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  1. General Info
  2. Source Info
  3. Effects Info
  4. Reference
Phytochemical Details
01. General Information
Name Menadione
PubChem CID 4055
Molecular Weight 172.18g/mol
Synonyms

2-Methyl-1,4-naphthalenedione, 2-Methyl-1,4-naphthoquinone, 2-Methylnaphthoquinone, Bisulfite, Menadione, Bisulfite, Menadione Sodium, Menadione, Menadione bisulfite, Menadione sodium bisulfite, Menadione sodium bisulfite, trihydrate, Sodium Bisulfite, Menadione, Vicasol, Vikasol, Vitamin K 3, Vitamin K3, Vitamin K3 sodium bisulfite

Formula C₁₁H₈O₂
SMILES CC1=CC(=O)C2=CC=CC=C2C1=O
InChI 1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3
InChIKey MJVAVZPDRWSRRC-UHFFFAOYSA-N
CAS Number 58-27-5
ChEMBL ID CHEMBL590
ChEBI ID CHEBI:28869
Herb ID HBIN034731
Drug Bank ID DB00170
KEGG ID C05377
Toxicity Organism Test Type Route(Dose)
rat LD50 intraperitoneal(165 mg/kg)
mouse LD50 intraperitoneal(254 mg/kg)
rat LD50 oral(322 mg/kg)
Structure 2D-img
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2D MOL 3D MOL
02. Source Information of Phytochemical
Asplenium trichomanes Cold
Chineses Pinyin TieJiaoJue
Use Part Whole herb or leaf
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Polypodiales
    -->Family: Aspleniaceae
     -->Genus: Asplenium
      -->Species: Asplenium trichomanes
03. Combinatorial Therapeutic Effect(s)
Synergistic Effect
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Drug(s) whose efficacy can be enhanced by this phytochemical
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Combination Pair ID: 288
Pair Name Menadione, Ascorbic Acid
Partner Name Ascorbic Acid
Disease Info [ICD-11: 2A00] Glioblastoma multiforme Investigative
Biological Phenomena Induction-->Oxidative Stress
Gene Regulation Down-regulation Expression BECN1 hsa8678
Up-regulation Activity BECN1 hsa8678
Up-regulation Phosphorylation PRKAA1 hsa5562
Down-regulation Expression RHEB hsa6009
Down-regulation Expression SQSTM1 hsa8878
Up-regulation Phosphorylation ULK1 hsa8408
In Vitro Model U-251MG Astrocytoma Homo sapiens (Human) CVCL_0021
Result These results suggest that AA+MD or MD treatment in combination with autophagy inducers could be further investigated as a novel approach for glioblastoma therapy.
Combination Pair ID: 727
Pair Name Menadione, Sodium orthovanadate
Partner Name Sodium orthovanadate
Disease Info [ICD-11: 2A00] Glioblastoma multiforme Investigative
In Vitro Model DBTRG-05MG Anaplastic astrocytoma Homo sapiens (Human) CVCL_1169
Result Our results indicate that M:SO combination is an attractive alternative for glioma treatment that encourages further study. The neutralizing effects of genistein and DTT reveal a possibility for their use in the minimization of potential M:SO systemic toxicity.
Combination Pair ID: 728
Pair Name Menadione, Sodium orthovanadate
Partner Name Sodium orthovanadate
Disease Info [ICD-11: 2C25] Lung cancer Investigative
Biological Phenomena Inhibition-->Cell metastasis
In Vitro Model A-549 Lung adenocarcinoma Homo sapiens (Human) CVCL_0023
Result Our data guarantee further studies to evaluate the in vivo occurrence of D-IDCs, their implications for invasiveness and metastasis and their sensitivity to anticancer drugs.
04. Reference
No. Title Href
1 Combination of Ascorbic Acid and Menadione Induces Cytotoxic Autophagy in Human Glioblastoma Cells. Oxid Med Cell Longev. 2022 Mar 23;2022:2998132. doi: 10.1155/2022/2998132. Click
2 Cytotoxic effect of menadione and sodium orthovanadate in combination on human glioma cells. Invest New Drugs. 2012 Aug;30(4):1302-10. doi: 10.1007/s10637-011-9680-y. Click
3 Menadione : sodium orthovanadate combination eliminates and inhibits migration of detached cancer cells. ISRN Pharmacol. 2012;2012:307102. doi: 10.5402/2012/307102. Click
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