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533-31-3,MFCD00005827
Catalog No.:AA003DEA

533-31-3 | Sesamol

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10g
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25g
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003DEA
Chemical Name:
Sesamol
CAS Number:
533-31-3
Molecular Formula:
C7H6O3
Molecular Weight:
138.1207
MDL Number:
MFCD00005827
SMILES:
Oc1ccc2c(c1)OCO2
NSC Number:
59256
Properties
Properties
 
BP:
113-116°C 2mm  
Form:
Solid  
MP:
62-65 °C(lit.)  
Refractive Index:
1.4850 (estimate)  
Stability:
Light Sensitive  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
126  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
XLogP3:
1.2  

Literature

Title: Sesamol induced apoptotic effect in lung adenocarcinoma cells through both intrinsic and extrinsic pathways.

Journal: Chemico-biological interactions 20160725

Title: Hepatoprotective effects of sesamol loaded solid lipid nanoparticles in carbon tetrachloride induced sub-chronic hepatotoxicity in rats.

Journal: Environmental toxicology 20160501

Title: Sesamol alleviates diet-induced cardiometabolic syndrome in rats via up-regulating PPARγ, PPARα and e-NOS.

Journal: The Journal of nutritional biochemistry 20121101

Title: Efficacy of sesamol on plasma and tissue lipids in isoproterenol-induced cardiotoxicity in Wistar rats.

Journal: Archives of pharmacal research 20120801

Title: Direct chemical method for preparing 2,3-epoxyamides using sodium chlorite.

Journal: The Journal of organic chemistry 20120706

Title: Patterns of carbohydrate and fatty acid changes under nitrogen starvation in the microalgae Haematococcus pluvialis and Nannochloropsis sp.

Journal: Applied microbiology and biotechnology 20120601

Title: Comparison of the simple cyclic voltammetry (CV) and DPPH assays for the determination of antioxidant capacity of active principles.

Journal: Molecules (Basel, Switzerland) 20120503

Title: Sesamol attenuates oxidative stress-mediated experimental acute pancreatitis in rats.

Journal: Human & experimental toxicology 20120401

Title: Multiple roles of dihomo-γ-linolenic acid against proliferation diseases.

Journal: Lipids in health and disease 20120101

Title: PPARα as a Transcriptional Regulator for Detoxification of Plant Diet-Derived Unfavorable Compounds.

Journal: PPAR research 20120101

Title: Metabolic engineering of yeast and plants for the production of the biologically active hydroxystilbene, resveratrol.

Journal: Journal of biomedicine & biotechnology 20120101

Title: Delivery of sesamol-loaded solid lipid nanoparticles to the brain for menopause-related emotional and cognitive central nervous system derangements.

Journal: Rejuvenation research 20111201

Title: Physicochemical insights on the free radical scavenging activity of sesamol: importance of the acid/base equilibrium.

Journal: The journal of physical chemistry. B 20111110

Title: Therapeutic sesamol attenuates monocrotaline-induced sinusoidal obstruction syndrome in rats by inhibiting matrix metalloproteinase-9.

Journal: Cell biochemistry and biophysics 20111101

Title: Sesamol as a potential radioprotective agent: in vitro studies.

Journal: Radiation research 20111101

Title: Selective recognition of sesamol using molecularly imprinted polymers containing magnetic wollastonite.

Journal: Journal of separation science 20111101

Title: Anti-hepatotoxic effects of 3,4-methylenedioxyphenol and N-acetylcysteine in acutely acetaminophen-overdosed mice.

Journal: Human & experimental toxicology 20111001

Title: Effects of sesamol on apoptosis and steroidogenesis in MA-10 mouse Leydig tumor cells.

Journal: Journal of agricultural and food chemistry 20110928

Title: Experimental antithrombotic effects of sesame seed whole grains and extracts.

Journal: Blood coagulation & fibrinolysis : an international journal in haemostasis and thrombosis 20110901

Title: Modulation of nitrergic pathway by sesamol prevents cognitive deficits and associated biochemical alterations in intracerebroventricular streptozotocin administered rats.

