Syringylaldehyde
3,5-Dimethoxy-4-hydroxybenzaldehyde
CAS: 134-96-3
Molecular Formula: C9H10O4
Syringylaldehyde - Names and Identifiers
| Name | 3,5-Dimethoxy-4-hydroxybenzaldehyde |
| Synonyms | Syringaldehyde Springaldehyde syringealdehyde Syringylaldehyde 4-Hydroxy-3,5-dimethoxybenzaldehyde 3,5-Dimethoxy-4-hydroxybenzaldehyde Syringaldehyde (4-Hydroxy 3,5-dimethoxybenzaldehyde) 3,5-Dimethoxy-4-hydroxybenzaldehyde~4-Hydroxy-3,5-dimethoxybenzaldehyde |
| CAS | 134-96-3 |
| EINECS | 205-167-5 |
| InChI | InChI=1/C9H10O4/c1-12-7-3-6(5-10)4-8(13-2)9(7)11/h3-5,11H,1-2H3 |
Syringylaldehyde - Physico-chemical Properties
| Molecular Formula | C9H10O4 |
| Molar Mass | 182.17 |
| Density | 1.013 |
| Melting Point | 110-113°C(lit.) |
| Boling Point | 192-193°C14mm Hg(lit.) |
| Flash Point | 192-193°C/14mm |
| JECFA Number | 1878 |
| Water Solubility | very sparingly soluble |
| Solubility | Soluble in ethanol, chloroform, hot benzene, acetic acid, slightly soluble in water and petroleum ether. |
| Vapor Presure | 0.000151mmHg at 25°C |
| Appearance | Pale yellow crystal |
| Color | Light yellow-green to brown |
| Merck | 14,9015 |
| BRN | 784514 |
| pKa | 7.80±0.23(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Stability | Hygroscopic |
| Sensitive | Air Sensitive |
| Refractive Index | 1.4500 (estimate) |
| MDL | MFCD00006943 |
| Physical and Chemical Properties | White powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from the mature fruits of cinnamon. |
| In vitro study | Syringaldehyde inhibits COX-2 activity in a dosedependent manner with an IC 50 of 3.5 μg/mL. |
| In vivo study | Syringaldehyde exerts anti-hyperglycemic effect in rat model of diabetes induced by streptozotocin. Apart from antioxidant capability, Syringaldehyde also has anti-inflammatory activity as it is found to have inhibitory action on cyclo-oxygenase 2 (COX-2) in mouse macrophage cell line. |
Syringylaldehyde - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R36/37/38 - 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 S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| RTECS | CU5760000 |
| TSCA | Yes |
| HS Code | 29124900 |
| Hazard Note | Irritant |
Syringylaldehyde - Reference
| Reference Show more | 1. Qi Xiaoru, Yan Chao, Song Chunhua, et al. Analysis of Phenolic Substances and Aroma Components in Four Fruit Concentrated Juice [J]. Food Science and Technology, 2018, 043(002):279-285. 2. Liu Yu, Tang Bin, Li Song. Trametes sp. Optimization of Decolorization Conditions for Acid Chrome Blue K Catalyzed by LS-10C Laccase [J]. Journal of Anhui Engineering University 2016 31(004):12-16. 3. [IF = 7.514] Xiaoming Yu et al."Impact of processing technologies on isoflavones, phenolic acids, and antioxidant capacities of soymilk prepared from 15 soybean varieties." Food Chem. 2021 May;345:128612 4. [IF = 3.935] Jingyun Zheng et al."A systematic investigation on free phenolic acids and flavonoids profiles of commonly consumed edible flowers in China." J Pharmaceut Biomed. 2019 Aug;172:268 |
Syringylaldehyde - Reference Information
| FEMA | 4049 | 4-HYDROXY-3,5,-DIMETHOXY BENZALDEHYDE |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| biological activity | Syringaldehyde is a flavonoid polyphenol compound that exists in different plant species, such as Manihot esculenta and Magnolia officinalis. Syringaldehyde moderately inhibited COX-2 activity with IC50 of 3.5 μg/mL. It has antioxidant, anti-hyperglycemic and anti-inflammatory activities. |
| use | used in medicine, perfume, pesticide chemistry and organic synthesis industry |
Last Update：2024-04-09 21:04:16
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View History
Syringylaldehyde
4-BUTYLCYCLOHEXANOL
纳夫妥AS-SW
304650-02-0
DiethylChlorothiophosphate
2-{[(tert-butoxy)carbonyl](methyl)amino}-2-(oxan4-yl)acetic acid
Thiamethoxam-d3
Benzene, 4-broMo-1-iodo-2-nitro-
Magnesium Sulphate Hepta
4-BUTYLCYCLOHEXANOL
纳夫妥AS-SW
304650-02-0
DiethylChlorothiophosphate
2-{[(tert-butoxy)carbonyl](methyl)amino}-2-(oxan4-yl)acetic acid
Thiamethoxam-d3
Benzene, 4-broMo-1-iodo-2-nitro-
Magnesium Sulphate Hepta