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Isoxanthohumol

CAS No.:
70872-29-6
Catalog Number:
AG00FE07
Molecular Formula:
C21H22O5
Molecular Weight:
354.3964
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥98%
1 week
United States
$97
- +
5mg
≥98%
1 week
United States
$228
- +
10mg
≥98%
1 week
United States
$298
- +
Product Description
Catalog Number:
AG00FE07
Chemical Name:
Isoxanthohumol
CAS Number:
70872-29-6
Molecular Formula:
C21H22O5
Molecular Weight:
354.3964
MDL Number:
MFCD00238718
IUPAC Name:
7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
InChI:
InChI=1S/C21H22O5/c1-12(2)4-9-15-16(23)10-19(25-3)20-17(24)11-18(26-21(15)20)13-5-7-14(22)8-6-13/h4-8,10,18,22-23H,9,11H2,1-3H3
InChI Key:
YKGCBLWILMDSAV-UHFFFAOYSA-N
SMILES:
COc1cc(O)c(c2c1C(=O)CC(O2)c1ccc(cc1)O)CC=C(C)C
Properties
Complexity:
519  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
354.147g/mol
Formal Charge:
0
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
354.402g/mol
Monoisotopic Mass:
354.147g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
76A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
4.1  
Literature
Title Journal
Inverse Virtual Screening allows the discovery of the biological activity of natural compounds. Bioorganic & medicinal chemistry 20120601
Production of 8-prenylnaringenin from isoxanthohumol through biotransformation by fungi cells. Journal of agricultural and food chemistry 20110713
Inhibitors of hyaluronan export from hops prevent osteoarthritic reactions. Molecular nutrition & food research 20110301
Quantification of xanthohumol, isoxanthohumol, 8-prenylnaringenin, and 6-prenylnaringenin in hop extracts and derived capsules using secondary standards. Talanta 20101215
Recovery and metabolism of xanthohumol in germ-free and human microbiota-associated rats. Molecular nutrition & food research 20101001
Disposition of hop prenylflavonoids in human breast tissue. Molecular nutrition & food research 20100701
In vivo estrogenic comparisons of Trifolium pratense (red clover) Humulus lupulus (hops), and the pure compounds isoxanthohumol and 8-prenylnaringenin. Chemico-biological interactions 20081022
[Main flavonoids from Sophora flavescenes]. Yao xue xue bao = Acta pharmaceutica Sinica 20080801
BACE1 inhibitory effects of lavandulyl flavanones from Sophora flavescens. Bioorganic & medicinal chemistry 20080715
Treatment of PC-3 and DU145 prostate cancer cells by prenylflavonoids from hop (Humulus lupulus L.) induces a caspase-independent form of cell death. Phytotherapy research : PTR 20080201
Microbial and dietary factors associated with the 8-prenylnaringenin producer phenotype: a dietary intervention trial with fifty healthy post-menopausal Caucasian women. The British journal of nutrition 20071101
Effect of xanthohumol and isoxanthohumol on 3T3-L1 cell apoptosis and adipogenesis. Apoptosis : an international journal on programmed cell death 20071101
Characterization of flavonoids in the extract of Sophora flavescens Ait. by high-performance liquid chromatography coupled with diode-array detector and electrospray ionization mass spectrometry. Journal of pharmaceutical and biomedical analysis 20070903
Enantioseparation of isoxanthohumol in beer by hydroxypropyl-gamma-cyclodextrin-modified micellar electrokinetic chromatography. Journal of agricultural and food chemistry 20070808
Analysis of xanthohumol and isoxanthohumol in different hop products by liquid chromatography-diode array detection-electrospray ionization tandem mass spectrometry. Journal of chromatography. A 20070525
Identification of human hepatic cytochrome P450 enzymes involved in the metabolism of 8-prenylnaringenin and isoxanthohumol from hops (Humulus lupulus L.). Drug metabolism and disposition: the biological fate of chemicals 20060701
Phytochemical-induced changes in gene expression of carcinogen-metabolizing enzymes in cultured human primary hepatocytes. Xenobiotica; the fate of foreign compounds in biological systems 20040701
Antiviral activity of hop constituents against a series of DNA and RNA viruses. Antiviral research 20040101
A binary screening assay for pro-oestrogens in food: metabolic activation using hepatic microsomes and detection with oestrogen sensitive recombinant yeast cells. Food additives and contaminants 20021201
Properties