W404926
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:
Molecular Weight:
182.17
FEMA Number:
4049
Beilstein:
784514
EC Number:
Council of Europe no.:
130
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
5.153
NACRES:
NA.21
biological source
synthetic
Quality Level
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Certificates of Analysis (COA)
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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
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
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
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
Kerstin Stärk et al.
ChemSusChem, 3(6), 719-723 (2010-05-19)
Beech lignin was oxidatively cleaved in ionic liquids to give phenols, unsaturated propylaromatics, and aromatic aldehydes. A multiparallel batch reactor system was used to screen different ionic liquids and metal catalysts. Mn(NO(3))(2) in 1-ethyl-3-methylimidazolium trifluoromethanesulfonate [EMIM][CF(3)SO(3)] proved to be the
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