Hinokitiol
Hinokitiol, a natural bioactive compound of aromatic tropolone, is a potent apoptosis inducer and iron chelator. Hinokitiol reduces the expression of nuclear factor erythroid 2-related 2 (Nrf2) which is an emerging regulator of antioxidant response, maintaining redox homeostasis in the cells. Interfering Nrf2 expression has been shown to disrupt the self-renewal of glioma stem cells and make tumors sensitive to chemoradiotherapy. In addition, hinokitiol may also induce DNA demethylation by reducing the mRNA and protein expression of DNA methyltransferase 1 (DNMT1) and ubiquitin-like plant homeodomain and RING finger domain 1 (UHRF1), to achieve its anti-tumor activities in cancers like colon cancer.
References:
1. Ouyang WC, Liao YW, Chen PN, et al. Hinokitiol suppresses cancer stemness and oncogenicity in glioma stem cells by Nrf2 regulation. Cancer Chemotherapy and Pharmacology, 2017, 80(2): 411-419.
2. Seo JS, Choi YH, Moon JW, et al. Hinokitiol induces DNA demethylation via DNMT1 and UHRF1 inhibition in colon cancer cells. BMC Cell Biology, 2017, 18(1): 14.
3. Ido Y, Muto N, Inada A, et al. Induction of apoptosis by hinokitiol, a potent iron chelator, in teratocarcinoma F9 cells is mediated through the activation of caspase-3. Cell Proliferation, 1999, 32(1): 63-73.
| Physical Appearance | A solid |
| Storage | Store at -20°C |
| M.Wt | 164.20 |
| Cas No. | 499-44-5 |
| Formula | C10H12O2 |
| Solubility | insoluble in H2O; ≥118.6 mg/mL in EtOH; ≥16.4 mg/mL in DMSO |
| Chemical Name | 2-hydroxy-4-isopropylcyclohepta-2,4,6-trienone |
| SDF | Download SDF |
| Canonical SMILES | OC1=CC(C(C)C)=CC=CC1=O |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
| Cell experiment:[1] | |
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Cell lines |
Glioma stem cells derived from U87MG and T98G glioma cell lines |
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Reaction Conditions |
24 h incubation |
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Applications |
Hinokitiol dose-dependently decreased cell viability, with IC50 values being 316.5 ± 35.5 and 152.5 ± 25.3 µM for U87MG and T98G glioma cell lines, respectively. Furthermore, hinokitiol effectively inhibited the CD133 positivity and aldehyde dehydrogenase 1 (ALDH1) activity, and repressed the self-renewal, migration, invasion, and colony formation abilities of glioma stem cells. |
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Note |
The technical data provided above is for reference only. |
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References: 1. Ouyang WC, Liao YW, Chen PN, et al. Hinokitiol suppresses cancer stemness and oncogenicity in glioma stem cells by Nrf2 regulation. Cancer Chemotherapy and Pharmacology, 2017, 80(2): 411-419. 2. Seo JS, Choi YH, Moon JW, et al. Hinokitiol induces DNA demethylation via DNMT1 and UHRF1 inhibition in colon cancer cells. BMC Cell Biology, 2017, 18(1): 14. 3. Ido Y, Muto N, Inada A, et al. Induction of apoptosis by hinokitiol, a potent iron chelator, in teratocarcinoma F9 cells is mediated through the activation of caspase-3. Cell Proliferation, 1999, 32(1): 63-73. |
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Quality Control & MSDS
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Chemical structure
