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Details

Stereochemistry ACHIRAL
Molecular Formula C7H6O3
Molecular Weight 138.1207
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3,4-METHYLENEDIOXYPHENOL

SMILES

OC1=CC=C2OCOC2=C1

InChI

InChIKey=LUSZGTFNYDARNI-UHFFFAOYSA-N
InChI=1S/C7H6O3/c8-5-1-2-6-7(3-5)10-4-9-6/h1-3,8H,4H2

HIDE SMILES / InChI

Molecular Formula C7H6O3
Molecular Weight 138.1207
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Use of antioxidants to reduce lipid oxidation and off-odor volatiles of irradiated pork homogenates and patties.
2003 Jan
Photoprotective effect of sesamol on UVB-radiation induced oxidative stress in human blood lymphocytes in vitro.
2005 Jul
3,4-Dihydroxy-phenyl 3,4,5-trimethoxy-benzoate.
2007 Dec 6
Synergistic antimicrobial activities of phytoestrogens in crude extracts of two sesame species against some common pathogenic microorganisms.
2007 Jun 10
Effects of aging time and natural antioxidants on the color, lipid oxidation and volatiles of irradiated ground beef.
2008 Nov
Ethnopharmacology.
2008 Oct
Sesamin modulates tyrosine hydroxylase, superoxide dismutase, catalase, inducible NO synthase and interleukin-6 expression in dopaminergic cells under MPP+-induced oxidative stress.
2008 Oct-Dec
Storage stability of sunflower oil with added natural antioxidant concentrate from sesame seed oil.
2009
Antiproliferative effects of honey and of its polyphenols: a review.
2009
Sesamol attenuate 3-nitropropionic acid-induced Huntington-like behavioral, biochemical, and cellular alterations in rats.
2009
Fat content influences the color, lipid oxidation, and volatiles of irradiated ground beef.
2009 Aug
Improving the stability and antioxidant properties of sesame oil: water-soluble spray-dried emulsions from new transesterified phenolic derivatives.
2009 Aug 26
The non-peptide chemical 3,4-methylenedioxyphenol blocked lipopolysaccharide (LPS) from binding to LPS-binding protein and inhibited pro-inflammatory cytokines.
2009 Dec
Sesamol: an efficient antioxidant with potential therapeutic benefits.
2009 Jul
Administration of sesamol improved blood-brain barrier function in streptozotocin-induced diabetic rats.
2009 Jul
Attenuation of renoinflammatory cascade in experimental model of diabetic nephropathy by sesamol.
2009 Jul 22
Assessment of the medicinal potentials of the methanol extracts of the leaves and stems of Buddleja saligna.
2009 Jul 6
Cytometric analysis of cytotoxicity of polyphenols and related phenolics to rat thymocytes: potent cytotoxicity of resveratrol to normal cells.
2009 Jun
A previously uncultured, paper mill Propionibacterium is able to degrade O-aryl alkyl ethers and various aromatic hydrocarbons.
2009 Jun
Effect of infrared heating on the formation of sesamol and quality of defatted flours from Sesamum indicum L.
2009 May-Jul
A comparative evaluation of medicated oils prepared using ayurvedic and modified processes.
2009 Nov
Expeditious synthesis of vialinin B, an extremely potent inhibitor of TNF-alpha production.
2009 Nov 5
The effect of lutein, sesamol, ellagic acid and olive leaf extract on lipid oxidation and oxymyoglobin oxidation in bovine and porcine muscle model systems.
2009 Oct
A new cross-coupling-based synthesis of carpanone.
2009 Oct 1
Antioxidant potential of sesamol and its role on radiation-induced DNA damage in whole-body irradiated Swiss albino mice.
2009 Sep
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.
2009 Sep
Glucose sensing neurons in the ventromedial hypothalamus.
2010
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.
2010
Protective effect of sesamol against myocardial infarction caused by isoproterenol in Wistar rats.
2010
Studies on natural p-terphenyls: total syntheses of vialinin A and terrestrin B.
2010
Comparing antioxidant effectiveness of natural and synthetic free radical scavengers in thermally-oxidized lard using DPPH method.
2010 Apr
Effect of lutein, sesamol, ellagic acid and olive leaf extract on the quality and shelf-life stability of packaged raw minced beef patties.
2010 Apr
