Alpha-D-Glucose

HCID 79025CAS 492-62-6

Basic information

Standard SMILES
OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O
InChIKey
WQZGKKKJIJFFOK-DVKNGEFBSA-N
Molecular formula
C6H12O6
Average molar mass
180.16 g/mol
Monoisotopic mass
180.0633881

Names & identifiers

Preferred name
Alpha-D-Glucose
IUPAC
(2S,3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
English name
Dextrose
Molecular formula
C6H12O6
Molecular weight
180.16

Names & synonyms

alpha-D-glucose492-62-6alpha-D-Glucopyranosealpha-Dextrose(2S,3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol5J5I9EB41ECHEBI:17925DTXSID30197710RefChem:936358GlyTouCan:G58161NSDTXCID90120201G58161NS
Show more names
α-D-GlucoseD-GLCGLUCOSE STANDARDGlucose solutionGLUCOSUM
207-757-8607-980-4alpha-glucoseGlucopyranose, alpha-D-(2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraola-D-Glucosealpha-d(+)-glucoseMFCD00063774

Database identifiers

CAS
492-62-6
PubChem CID
79025
DTXSID
DTXSID30197710
ChEMBL
CHEMBL423707
ChEBI
CHEBI:28102
UNII
5J5I9EB41E
EC Number
207-757-8
Nikkaji
J44.217H

Properties

Computed structural properties

XLogP
-2.6
Topological polar surface area
110 Ų
Hydrogen bond donors
5
Hydrogen bond acceptors
6
Rotatable bonds
1
Heavy atoms
12

Experimental & physicochemical properties

Solubility500 mg/mL at 20 °C
Melting Point146 °C
Physical Description · 2 items

White crystalline powder; Odorless; [Acros Organics MSDS]

Solid

Collision Cross Section · 3 items

146.2 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

146.6 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

146.5 Ų [M+Na]+;147.1 Ų [M+Na]+

Physicochemical properties

Melting point
153 · 153-156 °C(lit.)
Boiling point
232.96 °C · 232.96°C (rough estimate)
Density
1.544 g/cm3 · 1.544g/cm3
refractive index
20 · n20/D 1.362
storage temp.
Sealed in dry,Room Temperature
solubility
2 O: · H2O: 1 M at 20 °C, clear, colorless

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 98% (48 of 49) of all reports.

Not Classified;Reported as not meeting GHS hazard criteria by 48 of 49 companies (only 2% companies provided GHS information). For more detailed information, please visit ECHA C&L website.

Aggregated GHS information provided per 49 reports by companies from 3 notifications to the ECHA C&L Inventory.;Reported as not meeting GHS hazard criteria per 48 of 49 reports by companies.;There is 1 notification provided by 1 of 49 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 2 items

Chemical: .alpha.-D-Glucopyranose

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

Other Safety InformationIMAP assessments - .alpha.-D-Glucopyranose: Human health tier I assessment;IMAP assessments - .alpha.-D-Glucopyranose: Environment tier I assessment
Hazards SummaryMay cause irritation; [Acros Organics MSDS] See Glucose.
Hazard Classes and CategoriesNot Classified

Regulatory information

Regulatory Information · 2 items

Chemical: .alpha.-D-Glucopyranose

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

Safety data

F
3
PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
rtecs
LZ6600000
hs_code
17023000
risk_code
36/37/38

Chemistry & industry

Pharmacology

Tissue LocationsEpidermis;Intestine
Cellular LocationsCytoplasm
Metabolite Pathways · 1 item

Fanconi-bickel syndrome;Fructose and mannose metabolism;Fructose intolerance, hereditary;Fructose-1,6-diphosphatase deficiency;Fructosuria;Galactose Metabolism;Galactosemia;Galactosemia II (GALK);Galactosemia III;Glycogen Storage Disease Type 1A (GSD1A) or Von Gierke Disease;Total 28 pathways, visit the HMDB page for details

Uses & manufacturing

Use ClassificationCosmetics -> Skin conditioning
Applications · 2 items

Usesα-D-Glucose is used:As a reducing agent in the preparation superparamagnetic ferrous oxide (Fe3O4) nanoparticles and silver nanocrystals.As an additive for the formation of isoporous polystyrene-block-poly(4-vinylpyridine) (PS-b-P4VP) diblock copolymer membranes.For glycosylation of cell-penetrating poly(disulfide)s (CPDs) with improved solubility to achieve multifunctional cellular uptake.As a precursor in the synthesis of metal/carbon nanohybrids under hydrothermal conditions.

UsesD-(+)-Glucose is a common natural sugar involved in processes such as energy production, glycosylation, and formation of glycans that provide structure to cells. Glucose is involved in a detrimentatl process in cells called glycation. Glucose is used as a supplement for cell culture and in numerous cellular processes and molecular biology applications.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
阿诺西(上海)生物技术有限公司400-1107768 15058188853 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]

Additional notes

DefinitionChEBI: D-Glucopyranose having alpha-configuration at the anomeric centre.

Related reactions

17 records

Linked notes

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