(2S)-2-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido]-4-methylpentanoic acid

• ChemBase编号: 72759
• 分子式: C16H24N2O4
• 平均质量: 308.37276
• 单一同位素质量: 308.17360726
• SMILES: c1cccc(c1)C[C@H]([C@@H](C(=O)N[C@H](C(=O)O)CC(C)C)O)N
• Canonical SMILES: O[C@H](C(=O)N[C@H](C(=O)O)CC(C)C)[C@@H](Cc1ccccc1)N
• InChI: InChI=1S/C16H24N2O4/c1-10(2)8-13(16(21)22)18-15(20)14(19)12(17)9-11-6-4-3-5-7-11/h3-7,10,12-14,19H,8-9,17H2,1-2H3,(H,18,20)(H,21,22)/t12-,13+,14+/m1/s1
• InChIKey: VGGGPCQERPFHOB-RDBSUJKOSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido]-4-methylpentanoic acid
• IUPAC传统名: ubenimex
• 别名: ([2S,3R]-3-氨基-2-羟基-4-苯基丁酰基)-L-亮氨酸; N-[(2S,3R)-3-氨基-2-羟基-4-苯基丁酰基]-L-亮氨酸; ([2S,3R]-3-Amino-2-hydroxy-4-phenylbutanoyl)-L-leucine; N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine; N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine; Bestatin; Ubenimex

登记号

• CAS号: 58970-76-6
• EC号: 261-529-2
• MDL号: MFCD00083262
• PubChem SID: 162037680; 24871835
• PubChem CID: 72172
• CHEMBL: 29292
• 维基百科标题: Ubenimex

理论计算性质

• Acid pKa: 3.7260025
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): -1.1024202
• LogD (pH = 7.4): -1.1396116
• Log P: -1.0995758
• 摩尔折射率: 82.0498 cm^3
• 极化性: 32.62761 Å^3
• 极化表面积: 112.65 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 245 °C (dec.); 245 °C (dec.)(lit.)
• 比旋光度: [α]20/D -11°, c = 1 in 1 M NaOH

安全信息

• 保存条件: -20°C
• RTECS编号: OH2915000
• 德国WGK号: 3
• 安全公开号: S22 S24/25
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

药理学性质

• 作用靶点: Aminopeptidase N(APN)
• 相关基因信息: human ... ANPEP(290), DPP4(1803)mouse ... Rnpep(215615)rat ... Mme(24590)

产品相关信息

• 纯度: 97%
• 成盐信息: Free Base
• 线性分子式: (CH3)2CHCH2CH[NHCOCH(OH)CH(NH2)CH2C6H5]CO2H

详细说明

Selleck Chemicals - S1591

Research Area: Cancer
Biological Activity:
Ubenimex is a competitive aminopeptidase B inhibitor with an IC50 of 100 mg/ml for K562 cells. Proliferation of all the cell lines except KG1 was inhibited by bestatin. P39/TSU, HL60 and U937 were highly sensitive, with 50% growth inhibitory concentrations (IC50) close to the maximum serum concentration when bestatin was orally administered at 30 mg in clinical application. All cell lines except for K562 highly expressed CD13, but a clear correlation between the sensitivity to bestatin and expression of CD13 was not observed. Other aminopeptidase inhibitors such as amastatin A, arphamenine B and WM15 antibody showed no growth inhibitory effects. [1]References on Ubenimex (Bestatin)[1] http://en.wikipedia.org/wiki/Ubenimex, ,

Sigma Aldrich - 482609

包装
500 mg in glass bottle