膜质菊内酯 | 57377-32-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 中文名称: 膜质菊内酯
• 英文名称: Hymenoxon
• 英文别名: (1S,3R,7R,9R,10S,12R,14R)-12,14-dihydroxy-1,9-dimethyl-4-methylidene-6,13-dioxatricyclo[8.4.0.03,7]tetradecan-5-one
• CAS: 57377-32-9
• 化学式: C₁₅H₂₂O₅
• 分子量: 282.33
• InChiKey: PYINVOHSOZSEPB-DKGLCQEFSA-N

物化性质

• 沸点：
  289°C (estimate)
• 密度：
  1.0984 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

ADMET

代谢

巯基不是主要的反应位点。麦角新碱以葡萄糖苷酸形式通过尿液和胆汁排出。

THE SULFHYDRYL GROUP IS NOT THE PRIMARY REACTIVE SITE. HYMENOXON IS EXCRETED AS GLUCURONIDES VIA URINE AND BILE.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 副作用

神经毒素 - 其他中枢神经系统神经毒素 职业性肝毒素 - 继发性肝毒素：在职业环境中的毒性效应潜力基于人类摄入或动物实验的中毒案例。 皮肤致敏剂 - 可以诱导皮肤过敏反应的剂。

Neurotoxin - Other CNS neurotoxin Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation. Skin Sensitizer - An agent that can induce an allergic reaction in the skin.

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

毒理性

• 副作用

神经毒素 - 其他中枢神经系统神经毒素 职业性肝毒素 - 继发性肝毒素：在职业环境中的毒性效应潜力基于人类摄入或动物实验的中毒案例。 皮肤致敏剂 - 可以诱导皮肤过敏反应的剂。

Neurotoxin - Other CNS neurotoxin Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation. Skin Sensitizer - An agent that can induce an allergic reaction in the skin.

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

毒理性

• 解毒与急救

实验性治疗：通过饮食连续7天给予两种抗氧化剂丁基羟基茴香醚（BHA）、乙氧基喹（EQ）和DL-蛋氨酸，保护小鼠免受海门素急性毒性的侵害。

EXPTL THERAPY: ADMINISTRATION OF 2 ANTIOXIDANTS BUTYLATED HYDROXYANISOLE (BHA), ETHOXYQUIN (EQ) AND DL-METHIONINE WITH THE DIET FOR 7 DAYS PROTECTED MICE FROM ACUTE TOXICITY OF HYMENOXON.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

实验治疗：乙氧基喹（EQ）（每只羊每天2.5克，中毒前连续9天给药）对因苦草中毒的羊具有显著的解毒效果，但是丁基羟基茴香醚（BHA）的保护效果则不明显。在饲料中添加EQ的6只羊中，有5只在连续7天给予苦草（每天4克/千克或更高剂量）7剂后存活下来，而7只对照组中有5只死亡，7只饲料中添加了BHA的羊中有4只死亡。饲料中添加的EQ降低了血清碱性磷酸酶活性以及总蛋白、白蛋白和钙的浓度。看来，EQ是第一种具有现场应用潜力用于防治苦草中毒的保护剂。

EXPTL THERAPY: ANTIDOTAL EFFECTS OF ETHOXYQUIN (EQ) (2.5 G/SHEEP/DAY FOR 9 DAYS BEFORE POISONING) WERE SIGNIFICANT IN SHEEP POISONED WITH BITTERWEED, BUT THE PROTECTIVE EFFECTS OF BUTYLATED HYDROXYANISOLE (BHA) WERE INSIGNIFICANT. OF 6 SHEEP GIVEN EQ IN THE FEED, 5 SURVIVED 7 DOSES OF BITTERWEED (4 G/KG/DAY OR HIGHER FOR 7 DAYS), WHEREAS 5 OF 7 CONTROLS AND 4 OF 7 SHEEP GIVEN FEED WITH ADDED BHA DIED. THE ADDED EQ IN THE FEED DECREASED THE SERUM ALKALINE PHOSPHATASE ACTIVITY AND TOTAL PROTEIN, ALBUMIN, AND CALCIUM CONCENTRATIONS. SEEMINGLY, EQ IS THE FIRST PROTECTIVE AGENT WITH FIELD APPLICATION POTENTIAL FOR BITTERWEED TOXICITY.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

在氢化α-亚甲基-γ-内酯部分的外亚甲基部分后，HYMENOVIN对沙门氏菌TYPHIMURIUM TA100保持了41%的致突变活性，但在二乙基化双半缩醛部分后，活性降低了不到3%。显然，主要负责致突变性的反应点是双半缩醛部分，而不是α-亚甲基-γ-内酯部分。

HYMENOVIN RETAINED 41% OF ITS MUTAGENIC POTENCY TO SALMONELLA TYPHIMURIUM TA100 AFTER HYDROGENATION OF THE EXO-METHYLENE PORTION OF THE ALPHA-METHYLENE-GAMMA-LACTONE MOIETY, BUT LESS THAN 3% AFTER DIETHYLATION OF THE BISHEMIACETAL MOIETY. APPARENTLY, THE PRINCIPAL REACTIVE SITE RESPONSIBLE FOR THE MUTAGENICITY IS THE BISHEMIACETAL MOIETY AND NOT THE ALPHA-METHYLENE-GAMMA-LACTONE MOIETY.

来源:Hazardous Substances Data Bank (HSDB)

反应信息

• 作为反应物：
  描述：

  膜质菊内酯 、 乙酸酐 、 吡啶 生成 [(1S,3R,7R,9R,10S,12S,14S)-14-acetyloxy-1,9-dimethyl-4-methylidene-5-oxo-6,13-dioxatricyclo[8.4.0.03,7]tetradecan-12-yl] acetate
  参考文献：
  名称：

  GAO, FENG;WANG, HUIPING;MABRY, TOM J.;WATSON, WILLIAM H.;KASHYAP, RAM P., PHYTOCHEMISTRY, 29,(1990) N, C. 551-560

  摘要：

  DOI：

文献信息

• GAO, FENG;WANG, HUIPING;MABRY, TOM J.;WATSON, WILLIAM H.;KASHYAP, RAM P., PHYTOCHEMISTRY, 29,(1990) N, C. 551-560
  作者：GAO, FENG、WANG, HUIPING、MABRY, TOM J.、WATSON, WILLIAM H.、KASHYAP, RAM P.

  DOI：——

  日期：——