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methyl beta-dextro-glucopyranoside
beta-D-glucopyranoside, methyl

Supplier Sponsors

Name:(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
CAS Number: 709-50-2Picture of molecule3D/inchi
Other(deleted CASRN):27939-29-3
ECHA EINECS - REACH Pre-Reg:211-909-9
FDA UNII: Search
Nikkaji Web:J109.292H
MDL:MFCD00006602
XlogP3:-2.20 (est)
Molecular Weight:194.18378000
Formula:C7 H14 O6
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
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:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 389.10 °C. @ 760.00 mm Hg (est)
Flash Point: 372.00 °F. TCC ( 189.10 °C. ) (est)
logP (o/w): -2.690 (est)
Soluble in:
 water, 1e+006 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.
Methyl b-D-glucopyranoside
Carbosynth
For experimental / research use only.
Methyl b-D-glucopyranoside
Glentham Life Sciences
Methyl beta-D-glucopyranoside
Santa Cruz Biotechnology
For experimental / research use only.
Methyl β-D-glucopyranoside
Sigma-Aldrich: Sigma
For experimental / research use only.
Methyl β-D-glucopyranoside ≥99% (HPLC and GC)
sds
TCI AMERICA
For experimental / research use only.
Methyl β-D-Glucopyranoside Hemihydrate >98.0%(GC)
sds
 
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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for methyl beta-dextro-glucopyranoside usage levels up to:
 not for fragrance use.
 
Recommendation for methyl beta-dextro-glucopyranoside flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):709-50-2
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :445238
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
Chemidplus:0000709502
 
References:
 (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:709-50-2
Pubchem (cid):445238
Pubchem (sid):135034220
 
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
Golm Metabolome Database:Search
HMDB (The Human Metabolome Database):HMDB29965
FooDB:FDB001246
Export Tariff Code:2940.00.6000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 alfalfa
Search Trop Picture
 
Synonyms:
beta-D-glucopyranoside, methyl
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
 methyl beta-D-glucopyranoside
 methyl beta-D-glucoside
 methyl beta-dextro-glucoside
1-O-methyl-beta-D-glucopyranoside
beta-methylglucoside
 

Articles:

PubMed:Biotransformation of methyl-β-D-glucopyranoside to higher chain alkyl glucosides by cell bound β-glucosidase of Pichia etchellsii.
PubMed:Interactions of 1-butyl-3-methylimidazolium carboxylate ionic liquids with glucose in water: a study of volumetric properties, viscosity, conductivity and NMR.
PubMed:Synthesis, biological activity of salidroside and its analogues.
PubMed:MP2, density functional theory, and molecular mechanical calculations of C-H...pi and hydrogen bond interactions in a cellulose-binding module-cellulose model system.
PubMed:4'-O-methylglycosylation of curcumin by Beauveria bassiana.
PubMed:RFLP analysis of a PCR-amplified fragment of the 16S rRNA gene as a tool to identify Enterococcus strains.
PubMed:Methyl glucoside hydrolysis catalyzed by beta-glucosidase.
PubMed:A (13)C NMR study on the interactions of calcium chloride/potassium chloride with pyranosides in D(2)O.
PubMed:[Studies on the chemical constituents of the roots of Anemone altaica].
PubMed:Conformational analysis of beta-glycosidic linkages in 13C-labeled glucobiosides using inter-residue scalar coupling constants.
PubMed:A new phenolic glycoside from the roots of Lygodium japonicum.
PubMed:Mechanism of the protective effects of long chain n-alkyl glucopyranosides against ultrasound-induced cytolysis of HL-60 cells.
PubMed:Carboxylate-based receptors for the recognition of carbohydrates in organic and aqueous media.
PubMed:Optimized synthesis of specific sizes of maltodextrin glycosides by the coupling reactions of Bacillus macerans cyclomaltodextrin glucanyltransferase.
PubMed:n-Alkyl glucopyranosides completely inhibit ultrasound-induced cytolysis.
PubMed:Methyl-beta-D-glucopyranoside in higher plants: accumulation and intracellular localization in Geum montanum L. leaves and in model systems studied by 13C nuclear magnetic resonance.
PubMed:The disarming effect of the 4,6-acetal group on glycoside reactivity: torsional or electronic?
PubMed:Internal dynamics of hydroxymethyl rotation from CH2 cross-correlated dipolar relaxation in methyl-beta-D-glucopyranoside.
PubMed:Transacetylations to carbohydrates catalyzed by acetylxylan esterase in the presence of organic solvent.
PubMed:Alternansucrase acceptor reactions with methyl hexopyranosides.
PubMed:Specificity of yeast (Saccharomyces cerevisiae) in removing carbohydrates by fermentation.
PubMed:Synthesis of oxidized methyl 4-O-methyl-beta-D-glucopyranoside and methyl beta-D-glucopyranosyl-(1-->4)-beta-D-glucopyranoside derivatives as substrates for fluorescence labeling reactions.
PubMed:Radical scavengers from the entomogenous deuteromycete Beauveria amorpha.
PubMed:Enzymatic synthesis of sulfated disaccharides using beta-D-galactosidase-catalyzed transglycosylation.
PubMed:Residual 2H quadrupolar couplings in weakly aligned carbohydrates.
PubMed:Metabolism of methanol in plant cells. Carbon-13 nuclear magnetic resonance studies.
PubMed:Effects of various saccharides on cycloinulo-oligosaccharide fructanotransferase reaction: production of beta-inulotriosyl-alpha-D-mannopyranoside and 1-O-beta-inulotriosyl-alpha-L-sorbopyranose.
PubMed:Engineering yeast for efficient cellulose degradation.
PubMed:Synthesis of Chiral Spiroacetals from Carbohydrates.
PubMed:Relationship of 13C NMR chemical shift tensors to diffraction structures.
PubMed:Chemical synthesis of the pyruvic acetal-containing trisaccharide unit of the species-specific glycopeptidolipid from Mycobacterium avium serovariant 8.
PubMed:The preparation and susceptibility to hydrolysis of novel O-galacturonoyl derivatives of carbohydrates.
PubMed:Studies of model compounds for the analysis of ester-containing polysaccharides by the reductive-cleavage method.
PubMed:Nonmetabolizable glucose analogues and ornithine decarboxylase expression in LLC-PK1 cells.
PubMed:Halogenation reactions of derivatives of D-glucose and sucrose.
PubMed:Determination of distances of sugar protons from Mn2+ in concanavalin A.
PubMed:Sugar inhibition of the lectin jacalin: comparison of three assays.
PubMed:A simplified serological test for leprosy based on a 3,6-di-O-methylglucose-containing synthetic antigen.
PubMed:Studies of the cellulolytic system of Trichoderma reesei QM 9414. Reaction specificity and thermodynamics of interactions of small substrates and ligands with the 1,4-beta-glucan cellobiohydrolase II.
PubMed:Stereo- and regio-selectivity of diethylaminosulfur trifluoride as a fluorinating reagent for methyl glycosides.
PubMed:Heterogeneity of beta-galactosidase from rabbit spleen. Separation and characterization of different forms.
PubMed:Taste aversion to sugars by the gerbil.
PubMed:Mutagenic and alkylating activities of 3-methyl-1-phenyltriazenes and their possible role as carcinogenic metabolites of the parent dimethyl compounds.
PubMed:Purification and immunochemical characterization of type e polysaccharide antigen of Streptococcus mutans.
PubMed:Galactose transport across the serosal border of rabbit ileum and its role in intracellular accumulation.
 
Notes:
Present in Medicago sativa (alfalfa)
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