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甲基丙烯酸三丁基锡 | 2155-70-6

中文名称
甲基丙烯酸三丁基锡
中文别名
甲基丙烯酸三丁基锡英文名称:tributyl[(2-methyl-1-oxo-2-propenyl)oxy]-Stannane
英文名称
tributyltin methacrylate
英文别名
Tributylzinn-methacrylat;Tributyl tin methacrylate;2-methylprop-2-enoate;tributylstannanylium
甲基丙烯酸三丁基锡化学式
CAS
2155-70-6
化学式
C16H32O2Sn
mdl
——
分子量
375.139
InChiKey
LPUCKLOWOWADAC-UHFFFAOYSA-M
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

物化性质

  • 熔点:
    17-20°C
  • 沸点:
    138.5°C
  • 密度:
    1,565 g/cm3
  • 闪点:
    >76°C
  • 物理描述:
    Tributyltin methacrylate is a liquid. Irritates skin and eyes.
  • 溶解度:
    In water, 13 mg/L at 25 °C (est)
  • 蒸汽压力:
    2.25X10-4 mm Hg at 20 °C
  • 分解:
    When heated to decomposition it emits acrid smoke and irritating fumes.

计算性质

  • 辛醇/水分配系数(LogP):
    4.19
  • 重原子数:
    19
  • 可旋转键数:
    12
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    0.81
  • 拓扑面积:
    26.3
  • 氢给体数:
    0
  • 氢受体数:
    2

