Methyl beta-D-glucopyranoside

HCID 445238

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Basic information

CAS: 709-50-2
Standard SMILES: CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIKey: HOVAGTYPODGVJG-XUUWZHRGSA-N
Molecular formula: C7H14O6
Average molar mass: 194.18 g/mol
Monoisotopic mass: 194.07903817

Overview

Methyl beta-D-glucopyranoside is a beta-D-glucopyranoside having a methyl substituent at the anomeric position. It is a beta-D-glucoside and a methyl D-glucoside.

Names & identifiers

Preferred name: Methyl beta-D-glucopyranoside
IUPAC: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
English name: Methyl beta-D-glucopyranoside
Molecular formula: C7H14O6
Molecular weight: 194.18

Names & synonyms

Methyl beta-D-glucopyranoside709-50-2Methyl beta-D-glucosideO1-Methyl-Glucosebeta-Methylglucosidebeta-Methyl-D-glucosideMethyl |A-D-glucopyranoside1-O-Methyl-beta-D-glucopyranosideMethyl-beta-D-glucopyranosideMFCD00006602beta-D-Glucopyranoside, methylMethyl b-D-glucopyranoside

Show more names

Methyl β-D-Glucopyranoside280.00NSC 4034571-O-ME-BETA-D-GLC1-O-METHYL-GLUCOSIDEmethyl β-D-glucosideMethyl-D-Glucopyranose

beta-d-MethylglucopyranosideMethyl hexopyranoside(2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol1-O-methyl-beta-D-glucopyranoseCHEBI:320055EINECS 211-909-9A-D-Glucopyranoside, methylCHEMBL132186

Database identifiers

CAS: 709-50-2
PubChem CID: 445238
DTXSID: DTXSID20883559
ChEMBL: CHEMBL132186
ChEBI: CHEBI:320055
EC Number: 211-909-9
Nikkaji: J109.292H

Properties

Computed structural properties

XLogP: -2.2
Topological polar surface area: 99.4 Å²
Hydrogen bond donors: 4
Hydrogen bond acceptors: 6
Rotatable bonds: 2
Heavy atoms: 13
Formal charge: 0
Complexity: 163

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

SpringerMaterials PropertiesChemical shift

Melting Point108 - 110 °C

Physical DescriptionSolid

Physicochemical properties

Melting point: 107 · 107-111 °C
Boiling point: 290.62 °C · 290.62°C (rough estimate)
Density: 1.48 · 1.48
refractive index: 1.663 · 1.6630 (estimate)
storage temp.: Inert atmosphere,Room Temperature
solubility: 2 O: · H2O: 0.1 g/mL, clear, colorless
pka: 12.92 · 12.92±0.70(Predicted)
form: Solid
color: White to Off-White
Water Solubility: 367.4 g/L · 367.4g/L(17 ºC)
InChI: InChI=1/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6-,7-/s3
InChIKey: HOVAGTYPODGVJG-MWIRRNGZNA-N
SMILES: O(C)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O |&1:2,4,7,9,11,r|
LogP: -2.69 · -2.690 (est)
CAS DataBase Reference: 709 · 709-50-2(CAS DataBase Reference)
EPA Substance Registry System: .beta.-D-Glucopyranoside, methyl (709-50-2)
UNSPSC Code: 12352201 · 12352201
NACRES: 25 · NA.25
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 24 · 24/25
WGK Germany: 3 · 3
F: 3 · 3-10
TSCA: TSCA listed
HS Code: 29389090 · 29389090
Storage Class: 11 · 11 - Combustible Solids