Oxaline

Oxaline is a fungal alkaloid that can be isolated from Penicillium oxalicum. Oxaline inhibits tubulin polymerization, resulting in cell cycle arrest at the M phase[1][2].

Product Specifications

CAS Number

[55623-37-5]

UNSPSC

12352005

Hazard Statement

H315-H319-H335

Target

Microtubule/Tubulin

Type

Natural Products

Related Pathways

Cell Cycle/DNA Damage; Cytoskeleton

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/oxaline.html

Solubility

10 mM in DMSO

Smiles

O=C1N[C@@]23N(OC)C4=C(C=CC=C4)[C@]2(C(C)(C)C=C)C=C(OC)C(N3/C1=C/C5=CN=CN5)=O

Molecular Formula

C24H25N5O4

Molecular Weight

447.49

Precautions

P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P362+P364-P403+P233-P405-P501

References & Citations

[1]Nagel D W, et al. X-Ray structure of oxaline: a novel alkaloid from Penicillium oxalicum. Journal of the Chemical Society. Chemical Communications. 1974 (24) : 1021-1022.|[2]Koizumi Y, et al. Oxaline, a fungal alkaloid, arrests the cell cycle in M phase by inhibition of tubulin polymerization. Biochim Biophys Acta. 2004 Jul 23;1693 (1) :47-55.