4',5,6,7,8-pentamethoxy-flavone, 4',5,6,7,8-pentamethoxyflavone, tangeretin, tangeritin

| Name | Tangeretin | ||
| PubChem CID | 68077 | ||
| Molecular Weight | 372.4g/mol | ||
| Synonyms |
4',5,6,7,8-pentamethoxy-flavone, 4',5,6,7,8-pentamethoxyflavone, tangeretin, tangeritin |
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| Formula | C₂₀H₂₀O₇ | ||
| SMILES | COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C(=C3OC)OC)OC)OC | ||
| InChI | 1S/C20H20O7/c1-22-12-8-6-11(7-9-12)14-10-13(21)15-16(23-2)18(24-3)20(26-5)19(25-4)17(15)27-14/h6-10H,1-5H3 | ||
| InChIKey | ULSUXBXHSYSGDT-UHFFFAOYSA-N | ||
| CAS Number | 481-53-8 | ||
| ChEMBL ID | CHEMBL73930 | ||
| ChEBI ID | CHEBI:9400 | ||
| Herb ID | HBIN045469 | ||
| KEGG ID | C10190 | ||
| 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 | GanJu | ||
| Use Part | Fruit; Peel; Juice | ||
| Habitat | JiangSu, ZheJiang, AnHui, JiangXi, HuBei, HuNan, GuangDong, GuangXi, HaiNan, SiChuan, GuiZhou, YunNan, TaiWan | ||
| Flavor | Sour | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Sapindales
-->Family: Rutaceae
-->Genus: Citrus
-->Species: Citrus reticulata
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| Pair Name | Tangeretin, Metformin | |||
| Partner Name | Metformin | |||
| Disease Info | [ICD-11: 2C60] | Breast cancer | Investigative | |
| Biological Phenomena | Induction-->ROS accumulation | |||
| Gene Regulation | Up-regulation | Phosphorylation | PRKAA1 | hsa5562 |
| Up-regulation | Activity | ROS1 | hsa6098 | |
| Up-regulation | Cleavage | PARP1 | hsa142 | |
| Up-regulation | Cleavage | CASP7 | hsa840 | |
| Up-regulation | Cleavage | CASP3 | hsa836 | |
| Down-regulation | Phosphorylation | AKT1 | hsa207 | |
| Down-regulation | Phosphorylation | MAPK1 | hsa5594 | |
| Down-regulation | Phosphorylation | ABCB1 | hsa5243 | |
| Down-regulation | Phosphorylation | ABCC1 | hsa4363 | |
| Down-regulation | Expression | CDK2 | hsa1017 | |
| Down-regulation | Expression | CDK4 | hsa1019 | |
| In Vitro Model | MCF-7 | Invasive breast carcinoma of no special type | Homo sapiens (Human) | CVCL_0031 |
| MDA-MB-231 | Breast adenocarcinoma | Homo sapiens (Human) | CVCL_0062 | |
| Result | The current work underscores the importance of metformin as an ERMA in tackling breast cancer and as a novel approach to boost its anticancer activity via a synergistic combination with tangeretin. | |||
| Pair Name | Tangeretin, Fluorouracil | |||
| Partner Name | Fluorouracil | |||
| Disease Info | [ICD-11: 2B91.Z] | Colorectal cancer | Investigative | |
| Biological Phenomena | Induction-->DNA damage | |||
| Gene Regulation | Up-regulation | Expression | BAX | hsa581 |
| Down-regulation | Expression | BCL2 | hsa596 | |
| Down-regulation | Expression | BID | hsa637 | |
| Up-regulation | Expression | CASP9 | hsa842 | |
| Up-regulation | Phosphorylation | MAPK8 | hsa5599 | |
| Down-regulation | Expression | MAP1LC3A | hsa84557 | |
| Up-regulation | Cleavage | PARP1 | hsa142 | |
| Up-regulation | Phosphorylation | RB1 | hsa5925 | |
| Up-regulation | Phosphorylation | TP53 | hsa7157 | |
| Down-regulation | Expression | TXN | KEGG ID N.A. | |
| In Vitro Model | HCT 116 | Colon carcinoma | Homo sapiens (Human) | CVCL_0291 |
| HCT 15 | Colon adenocarcinoma | Homo sapiens (Human) | CVCL_0292 | |
| KM12-C | Colon carcinoma | Homo sapiens (Human) | CVCL_9547 | |
| Result | To our knowledge gained from literature, this study is the first to describe synergistic activity of TAN and 5-FU against colorectal cancer cells. | |||
| No. | Title | Href |
|---|---|---|
| 1 | Tangeretin boosts the anticancer activity of metformin in breast cancer cells via curbing the energy production. Phytomedicine. 2021 Mar;83:153470. doi: 10.1016/j.phymed.2021.153470. | Click |
| 2 | Synergistic therapy with tangeretin and 5-fluorouracil accelerates the ROS/JNK mediated apoptotic pathway in human colorectal cancer cell. Food Chem Toxicol. 2020 Sep;143:111529. doi: 10.1016/j.fct.2020.111529. | Click |