Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C11H10O5S |
| Molecular Weight | 254.259 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1(CC(=O)C2=CC=CC=C2C1=O)S(O)(=O)=O
InChI
InChIKey=WIXFIQKTHUVFDI-UHFFFAOYSA-N
InChI=1S/C11H10O5S/c1-11(17(14,15)16)6-9(12)7-4-2-3-5-8(7)10(11)13/h2-5H,6H2,1H3,(H,14,15,16)
| Molecular Formula | C11H10O5S |
| Molecular Weight | 254.259 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
DescriptionCurator's Comment: description was created based on several sources, including:
https://www.ncbi.nlm.nih.gov/pubmed/3927923 | https://www.ncbi.nlm.nih.gov/pubmed/18935165 | https://www.ncbi.nlm.nih.gov/pubmed/26212258
Curator's Comment: description was created based on several sources, including:
https://www.ncbi.nlm.nih.gov/pubmed/3927923 | https://www.ncbi.nlm.nih.gov/pubmed/18935165 | https://www.ncbi.nlm.nih.gov/pubmed/26212258
Menadione bisulfite is a water-soluble analog of Vitamin K3. Pharmacologic studies on menadione bisulfate indicad that its toxicity is relatively low. In man, doses approximately ten times as great as those generally recommended for therapeutic use, given daily for a period of one week. Redox cycling compounds, such as menadione, have the potential to effectively mitigate the toxicity of organophosphorus pesticides including parathion. Menadione bisulfite behaved as a competitive inhibitor of chicken muscle aldose reductase.
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL5035 |
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Target ID: CHEMBL2169730 |
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Target ID: Aldose reductase (Gallus gallus) |
0.025 mM [Ki] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
Doses
| Dose | Population | Adverse events |
|---|---|---|
10 mg 10 times / day multiple, oral Highest studied dose Dose: 10 mg, 10 times / day Route: oral Route: multiple Dose: 10 mg, 10 times / day Co-administed with:: Vitamin C, p.o(500 mg; 10 times/day) Sources: Page: p.64 |
unhealthy, 56 – 85 n = 3 Health Status: unhealthy Condition: Prostate cancer Age Group: 56 – 85 Sex: M Population Size: 3 Sources: Page: p.64 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| [A computer method for assessing the average rate of movement of Paramecium caudatum by a cross-sectional light beam]. | 2002 Jan-Feb |
|
| Detection of reactive free radicals derived from nucleosides by liquid chromatography coupled to tandem mass spectrometry of DMPO spin trapping adducts. | 2006 |
|
| NDX-1 protein hydrolyzes 8-oxo-7, 8-dihydrodeoxyguanosine-5'-diphosphate to sanitize oxidized nucleotides and prevent oxidative stress in Caenorhabditis elegans. | 2011 Dec |
|
| Structures of the PutA peripheral membrane flavoenzyme reveal a dynamic substrate-channeling tunnel and the quinone-binding site. | 2014 Mar 4 |
|
| Vitamin K3 (menadione) redox cycling inhibits cytochrome P450-mediated metabolism and inhibits parathion intoxication. | 2015 Oct 1 |
Sample Use Guides
5 mg. Therapy, averaging thirty days, was continued until the withdrawal of metlication produced no recurrence of symptoms.
Route of Administration:
Oral
Addition of menadione bisulfite (3 mM) alone to the perfusate increased oxygen uptake by 20-30 uM/g/hr. In the presence of ethanol, maximal increases in oxygen uptake due to menadione bisulfite were much larger (about 90 uM/g/hr), and lactate dehydrogenase release occurred earlier and reached higher maximal values (330 units/g/hr).
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 16 18:40:49 UTC 2022
by
admin
on
Fri Dec 16 18:40:49 UTC 2022
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| Record UNII |
I2BE1ZEN8I
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| Record Status |
Validated (UNII)
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| Record Version |
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SALT/SOLVATE -> PARENT |
