Grundinformationen
- Standard-SMILES
OCC1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O- InChIKey
LKDRXBCSQODPBY-VRPWFDPXSA-N- Summenformel
- C6H12O6
- Durchschnittliche Molmasse
- 180,16 g/mol
- Monoisotopische Masse
- 180,0633881
Überblick
D-fructopyranose is a fructopyranose having D-configuration. It has a role as a sweetening agent. It is a D-fructose, a fructopyranose and a cyclic hemiketal.
Namen und Bezeichner
- Bevorzugter Name
- D-Fructose
- IUPAC
- (3S,4R,5R)-2-(hydroxymethyl)oxane-2,3,4,5-tetrol
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
30237-26-4、57-48-7、6347-01-9、7660-25-5- PubChem CID
- 2723872
- DTXSID
DTXSID201371662- ChEMBL
CHEMBL1232863、CHEMBL2325229- ChEBI
CHEBI:37714- EC Number
- 200-333-3
- Nikkaji
- J1.167.127F
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -2,8
- Polarare Oberfläche (TPSA)
- 110 Ų
- H-Brücken-Donoren
- 5
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 12
- Formalladung
- 0
- Komplexität
- 162
Experimentelle und physikochemische Eigenschaften
Cosmetics
Cosmetic ingredients (Fructose) -> CIR (Cosmetic Ingredient Review)
Humectant
Pesticides
Agrochemicals -> Pesticide active substances
Active substance -> EU Pesticides database: Approved
Color/Form
CLEAR COLORLESS LIQUID IN WATER
COLORLESS CRYSTALS OR AS A WHITE, CRYSTALLINE OR GRANULAR POWDER
White crystals
Physical Description
Liquid
White solid; [ICSC] Colorless crystalline solid; [Sigma-Aldrich MSDS]
WHITE CRYSTALS OR POWDER.
Collision Cross Section
135 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine]
141.5 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
141.93 Ų [M+Na]+ [CCS Type: DT; Method: stepped-field]
141.4 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 100% (172 of 172) of all reports.
Not Classified
Aggregated GHS information provided per 172 reports by companies from 2 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Regulatory Information
Chemical: D-Fructose
D-Fructose is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of D-Fructose 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)
Reg. (EU) 2015/1392, Reg. (EU) No 540/2011
Fructose: 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.
D-Fructose: Does not have an individual approval but may be used under an appropriate group standard
Sicherheit und Schutzausrüstung
First Aid Measures
Fresh air, rest.
Rinse and then wash skin with water and soap.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Rinse mouth.
Disposal Methods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Toxikologische Informationen
Interactions
IN CONTROLLED STUDY OF PATIENTS WITH ACUTE ALCOHOLIC INTOXICATION, IV INFUSION OF LARGE DOSE...CAUSED SMALL BUT STATISTICALLY SIGNIFICANT INCR IN RATE OF FALL OF BLOOD ETHANOL LEVELS. ... USUAL EXPLANATION FOR THIS EFFECT OF FRUCTOSE... IS ENHANCEMENT OF ACTION OF ALC DEHYDROGENASE BY SUGAR ITSELF OR BY ONE OF ITS METABOLITES.
REDUCTION IN MUTAGENICITY OF CIGARETTE SMOKE BY INTERACTION OF SMOKE CONDENSATES WITH ADDED FRUCTOSE.
Signs and Symptoms
Cough.
Redness. Pain.
Human Toxicity Excerpts
INFUSION OF FRUCTOSE HAS BEEN ASSOCIATED WITH INCREASED URIC ACID PRODUCTION & HYPERURICEMIA. IN PATIENTS WITH HEREDITARY FRUCTOSE INTOLERANCE (ALDOLASE DEFICIENCY), FRUCTOSE CAN CAUSE SEVERE REACTIONS (HYPOGLYCEMIA, NAUSEA, VOMITING, TREMORS, COMA, CONVULSIONS).
IV INFUSION OF FRUCTOSE DEPLETED HEPATIC ATP & TOTAL ADENOSINE PHOSPHATES IN HUMANS, THEREBY INTERFERING WITH VARIOUS ENERGY-DEPENDENT REACTIONS.
Chemie und Industrie
Pharmakologische Informationen
ATC Code
V - Various
QV - Various
Metabolism/Metabolites
IN ABSENCE OF GLUCOSE, FRUCTOSE IS PHOSPHORYLATED PERIPHERALLY BY HEXOKINASE TO FRUCTOSE-6-PHOSPHATE, &, ON ACCOUNT OF HIGH KM VALUE FOR FRUCTOSE & LOW KM VALUE FOR GLUCOSE, LATTER IS PREFERENTIALLY PHOSPHORYLATED BY THIS ENZYME IN PERIPHERAL TISSUES.
ORAL FRUCTOSE IS OFTEN CONVERTED TO GLUCOSE IN INTESTINAL MUCOSA OF A NUMBER OF SPECIES, SUCH AS GUINEA PIG, HAMSTER, & DOG. NEWBORN PIGS & YOUNG CALVES UP TO 1 MO OF AGE CANNOT UTILIZE IT. SPECIES...WITH LOW GLUCOSE-6-PHOSPHATE DEHYDROGENASE & RELATED ENZYME DEFICIENCIES MAY HAVE DIFFICULTY IN METABOLIZING IT.
