Ceflatonin, cephalotaxine, homoharringtonine, Homoharringtonine (3(R))-isomer, Omacetaxine, omacetaxine mepesuccinate, Synribo
Name | Homoharringtonine | ||
PubChem CID | 285033 | ||
Molecular Weight | 545.6g/mol | ||
Synonyms |
Ceflatonin, cephalotaxine, homoharringtonine, Homoharringtonine (3(R))-isomer, Omacetaxine, omacetaxine mepesuccinate, Synribo |
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Formula | C₂₉H₃₉NO₉ | ||
SMILES | CC(C)(CCCC(CC(=O)OC)(C(=O)OC1C2C3=CC4=C(C=C3CCN5C2(CCC5)C=C1OC)OCO4)O)O | ||
InChI | 1S/C29H39NO9/c1-27(2,33)8-5-10-29(34,16-23(31)36-4)26(32)39-25-22(35-3)15-28-9-6-11-30(28)12-7-18-13-20-21(38-17-37-20)14-19(18)24(25)28/h13-15,24-25,33-34H,5-12,16-17H2,1-4H3/t24-,25-,28+,29-/m1/s1 | ||
InChIKey | HYFHYPWGAURHIV-JFIAXGOJSA-N | ||
CAS Number | 26833-87-4 | ||
ChEMBL ID | CHEMBL46286 | ||
ChEBI ID | CHEBI:71019 | ||
Herb ID | HBIN029497 | ||
Drug Bank ID | DB04865 | ||
KEGG ID | D08956 | ||
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 | BanXia | ||
Use Part | Tuberoid | ||
Habitat | China | ||
Flavor | Pungent | ||
Meridian Tropism | Spleen, Stomach, Lung | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Alismatales
-->Family: Araceae
-->Genus: Pinellia
-->Species: Pinellia ternata
|
Chineses Pinyin | FaBanXia | ||
Use Part | Prepared With Quicklime And Licorice Juice | ||
Habitat | China | ||
Flavor | Pungent | ||
Meridian Tropism | Spleen, Stomach, Lung | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Alismatales
-->Family: Araceae
-->Genus: Pinellia
-->Species: Pinellia ternata
|
Chineses Pinyin | JiangBanXia | ||
Habitat | China | ||
Flavor | Pungent | ||
Meridian Tropism | Spleen, Stomach, Lung | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Alismatales
-->Family: Araceae
-->Genus: Pinellia
-->Species: Pinellia ternata
|
Chineses Pinyin | QingBanXia | ||
Use Part | Prepared Products Soaked In Alum Solution | ||
Habitat | China | ||
Flavor | Pungent | ||
Meridian Tropism | Spleen, Stomach, Lung | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Alismatales
-->Family: Araceae
-->Genus: Pinellia
-->Species: Pinellia ternata
|
Chineses Pinyin | ShengBanXia | ||
Use Part | Tuberoid | ||
Habitat | SiChuan, HuBei, HeNan, AnHui, GuiZhou | ||
Flavor | Pungent | ||
Meridian Tropism | Spleen, Stomach, Lung | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Alismatales
-->Family: Araceae
-->Genus: Pinellia
-->Species: Pinellia ternata
|
Chineses Pinyin | HaiNaCuFei | ||
Use Part | Branchlet and Bark | ||
Habitat | GuangDong, HaiNan, GuangXi, YunNan, XiZang | ||
Flavor | Bitter, Astringent | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Pinales
-->Family: Cephalotaxaceae
-->Genus: Cephalotaxus
-->Species: Cephalotaxus hainanensis
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Chineses Pinyin | RiBenCuFei | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Pinales
-->Family: Taxaceae
-->Genus: Torreya
-->Species: Torreya nucifera
|
Chineses Pinyin | SanJianShan | ||
Use Part | Branchlet-Leaf | ||
Habitat | HeNan, HuNan, HuBei, GuangDong, GuangXi, HaiNan, Shaanxi, GanSu, AnHui, ZheJiang, SiChuan, GuiZhou, YunNan | ||
Flavor | Bitter, Astringent | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Pinales
-->Family: Cephalotaxaceae
-->Genus: Cephalotaxus
-->Species: Cephalotaxus fortunei
