| Identification | Back 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 Properties | Back 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 |
| Hazard Information | Back 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.1 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.2 Isoxanthohumol reversibly inhibits Kv1.3 channels with an EC50 value of 7.8 μM in human Jurkat T cells using patch clamp electrophysiology.3 It has strong deterrent properties against the peach potato aphid.4 It has also been used as a marker of beer consumption.5 Isoxanthohumol is metabolized in the liver and intestine to 8-prenylnaringenin (Item No. 17462), a potent phytoestrogen.5 | [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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Sigma-Aldrich
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Energy Chemical
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