573-40-0
573-40-0
Chemical Structure
Rapanone
- CAS No.: 573-40-0
- Formula:C19H30O4
- Molecular Weight:322.44
IUPAC Name: 2,5-dihydroxy-3-tridecylcyclohexa-2,5-diene-1,4-dione
InChIKey: AMKNOBHCKRZHIO-UHFFFAOYSA-N
SMILES: O=C1C(O)=C(CCCCCCCCCCCCC)C(C(O)=C1)=O
Biological Activity: Rapanone is a natural benzoquinone. Rapanone exhibits a broad spectrum of biological actions, including anti-tumor, antioxidant, anti-inflammatory, antibacterial and antiparasitic. Rapanone also is a potent and selective human synovial PLA2 inhibitor, with an IC50 of 2.6 μM[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Rapanone | 99.93% | Rapanone is a natural benzoquinone. Rapanone exhibits a broad spectrum of biological actions, including anti-tumor, antioxidant, anti-inflammatory, antibacterial and antiparasitic. Rapanone also is a potent and selective human synovial PLA2 inhibitor, with an IC50 of 2.6 μM. | ||||||||||||||||||||
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Decylubiquinone | 99.67% | Decylubiquinone is an analog of ubiquinone (coenzyme Q10). Decylubiquinone blocks reactive oxygen species (ROS) production in response to glutathione depletion and inhibits activation of the mitochondrial permeability transition. | ||||||||||||||||||||
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Sterculic acid | 98% | Sterculic acid is a stearoyl-CoA desaturase-1 (SCD1) inhibitor. Sterculic acid specifically inhibits the delta-9 desaturase (Δ9D) activity with an IC50 value of 0.9 μM. | ||||||||||||||||||||
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Utreloxastat | 99.32% | Utreloxastat (PTC857) is an orally active and blood-brain barrier-permeable 15-lipooxygenase inhibitor. Utreloxastat is a weak inhibitor of CYP1A2 and 2B6 with an IC50 of >5.3 μM. Utreloxastat reduces oxidative stress and inhibits the consumption of reduced glutathione and ferroptosis. Utreloxastat can be used in the study of neurodegenerative diseases characterized by high levels of oxidative stress and mitochondrial pathology, such as amyotrophic lateral sclerosisc. | ||||||||||||||||||||
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Embelin (Standard) | ≥98% | Embelin (Standard) is the analytical standard of Embelin. This product is intended for research and analytical applications. Embelin (Embelic acid), a potent, nonpeptidic XIAP inhibitor (IC50=4.1 μM), inhibits cell growth, induces apoptosis, and activates caspase-9 in prostate cancer cells with high levels of XIAP. Embelin blocks NF-kappaB signaling pathway leading to suppression of NF-kappaB-regulated antiapoptotic and metastatic gene products. Embelin also induces autophagic and apoptotic cell death in human oral squamous cell carcinoma cells. | ||||||||||||||||||||
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Decylplastoquinone | Decylplastoquinone is lipid-soluble derivative of plastoquinone (HY-N11882). Plastoquinone (PQ-9), a potent electron carrier, is an essential component of photosynthesis. Plastoquinone is also a redox sensor that regulates state transitions and gene expression. | |||||||||||||||||||||
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Idebenone (Standard) | 96.98% | Idebenone (Standard) is the analytical standard of Idebenone. This product is intended for research and analytical applications. Idebenone, a well-appreciated mitochondrial protectant, exhibits protective efficacy against neurotoxicity and can be used for the research of Alzheimer's disease, Huntington's disease. Idebenone (oxidised form) has a dose-dependent inhibitory effect on the enzymatic metabolism of arachidonic acid in astroglial homogenates (IC50=16.65 μM). Idebenone, a coenzyme Q10 analog and an antioxidant, induces apoptotic cell death in the human dopaminergic neuroblastoma SHSY-5Y cells. Idebenone quickly crosses the blood-brain barrier. | ||||||||||||||||||||
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2-Methoxy-6-pentadecyl-1,4-benzoquinone | 2-Methoxy-6-pentadecyl-1,4-benzoquinone (1c) is a pentadecyl derivative that can be isolated from seed oils of different iris plants such as I. pseudacorus, I. missouriensis and I. sibirica. | |||||||||||||||||||||
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3-Hydroxyirisquinone | 3-Hydroxyirisquinone is a quinone derivative, which can isolated from the seeds of Iris bungei Maxim. | |||||||||||||||||||||
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Homoembelin | Homoembelin is an antimicrobial compound and has the potential for MDR bacterial infection research. | |||||||||||||||||||||
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5-O-Methylembelin | 99.43% | 5-O-Methylembelin is a natural isocoumarin that inhibits PCSK9, inducible degrader of the low-density lipoprotein receptor (IDLR), and sterol regulatory element binding protein 2 (SREBP2) mRNA expression. | ||||||||||||||||||||
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References
- [1]. Andreu GLP, et, al. Rapanone, a naturally occurring benzoquinone, inhibits mitochondrial respiration and induces HepG2 cell death. Toxicol In Vitro. 2020 Mar;63:104737. [Content Brief]
- [2]. Morais LS, et, al. Antileishmanial compounds from Connarus suberosus: Metabolomics, isolation and mechanism of action. PLoS One. 2020 Nov 6;15(11):e0241855. [Content Brief]
- [3]. Vega-Hernández K, et, al. Discerning the antioxidant mechanism of rapanone: A naturally occurring benzoquinone with iron complexing and radical scavenging activities. J Inorg Biochem. 2017 May;170:134-147. [Content Brief]
- [4]. Ospina LF, et, al. Inhibition of acute and chronic inflammatory responses by the hydroxybenzoquinonic derivative rapanone. Planta Med. 2001 Dec;67(9):791-5. [Content Brief]
