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ChemicalBook--->CAS DataBase List--->521-48-2

521-48-2

521-48-2 Structure

521-48-2 Structure
IdentificationBack Directory
[Name]

ISOXANTHOHUMOL
[CAS]

521-48-2
[Synonyms]

ISOXANTHOHUMOL
4',7-DIHYDROXY-5-METHOXY-8-PRENYLFLAVANONE
4',7-Dihydroxy-5-methoxy-8-(3-methyl-2-butenyl)flavanone
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
4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-buten-1-yl)-
[Molecular Formula]

C21H22O5
[MDL Number]

MFCD00238718
[MOL File]

521-48-2.mol
[Molecular Weight]

354.4
Chemical PropertiesBack Directory
[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
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[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 (Item No. 17462), 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.
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