Journal: European journal of pharmacology 20110601

Title: Chondroprotective role of sesamol by inhibiting MMPs expression via retaining NF-κB signaling in activated SW1353 cells.

Journal: Journal of agricultural and food chemistry 20110511

Title: Identification of methanol-soluble compounds in sesame and evaluation of antioxidant potential of its lignans.

Journal: Journal of agricultural and food chemistry 20110413

Title: Neuropsychopharmacological effect of sesamol in unpredictable chronic mild stress model of depression: behavioral and biochemical evidences.

Journal: Psychopharmacology 20110401

Title: Inhibitory activity of natural occurring antioxidants on Thiyl radical-induced trans-arachidonic acid formation.

Journal: Journal of agricultural and food chemistry 20110309

Title: Electrostatic spraying of antioxidants on the oxidative quality of ground beef.

Journal: Journal of animal science 20110301

Title: Interaction of sesamol (3,4-methylenedioxyphenol) with tyrosinase and its effect on melanin synthesis.

Journal: Biochimie 20110301

Title: A modified sesamol derivative inhibits progression of atherosclerosis.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20110301

Title: Intracavernous delivery of a designed angiopoietin-1 variant rescues erectile function by enhancing endothelial regeneration in the streptozotocin-induced diabetic mouse.

Journal: Diabetes 20110301

Title: Normal and delayed wound healing is improved by sesamol, an active constituent of Sesamum indicum (L.) in albino rats.

Journal: Journal of ethnopharmacology 20110127

Title: Estrogenic activities of sesame lignans and their metabolites on human breast cancer cells.

Journal: Journal of agricultural and food chemistry 20110112

Title: Sesamol attenuates isoproterenol-induced acute myocardial infarction via inhibition of matrix metalloproteinase-2 and -9 expression in rats.

Journal: Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20110101

Title: What is new for an old molecule? Systematic review and recommendations on the use of resveratrol.

Journal: PloS one 20110101

Title: Antihypertensive and antioxidant effects of dietary black sesame meal in pre-hypertensive humans.

Journal: Nutrition journal 20110101

Title: Changes of blood biochemistry in the rabbit animal model in atherosclerosis research; a time- or stress-effect.

Journal: Lipids in health and disease 20110101

Title: Ameliorative effects of herbal combinations in hyperlipidemia.

Journal: Oxidative medicine and cellular longevity 20110101

Title: p66Shc aging protein in control of fibroblasts cell fate.

Journal: International journal of molecular sciences 20110101

Title: A novel role of sesamol in inhibiting NF-κB-mediated signaling in platelet activation.

Journal: Journal of biomedical science 20110101

Title: Analysis of expression sequence tags from a full-length-enriched cDNA library of developing sesame seeds (Sesamum indicum).

Journal: BMC plant biology 20110101

Title: Potent antiplatelet activity of sesamol in an in vitro and in vivo model: pivotal roles of cyclic AMP and p38 mitogen-activated protein kinase.

Journal: The Journal of nutritional biochemistry 20101201

Title: Sesamol inhibits UVB-induced ROS generation and subsequent oxidative damage in cultured human skin dermal fibroblasts.

Journal: Archives of dermatological research 20101201

Title: Protection of cellular DNA and membrane from γ-radiation-induced damages and enhancement in DNA repair by sesamol.

Journal: Cancer biotherapy & radiopharmaceuticals 20101201

Title: Sulfamic acid catalyzed solvent-free synthesis of 10-aryl-7,7-dimethyl-6,7,8,10-tetrahydro-9H-[1,3]-dioxolo [4,5- b]xanthen-9-ones and 12-aryl-9,9-dimethyl-8,9,10,12-tetrahydro-11H-benzo[a]xanthen-11-ones.

Journal: Molecular diversity 20101101

Title: Towards a unifying, systems biology understanding of large-scale cellular death and destruction caused by poorly liganded iron: Parkinson's, Huntington's, Alzheimer's, prions, bactericides, chemical toxicology and others as examples.

