LKT Labs

Biochemicals for Life Science Research

Nemorosone

Nemorosone

Product ID N176498
Cas No. 351416-47-2
Purity ≥99%
Product Unit SizeCostQuantityStock
1 mg $52.50 In stock
5 mg $172.60 In stock
25 mg $525.90 In stock
100 mg $1,472.50 In stock
Bulk Quote

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Description

Nemorosone is one of the main bioactive compounds found in propolis produced by honey bees. Nemorosone is structurally related to hyperforin, but unlike hyperforin, nemorosone does not induce CYP3A4, making nemorosone the more viable option to develop a combination therapy targeting pancreatic cancer. In addition, nemorosone was found to inhibit growth, induce cell cycle arrest, abolish mitochondrial membrane potential, and elevate cytosolic calcium concentration in pancreatic cancer cells, and induce cytochrome c release and caspase-dependent apoptosis in cancer cells but not in fibroblasts. Furthermore, nemorosone has been shown to inhibit 17-beta-estradiol action, indicating that it may have potential therapeutic application to breast cancer.

Product Info

Cas No.

351416-47-2
Purity

≥99%
Formula

C33H42O4
Formula Wt.

502.70
Chemical Name

(1R,5R,7S)-5-benzoyl-2-hydroxy-6,6-dimethyl-1,3,7-tris(3-methylbut-2-enyl)bicyclo[3.3.1]non-2-ene-4,9-dione
IUPAC Name

(1R,5R,7S)-5-benzoyl-2-hydroxy-6,6-dimethyl-1,3,7-tris(3-methylbut-2-enyl)bicyclo[3.3.1]non-2-ene-4,9-dione
Synonym

Memorosone, 1-Benzoyl-3,5,7-tri-(3-methyl-2-butenyl)-4-hydroxy-8-dimethyl-bicyclo[3.3.1]-3-nonene-2,9-dione, 1-Benzoyl-4-hydroxy-8,8-dimethyl-3,5,7-tris-(3-methyl-but-2-enyl)-bicyclo[3.3.1]non-3-ene-2,9-dione, bicyclo[3.3.1]non-3-ene-2,9-dione, 1-benzoyl-4-hydroxy-8,8-dimethyl-3,5,7-tris(3-methyl-2-butenyl)-, (1R,5R,7S)-
Melting Point

66-68°C
Appearance

White crystalline solid (becomes yellow in solution when exposed to light and air).

Shipping and Storage

Store Temp

-20°C
Ship Temp

Ambient

Downloads

MSDS

N176498 MSDS PDF
Info Sheet

N176498 Info Sheet PDF

References

da Cunha MG, Rosalen PL, Franchin M, et al. Antiproliferative constituents of geopropolis from the bee Melipona scutellaris. Planta Med. 2016 Feb;82(3):190-194. PMID: 26544117.

Wolf RJ, Hilger RA, Hoheisel JD, et al. In vivo activity and pharmocokinetics of nemorosone in pancreatic cancer xenografts. PLoS One. 2013 Sep 5;8(9):e74555. PMID: 24040280.

Holtrup F, Bauer A, Fellenberg K, et al. Microarray analysis of nemorosone-induced cytotoxic effects on pancreatic cancer cells reveals activation of the unfolded protein response (UPR). Br J Pharmacol. 2011 Mar;162(5):1045-1059. PMID: 21091652.

Camargo MS, Prieto AM, Resende FA, et al. Evaluation of estrogenic, antiestrogenic and genotoxic activity of nemorosone, the major compound found in brown Cuban propolis. BMC Complement Altern Med. 2013 Jul 31;13:201. PMID: 23902919.

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