SMB00586
Nimbolide
from Azadirachta indica, ≥98%
Synonym(s):
NSC-309909
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About This Item
Empirical Formula (Hill Notation):
C27H30O7
CAS Number:
Molecular Weight:
466.52
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25
Quality Segment
assay
≥98%
form
powder
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
storage temp.
−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
General description
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).
Application
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.
Biochem/physiol Actions
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.
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signalword
Warning
hcodes
pcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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