Journal: Archives of toxicology 20101101

Title: Sesamol down-regulates the lipopolysaccharide-induced inflammatory response by inhibiting nuclear factor-kappa B activation.

Journal: Innate immunity 20101001

Title: Sesamol suppresses neuro-inflammatory cascade in experimental model of diabetic neuropathy.

Journal: The journal of pain : official journal of the American Pain Society 20101001

Title: Sesamin attenuates intercellular cell adhesion molecule-1 expression in vitro in TNF-alpha-treated human aortic endothelial cells and in vivo in apolipoprotein-E-deficient mice.

Journal: Molecular nutrition & food research 20100901

Title: Apoptosis-inducing action of two products from oxidation of sesamol, an antioxidative constituent of sesame oil: a possible cytotoxicity of oxidized antioxidant.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20100901

Title: Influence of chemical structures of benzodioxole-based coinitiators on the properties of the unfilled dental resin.

Journal: Acta biomaterialia 20100801

Title: Protective effect of sesamol against 3-nitropropionic acid-induced cognitive dysfunction and altered glutathione redox balance in rats.

Journal: Basic & clinical pharmacology & toxicology 20100701

Title: Protective effect of sesamol on the pulmonary inflammatory response and lung injury in endotoxemic rats.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20100701

Title: Evaluation of the effects of selected phytochemicals on quality indices and sensorial properties of raw and cooked pork stored in different packaging systems.

Journal: Meat science 20100601

Title: Effect of lutein, sesamol, ellagic acid and olive leaf extract on the quality and shelf-life stability of packaged raw minced beef patties.

Journal: Meat science 20100401

Title: Comparing antioxidant effectiveness of natural and synthetic free radical scavengers in thermally-oxidized lard using DPPH method.

Journal: Journal of food science 20100401

Title: Low-cost fluorimetric determination of radicals based on fluorogenic dimerization of the natural phenol sesamol.

Journal: Analytical chemistry 20100215

Title: Development of a novel fluorometric assay for nitric oxide utilizing sesamol and its application to analysis of nitric oxide-releasing drugs.

Journal: Luminescence : the journal of biological and chemical luminescence 20100101

Title: Studies on natural p-terphenyls: total syntheses of vialinin A and terrestrin B.

Journal: Bioscience, biotechnology, and biochemistry 20100101

Title: Protective effect of sesamol against myocardial infarction caused by isoproterenol in Wistar rats.

Journal: Redox report : communications in free radical research 20100101

Title: The Ayurvedic drug, Ksheerabala, ameliorates quinolinic acid-induced oxidative stress in rat brain.

Journal: International journal of Ayurveda research 20100101

Title: Efficacy of vitamin C and ethanolic extract of Sesamum indicum in promoting fertility in male Wistar rats.

Journal: Journal of human reproductive sciences 20100101

Title: Biodetoxification of toxins generated from lignocellulose pretreatment using a newly isolated fungus, Amorphotheca resinae ZN1, and the consequent ethanol fermentation.

Journal: Biotechnology for biofuels 20100101

Title: Comments on Vennila and Pugalendi. Vennila L, Pugalendi KV. Protective effect of sesamol against myocardial infarction caused by isoproterenol in Wistar rats. Redox Rep 2010; 15: 36-42.

Journal: Redox report : communications in free radical research 20100101

Title: Glucose sensing neurons in the ventromedial hypothalamus.

Journal: Sensors (Basel, Switzerland) 20100101

Title: The non-peptide chemical 3,4-methylenedioxyphenol blocked lipopolysaccharide (LPS) from binding to LPS-binding protein and inhibited pro-inflammatory cytokines.

Journal: Innate immunity 20091201

Title: Expeditious synthesis of vialinin B, an extremely potent inhibitor of TNF-alpha production.

Journal: Organic letters 20091105

Title: A new cross-coupling-based synthesis of carpanone.

Journal: Organic letters 20091001

Title: The effect of lutein, sesamol, ellagic acid and olive leaf extract on lipid oxidation and oxymyoglobin oxidation in bovine and porcine muscle model systems.