Influence of chemical structures of benzodioxole-based coinitiators on the properties of the unfilled dental resin.
2010 Aug
Protection of cellular DNA and membrane from γ-radiation-induced damages and enhancement in DNA repair by sesamol.
2010 Dec
Sesamol inhibits UVB-induced ROS generation and subsequent oxidative damage in cultured human skin dermal fibroblasts.
2010 Dec
Potent antiplatelet activity of sesamol in an in vitro and in vivo model: pivotal roles of cyclic AMP and p38 mitogen-activated protein kinase.
2010 Dec
Low-cost fluorimetric determination of radicals based on fluorogenic dimerization of the natural phenol sesamol.
2010 Feb 15
Efficacy of vitamin C and ethanolic extract of Sesamum indicum in promoting fertility in male Wistar rats.
2010 Jan
The Ayurvedic drug, Ksheerabala, ameliorates quinolinic acid-induced oxidative stress in rat brain.
2010 Jan
Protective effect of sesamol on the pulmonary inflammatory response and lung injury in endotoxemic rats.
2010 Jul
Protective effect of sesamol against 3-nitropropionic acid-induced cognitive dysfunction and altered glutathione redox balance in rats.
2010 Jul
Evaluation of the effects of selected phytochemicals on quality indices and sensorial properties of raw and cooked pork stored in different packaging systems.
2010 Jun
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.
2010 Nov
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.
2010 Nov
Biodetoxification of toxins generated from lignocellulose pretreatment using a newly isolated fungus, Amorphotheca resinae ZN1, and the consequent ethanol fermentation.
2010 Nov 22
Development of a novel fluorometric assay for nitric oxide utilizing sesamol and its application to analysis of nitric oxide-releasing drugs.
2010 Nov-Dec
Sesamol suppresses neuro-inflammatory cascade in experimental model of diabetic neuropathy.
2010 Oct
Sesamol down-regulates the lipopolysaccharide-induced inflammatory response by inhibiting nuclear factor-kappa B activation.
2010 Oct
Apoptosis-inducing action of two products from oxidation of sesamol, an antioxidative constituent of sesame oil: a possible cytotoxicity of oxidized antioxidant.
2010 Sep
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.
2010 Sep
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:39:16 GMT 2023
Edited
by admin
on Fri Dec 15 18:39:16 GMT 2023
Record UNII
94IEA0NV89
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3,4-METHYLENEDIOXYPHENOL
INCI  
INCI  
Official Name English
1,3-BENZODIOXOL-5-OL
Systematic Name English
PHENOL, 3,4-(METHYLENEDIOXY)-
Systematic Name English
3,4-(METHYLENEDIOXY)PHENOL
Systematic Name English
4-HYDROXY-1,2-METHYLENEDIOXYBENZENE
Systematic Name English
ORISTAR MDP
Common Name English
3,4-METHYLENEDIOXYPHENOL [INCI]
Common Name English
NSC-59256
Code English
BENZODIOXOL-5-OL
Systematic Name English
5-HYDROXY-1,3-BENZODIOXOLE
Systematic Name English
SESAMOL
Common Name English
Code System Code Type Description
WIKIPEDIA
SESAMOL
Created by admin on Fri Dec 15 18:39:16 GMT 2023 , Edited by admin on Fri Dec 15 18:39:16 GMT 2023
PRIMARY
ECHA (EC/EINECS)
208-561-5
Created by admin on Fri Dec 15 18:39:16 GMT 2023 , Edited by admin on Fri Dec 15 18:39:16 GMT 2023
PRIMARY
MESH
C025583
Created by admin on Fri Dec 15 18:39:16 GMT 2023 , Edited by admin on Fri Dec 15 18:39:16 GMT 2023
PRIMARY
PUBCHEM
68289
Created by admin on Fri Dec 15 18:39:16 GMT 2023 , Edited by admin on Fri Dec 15 18:39:16 GMT 2023
PRIMARY
EPA CompTox
DTXSID9021267
Created by admin on Fri Dec 15 18:39:16 GMT 2023 , Edited by admin on Fri Dec 15 18:39:16 GMT 2023
PRIMARY
CAS
533-31-3
Created by admin on Fri Dec 15 18:39:16 GMT 2023 , Edited by admin on Fri Dec 15 18:39:16 GMT 2023
PRIMARY
FDA UNII
94IEA0NV89
Created by admin on Fri Dec 15 18:39:16 GMT 2023 , Edited by admin on Fri Dec 15 18:39:16 GMT 2023
PRIMARY
NSC
59256
Created by admin on Fri Dec 15 18:39:16 GMT 2023 , Edited by admin on Fri Dec 15 18:39:16 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Natural antioxidant found in cultivated sesame oil.
Related Record Type Details
PARENT -> IMPURITY