Annonin VI
Annonin VI is an inhibitor of NADH:ubiquinone oxidoreductase (complex I; complex I) and glucose:ubiquinone oxidoreductase discovered in the seeds of Annona squamosa. Annonin VI exhibits an IC50 of 0.02 nmol/mg protein against bovine heart complex I, and an IC50 of 12.4 nmol/mg protein against glucose dehydrogenase (GDH) derived from Gluconobacter oxydans. Annonin VI acts in a partially competitive manner on the region associated with the ubiquinone catalytic site of complex I, blocking electron transfer from high-potential iron-sulfur clusters to ubiquinone. Annonin VI binds competitively with ubiquinone at the homologous ubiquinone site on GDH. Annonin VI can be used in the research of bacterial infections, insecticides, and cancer.
For research use only. We do not sell to patients.
- CAS No.: 129212-94-8
- Formula: C37H66O7
- Molecular Weight:622.92
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Description
In Vitro
Annonin VI (1 min) potently inhibits NADH:ubiquinone oxidoreductase (complex I) from bovine heart (IC50 0.02 nmol/mg protein), the corresponding enzyme from Escherichia coli (IC50 0.02 nmol/mg protein), and the corresponding enzyme from Neurospora crassa (IC50 0.2 nmol/mg protein), and simultaneously inhibits glucose:ubiquinone oxidoreductase from Gluconobacter oxidans (IC50 12.4 nmol/mg protein)[2].
Annonin VI (0-10 nM) inhibits bovine heart NADH:ubiquinone oxidoreductase in a partially competitive manner and inhibits glucose:ubiquinone oxidoreductase from Gluconobacter oxidans in a competitive manner, with both inhibitory effects targeting ubiquinone-2[2].
Annonin VI (compound 2) is an acetogenin derived from the seeds of Annona squamosa, and its structure consists of a hydroxylated bis-tetrahydrofuran core and an α,β-unsaturated-γ-lactone moiety[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 129212-94-8
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Molecular Weight 622.92
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Formula C37H66O7
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SMILES
O=C1C(CC(O)CCCCCCCCCC[C@H]([C@]2([H])O[C@@H]([C@@H]3O[C@@](CC3)([H])[C@@H](O)CCCCCCCCCC)CC2)O)=C[C@H](C)O1
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Annonin VI Related Classifications
HY-N21828 Related Classifications
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