(4S)-4-{[(1S)-1-{[(1S)-2-carboxy-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}ethyl]carbamoyl}-2-methylpropyl]carbamoyl}-4-[(2S)-2-acetamidopropanamido]butanoic acid

• ChemBase编号: 106355
• 分子式: C29H34F3N5O11
• 平均质量: 685.6023696
• 单一同位素质量: 685.22069159
• SMILES: CC(C)[C@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](C)NC(=O)C)C(=O)N[C@@H](CC(=O)O)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: OC(=O)C[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C)C)CCC(=O)O
• InChI: InChI=1S/C29H34F3N5O11/c1-12(2)24(37-26(45)18(7-8-21(39)40)35-25(44)13(3)33-14(4)38)28(47)36-19(11-22(41)42)27(46)34-15-5-6-16-17(29(30,31)32)10-23(43)48-20(16)9-15/h5-6,9-10,12-13,18-19,24H,7-8,11H2,1-4H3,(H,33,38)(H,34,46)(H,35,44)(H,36,47)(H,37,45)(H,39,40)(H,41,42)/t13-,18-,19-,24-/m0/s1
• InChIKey: OGDZWRZGOFQIOD-MNOOHBRVSA-N

名称和登记号

名称

• IUPAC标准名: (4S)-4-{[(1S)-1-{[(1S)-2-carboxy-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}ethyl]carbamoyl}-2-methylpropyl]carbamoyl}-4-[(2S)-2-acetamidopropanamido]butanoic acid
• IUPAC传统名: (4S)-4-{[(1S)-1-{[(1S)-2-carboxy-1-{[2-oxo-4-(trifluoromethyl)chromen-7-yl]carbamoyl}ethyl]carbamoyl}-2-methylpropyl]carbamoyl}-4-[(2S)-2-acetamidopropanamido]butanoic acid
• 别名: Ac-Ala-Glu-Val-Asp-AFC; Ac-AEVDAFC; Ac-Ala-Glu-Val-Asp-7-Amino-4-trifluoromethylcoumarin; Ac-AEVD-AFC; N-Acetyl-Ala-Glu-Val-Asp-7-amido-4-trifluoromethylcoumarin

登记号

• MDL号: MFCD03452804
• PubChem SID: 162105959
• PubChem CID: 25108574

理论计算性质

• Acid pKa: 3.6263585
• 质子受体: 10
• 质子供体: 7
• LogD (pH = 5.5): -3.6602817
• LogD (pH = 7.4): -6.910787
• Log P: -0.5686517
• 摩尔折射率: 156.6371 cm^3
• 极化性: 59.430145 Å^3
• 极化表面积: 246.4 Å^2
• 可自由旋转的化学键: 16
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: solid

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 ... CASP8(841)mouse ... CASP8(12370)rat ... CASP8(64044)

产品相关信息

• 纯度: >96% (HPLC)
• Empirical Formula (Hill Notation): C29H34N5O11F3

详细说明

MP Biomedicals - 03AFC145

A fluorogenic substrate for Caspase-6 and Caspase-8.

Sigma Aldrich - A0973

Application
Fluorogenic substrate for caspase 8 and 9.

参考文献

• Garcia-Calvo, M. et al., J. Biol. Chem., 273(49):32608 (1998).