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Merck
CN

SMB00586

印苦楝内酯

from Azadirachta indica, ≥98%

别名:

NSC-309909

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关于此项目

经验公式(希尔记法):
C27H30O7
化学文摘社编号:
分子量:
466.52
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25
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SMILES string

[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

assay

≥98%

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

Quality Level

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General description

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。

Application

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。

Biochem/physiol Actions

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。

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

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)
Yi-Hsien Hsieh et al.
Tumour biology : the journal of the International Society for Oncodevelopmental Biology and Medicine, 36(10), 7539-7547 (2015-04-29)
Nimbolide is a tetranortriterpenoid isolated from the leaves and flowers of Azadirachta indica which has been shown to exhibit anticancer, antioxidant, anti-inflammatory, and anti-invasive properties in a variety of cancer cells. However, the anti-tumor effect on human renal cell carcinoma
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)
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
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

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