Xanthohumol information

Xanthohumol
Names
	Preferred IUPAC name 2′,4,4′-Trihydroxy-6′-methoxy-3′-(3-methylbut-2-en-1-yl)chalcone
Identifiers
CAS Number	6754-58-1 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:66331 ;
ChEMBL	ChEMBL253896 ;
ChemSpider	555077 ;
ECHA InfoCard	100.123.285
PubChem CID	639665;
RTECS number	UD5574117;
UNII	T4467YT1NT ;
CompTox Dashboard (EPA)	DTXSID00893171 ;
	InChI InChI=1S/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+ Key: ORXQGKIUCDPEAJ-YRNVUSSQSA-N ;
	SMILES O=C(c1c(OC)cc(O)c(c1O)C/C=C(\C)C)\C=C\c2ccc(O)cc2;
Properties
Chemical formula	C21H22O5
Molar mass	354.402 g·mol−1
Density	1.24 g/cm3
Melting point	157–159 °C (315–318 °F; 430–432 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Xanthohumol is a natural product found in the female inflorescences of Humulus lupulus, also known as hops. This compound is also found in beer and belongs to a class of compounds that contribute to the bitterness and flavor of hops.^[2] Xanthohumol is a prenylated chalconoid, biosynthesized by a type III polyketide synthase (PKS) and subsequent modifying enzymes.^[3]^[4]

^ ^a ^b Xanthohumol from hop (Humulus lupus), Santa Cruz Biotechnology
^ Stevens, Jan F.; Page, Jonathan E. (May 2004). "Xanthohumol and related prenylflavonoids from hops and beer: to your good health!". Phytochemistry. 65 (10): 1317–1330. Bibcode:2004PChem..65.1317S. doi:10.1016/j.phytochem.2004.04.025. ISSN 0031-9422. PMID 15231405.
^ Goese, Markus; Kammhuber, Klaus; Bacher, Adelbert; Zenk, Meinhart H.; Eisenreich, Wolfgang (1999-07-15). "Biosynthesis of bitter acids in hops". European Journal of Biochemistry. 263 (2): 447–454. doi:10.1046/j.1432-1327.1999.00518.x. ISSN 1432-1033. PMID 10406953.
^ Wang, Guodong; Tian, Li; Aziz, Naveed; Broun, Pierre; Dai, Xinbin; He, Ji; King, Andrew; Zhao, Patrick X.; Dixon, Richard A. (November 2008). "Terpene biosynthesis in glandular trichomes of hop". Plant Physiology. 148 (3): 1254–1266. doi:10.1104/pp.108.125187. ISSN 0032-0889. PMC 2577278. PMID 18775972.

[scbt-1] Xanthohumol from hop (Humulus lupus), Santa Cruz Biotechnology

[:0-2] Stevens, Jan F.; Page, Jonathan E. (May 2004). "Xanthohumol and related prenylflavonoids from hops and beer: to your good health!". Phytochemistry. 65 (10): 1317–1330. Bibcode:2004PChem..65.1317S. doi:10.1016/j.phytochem.2004.04.025. ISSN 0031-9422. PMID 15231405.

[3] Goese, Markus; Kammhuber, Klaus; Bacher, Adelbert; Zenk, Meinhart H.; Eisenreich, Wolfgang (1999-07-15). "Biosynthesis of bitter acids in hops". European Journal of Biochemistry. 263 (2): 447–454. doi:10.1046/j.1432-1327.1999.00518.x. ISSN 1432-1033. PMID 10406953.

[4] Wang, Guodong; Tian, Li; Aziz, Naveed; Broun, Pierre; Dai, Xinbin; He, Ji; King, Andrew; Zhao, Patrick X.; Dixon, Richard A. (November 2008). "Terpene biosynthesis in glandular trichomes of hop". Plant Physiology. 148 (3): 1254–1266. doi:10.1104/pp.108.125187. ISSN 0032-0889. PMC 2577278. PMID 18775972.

Xanthohumol information

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