2-[(2S)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl](1,2-13C2)acetic acid

• ChemBase编号: 172011
• 分子式: C12H18O3
• 平均质量: 212.25482968
• 单一同位素质量: 212.13230411
• SMILES: C1C([C@@H](C(=O)C1)C/C=C\CC)[13CH2][13C](=O)O
• Canonical SMILES: CC/C=C\C[C@H]1C(CCC1=O)[13CH2][13C](=O)O
• InChI: InChI=1S/C12H18O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/b4-3-/t9?,10-/m0/s1/i8+1,12+1
• InChIKey: ZNJFBWYDHIGLCU-VVGFKWKDSA-N

名称和登记号

名称

• IUPAC标准名: 2-[(2S)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl](1,2-^1^3C₂)acetic acid
• IUPAC传统名: [(2S)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl](^1^3C₂)acetic acid
• 别名: (1R,2R)-rel-3-Oxo-2-(2Z)-2-penten-1-ylcyclopentaneacetic Acid-13C2; (+/-)-Jasmonic Acid-13C2; [1α,2β(Z)]-3-Oxo-2-(2-pentenyl)cyclopentaneacetic Acid-13C2; rac-trans Jasmonic Acid-13C2

登记号

• PubChem SID: 164227921
• PubChem CID: 71749650

理论计算性质

• Acid pKa: 4.714082
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 1.5633299
• LogD (pH = 7.4): -0.21431588
• Log P: 2.414311
• 摩尔折射率: 58.5565 cm^3
• 极化性: 22.455748 Å^3
• 极化表面积: 54.37 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - J210523

Labelled Jasmonic Acid. A major constituent of essential oil of Jasmine. Used by the fragrance industry. This product is a clear, colorless to very light yellow oil that adheres to the surface of the vial.

参考文献

• Hamberg, M., et al.: Biochim. Biophys Acta, 1165, 1 (1992)
• Tizio, R., et al.: Biocell, 20, 1 (1992)
• Farmer, E., et al.: Science, 276, 912 (1992)