Details
Stereochemistry | ACHIRAL |
Molecular Formula | C7H4NO3S.Na.H2O |
Molecular Weight | 223.183 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
c1ccc2c(c1)C(=NS2(=O)=O)[O-].[Na+].O
InChI
InChIKey=ILJOYZVVZZFIKA-UHFFFAOYSA-M
InChI=1S/C7H5NO3S.Na.H2O/c9-7-5-3-1-2-4-6(5)12(10,11)8-7;;/h1-4H,(H,8,9);;1H2/q;+1;/p-1
Molecular Formula | C7H5NO3S |
Molecular Weight | 183.1859 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Molecular Formula | HO |
Molecular Weight | 17.0073 |
Charge | -1 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Molecular Formula | Na |
Molecular Weight | 22.9898 |
Charge | 1 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: https://www.cancer.gov/about-cancer/causes-prevention/risk/diet/artificial-sweeteners-fact-sheetCurator's Comment:: description was created based on several sources, including
http://www.diabetes.co.uk/sweeteners/saccharin.html
http://www.ukfoodguide.net/e954.htm
Sources: https://www.cancer.gov/about-cancer/causes-prevention/risk/diet/artificial-sweeteners-fact-sheet
Curator's Comment:: description was created based on several sources, including
http://www.diabetes.co.uk/sweeteners/saccharin.html
http://www.ukfoodguide.net/e954.htm
Saccharin is the most established of the artificial sweeteners on the market, this mixture of dextrose and saccharin has been in use for over a century and is found in diet versions of soft drinks. It is 300-500 times sweeter than sugar and contains zero calories. In 1977, the FDA tried to ban its use after evidence showed it caused cancer in rats. Extensive lobbying by the diet food industry allowed products to stay on the shelves as long as they carried warnings about the cancer risks in animals. This warning was removed in 2001 when the Calorie Control Council insisted the link between animal and human cancers could not automatically be made. Consumption of saccharin-sweetened products can benefit diabetics as the substance goes directly through the human digestive system without being digested. While saccharin has no food energy, it can trigger the release of insulin in humans due to its sweet taste. The T1R2/R3 sweet taste receptor exist on the surface of pancreatic beta cells. Saccharin is a unique in that it inhibits glucose-stimulated insulin secretion (GSIS) at submaximal and maximal glucose concentrations, with the other sweeteners having no effect. Investigation of saccharin’s dose-response characteristics showed that concentrations of 0.1 and 0.5 mM stimulated insulin secretion, while concentrations of 1 and 2.5 mM inhibited insulin secretion. Saccharin’s effect on insulin secretion was shown to be reversible in INS-1 832/13 clonal pancreatic beta cells after chronic exposure to 1 mM saccharin. Artificial sweeteners may affect insulin secretion via interaction with the sweet taste receptor, also saccharin may affect other cellular processes linked to insulin secretion, and that these effects are both time- and concentration-dependent
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: Q8TE23 Gene ID: 80834.0 Gene Symbol: TAS1R2 Target Organism: Homo sapiens (Human) Sources: http://www.fasebj.org/content/25/1_Supplement/530.1 |
|||
Target ID: Q7RTX0 Gene ID: 83756.0 Gene Symbol: TAS1R3 Target Organism: Homo sapiens (Human) Sources: http://www.fasebj.org/content/25/1_Supplement/530.1 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
14 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7303723/ |
2 g single, oral dose: 2 g route of administration: Oral experiment type: SINGLE co-administered: |
SACCHARIN plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED |
|
27 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7303723/ |
2 g single, oral dose: 2 g route of administration: Oral experiment type: SINGLE co-administered: |
SACCHARIN plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
5800 μg × min/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7303723/ |
10 mg/kg single, intravenous dose: 10 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: PROBENECID |
SACCHARIN plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
|
3700 μg × min/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7303723/ |
10 mg/kg single, intravenous dose: 10 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
SACCHARIN plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
|
6500 μg × min/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7303723/ |
2 g single, oral dose: 2 g route of administration: Oral experiment type: SINGLE co-administered: |
SACCHARIN plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED |
|
6800 μg × min/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7303723/ |
2 g single, oral dose: 2 g route of administration: Oral experiment type: SINGLE co-administered: |
SACCHARIN plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
Drug as perpetrator
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
no | no (co-administration study) Comment: coadministration with bupropion: had no effect on the CYP2B activity |
|||
no | no (co-administration study) Comment: coadministration with bupropion: saccharin had no inhibitory effect on CYP2B activity in vivo |
Drug as victim
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
no |
PubMed
Title | Date | PubMed |
---|---|---|
Demonstration of conformational changes associated with activation of the maltose transport complex. | 2001 Apr 13 |
