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| | pseurotin Basic information |
| Product Name: | pseurotin | | Synonyms: | pseurotin;(5S,8S,9R)-8-Benzoyl-2-[(1S,2S,3Z)-1,2-dihydroxy-3-hexenyl]-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione;PB-1;NSC 348694;1-Oxa-7-azaspiro[4.4]non-2-ene-4,6-dione, 8-benzoyl-2-[(1S,2S,3Z)-1,2-dihydroxy-3-hexen-1-yl]-9-hydroxy-8-methoxy-3-methyl-, (5S,8S,9R)-;(5S,8S,9R)-8-benzoyl-2-[(Z,1S,2S)-1,2-dihydroxyhex-3-enyl]-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione | | CAS: | 58523-30-1 | | MF: | C22H25NO8 | | MW: | 431.44 | | EINECS: | | | Product Categories: | | | Mol File: | 58523-30-1.mol |  |
| | pseurotin Chemical Properties |
| Melting point | 126.0-126.9℃ | | Boiling point | 751.5±60.0 °C(Predicted) | | density | 1.41±0.1 g/cm3(Predicted) | | storage temp. | -20°C | | solubility | Soluble in DMSO (10 mg/ml) | | pka | 14.76±0.20(Predicted) | | form | White to off-white powder. | | color | White | | Stability: | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. |
| | pseurotin Usage And Synthesis |
| Description | Pseurotin A (58523-30-1) is a fungal metabolite with novel structure. Displays potent neuritogenic activity in PC12 cells. Induces multipolar and branching neurites comparable to that produced by β-NGF.1 Displays immunosuppressive activity via inhibition of immunoglobulin E production in vitro.2 Displays antiproliferative effects on four glioma cell lines by regulating tumor metabolic enzymes.3 Inhibits osteoclastogenesis and prevents ovariectomized-induced bone loss by suppression of ROS.4 | | Uses | Pseurotin A is a fungal metabolite with an unusual hetero-spirocyclic ring system. It has potent neuritogenic activity in PC12 phaechromocytoma cells, a useful model for adrenergic neuronal differentiation. Pseurotin A induces multipolar and branching neurites comparable to β-NGF, an endogenous neurotrophic factor. Pseurotin A also exhibits chitinase inhibition and acts synergistically with azole antifungal agents. | | Uses | Pseurotin A shows antiparasitic and anticancer activity. It exhibits inhibition towards IgE (immunoglobin E) production. | | Definition | ChEBI: A spirocyclic that is 1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione bearing 1,2-dihydroxyhex-3-en-1-yl, methyl, methoxy, benzoyl and hydroxy substituents at positions 2, 3, 8, 8 and 9 respectively. | | storage | +4°C | | References | 1) Komagata et al. (1996), Novel neuritogenic activities of pseurotin A and penicillic acid; J. Antibiot., 49 958
2) Ishikawa et al. (2009), Pseurotin A and its analogues as inhibitors of immunoglobulin E? production; Bioorg, Med. Chem. Lett., 19 1457
3) Anjum et al. (2018), Antiglioma pseurotin A from marine Bacillus sp. FS8D regulating tumour metabolic enzymes; Nat. Prod. Res., 32 1353
4) Chen et al. (2019), Pseurotin A Inhibits Osteoclastogenesis and Prevents Ovariectomized-Induced Bone Loss by Suppressing Reactive Oxygen Species; Theranostics, 9 1634 |
| | pseurotin Preparation Products And Raw materials |
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