Journal: Meat science 20091001

Title: Effects of a diet rich in sesame ( Sesamum indicum) pericarp on the expression of oestrogen receptor alpha and oestrogen receptor beta in rat prostate and uterus.

Journal: The British journal of nutrition 20090901

Title: Antioxidant potential of sesamol and its role on radiation-induced DNA damage in whole-body irradiated Swiss albino mice.

Journal: Environmental toxicology and pharmacology 20090901

Title: Improving the stability and antioxidant properties of sesame oil: water-soluble spray-dried emulsions from new transesterified phenolic derivatives.

Journal: Journal of agricultural and food chemistry 20090826

Title: Fat content influences the color, lipid oxidation, and volatiles of irradiated ground beef.

Journal: Journal of food science 20090801

Title: Attenuation of renoinflammatory cascade in experimental model of diabetic nephropathy by sesamol.

Journal: Journal of agricultural and food chemistry 20090722

Title: The protective effect of sesamol against mitochondrial oxidative stress and hepatic injury in acetaminophen-overdosed rats.

Journal: Shock (Augusta, Ga.) 20090701

Title: Administration of sesamol improved blood-brain barrier function in streptozotocin-induced diabetic rats.

Journal: Experimental brain research 20090701

Title: Sesamol: an efficient antioxidant with potential therapeutic benefits.

Journal: Medicinal chemistry (Shariqah (United Arab Emirates)) 20090701

Title: A previously uncultured, paper mill Propionibacterium is able to degrade O-aryl alkyl ethers and various aromatic hydrocarbons.

Journal: Chemosphere 20090601

Title: Cytometric analysis of cytotoxicity of polyphenols and related phenolics to rat thymocytes: potent cytotoxicity of resveratrol to normal cells.

Journal: Basic & clinical pharmacology & toxicology 20090601

Title: Elimination and metabolism of sesamol, a bioactive compound in sesame oil, in rats.

Journal: Molecular nutrition & food research 20090501

Title: Renoprotective effects of sesamol in ferric nitrilotriacetate-induced oxidative renal injury in rats.

Journal: Basic & clinical pharmacology & toxicology 20090401

Title: Effects of germination on chemical composition and functional properties of sesame (Sesamum indicum L.) seeds.

Journal: Bioresource technology 20090201

Title: Glycosylation of sesamol by cultured plant cells.

Journal: Phytochemistry 20090101

Title: Effect of antioxidant application methods on the color, lipid oxidation, and volatiles of irradiated ground beef.

Journal: Journal of food science 20090101

Title: Effect of infrared heating on the formation of sesamol and quality of defatted flours from Sesamum indicum L.

Journal: Journal of food science 20090101

Title: Sesamol attenuate 3-nitropropionic acid-induced Huntington-like behavioral, biochemical, and cellular alterations in rats.

Journal: Journal of Asian natural products research 20090101

Title: Assessment of the medicinal potentials of the methanol extracts of the leaves and stems of Buddleja saligna.

Journal: BMC complementary and alternative medicine 20090101

Title: Antiproliferative effects of honey and of its polyphenols: a review.

Journal: Journal of biomedicine & biotechnology 20090101

Title: Storage stability of sunflower oil with added natural antioxidant concentrate from sesame seed oil.

Journal: Journal of oleo science 20090101

Title: A comparative evaluation of medicated oils prepared using ayurvedic and modified processes.

Journal: Indian journal of pharmaceutical sciences 20090101

Title: Effects of aging time and natural antioxidants on the color, lipid oxidation and volatiles of irradiated ground beef.

Journal: Meat science 20081101

Title: Metabolic transformation of sesamol and ex vivo effect on 2,2'-azo-bis(2-amidinopropane)dihydrochloride-induced hemolysis.

Journal: Journal of agricultural and food chemistry 20081022

Title: Sesamol attenuates diclofenac-induced acute gastric mucosal injury via its cyclooxygenase-independent antioxidative effect in rats.

Journal: Shock (Augusta, Ga.) 20081001

Title: Ethnopharmacology.

Journal: Indian journal of pharmacology 20081001

Title: Bioavailability and tissue distribution of sesamol in rat.

