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Vinaxanthone
CAS No. 133293-89-7
Vinaxanthone( —— )
Catalog No. M36359 CAS No. 133293-89-7
Vinaxanthone (SM-345431) is a small molecule compound derived from Penicillium chrysogenum that acts as a selective and potent inhibitor of semaphorin3A, phospholipase C (PLC), and FabI, exhibiting antimicrobial activity by blocking intracellular fatty acid synthesis and inhibiting the growth of Staphylococcus aureus.
Purity : >98% (HPLC)
COA
Datasheet
HNMR
HPLC
MSDS
Handing Instructions
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Biological Information
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Product NameVinaxanthone
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NoteResearch use only, not for human use.
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Brief DescriptionVinaxanthone (SM-345431) is a small molecule compound derived from Penicillium chrysogenum that acts as a selective and potent inhibitor of semaphorin3A, phospholipase C (PLC), and FabI, exhibiting antimicrobial activity by blocking intracellular fatty acid synthesis and inhibiting the growth of Staphylococcus aureus.
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DescriptionVinaxanthone (SM-345431) is a potent and selective semaphorin3A, phospholipase C (PLC) and FabI inhibitor, with IC50s of 0.1-0.2 μM and 0.9 mM for semaphorin3A and FabI. Vinaxanthone inhibits the substrate (t-o-NAC thioester) and the cofactor (NADPH) with Kis of 3.1 μM and 1.0 μM, respectively. Vinaxanthone can be used to handle infections caused by multidrug-resistant pathogens.
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In VitroCell Viability AssayCell Line:mouse corneal epithelial cell line (TKE2)Concentration:0.1 mg/mL Incubation Time:24 hResult:Didn't affect cell viability by dose.Cell Proliferation Assay Cell Line: TKE2 Concentration:0.01-1 mg/mL Incubation Time:24 h Result:Showed a slight dose-dependent inhibition on cell proliferation.Immunofluorescence Cell Line:mouse podocytes Concentration:0.5 μM Incubation Time:20 min Result:Exhibited less C-Caspase3-positive cells.Western Blot Analysis Cell Line:HK-2 cells Concentration:0.1-1 μM Incubation Time:24 h Result:Decreased the expression of E-cadherin.Increased the expression of ɑ-SMA and vimentin.
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In VivoAnimal Model:murine corneal transplantation modelDosage:0.1 mg/mLAdministration: Subconjunctival injections, every 2 days, 3 weeks Result:Showed significantly higher nerve growth.Improved the corneal sensitivity.Animal Model: mouse model of Doxorubicin (10 mg/kg)-induced podocytopathy Dosage:20 μg Administration:Intraperitoneal injection (i.p.), every day Result:Improved the expression of nephrin.Reduced podocytopathy and tubular casts.Detected rarely TUNEL-positive cells in the Dox + Vinaxanthone group.Had fewer p-c-Jun-positive cells in the Dox + Vinaxanthone group.
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Synonyms——
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PathwayMetabolic Enzyme/Protease
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TargetPhospholipase
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RecptorPhospholipase | Antibacterial
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Research Area——
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Indication——
Chemical Information
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CAS Number133293-89-7
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Formula Weight576.42
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Molecular FormulaC28H16O14
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Purity>98% (HPLC)
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SolubilityIn Vitro:?DMSO : 100 mg/mL (173.48 mM; Ultrasonic )
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SMILESC(C)(=O)C=1C(=C(C(C)=O)C=C2C1OC=3C(C2=O)=C(C(O)=O)C(O)=C(O)C3)C=4C(=O)C=5C(OC4)=CC(O)=C(O)C5C(O)=O
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Chemical Name——
Shipping & Storage Information
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Storage(-20℃)
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ShippingWith Ice Pack
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Stability≥ 2 years
Reference
1. Masahiro Aoki, et al. Structure of a novel phospholipase C inhibitor, vinaxanthone (Ro 09-1450), produced by penicillium vinaceum. Tetrahedron Letters. 1991, 32 (36):4737-4740.
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