旋覆花內(nèi)酯
| 中文名稱 | 旋覆花內(nèi)酯 |
|---|---|
| 中文同義詞 | 旋覆花次內(nèi)酯;旋覆花內(nèi)酯;旋復(fù)花內(nèi)酯;旋覆花素;乙酰旋覆花內(nèi)酯;1-O-乙?;蠡ㄐ不▋?nèi)酯;1-0-去乙酰旋羅覆花內(nèi)酯;旋復(fù)花內(nèi)酯,乙酰旋覆花內(nèi)酯 |
| 英文名稱 | inulicin |
| 英文同義詞 | (3aS)-3,3aα,4,5,8,8aα-Hexahydro-4α-hydroxy-6-(3-acetoxypropyl)-5α,7-dimethyl-3-methylene-2H-cyclohepta[b]furan-2-one;(3aS)-6-(3-Acetoxypropyl)-3,3aα,4,5,8,8aα-hexahydro-4α-hydroxy-5α,7-dimethyl-3-methylene-2H-cyclohepta[b]furan-2-one;(3aS,4S,7aR)-5-[(1S)-4-(Acetyloxy)-1-methylbutyl]-3a,4,7,7a-tetrahydro-4-hydroxy-6-methyl-3-methylene-2(3H)-benzofuranone;inulicin;6-(3-acetoxy-propyl)-4-hydroxy-5,7-dimethyl-3-methylene-3,3a,4,5,8,8a-hexahydro-cyclohepta[b]furan-2-one;1-O-Acetylbritannilactone (Inulicin);2(3H)-Benzofuranone,5-[(1S)-4-(acetyloxy)-1-methylbutyl]-3a,4,7,7a-tetrahydro-4-hydroxy-6-methyl-3-methylene-,(3aS,4S,7aR)-;Inulicin(1-O-acetyl Britannilactone) |
| CAS號 | 33627-41-7 |
| 分子式 | C17H24O5 |
| 分子量 | 308.37 |
| EINECS號 | |
| 相關(guān)類別 | 對照品;植物提取物;中藥對照品;中草藥成分;標準品;標準品 -中藥標準品;分析試劑標準品;對照品-中藥對照品;倍半萜 |
| Mol文件 | 33627-41-7.mol |
| 結(jié)構(gòu)式 | ![]() |
旋覆花內(nèi)酯 性質(zhì)
| 熔點 | 124.0-126.1 °C |
|---|---|
| 沸點 | 481.7±45.0 °C(Predicted) |
| 密度 | 1.16 |
| 儲存條件 | 4°C, protect from light |
| 溶解度 | 可溶于DMSO |
| 形態(tài) | 固體 |
| 酸度系數(shù)(pKa) | 13.71±0.60(Predicted) |
| 顏色 | 白色至米白色 |
| 生物來源 | plant |
| 主要應(yīng)用 | metabolomics vitamins, nutraceuticals, and natural products |
| InChI | InChI=1S/C17H24O5/c1-9(6-5-7-21-12(4)18)14-10(2)8-13-15(16(14)19)11(3)17(20)22-13/h9,13,15-16,19H,3,5-8H2,1-2,4H3/t9-,13+,15+,16+/m0/s1 |
| InChIKey | QKUFZFLZBUSEHN-CZLJMHDISA-N |
| SMILES | O1[C@]2([H])CC(C)=C([C@@H](C)CCCOC(C)=O)[C@@H](O)[C@]2([H])C(=C)C1=O |
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NF-κB
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COX-2
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Inulicin (1-O-Acetylbritannilactone) inhibits angiogenesis and lung cancer cell growth through regulating VEGF-Src-FAK signaling. Inulicin dose-dependently inhibits vascular endothelial growth factor (VEGF)-induced proliferation, migration, and capillary structure formation of cultured human umbilical vascular endothelial cells (HUVECs). Treatment of A549 NSCLC cells with Inulicin results in cell growth inhibition and Src-FAK in-activation. The potential effect of Inulicin is tested ton Src and FAK phosphorylation in A549 lung cancer cells. Significant high levels of Src and FAK phosphorylations are noticed a in A549 cells, which are both inhibited by treatment of Inulicin (5 μM and 10 μM). Src and FAK are both important for cancer cell proliferation. Thus, A549 cell growth, tested by MTT assay and clonogenicity assay,is remarkably inhibited by corresponding Inulicin treatment. The anti-A549 cell growth activity of Inulicin is again dose-dependent. Inulicin (1-O-Acetylbritannilactone) isolated from Inula britannica-F. , inhibits inflammatory responses in vascular smooth muscle cells (VSMCs). Inulicin (5, 10, 20 μM) has several concentration dependent effects, including inhibition of lipopolysaccharide (LPS)-induced PGE 2 production and COX-2 expression, and blockade of NF-κB activation and translocation. In addition, Inulicin directly inhibits the binding of active NF-κB to specific DNA cis-element.
Administration of a single dose of Inulicin (1-O-Acetylbritannilactone; 12 mg/kg/day) remarkably suppresses growth of A549 xenografts in nude mice. In vivo microvessels formation and Src activation are also significantly inhibited in Inulicin-treated xenograft tumors. To investigate the potential activity of Inulicin in vivo, a nude mice xenograft model is applied. A single dose of Inulicin (12 mg/kg/day, i.p.) dramatically inhibits the growth of A549 xenografts in nude mice. Further, the weights of Inulicin-treated tumors are remarkably lighter than that of vehicle-treated tumors. Notably, Inulicin administration does not affect mice body weights.
安全信息
| WGK Germany | WGK 3 |
|---|---|
| 存儲類別 | 11 - 可燃固體 |
| 危險性類別 | 急性毒性 類別4 經(jīng)口 |
| 更新日期 | 產(chǎn)品編號 | 產(chǎn)品名稱 | CAS號 | 包裝 | 價格 |
|---|---|---|---|---|---|
| 2026/06/05 | HY-N0896 | 旋覆花內(nèi)酯 Inulicin | 33627-41-7 | 1mg | 430元 |
| 2026/06/05 | HY-N0896 | 旋覆花內(nèi)酯 Inulicin | 33627-41-7 | 5mg | 860元 |