Journal: Journal of agricultural and food chemistry 20080827

Title: The prophylactic protective effect of sesamol against ferric-nitrilotriacetate-induced acute renal injury in mice.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20080801

Title: Effect of sesamol on diabetes-associated cognitive decline in rats.

Journal: Experimental brain research 20080301

Title: Relationship between metabolic and genomic diversity in sesame (Sesamum indicum L.).

Journal: BMC genomics 20080101

Title: Sesamin modulates tyrosine hydroxylase, superoxide dismutase, catalase, inducible NO synthase and interleukin-6 expression in dopaminergic cells under MPP+-induced oxidative stress.

Journal: Oxidative medicine and cellular longevity 20080101

Title: 3,4-Dihydroxy-phenyl 3,4,5-trimethoxy-benzoate.

Journal: Acta crystallographica. Section E, Structure reports online 20080101

Title: The effect of sesamol on systemic oxidative stress and hepatic dysfunction in acutely iron-intoxicated mice.

Journal: Shock (Augusta, Ga.) 20071101

Title: First total synthesis of vialinin A, a novel and extremely potent inhibitor of TNF-alpha production.

Journal: Organic letters 20071011

Title: Scavenging effects of phenolic compounds on reactive oxygen species.

Journal: Biopolymers 20070615

Title: Effects of methyl parathion on Chasmagnathus granulatus hepatopancreas: protective role of sesamol.

Journal: Ecotoxicology and environmental safety 20070501

Title: Practical and convenient synthesis of coumarins from phenols and propiolic acid esters.

Journal: Nature protocols 20070101

Title: Evaluation of coumarin derivatives as anti-fungal agents against soil-borne fungal pathogens.

Journal: Communications in agricultural and applied biological sciences 20070101

Title: Synergistic antimicrobial activities of phytoestrogens in crude extracts of two sesame species against some common pathogenic microorganisms.

Journal: African journal of traditional, complementary, and alternative medicines : AJTCAM 20070101

Title: Effect of sesamol on radiation-induced cytotoxicity in Swiss albino mice.

Journal: Mutation research 20061210

Title: Diet supplementation for 5 weeks with polyphenol-rich cereals improves several functions and the redox state of mouse leucocytes.

Journal: European journal of nutrition 20061201

Title: Characteristics of structured lipid prepared by lipase-catalyzed acidolysis of roasted sesame oil and caprylic acid in a bench-scale continuous packed bed reactor.

Journal: Journal of agricultural and food chemistry 20060712

Title: Sesamol delays mortality and attenuates hepatic injury after cecal ligation and puncture in rats: role of oxidative stress.

Journal: Shock (Augusta, Ga.) 20060501

Title: Development and evaluation of sesamol as an antiaging agent.

Journal: International journal of dermatology 20060301

Title: Attenuation of endotoxin-induced oxidative stress and multiple organ injury by 3,4-Methylenedioxyphenol in rats.

Journal: Shock (Augusta, Ga.) 20060301

Title: Effect of sesame oil on diuretics or Beta-blockers in the modulation of blood pressure, anthropometry, lipid profile, and redox status.

Journal: The Yale journal of biology and medicine 20060301

Title: Protective effect of 1,2,4-benzenetriol on LPS-induced NO production by BV2 microglial cells.

Journal: Journal of biomedical science 20060101

Title: Genetic relationship and diversity in a sesame (Sesamum indicum L.) germplasm collection using amplified fragment length polymorphism (AFLP).

Journal: BMC genetics 20060101

Title: Diastereoselective synthesis of some novel benzopyranopyridine derivatives.

Journal: Beilstein journal of organic chemistry 20060101

Title: Synthesis and HIV-1 integrase inhibitory activities of caffeic acid dimers derived from Salvia officinalis.

Journal: Bioorganic & medicinal chemistry letters 20051115

Title: Sesamol induces nitric oxide release from human umbilical vein endothelial cells.

Journal: Lipids 20050901

Title: Photoprotective effect of sesamol on UVB-radiation induced oxidative stress in human blood lymphocytes in vitro.

