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sesaminol

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CAS Number: 74061-79-3Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J430.926J
XlogP3-AA:2.30 (est)
Molecular Weight:370.35786000
Formula:C20 H18 O7
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 51.21 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
6-[(1S,3aR,4S,6aR)-4-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-1-yl]-1,3-benzodioxol-5-ol 95%
 
Safety Information:
 
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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for sesaminol usage levels up to:
 not for fragrance use.
 
Recommendation for sesaminol flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :94672
National Institute of Allergy and Infectious Diseases:Data
6-[(3S,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxol-5-ol
Chemidplus:0074061793
 
References:
 6-[(3S,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxol-5-ol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):94672
Pubchem (cas):74061-79-3
 
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
HMDB (The Human Metabolome Database):HMDB38932
FooDB:FDB018404
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
EFSA Update of results on the monitoring of furan levels in food:Read Report
EFSA Previous report: Results on the monitoring of furan levels in food:Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food:Read Report
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 sesamum indicum seed
Search Trop Picture
 
Synonyms:
1,3-benzodioxol-5-ol, 6-(4-(1,3-benzodioxol-5-yl)tetrahydro-1H,3H-furo(3,4-c)furan-1-yl)-, (1S-(1alpha,3aalpha,4alpha,6aalpha))-
6-[(3S,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxol-5-ol
(1S-(1alpha,3aalpha,4alpha,6aalpha))-6-(4-(1,3-benzodioxol-5-yl)tetrahydro-1H,3H-furo(3,4-c)furan-1-yl)-1,3-benzodioxol-5-ol
 

Articles:

