CAS 134-96-3|Syringaldehyde
| Common Name | Syringaldehyde | ||
|---|---|---|---|
| CAS Number | 134-96-3 | Molecular Weight | 182.173 |
| Density | 1.2±0.1 g/cm3 | Boiling Point | 322.1±37.0 °C at 760 mmHg |
| Molecular Formula | C9H10O4 | Melting Point | 110-113 °C(lit.) |
| MSDS | ChineseUSA | Flash Point | 130.1±20.0 °C |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | syringaldehyde |
|---|---|
| Synonym | More Synonyms |
Syringaldehyde BiologicalActivity
| Description | Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1]. |
|---|---|
| Related Catalog | Signaling Pathways >>Immunology/Inflammation >>COXNatural Products >>FlavonoidsResearch Areas >>Inflammation/ImmunologyResearch Areas >>Metabolic Disease |
| Target | COX-2:19.2 μM (IC50) |
| In Vitro | Syringaldehyde inhibits COX-2 activity in a dosedependent manner with an IC50 of 3.5 μg/mL[2]. |
| In Vivo | 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[1]. |
| Animal Admin | Rats[1] Adult male albino wistar rats (weighing 180-220 g) 12.5 mg/kg, 25 mg/kg, and 50 mg/kg; p.o.; for 21 days Adult male albino wistar rats are randomly divided into six groups (n=6), first group serves as control and receives vehicle (orally) for 21 days. Second group is given Syringaldehyde in saline orally at 50 mg/kg for 21 days. Third group receives vehicle for a period of 21 days and then ISO (100 mg/kg, s.c.) on 20th and 21 st day at an interval of 24 h. Fourth group is given Syringaldehyde for 21 days at 12.5 mg/kg, p.o. and ISO on 20th and 21 st day. Fifth group receives Syringaldehyde at concentration of 25 mg/kg, p.o. for 21 days and ISO on 20th and 21 st day. The sixth group is treated with 50 mg/kg of Syringaldehyde for 21 days and ISO on 20th and 21 st day. During the experimental procedure body weight of animals are monitored and on 22nd day, 24 h after second injection of ISO, rats sre sacrificed by cervical decapitation. Note: Body weight of animals belonging to different groups did not differed significantly but heart weight of ISO challenged animals were highly elevated (p ≤ 0.05) than control rats. However, treatment of rats with Syringaldehyde significantly reduced heart weight in dose dependent way. The rats treated with Syringaldehyde alone displayed an insignificant difference from control group. |
| References | [1]. Shahzad S, et al. Protective effect of syringaldehyde on biomolecular oxidation, inflammation and histopathological alterations in isoproterenol induced cardiotoxicity in rats. Biomed Pharmacother. 2018 Dec;108:625-633. [2]. Stanikunaite R, et al. Cyclooxygenase-2 inhibitory and antioxidant compounds from the truffle Elaphomyces granulatus. Phytother Res. 2009 Apr;23(4):575-8. |
Chemical & Physical Properties
| Density | 1.2±0.1 g/cm3 |
|---|---|
| Boiling Point | 322.1±37.0 °C at 760 mmHg |
| Melting Point | 110-113 °C(lit.) |
| Molecular Formula | C9H10O4 |
| Molecular Weight | 182.173 |
| Flash Point | 130.1±20.0 °C |
| Exact Mass | 182.057907 |
| PSA | 55.76000 |
| LogP | 0.86 |
| Vapour Pressure | 0.0±0.7 mmHg at 25°C |
| Index of Refraction | 1.568 |
| InChIKey | KCDXJAYRVLXPFO-UHFFFAOYSA-N |
| SMILES | COc1cc(C=O)cc(OC)c1O |
| Water Solubility | very sparingly soluble |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 1 gm/kg
- TOXIC EFFECTS :
- Behavioral - altered sleep time (including change in righting reflex)
- REFERENCE :
- JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 7,178,1964
Safety Information
| Symbol | GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H302-H315-H319-H335 |
| Precautionary Statements | P261-P305 + P351 + P338 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xi:Irritant; |
| Risk Phrases | R36/37/38 |
| Safety Phrases | S26-S37/39 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | CU5760000 |
| Packaging Group | I; II; III |
| HS Code | 29124900 |
Customs
| HS Code | 2912499000 |
|---|---|
| Summary | 2912499000. other aldehyde-ethers, aldehyde-phenols and aldehydes with other oxygen function. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:5.5%. General tariff:30.0% |
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Synonyms
| EINECS 205-167-5 |
| Syringic Aldehyde |
| 4-Hydroxy-3,5-dimethoxybenzaldehyde |
| 4-Hydroxy-3,5-dimethoxybenzolcarbaldehyd |
| Syringaldehyde |
| 3,5-Dimethoxy-4-Hydroxybenzaldehyde |
| Benzaldehyde, 4-hydroxy-3,5-dimethoxy- |
| MFCD00006943 |
