.7 - 2.2 μM at complex I). Molecular Formula / Molecular Weight. 8,23,24 Levels of alpha synuclein . Property Name Property Value Reference; Molecular Weight: 394.4: Computed by PubChem 2.1 (PubChem release 2021.05.07) XLogP3: 4.1: Computed by XLogP3 3.0 (PubChem release 2021.05.07) 83-79-4. Description SDS Pricing; 557368: . Chemical Properties of Rotenone (CAS 83-79-4) Download as PDF file Download as Excel file Download as 2D mole file Predict properties. DB11457. It is presented as Wettable Powder and its active principle is Rotenone, an organic substance of natural origin (vegetal), biologically active, with insecticidal - acaricidal power. Rotenone induces apoptosis through enhancing mitochondrial reactive oxygen species production. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions. Rotenone is an odorless, colorless, crystalline isoflavone used as a broad-spectrum insecticide, piscicide, and pesticide.It occurs naturally in the seeds and stems of several plants, such as the jicama vine plant, and the roots of several members of Fabaceae.It was the first described member of the family of chemical compounds known as rotenoids. Antimycin A, a toxic antibiotic, strongly inhibits the oxidation of ubiquinol. Its chemical structure is shown in Figure 52.1. NIOSH/OSHA. Respirator Recommendations. Compare Product No. The encoded protein is one of three proteins found in the flavoprotein fraction of the complex. Rats fed diets containing rotenone at concentrations of 1,200 ppm or higher lost weight. Gastrodin is the major active component of Rhizoma Gastrodiae, with a molecular weight of 286 Da, a molecular . Rotenone is an isoflavone compound that naturally occurs in the jicama vine plant as well as many Fabaceae plants. Molecular mass (molecular weight) is the mass of one molecule of a substance and is expressed n the unified atomic mass units (u). Formula: C 23 H 22 O 6. Rotenone. Rotenone is a naturally occurring complex ketone, derived from the roots of Lonchocarpus species ( Uversky, 2004 ). Antimycin A, a toxic antibiotic, strongly inhibits the oxidation of ubiquinol. 1969). Molecular weight: 394.4172. rotenone at doses up to 2.5 mg/kg for 2 years developed no pathological changes that could be attributed to rotenone (National Research Council 1983). Small Molecule. PubChem Substance ID. Molecular Weight: 394.42. rotenone administration of 1.5 and 2.5 mg/kg per day for two months reduces tyrosine hydroxylase levels in the posterior striatum and prefrontal cortex, induces catalepsy, and decreases spontaneous locomotion and exploration in the open field test.4 Formulations containing rotenone have been used as insecticides and piscicides.5 99070. The present investigation was an attempt to study the effect of low molecular weight sulfated chitosan (LMWSC) on in vitro rotenone model of Parkinson's disease (PD) by evaluating cell viability, oxidative stress, mitochondrial membrane potential, DNA fragmentation, and apoptosis. Up to 50 mg/m3: (APF = 10) Any air-purifying half-mask respirator with organic vapor cartridge (s) in combination with an N95, R95, or P95 filter. Description Natural organic product produced by mechanical methods (grinding and sieving) from Barbasco. : 83-79-4 Molecular Formula: C₂₃H₂₂O₆ Molecular Weight: 394.42 Target: Mitochondrial Metabolism; Autophagy; Apoptosis It is also used as a garden dust to control insects and rotenone-based pesticides are on sale across Britain. It is presented as Wettable Powder and its active principle is Rotenone, an organic substance of natural origin (vegetal), biologically active, with insecticidal - acaricidal power. On the outer surface, facing the intermembrane space and the cytoplasm, NADH and NADPH are oxidized by what is probably a single low-molecular-weight, nonproton-pumping, unspecific rotenone-insensitive NAD(P)H dehydrogenase. (b) Explain why antimycin A is a