126005-94-5
126005-94-5 structure
- Name: 28-Deoxonimbolide
- Chemical Name: 28-deoxonimbolide
- CAS Number: 126005-94-5
- Molecular Formula: C27H32O6
- Molecular Weight: 452.539
- Catalog: Natural product Moss
- Create Date: 2017-10-28 22:01:26
- Modify Date: 2024-01-09 15:53:59
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28-Deoxonimbolide is a nimbin (HY-N3187) type limonoid, that can be isolated from Azadirachta indica seed extracts. 28-Deoxonimbolide shows anticancer activity. 28-Deoxonimbolide induces apoptotic cell death in HL60 cells via both the mitochondrial- and the death receptor-mediated pathways[1].
| Name | 28-deoxonimbolide |
|---|---|
| Synonyms |
28-Deoxonimbolide
Methyl [(2aR,5aR,6S,6aR,8R,9aR,10aS,10bR,10cS)-8-(3-furyl)-2a,5a,6a,7-tetramethyl-5-oxo-2a,5a,6,6a,8,9,9a,10a,10b,10c-decahydro-2H,5H-cyclopenta[b]furo[2',3',4':4,5]naphtho[2,3-d]furan-6-yl]acetate 2H,5H-Cyclopenta[d]naphtho[2,3-b:1,8-b'c']difuran-6-acetic acid, 8-(3-furanyl)-2a,5a,6,6a,8,9,9a,10a,10b,10c-decahydro-2a,5a,6a,7-tetramethyl-5-oxo-, methyl ester, (2aR,5aR,6S,6aR,8R,9aR,10aS,10bR,10cS)- |
| Description | 28-Deoxonimbolide is a nimbin (HY-N3187) type limonoid, that can be isolated from Azadirachta indica seed extracts. 28-Deoxonimbolide shows anticancer activity. 28-Deoxonimbolide induces apoptotic cell death in HL60 cells via both the mitochondrial- and the death receptor-mediated pathways[1]. |
|---|---|
| Related Catalog | |
| Target |
Caspase-8 Caspase-9 Caspase-3 |
| In Vitro | 28-Deoxonimbolide (1-100 μM，48 小时) 对 HL60 (白血病)、A549 (肺)、AZ521 (胃)、SK-BR-3 (乳腺)、CRL1579 (黑色素瘤)和 RPMI1788 (正常淋巴细胞) 显示强有力的细胞毒性[1]。 28-Deoxonimbolide (30 μM, 0-24 h) 诱导 HL60 细胞凋亡[1]。 28-Deoxonimbolide (30 μM, 0-24 h) 可增加裂解的 caspases-8、-9 和 -3 的水平[1]。 Cell Cytotoxicity Assay[1] Cell Line: HL60, A549, AZ521, SK-BR-3, CRL1579 cells, RPMI1788 Concentration: 1-100 μM Incubation Time: 48 h Result: Exhibited potent cytotoxic activity against HL60 (leukemia), A549 (lung), AZ521 (stomach), SK-BR-3 (breast), and CRL1579 (melanoma) cells, with IC50 values of 2.7 μM, 9.3 μM, 2.4 μM, 1.7 μM, 14.2 μM, and 2.7 μM, respectively. Apoptosis Analysis[1] Cell Line: HL60 cells Concentration: 30 μM Incubation Time: 8 and 24 h Result: Induced early apoptosis in HL60 cells. The ratio of early apoptotic cells was increased after 8 h (10.9% vs 6.1% of negative control) and 24 h (18.7% vs 3.5% of negative control), and that of late apoptotic cells (upper right) was increased after 24 h (28.1% vs 2.9% of negative control). Western Blot Analysis[1] Cell Line: HL60 cells Concentration: 30 μM Incubation Time: 8 and 24 h Result: Diminished the levels of procaspases-8, -9, and -3, and then increased the levels of cleaved caspases-8, -9, and -3. |
| References |
| Density | 1.3±0.1 g/cm3 |
|---|---|
| Boiling Point | 554.2±50.0 °C at 760 mmHg |
| Molecular Formula | C27H32O6 |
| Molecular Weight | 452.539 |
| Flash Point | 289.0±30.1 °C |
| Exact Mass | 452.219879 |
| PSA | 74.97000 |
| LogP | 3.64 |
| Vapour Pressure | 0.0±1.5 mmHg at 25°C |
| Index of Refraction | 1.589 |
| Hazard Codes | Xi |
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