Ilimaquinone CAS: 71678-03-0
MF: C22H30O4
MW: 358.47
An ADP-ribosylation factor (ARF) and β-COP to the Golgi membrane inhibitor.

Ilimaquinone (CAS 71678-03-0)

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同义词: 3-[(Decahydro-1β,2β,4αβ-trimethyl-5-methylene-1-naphthyl)methyl]-2-hydroxy-5-methoxybenzoquinone;Imaquinone
应用; An ADP-ribosylation factor (ARF) and β-COP to the Golgi membrane inhibitor
CAS号码: 71678-03-0
纯度: ≥98%
分子量: 358.47
分子式: C22H30O4
* 参考分析证明 大量特定数据 (包括水 含量).
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Ilimaquinone is a natural marine metabolite shown to have antiinflammatory, antimicrobial, and antimitotic properties. Ilimaquinone has also been described to block diptheria toxin and the cytotoxicity of ricin. Golgi membrane studies reveal that exposure to ilimaquinone results in the formation of vesiculated Golgi membranes and blockage of the secretory pathway, which can be reversed with the removal of ilimaquinone. Additionally, ilimaquinone has been shown to block the association of the ADP-ribosylation factor (ARF) and β-COP to the Golgi membrane, and depolarize cytoplasmic microtubules. Further studies report that the vesiculation of Golgi membranes through Ilimaquinone takes place by the activation of heterotrimeric G proteins. Biochemical assays from HIV studies suggest that ilimaquinone belongs to a group of marine metabolites with anti-HIV activity. Ilimaquinone studies suggest that it has the ability to induce anti-proliferative affects through GADD153-mediated pathway modifications.


参考文献

1. Takizawa, P.A., et al. 1993. Cell. 73: 1079-1090. PMID: 8513494
2. Veit, B., et al. 1993. J. Cell Biol. 122: 1197-1206. PMID: 8104190
3. Jamora, C., et al. 1997. Cell. 91: 617-626. PMID: 9393855
4. Dinter, A., et al. 1998. Histochem. Cell Biol. 109: 571-590. PMID: 9681636
5. Radeke, H.S., et al. 1999. Chem. Biol. 6: 639-647. PMID: 10467129
6. Tziveleka, L.A., et al. 2003. Curr Top Med Chem. 3: 1512-1535. PMID: 14529524
7. Lu, P.H., et al. 2007. Eur. J. Pharmacol. 556: 45-54. PMID: 17140562

物理状态 :
Solid
溶解度 :
Soluble in DMSO (25 mg/ml), and ethanol (25 mg/ml).
保存 :
Store at -20° C
熔点 :
204.22° C (Predicted)
沸点 :
~478.4° C at 760 mmHg (Predicted)
密度 :
~1.1 g/cm3 (Predicted)
折射率 :
n20D 1.55
IC50 :
P388: IC50 = 0.2 ug/ml (Mus musculus); A549: IC50 = 0.4 ug/ml (human); A2780: IC50 = 10.9 µM (human); Adenosylhomocysteinase: IC50 = 40 µM (human)
pK值 :
pKa: 2.92
仅供科研使用。不可用于诊断或治疗。
德国水公害等级 :
3
PubChem CID :
72291
默克索引 :
14: 4898
MDL 号码 :
MFCD00274432
SMILES :
C[[email protected]]1CC[[email protected]]2([[email protected]]([[email protected]]1(C)CC3=C(C(=O)C=C(C3=O)OC)O)CCCC2=C)C

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PMID: # 27281477  Massarweh, A. et al. 2016. J. Lipid Res. 57: 1477-91.

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