2',4',4-trihydroxychalcone, 6'-deoxychalcone, GU 17, GU-17, isoliquiritigenin

| Name | Isoliquiritigenin | ||
| PubChem CID | 638278 | ||
| Molecular Weight | 256.25g/mol | ||
| Synonyms |
2',4',4-trihydroxychalcone, 6'-deoxychalcone, GU 17, GU-17, isoliquiritigenin |
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| Formula | C₁₅H₁₂O₄ | ||
| SMILES | C1=CC(=CC=C1C=CC(=O)C2=C(C=C(C=C2)O)O)O | ||
| InChI | 1S/C15H12O4/c16-11-4-1-10(2-5-11)3-8-14(18)13-7-6-12(17)9-15(13)19/h1-9,16-17,19H/b8-3+ | ||
| InChIKey | DXDRHHKMWQZJHT-FPYGCLRLSA-N | ||
| CAS Number | 961-29-5 | ||
| ChEMBL ID | CHEMBL129795 | ||
| ChEBI ID | CHEBI:310312 | ||
| Herb ID | HBIN030896 | ||
| Drug Bank ID | DB03285 | ||
| KEGG ID | C08650 | ||
| 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 |
Download
2D
MOL
3D
MOL
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| Chineses Pinyin | GanCao | ||
| Use Part | Root, Rhizome | ||
| Habitat | HeiLongJiang, JiLin, LiaoNing, NeiMengGu, GanSu, XinJiang | ||
| Flavor | Sweet | ||
| Meridian Tropism | Heart, Lung, Spleen, Stomach | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Fabales
-->Family: Fabaceae
-->Genus: Glycyrrhiza
-->Species: Glycyrrhiza uralensis
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| Chineses Pinyin | JiangXiang | ||
| Use Part | Dried Heartwood Of Tree Trunk And Root | ||
| Habitat | HaiNan, GuangDong, GuangXi, YunNan | ||
| Flavor | Pungent | ||
| Meridian Tropism | Liver, Spleen | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Fabales
-->Family: Fabaceae
-->Genus: Dalbergia
-->Species: Dalbergia odorifera
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| Chineses Pinyin | ZhiGanCao | ||
| Use Part | Root, Rhizome Of Prepared Liauorice Root | ||
| Habitat | HeiLongJiang, JiLin, LiaoNing, BeiJing, TianJin, HeBei, ShanXi, NeiMengGu, Shaanxi, GanSu, QingHai, XinJiang, ShanDong | ||
| Flavor | Sweet | ||
| Meridian Tropism | Heart, Lung, Spleen, Stomach | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Fabales
-->Family: Fabaceae
-->Genus: Glycyrrhiza
-->Species: Glycyrrhiza uralensis
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| Chineses Pinyin | CiHuaiHua | ||
| Use Part | Flower | ||
| Habitat | China | ||
| Flavor | Sweet | ||
| Meridian Tropism | Liver | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Fabales
-->Family: Fabaceae
-->Genus: Robinia
-->Species: Robinia pseudoacacia
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| Chineses Pinyin | DuHuiMaoDou | ||
| Use Part | Seed, Bark, Root, Leaf, Bean Screen, Branch | ||
| Habitat | FuJian, TaiWan, GuangDong, HaiNan, GuangXi, YunNan | ||
| Flavor | Mildly bitter | ||
| Meridian Tropism | Spleen, Stomach | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Fabales
-->Family: Fabaceae
-->Genus: Tephrosia
-->Species: Tephrosia purpurea
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| Chineses Pinyin | GuangGuoGanCao | ||
| Use Part | Root, Rhizome | ||
| Habitat | HeiLongJiang, JiLin, LiaoNing, BeiJing, TianJin, HeBei, ShanXi, NeiMengGu, Shaanxi, GanSu, QingHai, NingXia, XinJiang | ||
| Flavor | Sweet | ||
| Meridian Tropism | Heart, Lung, Spleen, Stomach | ||
| Chineses Pinyin | HongDouCao | ||
| Use Part | Whole Herb | ||
| Habitat | XinJiang | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Fabales
-->Family: Fabaceae
-->Genus: Onobrychis
-->Species: Onobrychis viciifolia
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| Chineses Pinyin | HuCong | ||
| Use Part | Bulb | ||
| Habitat | ShanXi, HeNan, AnHui, HuBei, HuNan, JiangXi, ZheJiang, FuJian, GuangDong, GuiZhou, YunNan, HaiNan, XiZang, TaiWan | ||
| Flavor | Pungent | ||
| Meridian Tropism | Lung, Spleen | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Asparagales
-->Family: Amaryllidaceae
-->Genus: Allium
-->Species: Allium ascalonicum
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| Chineses Pinyin | HuiHuiDou | ||
| Use Part | Seed | ||
| Habitat | GanSu, QingHai, Shaanxi, ShanXi, HeBei | ||
| Flavor | Sweet | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Fabales
-->Family: Fabaceae
-->Genus: Cicer
-->Species: Cicer arietinum
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| Chineses Pinyin | LingNanHuaiShu | ||
| Use Part | Seed, Root, Stem, Leaf | ||
| Habitat | YunNan, GuiZhou, GuangXi | ||
| Flavor | Bitter, Astringent | ||
| Meridian Tropism | Lung, Large intestine | ||
| Chineses Pinyin | LongXueShu | ||
| Use Part | Root | ||
| Habitat | GuangXi, YunNan, SiChuan, GuiZhou, XiZang, ChongQing | ||
