N-(1H-Purin-6-yl)-4-[[[(14-methyl-1-oxopentadecyl)amino]acetyl]amino]-4-deoxy-β-L-glycero-L-manno-heptopyranosylamine
Modify Date: 2023-04-25 08:22:33
![N-(1H-Purin-6-yl)-4-[[[(14-methyl-1-oxopentadecyl)amino]acetyl]amino]-4-deoxy-β-L-glycero-L-manno-heptopyranosylamine Structure](https://www.chemsrc.com/caspic/102/87099-85-2.png)
N-(1H-Purin-6-yl)-4-[[[(14-methyl-1-oxopentadecyl)amino]acetyl]amino]-4-deoxy-β-L-glycero-L-manno-heptopyranosylamine structure
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Common Name | N-(1H-Purin-6-yl)-4-[[[(14-methyl-1-oxopentadecyl)amino]acetyl]amino]-4-deoxy-β-L-glycero-L-manno-heptopyranosylamine | ||
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| CAS Number | 87099-85-2 | Molecular Weight | 621.76900 | |
| Density | 1.3±0.1 g/cm3 | Boiling Point | 979.6±65.0 °C at 760 mmHg | |
| Molecular Formula | C30H51N7O7 | Melting Point | N/A | |
| MSDS | N/A | Flash Point | 546.2±34.3 °C | |
Use of N-(1H-Purin-6-yl)-4-[[[(14-methyl-1-oxopentadecyl)amino]acetyl]amino]-4-deoxy-β-L-glycero-L-manno-heptopyranosylamineSpicamycin, an adenine nucleoside antibiotic with antifungal and antitumor activities. Spicamycin is also a potent inducer of differentiation of myeloid leukemia cells. Spicamycin induces apoptosis in NB4 cells via down-regulation of Bcl-2 expression and modulation of PML protein[1][2]. |
| Name | 4-Deoxy-5-(1,2-dihydroxyethyl)-4-{[N-(14-methylpentadecanoyl)glycyl]amino}-N-1H-purin-6-ylpentopyranosylamine |
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| Synonym | More Synonyms |
| Description | Spicamycin, an adenine nucleoside antibiotic with antifungal and antitumor activities. Spicamycin is also a potent inducer of differentiation of myeloid leukemia cells. Spicamycin induces apoptosis in NB4 cells via down-regulation of Bcl-2 expression and modulation of PML protein[1][2]. |
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| Related Catalog | |
| Target |
Bcl-2 |
| In Vitro | Spicamycin (10-160 ng/mL; 0-5 d) 有效抑制 NB4、NKM-1 和 HL-60 细胞的增殖和活力[1]。 Spicamycin (20 ng/mL, 80 ng/mL; 48 h) 诱导 NB4、HL-60 和 NKM-1 细胞凋亡[1]。 Spicamycin (20 ng /mL、40 ng /mL; 36 h) 下调 NB4 细胞中 Bcl-2 的表达[1]。 Spicamycin (2.5-640 ng/mL) 对酿酒酵母菌 ATCC 9763、假丝酵母菌 IFO 0396 和mentagrophytotrichophyton 的 MIC 值分别为 25μg/mL、25μg/mL 和 1.56 μg/mL[2]. Cell Viability Assay[1] Cell Line: NB4, HL-60, NKM-1, NOP-1 and Daudi cells Concentration: 10 ng/mL, 20 ng/mL, 40 ng/mL, 80 ng/mL, 160 ng/mL Incubation Time: 0, 1, 2, 3, 4, and 5 days or 72 hours Result: Completely inhibited cell proliferation and viability of NB4 and NKM-1 at 40 ng/mL, of HL-60 at 80 ng/mL, but failed to inhibit NOP-1 and Daudi cells at higher dose of 160 ng/mL. Inhibited cells viability of IC50s of 18.2 ng/mL, 28.6 ng/mL, 23.8 ng/mL, 74.9 ng/mL, and 37.4 ng/mL, respectively. Western Blot Analysis[1] Cell Line: NB4 cells Concentration: 20 ng/mL, 40 ng/mL Incubation Time: 36 hours Result: Reduced the Bcl-2 expression without affecting Bcl-xL and Bax expression. |
| In Vivo | Spicamycin (0.125-2 mg/kg; 腹腔注射; 每天 1 次，共 9 天) 对 P388 小鼠白血病模型具有抗癌活性[2]。 Spicamycin 对小鼠的 LD50 值为 40 mg/kg[2]。 Animal Model: P388 Mouse Leukemia model[2] Dosage: 0.125, 0.25, 0.5, 1.0, and 2.0 mg/kg Administration: Intraperitoneal injection; once daily for 9 days Result: Showed no biotoxicity at dose below 2.0 mg/kg. |
| References |
| Density | 1.3±0.1 g/cm3 |
|---|---|
| Boiling Point | 979.6±65.0 °C at 760 mmHg |
| Molecular Formula | C30H51N7O7 |
| Molecular Weight | 621.76900 |
| Flash Point | 546.2±34.3 °C |
| Exact Mass | 621.38500 |
| PSA | 214.84000 |
| LogP | 4.49 |
| Vapour Pressure | 0.0±0.3 mmHg at 25°C |
| Index of Refraction | 1.593 |
| 4-Deoxy-5-(1,2-dihydroxyethyl)-4-{[N-(14-methylpentadecanoyl)glycyl]amino}-N-1H-purin-6-ylpentopyranosylamine |
| Heptopyranosylamine, 4-deoxy-4-[[2-[(14-methyl-1-oxopentadecyl)amino]acetyl]amino]-N-7H-purin-6-yl- |