17397-89-6
基本信息
天蓝菌素
变蓝菌素
2,3-环氧-4-氧-7,10-十二碳二烯酰胺
2,3-环氧-4-氧-7,10-十二碳二烯酰胺/变蓝菌素/天蓝菌素
CERULENIN
Nsc116069
Aids000236
helicocerin
Aids-000236
CERULENIN USP/EP/BP
Cerulenin (Synthetic)
2,3-epoxy-4-oxo-10-dodecadienamide
CERULENIN, CEPHALOSPORIUM CAERULENS
物理化学性质
| 熔点 | 93.5℃ |
| 比旋光度 | D16 +63° (c = 2 in methanol) |
| 沸点 | bp 120° (10-8 mm) |
| 密度 | 1.1223 (rough estimate) |
| 折射率 | 1.5300 (estimate) |
| 储存条件 | −20°C |
| 溶解度 | acetone: 20 mg/mL, clear, colorless to yellow |
| 酸度系数(pKa) | 15.19±0.40(Predicted) |
| 形态 | 白色至灰白色固体 |
| 颜色 | 米白色 |
| Merck | 13,2014 |
| BRN | 4140423 |
| 稳定性 | 可在-20°下的DMSO或乙醇溶液保存长达1个月。 |
安全数据
| 危险性符号(GHS) |  GHS07 |
| 警示词 | 警告 |
| 危险性描述 | H302 |
| 防范说明 | P264-P270-P301+P312-P501 |
| 危险品标志 | Xn |
| 危险类别码 | 22 |
| 安全说明 | 24/25 |
| WGK Germany | 3 |
| RTECS号 | JR1670000 |
| F | 10-21 |
| 海关编码 | 29419090 |
| 毒性 | LD50 in mice (mg/kg): 154 i.v.; 211 i.p.; 547 orally (Matsumae 1964) |
常见问题列表
Fatty acid synthase (FASN)
Cerulenin covalently binds to the catalytic site of FAS and disrupts the condensation reaction of acetyl-COA and malonyl-COA, inhibiting the biosynthesis of fatty acids and sterols in yeast. The Flavonoids quercetin and trans-Chalcone are effective against T. rubrum , with MICs of 125 and 7.5 μg/mL for the wild-type strain (MYA3108) and of 63 and 1.9 μg/mL for the ABC transporter mutant strain (Δ TruMDR2 ), respectively. The MICs of the Fluconazole and Cerulenin controls are 63 and 125 μg/mL for the wild-type strain and 30 and 15 μg/mL for the mutant strain, respectively. To explore the underlying mechanism of Steroidogenic acute regulatory protein (StAR)’s protective effect on endothelial dysfunction model, the inhibitor of fatty acid synthase and HMG-CoA reductase, Cerulenin ( 5 μg/mL) and Lovastatin, are used before palmitic acid (PA) added. The mRNA expression of IL-1β, TNFα, VCAM-1 and IL-6 are reduced while NO production is recovered with inhibitor treatment.
Cerulenin treatment of ob/ob mice has obvious effects on body weight. With 2 days of treatment, body weight in treated mice is decreased compared to a 5.7% weight gain in the controls. With prolonged (7 days) treatment, no body weight loss is observed, but body weight gain is slowed. In all groups, 60 mg/kg of Cerulenin is more effective than 30 mg/kg in inhibiting weight gain. If given daily or every other day, ATP content are increased 58.1% and 61.5% respectively by 7-day treatment of 60 mg/kg Cerulenin. Significant ATP elevation is also observed with only 2 days of treatment with 60 mg/kg Cerulenin. In contrast, 30 mg/kg Cerulenin, given either 2 or 7 days, does not show any significant effect on cellular ATP content.