Pseurotin

Inquiry

For Research Use Only.

Category

Alkaloids

Cat.No.

NP0356

CAS

58523-30-1

Product Name

Pseurotin

Structure

Product Details

Description

Pseurotin A is a secondary metabolite of Aspergillus. It has effective neurogenesis activity in PC12 pheochromocytoma cells, induces multipolar and branched neurites equivalent to β-NGF (an endogenous neurotrophic factor), and also exhibits chitinase inhibition. And it has a synergistic effect with azole antifungal agents.

Synonyms

Pseurotin

IUPAC Name

(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

Molecular Weight

431.43

Molecular Formula

C22H25NO8

Canonical SMILES

CCC=CC(C(C1=C(C(=O)C2(O1)C(C(NC2=O)(C(=O)C3=CC=CC=C3)OC)O)C)O)O

InChI

InChI=1S/C22H25NO8/c1-4-5-11-14(24)15(25)16-12(2)17(26)21(31-16)19(28)22(30-3,23-20(21)29)18(27)13-9-7-6-8-10-13/h5-11,14-15,19,24-25,28H,4H2,1-3H3,(H,23,29)/b11-5-/t14-,15-,19+,21+,22+/m0/s1

InChIKey

SLYDIPAXCVVRNY-UOWMTANKSA-N

Boiling Point

751.5°C at 760 mmHg

Melting Point

126.0-126.9°C

Purity

>99% by HPLC

Density

1.41 g/cm3

Solubility

Soluble in ethanol, methanol, DMF, DMSO

Appearance

White Solid

Storage

Store at -20°C

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.

Form

Powder

pKa

14.76±0.20(Predicted)

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.

Uses

Pseurotin A shows antiparasitic and anticancer activity. It exhibits inhibition towards IgE (immunoglobin E) production.

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