ADMET

代谢
/Tributyltin/ (TBT) 代谢也在低等生物中发生,但在哺乳动物中,尤其是在软体动物中,速度较慢。因此,生物积累的能力比哺乳动物大得多。/Tributyltin化合物/
/Tributyltin/ (TBT) metabolism also occurs in lower organisms, but it is slower, particularly in molluscs, than in mammals. The capacity for bioaccumulation is, therefore, much greater than in mammals. /Tributyltin compounds/
来源:Hazardous Substances Data Bank (HSDB)
代谢
三丁基锡衍生物的代谢在体外研究中已经得到了明确的证实。...使用大鼠肝微粒体在NADPH存在的情况下研究了三丁基锡(TBT)醋酸盐的可能代谢。他们证明了单加氧酶对主要碳-氢键(锡原子附近的α和β位置)的羟基化分别为24%(在α位置)和50%(在β位置)。羟基化的α代谢物不稳定,并迅速裂解形成二丁基衍生物,随后是1-丁醇,然后是丁烷。根据一项单独的研究,小鼠微粒体准备中也发生了相同类型的反应。/三丁基锡化合物/
Metabolism of tributyltin derivatives has been clearly demonstrated in in vitro studies. ...The possible metabolism of /tributyltin/ (TBT) acetate /was studied/ using rat hepatic microsomes in the presence of NADPH. They demonstrated hydroxylation by monooxygenases of the principal carbon-hydrogen bonds (alpha and beta to the tin atom) of 24% (at the alpha position) and 50% (at the beta position). The hydroxylated alpha metabolite is unstable and rapidly splits to form the dibutyl derivative, followed by 1-butanol and then butane. According to /a seperate study/, the same type of reaction occurs in microsome preparations from mice. /Tributyltin compounds/
来源:Hazardous Substances Data Bank (HSDB)
代谢
TBT(三丁基锡)在哺乳动物体内的代谢速度很快;在给予TBT后3小时内,血液中就可以检测到代谢物。在体外研究中,已经显示TBT是混合功能氧化酶的底物,但是这些酶会被非常高浓度的TBT所抑制。/三丁基锡化合物/
TBT metabolism in mammals is rapid; metabolites are detectable in blood within 3 hr of TBT administration. In in vitro studies, it has been shown that TBT is a substrate for mixed-function oxidases, but these enzymes are inhibited by very high concentrations of TBT. /Tributyltin compounds/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 致癌性证据
A4:无法归类为人类致癌物。/锡,有机化合物,如Sn/
A4: Not classifiable as a human carcinogen. /Tin, organic compounds, as Sn/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 毒性总结
识别和使用:三丁基锡化合物已被注册为软体动物杀虫剂,并用作船只、码头、浮标、蟹笼、渔网和笼子的防污剂;作为木材防腐剂;作为杀藻剂在石工上;作为消毒剂;以及作为冷却系统、电厂冷却塔、纸浆和造纸厂、啤酒厂、皮革加工和纺织厂的生物杀灭剂。人类暴露和毒性:在制造和配方三丁基锡化合物期间,工人的暴露后报告了皮肤和/或眼睛病变。直接接触皮肤后报告了严重的皮炎。吸入气溶胶会导致呼吸刺激。普通公众的暴露可能来自食物的污染,特别是鱼类和贝类,以及木材防腐剂的家用应用。动物研究:三丁基锡甲基丙烯酸酯具有高度的毒性,并且具有显著的累积性质。以其恶臭指数来判断,在大鼠中的阈值浓度为0.064 mg/L,这对应于水体的0.1 mg/L水平。与口服相比,三丁基锡化合物在静脉注射时表现出更大的致死潜力,可能是由于肠道吸收不完全。急性暴露的其他效果可能包括血液脂质水平、内分泌系统、肝脏和脾脏的改变,以及大脑发育的暂时性缺陷。只有引起明显母体毒性的实验动物才会出现致畸效应。因此,三丁基锡化合物的致畸潜力被认为是非常低的。在一项大鼠致癌性研究中,观察到在内分泌器官中以50 mg/kg饮食出现了肿瘤性变化。在0.5 mg/kg饮食中发现的垂体肿瘤被认为没有生物学意义,因为没有剂量-反应关系。这些肿瘤类型通常在高和可变的背景发病率中出现。根据全面的致突变性研究结果,三丁基锡化合物被认为没有致突变潜力。生态毒性研究:三丁基锡化合物抑制氧化磷酸化并改变线粒体的结构和功能。三丁基锡干扰牡蛎(Crassostrea物种)壳的钙化。三丁基锡已被证明能在雌性腹足类(stenoglossan)蜗牛和一种淡水腹足类(Prosobranchia)上产生雄性性特征的重叠。
IDENTIFICATION AND USE: Tributyltin compounds have been registered as molluscicides, and used as antifoulants on boats, ships, quays, buoys, crabpots, fish nets, and cages as wood preservatives; as slimicides on masonry; as disinfectants; and as biocides for cooling systems, power station cooling towers, pulp and paper mills, breweries, leather processing, and textile mills. HUMAN EXPOSURE AND TOXICITY: Skin and/or eye lesions have been reported after exposure of workers during the manufacturing and formulation of tributyltin compounds. Severe dermatitis has been reported after direct contact with the skin. Inhalation of aerosol leads to respiratory irritation. Exposure of the general public may come from the contamination of food, particularly fish and shellfish, and from the domestic application of wood preservatives. ANIMAL STUDIES: Tributyltin methacrylate is highly toxic and has pronounced cumulative properties. Its threshold concentration in rats, judging by its organoleptic index of noxiousness, amounts to 0.064 mg/L, which corresponds to a level of 0.1 mg/L in water bodies. Tributyltin compounds exhibit greater lethal potential when administered parenterally, as opposed to orally, probably due to only partial absorption from the gut. Other effects of acute exposure may include alterations in blood lipid levels, the endocrine system, liver, and spleen, and transient deficits in brain development. Teratogenic effects have only occurred in experimental animals that caused overt maternal toxicity. The teratogenic potential of tributyltin compounds is therefore, considered to be very low. One carcinogenicity study on rats has been reported in which neoplastic changes were observed in endocrine organs at 50 mg/kg diet. The pituitary tumors found at 0.5 mg/kg diet are considered as having no biological significance since there was no dose-response relationship. These tumor types appear usually at high and variable background incidences. Based on the results of comprehensive mutagenicity studies, tributyltin compounds are not considered to have mutagenic potential. ECOTOXICITY STUDIES: Tributyltin compounds inhibit oxidative phosphorylation and alter mitochondrial structure and function. Tributyltin interferes with calcification of the shell of oysters (Crassostrea species). Tributyltin has been shown to produce the superimposition of male sexual characteristics on female neogastropod (stenoglossan) snails and one freshwater gastropod (Prosobranchia).
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 解毒与急救
/SRP:/ 立即急救:确保已经进行了充分的中和。如果患者停止呼吸,请开始人工呼吸,最好使用需求阀复苏器、球囊阀面罩设备或口袋面罩,按训练操作。如有必要,执行心肺复苏。立即用缓慢流动的水冲洗受污染的眼睛。不要催吐。如果患者呕吐,让患者向前倾或将其置于左侧(如果可能的话,头部向下),以保持呼吸道畅通,防止吸入。保持患者安静,维持正常体温。寻求医疗帮助。 /毒物A和B/
/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 解毒与急救
/SRP:/ 基本治疗:建立专利气道(如有需要,使用口咽或鼻咽气道)。如有必要,进行吸痰。观察呼吸不足的迹象,如有需要,辅助通气。通过非循环呼吸面罩以10至15升/分钟的速度给予氧气。监测肺水肿,如有必要,进行治疗……。监测休克,如有必要,进行治疗……。预防癫痫发作,如有必要,进行治疗……。对于眼睛污染,立即用水冲洗眼睛。在运输过程中,用0.9%的生理盐水(NS)持续冲洗每只眼睛……。不要使用催吐剂。对于摄入,如果患者能吞咽、有强烈的干呕反射且不流口水,则用温水冲洗口腔,并给予5毫升/千克,最多200毫升的水进行稀释……。在去污后,用干燥的无菌敷料覆盖皮肤烧伤……。/毒药A和B/
/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 解毒与急救
/SRP:/ 高级治疗:对于昏迷、严重肺水肿或严重呼吸困难的病人,考虑进行口咽或鼻咽气管插管以控制气道。使用气囊面罩装置的正压通气技术可能有益。考虑使用药物治疗肺水肿……。对于严重的支气管痉挛,考虑给予β激动剂,如沙丁胺醇……。监测心率和必要时治疗心律失常……。开始静脉输注D5W TKO /SRP: "保持开放",最低流量/。如果出现低血容量的迹象,使用0.9%生理盐水(NS)或乳酸钠林格氏液(LR)。对于伴有低血容量迹象的低血压,谨慎给予液体。注意液体过载的迹象……。用地西泮或劳拉西泮治疗癫痫……。使用丙美卡因氢氯化物协助眼部冲洗……。/Poisons A and B/
/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W TKO /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
三丁基锡从肠道吸收(20-50%,取决于载体)和通过哺乳动物的皮肤吸收(大约10%)。
Tributyltin is absorbed from the gut (20-50% depending on the vehicle) and via the skin of mammals (approximately 10%).
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
Tributyltin 可以穿过血脑屏障,也可以从胎盘传递给胎儿。被吸收的物质会迅速且广泛地分布在各种组织中,主要是在肝脏和肾脏中,其次是脾脏、脂肪、肺、大脑和肌肉中。/Tributyltin 化合物/
Tributyltin can be transferred across the blood-brain barrier and from the placenta to the fetus. Absorbed material is rapidly and widely distributed amongst tissues principally liver and kidney and, to a lesser extent, in the spleen, fat, lungs, brain, and muscle. /Tributyltin compounds/
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
丁基锡的排泄是通过胆汁而不是尿液。/丁基锡化合物/
Excretion of tributyltin is via the bile rather than the urine. /Tributyltin compounds/
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
这些化合物在通过 parenterally(非口服途径,例如注射)给药时,与口服相比展现出更大的致命潜力,这可能是由于它们只能从肠道部分吸收。/三丁基锡化合物/
These compounds exhibit greater lethal potential when administered parenterally, as opposed to orally, probably due to only partial absorption from the gut. /Tributyltin compounds/
来源:Hazardous Substances Data Bank (HSDB)

