4-HYDROXY-3-METHOXYCINNAMALDEHDYE
4-Hydroxy-3-methoxycinnamaldehyde
CAS: 458-36-6
Molecular Formula: C10H10O3
4-HYDROXY-3-METHOXYCINNAMALDEHDYE - Names and Identifiers
4-HYDROXY-3-METHOXYCINNAMALDEHDYE - Physico-chemical Properties
| Molecular Formula | C10H10O3 |
| Molar Mass | 178.18 |
| Density | 1.1562 g/cm3 (101.5 ºC) |
| Melting Point | 80-82°C(lit.) |
| Boling Point | 175°C5mm Hg(lit.) |
| Solubility | Not easily soluble in water, soluble in methanol, ethanol, DMSO and other organic solvents |
| Appearance | Light yellow powder |
| Color | Brown |
| pKa | 9.65±0.31(Predicted) |
| Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
| Stability | Air Sensitive |
| Refractive Index | 1.65635 |
| MDL | MFCD00075811 |
| Physical and Chemical Properties | Yellow crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from stinky fir; Acer saccharinum of silvery white maple, cinerea of gray walnut Juglans, Quercus sp. of Quercus, Sequoia sp of red American. |
4-HYDROXY-3-METHOXYCINNAMALDEHDYE - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
4-HYDROXY-3-METHOXYCINNAMALDEHDYE - Reference
| Reference Show more | 1. [IF=2.478] Hongyu Gai et al."Coniferaldehyde ameliorates the lipid and glucose metabolism in palmitic acid‐induced HepG2 cells via the LKB1/AMPK signaling pathway."J Food Sci. 2020 Nov;85(11):4050-4060 |
4-HYDROXY-3-METHOXYCINNAMALDEHDYE - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Overview | coniferylaldehyde, also known as ferulic aldehyde, 4-hydroxy-3-methoxycinnamaldehyde, the molecular formula is C10H10O3, which is not soluble in water. The pure product is light yellow powder, which exists in the lignin of coniferous plant tree, which is the intermediate of biosynthesis lignin; prostaglandin synthesis inhibitors; Chemical synthesis methods are mainly derived from the condensation of vanillin and acetaldehyde or the decomposition of lignin with acid or alkali. The method of synthesizing pine aldehyde by microbial conversion of eugenol has not been reported. |
| Research History | as early as, people began to study the degradation of eugenol microorganisms. The Japanese scholar Tadasa found a strain of Corynebacterium sp. It has the ability to degrade eugenol to produce pine alcohol, ferulic acid and vanillin; In 1996, France Rabenhorst used Pseudomonas. The batch culture method was used to obtain 3.22g/L of pineanol, 3.25g/L of vanillic acid and 5.8g/L of ferulic acid. In 1999, the Japanese Furukawa and other fungi using pure yellow silk mold (byssochlamysulvav107) using eugenol as a substrate for conversion to obtain 21.7g/L Pine alcohol, and a small amount of pine aldehyde, formation of ferulic acid and vanillic acid. In, Japanese Furukawa et al. screened Pseudomonas fluorescens (Pseudomonas monjluorescense118), which can produce 6.1g/L ferulic acid from eugenol, A strain of Bacillus cereus pn24 was screened out by India Kadakol et al. After the conversion with eugenol, the intermediate metabolites of guaiacol, vanillin, vanillic acid and protocatechuic acid could be detected in the conversion system, iran Ashengroph, etc. were isolated from the food resin Pseudomonas (PseudomonasresinovoransSPR1) strain, capable of transforming eugenol to obtain 0.24g/L of pine aldehyde; Geobacillussp.AY946034) strain, the bacteria with the degradation of eugenol to produce pine aldehyde, ferulic acid, vanillin, vanillic acid ability. The metabolites involved in the degradation of eugenol in these studies include pine alcohol, Pine aldehyde, ferulic acid, vanillin, vanillic acid, protocatechuic acid and so on, and most of the studies focused on the analysis of the metabolic pathway of eugenol degradation by bacteria, there are relatively few reports on fungi. |
| biological activity | Coniferaldehyde (Ferulaldehyde) can be isolated from Vitex rotundifolia fruit. Coniferaldehyde is a potent inducer of heme oxygenase-1 (HO-1) and has an anti-inflammatory effect. In RAW264.7 macrophages, Coniferaldehyde inhibits LPS-induced apoptosis through the pkcα/βII/Nrf-2/HO-1 dependent pathway. |
| Use | The Pine aldehyde has sedative, anticonvulsant, analgesic, anti-inflammatory, antitussive, expectorant and antiasthmatic effects. |
Last Update：2024-04-09 02:00:12
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Product Name: 4-Hydroxy-3-methoxycinnamaldehyde Visit Supplier Webpage Request for quotationCAS: 458-36-6
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