cucurbitacin B, cucurbitacin B 2-sulfate
Name | Cucurbitacin B | ||
PubChem CID | 5281316 | ||
Molecular Weight | 558.7g/mol | ||
Synonyms |
cucurbitacin B, cucurbitacin B 2-sulfate |
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Formula | C₃₂H₄₆O₈ | ||
SMILES | CC(=O)OC(C)(C)C=CC(=O)C(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3CC(C(=O)C4(C)C)O)C)C)C)O)O | ||
InChI | 1S/C32H46O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-13,19-22,25,34-35,39H,11,14-16H2,1-9H3/b13-12+/t19-,20+,21-,22+,25+,29+,30-,31+,32+/m1/s1 | ||
InChIKey | IXQKXEUSCPEQRD-DKRGWESNSA-N | ||
CAS Number | 6199-67-3 | ||
ChEMBL ID | CHEMBL508185 | ||
ChEBI ID | CHEBI:3941 | ||
KEGG ID | C08794 | ||
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 | GuaLou | ||
Use Part | Fruit | ||
Habitat | ShanDong, HeBei, HeNan | ||
Flavor | Sweet, Mildly bitter | ||
Meridian Tropism | Lung, Stomach, Large intestine |
Pair Name | Cucurbitacin B, Cisplatin | |||
Partner Name | Cisplatin | |||
Disease Info | [ICD-11: 2C94] | Bladder cancer | Investigative | |
Biological Phenomena | Induction-->Autophagic proteins | |||
Gene Regulation | Down-regulation | Phosphorylation | AKT1 | hsa207 |
Down-regulation | Phosphorylation | AKT1S1 | hsa84335 | |
Down-regulation | Phosphorylation | BAD | hsa572 | |
Up-regulation | Expression | BAX | hsa581 | |
Down-regulation | Expression | BCL2 | hsa596 | |
Up-regulation | Expression | BECN1 | hsa8678 | |
Down-regulation | Phosphorylation | MTOR | hsa2475 | |
Up-regulation | Expression | PSMD9 | hsa5715 | |
Down-regulation | Phosphorylation | RAF1 | hsa5894 | |
In Vitro Model | MB49 | Bladder transitional cell carcinoma | Mus musculus (Mouse) | CVCL_7076 |
In Vivo Model | 1×10⁶ MB49 cells in 100 μL cold PBS were injected subcutaneously into the right flank of the each C57BL/6 mouse strain. | |||
Result | Our results showed that CuB may be a new agent that can support conventional treatment in bladder cancer. Our study is important in terms of enlightening new pathways and developing new treatment methods in the treatment of bladder cancer. |
Pair Name | Cucurbitacin B, Sorafenib | |||
Partner Name | Sorafenib | |||
Disease Info | [ICD-11: 2C12] | Hepatocellular carcinoma | Investigative | |
Gene Regulation | Up-regulation | Cleavage | CASP3 | hsa836 |
Up-regulation | Cleavage | CASP9 | hsa842 | |
Down-regulation | Phosphorylation | STAT3 | hsa6774 | |
In Vitro Model | Hep-G2 | Hepatoblastoma | Homo sapiens (Human) | CVCL_0027 |
In Vivo Model | 5×10⁶ HepG2 cells were injected subcutaneously into the right flank of nude mice. | |||
Result | Sorafenib and CuB exert synergistic antitumor effects through a pathway that may involve STAT3 phosphorylation, and this may represent a promising therapeutic approach for treatment of HCC. |
Pair Name | Cucurbitacin B, Doxorubicin | |||
Partner Name | Doxorubicin | |||
Disease Info | [ICD-11: 2D10.Z] | Thyroid cancer | Investigative | |
Gene Regulation | Down-regulation | Expression | BCL2 | hsa596 |
Down-regulation | Expression | BIRC5 | hsa332 | |
Up-regulation | Expression | IREB2 | hsa3658 | |
Up-regulation | Phosphorylation | MAPK3 | hsa5595 | |
Up-regulation | Cleavage | PARP1 | hsa142 | |
In Vitro Model | 8505C | Thyroid gland anaplastic carcinoma | Homo sapiens (Human) | CVCL_1054 |
CAL-62 | Thyroid gland anaplastic carcinoma | Homo sapiens (Human) | CVCL_1112 | |
8505C | Thyroid gland anaplastic carcinoma | Homo sapiens (Human) | CVCL_1054 | |
CAL-62 | Thyroid gland anaplastic carcinoma | Homo sapiens (Human) | CVCL_1112 | |
Result | Synergistic cytotoxicity of doxorubicin with cucurbitacin B is mediated by B-cell chronic lymphocytic leukemia/lymphoma 2 family proteins, survivin, and reactive oxygen species and modulated by Janus kinase 2/signal transducer and activator of transcription 3 and extracellular signal-regulated kinase 1/2 in anaplastic thyroid carcinoma cells. |
Pair Name | Cucurbitacin B, Erastin | |||
Partner Name | Erastin | |||
Disease Info | [ICD-11: 2C60] | Breast cancer | Investigative | |
Biological Phenomena | Induction-->Ferroptosis | |||
Gene Regulation | Up-regulation | Expression | IREB2 | hsa3658 |
In Vitro Model | MDA-MB-231 | Breast adenocarcinoma | Homo sapiens (Human) | CVCL_0062 |
MCF-7 | Invasive breast carcinoma of no special type | Homo sapiens (Human) | CVCL_0031 | |
Result | Cucurbitacin B and erastin co-treatment synergistically induced ferroptosis in breast cancer cells via altered iron-regulating proteins and lipid peroxidation |
Pair Name | Cucurbitacin B, Gefitinib | |||
Partner Name | Gefitinib | |||
Disease Info | [ICD-11: 2C25] | Lung cancer | Investigative | |
Biological Phenomena | Induction-->Apoptosis | |||
Gene Regulation | Down-regulation | Phosphorylation | STAT3 | hsa6774 |
In Vitro Model | PC-9 | Lung adenocarcinoma | Homo sapiens (Human) | CVCL_B260 |
Result | CuB reduced the proliferation of GR PC9 cells by modulating the miR‑17‑5p/STAT3 axis, and may represent a promising potential novel strategy for the reversal of GR. |
No. | Title | Href |
---|---|---|
1 | Cucurbitacin B and cisplatin induce the cell death pathways in MB49 mouse bladder cancer model. Exp Biol Med (Maywood). 2020 May;245(9):805-814. doi: 10.1177/1535370220917367. | Click |
2 | Sorafenib and CuB exert synergistic antitumor effects against hepatocellular carcinoma cells via inhibition of STAT3 phosphorylation. FEBS Open Bio. 2021 Jan;11(1):133-145. doi: 10.1002/2211-5463.13035. | Click |
3 | Doxorubicin has a synergistic cytotoxicity with cucurbitacin B in anaplastic thyroid carcinoma cells. Tumour Biol. 2017 Feb;39(2):1010428317692252. doi: 10.1177/1010428317692252. | Click |
4 | Cucurbitacin B and erastin co-treatment synergistically induced ferroptosis in breast cancer cells via altered iron-regulating proteins and lipid peroxidation. Toxicol In Vitro. 2024 Feb;94:105732. doi: 10.1016/j.tiv.2023.105732. | Click |
5 | Cucurbitacin B enhances apoptosis in gefitinib resistant non‑small cell lung cancer by modulating the miR‑17‑5p/STAT3 axis. Mol Med Rep. 2021 Oct;24(4):710. doi: 10.3892/mmr.2021.12349. | Click |