7-[(1R,4S,5R,6R)-6-[(3S)-3-hydroxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]heptanoic acid

• ChemBase编号: 153125
• 分子式: C20H34O5
• 平均质量: 354.48096
• 单一同位素质量: 354.24062419
• SMILES: CCCCC[C@@H](C=C[C@H]1[C@H]2C[C@@H]([C@@H]1CCCCCCC(=O)O)OO2)O
• Canonical SMILES: CCCCC[C@@H](C=C[C@H]1[C@@H]2OO[C@H]([C@@H]1CCCCCCC(=O)O)C2)O
• InChI: InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18-14-19(17)25-24-18)10-7-4-5-8-11-20(22)23/h12-13,15-19,21H,2-11,14H2,1H3,(H,22,23)/t15-,16+,17+,18-,19+/m0/s1
• InChIKey: NTAYABHEVAQSJS-BRIYLRKRSA-N

名称和登记号

名称

• IUPAC标准名: 7-[(1R,4S,5R,6R)-6-[(3S)-3-hydroxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]heptanoic acid
• IUPAC传统名: 7-[(1R,4S,5R,6R)-6-[(3S)-3-hydroxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]heptanoic acid
• 别名: 9,11-epi-Dioxy-15-hydroxy-(9α,11α,13E,15S)-prost-13-en-1-oic acid; PGH1; Prostaglandin H1

登记号

• MDL号: MFCD00084825
• PubChem SID: 162247265
• PubChem CID: 3246811

理论计算性质

• Acid pKa: 4.405127
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 3.1919944
• LogD (pH = 7.4): 1.4348043
• Log P: 4.318849
• 摩尔折射率: 96.9253 cm^3
• 极化性: 38.397274 Å^3
• 极化表面积: 75.99 Å^2
• 可自由旋转的化学键: 13
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: acetone solution
• 闪点: 1 °F; -17 °C

安全信息

• 欧盟危险性物质标志: 易燃性(Flammable) (F); 刺激性(Irritant) (Xi)
• 联合国危险货物编号: 1090
• 德国WGK号: 1
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 11-36-66-67
• 安全公开号: 9-16-26
• RID/ADR: UN 1090 3/PG 2
• 保存温度: -70°C

产品相关信息

• 纯度: >95% (HPLC)
• 运输包装: dry ice
• Empirical Formula (Hill Notation): C20H34O5

详细说明

Sigma Aldrich - P6492

Biochem/physiol Actions
Aryl hydrocarbon receptor (AhR) ligand and activator of the AhR signal transduction pathway. Also acts as a modest ligand of the peroxisome proliferator-activated receptor (PPAR-γ).