133293-89-7
Chemical Structure
Vinaxanthone
Synonym(s): SM-345431
- CAS No.: 133293-89-7
- Formula:C28H16O14
- Molecular Weight:576.42
IUPAC Name: 5,7-diacetyl-6-(5-carboxy-6,7-dihydroxy-4-oxo-4H-chromen-3-yl)-2,3-dihydroxy-9-oxo-9H-xanthene-1-carboxylic acid
InChIKey: MEYYEMQDVMMNNR-UHFFFAOYSA-N
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
Biological Activity: 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].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Vinaxanthone | 98.15% | 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. | ||||||||||||||||||||
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References
- [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. [Content Brief]
- [3]. Zheng CJ, et al. Vinaxanthone, a new FabI inhibitor from Penicillium sp. J Antimicrob Chemother. 2009 May;63(5):949-53. [Content Brief]
