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01130595

Xanthohumol

primary reference standard

Synonym(e):

(E)-1-[2,4-Dihydroxy-6-methoxy-3-(3-methyl-2-butenyl)-phenyl]-3-(4-hydroxyphenyl)-propenon, 2′,4,4′-Trihydroxy-6′-methoxy-3′-prenylchalcon

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About This Item

Empirische Formel (Hill-System):
C21H22O5
CAS-Nummer:
6754-58-1
Molekulargewicht:
354.40
MDL-Nummer:
MFCD00210576
UNSPSC-Code:
85151701
PubChem Substanz-ID:
329747218
NACRES:
NA.24

Qualität

primary reference standard

Haltbarkeit

limited shelf life, expiry date on the label

Hersteller/Markenname

HWI

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

Anwendung(en)

food and beverages

SMILES String

COc1cc(O)c(C\C=C(/C)C)c(O)c1C(=O)\C=C\c2ccc(O)cc2

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+

InChIKey

ORXQGKIUCDPEAJ-YRNVUSSQSA-N

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Allgemeine Beschreibung

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Anwendung

Referenzstandard für die Analyse von pflanzlichen Medizinprodukten.

Sonstige Hinweise

This compound is commonly found in plants of the genus: humulus

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

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Analysenzertifikate (COA)

Lot/Batch Number
HWI00080-3
HWI00080-2
HWI00080-1
HWI00080-1
HWI00080

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Christoph Dorn et al.
Experimental and molecular pathology, 94(1), 10-16 (2012-05-29)
Liver ischemia/reperfusion (I/R) leads to formation of reactive oxygen species (ROS), which cause hepatic injury and initiate an inflammatory response, which is a critical problem after liver surgery and transplantation. Xanthohumol, the major prenylated chalcone found in hops, has been
Thomas E Ceremuga et al.
AANA journal, 81(3), 193-198 (2013-08-09)
The purpose of this study was to investigate the anxiolytic effects of xanthohumol, a component of Humulus lupulus (hops), and its potential interaction with the benzodiazepine binding site on the y-aminobutyric acid (GABAA) receptor in the male Sprague-Dawley rat. This
Tomasz Tronina et al.
Bioorganic & medicinal chemistry, 21(7), 2001-2006 (2013-02-26)
Xanthohumol (1) and xanthohumol D (2) were isolated from spent hops. Isoxanthohumol (3) was obtained from xanthohumol by isomerisation in alkaline solution. Six metabolites were obtained as a result of transformation of xanthohumol (1) by selected fungal cultures. Their structures
Carmen Pinto et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(10), 3405-3412 (2012-08-14)
Xanthohumol (XN), a prenyl flavonoid present in beer, prevents the acute hepatic injury induced by carbon tetrachloride (CCl4) in rats. Pre-treatment of rats with XN significantly reduced the increased liver weight observed in CCl4-intoxicated rats, normalised the increased values of
Gianluigi Lauro et al.
Bioorganic & medicinal chemistry, 20(11), 3596-3602 (2012-04-28)
A small library of phenolic natural compounds belonging to different chemical classes was screened on a panel of targets involved in the genesis and progression of cancer. The re-investigation of their potential activity was achieved through the Inverse Virtual Screening
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