Syringaldehyde

Modify Date: 2024-01-02 10:09:04

Syringaldehyde Structure
Syringaldehyde structure
 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 Chinese USA Flash Point 130.1±20.0 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of Syringaldehyde


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].

 Names

Name syringaldehyde
Synonym More Synonyms

 Syringaldehyde Biological Activity

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
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
Water Solubility very sparingly soluble

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CU5760000
CHEMICAL NAME :
Benzaldehyde, 3,5-dimethoxy-4-hydroxy-
CAS REGISTRY NUMBER :
134-96-3
BEILSTEIN REFERENCE NO. :
0784514
LAST UPDATED :
199701
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C9-H10-O4
MOLECULAR WEIGHT :
182.19
WISWESSER LINE NOTATION :
VHR DQ CO1 EO1

HEALTH HAZARD DATA

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
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

 Synthetic Route

 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
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