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Luteoskyrin | 21884-44-6

中文名称
——
中文别名
——
英文名称
Luteoskyrin
英文别名
5,8,10,14,20,23,25,28-octahydroxy-6,21-dimethyloctacyclo[14.11.1.02,11.02,15.04,9.013,17.017,26.019,24]octacosa-4,6,8,10,19,21,23,25-octaene-3,12,18,27-tetrone
Luteoskyrin化学式
CAS
21884-44-6
化学式
C30H22O12
mdl
——
分子量
574.5
InChiKey
FAZDYVMEXQHRLI-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    1.3
  • 重原子数:
    42
  • 可旋转键数:
    0
  • 环数:
    8.0
  • sp3杂化的碳原子比例:
    0.33
  • 拓扑面积:
    230
  • 氢给体数:
    8
  • 氢受体数:
    12

ADMET

代谢
Luteoskyrin在肝脏中选择性积累,少量分布到血清和肾脏。在肝脏中,它通过依赖于NADPH的细胞色素还原酶被还原为其半醌自由基。
Luteoskyrin accumulates selectively in the liver, with minor distribution to the serum and kidneys. In the liver it is reduced to its semiquinone radical by NADPH-dependent cytochrome reductases. (A3070,A3071)
来源:Toxin and Toxin Target Database (T3DB)
毒理性
  • 毒性总结
Luteoskyrin 对肝脏有毒。人们认为这是由于它在肝脏中被 NADPH 依赖性细胞色素还原酶催化代谢还原为半醌自由基,导致在氧化还原系统中产生活性氧种。这会引起脂质过氧化、肝细胞膜损伤和血清转氨酶活性升高,从而导致肝脏损伤。Luteoskyrin 还具有肝致癌性,可能是由于其能诱导 DNA 断裂的能力。它能够与 DNA 结合,与核酸和选择的金属离子形成螯合物。Luteoskyrin 抑制 DNA 的复制、转录和修复,这至少部分是因为它抑制了 RNA 聚合酶和核糖核酸酶 H。(A2955, A3042, A3070, A3071, A3072)
Luteoskyrin is hepatotoxic. It is thought that this is a result of its metabolic reduction to the semiquinone radical catalyzed by NADPH-dependent cytochrome reductases in the liver, leading to the generation of active oxygen species in redox systems. This causes the induction of lipid peroxidation, hepatocellular membrane damage, and elevation of serum transaminase activities, resultin in liver injuries. Luteoskyrin is also hepatocarcinogenic, possibly a result of its ability to induce DNA fragmentation. It is able to bind to DNA, forming chelate-complexes with nucleic acids and select metal ions. Luteoskyrin inhibits the replication, transcription and repair of DNA, which is at least partially because it inhibits RNA polymerase and ribonuclease H. (A2955, A3042, A3070, A3071, A3072)
来源:Toxin and Toxin Target Database (T3DB)
毒理性
  • 致癌性证据
没有关于人类的数据。动物致癌性的证据有限。总体评估:第3组:该物质对人类致癌性无法分类。
No data are available in humans. Limited evidence of carcinogenicity in animals. OVERALL EVALUATION: Group 3: The agent is not classifiable as to its carcinogenicity to humans.
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 致癌物分类
国际癌症研究机构致癌剂:杂色曲霉素
IARC Carcinogenic Agent:Luteoskyrin
来源:International Agency for Research on Cancer (IARC)
毒理性
  • 致癌物分类
国际癌症研究机构(IARC)致癌物分类:第3组:无法归类其对人类致癌性
IARC Carcinogenic Classes:Group 3: Not classifiable as to its carcinogenicity to humans
来源:International Agency for Research on Cancer (IARC)
毒理性
  • 致癌物分类
国际癌症研究机构专著:第10卷:(1976年)一些天然存在的物质
IARC Monographs:Volume 10: (1976) Some Naturally Occurring Substances
来源:International Agency for Research on Cancer (IARC)
吸收、分配和排泄
...缓慢吸收后跟随其SC(每日注射3次,每次5微克/克)或口服给药(每次9微克/动物)/(3)H-紫堇辛素/。与其它器官相比,肝脏中的放射性物质含量极高...紫堇辛素通过胆汁和肾脏排出,通过化学鉴定在粪便和尿液中发现了紫堇辛素。
...IS ABSORBED SLOWLY FOLLOWING ITS SC (3 DAILY INJECTIONS OF 5 UG/G) OR ORAL ADMIN (9 UG/ANIMAL) /OF (3)H-LUTEOSKYRIN/. RADIOACTIVITY WAS EXTREMELY HIGH IN THE LIVER WHEN COMPARED WITH THAT IN OTHER ORGANS... LUTEOSKYRIN WAS EXCRETED VIA THE BILE AND KIDNEYS, AS SHOWN BY CHEMICAL IDENTIFICATION OF LUTEOSKYRIN IN THE FECES AND URINE.
来源:Hazardous Substances Data Bank (HSDB)