4-HYDROXY-3,5-DIMETHOXYBENZALDEHYDE (CED0016980)

Record Information

Version

1.0

Creation Date

2016-05-19 02:09:31 UTC

Update Date

2026-04-03 08:52:44 UTC

SynCED ID

CED0016980

Secondary Accession Numbers

CHEM006057

Identification

Common Name

4-HYDROXY-3,5-DIMETHOXYBENZALDEHYDE

Class

Small Molecule

Description

4-HYDROXY-3,5-DIMETHOXYBENZALDEHYDE is an organic compound with the formula C9H10O4 and an average molecular weight of 182.17 g/mol. 4-HYDROXY-3,5-DIMETHOXYBENZALDEHYDE belongs to the methoxyphenols, a subclass of phenols within the organic compounds. It is further classified under the superclass of benzenoids. In industrial applications, this compound is utilized as a nutrient and a flavouring agent. It is found in or released from 18 recorded sources across several categories. Within food, food processing, and cookware, it is associated with cellar tools, food preservation, the preparation of malt, fermentation processes for beer, and food contact materials, among three other sources. It is also present in household cleaning and consumer products, including soap detergents, perfumes within detergents and soaps, bleaching agents, cigar cigarettes, other smoking requisites, and one additional source. Furthermore, the compound is linked to electrical and electronic equipment, specifically television systems, hybrid capacitors, electrodes, and conductors or conductive bodies characterised by the conductive materials. Recorded routes of exposure for this substance include oral, inhalation, and touch.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Sinapaldehyde	ChEMBL
SYAL	MeSH
2,6-Dimethoxy-4-formylphenol	MeSH
3,5-Dimethoxy-4-hydroxybenzaldehyde	MeSH
4-Hydroxy-3,5-dimethoxybenzaldehyde	PhytoBank
4-Formyl-2,6-dimethoxyphenol	PhytoBank
4-Formylsyringol	PhytoBank
Cedar aldehyde	PhytoBank
Gallaldehyde 3,5-dimethyl ether	PhytoBank
Syringic aldehyde	PhytoBank
3,5-Dimethoxy-4-hydroxy-benzaldehyde	PhytoBank

Chemical Formula

C₉H₁₀O₄

Average Molecular Mass

182.173 g/mol

Monoisotopic Mass

182.058 g/mol

CAS Registry Number

134-96-3

IUPAC Name

4-hydroxy-3,5-dimethoxybenzaldehyde

Traditional Name

syringaldehyde

SMILES

COC1=CC(C=O)=CC(OC)=C1O

InChI Identifier

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

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Hydroxybenzaldehyde
Anisole
Benzaldehyde
Benzoyl
Phenoxy compound
Phenol ether
Methoxybenzene
Alkyl aryl ether
Aryl-aldehyde
Monocyclic benzene moiety
Ether
Organooxygen compound
Aldehyde
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dimethoxybenzene (CHEBI:67380 )
hydroxybenzaldehyde (CHEBI:67380 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

antioxidant (PMC12652216 , PMC6009954 )?

Chemical Roles

Not Available

Organoleptic Effects

reddish brown colour ?

