pseurotin
- CAS No.
- 58523-30-1
- Chemical Name:
- pseurotin
- Synonyms
- PB-1;pseurotin;NSC 348694;Pseurotin A, chitin synthase inhibitor;(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;(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;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)-
- CBNumber:
- CB41326785
- Molecular Formula:
- C22H25NO8
- Molecular Weight:
- 431.44
- MDL Number:
- MOL File:
- 58523-30-1.mol
- MSDS File:
- SDS
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. |
FDA UNII | H73C5W8FNE |
pseurotin price More Price(8)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Cayman Chemical | 14441 | Pseurotin A ≥98% | 58523-30-1 | 1mg | $101 | 2024-03-01 | Buy |
Cayman Chemical | 14441 | Pseurotin A ≥98% | 58523-30-1 | 5mg | $326 | 2024-03-01 | Buy |
Usbiological | 298441 | PB1 | 58523-30-1 | 100ug | $559 | 2021-12-16 | Buy |
Usbiological | 298440 | PB1 | 58523-30-1 | 100ug | $559 | 2021-12-16 | Buy |
TRC | P839635 | PseurotinA | 58523-30-1 | 5mg | $900 | 2021-12-16 | Buy |
pseurotin Chemical Properties,Uses,Production
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 shows antiparasitic and anticancer activity. It exhibits inhibition towards IgE (immunoglobin E) production.
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.
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.
in vivo
Pseurotin A (10 mg/kg; p.o.; 7X/week, 30 days) shows anti-tumor activity[3].
Animal Model: | HFD-fed orthotopic athymic mice (bearing BT-474 tumor cells xenograft mode)[1] |
Dosage: | 10 mg/kg |
Administration: | P.o.; 7X/week, 30 days |
Result: | Significantly suppressed the growth of BT474 tumors. |
IC 50
Microbial Metabolite
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
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Labnetwork lnc. | +86-27-50766799 +8618062016861 | contact@labnetwork.com | China | 19987 | 58 |
TargetMol Chemicals Inc. | support@targetmol.com | United States | 38663 | 58 | |
Aladdin Scientific | tp@aladdinsci.com | United States | 52924 | 58 | |
J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jk.info@jkchemical.com | China | 96815 | 76 |
BOC Sciences | 1-631-485-4226; 16314854226 | info@bocsci.com | United States | 12952 | 65 |
BioBioPha Co., Ltd. | 0871-65217109 13211707573; | y.liu@mail.biobiopha.com | China | 5653 | 65 |
Shanghai Tauto Biotech Co., Ltd. | 021-51320588 | tauto@tautobiotech.com | China | 3989 | 66 |
Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9803 | 58 |
Shanghai YuanYe Biotechnology Co., Ltd. | 021-61312847; 18021002903 | 3008007409@qq.com | China | 71826 | 60 |
Lynnchem | 86-(0)29-85992781 17792393971 | info@lynnchem.com | China | 4587 | 58 |
Supplier | Advantage |
---|---|
Labnetwork lnc. | 58 |
TargetMol Chemicals Inc. | 58 |
Aladdin Scientific | 58 |
J & K SCIENTIFIC LTD. | 76 |
BOC Sciences | 65 |
BioBioPha Co., Ltd. | 65 |
Shanghai Tauto Biotech Co., Ltd. | 66 |
Shanghai EFE Biological Technology Co., Ltd. | 58 |
Shanghai YuanYe Biotechnology Co., Ltd. | 60 |
Lynnchem | 58 |