methyl alpha-D-glucopyranoside

HCID 64947
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Basic information

CAS
97-30-3
Standard SMILES
CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIKey
HOVAGTYPODGVJG-ZFYZTMLRSA-N
Molecular formula
C7H14O6
Average molar mass
194.18 g/mol
Monoisotopic mass
194.07903817

Overview

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

Names & identifiers

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

Names & synonyms

97-30-3Methyl alpha-D-glucopyranosidealpha-Methylglucosidealpha-Methyl-D-glucosideMethyl alpha-D-glucosidealpha-Methyl D-glucose ethermethyl glucoseDTXSID7026605QCF122NF3R1-O-methyl-alpha-D-glucosidealpha-D-Glucopyranoside, methylCHEBI:320061
Show more names
(2R,3S,4S,5R,6S)-2-(hydroxyMethyl)-6-Methoxytetrahydro-2H-pyran-3,4,5-triolMethyl α-D-glucopyranosideMETHYL A-D-GLUCOPYRANOSIDEα-D-methylglucosideMethyl hexopyranoside1-OME-ALPHA-D-GLCA-D-METHYLGLUCOSIDEαMDG
1-O-methyl-alpha-D-glucopyranosideDTXCID806605NSC-102101NSC-214092RefChem:1089535202-571-3Methyl-alpha-D-glucopyranoside(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol

Database identifiers

CAS
97-30-3
PubChem CID
64947
DTXSID
DTXSID7026605
ChEMBL
CHEMBL131853
ChEBI
CHEBI:320061
UNII
QCF122NF3R
EC Number
202-571-3
Nikkaji
J4.730I

Properties

Computed structural properties

XLogP
-2.2
Topological polar surface area
99.4 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
6
Rotatable bonds
2
Heavy atoms
13

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Other Organic Compounds
Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical DescriptionSolid; [Merck Index] White crystals; [Acros Organics MSDS]

Physicochemical properties

Melting point
169 · 169-171 °C(lit.)
Boiling point
200 °C · 200 °C (0.2 mmHg)
alpha
158.9 · 158.9 º (c=10, water)
Density
1 · 1,46 g/cm3
vapor pressure
0 Pa · 0Pa at 25℃
refractive index
157.5 ° · 157.5 ° (C=10, H2O)

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 100% (464 of 464) of all reports.

Not Classified

Aggregated GHS information provided per 464 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 3 items

Chemical: .alpha.-D-Glucopyranoside, methyl

Status: Active Update: 27-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/23022

.alpha.-D-Glucopyranoside, methyl: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummaryMay cause irritation; [Acros Organics MSDS] See Glucose.
EPA Safer ChemicalChemical: alpha-Methylglucoside
Hazard Classes and CategoriesNot Classified

Safety data

F
3-10
PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
hs_code
29321900
Signal word
Warning

Chemistry & industry

Uses & manufacturing

UsesUsed to make drying oils, tall oil esters and varnishes, fatty acid esters, plasticizers, nonionic surface-active agents, alkyd resins, plasticizing alkyds, and glucoside hydroxypropyl ethers; [Merck Index]
Use Classification · 2 items

EPA Safer Chemical Functional Use Classes -> Processing Aids and Additives

Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern

General Manufacturing Information.alpha.-D-Glucopyranoside, methyl: ACTIVE
Applications · 2 items

UsesMethyl alpha-D-glucopyranoside is a biochemical used to vary echo decay times in a study that assessed the effects of cryoprotection on the structure and activity of p21ras. It is also used in a study to investigate saccharide-mediated protection of chaotropic-induced deactivation of concanavalin A.

Usesmanufacture of reconstituted and upgraded drying oils; tall oil esters and varnishes; fatty acid esters; plasticizers; nonionic surface active agents; fast and hard drying alkyd resins, and so-called plasticizing alkyds. In making glucoside hydroxypropyl ethers for polyurethan foam production.

Upstream & downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

Additional notes

DefinitionChEBI: An alpha-D-glucopyranoside having a methyl substituent at the anomeric position.

Related reactions

19 records
New reaction record

Compound notes

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