Xanthohumol
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Xanthohumol | |
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IUPAC name (E)-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one | |
Identifiers | |
CAS number | 6754-58-1 = |
PubChem | 639665 |
ChemSpider | 555077 |
UNII | T4467YT1NT |
ChEBI | CHEBI:66331 |
ChEMBL | CHEMBL253896 |
Jmol-3D images | Image 1 |
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Properties | |
Molecular formula | C21H22O5 |
Molar mass | 354.39 g/mol |
(verify) (what is: / ?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
Infobox references | |
Xanthohumol is a prenylated chalconoid from hops and beer. This prenylated chalconoid is not estrogenic. It has a range of biological properties with potential therapeutic utility.[1][2]
In preliminary research, xanthohumol had free radical scavenging and anticancer properties,[3] immune-supporting activity, and inhibited platelet aggregation.[4]
See also
- Isoxanthohumol, the corresponding prenylated flavanone
References
- ↑ Paulo J. Magalhães, Daniel O. Carvalho, José M. Cruz, Luís F. Guido and Aquiles A. Barros, Fundamentals and Health Benefits of Xanthohumol, a Natural Product Derived from Hops and Beer, Natural Product Communications Vol. 4 (5) 2009
- ↑ Stevens JF, Page JE (May 2004). "Xanthohumol and related prenylflavonoids from hops and beer: to your good health!". Phytochemistry 65 (10): 1317–30. doi:10.1016/j.phytochem.2004.04.025. PMID 15231405.
- ↑ Viola K, Kopf S, Rarova L, Jarukamjorn K, Kretschy N, Teichmann M, Vonach C, Atanasov AG, Giessrigl B, Huttary N, Raab I, Krieger S, Strnad M, de Martin R, Saiko P, Szekeres T, Knasmüller S, Dirsch VM, Jäger W, Grusch M, Dolznig H, Mikulits W, Krupitza G. Xanthohumol attenuates tumour cell-mediated breaching of the lymphendothelial barrier and prevents intravasation and metastasis. ArchToxicol. 2013 Jul;87(7):1301-12. doi: 10.1007/s00204-013-1028-2. Epub 2013 Mar17. PubMed PMID: 23503627. http://www.ncbi.nlm.nihgov/pubmed/23503627
- ↑ Lee et al. (May 2012). "Xanthohumol, a Prenylated Flavonoid from Hops (Humulus lupulus), Prevents Platelet Activation in Human Platelets". Evid Based Complement Alternat Med. doi:10.1155/2012/852362.
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