|
A new type of endo-xyloglucan transferase devoted to xyloglucan hydrolysis in the cell wall of azuki bean epicotyls. | 2001 Feb |
|
Serial changes in 14C-deoxyglucose and 201Tl uptake in autoimmune myocarditis in rats. | 2001 Feb |
|
Negative-ion electrospray mass spectrometry of neutral underivatized oligosaccharides. | 2001 Feb 1 |
|
Anti-tumor immunity provided by a synthetic multiple antigenic glycopeptide displaying a tri-Tn glycotope. | 2001 Feb 15 |
|
Munc18c regulates insulin-stimulated glut4 translocation to the transverse tubules in skeletal muscle. | 2001 Feb 9 |
|
Distinct long-term regulation of glycerol and non-esterified fatty acid release by insulin and TNF-alpha in 3T3-L1 adipocytes. | 2001 Jan |
|
Distinct differences in binding capacity to saccharide epitopes in supratentorial pilocytic astrocytomas, astrocytomas, anaplastic astrocytomas, and glioblastomas. | 2001 Jan |
|
Suppression of ethanol responding by centrally administered CTOP and naltrindole in AA and Wistar rats. | 2001 Jan |
|
The Schistosoma mansoni host-interactive tegument forms from vesicle eruptions of a cyton network. | 2001 Jan |
|
A saccharinate-iron(II) complex with a free saccharin molecule present, [Fe(phen)3]sac2.sacH.6H2O. | 2001 Jan |
|
Improved water solubility of neohesperidin dihydrochalcone in sweetener blends. | 2001 Jan |
|
Glut1 expression in T1 and T2 stage colorectal carcinomas: its relationship to clinicopathological features. | 2001 Jan |
|
Nasal mucociliary clearance in healthy children in a tropical country. | 2001 Jan |
|
Improved diabetic syndrome in C57BL/KsJ-db/db mice by oral administration of the Na(+)-glucose cotransporter inhibitor T-1095. | 2001 Jan |
|
Thiazolidinediones (PPARgamma agonists) but not PPARalpha agonists increase IRS-2 gene expression in 3T3-L1 and human adipocytes. | 2001 Jan |
|
Expression of auxilin or AP180 inhibits endocytosis by mislocalizing clathrin: evidence for formation of nascent pits containing AP1 or AP2 but not clathrin. | 2001 Jan |
|
Renal Na(+)-glucose cotransporters. | 2001 Jan |
|
Functional asymmetry of the sodium-D-glucose cotransporter expressed in yeast secretory vesicles. | 2001 Jan 15 |
|
Compositional analysis of glycosaminoglycans by electrospray mass spectrometry. | 2001 Jan 15 |
|
Neutralization of a conserved amino acid residue in the human Na+/glucose transporter (hSGLT1) generates a glucose-gated H+ channel. | 2001 Jan 19 |
|
Interaction of quercetin glucosides with the intestinal sodium/glucose co-transporter (SGLT-1). | 2001 Jan 26 |
|
Identification of N- and O-linked oligosaccharides in human seminal vesicles. | 2001 Jan-Feb |
|
Spatial compartmentalization of signal transduction in insulin action. | 2001 Mar |
|
Ceramide dissociates 3'-phosphoinositide production from pleckstrin homology domain translocation. | 2001 Mar 1 |
|
Model of the 3-D structure of the GLUT3 glucose transporter and molecular dynamics simulation of glucose transport. | 2001 Mar 1 |
|
Structure of a sialic acid-activating synthetase, CMP-acylneuraminate synthetase in the presence and absence of CDP. | 2001 Mar 16 |
|
Characterization of the stromal cell-derived factor-1alpha-heparin complex. | 2001 Mar 16 |
|
Arachidonic acid stimulates glucose uptake in 3T3-L1 adipocytes by increasing GLUT1 and GLUT4 levels at the plasma membrane. Evidence for involvement of lipoxygenase metabolites and peroxisome proliferator-activated receptor gamma. | 2001 Mar 23 |
|
Lactose utilization by Saccharomyces cerevisiae strains expressing Kluyveromyces lactis LAC genes. | 2001 Nov 30 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: http://en.foodlexicon.org/s0001100.php
no more than 80 to 3000 mg saccharin per kilogram or litre should be used
Route of Administration:
Oral
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/3928589
After assaying for prolactin (PRL) in saccharin-treated cultures, it was observed that this sweetener is also capable of stimulating PRL production two- to sixfold in a dose-dependent manner. Enhancement of PRL production can be observed at 0.5 mM saccharin, yet this is 10 times less than the saccharin concentration required to alter cell shape. These effects of saccharin on cell morphology and on PRL production are reversible in rat pituitary tumor cells (GH4C1). When added to cultures along with maximal concentrations of epidermal growth factor (EGF) or thyrotropin-releasing hormone (TRH), the effects of saccharin on PRL production are additive, suggesting that the actions of saccharin are mediated by a somewhat different pathway from that of the peptide hormones
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Jun 26 11:05:57 UTC 2021
by
admin
on
Sat Jun 26 11:05:57 UTC 2021
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Record UNII |
A9CO00M9HV
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Record Status |
Validated (UNII)
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Record Version |
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A9CO00M9HV
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171734-71-7
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82385-42-0
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SUB77955
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82385-42-0
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443755
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PARENT -> SALT/SOLVATE |