Basic information Safety Supplier Related

ISOXANTHOHUMOL

Basic information Safety Supplier Related

ISOXANTHOHUMOL Basic information

Product Name:
ISOXANTHOHUMOL
Synonyms:
  • ISOXANTHOHUMOL
  • 4',7-DIHYDROXY-5-METHOXY-8-PRENYLFLAVANONE
  • 2-(4-Hydroxyphenyl)-5-methoxy-7-hydroxy-8-(3-methyl-2-butenyl)-2,3-dihydro-4H-1-benzopyran-4-one
  • 2,3-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
  • 2,3-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one
  • 4',7-Dihydroxy-5-methoxy-8-(3-methyl-2-butenyl)flavanone
  • 4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-buten-1-yl)-
CAS:
521-48-2
MF:
C21H22O5
MW:
354.4
Mol File:
521-48-2.mol
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ISOXANTHOHUMOL Chemical Properties

Melting point:
183 - 187°
Boiling point:
585.8±50.0 °C(Predicted)
Density 
1.245±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
powder
pka
7.90±0.40(Predicted)
color 
Pale Yellow
BRN 
10199264
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Safety Information

WGK Germany 
3
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ISOXANTHOHUMOL Usage And Synthesis

Description

Isoxanthohumol is a natural, prenylated chalcone isolated from the hop plant, H. lupulus (hops). It has diverse biological activities, including antiproliferative, anti-inflammatory, and antiviral properties. In B16 and A375 melanoma cells, isoxanthohumol inhibits proliferation (IC50s = 22.15 and 22.9 μM in an MTT assay), slows cell division, and induces apoptosis. Isoxanthohumol reversibly inhibits Kv1.3 channels with an EC50 value of 7.8 μM in human Jurkat T cells using patch clamp electrophysiology. It has strong deterrent properties against the peach potato aphid. It has also been used as a marker of beer consumption. Isoxanthohumol is metabolized in the liver and intestine to 8-prenylnaringenin , a potent phytoestrogen.

Uses

Isoxanthohumol is a prenylated flavone isolated from hop. A chromane-like cyclic prenylflavonoids for neurological disorder therapy. Isoxanthohumol is a prenylated flavonoid phytoestrogen which is an apoptosis inducer in mature adipocytes

Definition

ChEBI: Isoxanthohumol is a member of flavanones.

ISOXANTHOHUMOLSupplier

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