PubMed:Oxidative rearrangement of (+)-sesamin by CYP92B14 co-generates twin dietary lignans in sesame.
PubMed:Sesame oil: An ex vivo study of properties against oxidation of plasma low-density lipoproteins and total serum lipoproteins.
PubMed:The pleiotropic regulation of cyclin D1 by newly identified sesaminol-binding protein ANT2.
PubMed:Discovery of a sesamin-metabolizing microorganism and a new enzyme.
PubMed:Effects of Sesaminol Feeding on Brain Aβ Accumulation in a Senescence-Accelerated Mouse-Prone 8.
PubMed:Water-soluble extracts from defatted sesame seed flour show antioxidant activity in vitro.
PubMed:Protective effects of sesaminol on BEAS-2B cells impaired by cigarette smoke extract.
PubMed:Gene expression profiling of sesaminol triglucoside and its tetrahydrofuranoid metabolites in primary rat hepatocytes.
PubMed:Paenibacillus relictisesami sp. nov., isolated from sesame oil cake.
PubMed:Lignans of sesame: purification methods, biological activities and biosynthesis--a review.
PubMed:Purification, gene cloning, and biochemical characterization of a β-glucosidase capable of hydrolyzing sesaminol triglucoside from Paenibacillus sp. KB0549.
PubMed:Effect of thermal heating on some lignans in flax seeds, sesame seeds and rye.
PubMed:Purification and fermentation in vitro of sesaminol triglucoside from sesame cake by human intestinal microbiota.
PubMed:Protective effect of sesaminol from Sesamum indicum Linn. against oxidative damage in PC12 cells.
PubMed:Tissue distribution and cytochrome P450 inhibition of sesaminol and its tetrahydrofuranoid metabolites.
PubMed:Sesaminol glucosides protect β-amyloid induced apoptotic cell death by regulating redox system in SK-N-SH cells.
PubMed:Intestinal distribution and excretion of sesaminol and its tetrahydrofuranoid metabolites in rats.
PubMed:Sesame seed lignans: potent physiological modulators and possible ingredients in functional foods & nutraceuticals.
PubMed:Effect of sesame lignans on TNF-alpha-induced expression of adhesion molecules in endothelial cells.
PubMed:Tissue distribution and elimination of estrogenic and anti-inflammatory catechol metabolites from sesaminol triglucoside in rats.
PubMed:Analysis of antioxidant activities in vegetable oils and fat soluble vitamins and biofactors by the PAO-SO method.
PubMed:Differential tissue distribution of sesaminol triglucoside and its metabolites in rats fed with lignan glycosides from sesame meal with or without nano/submicrosizing.
PubMed:Identification and characterization of sesaminol metabolites in the liver.
PubMed:Sesaminol glucosides protect beta-amyloid peptide-induced cognitive deficits in mice.
PubMed:Biotransformation of sesaminol triglucoside to mammalian lignans by intestinal microbiota.
PubMed:Tissue distribution and elimination of sesaminol triglucoside and its metabolites in rat.
PubMed:Sequential glucosylation of a furofuran lignan, (+)-sesaminol, by Sesamum indicum UGT71A9 and UGT94D1 glucosyltransferases.
PubMed:Hydroxymatairesinol and sesaminol act differently on tocopherol concentrations in rats.
PubMed:Inhibitory effect of sesaminol glucosides on lipopolysaccharide-induced NF-kappaB activation and target gene expression in cultured rat astrocytes.
PubMed:Nondestructive determination of lignans and lignan glycosides in sesame seeds by near infrared reflectance spectroscopy.
PubMed:Modifying effect of dietary sesaminol glucosides on the formation of azoxymethane-induced premalignant lesions of rat colon.
PubMed:HPLC analysis of sesaminol glucosides in sesame seeds.
PubMed:Effect of sesaminol glucosides on beta-amyloid-induced PC12 cell death through antioxidant mechanisms.
PubMed:Antioxidative catechol lignans converted from sesamin and sesaminol triglucoside by culturing with Aspergillus.
PubMed:Free radical scavenging behavior of antioxidant compounds of sesame (sesamum indicum L.) in DPPH(*) system.
PubMed:Dietary sesame lignans decrease lipid peroxidation in rats fed docosahexaenoic acid.
PubMed:Increased production of antioxidative sesaminol glucosides from sesame oil cake through fermentation by Bacillus circulans strain YUS-2.
PubMed:Effect of sesaminol on plasma and tissue alpha-tocopherol and alpha-tocotrienol concentrations in rats fed a vitamin E concentrate rich in tocotrienols.
PubMed:Dietary sesame seed and its lignans inhibit 2,7,8-trimethyl- 2(2'-carboxyethyl)-6-hydroxychroman excretion into urine of rats fed gamma-tocopherol.
PubMed:Sesaminol from sesame seed induces apoptosis in human lymphoid leukemia Molt 4B cells.
PubMed:Mode of action of sesame lignans in protecting low-density lipoprotein against oxidative damage in vitro.
PubMed:Dietary defatted sesame flour decreases susceptibility to oxidative stress in hypercholesterolemic rabbits.
PubMed:Inhibition of 2,2'-azobis(2,4-dimethylvaleronitrile)-induced lipid peroxidation by sesaminols.
PubMed:Sesamolin inhibits lipid peroxidation in rat liver and kidney.
PubMed:Effects of dietary sesaminol and sesamin on eicosanoid production and immunoglobulin level in rats given ethanol.
PubMed:Sesame seed and its lignans produce marked enhancement of vitamin E activity in rats fed a low alpha-tocopherol diet.
PubMed:Effects of various natural antioxidants on the Cu(2+)-mediated oxidative modification of low density lipoprotein.
PubMed:Sesaminol glucosides in sesame seeds.
PubMed:Sesame seed lignans and gamma-tocopherol act synergistically to produce vitamin E activity in rats.
PubMed:Changes of ingredients in the process of cooking of sesame oil.
PubMed:Sesamin is a potent and specific inhibitor of delta 5 desaturase in polyunsaturated fatty acid biosynthesis.
PubMed:Antimutagenic heat stable antioxidants.
 
Notes:
None found
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