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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
Last updated:2025-04-17 18:22:24

pseurotin 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.
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
Product number Packaging Price Buy
14441 1mg $101 Buy
14441 5mg $326 Buy
298441 100ug $559 Buy
298440 100ug $559 Buy
P839635 5mg $900 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

Global( 43)Suppliers
Supplier Tel Email Country ProdList Advantage
Labnetwork lnc.
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TargetMol Chemicals Inc.
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Aladdin Scientific
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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
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