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Carbenoxolone

Product ID C0167
Cas No. 5697-56-3
Purity ≥98%
Product Unit SizeCostQuantityStock
1 g $34.30 In stock
5 g $103.00 In stock
25 g $300.10 Please Inquire
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Description

Carbenoxolone is a synthetic derivative of the active component of licorice (Glycyrrhiza glabra) and is most well known for its ability to inhibit gap junction connexin channels and 11β-hydroxysteroid dehydrogenase. Carbenoxolone displays a wide variety of beneficial properties, including neuroprotective, anti-inflammatory, and anti-obesity activities. In animal models, carbenoxolone decreases stroke infarction size and neuronal damage after middle cerebral artery occlusion and also delays the onset of experimental autoimmune encephalitis (EAE), potentially by decreasing production of IL-23 and Th17 cells. Carbenoxolone also prevents atrial inflammation and atrial fibrillation by inhibiting macrophage migration into atria. This compound exudes several benefits in obese mice, inhibiting expression of sterol regulatory element binding protein 1c (SREBP1C) and preventing development of fatty liver disease. In vitro, carbenoxolone inhibits expression of pro-inflammatory cytokines and apoptotic proteins; it also prevents fatty acid-induced expression of ROS and reverses fatty acid-induced mitochondrial membrane depolarization. In high-fed diet mice, this compound decreases expression of GLUT4, PPAR-γ, and other lipid-regulating genes, resulting in decreased body weight and visceral fat mass and increased sensitivity to insulin.

Product Info

Cas No.

5697-56-3

Purity

≥98%

Formula

C34H50O7

Formula Wt.

570.76

Chemical Name

(2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-(3-carboxypropanoyloxy)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid

IUPAC Name

(2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-(3-carboxypropanoyloxy)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid

Synonym

Bioral

Melting Point

292.8°C

Solubility

100 mg/ 550 µL DMSO; 100 mg/ 3 mL Ethanol

Appearance

White to off white powder

Shipping and Storage

Store Temp

Ambient

Ship Temp

Ambient

Downloads

MSDS

C0167 MSDS PDF

Info Sheet

C0167 Info Sheet PDF

References

Beraki S, Litrus L, Soriano L, et al. A pharmacological screening approach for discovery of neuroprotective compounds in ischemic stroke. PLoS One. 2013 Jul 18;8(7):e69233. PMID: 23874920.

Okuda H, Nishida K, Higashi Y, et al. NAD(+) influx through connexin hemichannels prevents poly(ADP-ribose) polymerase-mediated astrocyte death. Life Sci. 2013 Apr 19;92(13):808-14. PMID: 23454167.

Oishi S, Sasano T, Tateishi Y, et al. Stretch of atrial myocytes stimulates recruitment of macrophages via ATP released through gap-junction channels. J Pharmacol Sci. 2012;120(4):296-304. PMID: 23196902.

Rhee SD, Kim CH, Park JS, et al. Carbenoxolone prevents the development of fatty liver in C57BL/6-Lep ob/ob mice via the inhibition of sterol regulatory element binding protein-1c activity and apoptosis. Eur J Pharmacol. 2012 Sep 15;691(1-3):9-18. PMID: 22742899.

Sano S, Nakagawa Y, Yamaguchi R, et al. Carbenoxolone alters the morphology of adipose tissues and downregulates genes involved in adipogenesis, glucose transport and lipid metabolism in high-fat diet-fed mice. Horm Metab Res. 2012 Jan;44(1):15-20. PMID: 22205568.

Endong L, Shijie J, Sonobe Y, et al. The gap-junction inhibitor carbenoxolone suppresses the differentiation of Th17 cells through inhibition of IL-23 expression in antigen presenting cells. J Neuroimmunol. 2011 Dec 15;240-241:58-64. PMID: 22036952.

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