5-hydroxy-1,4-naphthoquinone, juglone
| Name | Juglone | ||
| PubChem CID | 3806 | ||
| Molecular Weight | 174.15g/mol | ||
| Synonyms |
5-hydroxy-1,4-naphthoquinone, juglone |
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| Formula | C₁₀H₆O₃ | ||
| SMILES | C1=CC2=C(C(=O)C=CC2=O)C(=C1)O | ||
| InChI | 1S/C10H6O3/c11-7-4-5-9(13)10-6(7)2-1-3-8(10)12/h1-5,12H | ||
| InChIKey | KQPYUDDGWXQXHS-UHFFFAOYSA-N | ||
| CAS Number | 481-39-0 | ||
| ChEMBL ID | CHEMBL43612 | ||
| ChEBI ID | CHEBI:15794 | ||
| Herb ID | HBIN031581 | ||
| KEGG ID | C03840 | ||
| Toxicity | Organism | Test Type | Route(Dose) |
| rat | LD50 | intraperitoneal(165 mg/kg) | |
| mouse | LD50 | intraperitoneal(254 mg/kg) | |
| rat | LD50 | oral(322 mg/kg) | |
| Structure | 
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Download
2D
MOL
3D
MOL
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| Chineses Pinyin | TouGuCao | ||
| Use Part | Whole Herb | ||
| Habitat | LiaoNing, JiLin, NeiMengGu, HeBei, HeNan, ShanXi, Shaanxi, GanSu, ShanDong, JiangSu, AnHui, SiChuan | ||
| Flavor | Pungent | ||
| Meridian Tropism | Liver, Kidney | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Malpighiales
-->Family: Euphorbiaceae
-->Genus: Speranskia
-->Species: Speranskia tuberculata
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| Chineses Pinyin | HuTaoRen | ||
| Use Part | Seed | ||
| Habitat | HeBei, ShanXi, ShanDong | ||
| Flavor | Sweet | ||
| Meridian Tropism | Kidney, Lung | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Fagales
-->Family: Juglandaceae
-->Genus: Juglans
-->Species: Juglans regia
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| Chineses Pinyin | HuTaoYe | ||
| Use Part | Leaf | ||
| Habitat | HeiLongJiang, JiLin, LiaoNing, NeiMengGu, HeBei, ShanXi, HeNan | ||
| Flavor | Sweet | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Fagales
-->Family: Juglandaceae
-->Genus: Juglans
-->Species: Juglans mandshurica
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| Chineses Pinyin | HuaXiangShuYe | ||
| Use Part | Leaf | ||
| Habitat | JiangSu, ZheJiang, AnHui, FuJian, JiangXi, ShanDong, ShangHai, SiChuan, GuiZhou, YunNan, XiZang, ChongQing, TaiWan, HeNan, HuBei, HuNan, GuangDong, GuangXi | ||
| Flavor | Pungent | ||
| Meridian Tropism | Spleen, Kidney | ||
| Chineses Pinyin | HuiXiangJingYe | ||
| Use Part | Stem-Leaf | ||
| Habitat | ShanXi, NeiMengGu, GanSu, LiaoNing | ||
| Flavor | Pungent, Sweet | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Apiales
-->Family: Apiaceae
-->Genus: Foeniculum
-->Species: Foeniculum vulgare
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| Chineses Pinyin | HuTao | ||
| Use Part | Seed | ||
| Habitat | HeBei, ShanXi, ShanDong | ||
| Flavor | Sweet | ||
| Meridian Tropism | Kidney; lung; large intestine | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Fagales
-->Family: Juglandaceae
-->Genus: Juglans
-->Species: Juglans regia
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| Pair Name | Juglone, Sodium selenite | |||
| Partner Name | Sodium selenite | |||
| Disease Info | [ICD-11: 2C10.Z] | Pancreatic cancer | Investigative | |
| Biological Phenomena | Inhibition-->Cell metastasis | |||
| Gene Regulation | Down-regulation | Expression | ITGB3 | hsa3690 |
| Up-regulation | Expression | CDH1 | hsa999 | |
| Up-regulation | Expression | ITGB3 | hsa3690 | |
| In Vitro Model | PANC-1 | Pancreatic ductal adenocarcinoma | Homo sapiens (Human) | CVCL_0480 |
| BxPC-3 | Pancreatic ductal adenocarcinoma | Homo sapiens (Human) | CVCL_0186 | |
