alpha-Methyl-d-glucoside (CHEM015644)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 04:56:00 UTC
Update Date2026-04-17 19:49:11 UTC
Accession NumberCHEM015644
Identification
Common Namealpha-Methyl-d-glucoside
ClassSmall Molecule
DescriptionAn alpha-D-glucopyranoside having a methyl substituent at the anomeric position.
Contaminant Sources
  • HPV EPA Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
1-O-Methyl-alpha-D-glucopyranoseChEBI
1-O-Methyl-alpha-D-glucopyranosideChEBI
1-O-Methyl-alpha-D-glucosideChEBI
alpha-D-Methyl glucosideChEBI
alpha-Methyl D-glucose etherChEBI
alpha-Methyl-D-glucosideChEBI
alpha-MethylglucosideChEBI
Me alpha-GLCChEBI
Methyl alpha-D-glucosideChEBI
Methyl hexopyranosideChEBI
1-O-Methyl-a-D-glucopyranoseGenerator
1-O-Methyl-α-D-glucopyranoseGenerator
1-O-Methyl-a-D-glucopyranosideGenerator
1-O-Methyl-α-D-glucopyranosideGenerator
1-O-Methyl-a-D-glucosideGenerator
1-O-Methyl-α-D-glucosideGenerator
a-D-Methyl glucosideGenerator
Α-D-methyl glucosideGenerator
a-Methyl D-glucose etherGenerator
Α-methyl D-glucose etherGenerator
a-Methyl-D-glucosideGenerator
Α-methyl-D-glucosideGenerator
a-MethylglucosideGenerator
Α-methylglucosideGenerator
Me a-GLCGenerator
Me α-GLCGenerator
Methyl a-D-glucosideGenerator
Methyl α-D-glucosideGenerator
Methyl a-D-glucopyranosideGenerator
Methyl α-D-glucopyranosideGenerator
Methyl-D-glucosideMeSH
Methylglucoside, 13C-labeledMeSH
alpha-Methyl-D-glucopyranosideMeSH
Methyl-alpha-glucopyranosideMeSH
Methyl D-glucosideMeSH
Methyl D-glucopyranosideMeSH
Methyl glucoseMeSH
Methylglucoside, 6-(13)C-labeledMeSH
Methyl-alpha-D-glucosideMeSH
1-O-MethylglucoseMeSH
D-Glucoside, methylMeSH
beta-MethylglucosideMeSH
Methylglucoside, 2H-labeled, (beta-D)-isomerMeSH
Methyl beta-D-glucopyranosideMeSH
Methylglucoside, (alpha-D)-isomerMeSH
Methylglucoside, 13C-labeled, (beta-D)-isomerMeSH
Methylglucoside, 6-(17)O-labeled, (alpha-L)-isomerMeSH
AlphaMGMeSH
alpha-MethylglucoseMeSH
Methylglucoside, (beta-D)-isomerMeSH
beta-Methyl-D-glucosideMeSH
Methylglucoside, 5-(17)O-labeledMeSH
MethylglucosideMeSH
Chemical FormulaC7H14O6
Average Molecular Mass194.183 g/mol
Monoisotopic Mass194.079 g/mol
CAS Registry Number97-30-3
IUPAC Name(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
Traditional Namemethyl α-D-glucopyranoside
SMILES[H]OC([H])([H])[C@@]1([H])O[C@]([H])(OC([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]
InChI IdentifierInChI=1S/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6-,7+/m1/s1
InChI KeyHOVAGTYPODGVJG-ZFYZTMLRSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentO-glycosyl compounds
Alternative Parents
Substituents
  • O-glycosyl compound
  • Oxane
  • Monosaccharide
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Acetal
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility862 g/LALOGPS
logP-2.5ALOGPS
logP-2.3ChemAxon
logS0.65ALOGPS
pKa (Strongest Acidic)12.21ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area99.38 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity40.67 m³·mol⁻¹ChemAxon
Polarizability18.14 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (4 TMS)splash10-0ue9-1970000000-ae3af0c65a99346a2f72Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002b-0900000000-80684999a3f416746a4dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004j-3900000000-1032edc90a7c53a1f1dfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0btd-9200000000-f1822159831fae8d9a02Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-2900000000-28d99d64c5ca71550794Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01xx-5900000000-2f963b33d61cd4e807bcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0596-9100000000-5d4f1d49bbc77216c482Spectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkMethylglucoside
Chemspider IDNot Available
ChEBI ID320061
PubChem Compound ID64947
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10692555
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=1095369
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=1256584
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=16636060
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=1812543
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=188655
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=19330624
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=2510735
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=3667518
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=3791291
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=4052413
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=4851869
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=7171588
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=7504304
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=7524207
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=815827
17. Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743.