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Chineses Pinyin | ZhongGuoCuFeiZhiYe | ||
Use Part | Branchlet-Leaf | ||
Habitat | HuNan, JiangXi, ZheJiang, FuJian, GuangDong, GuiZhou, YunNan, HaiNan, XiZang, TaiWan, GuangXi, GanSu, Shaanxi, HeNan, SiChuan | ||
Flavor | Bitter, Astringent | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Pinales
-->Family: Cephalotaxaceae
-->Genus: Cephalotaxus
-->Species: Cephalotaxus sinensis
|
Chineses Pinyin | SanJianShan | ||
Use Part | Branchlet-leaf | ||
Habitat | HeNan, HuNan, HuBei, GuangDong, GuangXi, HaiNan, Shaanxi, GanSu, AnHui, ZheJiang, SiChuan, GuiZhou, YunNan | ||
Flavor | Bitter; Astringent | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Pinales
-->Family: Cephalotaxaceae
-->Genus: Cephalotaxus
-->Species: Cephalotaxus fortunei
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Pair Name | Homoharringtonine, Suberoylanilide hydroxamic acid (SAHA) | |||
Partner Name | Suberoylanilide hydroxamic acid (SAHA) | |||
Disease Info | [ICD-11: 2A60.Z] | Acute myeloid leukemia | Investigative | |
Biological Phenomena | Induction-->Apoptosis | |||
Gene Regulation | Down-regulation | Expression | BID | hsa637 |
Up-regulation | Activity | CASP3 | hsa836 | |
Up-regulation | Activity | CASP8 | hsa841 | |
Up-regulation | Activity | CASP9 | hsa842 | |
Up-regulation | Expression | CYCS | hsa54205 | |
Up-regulation | Acetylation | H3C14 | hsa126961 | |
Up-regulation | Acetylation | HRH4 | hsa59340 | |
Up-regulation | Activity | PARP1 | hsa142 | |
Up-regulation | Expression | TNFRSF10B | hsa8795 | |
Up-regulation | Expression | TNFSF10 | hsa8743 | |
Up-regulation | Expression | TP53 | hsa7157 | |
In Vitro Model | Kasumi-1 | Childhood acute myeloid leukemia with maturation | Homo sapiens (Human) | CVCL_0589 |
THP-1 | Childhood acute monocytic leukemia | Homo sapiens (Human) | CVCL_0006 | |
In Vivo Model | 3 to 4-week-old female mice were inoculated subcutaneously with 1×10⁷ THP-1 cells (in 0.1 ml volume) into the hind flanks. | |||
Result | The synergistic effect between HHT and SAHA was blocked partially using a specific anti‑TRAIL antibody. The combination therapy was also found to significantly inhibit the growth of leukemia xenografts in vivo with enhanced apoptosis. These results indicate that, by regulating the induction of TRAIL and activation of the TRAIL apoptotic pathway, it is possible to administer HHT at low concentrations in combination with SAHA as an effective therapeutic approach for the treatment of AML. |
Pair Name | Homoharringtonine, Cisplatin | |||
Partner Name | Cisplatin | |||
Disease Info | [ICD-11: 2C73] | Ovarian cancer | Investigative | |
Biological Phenomena | Induction-->DNA damage | |||
Gene Regulation | Down-regulation | Expression | CDKN2A | hsa1029 |
Down-regulation | Expression | TP53 | hsa7157 | |
In Vitro Model | OVCAR-3 | High grade ovarian serous adenocarcinoma | Homo sapiens (Human) | CVCL_0465 |
A2780/CP70 | Ovarian endometrioid adenocarcinoma | Homo sapiens (Human) | CVCL_0135 | |
Result | Combinatorial treatment of ovarian cancer cells with harringtonine and cisplatin results in increased cisplatin-DNA adducts |
Pair Name | Homoharringtonine, ACC010 | |||
Partner Name | ACC010 | |||
Disease Info | [ICD-11: 2A60.Z] | Acute myeloid leukemia | Investigative | |
Biological Phenomena | Induction-->Apoptosis | |||