安全信息

  • TSCA:
    Yes
  • 危险等级:
    3.1
  • 安全说明:
    S20/21,S36/37/39
  • 危险类别码:
    R23/24/25
  • 危险品运输编号:
    UN 2788
  • 海关编码:
    2916140000
  • 包装等级:
    II
  • 危险类别:
    3.1

SDS

SDS:2ea40bcae739c5ba9e99cd16fe433b4e
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反应信息

  • 作为反应物:
    描述:
    甲基丙烯酸三丁基锡甲基丙烯酸甲酯过氧化苯甲酰 为溶剂, 生成 Tributyl tin methacrylate methyl methacrylate
    参考文献:
    名称:
    Low leaching antifouling organometallic polyvinyls
    摘要:
    设计用于浸入含有污垢生物的水环境中的海洋结构,通过使用含有化学键合锡的有机锡聚合物来保护免受污垢的影响。该聚合物抑制结构暴露表面的污垢,同时通过减少有机锡化合物从聚合物中溶出对周围环境的不利影响,最小化对周围环境的不良影响。
    公开号:
    US04075319A1
  • 作为产物:
    描述:
    甲基丙烯酸三丁基氧化锡 为溶剂, 以78%的产率得到甲基丙烯酸三丁基锡
    参考文献:
    名称:
    Kochkin, D. A.; Azerbaev, I. Z., Vestnik Akademii Nauk Kazakhskoi SSR, 1966, vol. 22, p. 53 - 61
    摘要:
    DOI:
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文献信息

