X0379
Xanthohumol
powder, ≥96% (HPLC)
別名:
(E)-1-[2,4-Dihydroxy-6-methoxy-3-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)propenone, 2′,4,4′-Trihydroxy-6′-methoxy-3′-prenylchalcone
ログイン組織・契約価格を表示する
すべての画像(1)
About This Item
実験式（ヒル表記法）:
C21H22O5
CAS番号:
分子量:
354.40
MDL番号:
UNSPSCコード:
12352204
PubChem Substance ID:
NACRES:
NA.77
おすすめの製品
製品名
キサントフモール ホップ（Humulus lupulus）由来, ≥96% (HPLC)
由来生物
plant (Humulus lupulus)
品質水準
アッセイ
≥96% (HPLC)
フォーム
powder
mp
172 °C
溶解性
ethanol: 10 mg/mL
保管温度
2-8°C
SMILES記法
COc1cc(O)c(C\C=C(/C)C)c(O)c1C(=O)\C=C\c2ccc(O)cc2
InChI
1S/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+
InChI Key
ORXQGKIUCDPEAJ-YRNVUSSQSA-N
詳細
Xanthohumol is a chalcone compound present in the female inflorescence of hop (Humulus lupulus) plant. It is a food additive.
アプリケーション
Xanthohumol from hop (Humulus lupulus) has been used:
- to treat glioblastoma cells to test its effect on inducing apoptosis
- to test its protective effect in renal ischemia/reperfusion (I/R) injury
- as a component of Dulbecco′s modified Eagle medium (DMEM) to test its antiviral activity in Huh7.5 cells infected with hepatitis C virus cell culture (HCVcc) system
生物化学的／生理学的作用
キサントフモールなどのフェニル化フラボノイドは、ヒト癌細胞株において抗増殖および細胞障害性作用を示します。キサントフモールは、ベンゾ[a]ピレンおよび関連発癌物質からHepG2細胞を保護します。直接的な抗酸化作用ではなく、酸化的ストレスに対する細胞防御機構の誘発を介して、活性酸素種(ROS)に対する保護作用も示しました。キサントフモールは、ジアシルグリセロールアセチルトランスフェラーゼ(DGAT)およびヒトP450酵素を阻害します。 低酸素状態でHIF-1αおよびVEGFの発現も阻害します。
Xanthohumol induces apoptosis in glioma cancer by modulating microRNA based network. It exhibits anti-inflammatory property by inhibiting janus kinases (JAKs), signal transducer and activator of transcription proteins (STATs). Xanthohumol elicits antiviral functionality against bovine viral diarrhea virus (BVDV) and anti-hepatitis C virus in vitro. It also induces autophagy and has antiplatelet and neuroprotective effects. Xanthohumol also regulates various metabolic processes including the inhibition of triglyceride formation, atherosclerotic plaque and adipogenesis.
保管分類コード
11 - Combustible Solids
WGK
WGK 3
引火点(°F)
Not applicable
引火点(℃)
Not applicable
個人用保護具 (PPE)
Eyeshields, Faceshields, Gloves
適用法令
試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。
Jan Code
X0379-5MG:
X0379-BULK:
X0379-5MG-PW:
X0379-VAR:
Susanne Vogel et al.
European journal of medicinal chemistry, 45(6), 2206-2213 (2010-02-16)
Besides 2',4'-dihydroxy-4,6'-dimethoxy-3'-prenylchalcone (1) and 4-acetoxy-2',4'-dihydroxy-6'-methoxy-3'-prenylchalkon (2), both phase II metabolites of xanthohumol in rats, also a principally new chalcone 3'-coumaroyl-2',4,4'-trihydroxy-6'-methoxychalcone (3), structurally derived from helichrysetin (4) by introducing a second coumaroyl substructure at C-3' was synthesized. Furthermore new chalcones were
Andreas Hartkorn et al.
Journal of natural products, 72(10), 1741-1747 (2009-09-18)
Therapeutic effects of dietary flavonoids have been attributed mainly to their antioxidant capacity. Xanthohumol (1), a prominent flavonoid of the hop plant, Humulus lupulus, was investigated for its antioxidant potential and for its effect on NF-kappaB activation. To examine the
Sai Lou et al.
Planta medica, 80(2-3), 171-176 (2013-12-21)
Hepatitis C virus is a major cause of chronic liver disease worldwide. Xanthohumol, a prenylated flavonoid from hops, has various biological activities including an antiviral effect. It was previously characterized as a compound that inhibits bovine viral diarrhea virus, a
Feng Zhao et al.
Journal of natural products, 68(1), 43-49 (2005-02-01)
The ethyl acetate soluble fraction of hops (Humulus lupulus) showed potent inhibitory activity on the production of nitric oxide (NO) induced by a combination of LPS and IFN-gamma. Four known prenylflavonoids (1-4) and a new prenylflavonoid (5), hulupinic acid (6)
Michela Festa et al.
Journal of natural products, 74(12), 2505-2513 (2011-11-25)
The effect of the biologically active prenylated chalcone and potential anticancer agent xanthohumol (1) has been investigated on apoptosis of the T98G human malignant glioblastoma cell line. Compound 1 decreased the viability of T98G cells by induction of apoptosis in
資料
NF-κB and Inflammation
ライフサイエンス、有機合成、材料科学、クロマトグラフィー、分析など、あらゆる分野の研究に経験のあるメンバーがおります。.
製品に関するお問い合わせはこちら（テクニカルサービス）