poison. (1 u is equal to 1/12 the mass of one atom of carbon-12) Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol. Rats (dose not specified) excreted 19.5% of the 14C dose in the urine within 22 hours, mice 20% within 24 hours, mainly as metabolites (Fukami et al. Physical State (20 deg.C) Solid. Molecular Weight: 394.41 g / mol Description Natural organic product produced by mechanical methods (grinding and sieving) from Barbasco. Rotenone Molecular Formula C H O Average mass 394.417 Da Monoisotopic mass 394.141632 Da ChemSpider ID 6500 - 3 of 3 defined stereocentres More details: Featured data source acaricide insecticide Names Properties Searches Spectra Vendors Articles More Names and Synonyms Database ID (s) The following filters may also be used: N99, R99, P99, N100, R100, P100. 83-79-4. (1 u is equal to 1/12 the mass of one atom of carbon-12) Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol. Chemical Properties of Rotenone (CAS 83-79-4) Download as PDF file Download as Excel file Download as 2D mole file Predict properties. For distinguishing different NADH dehydrogenase activities we performed in-gel staining in the presence of 100 μ m DPI ( Fig. The Hazard fields include special hazard alerts air and water reactions, fire hazards, health hazards, a reactivity profile, and details about reactive groups assignments and potentially incompatible absorbents.The information in CAMEO Chemicals comes from a variety of data sources. ¾ Molecular Formula: C 23 H 22 O 6 Molecular Weight: 394.42 Percent Composition: C 70.04%, H 5.62%, O 24.34% 83-79-4) Suppliers treated with rotenone at 5 µM or 10 µM for 3, 8, 16 and 24 h (Fig. insoluble fraction of rotenone-treated cells with or without resveratrol pretreatment were detected by immunoblot assay. Rotenone is one of the oldest naturally occurring compounds present in a number of plants. Chemsrc provides Isolongifolene(CAS#:1135-66-6) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. See Full Promo Details. C23H22O6 = 394.42. Molecular weight: 394.4172. Molecular weight: 394.4172. Commonly used pesticide and induces Parkinsonism in animal models. IUPAC Standard InChI: InChI=1S/C23H22O6/c1-11 (2)16-8-14-15 (28-16)6-5-12-22 (24)21-13-7-18 (25-3)19 (26-4)9-17 (13)27-10-20 (21)29-23 (12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3. Inhibits NADH oxidation by cardiac sarcoplasmic reticulum (IC 50 = 3.4 nM). Solubility Data for Rotenone Preparing Stock Solutions for Rotenone The following data is based on the product molecular weight 394.42. Type I SH group reacts very rapidly with mercurials and oxidants at low concentrations with immediate and complete inactivation. Chemical and physical properties of Rotenone. Rotenone (Barbasco, Dactinol, Paraderil, Rotenon, Rotocide) is a botanical insecticide that is an inhibitor of mitochondrial electron transport.Rotenone inhibits NADH/DB oxidoreductase and NADH oxidase with IC50 of 28.8 nM and 5.1 nM, respectively. CAS RN. Rotenone induces apoptosis through enhancing mitochondrial reactive oxygen species production. Formula Weight: 394.42 g/mol TEST_____ Specification _____ Appearance (Color) White to Yellow Appearance (Form) Powder Solvent Content < 4 %_ by NMR Solubility (Turbidity) Clear to Slightly Hazy 50 mg/ml In Chloroform Solubility (Color) Very Faint Yellow to Yellow and Very Faint Brown-Yellow to Brown-Yellow . weight or volume of water, air or feed, e.g., mg/l, mg/kg or ppm. Rotenone. Molecular Formula / Molecular Weight. Rotenone was dissolved in DMSO and diluted with incubation buffer (200 mM sucrose, 10 mM Tris-MOPS, 5 mM α-ketoglutarate, 2 mM malate, 1 mM Pi, 10 μM EGTA-Tris, pH 7.4). The other characteristics of Rotenonecan be summarized as: Rotenone Cat. Rotenone is a plant-extracted chemical with a wide application in pesticides and insecticides. : HY-B1756 CAS No. It has broad spectrum insecticide and pesticide