3-phenylprop-2-en-1-yl 2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enoate

• ChemBase编号: 153291
• 分子式: C19H15NO4
• 平均质量: 321.3267
• 单一同位素质量: 321.10010797
• SMILES: c1ccc(cc1)/C=C/COC(=O)/C(=C\c1ccc(c(c1)O)O)/C#N
• Canonical SMILES: N#C/C(=C/c1ccc(c(c1)O)O)/C(=O)OC/C=C/c1ccccc1
• InChI: InChI=1S/C19H15NO4/c20-13-16(11-15-8-9-17(21)18(22)12-15)19(23)24-10-4-7-14-5-2-1-3-6-14/h1-9,11-12,21-22H,10H2
• InChIKey: XGHYFEJMJXGPGN-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-phenylprop-2-en-1-yl 2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enoate
• IUPAC传统名: 3-phenylprop-2-en-1-yl 2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enoate
• 别名: CDC; Cinnamyl-3,4-dihydroxy-α-cyanocinnamate

登记号

• CAS号: 132465-11-3
• MDL号: MFCD00210839
• PubChem SID: 162247430
• PubChem CID: 9905190

理论计算性质

• Acid pKa: 8.4131975
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 4.053904
• LogD (pH = 7.4): 4.014503
• Log P: 4.0544305
• 摩尔折射率: 91.7756 cm^3
• 极化性: 34.28951 Å^3
• 极化表面积: 90.55 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: ≥15 mg/mL
• 外观: light yellow to yellow powder

安全信息

• 保存温度: room temp

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H15NO4

详细说明

Sigma Aldrich - SML0105

Biochem/physiol Actions
Cinnamyl-3,4-dihydroxy-α-cyanocinnamate (CDC) is a potent and direct inhibitor of 5-LO (5-Lipoxygenase) that reduces 5-LO activity in cell-free assays. CDC also inhibits 12-LO and 15-LO