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(+/-)-8-PRENYLNARINGENIN

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(+/-)-8-PRENYLNARINGENIN Basic information

Product Name:
(+/-)-8-PRENYLNARINGENIN
Synonyms:
  • (±)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-Methyl-2-butenyl)-4H-1-benzopyran-4-one
  • 2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-Methyl-2-buten-1-yl)-4H-1-benzopyran-4-one
  • rac 8-Prenylnaringenin
  • 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-
  • Naringenin 8-Prenyl Racemate
  • (+/-)-8-PRENYLNARINGENIN
CAS:
68682-02-0
MF:
C20H20O5
MW:
340.37
EINECS:
245-096-7
Product Categories:
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
68682-02-0.mol
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(+/-)-8-PRENYLNARINGENIN Chemical Properties

Melting point:
183-184 °C
Boiling point:
597.6±50.0 °C(Predicted)
Density 
1.314±0.06 g/cm3(Predicted)
storage temp. 
−20°C
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Light yellow powder
pka
7.70±0.40(Predicted)
color 
Off-White to Pale Yellow
Stability:
Light Sensitive
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
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(+/-)-8-PRENYLNARINGENIN Usage And Synthesis

Description

(±)-8-Prenylnaringenin ((±)-8-PN) is a prenylflavonoid with potent estrogenic activity that can be isolated from hops. It inhibits both isoforms of the human estrogen receptor (ER; IC50s = 57 and 68 nM for ERα and ERβ, respectively). (±)-8-PN is effective in vivo, suppressing loss of bone mineral density in ovariectomized rats and blocking changes in tail skin temperature in a rat model of postmenopausal hot flashes.

Uses

8-Prenylnaringenin is a prenylflavonoid, a class on non-steroidal phytoestrogen that mimicks and/or modulating endogenous estrogens via estrogen receptor binding.

Definition

ChEBI: Rac 8-Prenylnaringenin is a member of flavanones.

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