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W404926

Sigma-Aldrich

Syringaldehyde

≥98%, FG

Synonym(s):

3,5-Dimethoxy-4-hydroxybenzaldehyde, 4-Hydroxy-3,5-dimethoxybenzaldehyde

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About This Item

Linear Formula:
HOC6H2(OCH3)2CHO
CAS Number:
134-96-3
Molecular Weight:
182.17
FEMA Number:
4049
Beilstein/REAXYS Number:
784514
EC Number:
205-167-5
Council of Europe no.:
130
MDL number:
MFCD00006943
UNSPSC Code:
12164502
PubChem Substance ID:
24901976
Flavis number:
5.153
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG

reg. compliance

EU Regulation 1334/2008 & 872/2012
FDA 21 CFR 110

assay

≥98%

bp

192-193 °C/14 mmHg (lit.)

mp

110-113 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

green; sweet

SMILES string

COc1cc(C=O)cc(OC)c1O

InChI

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

InChI key

KCDXJAYRVLXPFO-UHFFFAOYSA-N

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Related Categories

Application


  • Dual action of benzaldehydes: Inhibiting quorum sensing and enhancing antibiotic efficacy for controlling Pseudomonas aeruginosa biofilms.: This study investigates the dual action of syringaldehyde and other benzaldehydes in inhibiting quorum sensing and enhancing the efficacy of antibiotics against Pseudomonas aeruginosa biofilms, offering potential applications in antimicrobial therapies (Leitão et al., 2024).

  • Development of Syringaldehyde as an Agonist of the GLP-1 Receptor to Alleviate Diabetic Disorders in Animal Models.: Research highlights the development of syringaldehyde as a novel agonist of the GLP-1 receptor, demonstrating significant potential in alleviating diabetic disorders in animal models (Lee et al., 2024).

  • Aqueous-Phase Photoreactions of Mixed Aromatic Carbonyl Photosensitizers Yield More Oxygenated, Oxidized, and less Light-Absorbing Secondary Organic Aerosol (SOA) than Single Systems.: The study reveals that syringaldehyde, as part of mixed aromatic carbonyl photosensitizers, leads to the formation of highly oxygenated and oxidized secondary organic aerosols, impacting atmospheric chemistry and air quality (Mabato et al., 2024).

Biochem/physiol Actions

Odor at 1.0%

Other Notes

Natural occurrence: Pineapple, beer, grape brandy, rum, many different whiskey products, sherry, roasted barley and hardwood smoke.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Shuang Liang et al.
Journal of natural products, 71(11), 1902-1905 (2008-11-07)
Chemical examination of the methanolic extract from the stem bark of Daphne feddei led to the isolation of five new phenylpropanoids, 4,4'-dihydroxy-3,3'-dimethoxy-9-butoxy-9,9'-epoxylignan (1), 4,4'-dihydroxy-3,3'-dimethoxy-9-ethoxy-9,9'-epoxylignan (2), daphneresinol (3), armaosigenin (4), and isocubebin (5), together with 33 known phenylpropanoids. All 38 compounds
Cuimin Hu et al.
Bioresource technology, 100(20), 4843-4847 (2009-06-06)
Lignocellulosic biomass hydrolysis inevitably coproduces byproducts that may have various affects on downstream biotransformation. It is imperative to document the inhibitor tolerance ability of microbial strain in order to utilize biomass hydrolysate more effectively. To achieve better lipid production by
Palwinder Singh et al.
Journal of medicinal chemistry, 55(14), 6381-6390 (2012-06-28)
On the basis of structural analysis of dihydrofolate reductase (DHFR) (cocrystallized separately with NADPH, dihydrofolate and NADPH, trimethoprim), compounds 2 and 3 were optimized for inhibition of DHFR. Appreciable tumor growth inhibitory activities of compounds 2 and 3 over 60
Rogério S Pereira et al.
Journal of industrial microbiology & biotechnology, 38(1), 71-78 (2010-09-08)
The inhibitory action of acetic acid, ferulic acid, and syringaldehyde on metabolism of Candida guilliermondii yeast during xylose to xylitol bioconversion was evaluated. Assays were performed in buffered and nonbuffered semidefined medium containing xylose as main sugar (80.0 g/l), supplemented
Laura Mendoza et al.
Enzyme and microbial technology, 49(5), 478-484 (2011-11-25)
This paper presents the use of a membrane-integrated reactor system with recycling of laccase and mediator for azo dye decolorization. From initial screening of different laccases and mediators, Trametes versicolor laccase and syringaldehyde provided the best system for decolorization. Decolorization
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