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旋覆花內(nèi)酯

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 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
InChIInChI=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
InChIKeyQKUFZFLZBUSEHN-CZLJMHDISA-N
SMILESO1[C@]2([H])CC(C)=C([C@@H](C)CCCOC(C)=O)[C@@H](O)[C@]2([H])C(=C)C1=O

旋覆花內(nèi)酯 用途與合成方法

Inulicin (1-O-Acetylbritannilactone) 是從 Inula Britannica L 分離的一種活性化合物。Inulicin (1-O-Acetylbritannilactone) 抑制 VEGF 介導(dǎo)的 Src 和 FAK 活化。Inulicin (1-O-Acetylbritannilactone) 還抑制 LPS 誘導(dǎo)的 PGE2 產(chǎn)生和 COX-2 表達,以及抑制 NF-κB 活化和易位。

NF-κB

COX-2

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 GermanyWGK 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

MSDS信息

更新日期產(chǎn)品編號產(chǎn)品名稱CAS號包裝價格
2026/06/05HY-N0896旋覆花內(nèi)酯
Inulicin
33627-41-71mg430元
2026/06/05HY-N0896旋覆花內(nèi)酯
Inulicin
33627-41-75mg860元

旋覆花內(nèi)酯 上下游產(chǎn)品信息

"旋覆花內(nèi)酯"相關(guān)產(chǎn)品信息
莪術(shù)醇 莪術(shù)醇 1-O-乙酰旋覆花內(nèi)酯 1-咖啡??鼘幩?/a> β-石竹烯 洋薊素 麥角內(nèi)酯 莪術(shù)二酮 alpha-香附酮 旋覆花內(nèi)酯 1,3-二咖啡??鼘幩?/a> 二乙?;蠡ㄐ不▋?nèi) 8-甲基壬-6-烯酸 3,7-二甲基-2-亞甲-6-辛烯醛 旋覆花內(nèi)酯 3,7-二甲基-6-辛酸
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