U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C6H12O6
Molecular Weight 180.1559
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FRUCTOSE

SMILES

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

InChI

InChIKey=BJHIKXHVCXFQLS-UYFOZJQFSA-N
InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5-,6-/m1/s1

HIDE SMILES / InChI
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. In nature, fructose is produced as D-enantiomer. D-Fructose is one of the three dietary monosaccharides, along with glucose and galactose, that are absorbed directly into the bloodstream. L-fructose is an enantiomer of D-fructose. L-fructose does not occur naturally and can be produced synthetically from the racemic mixture of D- and L-fructose. L-fructose was investigated as a non-caloric sweetener; however it was detected that digestibility of L-fructose is 10% lower than D-fructose, and L-fructose did not found significant commercial application.

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
Fructose, weight gain, and the insulin resistance syndrome.
2002 Nov
Effects of fructose vs glucose on regional cerebral blood flow in brain regions involved with appetite and reward pathways.
2013 Jan 2
Challenging the fructose hypothesis: new perspectives on fructose consumption and metabolism.
2013 Mar 1
Uptake and metabolism of fructose by rat neocortical cells in vivo and by isolated nerve terminals in vitro.
2015 May
Health implications of high-fructose intake and current research.
2015 Nov
Effect of dietary fructose on portal and systemic serum fructose levels in rats and in KHK-/- and GLUT5-/- mice.
2015 Nov 1
Direct renal effects of a fructose-enriched diet: interaction with high salt intake.
2015 Nov 1
Role of Dietary Fructose and Hepatic De Novo Lipogenesis in Fatty Liver Disease.
2016 May
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.
Name Type Language
FRUCTOSE
EP   FCC   II   INCI   MART.   MI   USP   USP-RS   VANDF   WHO-DD  
INCI  
Official Name English
D-FRUCTOSE
Common Name English
FRUCTOSE [JAN]
Common Name English
NEVULOSE
Common Name English
LACTULOSE IMPURITY D [EP IMPURITY]
Common Name English
FRUCTOSE [FCC]
Common Name English
NSC-9250
Code English
FRUCTOSE [INCI]
Common Name English
FRUCTOSE [II]
Common Name English
FRUCTOSE [EP MONOGRAPH]
Common Name English
FRUCTOSE [MART.]
Common Name English
FRUCTOSE [MI]
Common Name English
LEVULOSE
Common Name English
NSC-760385
Code English
FRUCTOSE [USP-RS]
Common Name English
FRUCTOSE [EP IMPURITY]
Common Name English
GLUCOSE IMPURITY D [EP IMPURITY]
Common Name English
FRUCTOSE (CONSTITUENT OF CRANBERRY LIQUID PREPARATION) [DSC]
Common Name English
FRUCTOSE [USP MONOGRAPH]
Common Name English
TOPIRAMATE IMPURITY, FRUCTOSE- [USP IMPURITY]
Common Name English
Fructose [WHO-DD]
Common Name English
D-ARABINO-HEX-2-ULOPYRANOSE
Systematic Name English
Classification Tree Code System Code
LOINC 48432-9
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
LOINC 51593-2
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
WHO-VATC QV06DC02
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
LOINC 13943-6
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
LOINC 2297-0
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
LOINC 2296-2
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
WHO-ATC V06DC02
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
LOINC 34309-5
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LOINC 34308-7
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LOINC 49772-7
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
DSLD 1322 (Number of products:48)
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
FDA ORPHAN DRUG 28188
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
LOINC 2295-4
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
LOINC 10574-2
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LOINC 32240-4
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LOINC 34307-9
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
NCI_THESAURUS C68479
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
LOINC 56624-0
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LOINC 15070-6
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LOINC 34194-1
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Code System Code Type Description
CHEBI
28757
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
CHEBI
48095
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
CAS
6347-01-9
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
ALTERNATIVE
NCI_THESAURUS
C68480
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
CAS
10489-79-9
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
ALTERNATIVE
CHEBI
15824
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
WIKIPEDIA
FRUCTOSE
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-333-3
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
EVMPD
SUB126925
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
DRUG CENTRAL
1252
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
NSC
760385
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
DAILYMED
6YSS42VSEV
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
EVMPD
SUB13925MIG
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
CHEBI
28645
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
SMS_ID
100000078511
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
PUBCHEM
5984
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
ChEMBL
CHEMBL604608
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
FDA UNII
6YSS42VSEV
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
RXCUI
4570
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY RxNorm
CHEBI
37721
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
NSC
9250
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
MERCK INDEX
m5572
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY Merck Index
DRUG BANK
DB04173
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
CAS
57-48-7
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
MESH
D005632
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY
RS_ITEM_NUM
1286504
Created by admin on Sat Dec 16 18:38:50 GMT 2023 , Edited by admin on Sat Dec 16 18:38:50 GMT 2023
PRIMARY