Syringaldehyde
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MedKoo CAT#: 464561

CAS#: 134-96-3

Description: Syringaldehyde is a polyphenol that has been found in E. granulatus and has diverse biological activities. It inhibits LPS-induced COX-2 activity in RAW 264.7 cells with an IC50 value of 19.23 µM. Syringaldehyde inhibits the proliferation of HCT116, Caco-2, and HT-29 colon cancer cells (IC50s = 56.3, 35.9, and 68.6 µM, respectively). It decreases plasma glucose levels in a rat model of diabetes induced by streptozotocin (STZ) when administered at doses ranging from 1.8 to 7.2 mg/kg. Syringaldehyde (25 and 50 mg/kg) reduces infarct size in a rat model of myocardial infarction induced by isoproterenol.


Chemical Structure

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Syringaldehyde
CAS# 134-96-3

Theoretical Analysis

MedKoo Cat#: 464561
Name: Syringaldehyde
CAS#: 134-96-3
Chemical Formula: C9H10O4
Exact Mass: 182.0579
Molecular Weight: 182.175
Elemental Analysis: C, 59.34; H, 5.53; O, 35.13

Price and Availability

Size Price Availability Quantity
10.0g USD 210.0 2 Weeks
50.0g USD 390.0 2 Weeks
100.0g USD 590.0 2 Weeks
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Synonym: Syringaldehyde; NSC 41153; NSC41153; NSC-41153; SM 707; SM707; SM-707; VND 3207; VND-3207; VND3207;

IUPAC/Chemical Name: 4-hydroxy-3,5-dimethoxybenzaldehyde

InChi Key: KCDXJAYRVLXPFO-UHFFFAOYSA-N

InChi Code: InChI=1S/C9H10O4/c1-12-7-3-6(5-10)4-8(13-2)9(7)11/h3-5,11H,1-2H3

SMILES Code: O=CC1=CC(OC)=C(O)C(OC)=C1

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 30.0 164.0
DMSO 30.0 164.0
DMSO:PBS (pH 7.2) (1:7) 0.12 0.66
Ethanol 1.0 5.5

Preparing Stock Solutions

The following data is based on the product molecular weight 182.175 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Wang Q, Liang YY, Li KW, Li Y, Niu FJ, Zhou SJ, Wei HC, Zhou CZ. Herba Siegesbeckiae: A review on its traditional uses, chemical constituents, pharmacological activities and clinical studies. J Ethnopharmacol. 2021 Apr 10:114117. doi: 10.1016/j.jep.2021.114117. Epub ahead of print. PMID: 33848612.

2: Lee N, Kim YT, Lee J. Recent Advances in Renewable Polymer Production from Lignin-Derived Aldehydes. Polymers (Basel). 2021 Jan 24;13(3):364. doi: 10.3390/polym13030364. PMID: 33498847; PMCID: PMC7865860.

3: Song Y, Jiang J, Qin W, Li J, Zhou Y, Gao Y. Enhanced transformation of organic pollutants by mild oxidants in the presence of synthetic or natural redox mediators: A review. Water Res. 2021 Feb 1;189:116667. doi: 10.1016/j.watres.2020.116667. Epub 2020 Nov 23. PMID: 33271411.

4: Naghdi M, Taheran M, Brar SK, Kermanshahi-Pour A, Verma M, Surampalli RY. Removal of pharmaceutical compounds in water and wastewater using fungal oxidoreductase enzymes. Environ Pollut. 2018 Mar;234:190-213. doi: 10.1016/j.envpol.2017.11.060. Epub 2017 Nov 24. PMID: 29175684.

5: Tarabanko VE, Tarabanko N. Catalytic Oxidation of Lignins into the Aromatic Aldehydes: General Process Trends and Development Prospects. Int J Mol Sci. 2017 Nov 15;18(11):2421. doi: 10.3390/ijms18112421. PMID: 29140301; PMCID: PMC5713389.

6: Lee S, Monnappa AK, Mitchell RJ. Biological activities of lignin hydrolysate- related compounds. BMB Rep. 2012 May;45(5):265-74. doi: 10.5483/bmbrep.2012.45.5.265. PMID: 22617449.

Syringaldehyde

25.0mg / Not available