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Details

Stereochemistry ABSOLUTE
Molecular Formula C6H12O6
Molecular Weight 180.1559
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of .BETA.-L-FRUCTOFURANOSE

SMILES

OC[C@@H]1O[C@@](O)(CO)[C@H](O)[C@H]1O

InChI

InChIKey=RFSUNEUAIZKAJO-AZGQCCRYSA-N
InChI=1S/C6H12O6/c7-1-3-4(9)5(10)6(11,2-8)12-3/h3-5,7-11H,1-2H2/t3-,4-,5+,6-/m0/s1

HIDE SMILES / InChI

Molecular Formula C6H12O6
Molecular Weight 180.1559
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Fructose, or fruit sugar, is a simple ketonic monosaccharide found in many plants, where it is often bonded to glucose to form the disaccharide sucrose. At a commercial scale, fructose is often derived from sugar cane, sugar beets, and maize. Fructose is one of the three dietary monosaccharides, along with glucose and galactose, that are absorbed directly into the bloodstream. A growing body of research suggests that diet high in fructose may be contributing to incidences of obesity, insulin resistance, and diabetes.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
SALLY HANSEN OUCH-RELIEF WAX KIT

Approved Use

For temporary relief of pain and itching associated with minor skin irritations due to hair removal

Launch Date

2011
PubMed

PubMed

TitleDatePubMed
Role of Dietary Fructose and Hepatic De Novo Lipogenesis in Fatty Liver Disease.
2016-05
Effect of dietary fructose on portal and systemic serum fructose levels in rats and in KHK-/- and GLUT5-/- mice.
2015-11-01
Direct renal effects of a fructose-enriched diet: interaction with high salt intake.
2015-11-01
Health implications of high-fructose intake and current research.
2015-11
Uptake and metabolism of fructose by rat neocortical cells in vivo and by isolated nerve terminals in vitro.
2015-05
Challenging the fructose hypothesis: new perspectives on fructose consumption and metabolism.
2013-03-01
Effects of fructose vs glucose on regional cerebral blood flow in brain regions involved with appetite and reward pathways.
2013-01-02
Fructose, weight gain, and the insulin resistance syndrome.
2002-11
Patents

Sample Use Guides

Twenty healthy volunteers were randomized into two groups: group A received 300 mL of 22.5% glucose and group B received 300 mL of 22.5% fructose. The solution was consumed after 8 hours of overnight fasting, the repeated with the opposite solution after a 1 week washout period. At each intervention venous blood was collected at 0, 0.5, 1, 2 and 3 hours, ad blood-pressure was recorded at 0, 1, 2, and 3 hours.
Route of Administration: Oral
Nerve terminals were prepared from rat forebrains and purified synaptosomes were exposed to [U14C]fructose or [U14C]glucose for 10 minutes leading to the selective labeling of glutamate over aspartate and GABA, and Alanine. [U-14C]Fructose shoed a preference for labeling glutamate more strongly, and aspartate and GABA less strongly, than did [U-14C]glucose. Thus, the distribution of label between glutamate, aspartate, and GABA was significantly different in synaptosomes exposed to [U-14C]fructose or [U-14C]glucose, as reflected in an aspartate/glutamate labeling ratio of 0.07 and 0.53 and a GABA/glutamate labeling ratio of 0.03 and 0.36 for [U14C]fructose- and [U14C]glucose-exposed synaptosomes respectively. The increased labeling of glutamate indicates increased uptake of fructose into nerve terminals and oxidative fructose metabolism in these structures.
Substance Class Chemical
Created
by admin
on Wed Apr 02 00:41:28 GMT 2025
Edited
by admin
on Wed Apr 02 00:41:28 GMT 2025
Record UNII
WR469VI1J3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
.BETA.-L-FRUCTOFURANOSE
Preferred Name English
Code System Code Type Description
CAS
41579-20-8
Created by admin on Wed Apr 02 00:41:28 GMT 2025 , Edited by admin on Wed Apr 02 00:41:28 GMT 2025
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PUBCHEM
439553
Created by admin on Wed Apr 02 00:41:28 GMT 2025 , Edited by admin on Wed Apr 02 00:41:28 GMT 2025
PRIMARY
FDA UNII
WR469VI1J3
Created by admin on Wed Apr 02 00:41:28 GMT 2025 , Edited by admin on Wed Apr 02 00:41:28 GMT 2025
PRIMARY