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Chemodex
Xanthohumol
299
CHF
CHF 299.00
In stock
CDX-X0005-M02525 mgCHF 299.00
CDX-X0005-M05050 mgCHF 474.00
| Product Details | |
|---|---|
| Synonyms | 2',4,4'-Trihydroxy-6'-methoxy-3'-prenylchalcone |
| Product Type | Chemical |
| Properties | |
| Formula |
C21H22O5 |
| MW | 354.4 |
| CAS | 6754-58-1 |
| RTECS | UD5574117 |
| Source/Host Chemicals | Plant |
| Purity Chemicals | ≥98% (NMR) |
| Appearance | Yellow powder. |
| Solubility | Soluble in DMSO (10mg/ml) or ethanol (10mg/ml). |
| Identity | Determined by 1H-NMR. |
| Declaration | Manufactured by Chemodex. |
| Other Product Data |
Click here for Original Manufacturer Product Datasheet |
| InChi Key | ORXQGKIUCDPEAJ-YRNVUSSQSA-N |
| Smiles | OC1=C(C(/C=C/C2=CC=C(O)C=C2)=O)C(OC)=CC(O)=C1C/C=C(C)/C |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | +4°C |
| Handling Advice | Protect from light and moisture. |
| Use/Stability | Stable for at least 2 years after receipt when stored at +4°C. |
| Documents | |
| MSDS | Inquire |
| Product Specification Sheet | |
| Datasheet |
 Download PDF |
Description
Xanthohumol is a cell-permeable natural prenylated chalcone isolated from the hop plant, H. lupulus. Xanthohumol and its metabolites induce protective detoxification enzymes, at least in part via the nuclear factor erythroid-2-related factor 2 pathway. Xanthohumol can have anti-inflammatory, antioxidant, anticarcinogenic, antidiabetic and osteogenic effects. Xanthohumol binds to the N-terminal domain of p97 ATPase (VCP; valosin-containing protein), an essential protein for autophagosome maturation. Xanthohumol inhibits the function of p97 ATPase thereby impairing autophagosome maturation and resulting in accumulation of the microtubule-associated protein 1 light chain 3-II (LC3-II)1. Xanthohumol inhibits diacylglycerol acetyltransferase (DGAT) and human P450 enzymes. It also inhibits the expression of HIF-1α and VEGF under hypoxic conditions.
Product References
(1) N. Tabata, et al.; Phytochemistry 46, 683 (1997) | (2) J.F. Stevens & J.E. Page; Phytochemistry 65, 1317 (2004) (Review) | (3) C. Gerhauser; Mol. Nutr. Food Res. 49, 827 (2005) (Review) | (4) P.J. Magalhaes, et al.; Nat. Prod. Commun. 4, 591 (2009) (Review) | (5) J. Inokoshi, et al.; J. Antibiot. 62, 51 (2009) | (7) R. Vene, et al.; Mol. Med. 18, 1292 (2012) | (8) Y. Sasazawa, et al.; ACS Chem. Biol. 7, 892 (2012) | (9) V. Krajka-Kuzniak, et al.; Toxicol. In Vitro 27, 149 (2013) | (10) R. Costa, et al.; J. Nat. Prod. 76, 2047 (2013) | (11) T. Schilling, et al.; J. Ster. Biochem. Mol. Biol. 139, 252 (2014) | (12) M. Liu, et al.; Molecules 20, 754 (2015) (Review) | (13) C.H. Jiang, et al.; Front. Pharmacol. 9, 530 (2018) (Review)