activity and is also toxic to fish. . Rats exposed to rotenone (2.5 mg/kg b.wt) for 2 months were used as an animal model to identify the unbiased set of miRNAs and proteins deregulated in blood samples. Rotenone treatment activates microglia. Male albino mice and rats were given oral or intraperitoneal doses of 14C-rotenone (0.29 mg/kg body weight, 14C-label in a methyl ether group); within 50 hours, mice Its molecular weight around 130 kDa could correspond to the NDH2 dimer. Plant (and fungal) mitochondria contain multiple NAD(P)H dehydrogenases in the inner membrane all of which are connected to the respiratory chain via ubiquinone. Revision: 03/17/2015 Page: 6 of 6 Rotenone SAFETY DATA SHEET Supersedes Revision: 05/15/2014 ICAO/IATA Shipping Name: Toxic solid, organic, n.o.s. Rotenone powder is the most commonly used pesticide to eradicate fish populations. No. Nedd4 family interacting protein 1 (Ndfip1) is a transmembrane protein that contains 221 amino acid residues and has a molecular weight of approximately 26 kDa. Incubation of SH-S … Meanwhile, an accumulation of high molecular weight ubiquitin band was observed in cells treated with rotenone for 24 h (Fig. b) Explain why antimycin A is a poison. A photoaffinity-labelling analogue of the respiratory inhibitor rotenone was synthesized from the naturally occurring rotenoid amorphigenin. Reaxys Registry Number. Copy Sheet of paper on top of another sheet. Molecular Weight 1 394.42 CAS 83-79-4 Other Names (-)-Rotenone (-)-cis-Rotenone Rotenone. Inhibits NADH oxidation by cardiac sarcoplasmic reticulum (IC50 = 3.4 nM). Chemical and physical properties of Rotenone. The present investigation was an attempt to study the effect of low molecular weight sulfated chitosan (LMWSC) on in vitro rotenone model of Parkinson's disease (PD) by evaluating cell viability, oxidative stress, mitochondrial membrane potential, DNA fragmentation, and apoptosis. Rotenone powders lose much of their toxicity within weeks Mitochondrial electron transport chain complex I inhibitor (IC50 values are 1.7 - 2.2 µM). IUPAC Standard InChI: InChI=1S/C23H22O6/c1-11 (2)16-8-14-15 (28-16)6-5-12-22 (24)21-13-7-18 (25-3)19 (26-4)9-17 (13)27-10-20 (21)29-23 (12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3. It has a molecular formula of C 23 H 22 O 6 and a molecular weight 394.42. Project: Low Molecular Weight Urea-Based Molecules as Structurants for Hydrophobic and Hydrophilic Systems DOST PCHRD (2019-2022) Project: Synthesis of Deguelin, Rotenone and Small Molecules Derivatives as Anticancer Agents UP ECWRG (2020-2022) Molecular mass (molecular weight) is the mass of one molecule of a substance and is expressed n the unified atomic mass units (u). Expires : 06-30-2022 Redemption Only. Introduction. (Rotenone), 6 . For more information about the substance, you may click one of the links below to take you to the relevant section: Program and regulatory information about this substance, including links to EPA applications/systems, statues/regulations, or other sources that . Molecular Weight: 394.42 Molecular Formula: C23H22O6 Additional Metadata. Copy Sheet of paper on top of another sheet. Glut-5 band (55 kDa) was not detected in untreated control CHME-5 cells in the amount (15 μg) of total protein loaded in this study (Figure 2A).However rotenone treated CHME-5 cells showed a significant increase in the levels of Glut-5 proteins at the end of week four (Figure 2A and 2B).Glut-5 is a glucose transporter, specifically expressed in resting . Swallow: Medical attention immediately. Molecular weight 394.42 Freezing point/melting point: 329-331°F: Vapor pressure <0.00004 mmHg Flash point: Vapor density: Specific gravity: 1.27 . Unlike some other pesti-cides, rotenone is not environmentally persistent and degrades rapidly under natural conditions. Type. 1B ), which inhibits NDH2 and incomplete complex I (Čermáková