7-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienoxy]chromen-2-one Property

storage temp. 

-20°C

solubility 

DMF: 30 mg/ml,DMSO: 5 mg/ml

form 

A crystalline solid

Hazard and Precautionary Statements (GHS)

7-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienoxy]chromen-2-one Chemical Properties,Usage,Production

Definition

ChEBI: Umbelliprenin is a terpene lactone.

Biological Activity

Umbelliprenin is a prenylated coumarin that has been found in Ferula and has diverse biological activities.1,2 It inhibits 5-lipoxygenase (5-LO) in a cell-free assay (IC50 = 72.5 nM).1 Umbelliprenin is active against L. major promastigotes (IC50 = 13.3 μM) and lethal to A. albopictus fourth instar larvae (LC50 = 194.96 ppm). It induces cell cycle arrest at the G1 phase in, as well as inhibits the growth of (IC50 = 12.5 μM), M4Beu metastatic pigmented melanoma cells and reduces tumor volume in a mouse Lewis lung carcinoma model. It reduces tumor growth and the number of metastases in a 4T1 mouse allograft model.2 Umbelliprenin (0.01 mmol/kg) reduces carrageenan-induced paw edema in mice.1

References

1.Shakeri, A., Iranshahy, M., and Iranshahi, M.Biological properties and molecular targets of umbelliprenin--a mini-reviewJ. Asian Nat. Prod. Res.16(8)884-889(2014) 2.Rashidi, M., Khalilnezhad, A., Amani, D., et al.Umbelliprenin shows antitumor, antiangiogenesis, antimetastatic, anti-inflammatory, and immunostimulatory activities in 4T1 tumor-bearing Balb/c miceJ. Cell. Physiol.233(11)8908-8918(2018)