Chimaphilin

Names

[ CAS No. ]:
482-70-2

[ Name ]:
Chimaphilin

[Synonym ]:
1,2,7-dimethyl
2,7-dimethylnaphthoquinone
2,7-Dimethyl-1,4-naphthoquinone
Chimaphylin
2,7-dimethylnaphtho-1,4-quinone
Chimaphilin
1.4-Dioxo-2.7-dimethyl-1.4-dihydro-naphthalin

Biological Activity

[Description]:

Chimaphilin is an IGF-1R inhibitor (IC50: 0.086 μM). Chimaphilin has antifungal, antioxidant and anticancer activities. Chimaphilin inhibits the growth of both drug-sensitive and drug-resistant osteosarcoma cell lines. Chimaphilin can induce cancer cell apoptosis. Chimaphilin is a main component of pyrola[1][2].

[Related Catalog]:

Research Areas >> Cancer

Research Areas >> Infection

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Protein Tyrosine Kinase/RTK >> IGF-1R

[Target]

0.086 μM (IGF-1R)[1]

[References]

[1]. Daqian W, et al. Chimaphilin inhibits proliferation and induces apoptosis in multidrug resistant osteosarcoma cell lines through insulin-like growth factor-I receptor (IGF-IR) signaling. Chem Biol Interact. 2015 Jul 25;237:25-30.

[2]. Ma WD, et al. Chimaphilin induces apoptosis in human breast cancer MCF-7 cells through a ROS-mediated mitochondrial pathway. Food Chem Toxicol. 2014 Aug;70:1-8.

Chemical & Physical Properties

[ Density]:
1.187g/cm3

[ Boiling Point ]:
346.8ºC at 760mmHg

[ Molecular Formula ]:
C₁₂H₁₀O₂

[ Molecular Weight ]:
186.21

[ Flash Point ]:
130.1ºC

[ Exact Mass ]:
186.06800

[ PSA ]:
34.14000

[ LogP ]:
2.32030

[ Vapour Pressure ]:
5.6E-05mmHg at 25°C

[ Index of Refraction ]:
1.583

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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