7-[(1S)-5-(oct-2-en-1-ylidene)-4-oxocyclopent-2-en-1-yl]hept-5-enoic acid

• ChemBase编号: 153720
• 分子式: C20H28O3
• 平均质量: 316.43452
• 单一同位素质量: 316.20384476
• SMILES: CCCCC/C=C/C=C/1\[C@H](C=CC1=O)C/C=C/CCCC(=O)O
• Canonical SMILES: CCCCC/C=C/C=C/1\[C@@H](C/C=C/CCCC(=O)O)C=CC1=O
• InChI: InChI=1S/C20H28O3/c1-2-3-4-5-6-10-13-18-17(15-16-19(18)21)12-9-7-8-11-14-20(22)23/h6-7,9-10,13,15-17H,2-5,8,11-12,14H2,1H3,(H,22,23)/t17-/m0/s1
• InChIKey: VHRUMKCAEVRUBK-KRWDZBQOSA-N

名称和登记号

名称

• IUPAC标准名: 7-[(1S)-5-(oct-2-en-1-ylidene)-4-oxocyclopent-2-en-1-yl]hept-5-enoic acid
• IUPAC传统名: 7-[(1S)-5-(oct-2-en-1-ylidene)-4-oxocyclopent-2-en-1-yl]hept-5-enoic acid
• 别名: 11-Oxoprosta-(5Z,9,12E,14E)-tetraen-1-oic acid; 15-Deoxy-Δ12,14-PGJ2; 15-Deoxy-Δ12,14-prostaglandin J2

登记号

• CAS号: 87893-55-8
• EC号: 201-185-2
• MDL号: MFCD00065806
• PubChem SID: 162247859
• PubChem CID: 12068863

理论计算性质

• Acid pKa: 4.6585
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 4.5580964
• LogD (pH = 7.4): 2.780421
• Log P: 5.4571495
• 摩尔折射率: 98.4503 cm^3
• 极化性: 36.457787 Å^3
• 极化表面积: 54.37 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: methyl acetate solution
• 闪点: 15.8 °F; -9 °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: 1231
• 德国WGK号: 2
• 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: 16-26-29-33
• GHS危险品标识: GHS02; GHS07
• GHS警示词: Danger
• GHS危险声明: H225-H319-H336
• GHS警示性声明: P210-P261-P305 + P351 + P338
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US)
• RID/ADR: UN 1231 3/PG 2
• 欧盟补充危害声明: Repeated exposure may cause skin dryness or cracking.
• 保存温度: -20°C

产品相关信息

• 纯度: ≥95% (HPLC)
• 运输包装: wet ice
• Empirical Formula (Hill Notation): C20H28O3

详细说明

Sigma Aldrich - D8440

Biochem/physiol Actions
Selective agonist to PPARγ (peroxisome proliferator-activated receptors). Inhibits the proliferation of cancer cell lines that express PPARγ and cyclooxygenase-2 (COX-2).
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D8440.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.