et al ., Reference Čermáková, Verner, Man, Lukeš and Horváth 2007 ). Generic Name. Mitogen Activated Protein Kinase (MAPK), Toll-like receptor, Wnt, and Ras signaling pathways are intensively involved in the effect of rotenone on the ENS [2]. Rotenone (ROT) is well known pesticide been used in agriculture due to its low cost and rapid action. Rotenone (Fig. . Molecular Weight 1 394.42 CAS 83-79-4 Other Names (-)-Rotenone (-)-cis-Rotenone Item Rotenone; CAS Number 83-79-4; Molecular Weight 394.4; Chemical Formula C23H22O6; Chemical Container Material Clear Glass; Chemical Container Type Bottle; Chemical Grade Reagent; Chemical Container Size 25 g; Chemical Family Type Analytical Reagents; Shelf Life 24 mo; Shipping Restrictions UN2811, Toxic Solid, Organic, n.o.s. IUPAC Standard InChI: InChI=1S/C23H22O6/c1-11 (2)16-8-14-15 (28-16)6-5-12-22 (24)21-13-7-18 (25-3)19 (26-4)9-17 (13)27-10-20 (21)29-23 (12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3. Formula: C 23 H 22 O 6. Rotenone is a member of the class of rotenones that consists of 1,2,12,12a-tetrahydrochromeno [3,4-b]furo [2,3-h]chromen-6 (6aH)-one substituted at position 2 by a prop-1-en-2-yl group and at positions 8 and 9 by methoxy groups (the 2R,6aS,12aS-isomer). Copy Sheet of paper on top of another sheet. We selected 6 potentially PD-related compounds: rotenone, MPTP/MPP+, toluene, saccharin, and aspartame, and compared them to 4 tubulin inhibitors: colchicine, vinblastine, soblidotin, and taxol; identifying ~62% chemical similarity between rotenone and colchicine and ~78% similarity between aspartame and soblidotin. Formula: C 23 H 22 O 6. Rotenone is a mitochondrial electron transport chain inhibitor (IC 50 = 1.7 - 2.2 μ M at complex I). In the 14-day studies (dietary rotenone concentrations of 0-600 ppm in the first 14-day studies and 0-4,800 ppm in the second 14-day studies), rough hair coats and dose-related decreases in mean body weight gain were observed in rats. Rotenone underwent a rapid release where 90.07 % of rotenone had been released after 27 h. Meanwhile, for each weight ratio of rotenone-loaded oleoyl-carboxymethyl chitosan, about 1.47 % of rotenone was detected after 1 h and the concentration of rotenone increased up to 11.06 % after 6 h. As the mechanism that couples mitochondrial dysfunction to impaired PT low-molecular weight protein uptake is unknown, we investigated the effect of respiratory chain (RC) inhibitors on endocytosis of FITC-albumin in PT-derived OK cells. Reaxys Registry Number. DrugBank Accession Number. Piperonylbutoxide - CAS 51-03-6 Catalog number: 51-03-6. . A non-systemic insecticide, it is the principal insecticidal constituent of derris (the . May also inhibit autophagy induction; blocks lysosomal degradation of autophagic vacuoles. Piperonyl butoxide works as an insecticide synergist. Commonly used pesticide and induces Parkinsonism in animal models. It is useful in inhibitng the insect microsomal enzyme detoxification activity and is always under the combination usage with other ingredients like pyrethroid, rotenone, pyrethrin and etc. It contains two PPxY motifs that bind to the WW domain of Nedd4 ubiquitin ligase to mediate ubiquitin-dependent protein degradation ( Jolliffe et al., 2000 ). Molecular weight: 394.43 Solubility: very limited solubility in water Œ 0.2 mg/L @ 20 oC, 15 mg/L @ 100 C; . 83-79-4) Skype Rotenone (CAS No. It is stable, but light and air sensitive. a) Explain why rotenone ingestion is lethal to some insect and fish species. In addition, its molecular formula is C 23 H 22 O 6 and molecular weight is 394.42. 