1. Metabolic Enzyme/Protease Anti-infection
  2. Phospholipase Bacterial
  3. Vinaxanthone

Vinaxanthone (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.

For research use only. We do not sell to patients.

Vinaxanthone Chemical Structure

Vinaxanthone Chemical Structure

CAS No. : 133293-89-7

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Based on 1 publication(s) in Google Scholar

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1 Publications Citing Use of MCE Vinaxanthone

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Description

Vinaxanthone (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[1][2][3].

In Vitro

Vinaxanthone shows selective inhibitory activity against phospholipase C (PLC) from rat brain, mutine colon 26 Adenocarcinoma and murine fibroblasts NIH3T3 with IC50s being 5.4, 9.3 and 44 μM, respectively[1].
Vinaxanthone (0.1 mg/mL, 24 h) enhances peripheral nerve regeneration and induces small amounts of neovascularization growth into the cornea[4].
Vinaxanthone (0.5 μM, 20 min) may protects from Dox-induced podocyte apoptosis[5].
Vinaxanthone (0.1-1 μM, 24 h) ameliorates the TGF-β1-induced tubular cell characteristic change[6].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Viability Assay[4]

Cell Line: mouse corneal epithelial cell line (TKE2)
Concentration: 0.1 mg/mL
Incubation Time: 24 h
Result: Didn't affect cell viability by dose.

Cell Proliferation Assay[4]

Cell Line: TKE2
Concentration: 0.01-1 mg/mL
Incubation Time: 24 h
Result: Showed a slight dose-dependent inhibition on cell proliferation.

Immunofluorescence[5]

Cell Line: mouse podocytes
Concentration: 0.5 μM
Incubation Time: 20 min
Result: Exhibited less C-Caspase3-positive cells.

Western Blot Analysis[5]

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.
In Vivo

Vinaxanthone (SM-345431) (0.1 mg/mL, Subconjunctival injections, every 2 days, 3 weeks) accelerates peripheral nerve regeneration and sensitivity in a murine corneal transplantation model[4].
Vinaxanthone (SEMA3A-I) (20 µg, i.p.) protects from Doxorubicin (HY-15142A)-induced podocyte injury through an anti-apoptosis mechanism in mouse model of Doxorubicin (HY-15142A)-induced podocytopathy[5].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: murine corneal transplantation model[4]
Dosage: 0.1 mg/mL
Administration: 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[5]
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.
Molecular Weight

576.42

Formula

C28H16O14

CAS No.
Appearance

Solid

Color

Light yellow to yellow

SMILES

O=C(C(C(O)=C(C=C1OC=C2C3=C(C(C)=O)C4=C(C(C5=C(C(O)=O)C(O)=C(O)C=C5O4)=O)C=C3C(C)=O)O)=C1C2=O)O

Structure Classification
Initial Source

Penicillium vinaceum

Shipping

Room temperature in continental US; may vary elsewhere.

Storage
Powder -20°C 3 years
4°C 2 years
In solvent -80°C 6 months
-20°C 1 month
Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (173.48 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 1.7348 mL 8.6742 mL 17.3485 mL
5 mM 0.3470 mL 1.7348 mL 3.4697 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

  • Molarity Calculator

  • Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass
=
Concentration
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Volume
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Molecular Weight *

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Concentration (start)

C1

×
Volume (start)

V1

=
Concentration (final)

C2

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Volume (final)

V2

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

  • Protocol 1

    Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline

    Solubility: ≥ 2.5 mg/mL (4.34 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

    Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

g

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
%
DMSO +
+
%
Tween-80 +
%
Saline
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
The co-solvents required include: DMSO, PEG300/PEG400, Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Purity & Documentation
References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 1.7348 mL 8.6742 mL 17.3485 mL 43.3712 mL
5 mM 0.3470 mL 1.7348 mL 3.4697 mL 8.6742 mL
10 mM 0.1735 mL 0.8674 mL 1.7348 mL 4.3371 mL
15 mM 0.1157 mL 0.5783 mL 1.1566 mL 2.8914 mL
20 mM 0.0867 mL 0.4337 mL 0.8674 mL 2.1686 mL
25 mM 0.0694 mL 0.3470 mL 0.6939 mL 1.7348 mL
30 mM 0.0578 mL 0.2891 mL 0.5783 mL 1.4457 mL
40 mM 0.0434 mL 0.2169 mL 0.4337 mL 1.0843 mL
50 mM 0.0347 mL 0.1735 mL 0.3470 mL 0.8674 mL
60 mM 0.0289 mL 0.1446 mL 0.2891 mL 0.7229 mL
80 mM 0.0217 mL 0.1084 mL 0.2169 mL 0.5421 mL
100 mM 0.0173 mL 0.0867 mL 0.1735 mL 0.4337 mL
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Vinaxanthone
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