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Merck

T2909

Sigma-Aldrich

番茄素 盐酸盐

≥85%

别名:

3β-Hydroxy-5α-tomatidane 盐酸盐, 5α-Tomatidan-3β-ol 盐酸盐

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About This Item

经验公式(希尔记法):
C27H45NO2 · HCl
CAS号:
分子量:
452.11
Beilstein:
3920740
MDL號碼:
分類程式碼代碼:
41116107
PubChem物質ID:
NACRES:
NA.77

化驗

≥85%

儲存溫度

2-8°C

SMILES 字串

Cl[H].[H][C@@]12CC[C@]3([H])[C@]([H])(CC[C@@]4(C)[C@@]3([H])C[C@]5([H])O[C@]6(CC[C@H](C)CN6)[C@@H](C)[C@]45[H])[C@@]1(C)CC[C@H](O)C2

InChI

1S/C27H45NO2.ClH/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4;/h16-24,28-29H,5-15H2,1-4H3;1H/t16-,17-,18-,19-,20+,21-,22-,23-,24-,25-,26-,27+;/m0./s1

InChI 密鑰

SXXHVPYRDFJKPG-XRWUXUKGSA-N

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一般說明

番茄碱是一种糖苷生物碱,也是西红柿苷元的代谢产物,在未成熟的西红柿中含量很高。

應用

盐酸托马替定已用于:
  • 通过细胞增殖和流式细胞术测定评价其对鼻咽癌的作用、
  • 在肝细胞癌细胞系中进行hedgehog信号传递的非特异性抑制中用作阴性对照品、
  • 在胰腺癌细胞细胞生长试验和表达研究用作对照品

生化/生理作用

有效抑制金黄色葡萄球菌 小菌落变体,典型表现为囊性纤维化并发症,对正常 金黄色葡萄球菌 菌株几乎无影响。还通过间接抑制 iNOS 和 COX-2 途径显示抗炎活性。
番茄碱诱导抗氧化核因子 E2 相关因子 2(Nrf2)和线粒体自噬,有利于延缓线虫的衰老过程。它是一种肌肉萎缩抑制剂,通过激活哺乳动物雷帕霉素靶蛋白络合物 1(mTORC1)促进肌肉的合成代谢。可能对治疗骨骼肌萎缩有用。

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Acute Tox. 4 Oral

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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Masaru Nakayasu et al.
Plant & cell physiology, 61(1), 21-28 (2019-12-10)
Tomato plants (Solanum lycopersicum) contain steroidal glycoalkaloid α-tomatine, which functions as a chemical barrier to pathogens and predators. α-Tomatine accumulates in all tissues and at particularly high levels in leaves and immature green fruits. The compound is toxic and causes
Juliet Ochola et al.
Frontiers in plant science, 11, 649-649 (2020-06-27)
Potato (Solanum tuberosum) is a widely consumed staple food crop worldwide whose production is threatened by potato cyst nematodes (PCN). To infect a host, PCN eggs first need to be stimulated to hatch by chemical components in the host root
Activation of the hedgehog pathway in human hepatocellular carcinomas
Huang S, et al.
Carcinogenesis, 27(7), 1334-1340 (2006)
Jessica L Cooperstone et al.
Scientific reports, 7(1), 5106-5106 (2017-07-13)
Prolonged tomato consumption can mitigate ultraviolet (UV) light induced sunburn via unknown mechanisms. Dietary carotenoids distributed to skin are hypothesized to protect skin against UV-induced damage, although other phytochemicals may play a role. We hypothesize that tomato consumption would protect
Maxime Lamontagne Boulet et al.
Antimicrobial agents and chemotherapy, 62(6) (2018-04-04)
Methicillin-resistant Staphylococcus aureus (MRSA) is a leading cause of deadly hospital-acquired infections. The discovery of anti-Staphylococcus antibiotics and new classes of drugs not susceptible to the mechanisms of resistance shared among bacteria is imperative. We recently showed that tomatidine (TO)

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