2-[(4,5-dimethoxy-2-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)methylidene]undecanoic acid

• ChemBase编号: 154365
• 分子式: C21H30O6
• 平均质量: 378.4593
• 单一同位素质量: 378.20423868
• SMILES: CCCCCCCCC/C(=C\C1=C(C(=O)C(=C(C1=O)OC)OC)C)/C(=O)O
• Canonical SMILES: CCCCCCCCC/C(=C\C1=C(C)C(=O)C(=C(C1=O)OC)OC)/C(=O)O
• InChI: InChI=1S/C21H30O6/c1-5-6-7-8-9-10-11-12-15(21(24)25)13-16-14(2)17(22)19(26-3)20(27-4)18(16)23/h13H,5-12H2,1-4H3,(H,24,25)
• InChIKey: AALSSIXXBDPENJ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-[(4,5-dimethoxy-2-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)methylidene]undecanoic acid
• IUPAC传统名: 2-[(4,5-dimethoxy-2-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)methylidene]undecanoic acid
• 别名: (2E)-2-[(4,5-Dimethoxy-2-methyl-3,6-dioxo-1,4-cyclohexadien-1-yl)methylene]-undecanoic acid; E3330

登记号

• CAS号: 136164-66-4
• MDL号: MFCD00901331
• PubChem SID: 162248504
• PubChem CID: 6439397

理论计算性质

• Acid pKa: 4.442563
• 质子受体: 6
• 质子供体: 1
• LogD (pH = 5.5): 3.4299245
• LogD (pH = 7.4): 1.6675417
• Log P: 4.522373
• 摩尔折射率: 106.306 cm^3
• 极化性: 40.020622 Å^3
• 极化表面积: 89.9 Å^2
• 可自由旋转的化学键: 12
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: >20 mg/mL
• 外观: red to orange powder

安全信息

• GHS危险声明: H413
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C21H30O6

详细说明

Sigma Aldrich - E8534

Biochem/physiol Actions
E3330 is a specific inhibitor of AP endonuclease 1 redox domain. E3330 inhibits APE-1 regulation of transcription factors, but does not affect Ape1 DNA repair activity. AP endonuclease 1 (APE1; also known as REF-1) is a multifunctional protein with dual functions in DNA repair and redox regulation of transcription factors. It is involved in apurinic/apyrimidinic endonuclease DNA base excision repair activity, in proofreading exonuclease activity, and in modulating DNA binding activity of several transcription factors including NF-κB, Egr-1, p53, AP-1, CREB, HIF-α, and members of the Pax family. APE1 is overexpressed in several human cancers, and disruption of APE1 function has detrimental effects on cancer cell viability. E3330 significantly reduces the growth of human pancreatic cancer cells in vitro and inhibits pancreatic cancer cell migration.