| Flavor | Sweet, Salty | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Asparagales
-->Family: Asparagaceae
-->Genus: Dracaena
-->Species: Dracaena cochinchinensis
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| Chineses Pinyin | YaMaiJiaYingTao | ||
| Use Part | Fruit, Root, Branch, Leaf, Core | ||
| Habitat | Sri Lanka , Indonesia | ||
| Chineses Pinyin | YunNanGanCao | ||
| Use Part | Root, Rhizome | ||
| Habitat | YunNan, XiZang | ||
| Flavor | Sweet, Pungent | ||
| Meridian Tropism | Heart, Spleen, Lung, Stomach | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Fabales
-->Family: Fabaceae
-->Genus: Glycyrrhiza
-->Species: Glycyrrhiza yunnanensis
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| Chineses Pinyin | ZhangGuoGanCao | ||
| Use Part | Root, Rhizome | ||
| Habitat | NeiMengGu, GanSu, XinJiang | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Fabales
-->Family: Fabaceae
-->Genus: Glycyrrhiza
-->Species: Glycyrrhiza inflata
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| Pair Name | Isoliquiritigenin, Docosahexaenoic acid | |||
| Partner Name | Docosahexaenoic acid | |||
| Disease Info | [ICD-11: 2B91.Z] | Colorectal cancer | Investigative | |
| Biological Phenomena | Induction-->ROS generation | |||
| Gene Regulation | Up-regulation | Expression | FAS | hsa355 |
| Up-regulation | Phosphorylation | MAPK8 | hsa5599 | |
| Up-regulation | Expression | CYCS | hsa54205 | |
| In Vitro Model | HCT 116 | Colon carcinoma | Homo sapiens (Human) | CVCL_0291 |
| Result | Excessive ROS-induced JNK activation and cytochrome c release from mitochondria played a key role in the synergistic anticancer activity of CRC cells by cotreating with DHA and ISL. | |||
| Pair Name | Isoliquiritigenin, TNF-related apoptosis inducing ligand | |||
| Partner Name | TNF-related apoptosis inducing ligand | |||
| Disease Info | [ICD-11: 2B90.Z] | Colon cancer | Investigative | |
| Biological Phenomena | Induction-->Apoptosis and autophagy | |||
| Gene Regulation | Up-regulation | Expression | BAX | hsa581 |
| Down-regulation | Expression | BCL2 | hsa596 | |
| Down-regulation | Expression | BCL-xL | hsa598 | |
| Up-regulation | Expression | TNFRSF10B | hsa8795 | |
| In Vitro Model | HT-29 | Colon adenocarcinoma | Homo sapiens (Human) | CVCL_0320 |
| Result | Isoliquiritigenin has the potential to overcome resistance to TRAIL in cancer cells and its chemopreventive effects may depend on TRAIL function | |||
| Pair Name | Isoliquiritigenin, Cyclophosphamide | |||
| Partner Name | Cyclophosphamide | |||
| Disease Info | [ICD-11: 2C77.Z] | Cervical cancer | Investigative | |
| Biological Phenomena | Induction-->DNA damage | |||
| In Vitro Model | U14 | Cervical carcinoma | Mus musculus (Mouse) | CVCL_9U56 |
| In Vivo Model | KM mice were implanted subcutaneously with 0.2 mL (1×10⁷ mL in sodium chloride) U14 cells. | |||
| Result | Isoliquiritigen enhances the antitumour activity and decreases the genotoxic effect of cyclophosphamide | |||
| Pair Name | Isoliquiritigenin, Cisplatin | |||
| Partner Name | Cisplatin | |||
| Disease Info | [ICD-11: 2B90.Z] | Colon cancer | Investigative | |
| Biological Phenomena | Induction-->DNA damage | |||
| In Vitro Model | CT26 | Mouse colon adenocarcinoma | Mus musculus (Mouse) | CVCL_7254 |
| In Vivo Model | The CT-26 mouse colon cancer cells (2×10⁶ cells in 0.1 mL PBS) cultured in DMEM with 10% FBS were subcutaneously injected into the right flanks of the BALB/c male mice. | |||
| Result | Supplementation with ISL may be an effective approach to counteracting the side effects of cisplatin therapy in cancer patients. | |||
| No. | Title | Href |
|---|---|---|
| 1 | Isoliquiritigen enhances the antitumour activity and decreases the genotoxic effect of cyclophosphamide. Molecules. 2013 Jul 24;18(8):8786-98. doi: 10.3390/molecules18088786. | Click |
| 2 | Isoliquiritigenin inhibits tumor growth and protects the kidney and liver against chemotherapy-induced toxicity in a mouse xenograft model of colon carcinoma. J Pharmacol Sci. 2008 Mar;106(3):444-51. doi: 10.1254/jphs.fp0071498. | Click |
| 3 | Synergistic anticancer effect of docosahexaenoic acid and isoliquiritigenin on human colorectal cancer cells through ROS-mediated regulation of the JNK and cytochrome c release. Mol Biol Rep. 2021 Feb;48(2):1171-1180. doi: 10.1007/s11033-021-06159-6. | Click |
| 4 | Combination of isoliquiritigenin and tumor necrosis factor-related apoptosis-inducing ligand induces apoptosis in colon cancer HT29 cells. Environ Health Prev Med. 2008 Sep;13(5):281-7. doi: 10.1007/s12199-008-0041-1. | Click |