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Haemanthamine

Alkaloids Isoquinoline Alkaloids
    级别和纯度:
  • ≥96%
  • CAS编号: 466-75-1
  • 分子式: C17H19NO4
  • 分子量: 301.34
  • PubChem编号: 441593
有货

库存信息

关闭
货号 (SKU) 包装规格 是否现货 价格 数量
H649336-1mg
1mg 期货 Stock Image

基本描述

别名 红花胺
英文别名 VBL6HZX2ZB | 3-Epicrinamine | 3-epi-Crinamine | SCHEMBL19915195 | NSC403140 | NSC-403140 | BDBM50221069 | 4a.beta.,11b.alpha.-Crinan-12-ol, 1,2-didehydro-3.beta.-methoxy-, (12R)- | XH175863 | Natalensine (+)-Haemanthamine | Hemeanthamin | Crinan-11-ol, 1,
规格或纯度 ≥96%
英文名称 Haemanthamine
生化机理 Haemanthamine 是一种从金丝桃科植物中分离出来的松脂类生物碱,具有很强的抗癌活性。海曼他敏靶向核糖体,在翻译的延伸阶段抑制蛋白质的生物合成。海曼他敏具有促进细胞凋亡的作用。
储存温度 -20°C储存
运输条件 超低温冰袋运输
作用类型 抑制剂
产品介绍


Haemanthamine is a crinine-type alkaloid isolated from the Amaryllidaceae plants with potent anticancer activity. Haemanthamine targets ribosomal that inhibits protein biosynthesis during the elongation stage of translation. Haemanthamine has pro- apoptotic , antioxidant, antiviral, antimalarial and anticonvulsant activities.

In Vitro

Haemanthamine (1-100 µM; 24-48 hours; A2780 cells) treatment shows a time- and dose-dependent decrease in cell viability. Haemanthamine (10 µM; 24-72 hours; A2780 cells) treatment leads to a significant inhibition of A2780 cell proliferation. Haemanthamine binds at the A-site cleft of the peptidyl transferase center on the large ribosomal subunit, creating unique molecular interactions with the 25S rRNA. Haemanthamine has a highly specific inhibitory effect on pre-rRNA processing, leading to the activation of a p53-dependent antitumoral surveillance pathway known as nucleolar stress. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Viability AssayCell Line: A2780 ovarian cancer cells Concentration: 1 µM, 10 µM, 50 µM, 100 µM Incubation Time: 24 hours, 48 hours Result: Showed a time- and dose-dependent decrease in cell viability. Cell Proliferation AssayCell Line: A2780 ovarian cancer cells Concentration: 10 µM Incubation Time: 24 hours, 48 hours, 72 hours Result: Led to a significant inhibition of A2780 cell proliferation.

In Vivo

A pharmacokinetic study of Haemanthamine in rats shows a rapid distribution phase of 30 min, a half-life of 70.4 min, and a major clearance through renal elimination. The high distribution volume of 13.7 L/kg suggests a high intracellular penetration, and its plasmatic concentration remains higher than 1 μM for at least 1 hr after a single 10-mg/kg administration . MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

纯度 ≥96%

关联靶点(人)

ACHE Tclin Acetylcholinesterase (18204 活性数据)
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BCHE Tclin Butyrylcholinesterase (7174 活性数据)
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ACHN (49357 活性数据)
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AGS (1999 活性数据)
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CAKI-1 (44928 活性数据)
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CCRF-CEM (65223 活性数据)
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DLD-1 (17511 活性数据)
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HL-60 (67320 活性数据)
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HT-29 (80576 活性数据)
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K562 (73714 活性数据)
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KM12 (47707 活性数据)
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M14 (47487 活性数据)
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MCF7 (126967 活性数据)
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MOLT-4 (49676 活性数据)
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NHDF (1164 活性数据)
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OVCAR-3 (48710 活性数据)
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OVCAR-4 (44535 活性数据)
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OVCAR-5 (45555 活性数据)
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OVCAR-8 (47708 活性数据)
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PANC-1 (6144 活性数据)
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RPMI-8226 (44974 活性数据)
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RXF 393 (41971 活性数据)
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SAOS-2 (672 活性数据)
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SF-295 (48000 活性数据)
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SK-BR-3 (5175 活性数据)
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SK-MEL-2 (46422 活性数据)
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SK-MEL-28 (48833 活性数据)
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SK-MEL-5 (47095 活性数据)
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SK-OV-3 (52876 活性数据)
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SN12C (47755 活性数据)
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SNB-19 (46794 活性数据)
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SNB-78 (14240 活性数据)
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SW480 (6023 活性数据)
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TK-10 (45540 活性数据)
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U-251 (51189 活性数据)
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UACC-257 (46019 活性数据)
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UACC-62 (47335 活性数据)
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UO-31 (46270 活性数据)
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XF498 (12972 活性数据)
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786-0 (47912 活性数据)
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A549 (127892 活性数据)
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EKVX (44102 活性数据)
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NCI-H1299 (3248 活性数据)
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NCI-H322M (45589 活性数据)
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HCC 2998 (41480 活性数据)
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HOP-18 (11577 活性数据)
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HOP-92 (41141 活性数据)
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HepG2 (196354 活性数据)
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NCI-H460 (60772 活性数据)
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A2780 (11979 活性数据)
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关联靶点(其它种属)

Entamoeba histolytica (2676 活性数据)
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Plasmodium falciparum (966862 活性数据)
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Leishmania donovani (89745 活性数据)
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Trypanosoma cruzi (99888 活性数据)
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Trypanosoma brucei rhodesiense (7991 活性数据)
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作用机制

作用机制 Action Type target ID Target Name Target Type Target Organism Binding Site Name 参考文献

名称和识别符

分子类型 小分子
IIUPAC Name (1S,13S,15S,18R)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-ol
INCHI 1S/C17H19NO4/c1-20-11-2-3-17-12-6-14-13(21-9-22-14)4-10(12)7-18(8-16(17)19)15(17)5-11/h2-4,6,11,15-16,19H,5,7-9H2,1H3/t11-,15+,16+,17+/m1/s1
InChi Key YGPRSGKVLATIHT-HSHDSVGOSA-N
Smiles COC1CC2C3(C=C1)C(CN2CC4=CC5=C(C=C34)OCO5)O
Isomeric SMILES CO[C@H]1C[C@H]2[C@@]3(C=C1)[C@H](CN2CC4=CC5=C(C=C34)OCO5)O
关联CAS 466-75-1
PubChem CID 441593
NSC Number 403140
MeSH Entry Terms haemanthamine;hemanthamine
分子量 301.34

化学和物理性质

溶解性 DMSO : 100 mg/mL (331.85 mM; Need ultrasonic)
分子量 301.340 g/mol
XLogP3 1.300
氢键供体数Hydrogen Bond Donor Count 1
氢键受体数Hydrogen Bond Acceptor Count 5
可旋转键计数Rotatable Bond Count 1
精确质量Exact Mass 301.131 Da
单同位素质量Monoisotopic Mass 301.131 Da
拓扑极表面积Topological Polar Surface Area 51.200 Ų
重原子数Heavy Atom Count 22
形式电荷Formal Charge 0
复杂度Complexity 497.000
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 4
未定义的原子立体中心计数Undefined Atom Stereocenter Count 0
定义的键立体中心计数Defined Bond Stereocenter Count 0
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 0
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性(GHS)

质检证书(CoA,COO,BSE/TSE 和分析图谱)

C of A & Other Certificates(BSE/TSE, COO):
输入批号以搜索分析图谱:

溶液计算器