LKT Labs

Biochemicals for Life Science Research

Isoxanthohumol

Product ID I7759
Cas No. 70872-29-6
Purity ≥98%
Product Unit SizeCostQuantityStock
1 mg $94.50 In stock
5 mg $432.60 In stock
10 mg $707.90 In stock
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Description

Isoxanthohumol (IX) is a prenylflavinoid and derivative of xanthohumol found in Humulus lupulus. IX, similar to xanthohumol, exhibits anti-inflammatory, anti-angiogenic, and pro-apoptotic activities, although at a lesser potency than xanthohumol. IX modulates signaling between endothelial cells and vascular smooth muscle cells in a variety of cell lines, decreasing levels of TNF-α, NF-kB, VEGF-R2, and angiopoetins 1 and 2. In mature adipocytes, IX increases ROS and induces apoptosis; in preadipocytes, this compound inhibits differentiation and also induces apoptosis as exhibited by increases in cytochrome c and PARP and decreases in PPARy, adipocyte protein 2, and CEBP2 upon stimulation with IX. IX undergoes transformation in vitro and in the intestine to form 8-prenylnaringenin, a potent phytoestrogen.

Product Info

Cas No.

70872-29-6
Purity

≥98%
Formula

C21H22O5
Formula Wt.

354.39
Chemical Name

7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
IUPAC Name

7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

Solubility

Soluble in DMSO (50mg/ml) or methanol (50mg/ml).
Appearance

White to off white powder

Shipping and Storage

Store Temp

4°C
Ship Temp

ambient

Downloads

MSDS

I7759 MSDS PDF
Info Sheet

I7759 Info Sheet PDF

References

Negrão R, Duarte D, Costa R, et al. Isoxanthohumol modulates angiogenesis and inflammation via vascular endothelial growth factor receptor, tumor necrosis factor alpha and nuclear factor kappa B pathways. Biofactors. 2013 Aug 1. [Epub ahead of print] PMID: 23904052.

Negrão R, Costa R, Duarte D, et al. Angiogenesis and inflammation signaling are targets of beer polyphenols on vascular cells. J Cell Biochem. 2010 Dec 1;111(5):1270-9. PMID: 20803553.

Possemiers S, Rabot S, Espín JC, et al. Eubacterium limosum activates isoxanthohumol from hops (Humulus lupulus L.) into the potent phytoestrogen 8-prenylnaringenin in vitro and in rat intestine. J Nutr. 2008 Jul;138(7):1310-6. PMID: 18567753.

Yang JY, Della-Fera MA, Rayalam S, et al. Effect of xanthohumol and isoxanthohumol on 3T3-L1 cell apoptosis and adipogenesis. Apoptosis. 2007 Nov;12(11):1953-63. PMID: 17874298.

Possemiers S, Bolca S, Grootaert C, et al. The prenylflavonoid isoxanthohumol from hops (Humulus lupulus L.) is activated into the potent phytoestrogen 8-prenylnaringenin in vitro and in the human intestine. J Nutr. 2006 Jul;136(7):1862-7. PMID: 16772450.

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