  • Non-polluting, antifouling composition and method
    申请人:The United States of America as represented by the Secretary of the Navy
    公开号:US03979354A1
    公开(公告)日:1976-09-07
    Objects which are designed to be submersed or submerged are rendered antiling by using an organotin polymer wherein the tin is chemically combined in or bonded to the polymer. The polymer inhibits fouling of the exposed surface of the object while minimizing the effect on the surrounding environment due to reduced leaching of the organometallic compound from the polymer.
    设计用于浸入或浸没的物体,通过使用有机锡聚合物使其具有抗污能力,其中锡在聚合物中被化学结合或粘合。该聚合物抑制了物体暴露表面的污垢,同时由于有机金属化合物从聚合物中渗出减少,使其对周围环境的影响最小化。
  • Antifouling paint comprising a copolymer containing organo tin salt and
    申请人:The International Paint Company Limited
    公开号:US04191579A1
    公开(公告)日:1980-03-04
    An antifouling paint for ships' hulls, comprising a film-forming copolymer and a pigment component, has the property that a rough film of the paint becomes smoother in relatively moving seawater. The film-forming copolymer contains from more than 50 up to 80 percent by weight of units of at least one triorganotin salt of an olefinically unsaturated carboxylic acid, the balance of the copolymer being units of at least one olefinically unsaturated comonomer. The pigment component comprises a metalliferous pigment capable of reacting with seawater to form a water-soluble metal compound and a pigment which does not react with or dissolve in seawater.
    一种用于船舶船身的防污漆,包括一种形成膜的共聚物和一种颜料成分,具有这样的特性:涂料的粗糙膜在相对运动的海水中变得更加光滑。形成膜的共聚物含有至少一种烯丙基不饱和羧酸三元有机锡盐单元的重量百分比超过50%至80%,余下的共聚物是至少一种烯丙基不饱和共聚物单元。颜料成分包括一种金属颜料,能够与海水反应形成水溶性金属化合物,以及一种不与海水反应或溶解的颜料。
  • Novel method for preparing organotin compounds
    申请人:M&T Chemicals Inc.
    公开号:US04058544A1
    公开(公告)日:1977-11-15
    Triorganotin derivatives of polymerizable ethylenically unsaturated carboxylic acids are prepared either in the presence or absence of solvent by reacting the acid or a suitable derivative thereof with a triorganotin hydroxide or a bis(triorganotin)oxide. Polymerization of the acid or the triorganotin derivative thereof is avoided by using a dehydrating agent to remove the water formed as a by-product of the reaction.
    聚合性乙烯基不饱和羧酸的三有机锡衍生物可以在有或无溶剂的情况下制备,方法是将该酸或其适当衍生物与三有机锡羟化物或双(三有机锡)氧化物反应。通过使用脱水剂去除作为反应副产物形成的水,可以避免酸或其三有机锡衍生物的聚合。
  • Radiation-sensitive polymer and radiation-sensitive composition
    申请人:Mitsubishi Denki Kabushiki Kaisha
    公开号:US05100762A1
    公开(公告)日:1992-03-31
    A radiation-sensitive polymer is capable of resistance to the dry etching when it is applied to form very fine patterns in VLSIs and other semiconductor devices, wherein the polymer is a radiation-sensitive polymer that contains at least one unit represented by the general formula (I): ##STR1## (where X is an alkyl group, a halogen atom or a halogenated alkyl group; R.sup.1 is an alkyl group, an alkoxy or an aryl group; R.sup.2 is carbon monoxide; M is Si, Ge, Sn, Ti, Mo or W; k is a number defined by the valence of (M minus 1); and l is zero or a positive integer), and which optionally contains at least one unit represented by the general formula (II): ##STR2## (where Y is an alkyl group, a halogen atom or a halogenated alkyl group; R.sup.3 is an alkyl group or an aryl group) and/or at least one unit represented by the general formula (III): --SO.sub.2 --R.sup.4 (III) (where R.sup.4 is a divalent alkyl or aryl group).
    一种辐射敏感的聚合物可以在制造VLSI和其他半导体器件中形成非常细的图案时,对干法蚀刻具有抗性。该聚合物是一种辐射敏感的聚合物,其中至少含有一个由通式(I)表示的单元:##STR1##(其中X是烷基,卤素原子或卤代烷基;R.sup.1是烷基,烷氧基或芳基;R.sup.2是一氧化碳;M是Si、Ge、Sn、Ti、Mo或W;k是由(M-1)的价定义的数字;和l为零或正整数),并且可选地含有至少一个由通式(II)表示的单元:##STR2##(其中Y为烷基,卤素原子或卤代烷基;R.sup.3是烷基或芳基)和/或至少一个由通式(III)表示的单元:--SO.sub.2 --R.sup.4(III)(其中R.sup.4是二价烷基或芳基)。
  • Montermoso, J. C.; Andrews, T. M.; Marinelli, L. P., Journal of Polymer Science, 1958, vol. 32, p. 523 - 525
    作者:Montermoso, J. C.、Andrews, T. M.、Marinelli, L. P.
    DOI:——
    日期:——
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同类化合物

