Neoxaline | CAS# 909900-78-3 | Fungal Metabolite

MedKoo Cat#: 574155 | Name: Neoxaline

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Neoxaline is an alkaloid fungal metabolite.

Chemical Structure

Neoxaline

CAS#909900-78-3

Theoretical Analysis

MedKoo Cat#: 574155

Name: Neoxaline

CAS#: 909900-78-3

Chemical Formula: C23H25N5O4

Exact Mass: 435.1907

Molecular Weight: 435.48

Elemental Analysis: C, 63.44; H, 5.79; N, 16.08; O, 14.70

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 275.00
5mg	USD 855.00

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Synonym

Neoxaline

IUPAC/Chemical Name

(3E,6S,7aR,12aS)-7a-(1,1-dimethyl-2-propen-1-yl)-6,7,7a,12-tetrahydro-6-hydroxy-3-(1H-imidazol-5-ylmethylene)-12-methoxy-1H,5H-imidazo[1',2':1,2]pyrido[2,3-b]indole-2,5(3H)-dione

InChi Key

HHLNXXASUKFCCX-FUNOPTADSA-N

InChi Code

InChI=1S/C23H25N5O4/c1-5-21(2,3)22-11-18(29)20(31)27-17(10-14-12-24-13-25-14)19(30)26-23(22,27)28(32-4)16-9-7-6-8-15(16)22/h5-10,12-13,18,29H,1,11H2,2-4H3,(H,24,25)(H,26,30)/b17-10+/t18-,22-,23-/m0/s1

SMILES Code

CON(C1=C2C=CC=C1)[C@]34[C@@]2(C(C)(C)C=C)C[C@H](O)C(N3/C(C(N4)=O)=C/C5=CN=CN5)=O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Neoxaline is an alkaloid produced by Aspergillus japonicus.

In vitro activity:

Neoxaline was isolated from Aspergillus japonicus Fg-551. Neoxaline is a member of a novel class of biologically active indole alkaloids characterized by a unique indoline spiroaminal framework and binds to tubulin, which results in inhibition of tubulin polymerization. Reference: Acc Chem Res. 2008 Feb;41(2):302-14. https://pubmed.ncbi.nlm.nih.gov/18217720/

In vivo activity:

TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 435.48 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Sunazuka T, Hirose T, Omura S. Efficient total synthesis of novel bioactive microbial metabolites. Acc Chem Res. 2008 Feb;41(2):302-14. doi: 10.1021/ar6000044. Epub 2008 Jan 25. PMID: 18217720. 2. Koizumi Y, Arai M, Tomoda H, Omura S. 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. doi: 10.1016/j.bbamcr.2004.04.013. PMID: 15276324.

In vitro protocol:

In vivo protocol:

TBD

1. Hirano, A., Iwai, Y., Masuma, R., et al. Neoxaline, a new alkaloid produced by Aspergillus japonicus. Production, isolation and properties. J. Antibiot. (Tokyo) 32(8), 781-785 (1979).