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

• ChemBase编号: 134416
• 分子式: C12H18O3
• 平均质量: 210.26952
• 单一同位素质量: 210.12559444
• SMILES: CC/C=C\C[C@H]1[C@@H](CCC1=O)CC(=O)O
• Canonical SMILES: CC/C=C\C[C@H]1[C@@H](CCC1=O)CC(=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
• InChIKey: ZNJFBWYDHIGLCU-CMIOBCHKSA-N

名称和登记号

名称

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

登记号

• CAS号: 77026-92-7
• MDL号: MFCD04221274
• PubChem SID: 162228692; 24896192
• PubChem CID: 7251180

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

分子性质

理化性质

• 外观: liquid

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 适用性: plant cell culture tested

详细说明

Sigma Aldrich - J2500

Frequently Asked Questions
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Other Notes
Note: This product is a clear, colorless to very light yellow oil that adheres to the surface of the vial.
Application
Jasmonic acid (JA) is a plant hormone derived from linolenic acid. Jasmonic acid is involved in plant cell signaling responses to abiotic and biotic stress. JA is involved in the regulation of processes that include growth inhibition, senescence, flower development, leaf abscission and tendril coiling. JA is also involved in wound healing of plants and systemic acquired resistance to attack by insects.

Toronto Research Chemicals - J210520

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)