470-17-7
基本信息
ISOALANTOACTONE
ISOALANTOLACTONE
ISOHELENIN
11(13)-dien-12-oicacid,8-beta-hydroxy-eudesma-4(14gamma-lactone
methyl-3,5-bis(methylene)-,(3aR,4aS,8aR,9aR)-
Naphtho[2,3-b]furan-2(3H)-one,decahydro-8a-
(3aR)-3aα,4,4aα,5,6,7,8,8a,9,9aα-Decahydro-3,5-bismethylene-8aβ-methylnaphtho[2,3-b]furan-2(3H)-one
(3aR,4aα,9aα)-3a,4,4a,5,6,7,8,8a,9,9a-Decahydro-8aβ-methyl-3,5-bis(methylene)naphtho[2,3-b]furan-2(3H)-one
物理化学性质
| 外观性状 | 棱柱形结晶（稀乙醇），熔点112℃（115℃），溶于乙醇、乙醚、苯和氯仿，微溶于石油英，不溶于水。 |
| 熔点 | 115℃ |
| 沸点 | 364.9±42.0 °C(Predicted) |
| 密度 | 1.07±0.1 g/cm3(Predicted) |
| 储存条件 | Sealed in dry,2-8°C |
| 溶解度 | 可溶于DMSO（高达50mg/ml）或乙醇（30mg/ml） |
| 形态 | 固体 |
| 颜色 | 白色 |
| 稳定性 | 自购买之日起 1 年内保持稳定。 DMSO 或乙醇溶液可在 -20°C 下保存长达 1 个月。 |
| InChI | InChI=1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h11-13H,1-2,4-8H2,3H3/t11-,12+,13-,15-/m1/s1 |
| InChIKey | CVUANYCQTOGILD-QVHKTLOISA-N |
| SMILES | O1C(=O)C(=C)[C@@]2([H])C[C@]3([H])[C@@](C)(C[C@@]12[H])CCCC3=C |
| LogP | 3.420 |
| CAS 数据库 | 470-17-7(CAS DataBase Reference) |
| NIST化学物质信息 | Naphtho(2,3-b)furan-2(3h)-one, decahydro-8a-methyl-3,5-bis(methylene)-, (3ar-(3a«alpha»,4a«alpha»,8a«beta»,9a«alpha»))-(470-17-7) |
安全数据
| 危险性符号(GHS) |  GHS07 |
| 警示词 | 警告 |
| 危险性描述 | H317 |
| 防范说明 | P261-P272-P280-P302+P352-P333+P313-P321-P363-P501 |
| 危险品标志 | Xn |
| 危险类别码 | 40 |
| 安全说明 | 22-36 |
| 海关编码 | 29322090 |
应用领域
常见问题列表
异土木香内酯是一种烷化剂，用作细胞凋亡 (apoptosis) 诱导剂。
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Human Endogenous Metabolite
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Isoalantolactone exhibits good cytotoxic activity against the K562 human leukaemia cell line (IC 50 =1.2 μM) . The cytotoxic effect of Isoalantolactone on pancreatic carcinoma is evaluated using PANC-1, BxPC3 and HPAC cell lines. Treatment with Isoalantolactone for 24 h inhibits PANC-1 cell growth in a dose-dependent manner. The inhibition rate is above 90% at 80 µM and the concentration to achieve 50% growth inhibition (IC 50 ) is 40 µM. A similar trend in loss of cell viability is observed in BxPC3 and HPAC cells on Isoalantolactone treatment with IC 50 values 43 and 48 µM respectively. Pretreatment with 3 mM N-Acetyl Cysteine (NAC), a specific ROS scavenger, restores the viability of cells indicating that Isoalantolactone exerts cytotoxic effect on cell viability through ROS generation.
The acute and chronic toxic effects of Isoalantolactone in CD1 mice are assessed by measuring the changes in body weight, blood biochemistry and histopathology of liver and kidneys in comparison with control groups. Isoalantolactone is well tolerated by mice and no mortality or any sign of pharmacotoxicity are found at a dose of 100 mg/kg during both experimental periods (7 & 30 days). Body weight gains and food consumption are comparable for control and treated mice during both experimental periods and there were no drug-related changes in histopathological and blood biochemistry parameters. The histopathological changes in liver and kidneys are assessed using hematoxylin and eosin staining and correlated with liver and renal function biomarkers. No obvious morphological changes are observed in liver and kidney structures of control and treatment groups. There is a slight increase in serum alanine aminotransferase (ALT) and aspartate aminotransferase (AST) level of treatment group at dose day 7 but this increase is not significantly different (P<0.05) from control group. A significant increase in total bilirubin (TBIL) concentration is found in treatment group (1.43±0.26 vs 0.76±0.12 in control, P<0.05) at dose day 7. Similarly the changes in renal function biomarkers are not significantly different (P<0.05) in the serum of control and treatment groups at dose day 7. The concentration of creatinine (Cr) slightly increases whereas concentration of blood urea nitrogen (BUN) slightly decreases in treatment group. The serum level of AST, ALT, TBIL and BUN slightly decreases when mice are injected with Isoalantolactone at a dose of 100 mg/kg for 30 days.