Methyl β-D-glucopyranoside - ≥98% , CAS No.709-50-2

CAS: 709-50-2 Cat. No.: M120877 Molecular Weight: 194.18 Beilstein Registry Number: 17(3/4)2911 EC Number: 211-909-9

GRADE & PURITY ≥98%

Synonyms

1-O-Methyl-beta -D-glucopyranoside | AC8107 | 1-O-methyl-beta-D-glucopyranose | AKOS006343694 | Methyl beta-D-glucoside | O1-Methyl-Glucose | A-D-Glucopyranoside, methyl | AKOS009028914 | beta-D-Glucopyranoside, methyl | EINECS 211-909-9 | Methyl beta -D-

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

Methyl β-D-glucopyranoside has been used in a study to assess alternansucrase acceptor reactions with methyl hexopyranosides. It has also been used in a study to investigate the specificity of yeast Saccharomyces cerevisiae in removing carbohydrates by fermentation.

Specifications

Synonyms

1-O-Methyl-beta -D-glucopyranoside | AC8107 | 1-O-methyl-beta-D-glucopyranose | AKOS006343694 | Methyl beta-D-glucoside | O1-Methyl-Glucose | A-D-Glucopyranoside, methyl | AKOS009028914 | beta-D-Glucopyranoside, methyl | EINECS 211-909-9 | Methyl beta -D-

Specifications & Purity

≥98%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Canonical Smiles: COC1C(C(C(C(O1)CO)O)O)O
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
• InChIKey: HOVAGTYPODGVJG-XUUWZHRGSA-N
• INCHI: 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
• Isomeric SMILES: CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• WGK Germany: 3
• Molecular Weight: 194.18
• Beilstein: 17(3/4)2911
• Reaxy-Rn: 1681114
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1681114&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Glycosyl compounds
          • Level6 O-glycosyl compounds

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: O-glycosyl compounds
• Alternative Parents: Oxanes Monosaccharides Secondary alcohols Polyols Oxacyclic compounds Acetals Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: O-glycosyl compound - Oxane - Monosaccharide - Secondary alcohol - Oxacycle - Organoheterocyclic compound - Polyol - Acetal - Hydrocarbon derivative - Primary alcohol - Alcohol - Aliphatic heteromonocyclic compound
• Description: This compound 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.
• External Descriptors: beta-D-glucoside - methyl D-glucoside

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

PYGB Tchem Brain glycogen phosphorylase (474 Activities)

Discover Target: PYGB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Homo sapiens (32628 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TAS2R16 Tchem Taste receptor type 2 member 16 (102 Activities)

Discover Target: TAS2R16

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Hygroscopic
• Specific Rotation[α]: -33° (C=5,H2O)
• Melt Point(°C): 111 °C
• Molecular Weight: 194.180 g/mol
• XLogP3: -2.200
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 194.079 Da
• Monoisotopic Mass: 194.079 Da
• Topological Polar Surface Area: 99.400 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 163.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Zhou Lipeng, Gao Dongting, Yang Jingru, Yang Xiaomei, Su Yunlai, Lu Tianliang.  (2019)  Conversion of recalcitrant cellulose to alkyl levulinates and levulinic acid via oxidation pretreatment combined with alcoholysis over Al2(SO4)3.  CELLULOSE,  27  (3): (1451-1463).  [PMID:] [10.1007/s10570-019-02903-1]

2. Shen Jiang, Qiuyun Li, Guangrun Wu, Xuming Mu, Xiaotong Wang, Yunpeng Wang, Yanli Wu, Jing Wu, Yang Li.  (2024)  Advances in Label-Free Glucose Detection Using Self-Assembled Nanoparticles and Surface-Enhanced Raman Spectroscopy.  ANALYTICAL CHEMISTRY,      [PMID:38973171] [10.1021/acs.analchem.4c02221]