CAS 134-96-3|Syringaldehyde

Introduction:Basic information about CAS 134-96-3|Syringaldehyde, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameSyringaldehyde
CAS Number134-96-3Molecular Weight182.173
Density1.2±0.1 g/cm3Boiling Point322.1±37.0 °C at 760 mmHg
Molecular FormulaC9H10O4Melting Point110-113 °C(lit.)
MSDSChineseUSAFlash Point130.1±20.0 °C
Symbol
GHS07
Signal WordWarning

Names

Namesyringaldehyde
SynonymMore Synonyms

Syringaldehyde BiologicalActivity

DescriptionSyringaldehyde 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 CatalogSignaling Pathways >>Immunology/Inflammation >>COXNatural Products >>FlavonoidsResearch Areas >>Inflammation/ImmunologyResearch Areas >>Metabolic Disease
Target

COX-2:19.2 μM (IC50)

In VitroSyringaldehyde inhibits COX-2 activity in a dosedependent manner with an IC50 of 3.5 μg/mL[2].
In VivoSyringaldehyde 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 AdminRats[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

Density1.2±0.1 g/cm3
Boiling Point322.1±37.0 °C at 760 mmHg
Melting Point110-113 °C(lit.)
Molecular FormulaC9H10O4
Molecular Weight182.173
Flash Point130.1±20.0 °C
Exact Mass182.057907
PSA55.76000
LogP0.86
Vapour Pressure0.0±0.7 mmHg at 25°C
Index of Refraction1.568
InChIKeyKCDXJAYRVLXPFO-UHFFFAOYSA-N
SMILESCOc1cc(C=O)cc(OC)c1O
Water Solubilityvery 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
Signal WordWarning
Hazard StatementsH302-H315-H319-H335
Precautionary StatementsP261-P305 + P351 + P338
Personal Protective Equipmentdust mask type N95 (US);Eyeshields;Gloves
Hazard CodesXi:Irritant;
Risk PhrasesR36/37/38
Safety PhrasesS26-S37/39
RIDADRNONH for all modes of transport
WGK Germany3
RTECSCU5760000
Packaging GroupI; II; III
HS Code29124900

Customs

HS Code2912499000
Summary2912499000. 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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