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pseurotin

Product Name
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
Formula Weight
431.44
MOL File
58523-30-1.mol
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pseurotin Property

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.
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
14441
Product name
Pseurotin A
Purity
≥98%
Packaging
1mg
Price
$101
Updated
2024/03/01
Cayman Chemical
Product number
14441
Product name
Pseurotin A
Purity
≥98%
Packaging
5mg
Price
$326
Updated
2024/03/01
Usbiological
Product number
298441
Product name
PB1
Packaging
100ug
Price
$559
Updated
2021/12/16
Usbiological
Product number
298440
Product name
PB1
Packaging
100ug
Price
$559
Updated
2021/12/16
TRC
Product number
P839635
Product name
PseurotinA
Packaging
5mg
Price
$900
Updated
2021/12/16
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pseurotin Chemical Properties,Usage,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 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.

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] D KOMAGATA. Novel neuritogenic activities of pseurotin A and penicillic acid.[J]. Journal of Antibiotics, 1996, 49 9: 958-959. DOI:10.7164/antibiotics.49.958
[2] MINORU ISHIKAWA. Pseurotin A and its analogues as inhibitors of immunoglobuline E production[J]. Bioorganic & Medicinal Chemistry Letters, 2009, 19 5: Pages 1457-1460. DOI:10.1016/j.bmcl.2009.01.029
[3] KOMAL ANJUM . Antiglioma pseurotin A from marine Bacillus sp. FS8D regulating tumour metabolic enzymes[J]. Natural Product Research, 2018, 32 11: Pages 1353-1356. DOI:10.1080/14786419.2017.1343329
[4] KAI CHEN. Pseurotin A Inhibits Osteoclastogenesis and Prevents Ovariectomized-Induced Bone Loss by Suppressing Reactive Oxygen Species.[J]. Theranostics, 2019, 9 6: 1634-1650. DOI:10.7150/thno.30206

pseurotin Preparation Products And Raw materials

Raw materials

Preparation Products

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pseurotin Suppliers

J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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jkinfo@jkchemical.com
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China
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BOC Sciences
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1-631-485-4226; 16314854226
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United States
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BioBioPha Co., Ltd.
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0871-65215563
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Shanghai Tauto Biotech Co., Ltd.
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021-51320588
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0086-21-51320502
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Shanghai EFE Biological Technology Co., Ltd.
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021-65675885 18964387627
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Shanghai YuanYe Biotechnology Co., Ltd.
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3008007409@qq.com
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Lynnchem
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Novachemistry
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United Kingdom
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Shenzhen Polymeri Biochemical Technology Co., Ltd.
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sales@rrkchem.com
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Labnetwork lnc.
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contact@labnetwork.com
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58523-30-1, pseurotinRelated Search:


  • 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
  • Pseurotin A, chitin synthase inhibitor
  • 58523-30-1