(3AR,7S,8AS)-7-甲基-3-亚甲基-6-((E)-3-氧代丁-1-烯-1-基)-3,3A,4,7,8,8A-六氢 2H-环庚并[B]呋喃-2-酮
苍耳亭((3aR,7S,8aS)-7-methyl-3-methylidene-6-[(1E)-3-oxobut-1-en-1-yl]-3,3a,4,7,8,8a-hexahydro-2H-cyclohepta[b]furan-2-one)
CAS: 26791-73-1
化学式: C15H18O3
| 中文名 | 苍耳亭 |
| 英文名 | (3aR,7S,8aS)-7-methyl-3-methylidene-6-[(1E)-3-oxobut-1-en-1-yl]-3,3a,4,7,8,8a-hexahydro-2H-cyclohepta[b]furan-2-one |
| 别名 | 苍耳亭 顺式苍耳亭 苍耳亭对照品 苍耳亭(反式) 苍耳亭(标准品) (3AR,7S,8AS)-7-甲基-3-亚甲基-6-((E)-3-氧代丁-1-烯-1-基)-3,3A,4,7,8,8A-六氢 2H-环庚并[B]呋喃-2-酮 |
| 英文别名 | xanthatin ( - ) - xanthatin (3aR)-3-Methylene-7β-methyl-6-(3-oxo-1-butenyl)-3,3aα,4,7,8,8aβ-hexahydro-2H-cyclohepta[b]furan-2-one (3aR)-3,3aα,4,7,8,8aβ-Hexahydro-7β-methyl-3-methylene-6-(3-oxo-1-butenyl)-2H-cyclohepta[b]furan-2-one (3aR,7S,8aS)-7-methyl-3-methylidene-6-[(E)-3-oxobut-1-enyl]-4,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-2-one 2H-Cyclohepta[b]furan-2-one,3,3a,4,7,8,8a-hexahydro-7-Methyl-3-Methylene-6-(3-oxo-1-buten-1-yl)-,(3aR,7S,8aS)- [3aR-(3aa,7b,8ab)]-3,3a,4,7,8,8a-Hexahydro-7-methyl-3-methylene-6-(3-oxo-1-butenyl)-2H-cyclohepta[b]furan-2-one (3aR,7S,8aS)-7-Methyl-3-methylene-6-((E)-3-oxobut-1-en-1-yl)-3,3a,4,7,8,8a-hexahydro-2H-cyclohepta[b]furan-2-one (3aR,7S,8aS)-7-Methyl-3-methylene-6-[(1Z)-3-oxobut-1-en-1-yl]-3,3a,4,7,8,8a-hexahydro-2H-cyclohepta[b]furan-2-one (3aR,7S,8aS)-7-methyl-3-methylidene-6-[(1Z)-3-oxobut-1-en-1-yl]-3,3a,4,7,8,8a-hexahydro-2H-cyclohepta[b]furan-2-one (3aR,7S,8aS)-7-methyl-3-methylidene-6-[(1E)-3-oxobut-1-en-1-yl]-3,3a,4,7,8,8a-hexahydro-2H-cyclohepta[b]furan-2-one 2H-Cyclohepta[b]furan-2-one, 3,3a,4,7,8,8a-hexahydro-7-methyl-3-methylene-6-[(1E)-3-oxo-1-buten-1-yl]-, (3aR,7S,8aS)- 2H-cyclohepta[b]furan-2-one, 3,3a,4,7,8,8a-hexahydro-7-methyl-3-methylene-6-[(1E)-3-oxo-1-buten-1-yl]-, (3aR,7S,8aS)- |
| CAS | 26791-73-1 |
| 化学式 | C15H18O3 |
| 分子量 | 246.3 |
| InChI | InChI=1/C15H18O3/c1-9-8-14-13(11(3)15(17)18-14)7-6-12(9)5-4-10(2)16/h4-6,9,13-14H,3,7-8H2,1-2H3/b5-4+/t9-,13+,14-/m0/s1 |
| 密度 | 1.10±0.1 g/cm3(Predicted) |
| 熔点 | 114.5-115° |
| 沸点 | 444.3±45.0 °C(Predicted) |
| 比旋光度 | D30 -20° (ethanol) |
| 闪点 | 199.2°C |
| 蒸汽压 | 4.33E-08mmHg at 25°C |
| 溶解度 | 溶于乙醚、丙酮、乙醇,微溶于热水,不溶于石油醚。 |
| 折射率 | 1.528 |
| 存储条件 | 2-8°C |
| 外观 | 白色晶体 |
| 物化性质 | 来源于菊科植物苍耳Xanthium sibiricum干燥成熟带总苞的果实 |
| MDL号 | MFCD17214852 |
| 体外研究 | Xanthatinis against T. b. brucei with anIC 50 value of 2.63 µg/mL and exhibits weak irreversible inhibition of parasite specific trypanothione reductase.Xanthatin (0-40 μM; 24 hours) has obscure inhibition effect on the proliferation of HUVEC in the absence of VEGF.Xanthatin (5-40 μM; 24 hours) inhibits breast cancer cell proliferation in a dose responsive manner. Xanthatin inhibits HCC1937, MDA-MB-415, SK-BR-3, MCF-7 and MDA-MB-231 with IC 50 values of 81 μM, 31 μM, 38 μM, 30 μM, and 17 μM, respectively.Xanthatin (0-10 μM; 24 hours) dose dependently suppresses the phosphorylation of STAT3 (Ser727), at the same time, it also results in a rapid dephosphorylation of down-stream kinases of STAT3, including PI3K and Akt, including PI3K (p-PI3K p85 tyr458 ) and Akt. Cell Proliferation Assay Cell Line: HUVEC cells Concentration: 0 μM, 5 μM, 10 μM, 15 μM, 20 μM, 30 μM, 40 μM Incubation Time: 24 hours Result: Inhibited cell growth from dose 10 μM in the presence of vEGF. Cell Viability Assay Cell Line: HCC1937, MDA-MB-415, SK-BR-3, MCF-7 and MDA-MB-231 cells Concentration: 5, 10, 15, 20, 30, and 40 μM Incubation Time: 24 hours Result: Inhibited breast cancer cell growth. Western Blot Analysis Cell Line: HUVEC cells Concentration: 0, 3, and 10 μM Incubation Time: 24 hours Result: Inhibited VEGFR2 downstream signaling pathways and blocked VEGF-induced STAT3 activation in HUVEC. |
| 体内研究 | Xanthatin (intragastric administration; 20 mg/kg; once daily; 25 days) leads to significant inhibition of tumor volume. And this compound is well-tolerated and exhibits no significant difference in weight compares to the vehicle group. Animal Model: Transplanted MDA-MB-231 cells into mice and constucted human breast cancer xenograft mouse model Dosage: 20 mg/kg; once daily; 25 days Administration: Intragastric administration Result: Supressed tumor growth and tumor angiogenesis in vivo. |
![(3AR,7S,8AS)-7-甲基-3-亚甲基-6-((E)-3-氧代丁-1-烯-1-基)-3,3A,4,7,8,8A-六氢 2H-环庚并[B]呋喃-2-酮](http://res.chembk.com/assets/images/structure/100692.jpg)
供应商列表
您刚刚浏览过
你知道吗？
微信搜索化工百科或扫描下方二维码，添加化工百科小程序，随时随地查信息！