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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Synonym: 3-[(Decahydro-1β,2β,4αβ-trimethyl-5-methylene-1-naphthyl)methyl]-2-hydroxy-5-methoxybenzoquinone;Imaquinone
Application An ADP-ribosylation factor (ARF) and β-COP to the Golgi membrane inhibitor
CAS 등록번호: 71678-03-0
순도: ≥98%
분자량: 358.47
분자식: C22H30O4
* 참조분석증명서대량의 측정 데이터(함수량포함).
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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.


References

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

Physical State :
Solid
용해도 :
Soluble in DMSO (25 mg/ml), and ethanol (25 mg/ml).
저장 :
Store at -20° C
녹는점 :
204.22° C (Predicted)
비등점 :
~478.4° C at 760 mmHg (Predicted)
밀도 :
~1.1 g/cm3 (Predicted)
굴절률 :
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 Values :
pKa: 2.92
연구용으로만 사용가능합니다. 진단이나 치료용으로 사용불가합니다.
WGK Germany :
3
PubChem CID :
72291
Merck Index :
14: 4898
MDL Number :
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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Ilimaquinone  논문정보

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Citations 1 to 1 of {3} total

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

Citations 1 to 1 of {3} total
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