(甲基3-(二甲基氨基)-2-苯基-2H-azirene-2-羧酸乙酯) (±)-盐酸氯吡格雷 (±)-丙酰肉碱氯化物 (d(CH2)51,Tyr(Me)2,Arg8)-血管加压素 (S)-(+)-α-氨基-4-羧基-2-甲基苯乙酸 (S)-阿拉考特盐酸盐 (S)-赖诺普利-d5钠 (S)-2-氨基-5-氧代己酸,氢溴酸盐 (S)-2-[3-[(1R,2R)-2-(二丙基氨基)环己基]硫脲基]-N-异丙基-3,3-二甲基丁酰胺 (S)-1-(4-氨基氧基乙酰胺基苄基)乙二胺四乙酸 (S)-1-[N-[3-苯基-1-[(苯基甲氧基)羰基]丙基]-L-丙氨酰基]-L-脯氨酸 (R)-乙基N-甲酰基-N-(1-苯乙基)甘氨酸 (R)-丙酰肉碱-d3氯化物 (R)-4-N-Cbz-哌嗪-2-甲酸甲酯 (R)-3-氨基-2-苄基丙酸盐酸盐 (R)-1-(3-溴-2-甲基-1-氧丙基)-L-脯氨酸 (N-[(苄氧基)羰基]丙氨酰-N〜5〜-(diaminomethylidene)鸟氨酸) (6-氯-2-吲哚基甲基)乙酰氨基丙二酸二乙酯 (4R)-N-亚硝基噻唑烷-4-羧酸 (3R)-1-噻-4-氮杂螺[4.4]壬烷-3-羧酸 (3-硝基-1H-1,2,4-三唑-1-基)乙酸乙酯 (2S,3S,5S)-2-氨基-3-羟基-1,6-二苯己烷-5-N-氨基甲酰基-L-缬氨酸 (2S,3S)-3-((S)-1-((1-(4-氟苯基)-1H-1,2,3-三唑-4-基)-甲基氨基)-1-氧-3-(噻唑-4-基)丙-2-基氨基甲酰基)-环氧乙烷-2-羧酸 (2S)-2,6-二氨基-N-[4-(5-氟-1,3-苯并噻唑-2-基)-2-甲基苯基]己酰胺二盐酸盐 (2S)-2-氨基-3-甲基-N-2-吡啶基丁酰胺 (2S)-2-氨基-3,3-二甲基-N-(苯基甲基)丁酰胺, (2S,4R)-1-((S)-2-氨基-3,3-二甲基丁酰基)-4-羟基-N-(4-(4-甲基噻唑-5-基)苄基)吡咯烷-2-甲酰胺盐酸盐 (2R,3'S)苯那普利叔丁基酯d5 (2R)-2-氨基-3,3-二甲基-N-(苯甲基)丁酰胺 (2-氯丙烯基)草酰氯 (1S,3S,5S)-2-Boc-2-氮杂双环[3.1.0]己烷-3-羧酸 (1R,4R,5S,6R)-4-氨基-2-氧杂双环[3.1.0]己烷-4,6-二羧酸 齐特巴坦 齐德巴坦钠盐 齐墩果-12-烯-28-酸,2,3-二羟基-,苯基甲基酯,(2a,3a)- 齐墩果-12-烯-28-酸,2,3-二羟基-,羧基甲基酯,(2a,3b)-(9CI) 黄酮-8-乙酸二甲氨基乙基酯 黄荧菌素 黄体生成激素释放激素 (1-5) 酰肼 黄体瑞林 麦醇溶蛋白 麦角硫因 麦芽聚糖六乙酸酯 麦根酸 麦撒奎 鹅膏氨酸 鹅膏氨酸 鸦胆子酸A甲酯 鸦胆子酸A 鸟氨酸缩合物