Grundinformationen
- Standard-SMILES
OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O- InChIKey
WQZGKKKJIJFFOK-VFUOTHLCSA-N- Summenformel
- C6H12O6
- Durchschnittliche Molmasse
- 180,16 g/mol
- Monoisotopische Masse
- 180,0633881
Überblick
Beta-D-glucose is D-Glucopyranose with beta configuration at the anomeric centre. It has a role as an epitope and a mouse metabolite. It is an enantiomer of a beta-L-glucose.
Namen und Bezeichner
- Bevorzugter Name
- Beta-D-Glucose
- IUPAC
- (2R,3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
- Englischer Name
- .beta.-D-ribo-Hexopyranose, 1,6-anhydro-3-deoxy-2-O-phenyl-4-O-(phenylmethyl)-
- Summenformel
- C19H20O4
- Molmasse
- 312.37
Namen und Synonyme
beta-D-glucose492-61-5beta-D-glucopyranosebeta-glucoseCHEBI:15903J4R00M814DBeta-D-glucose anhydrousBeta-d-glucose, anhydrousDTXSID70883403RefChem:143637GlyTouCan:G71142DF207-756-2
Weitere Namen anzeigen
β-D-ribo-Hexopyranose, 1,6-anhydro-3-deoxy-2-O-phenyl-4-O-(phenylmethyl)-.beta.-D-ribo-Hexopyranose, 1,6-anhydro-3-deoxy-2-O-phenyl-4-O-(phenylmethyl)-
DTXCID701022937G71142DFglucosideGlucose oxidase28905-12-69001-37-0beta-Dextrose(2R,3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
Datenbank-Bezeichner
- CAS
136760-05-9、492-61-5、50-99-7、9001-37-0、9064-51-1- PubChem CID
- 64689
- DTXSID
DTXSID70883403- ChEMBL
CHEMBL1614854- ChEBI
CHEBI:15903- UNII
- J4R00M814D
- EC Number
- 207-756-2、232-601-0
- Nikkaji
- J44.213E
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -2,6
- Polarare Oberfläche (TPSA)
- 110 Ų
- H-Brücken-Donoren
- 5
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 12
- Formalladung
- 0
- Komplexität
- 151
Experimentelle und physikochemische Eigenschaften
Chemical Classes
Biological Agents -> Monosaccharides and Derivatives
Biological Agents -> Enzymes
DrugsPharmaceuticals -> Listed in ZINC15
CosmeticsStabilizing
SpringerMaterials PropertiesCrystal structure
LogP-3.24
Solubility1200.0 mg/mL
Melting Point146 - 150 °C
Physical Description
Solid; [Merck Index] White crystalline powder; [Sigma-Aldrich MSDS]
Solid; [Merck Index] Powder; [Sigma-Aldrich MSDS]
Solid
Dissociation Constants12.9 (at 0 °C)
Collision Cross Section146.8 Ų [M+Na]+
Physikochemische Eigenschaften
- Siedepunkt
- 443.2 · 443.2±45.0 °C(Predicted)
- Dichte
- 1.22 · 1.22±0.1 g/cm3(Predicted)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 0.7% (2 of 298) of reports.
Danger
H334 (99.3%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]
P233, P260, P271, P284, P304+P340, P342+P316, P403, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 298 reports by companies from 6 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Regulatory Information
Chemical: Oxidase, glucose
.beta.-D-Glucopyranose is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of .beta.-D-Glucopyranose are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
XU - indicates a substance exempt from reporting under the Chemical Data Reporting Rule, (40 CFR 711).
Status: Active Update: 15-11-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/23509
.beta.-D-ribo-Hexopyranose, 1,6-anhydro-3-deoxy-2-O-phenyl-4-O-(phenylmethyl)-: Does not have an individual approval but may be used under an appropriate group standard
Oxidase, glucose: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - Oxidase, glucose: Environment tier I assessment
Hazards Summary
See Glucose.
Generally regarded as safe (GRAS) for use in foods; [FDA] May cause respiratory sensitization; [Sigma-Aldrich MSDS] See ENZYMES.
Hazard Classes and CategoriesResp. Sens. 1 (99.3%)
Toxikologische Informationen
Adverse EffectsAsthma - Reversible bronchoconstriction (narrowing of bronchioles) initiated by the inhalation of irritating or allergenic agents.
Chemie und Industrie
Pharmakologische Informationen
Tissue LocationsAdipose Tissue
Cellular LocationsEndoplasmic reticulum
Metabolite PathwaysCongenital disorder of glycosylation CDG-IId
Verwendung und Herstellung
Uses
Used as an antihypoglycemic drug and a fluid and nutrient replenisher; [Merck Index]
An enzyme of the oxidoreductase class that catalyzes the conversion of beta-D-glucose and oxygen to D-glucono-1,5-lactone and peroxide. It is a flavoprotein, highly specific for beta-D-glucose. The enzyme is produced by Penicillium notatum and other fungi and has antibacterial activity in the presence of glucose and oxygen. It is used to estimate glucose concentration in blood or urine samples through the formation of colored dyes by the hydrogen peroxide produced in the reaction. (From Enzyme Nomenclature, 1992) EC 1.1.3.4. [ChemIDplus] Used as a reagent for the determination of glucose, to remove glucose in dried egg products, as an antioxidant (food and food wrappers), and as a stabilizer (ascorbic acid and vitamin B12); [Merck Index]
U.S. Production2022: 7,000 lb
Household ProductsInformation on 5 consumer products that contain Glucose oxidase in the following categories is provided:
Use ClassificationCosmetics -> Stabilizing
General Manufacturing Information
.beta.-D-Glucopyranose: INACTIVE
Glucose oxidase: ACTIVE
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