Introduction：Basic information about CAS 71678-03-0|Ilimaquinone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Ilimaquinone |
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| CAS Number | 71678-03-0 | Molecular Weight | 358.471 |
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| Density | 1.1±0.1 g/cm3 | Boiling Point | 478.4±45.0 °C at 760 mmHg |
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| Molecular Formula | C22H30O4 | Melting Point | / |
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| MSDS | / | Flash Point | 159.9±22.2 °C |
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Names
| Name | 3-[[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]-2-hydroxy-5-methoxycyclohexa-2,5-diene-1,4-dione |
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| Synonym | More Synonyms |
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Ilimaquinone BiologicalActivity
| Description | Ilimaquinone, a marine sponge metabolite, displays anticancer activity via GADD153-mediated pathway. Ilimaquinone can induce vesiculation of the Golgi apparatus[1]. Ilimaquinone exerts anti-HIV, anti-microbial, anti-inflammatory, and effects[2]. |
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| Related Catalog | Research Areas >>CancerSignaling Pathways >>Anti-infection >>HIVResearch Areas >>InfectionResearch Areas >>Inflammation/ImmunologySignaling Pathways >>Anti-infection >>Bacterial |
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| In Vitro | Ilimaquinone induces a concentration-dependent anti-proliferative effect in several types of cancer cell lines, including prostate cancer PC-3 and LNCaP, non-small cell lung cancer A549 and hepatocellular carcinoma Hep3B cells. Ilimaquinone (0.3-30 μM; 48 hours) inhibits the proliferation of PC-3 cells, DU145, LNCaP, MG63, A549, Hep3B cells with GI50s of 2.6 μM, 5.8, 4.6, 4.9, 4.1, 12.0μM, respectively[1]. Cell Viability Assay[1] Cell Line: Prostate cancer PC-3 cells Concentration: 0.3, 1, 3, 10, and 30 μM Incubation Time: 48 hours Result: Inhibited the proliferation of PC-3 cells in a concentration-dependent manner. |
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| In Vivo | Ilimaquinone exhibits terminal elimination half-lives (T1/2=1.2±0.3 h) due to high plasma clearance (2.95±0.53 L/h/kg) following oral administration (10 mg/kg) in male Sprague-Dawley rats[2]. |
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| References | [1]. Pin-Hsuan Lu, et al. Ilimaquinone, a Marine Sponge Metabolite, Displays Anticancer Activity via GADD153-mediated Pathway. Eur J Pharmacol. 2007 Feb 5;556(1-3):45-54. [2]. Heebin Son, et al. Stereo-Selective Pharmacokinetics of Ilimaquinone Epimers Extracted From a Marine Sponge in Rats. Mar Drugs. 2019 Mar 17;17(3):171. |
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Chemical & Physical Properties
| Density | 1.1±0.1 g/cm3 |
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| Boiling Point | 478.4±45.0 °C at 760 mmHg |
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| Molecular Formula | C22H30O4 |
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| Molecular Weight | 358.471 |
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| Flash Point | 159.9±22.2 °C |
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| Exact Mass | 358.214417 |
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| PSA | 63.60000 |
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| LogP | 6.38 |
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| Vapour Pressure | 0.0±2.7 mmHg at 25°C |
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| Index of Refraction | 1.549 |
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| InChIKey | JJWITJNSXCXULM-YVUMSICPSA-N |
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| SMILES | C=C1CCCC2C1(C)CCC(C)C2(C)CC1=C(O)C(=O)C=C(OC)C1=O |
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Safety Information
Synonyms
| 2-Hydroxy-5-methoxy-3-{[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydro-1-naphthalenyl]methyl}-1,4-benzoquinone |
| Illimaquinone |
| Ilimaquinone |
| Imaquinone |
| 2-hydroxy-5-methoxy-3-{[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidenedecahydronaphthalen-1-yl]methyl}cyclohexa-2,5-diene-1,4-dione |
| MFCD00274432 |
| 2,5-Cyclohexadiene-1,4-dione, 3-[[(1R,2S,4aS,8aS)-decahydro-1,2,4a-trimethyl-5-methylene-1-naphthalenyl]methyl]-2-hydroxy-5-methoxy- |
