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W404926

Sigma-Aldrich

Syringaldehyde

≥98%, FG

Synonyme(s) :

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

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About This Item

Formule linéaire :
HOC6H2(OCH3)2CHO
Numéro CAS:
134-96-3
Poids moléculaire :
182.17
Numéro FEMA:
4049
Numéro Beilstein :
784514
Numéro CE :
205-167-5
Conseil de l'Europe Nº :
130
Numéro MDL:
MFCD00006943
Code UNSPSC :
12164502
ID de substance PubChem :
24901976
Numéro Flavis :
5.153
Nomenclature NACRES :
NA.21

Source biologique

synthetic

Qualité

FG

Conformité réglementaire

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

Pureté

≥98%

Point d'ébullition

192-193 °C/14 mmHg (lit.)

Pf

110-113 °C (lit.)

Application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

Allergène alimentaire

no known allergens

Propriétés organoleptiques

green; sweet

Chaîne SMILES 

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

Clé InChI

KCDXJAYRVLXPFO-UHFFFAOYSA-N

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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).

Actions biochimiques/physiologiques

Odor at 1.0%

Autres remarques

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "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
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
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
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
Esteban D Babot et al.
Bioresource technology, 102(12), 6717-6722 (2011-04-23)
The ability of two natural phenols to act as mediators of the recombinant Myceliophthora thermophila laccase (MtL) in eucalypt-pulp delignification was investigated. After alkaline peroxide extraction, the properties of the enzymatically-treated pulps improved with respect to the control. The pulp
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