| Result | The juglone-NaSe has the potential to be a promising agent especially to inhibit invasion and metastasis in pancreatic cancer treatment. However, more in depth studies are needed to more clearly demonstrate the effects of juglone-selenium. | |||
| Pair Name | Juglone, Indomethacin | |||
| Partner Name | Indomethacin | |||
| Disease Info | [ICD-11: 2B90.Z] | Colon cancer | Investigative | |
| Biological Phenomena | Induction-->Apoptosis | |||
| Gene Regulation | Down-regulation | Expression | BCL2 | hsa596 |
| Down-regulation | Expression | TNF | hsa7124 | |
| Down-regulation | Expression | NFKB1 | hsa4790 | |
| Down-regulation | Expression | PTGS2 | hsa5743 | |
| Up-regulation | Expression | BAD | hsa572 | |
| Up-regulation | Expression | BAX | hsa581 | |
| Up-regulation | Expression | CYCS | hsa54205 | |
| Up-regulation | Expression | BBC3 | hsa27113 | |
| In Vitro Model | HT-29 | Colon adenocarcinoma | Homo sapiens (Human) | CVCL_0320 |
| Result | A combination of both was shown to be more effective, suggesting that juglone may be considered for therapeutic intervention of colon cancer. | |||
| Pair Name | Juglone, Temozolomide | |||
| Partner Name | Temozolomide | |||
| Disease Info | [ICD-11: 2A00] | Glioblastoma multiforme | Investigative | |
| Biological Phenomena | Induction-->Blockade of cell cycle in G0/G1 phase | |||
| Gene Regulation | Up-regulation | Expression | OGG1 | hsa4968 |
| In Vitro Model | T98G | Glioblastoma | Homo sapiens (Human) | CVCL_0556 |
| U-138MG | Astrocytoma | Homo sapiens (Human) | CVCL_0020 | |
| U-118MG | Astrocytoma | Homo sapiens (Human) | CVCL_0633 | |
| Result | Juglone in Combination with Temozolomide Shows a Promising Epigenetic Therapeutic Effect on the Glioblastoma Cell Line | |||
| Pair Name | Juglone, Indomethacin | |||
| Partner Name | Indomethacin | |||
| Disease Info | [ICD-11: 2B90.Z] | Colon cancer | Investigative | |
| Biological Phenomena | Induction-->Apoptosis | |||
| Gene Regulation | Down-regulation | Expression | TNF | hsa7124 |
| Down-regulation | Expression | NFKB1 | hsa4790 | |
| Down-regulation | Expression | PTGS2 | hsa5743 | |
| Down-regulation | Expression | BCL2 | hsa596 | |
| Up-regulation | Expression | BAD | hsa572 | |
| Up-regulation | Expression | BAX | hsa581 | |
| Up-regulation | Expression | CASP3 | hsa836 | |
| In Vivo Model | Adult male Balb/c mice were used in this study. | |||
| Result | IND and JUG reduce the inflammatory activity and induce apoptotic cell death, while JUG effectively prevents IND induced gastric ulceration. These findings establish that a combination of IND + JUG may serve as a promising treatment regimen for colon cancer. | |||
| No. | Title | Href |
|---|---|---|
| 1 | Effects of combined treatment with Indomethacin and Juglone on AOM/DSS induced colon carcinogenesis in Balb/c mice: Roles of inflammation and apoptosis. Life Sci. 2021 Jan 1;264:118657. doi: 10.1016/j.lfs.2020.118657. | Click |
| 2 | The effects of Juglone-Selenium combination on invasion and metastasis in pancreatic cancer cell lines. Afr Health Sci. 2022 Jun;22(2):334-342. doi: 10.4314/ahs.v22i2.37. | Click |
| 3 | Indomethacin and juglone inhibit inflammatory molecules to induce apoptosis in colon cancer cells. J Biochem Mol Toxicol. 2020 Feb;34(2):e22433. doi: 10.1002/jbt.22433. | Click |
| 4 | Juglone in Combination with Temozolomide Shows a Promising Epigenetic Therapeutic Effect on the Glioblastoma Cell Line. Int J Mol Sci. 2023 Apr 10;24(8):6998. doi: 10.3390/ijms24086998. | Click |
