benzyl N-[(1S)-3-methyl-1-{[(1S)-3-methyl-1-{[(2S)-1-oxopentan-2-yl]carbamoyl}butyl]carbamoyl}butyl]carbamate

• ChemBase编号: 133928
• 分子式: C25H39N3O5
• 平均质量: 461.59426
• 单一同位素质量: 461.28897136
• SMILES: CCC[C@@H](C=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)OCc1ccccc1
• Canonical SMILES: CCC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)OCc1ccccc1)CC(C)C)CC(C)C)C=O
• InChI: InChI=1S/C25H39N3O5/c1-6-10-20(15-29)26-23(30)21(13-17(2)3)27-24(31)22(14-18(4)5)28-25(32)33-16-19-11-8-7-9-12-19/h7-9,11-12,15,17-18,20-22H,6,10,13-14,16H2,1-5H3,(H,26,30)(H,27,31)(H,28,32)/t20-,21-,22-/m0/s1
• InChIKey: QEJRGURBLQWEOU-FKBYEOEOSA-N

名称和登记号

名称

• IUPAC标准名: benzyl N-[(1S)-3-methyl-1-{[(1S)-3-methyl-1-{[(2S)-1-oxopentan-2-yl]carbamoyl}butyl]carbamoyl}butyl]carbamate
• IUPAC传统名: benzyl N-[(1S)-3-methyl-1-{[(1S)-3-methyl-1-{[(2S)-1-oxopentan-2-yl]carbamoyl}butyl]carbamoyl}butyl]carbamate
• 别名: MG115; Z-LLnV; Z-Leu-Leu-Norvalinal

登记号

• CAS号: 133407-86-0
• PubChem SID: 162228205
• PubChem CID: 9868928

理论计算性质

• Acid pKa: 12.445417
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): 3.8275566
• LogD (pH = 7.4): 3.8275533
• Log P: 3.8275566
• 摩尔折射率: 126.3189 cm^3
• 极化性: 49.722332 Å^3
• 极化表面积: 113.6 Å^2
• 可自由旋转的化学键: 15
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: soluble
• 外观: white powder

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

药理学性质

• 相关基因信息: human ... PSMA1(5682), PSMC1(5700)mouse ... PSMA1(26440), PSMC1(19179)rat ... PSMA1(29668), PSMC1(117263)

产品相关信息

• 纯度: ≥90% (HPLC)

详细说明

Sigma Aldrich - C6706

Amino Acid Sequence
Z-Leu-Leu-Nva
Biochem/physiol Actions
Potent inhibitor of the 20S proteasome (Ki = 21 nM) and 26S proteasome (Ki = 35 nM). Cells treated with 54 μM N-CBZ-Leu-Leu-Norvalinal showed complete block of the G1/S and metaphase transitions and delayed passage through S-phase. Induces apoptosis in Rat-1 and PC12 cells, perhaps by accumulation of stabilized p53.