Cucurbitacin IIb
Hemslecin B · Cucurbitacin Ⅱb · cucuritacin IIB · Cucurbitacin IIb · 23,24-Dihydrocucurbitacin F · Cucurbitacin IIb, 10 mM in DMSO · (10α)-2β,3α,16α,20,25-Pentahydroxy-9β-methyl-19-norlanost-5-ene-11,22-dione · 19-Norlanost-5-ene-11,22-dione, 2,3,16,20,25-pentahydroxy-9-methyl-, (2β,3α,9β,10α,16α)-
Identifikatoren & physikalische Daten
| CAS No. | 50298-90-3 |
|---|---|
| Summenformel | C30H48O7 |
| Durchschnittliche Molmasse | 520,7 g/mol |
| SMILES | CC(C)(O)CCC(=O)[C@](C)(O)C1[C@H](O)C[C@@]2(C)[C@@H]3CC=C4[C@@H](C[C@H](O)[C@@H](O)C4(C)C)[C@]3(C)C(=O)C[C@]12C |
| PubChem CID | 72421 |
| ChEMBL | CHEMBL422755 |
Chemische & physikalische Eigenschaften
| Schmelzpunkt | 158-159℃ |
|---|---|
| Siedepunkt | 668.4±55.0 °C(Predicted) |
| Dichte | 1.22±0.1 g/cm3 (20 ºC 760 Torr) |
| Lagerbedingungen | 2-8°C |
| pKa (Säurekonstante) | 12.86±0.29(Predicted) |
| Aggregatzustand | Solid |
| Farbe | White to off-white |
| InChIKey | VVBWBGOEAVGFTN-JCJZBDFNNA-N |
Anwendungen & Verwendung
Beschreibung
Cucurbitacin IIa and cucurbitacin IIb are the characteristic chemical constituents of the hemsleya. Hemsleyadinum are extracted from the Cucurbitaceae, Chrysanthemum, and Hemsleya, which have the function of clearing heat and removing toxicity and antisepsis and anti-inflammation. There are 31 species of Hemsleya in the world, most of which are distributed in China’s Yunnan, Guizhou, and Sichuan provinces, besides the 2 species distributed in India and Vietnam. The main species are H. emiensis, H. pengxianensis, H. amabilis, H. dolichocarpa, H. graciliflora, and H. gigantha . Hemsleya plants are commonly used as Chinese herbal medicines.
History
Hemsleyadinum and hemsloside inhibit Shigella dysenteriae, Salmonella typhimurium, and Salmonella choleraesuis invitro. Intravenous injection of cucurbitacin IIa has mild antipyretic effect caused by intraperitoneal injection of typhoid and paratyphoid bacteria but invalid to those with normal body temperature and nonbacterial fever. Xuedansu tablets have significant antitussive effect and show inhibitory effect against p-xylene-induced mouse ear swelling and carrageenaninduced rat toe swelling. Cucurbitacin IIa and cucurbitacin IIb also have anti-HIV-1 activity, which plays a vital role in HIV-1 virus infection . Hemsleyadinum has significant protective effect against acute liver injury caused by CCl4, especially at the high dosage .