FRUCTOSE IS MORE RAPIDLY METABOLIZED & MORE QUICKLY CONVERTED TO GLYCOGEN THAN IS DEXTROSE, & PRESENCE OF INSULIN IS NOT NECESSARY FOR THIS REACTION TO TAKE PLACE. WHEN...INJECTED LOWER LEVELS OF BLOOD SUGAR & LESS SPILLAGE RESULT THAN WHEN SIMILAR AMT OF DEXTROSE ARE GIVEN @ SAME RATE.
Absorption, Distribution and Excretion
TWICE THE CONCN OF FRUCTOSE CAN BE INFUSED AT THE SAME RATE AS DEXTROSE WITH BETTER RETENTION AND LESS DISTURBANCE OF FLUID BALANCE.
...ADVANTAGES OF FRUCTOSE IS ITS RAPID REMOVAL FROM EXTRACELLULAR SPACE, & THEREFORE, URINARY EXCRETION IS MINIMIZED.
Verwendung und Herstellung
Uses
CIR ingredient: Fructose
Sweetest of the sugars found in fruits and honey; Added to ice cream to prevent sandiness; [Merck Index] Used as a preservative and as an intravenous infusion in parenteral feeding; [ChemIDplus] Used as an additive to food/foodstuffs and in pharmaceuticals; [IUCLID] Used as flavoring agent or adjuvant, formulation aid, nutritive sweetener, processing aid, solvent, stabilizer or thickener, and texturizer for foods; [FDA]
MEDICATION (VET)
MEDICATION
To prevent sandiness in ice cream /D-Fructose/
Therap cat: Fluid and nutrient replenisher, and ferric form as hematinic. /D-Fructose/
U.S. Production
2023: 50,000,000 - <100,000,000 lb
(1976) 9X10+11 G (HIGH FRUCTOSE CORN SYRUP-EST
(1980) 2.66X10+12 g /total indust distribution of high-fructose corn syrup/
(1980) 3.20X10+9 g /consumption of crystalline fructose/
World output of fructose syrup (fructose content of total solids >95%) is estimated at 25,000 t/a and of the crystalline product at 35,000 t/a. The market for crystalline fructose is predicted to be 100,000 t/a in the 1990s. /D-Fructose/
Methods of Manufacturing
ACTION OF IMMOBILIZED GLUCOSE ISOMERASE (DERIVED PRINCPLY FROM STREPTOMYCES SPECIES) ON DEXTROSE (FRUCTOSE AND HIGH FRUCTOSE (42%) CORN SYRUP); HYDROLYSIS OF INULIN (FRUCTOSE); HYDROLYSIS OF BEET SUGAR FOLLOWED BY LIME SEPARATION (FRUCTOSE)
Prepared by adding absolute alc to the syrup obtained from acid hydrolysis of inulin: Bates et al, Natl Bur Std (US), Circ C440, 399 (1942). Prepn from dextrose: Cantor, Hobbs, US patent 2,354,664 (1944 to Corn Prod Refining). From sucrose by enzymatic conversion: Koepsell et al, US patent 2,729,587 (1956 to USA). /D-Fructose/
Hydrolysis of inulin; hydrolysis of beet sugar followed by lime separation; from cornstarch by enzymic or microbial action.
Hydrolysis of sucrose produces a mixture of glucose and fructose, from which fructose can be separated by chromatography. /D-Fructose/
The saccharification of starch produces glucose, which can be isomerized with the aid of the enzyme glucose isomerase ... to "high-fructose corn syrup" HFCS ... . /D-Fructose/
Formulations/Preparations
FRUCTOSE INJECTION, NF, IS STERILE SOLN OF FRUCTOSE IN WATER...10% SOLN, PH 3.0-6.0.
DOSAGE FORMS- INJECTION NF: 100 G/1000 ML; FRUCTOSE & SODIUM CHLORIDE INJECTION NF: 100 G (FRUCTOSE) & 9 G (SODIUM CHLORIDE)/1000 ML.
High-fructose corn syrups ... contain 42, 55 or 90% fructose on a dry weight basis
Crystalline fructose is essentially pure
For more Formulations/Preparations (Complete) data for FRUCTOSE (6 total), please visit the HSDB record page.
General Manufacturing Information
Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing
D-Fructose: ACTIVE
HOMOGENEITY DETERMINED BY PAPER...& GAS-LIQUID CHROMOTOGRAPHY SYSTEMS...
Fructose is crystallized on a large scale in either of two ways: by cooling an aqueous solution or by inducing precipitation from such a solution by adding organic solvents such as methanol or ethanol. /D-Fructose/
...CAN BE INFUSED IV IN HIGHER (TWICE) CONCN THAN DEXTROSE WITHOUT AS MUCH... PLASMA HYPERTONICITY; ALSO...SMALLER VOL OF WATER INFUSED, WHEN FRUCTOSE IS CONVERTED FROM BLOOD THERE IS LESS RESIDUAL HYDREMIA.
Zugehörige Reaktionen
Verknüpfte Notizen
Wird geladen…