Gene Regulation | Down-regulation | Phosphorylation | AKT1 | hsa207 |
Up-regulation | Cleavage | CASP3 | hsa836 | |
Up-regulation | Cleavage | CASP7 | hsa840 | |
Down-regulation | Expression | CDK2 | hsa1017 | |
Down-regulation | Expression | CDK4 | hsa1019 | |
Down-regulation | Expression | CDK6 | hsa1021 | |
Up-regulation | Expression | CDKN1A | hsa1026 | |
Down-regulation | Phosphorylation | FLT3 | hsa2322 | |
Down-regulation | Expression | MYC | hsa4609 | |
Up-regulation | Cleavage | PARP1 | hsa142 | |
Up-regulation | Expression | PSMD9 | hsa5715 | |
Down-regulation | Phosphorylation | RB1 | hsa5925 | |
Down-regulation | Phosphorylation | STAT5 | hsa6776 | |
In Vitro Model | MV4‐11 | Childhood acute monocytic leukemia | Homo sapiens (Human) | CVCL_0064 |
MOLM-13 | Adult acute myeloid leukemia | Homo sapiens (Human) | CVCL_2119 | |
In Vivo Model | MOLM13‐luciferase cells (1×10⁶) were injected into each mouse via the tail vein. After 6 days, cell engraftment was assessed after intraperitoneal injection of luciferin. | |||
Result | ACC010 and HHT cooperatively downregulated MYC and inhibited FLT3 activation. Further, when HHT was added, ACC010-resistant cells demonstrated a good synergy. We also extended our study to the mouse BaF3 cell line with FLT3-inhibitor-resistant FLT3-ITD/tyrosine kinase domain mutations and AML cells without FLT3-ITD. Collectively, our results suggested that the combination treatment of ACC010 and HHT might be a promising strategy for AML patients, especially those carrying FLT3-ITD. |
Pair Name | Homoharringtonine, Daunorubicin | |||
Partner Name | Daunorubicin | |||
Disease Info | [ICD-11: 2A60.Z] | Acute myeloid leukemia | Investigative | |
Biological Phenomena | Induction-->Blockade of cell cycle in S phase | |||
In Vitro Model | HL‐60 | Adult acute myeloid leukemia | Homo sapiens (Human) | CVCL_0002 |
K-562 | Blast phase chronic myelogenous leukemia | Homo sapiens (Human) | CVCL_0004 | |
In Vivo Model | 6–8 weeks old female BALB/c nude mice were injected with 1.0 × 107 HL60 cells subcutaneously in the right flank. When the solid tumor volume reached about 100 mm3, the mice were randomly assigned into 4 groups (7 mice per group): saline group, free DNR+HHT group, DH-LP group, FA-DH-LP group. | |||
Result | FA-DH-LP might present a promising delivery strategy to improve the efficacy of the two combinational chemotherapeutics while reducing toxicity |
No. | Title | Href |
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1 | Co-Delivery of Daunorubicin and Homoharringtonine in Folic Acid Modified-Liposomes for Enhancing Therapeutic Effect on Acute Myeloid Leukemia. J Pharm Sci. 2023 Jan;112(1):123-131. doi: 10.1016/j.xphs.2022.04.014. | Click |
2 | Homoharringtonine and SAHA synergistically enhance apoptosis in human acute myeloid leukemia cells through upregulation of TRAIL and death receptors. Mol Med Rep. 2013 Jun;7(6):1838-44. doi: 10.3892/mmr.2013.1440. | Click |
3 | Combinatorial treatment of ovarian cancer cells with harringtonine and cisplatin results in increased cisplatin-DNA adducts. Oncol Rep. 2004 Apr;11(4):833-8. | Click |
4 | ACC010, a novel BRD4 inhibitor, synergized with homoharringtonine in acute myeloid leukemia with FLT3-ITD. Mol Oncol. 2023 Jul;17(7):1402-1418. doi: 10.1002/1878-0261.13368. | Click |