Chaetominine

Names

[ Name ]:
Chaetominine

[Synonym ]:
Chaetominine
(2S,4R,5aS,9cS)-5a-Hydroxy-2-methyl-4-(4-oxo-3(4H)-quinazolinyl)-4,5,5a,9c-tetrahydro-3H-2a,9b-diazacyclopenta[jk]fluorene-1,3(2H)-dione
cc-559
3H-2a,9b-Diazacyclopenta[jk]fluorene-1,3(2H)-dione, 4,5,5a,9c-tetrahydro-5a-hydroxy-2-methyl-4-(4-oxo-3(4H)-quinazolinyl)-, (2S,4R,5aS,9cS)-
chaetomimine
(2S,4R,5aS,9cS)-5a-hydroxy-2-methyl-4-(4-oxoquinazolin-3(4H)-yl)-4,5,5a,9c-tetrahydro-3H-2a,9b-diazacyclopenta[jk]fluorene-1,3(2H)-dione

Biological Activity

[Description]:

Chaetominine is an alkaloidal metabolite. Chaetominine has cytotoxicity against human leukemia K562 and colon cancer SW1116 cell lines. Chaetominine reduces MRP1-mediated drug resistance via inhibiting PI3K/Akt/Nrf2 signaling pathway in K562/Adr human leukemia cells[1][2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> NF-κB >> Keap1-Nrf2

Signaling Pathways >> PI3K/Akt/mTOR >> PI3K

Signaling Pathways >> PI3K/Akt/mTOR >> Akt

[Target]

PI3K, Akt, Nrf2[2]

[References]

[1]. Jiao RH, et al. Chaetominine, a cytotoxic alkaloid produced by endophytic Chaetomium sp. IFB-E015. Org Lett.

[2]. Yao J, et al. Chaetominine reduces MRP1-mediated drug resistance via inhibiting PI3K/Akt/Nrf2 signaling pathway in K562/Adr human leukemia cells. Biochem Biophys Res Commun. 2016;473(4):867-873.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
720.7±70.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₂H₁₈N₄O₄

[ Molecular Weight ]:
402.40

[ Flash Point ]:
389.6±35.7 °C

[ Exact Mass ]:
402.132813

[ PSA ]:
95.74000

[ LogP ]:
0.61

[ Vapour Pressure ]:
0.0±2.4 mmHg at 25°C

[ Index of Refraction ]:
1.822

Related Compounds

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