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75602

Supelco

6-Prenylnaringenin

analytical standard

Synonym(s):

2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one

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About This Item

Empirical Formula (Hill Notation):
C20H20O5
CAS Number:
68682-01-9
Molecular Weight:
340.37
Beilstein/REAXYS Number:
5766535
MDL number:
MFCD21364780
UNSPSC Code:
85151701
PubChem Substance ID:
329766158
NACRES:
NA.24

grade

analytical standard

Quality Level

100

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤5.0% water

application(s)

food and beverages

format

neat

storage temp.

2-8°C

SMILES string

OC1=C(C(CC(C2=CC=C(O)C=C2)O3)=O)C3=CC(O)=C1CC=C(C)C

InChI

1S/C20H20O5/c1-11(2)3-8-14-15(22)9-18-19(20(14)24)16(23)10-17(25-18)12-4-6-13(21)7-5-12/h3-7,9,17,21-22,24H,8,10H2,1-2H3/t17-/m0/s1

InChI key

YHWNASRGLKJRJJ-KRWDZBQOSA-N

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

This compound is commonly found in plants of the genus: humulus
For this product we use the non-stereospecific CAS number. It is expected that the natural enantiomer is predominant, however the substance is prone to racemization in solution. The product is therefore not specified stereospecifically and is only recommended to be used for non-stereospecific analysis.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCJ0624
BCCH0762
BCCG4407
BCCF9794
BCCF2303

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Carla Araya-Cloutier et al.
Scientific reports, 8(1), 9267-9267 (2018-06-20)
Prenylated flavonoids and isoflavonoids are phytochemicals with remarkable antibacterial activity. In this study, 30 prenylated (iso)flavonoids were tested against Listeria monocytogenes and Escherichia coli (the latter in combination with an efflux pump inhibitor). Minimum inhibitory concentrations of the most active
Martin Ambrož et al.
Nutrients, 11(4) (2019-04-24)
Beer, the most popular beverage containing hops, is also frequently consumed by cancer patients. Moreover, non-alcoholic beer, owing to its nutritional value and high content of biological active compounds, is sometimes recommended to patients by oncologists. However, the potential benefits
Ying-Yu Hsu et al.
Journal of food science and technology, 56(4), 1939-1953 (2019-04-19)
This study developed a high performance liquid chromatography with diode array detection (HPLC-DAD) and tandem mass spectrometry (MS-MS) method for determination of prenylflavonoids and hop bitter acids in surplus yeast, a byproduct from beer brewing process. This method enabled the
Tareisha L Dunlap et al.
Chemical research in toxicology, 30(11), 2084-2092 (2017-10-07)
Many women consider botanical dietary supplements (BDSs) as safe alternatives to hormone therapy for menopausal symptoms. However, the effect of BDSs on breast cancer risk is largely unknown. In the estrogen chemical carcinogenesis pathway, P450 1B1 metabolizes estrogens to 4-hydroxylated
Milou G M van de Schans et al.
Chembiochem : a European journal of chemical biology, 16(18), 2668-2677 (2015-10-10)
Six prenylated (iso)flavonoids were purified from a licorice root extract and subjected to competition experiments with six commercially available (iso)flavonoids. The agonistic and antagonistic activities of these compounds towards both hERα (human estrogen receptor alpha) and hERβ were determined. Differences

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