| Identification | Back Directory | [Name]
Spirolaxin | [CAS]
126382-01-2 | [Synonyms]
Spirolaxin
Spirolaxine
(3R)-5-Hydroxy-7-methoxy-3-[5-[(2R,5R,7R)-2-methyl-1,6-dioxaspiro[4.5]decane-7-yl]pentyl]isobenzofuran-1(3H)-one
1(3H)-Isobenzofuranone, 5-hydroxy-7-methoxy-3-[5-[(2R,5R,7R)-2-methyl-1,6-dioxaspiro[4.5]dec-7-yl]pentyl]-, (3R)- | [Molecular Formula]
C23H32O6 | [MOL File]
126382-01-2.mol | [Molecular Weight]
404.5 |
| Hazard Information | Back Directory | [Description]
Spirolaxine is a long-chain phthalide produced by the fungus S. laxum that has antibacterial properties. Spirolaxine is a potent anti-H. pylori agent (MIC = 0.2 μg/cm3) with weak activity against E. coli. Spirolaxine (1-40 μM) inhibits proliferation of endothelial (BMEC, HUVEC) and tumor (LoVo, HL-60) cells in culture. B. megaterium and C. echinulate produce hydroxylated metabolites of spirolaxine when given spirolaxine as a substrate. | [Uses]
Spirolaxine is a bioactive undecaketide fungal metabolite found in Sporotrichum laxum ATCC 15155. Spirolaxine exhibits anti-Helicobacter pylori property. | [IC 50]
Microbial Metabolite | [storage]
Store at -20°C | [References]
[1] ALBERTO ARNONE . Spirolaxine and sporotricale: Two long-chain phthalides produced by Sporotrichum laxum[J]. Phytochemistry, 1990, 29 2: Pages 613-616. DOI: 10.1016/0031-9422(90)85127-2
[2] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras.
[3] A. LEóN. Phthalides: Distribution in Nature, Chemical Reactivity, Synthesis, and Biological Activity.[J]. Progress in the chemistry of organic natural products, 2017, 26 1: 127-246. DOI: 10.1007/978-3-319-45618-8_2
[4] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras.
[5] GIANLUCA NASINI. Microbial Transformation of Spirolaxine, a Bioactive Undecaketide Fungal Metabolite from the Basidiomycete Sporotrichum laxum[J]. Chemistry & Biodiversity, 2007, 4 12: 2772-2779. DOI: 10.1002/cbdv.200790226 |
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