evodiamine, evodiamine, (S)-isomer, isoevodiamine

| Name | Evodiamine | ||
| PubChem CID | 442088 | ||
| Molecular Weight | 303.4g/mol | ||
| Synonyms |
evodiamine, evodiamine, (S)-isomer, isoevodiamine |
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| Formula | C₁₉H₁₇N₃O | ||
| SMILES | CN1C2C3=C(CCN2C(=O)C4=CC=CC=C41)C5=CC=CC=C5N3 | ||
| InChI | 1S/C19H17N3O/c1-21-16-9-5-3-7-14(16)19(23)22-11-10-13-12-6-2-4-8-15(12)20-17(13)18(21)22/h2-9,18,20H,10-11H2,1H3/t18-/m0/s1 | ||
| InChIKey | TXDUTHBFYKGSAH-SFHVURJKSA-N | ||
| CAS Number | 518-17-2 | ||
| ChEMBL ID | CHEMBL463165 | ||
| ChEBI ID | CHEBI:4948 | ||
| Herb ID | HBIN026264 | ||
| KEGG ID | C09187 | ||
| Structure |
Download
2D
MOL
3D
MOL
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| Chineses Pinyin | ShiHu | ||
| Use Part | Stem | ||
| Habitat | GuangXi, GuiZhou, YunNan, HuBei | ||
| Flavor | Sweet | ||
| Meridian Tropism | Stomach, Kidney | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Asparagales
-->Family: Orchidaceae
-->Genus: Dendrobium
-->Species: Dendrobium nobile
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| Chineses Pinyin | WuZhuYu | ||
| Use Part | Fruit | ||
| Habitat | GuangDong, GuangXi, HaiNan, Hongkong , Shaanxi, GuiZhou, HuNan, YunNan, ZheJiang, SiChuan | ||
| Flavor | Pungent, Bitter | ||
| Meridian Tropism | Liver, Spleen, Stomach, Kidney | ||
| Chineses Pinyin | HuaNanWuZhuYu | ||
| Use Part | Fruit | ||
| Habitat | GuiZhou, GuangXi, HuNan, YunNan, Shaanxi, ZheJiang, SiChuan | ||
| Flavor | Pungent, Bitter | ||
| Meridian Tropism | Liver, Spleen, Stomach, Kidney | ||
| Pair Name | Evodiamine, Gemcitabine | |||
| Partner Name | Gemcitabine | |||
| Disease Info | [ICD-11: 2B62.Z] | Tongue cancer | Investigative | |
| Biological Phenomena | Induction-->Apoptosis | |||
| Gene Regulation | Down-regulation | Expression | BCL2 | hsa596 |
| Down-regulation | Expression | BCL-xL | hsa598 | |
| Down-regulation | Expression | RELA | hsa5970 | |
| In Vitro Model | CAL-27 | Tongue adenosquamous carcinoma | Homo sapiens (Human) | CVCL_1107 |
| Tca8113 | Human papillomavirus-related cervical adenocarcinoma | Homo sapiens (Human) | CVCL_6851 | |
| In Vivo Model | CAL-27 cells (2×10⁶) were injected subcutaneously into the right armpit regions of nude mice. | |||
| Result | The results of this study showed that EVO may inhibit cancer cells by suppressing NF-κB activity, and in combination with GEM, it may increase the chemosensitivity of tongue squamous cancer cells, thereby improving the treatment response. | |||
| Pair Name | Evodiamine, Doxorubicin | |||
| Partner Name | Doxorubicin | |||
| Disease Info | [ICD-11: 2C60] | Breast cancer | Investigative | |
| Biological Phenomena | Induction-->Apoptosis | |||
| Gene Regulation | Up-regulation | Activity | PARP1 | hsa142 |
| Up-regulation | Activity | CASP7 | hsa840 | |
| Up-regulation | Activity | CASP9 | hsa842 | |
| Down-regulation | Expression | KRAS | hsa3845 | |
| Down-regulation | Phosphorylation | MAP2K7 | hsa5609 | |
| Down-regulation | Phosphorylation | MAPK1 | hsa5594 | |
| Down-regulation | Expression | XIAP | hsa331 | |
| Down-regulation | Expression | BIRC5 | hsa332 | |
| Down-regulation | Expression | BIRC2 | hsa329 | |
| In Vitro Model | MCF-7 | Invasive breast carcinoma of no special type | Homo sapiens (Human) | CVCL_0031 |
| Result | Our results indicated that EVO enhanced the apoptotic action of DOX by inhibiting the Ras/MEK/ERK cascade and the expression of IAPs without inhibiting the expression and activity of P-glycoprotein (P-gp). Taken together, our data indicate that EVO, a natural product, may be useful applied alone or in combination with DOX for the treatment of resistant breast cancer. | |||
| No. | Title | Href |
|---|---|---|
| 1 | Evodiamine inactivates NF-κB and potentiates the antitumor effects of gemcitabine on tongue cancer both in vitro and in vivo. Onco Targets Ther. 2018;12:257-267. Published 2018 Dec 27. doi:10.2147/OTT.S181062 | Click |
| 2 | Evodiamine synergizes with doxorubicin in the treatment of chemoresistant human breast cancer without inhibiting P-glycoprotein. PLoS One. 2014 May 15;9(5):e97512. doi: 10.1371/journal.pone.0097512. | Click |