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Merck
모든 사진(1)

주요 문서

SMB00586

Sigma-Aldrich

Nimbolide

from Azadirachta indica, ≥98%

동의어(들):

NSC-309909

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About This Item

실험식(Hill 표기법):
C27H30O7
CAS Number:
Molecular Weight:
466.52
UNSPSC 코드:
12352205
PubChem Substance ID:
NACRES:
NA.25

Quality Level

분석

≥98%

양식

powder

응용 분야

metabolomics
vitamins, nutraceuticals, and natural products

저장 온도

−20°C

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

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일반 설명

Nimbolide is a limonoid tetranortriterpenoid with an α,β-unsaturated ketone system, and a δ-lactone ring. It is usually isolated from Azadirachta indica (Neem).

애플리케이션

Nimbolide has been used as an anticancer agent to study its effects on the proliferation, migration, and invasion of human bladder cancer cell lines (EJ and 5637). It has also been used as a treatment to target RNF114 and trap PARP1 inhibitor(PARPi) and PARylation-dependent DNA repair factors.

생화학적/생리학적 작용

Nimbolide exhibits anti-malarial, anti-bacterial, and anti-cancer activities. It has been shown to induce apoptosis in osteosarcoma cells and inhibits cell migration of these cells by modulating the expression of integrin αvβ5. In human renal carcinoma cells, nimbolide induced cell cycle arrest, DNA damage, and apoptosis.It has been shown to modulate autophagy and apoptosis in pancreatic cancer.

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

예방조치 성명서

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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이미 열람한 고객

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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
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)
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
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

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