99070. . CAS RN. This has also been widely used to establish Parkinson's disease (PD) models in rodents. query time : 0.046 seconds. InChI . Rotenone is classified by WHO as class-II pesticide with a moderate hazards (World Health Organization and International Programme on Chemical Safety, 2010).Rotenone is proofed to produce a validated experimental model of Parkinson's disease (PD) referring to suppression of complex I . Rotenone. Rotenone. It is seen only in the low (80, 000 molecular weight) form of the enzyme. Molecular Weight: 394.41 g / mol. . molecular function . Besides, it is white or off-white powder, which should be sealed in plastic bags in a cool, dry and ventilated place. This complex is part of the mitochondrial respiratory chain and serves to catalyze the rotenone-sensitive oxidation of NADH and the reduction of ubiquinone. 83-79-4 - JUVIOZPCNVVQFO-HBGVWJBISA-N - Rotenone [BSI:ISO] - Similar structures search, synonyms, formulas, resource links, and other chemical information. Rotenone. 1B), which was more significant in cells treated with rotenone at higher concentration. The loss of substantia nigral dopaminergic neurons and microglial activation in rotenone-induced rats were observed in our previous study. 3D). Incubation of SH-SY5Y cells with 100 nm rotenone resulted in neuronal cell death, redox imbalanced mitochondrial . 2.Rotenone as a piscicide. 1C). (Rotenone) 14.3 AIR TRANSPORT (ICAO/IATA): UN Number: 2811 Packing Group: I Hazard Class: 6.1 - POISON IATA Classification: 6.1 Additional Transport Transport in accordance with local, state, and federal regulations. the same molecular composition (6) as Complex 1, and shares all the catalytic properties of this complex (and of the enzyme as it occurs in submitochondrial particles), including functional nonheme iron (9), except that it is lipid-free, and cannot catalyze the amytal- and rotenone-sensitive reduction of Co& (6). Rotenone is an inhibitor of mitochondrial electron transport at nicotinamide adenine dinucleotide (NADH):ubiquinone oxidoreductase. Background. May also inhibit autophagy induction; blocks lysosomal degradation of autophagic vacuoles. DMSO concentration was . Buy $500 or more in MP Biomedicals products and get $250 more to spend on products at no additional cost. C23H22O6 = 394.42. Rotenone is also on sale as an insecticide shampoo for dogs, cattle and sheep, which is used to kill lice. Rotenone, a toxic natural product from plants, strongly inhibits NADH dehydrogenase of insect and fish mitochondria. Molecular weight: 394.4172. Rotenone preparations are unstable in light and air. MW 394.42, Purity > 97%. Please kindly note that our products are not . Description. Potent NADH oxidation inhibitor (IC50 = 3.4 nM). NOAA: CAMEO Chemicals - Rotenone NIOSH: Pocket Guide to Chemical Hazards . Type II is seen in the high molecular weight form of the enzyme. Here we have evaluated the role of well established potent molecule 'Low Molecular Weight Chitosan (LMWC)' aga … Physical State (20 deg.C) Solid. The accumulation of high molecular weight ubiquitin bands was observed in detergent-insoluble fraction of cells treated with rotenone, which was partially attenuated by resveratrol pretreatment (Fig. 50.1A) is a natural compound, used as an insecticide and a herbicide. IUPAC Standard InChI: InChI=1S/C23H22O6/c1-11 (2)16-8-14-15 (28-16)6-5-12-22 (24)21-13-7-18 (25-3)19 (26-4)9-17 (13)27-10-20 (21)29-23 (12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3. Suppliers List, E-mail/RFQ Form, Molecular Structure, Weight, Formula, IUPAC, Synonyms for Rotenone (CAS No. Copy Sheet of paper on top of another sheet. Compound Rotenonewith free spectra: 3 NMR, 4 FTIR, 1 Raman, 1 UV-Vis, and 1 MS. Molecular Formula: C 23 H 22 O 6 Molecular Weight: 394.42 Percent Composition: C 70.04%, H 5.62%, O 24.34% Rotenone-induced models reproduce effectively the pathological features of PD[8,9,10,11,12]. It is a commonly used pesticide and is also used in lakes and reservoirs to kill fish that are perceived as pests. Rotenone is the trivial name of the main chemical component of certain plants of the " Derris," "Lonchocarpus," "Tephrosia" and "Mundulea" species. (a) Explain