2,4,5,7,12b,12c-hexahydro-1H-(1,3)dioxolo- (4,5-j)pyrrolo(3,2,1-de)phenanthridine-1,2-diol, lycorine, lycorine hydrochloride, (1alpha,2beta)-isomer
Name | Lycorine | ||
PubChem CID | 72378 | ||
Molecular Weight | 287.31g/mol | ||
Synonyms |
2,4,5,7,12b,12c-hexahydro-1H-(1,3)dioxolo- (4,5-j)pyrrolo(3,2,1-de)phenanthridine-1,2-diol, lycorine, lycorine hydrochloride, (1alpha,2beta)-isomer |
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Formula | C₁₆H₁₇NO₄ | ||
SMILES | C1CN2CC3=CC4=C(C=C3C5C2C1=CC(C5O)O)OCO4 | ||
InChI | 1S/C16H17NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h3-5,11,14-16,18-19H,1-2,6-7H2/t11-,14-,15+,16+/m0/s1 | ||
InChIKey | XGVJWXAYKUHDOO-DANNLKNASA-N | ||
CAS Number | 476-28-8 | ||
ChEMBL ID | CHEMBL400092 | ||
ChEBI ID | CHEBI:6601 | ||
Herb ID | HBIN034010 | ||
KEGG ID | C08532 | ||
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 | ChaiHu | ||
Use Part | Root | ||
Habitat | HuBei, SiChuan, AnHui | ||
Flavor | Pungent, Bitter | ||
Meridian Tropism | Liver, Gallbladder, Lung | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Apiales
-->Family: Apiaceae
-->Genus: Bupleurum
-->Species: Bupleurum scorzonerifolium
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Chineses Pinyin | XianMao | ||
Use Part | Rhizome | ||
Habitat | China | ||
Flavor | Pungent | ||
Meridian Tropism | Kidney, Liver, Spleen | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Asparagales
-->Family: Hypoxidaceae
-->Genus: Curculigo
-->Species: Curculigo orchioides
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Chineses Pinyin | GanFengCao | ||
Use Part | Herb | ||
Habitat | HuNan, JiangXi, ZheJiang, FuJian, GuangDong, GuiZhou, YunNan, HaiNan, XiZang, TaiWan | ||
Flavor | Sweet | ||
Meridian Tropism | Liver | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Asparagales
-->Family: Amaryllidaceae
-->Genus: Zephyranthes
-->Species: Zephyranthes candida
|
Chineses Pinyin | GuTingHua | ||
Use Part | Bulb | ||
Habitat | HaiNan | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Asparagales
-->Family: Amaryllidaceae
-->Genus: Hippeastrum
-->Species: Hippeastrum rutilum
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Chineses Pinyin | GuanMuWenShuLan | ||
Use Part | Leaf, Bulb | ||
Habitat | Indonesia , Sumatra | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Asparagales
-->Family: Amaryllidaceae
-->Genus: Crinum
-->Species: Crinum asiaticum
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Chineses Pinyin | JinHuaShiSuan | ||
Use Part | Bulb | ||
Habitat | GuiZhou, SiChuan, YunNan, XiZang, ChongQing | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Asparagales
-->Family: Amaryllidaceae
-->Genus: Lycoris
-->Species: Lycoris aurea
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Chineses Pinyin | ShiSuan | ||
Use Part | Bulb | ||
Habitat | JiangSu, ZheJiang, AnHui, FuJian, JiangXi, ShanDong, ShangHai, HeNan, HuNan, HuBei, GuangDong, GuangXi, HaiNan, SiChuan, GuiZhou, YunNan, XiZang, ChongQing, ShanXi, HeNan, JiangSu, ZheJiang | ||
Flavor | Pungent, Sweet | ||
Meridian Tropism | Lung, Stomach, Liver | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Asparagales
-->Family: Amaryllidaceae
-->Genus: Lycoris
-->Species: Lycoris radiata
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Chineses Pinyin | ShuiXianHua | ||
Use Part | Flower | ||
Habitat | JiangSu, ZheJiang, FuJian, GuangDong, SiChuan, GuiZhou | ||
Flavor | Pungent | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Asparagales
-->Family: Amaryllidaceae
-->Genus: Narcissus
-->Species: Narcissus tazetta
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Chineses Pinyin | WenShuLan | ||
Use Part | Leaf, Bulb | ||
Habitat | TaiWan, GuangDong, FuJian | ||
Flavor | Pungent | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Asparagales
-->Family: Amaryllidaceae
-->Genus: Crinum
-->Species: Crinum asiaticum
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Chineses Pinyin | XuePianLian | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Asparagales
-->Family: Amaryllidaceae
-->Genus: Leucojum
-->Species: Leucojum vernum
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Pair Name | Lycorine, Bortezomib | |||
Partner Name | Bortezomib | |||
Disease Info | [ICD-11: 2A83] | Multiple myeloma | Investigative | |
Biological Phenomena | Inhibition-->Autophagy | |||
Gene Regulation | Down-regulation | Phosphorylation | BCL2 | hsa596 |
Down-regulation | Expression | BECN1 | hsa8678 | |
Down-regulation | Expression | HMGB1 | hsa3146 | |
Down-regulation | Expression | MAP1LC3B | hsa81631 | |
Down-regulation | Phosphorylation | MAP2K7 | hsa5609 | |
Down-regulation | Phosphorylation | MAPK1 | hsa5594 | |
In Vitro Model | ARH-77 | Plasma cell myeloma | Homo sapiens (Human) | CVCL_1072 |
MM1.S | Plasma cell myeloma | Homo sapiens (Human) | CVCL_8792 | |
NCI-H929 | Plasma cell myeloma | Homo sapiens (Human) | CVCL_1600 | |
In Vivo Model | The mice were subcutaneously inoculated in the flank with 5×10⁶ MM.1S cells in 100 µl of phosphate-buffered saline. | |||
Result | We observed higher HMGB1 expression in bortezomib resistant cells and the combination of bortezomib plus lycorine was highly efficient in vitro and in vivo myeloma models as well as in re-sensitizing resistant cells to bortezomib. These observations indicate lycorine as an effective autophagy inhibitor and reveal that lycorine alone or in combination with bortezomib is a potential therapeutic strategy. |
Pair Name | Lycorine, Temozolomide | |||
Partner Name | Temozolomide | |||
Disease Info | [ICD-11: 2A00] | Glioblastoma multiforme | Investigative | |
Biological Phenomena | Induction-->ROS generation | |||
Gene Regulation | Up-regulation | Expression | IKBKE | hsa9641 |
Down-regulation | Phosphorylation | RELA | hsa5970 | |
In Vitro Model | C6 | Rat malignant glioma | Rattus norvegicus (Rat) | CVCL_0194 |
Result | Our study suggested that lycorine exerts an anti-glioma effect by inducing ROS production and inhibiting NF-κB, which validated that lycorine may be a potential candidate for glioma treatment alone or in combination with TMZ. |
No. | Title | Href |
---|---|---|
1 | Lycorine Downregulates HMGB1 to Inhibit Autophagy and Enhances Bortezomib Activity in Multiple Myeloma. Theranostics. 2016 Sep 24;6(12):2209-2224. doi: 10.7150/thno.15584. | Click |
2 | Induction of apoptosis in glioma cells by lycorine via reactive oxygen species generation and regulation of NF-κB pathways. Naunyn Schmiedebergs Arch Pharmacol. 2023 Jun;396(6):1247-1255. doi: 10.1007/s00210-023-02384-x. | Click |