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Vinaxanthone

CAT: 0804-HY-N9480-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N9480-01Size:1 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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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].
CAS Number
133293-89-7
Product Name Alternative
SM-345431
UNSPSC
12352005
Target
Bacterial; Phospholipase
Type
Natural Products
Related Pathways
Anti-infection; Metabolic Enzyme/Protease
Applications
Cancer-programmed cell death
Field of Research
Cancer; Infection
Assay Protocol
https://www.medchemexpress.com/vinaxanthone.html
Purity
98.77
Solubility
DMSO : 100 mg/mL (ultrasonic)
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
Molecular Formula
C28H16O14
Molecular Weight
576.42
References & Citations
[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. |[2]Liang Zhang, et al. Rewiring of regenerated axons by combining treadmill training with semaphorin3A inhibition. Mol Brain. 2014 Mar 10; 7:14. |[3]Zheng CJ, et al. Vinaxanthone, a new FabI inhibitor from Penicillium sp. J Antimicrob Chemother. 2009 May;63 (5) :949-53.|[4]Omoto M, Yoshida S, Miyashita H, Kawakita T, Yoshida K, Kishino A, Kimura T, Shibata S, Tsubota K, Okano H, Shimmura S. The semaphorin 3A inhibitor SM-345431 accelerates peripheral nerve regeneration and sensitivity in a murine corneal transplantation model. PLoS One. 2012;7 (11) :e47716. |[5]Sang Y, et al. Semaphorin3A-Inhibitor Ameliorates Doxorubicin-Induced Podocyte Injury. Int J Mol Sci. 2020 Jun 8;21 (11) :4099. |[6]Sang Y, et al. Semaporin3A inhibitor ameliorates renal fibrosis through the regulation of JNK signaling. Am J Physiol Renal Physiol. 2021 Dec 1;321 (6) :F740-F756.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported

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