Date published: 2026-5-10

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Ilimaquinone (CAS 71678-03-0)

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Alternate Names:
3-[(Decahydro-1β,2β,4αβ-trimethyl-5-methylene-1-naphthyl)methyl]-2-hydroxy-5-methoxybenzoquinone;Imaquinone
Application:
Ilimaquinone is an ADP-ribosylation factor (ARF) and β-COP to the Golgi membrane inhibitor
CAS Number:
71678-03-0
Purity:
≥98%
Molecular Weight:
358.47
Molecular Formula:
C22H30O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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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 may act to block the association of the ADP-ribosylation factor (ARF) and beta-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.


Ilimaquinone (CAS 71678-03-0) References

  1. Interactions of (-)-ilimaquinone with methylation enzymes: implications for vesicular-mediated secretion.  |  Radeke, HS., et al. 1999. Chem Biol. 6: 639-47. PMID: 10467129
  2. Ilimaquinone inhibits gap-junctional communication prior to Golgi fragmentation and block in protein transport.  |  Cruciani, V., et al. 2003. Exp Cell Res. 287: 130-42. PMID: 12799189
  3. Natural products with anti-HIV activity from marine organisms.  |  Tziveleka, LA., et al. 2003. Curr Top Med Chem. 3: 1512-35. PMID: 14529524
  4. Ilimaquinone, a marine sponge metabolite, displays anticancer activity via GADD153-mediated pathway.  |  Lu, PH., et al. 2007. Eur J Pharmacol. 556: 45-54. PMID: 17140562
  5. Ilimaquinone and ethylsmenoquinone, marine sponge metabolites, suppress the proliferation of multiple myeloma cells by down-regulating the level of β-catenin.  |  Park, S., et al. 2014. Mar Drugs. 12: 3231-44. PMID: 24879546
  6. Ilimaquinone induces death receptor expression and sensitizes human colon cancer cells to TRAIL-induced apoptosis through activation of ROS-ERK/p38 MAPK-CHOP signaling pathways.  |  Do, MT., et al. 2014. Food Chem Toxicol. 71: 51-9. PMID: 24930757
  7. HPLC-MS/MS analysis of ilimaquinone and its application in a pharmacokinetic study in rats.  |  Son, H., et al. 2019. J Pharm Biomed Anal. 166: 291-294. PMID: 30684930
  8. Ilimaquinone Induces Apoptosis and Autophagy in Human Oral Squamous Cell Carcinoma Cells.  |  Lin, CW., et al. 2020. Biomedicines. 8: PMID: 32825464
  9. Ilimaquinone (Marine Sponge Metabolite) Induces Apoptosis in HCT-116 Human Colorectal Carcinoma Cells via Mitochondrial-Mediated Apoptosis Pathway.  |  Surti, M., et al. 2022. Mar Drugs. 20: PMID: 36135771
  10. Microtubule independent vesiculation of Golgi membranes and the reassembly of vesicles into Golgi stacks.  |  Veit, B., et al. 1993. J Cell Biol. 122: 1197-206. PMID: 8104190
  11. Complete vesiculation of Golgi membranes and inhibition of protein transport by a novel sea sponge metabolite, ilimaquinone.  |  Takizawa, PA., et al. 1993. Cell. 73: 1079-90. PMID: 8513494
  12. Regulation of Golgi structure through heterotrimeric G proteins.  |  Jamora, C., et al. 1997. Cell. 91: 617-26. PMID: 9393855
  13. Golgi-disturbing agents.  |  Dinter, A. and Berger, EG. 1998. Histochem Cell Biol. 109: 571-90. PMID: 9681636

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Ilimaquinone, 100 µg

sc-200864
100 µg
$418.00