Journal: Environmental toxicology and pharmacology 20050701

Title: Improved malonaldehyde assay using headspace solid-phase microextraction and its application to the measurement of the antioxidant activity of phytochemicals.

Journal: Journal of agricultural and food chemistry 20050615

Title: Radioprotective effect of sesamol on gamma-radiation induced DNA damage, lipid peroxidation and antioxidants levels in cultured human lymphocytes.

Journal: Toxicology 20050505

Title: Free radical reactions and antioxidant activities of sesamol: pulse radiolytic and biochemical studies.

Journal: Journal of agricultural and food chemistry 20050406

Title: Sesamol regulates plasminogen activator gene expression in cultured endothelial cells: a potential effect on the fibrinolytic system.

Journal: The Journal of nutritional biochemistry 20050101

Title: Inhibitory actions of several natural products on proliferation of rat vascular smooth muscle cells induced by Hsp60 from Chlamydia pneumoniae J138.

Journal: Journal of agricultural and food chemistry 20041006

Title: Sesame lignans enhance antioxidant activity of vitamin E in lipid peroxidation systems.

Journal: Molecular and cellular biochemistry 20040701

Title: Thermodynamic study of sesamol, piperonyl alcohol, piperonylic acid and homopiperonylic acid: a combined experimental and theoretical investigation.

Journal: Organic & biomolecular chemistry 20040321

Title: Free radical scavenging behavior of antioxidant compounds of sesame (sesamum indicum L.) in DPPH(*) system.

Journal: Journal of agricultural and food chemistry 20040225

Title: Far-infrared radiation increases the antioxidant properties of rice hull extract in cooked turkey meat.

Journal: Journal of agricultural and food chemistry 20040128

Title: Comprehensive study on vitamin C equivalent antioxidant capacity (VCEAC) of various polyphenolics in scavenging a free radical and its structural relationship.

Journal: Critical reviews in food science and nutrition 20040101

Title: The sesame seed oil constituent, sesamol, induces growth arrest and apoptosis of cancer and cardiovascular cells.

Journal: Annals of the New York Academy of Sciences 20031201

Title: Antiphoto-oxidative activity of sesamol in methylene blue- and chlorophyll-sensitized photo-oxidation of oil.

Journal: Journal of agricultural and food chemistry 20030521

Title: Use of double packaging and antioxidant combinations to improve color, lipid oxidation, and volatiles of irradiated raw and cooked turkey breast patties.

Journal: Poultry science 20030501

Title: Action of pyrethrum-based formulations against grain weevils.

Journal: International journal of pharmaceutics 20030430

Title: Use of antioxidants to reduce lipid oxidation and off-odor volatiles of irradiated pork homogenates and patties.

Journal: Meat science 20030101

Title: Effect of antioxidants on the quality of irradiated sausages prepared with turkey thigh meat.

Journal: Poultry science 20020801

Title: Chemopreventive effect of resveratrol, sesamol, sesame oil and sunflower oil in the Epstein-Barr virus early antigen activation assay and the mouse skin two-stage carcinogenesis.

Journal: Pharmacological research 20020601

Title: Palladium-catalyzed intramolecular C-O bond formation.

Journal: Journal of the American Chemical Society 20011212

Title: Cytotoxicity effects of di- and tri-hydroxybenzaldehydes as a chemopreventive potential agent on tumor cells.

Journal: Toxicology 20010328

Title: Increased survival after cecal ligation and puncture in mice consuming diets enriched with sesame seed oil.

Journal: Critical care medicine 20010101

Title: Kapadia GJ, et al. Chemopreventive effect of resveratrol, sesamol, sesame oil and sunflower oil in the Epstein-Barrvirus early antigen activation assay and the mouse skin two-stage carcinogenesis. Pharmacol Res. 2002 Jun;45(6):499-505.

Title: Liu Z, et al. Sesamol Induces Human Hepatocellular Carcinoma Cells Apoptosis by Impairing MitochondrialFunction and Suppressing Autophagy. Sci Rep. 2017 Apr 4;7:45728.

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