(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• 化学式: C₅₀H₈₃NO₂₁
• 分子量: 1034.2
• InChiKey: REJLGAUYTKNVJM-GYPWPFDFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  72
• 可旋转键数：
  11
• 环数：
  10.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  338
• 氢给体数：
  13
• 氢受体数：
  22

ADMET

毒理性

• 相互作用

番茄碱减少了10-4摩尔吲哚-3-醋酸增强的生长。

TOMATINE REDUCED THE GROWTH ENHANCED BY 10-4 MOLAR INDOLE-3-ACETIC ACID.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

番茄碱的刺激性特性已经在兔子上通过将5%的软膏涂抹在眼睛上进行评估。事实证明它具有刺激性，并且反复应用尤其影响眼睑的结膜，使眼睑出现水肿。然而，停止暴露后几天，眼睛完全恢复正常。

...IRRITANT PROPERTIES /OF TOMATINE/ HAVE BEEN EVALUATED IN RABBITS BY APPLYING A 5% OINTMENT TO THE EYE. IT PROVED TO BE IRRITATING, AND ON REPEATED APPLICATION AFFECTED PARTICULARLY THE CONJUNCTIVA OF THE LIDS, MAKING THE LIDS EDEMATOUS. HOWEVER, THE EYES RECOVERED COMPLETELY A FEW DAYS AFTER EXPOSURE WAS DISCONTINUED.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

番茄碱与胆固醇在大鼠肠道内形成了复合物。膳食中添加1%的番茄碱降低了肝脏对膳食胆固醇的摄取，并增加了肝脏和肠道胆固醇合成速率以及甾醇排泄，而不影响胆汁酸分泌。

TOMATINE FORMED A COMPLEX WITH CHOLESTEROL IN VIVO IN RAT INTESTINE. TOMATINE (1% IN DIET) DECREASED THE UPTAKE OF DIETARY CHOLESTEROL BY THE LIVERS AND INCREASED THE RATES OF HEPATIC AND INTESTINAL CHOLESTEROL SYNTHESIS AND THE STEROL EXCRETION WITHOUT AFFECTING THE BILE ACID SECRETION.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

在向跳动的心脏细胞培养液中添加番茄碱（40微克/毫升）后，细胞在几分钟内停止跳动。在20微克/毫升的浓度下，番茄碱显著增加了收缩频率，持续至少2小时。

AFTER ADDITION OF TOMATINE (40 MUG/ML) TO THE BEATING HEART CELL CULTURE MEDIUM, THE CELLS CEASED BEATING WITHIN A FEW MINUTES. AT A CONCENTRATION OF 20 MUG/ML, TOMATINE CAUSED A PRONOUNCED INCREASE OF THE CONTRACTION FREQUENCY, LASTING FOR AT LEAST 2 HOURS.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

α-番茄碱没有抑制从孤立绿豆芽中提取的线粒体的呼吸作用，但是逐渐抑制了绿豆芽本身的呼吸作用。在浓度为10^-5摩尔，pH值为8，以及在25°C的孵化温度下，α-番茄碱抑制了菠菜叶绿体的光系统II。

ALPHA-TOMATINE DID NOT INHIBIT RESPIRATION BY MITOCHONDRIA FROM ISOLATED MUNG BEAN SHOOTS, BUT GRADUALLY INHIBITED RESPIRATION BY THE SHOOTS THEMSELVES. PHOTOSYSTEM II OF SPINACH CHLOROPLASTS WAS INHIBITED BY ALPHA-TOMATINE AT A CONCENTRATION OF 10-5 MOLAR, PH 8, AND AN INCUBATION TEMPERATURE OF 25 °C.

来源:Hazardous Substances Data Bank (HSDB)