Nemorosone

Product ID N176498

Cas No. 351416-47-2

Purity ≥98%

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Product Info
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References

Description
Product Info
Shipping and Storage
Downloads
References
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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	≥98%
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.