36700-45-5
8-Shogaol
CAS: 36700-45-5
Molecular Formula: C19H28O3
36700-45-5 - Names and Identifiers
36700-45-5 - Physico-chemical Properties
| Molecular Formula | C19H28O3 |
| Molar Mass | 304.42 |
| Density | 1.013±0.06 g/cm3(Predicted) |
| Boling Point | 452.3±35.0 °C(Predicted) |
| Solubility | Slightly soluble in methanol, soluble in petroleum ether, ethyl acetate, chloroform |
| Appearance | Colorless or light yellow oil at room temperature, low temperature wax |
| pKa | 10.01±0.20(Predicted) |
| Storage Condition | 2-8℃ |
| MDL | MFCD21333718 |
| Physical and Chemical Properties | Slightly soluble in methanol, soluble in petroleum ether, ethyl acetate, chloroform derived from the rhizome of ginger (ginger) |
36700-45-5 - Reference Information
| Overview | 8-gingerol (ginger01) is a pungent substance in ginger and one of the main bioactive components of ginger, also includes 6-gingerol, 10-gingerol, 12-gingerol and other ten kinds of ingredients, the nature of these components, the structure is similar, the molecular structure of C3 carbonyl and C5 hydroxyl, this makes the chemical properties of gingerols extremely unstable, for example, under acidic conditions, C4 active hydrogen and C5 hydroxyl easily dehydration together to form gingerols (shoga01); under heating or alkaline conditions, the carbon-carbon bond between C4 and C5 is cleaved to form zingerone and the corresponding aldehyde. figure: Ginger |
| measurement | The gingerols in ginger are not easy to be measured due to their poor stability, large variety and small amount. Q-TOF mass spectrometry is a high resolution tandem mass spectrometry, which is characterized by high sensitivity and strong selectivity. The obtained mass spectrum data is complete and of high quality, and the accurate molecular weight of the compound can be measured, unsaturation and isotope abundance ratio. Therefore, it plays an important role in the fields of natural products, new drug development, pharmacokinetic research and proteomics. The composition of gingerols in dry ginger oil was analyzed by UPLC/Q-TOFMS. The method can be determined at room temperature, and can minimize the change of gingerol in the determination process. The method in 16 min rapid separation of more than a dozen main components, and identified 8 of the ginger phenolic compounds, respectively, 6 A Ginger phenol, 8 A Ginger phenol, 6 A Ginger phenol, 12 a ginger glycol, 10 a ginger phenol, 8 A Ginger phenol, 10 a ginger phenol and 10 a ginger two ketone. It can be seen that LC-MS is an accurate and efficient method for the analysis of active ingredients in dry ginger oil. |
| references | [1] Rui Wen, Feng Yi Fan, Wu Yan, etc. UPLC/Q-TOFMS analysis of gingerols in dry ginger oil [J]. Chinese herbal medicine, 2008, 39(5):667-668. |
| biological activity | [8]-Shogaol, a pungent phenolic compound in ginger, anti-platelet activity (IC50=5 μm) and inhibition of COX-2 (IC50=17.5 μm). [8]-Shogaol induces apoptosis in human leukemia cells. |
| Use | for content determination/identification/pharmacological experiments. Pharmacological effects: with anticoagulant, antioxidant, anti-tumor, boost heart, hypolipidemic, anti-atherosclerosis, protecting gastric mucosa, liver choleretic, anti-inflammatory, antitussive, anti-Halo antiemetic, central nervous system inhibition and other effects, insecticidal, anti-pathogenic microorganisms and bactericidal and antiseptic effects. |
Last Update：2024-04-09 20:45:29
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