(5Z)-7-[(1R,4S,5R,6R)-6-[(1E,3S)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

• ChemBase编号: 3506
• 分子式: C20H32O6
• 平均质量: 368.46448
• 单一同位素质量: 368.21988874
• SMILES: C(=O)(CCC/C=C\C[C@H]1[C@@H]2C[C@H]([C@@H]1/C=C/[C@H](CCCCC)OO)OO2)O
• Canonical SMILES: CCCCC[C@@H](/C=C/[C@H]1[C@@H]2OO[C@H]([C@@H]1C/C=C\CCCC(=O)O)C2)OO
• InChI: InChI=1S/C20H32O6/c1-2-3-6-9-15(24-23)12-13-17-16(18-14-19(17)26-25-18)10-7-4-5-8-11-20(21)22/h4,7,12-13,15-19,23H,2-3,5-6,8-11,14H2,1H3,(H,21,22)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1
• InChIKey: SGUKUZOVHSFKPH-YNNPMVKQSA-N

名称和登记号

名称

• IUPAC标准名: (5Z)-7-[(1R,4S,5R,6R)-6-[(1E,3S)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid
• IUPAC传统名: prostaglandin G2
• 别名: Prostaglandin G2

登记号

• PubChem SID: 46509030; 160966945
• PubChem CID: 5280883

理论计算性质

JChem

• Acid pKa: 4.3552938
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): 3.2332852
• LogD (pH = 7.4): 1.4841852
• Log P: 4.406263
• 摩尔折射率: 99.3921 cm^3
• 极化性: 38.86798 Å^3
• 极化表面积: 85.22 Å^2
• 可自由旋转的化学键: 13
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 4.31
• LOG S: -4.15
• 溶解度: 2.64e-02 g/l

详细说明

DrugBank - DB03866

• Drug Groups: experimental
• Description: A cyclic endoperoxide intermediate produced by the action of CYCLOOXYGENASE on ARACHIDONIC ACID. It is further converted by a series of specific enzymes to the series 2 prostaglandins. [PubChem]