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Merck
CN

SMB00586

Sigma-Aldrich

印苦楝内酯

from Azadirachta indica, ≥98%

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别名:
NSC-309909
经验公式(希尔记法):
C27H30O7
CAS号:
分子量:
466.52
UNSPSC代码:
12352205
PubChem化学物质编号:
NACRES:
NA.25

质量水平

检测方案

≥98%

形式

powder

应用

metabolomics
vitamins, nutraceuticals, and natural products

储存温度

−20°C

SMILES字符串

[H][C@@]12C[C@@H](C3=COC=C3)C(C)=C1[C@]([C@H](CC(OC)=O)[C@](C(C=C[C@]45C)=O)(C)[C@@]4([H])[C@@]6([H])OC5=O)(C)[C@]6([H])O2

InChI

1S/C27H30O7/c1-13-15(14-7-9-32-12-14)10-16-20(13)27(4)17(11-19(29)31-5)26(3)18(28)6-8-25(2)22(26)21(23(27)33-16)34-24(25)30/h6-9,12,15-17,21-23H,10-11H2,1-5H3/t15-,16-,17-,21-,22+,23-,25-,26+,27-/m1/s1

InChI key

JZIQWNPPBKFOPT-LSYMHUITSA-N

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一般描述

印苦楝内酯是一种具有 α,β-不饱和酮系统和 δ-内酯环的柠檬苦素类四降三萜化合物。它通常从 印苦楝树 (Neem)中分离出来。

应用

印苦楝内酯已被用作抗癌剂,研究其对人膀胱癌细胞系(EJ和5637)增殖、迁移和侵袭的影响。它还被用作靶向RNF114和捕获PARP1抑制剂(PARPi)和PARylation依赖性DNA修复因子的治疗方法。

生化/生理作用

印苦楝内酯具有抗疟疾、抗菌和抗癌活性。它已被证明可诱导骨肉瘤细胞凋亡,并通过调节整合素 αvβ5 的表达来抑制这些细胞的细胞迁移。 在人肾癌细胞中,印苦楝内酯诱导细胞周期停滞、DNA损伤和凋亡。已经证明它调节胰腺癌中的自噬和凋亡。

象形图

Exclamation mark

警示用语:

Warning

危险声明

预防措施声明

危险分类

Acute Tox. 4 Oral

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Nimbolide inhibits pancreatic cancer growth and metastasis through ROS-mediated apoptosis and inhibition of epithelial-to-mesenchymal transition.
Subramani R, et al.
Scientific Reports, 6, 19819-19819 (2016)
Panawan Suttiarporn et al.
Molecules (Basel, Switzerland), 25(12) (2020-07-01)
Nimbolide, a limonoid present in leaves of the neem tree (Azadirachta indica), is an anticancer compound against a panel of human cancer cell lines. The rapid process of extraction and purification of the nimbolide from the leaves of neem tree
Seung-Shick Shin et al.
Evidence-based complementary and alternative medicine : eCAM, 2019, 3753587-3753587 (2019-08-09)
Nimbolide, an active chemical constituent of Azadirachta indica, reportedly has several physiological effects. Here, we assessed novel anticancer effects of nimbolide against bladder cancer EJ and 5637 cells. Nimbolide treatment inhibited the proliferation of both bladder cancer cell lines with
Nimbolide Targets RNF114 to Induce the Trapping of PARP1 and Poly-ADP-Ribosylation-Dependent DNA Repair Factors
Li Peng et al.,
bioRxiv : the preprint server for biology (2022)
Molay Kumar Roy et al.
Phytotherapy research : PTR, 21(3), 245-250 (2006-12-14)
Nimbolide, a triterpenoid extracted from the flowers of the neem tree (Azadirachta indica), was found to have antiproliferative activity against some cancer cell lines. Treatment of cells with 0.5-5.0 microm concentrations of nimbolide resulted in moderate to very strong growth

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