why rotenone ingestion is lethal to some insect and fish species. Rotenone acts as a neurotoxic agent which can produce Parkinson-like . Statistically derived single dose causing death in 50% of the test animals when administered by the route indicated (oral, dermal, inhalation), expressed as a weight of substance per unit weight of animal, e.g., mg/kg. Rotenone, a toxic natural product from plants, strongly inhibits NADH dehydrogenase of insect and fish, mitochondria. The analogue inhibits NADH-ubiquinone oxidoreductase activity at concentrations comparable with those of rotenone. It is readily absorbed through the exoskeletons of arthropods, but poorly absorbed cutaneously or from the gastrointestinal tract of mammals. 264 Rotenone Volume 19 intestine 21.6%. Suppresses microtubule… Molecular weight = 394, 41 (C 70.04% H 5.62% 0 24.34%) Structural formula: 3.3 Physical properties 3.3.1 Colour 3.3.2 State/Form 3.3.3 Description Melting points 165 to 166°C (dimorphic form 181'C) Vapour pressureless than 0.00001 mbar at 20°C SolubilityPractically insoluble in water; soluble 1 in 300 of alcohol, 1 in 12 of acetone, 1 in 3 of . Product: Rotenone 95% - 98% Empirical Formula: C23H2206 Molecular Weight: 394.41 g / mol Raw material: Roots of Barbasco (Lonchocarpus nicou) CAS number: 83-79-4 EPA Number: No 71004 Rotenone EU: No 2092/91 Description High purity natural molecule obtained from the Peruvian Cube or Barbasco using aprotic solvents. Methods: Uptake of FITC-albumin was quantified using confocal microscopy. Rotenone is an mitochondrial electron transport chain complex I inhibitor. PubChem Substance ID. Formula: C 23 H 22 O 6. Spend $500, Get $250 on MP Biomedicals Products. Articles of Isolongifolene are included as well. InChI . LCO Lawn Care Operator LD50 Median Lethal Dose. Dogs fed doses of rotenone up to 50 mg/kg/day for 28 days experienced vomiting and excessive salivation, but no decreased weight gain (National Research Council 1983). Rotenone-sensitive NADH-ubiquinone oxidoreductase (complex I, CI) is assayed using 100 μM Decylubiquinone as an electron acceptor and 200 μM NADH as a donor in a 10 mM KH2PO4/K2HPO4 buffer, pH 7.5, containing 3.75 mg/mL BSA, 2 mM KCN, and 7.5 μM Antimycin A. NADH oxidation is measured at 340 nm before and after the addition of 4 μM Rotenone . Why rotenone ingestion is lethal to some insect and fish species: //en.wikipedia.org/wiki/Rotenone >! Inhibits NADH oxidation inhibitor ( IC50 = 3.4 nM ) reservoirs to kill lice a Explain! Paper on top of another Sheet Download as Excel file Download as PDF file Download as 2D mole file Properties. Chain complex I ) rapidly under natural conditions why antimycin a is a commonly used pesticide and is on... 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The analogue inhibits NADH-ubiquinone oxidoreductase activity at concentrations of 1,200 ppm or higher weight! ) Suppliers < a href= '' https: //www.frontiersin.org/articles/10.3389/fnmol.2020.613404/full '' > rotenone |! Occurring complex ketone, derived from the gastrointestinal tract of mammals neuronal cell,... Non-Systemic insecticide, it is seen in the high molecular weight: g. The most commonly used pesticide to eradicate fish populations pesticides and insecticides... < /a >.... Respiratory chain and serves to catalyze the rotenone-sensitive oxidation of ubiquinol and molecular weight ubiquitin band was observed in previous! Pesticides and insecticides μM at complex I inhibitor | MedChemExpress < /a > rotenone ( CAS 83-79-4 ) Suppliers a... Some other pesti-cides, rotenone is rotenone molecular weight toxic to fish rotenone - Wikipedia < >. ( grinding and sieving ) from Barbasco is lethal to some insect and fish species antimycin a, toxic. ) rotenone molecular weight why rotenone ingestion is lethal to some insect and fish species N99, R99,,.

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