Details
Stereochemistry | ACHIRAL |
Molecular Formula | C19H23N4O6PS |
Molecular Weight | 466.448 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(N(CC1=C(N)N=C(C)N=C1)C=O)=C(CCOP(O)(O)=O)SC(=O)C2=CC=CC=C2
InChI
InChIKey=BTNNPSLJPBRMLZ-LGMDPLHJSA-N
InChI=1S/C19H23N4O6PS/c1-13(23(12-24)11-16-10-21-14(2)22-18(16)20)17(8-9-29-30(26,27)28)31-19(25)15-6-4-3-5-7-15/h3-7,10,12H,8-9,11H2,1-2H3,(H2,20,21,22)(H2,26,27,28)/b17-13-
Molecular Formula | C19H23N4O6PS |
Molecular Weight | 466.448 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Optical Activity | NONE |
DescriptionSources: http://www.raysahelian.com/benfotiamine.htmlCurator's Comment: Description was created based on several sources, including
http://www.medscape.com/viewarticle/583556_3
http://herbnutritionals.com/nutraceuticals/benfotiamine
Sources: http://www.raysahelian.com/benfotiamine.html
Curator's Comment: Description was created based on several sources, including
http://www.medscape.com/viewarticle/583556_3
http://herbnutritionals.com/nutraceuticals/benfotiamine
Benfotiamine is a derivative of vitamin B1. It was developed in Japan specifically to treat Korsakoff's syndrome and patented in the United States in 1962, but never became popular. It has been in use as a widely used prescription drug in Europe since 1978 to treat diabetes and is available at many vitamin shops in the United States. It has been licensed for use in Germany since 1993 under the trade name Milgamma. (Combinations with pyridoxine or cyanocobalamin are also sold under this name). It is prescribed there for treating sciatica and other painful nerve conditions. It is marketed as a medicine and/or dietary supplement, depending on the respective Regulatory Authority. Unfortunately apparent evidences from human studies are scarce and especially endpoint studies are missing. Benfotiamine has proven to affect glucose metabolic process through various mode of actions, and plays a part in obstructing age-associated glycation end products (AGEs). Benfotiamine reduces the extra biosynthesis and accumulation of a number of glucose metabolites, including glyceraldeyde-3-phosphate and dihydroxyacetone phosphate. Elevated levels of those glucose intermediates function as a trigger to most of the mechanisms accountable for hyperglycemia-caused cell damage. Benfotiamine increases tissue amounts of thiamine diphosphate, consequently growing transketolase activity and producing a significant decrease in glucose metabolites and precursors to AGEs. Up to now, two of the most effective AGE inhibitors in living microorganisms would be the Vitamin B1 derivative, benfotiamine and also the Vitamin B6 derivative, pyridoxamine. Additionally, benfotiamine has long been proven to lessen NF-kB activity, therefore restricting the over-production from the harmful superoxide toxin. Excess superoxide production may partly hinder a vital enzyme in glucose metabolic process, glyceraldehyde-3-phosphate dehydrogenase, directing glucose metabolites from glycolysis in to the major glucose-driven signaling paths that cause hyperglycemic damage. Theoretically, overdose with benfotiamine should cause menopausal flashes, bluish skin (because of rapid utilization of oxygen), tingling, and difficulty breathing, but used, this merely has not happened.
CNS Activity
Originator
Approval Year
Sample Use Guides
In Vivo Use Guide
Sources: http://www.raysahelian.com/benfotiamine.html
Curator's Comment: Amount Per capsule: Benfotiamine 80 mg each pill
Suggested Use: One capsule a few times a week or as recommended by health care provider
Route of Administration:
Oral
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/16452468
Curator's Comment: Thiamine and benfotiamine reduce aldose reductase mRNA expression, activity, sorbitol concentrations, and intracellular glucose while increasing the expression and activity of transketolase, for which it is a coenzyme, in human endothelial cells and bovine retinal pericytes cultured in high glucose. Thiamine and benfotiamine correct polyol pathway activation induced by high glucose in vascular cells.
Human umbilical vein endothelial cells and bovine retinal pericytes were cultured in normal (5.6 mmol/liter) or high (28 mmol/liter) glucose, with or without thiamine or benfotiamine 50 or 100 uM.
Substance Class |
Chemical
Created
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admin
on
Edited
Fri Dec 15 17:12:10 GMT 2023
by
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on
Fri Dec 15 17:12:10 GMT 2023
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Record UNII |
Y92OUS2H9B
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Validated (UNII)
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A11DA03
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QA11DA03
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2452 (Number of products:105)
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18891
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C169805
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m2313
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DTXSID3045433
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DB11748
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758241
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C013835
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100000086330
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22457-89-2
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BENFOTIAMINE
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Related Record | Type | Details | ||
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ACTIVE MOIETY |