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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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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
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 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

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