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	3.68 g/L	ALOGPS
logP	1.33	ALOGPS
logP	1.07	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	7.24	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	47.55 m³·mol⁻¹	ChemAxon
Polarizability	17.76 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0ue9-0900000000-ef96b9e519092161a3cb	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-9100000000-5b6ba3c42dcd3af29af0	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-002b-9500000000-59dc9fbf56278b4fa3d7	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00or-9000000000-7fdf6c97fc44ba928757	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-05gi-0900000000-44ca2aac27277cc862f5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-002b-9500000000-648b4cea88c99f600180	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-05gi-0900000000-ec8dfff58a288a3a2202	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-9100000000-54826f5ed4bf4c650678	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00or-9000000000-03822b23e64682ed8879	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0900000000-888409d99d78544d7bda	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0900000000-9a08dd0b4c0aa032b821	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0hhi-3900000000-9de8232d167c5c3dc77e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0900000000-9ff54d007d617002d730	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0900000000-5756b0978ed9c9206dfc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0671-5900000000-61166ea22e1f8c56bc12	Not Available	View Spectrum
MS	MS Spectrum	splash10-001i-5900000000-6cbbbdbec8f6bba463d5	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
1604.0 Log mg/kg [900:2900]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000010	Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.	Agriculture & land management	PubChem
CEDs000494	Food contact materials?Food contact materials refer to substances and products that are intended to come into contact with food during processing, packaging, or preparation.	Food, food processing & cookware	Not Available
CEDs000511	Conductors Or Conductive Bodies Characterised By The Conductive Materials?Conductors, or conductive bodies, are materials that allow the flow of electrical current, typically made from metals such as copper, aluminum, or silver.	Electrical & Electronic Equipment	PubChem
CEDs000519	Electrodes?Electrodes, used in various electrical and electronic applications, can be a source of synthetic chemical contamination due to the materials from which they are constructed and the processes involved in their manufacturing.	Electrical & Electronic Equipment	PubChem
CEDs000524	Hybrid Capacitors?Hybrid capacitors are energy storage devices that combine the properties of electrolytic and supercapacitors, utilizing a combination of electrochemical principles to achieve higher energy density and power density.	Electrical & Electronic Equipment	PubChem
CEDs000537	Television Systems?Television systems can be a source of synthetic chemical contamination due to the various materials and components used in their manufacture and operation.	Electrical & Electronic Equipment	PubChem
CEDs000543	Cellar Tools?Cellar tools, commonly used in wine production and other fermentation processes, may pose a risk of synthetic chemical contamination if not properly maintained or if manufactured from substandard materials.	Food, food processing & cookware	PubChem
CEDs000544	Fermentation Processes For Beer?Fermentation processes for beer involve the conversion of sugars into alcohol and carbon dioxide by yeast.	Food, food processing & cookware	PubChem
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	PubChem
CEDs000547	Preparation Of Malt?Malt preparation involves the germination and drying of cereal grains, primarily barley, to produce malt for brewing and food products.	Food, food processing & cookware	PubChem
CEDs000548	Preparation Of Vinegar?Vinegar is produced through the fermentation of ethanol by acetic acid bacteria, resulting in a solution that typically contains 4-8% acetic acid.	Food, food processing & cookware	PubChem
CEDs000549	Preparation Of Wine Or Sparkling Wine?The preparation of wine or sparkling wine involves various stages, including fermentation, aging, and bottling, which can introduce potential sources of synthetic chemical contamination.	Food, food processing & cookware	PubChem
CEDs000550	Preparation Of Wort?The preparation of wort involves the extraction of sugars from malted grains, a crucial step in the brewing process.	Food, food processing & cookware	PubChem
CEDs000555	Bleaching Agents?Bleaching agents are chemical substances used to whiten or lighten materials, often employed in various cleaning products for their stain removal and disinfecting properties.	Household cleaning & consumer products	PubChem
CEDs000556	Cigar Cigarettes?Cigar cigarettes are a source of synthetic chemical contamination due to the combustion of various tobacco blends and additives.	Household cleaning & consumer products	PubChem
CEDs000560	Other Smoking Requisites?Other smoking requisites, including items such as lighters, matches, and rolling papers, can introduce synthetic chemical contamination through various components and additives.	Household cleaning & consumer products	PubChem
CEDs000561	Perfumes Within Detergents And Soaps?Perfumes within detergents and soaps are synthetic fragrance compounds added to enhance the sensory experience of cleaning products.	Household cleaning & consumer products	PubChem
CEDs000563	Soap Detergents?Soap detergents are synthetic surfactants designed to enhance the cleaning efficacy of water by reducing surface tension, allowing for better interaction with dirt and grease.	Household cleaning & consumer products	PubChem
CEDs000569	Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.	Household cleaning & consumer products	PubChem
CEDs000580	Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.	Industrial manufacturing & chemical processing	PubChem
CEDs000581	Paper Making Machines?Paper making machines utilize various synthetic chemicals throughout the production process, including additives, coatings, and bleaching agents.	Industrial manufacturing & chemical processing	PubChem
CEDs000600	Herbicides And Algicides?Herbicides and algicides are synthetic chemicals primarily used to control unwanted plants and algae in various environments.	Agriculture & land management	PubChem
CEDs000604	Pest Attractants?Pest attractants are synthetic chemicals designed to lure specific pests for monitoring or control purposes.	Agriculture & land management	PubChem
CEDs000605	Pest Repellants?Pest repellents, often formulated from synthetic chemicals, are widely used to protect crops from insect infestations and other pests.	Agriculture & land management	PubChem
CEDs000606	Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.	Agriculture & land management	PubChem
CEDs000609	Aftershave?Aftershave is a grooming product typically used to soothe and protect the skin following shaving.	Personal care & cosmetics	PubChem
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000613	Depilatories?Depilatories are products designed to remove unwanted hair through the application of synthetic chemicals that break down the protein structure of hair, facilitating its removal.	Personal care & cosmetics	PubChem
CEDs000614	Essential Oils Or Perfumes?Essential oils and perfumes are complex mixtures of volatile compounds derived from natural or synthetic sources, commonly used for their aromatic properties.	Personal care & cosmetics	PubChem
CEDs000615	Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.	Personal care & cosmetics	PubChem
CEDs000618	Lip Makeup Products?Lip makeup products, such as lipsticks, lip glosses, and lip liners, often contain a variety of synthetic chemicals, including pigments, preservatives, and emollients.	Personal care & cosmetics	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000642	Footwear?Footwear production often involves the use of various synthetic chemicals, such as adhesives, dyes, and treatments, which can contribute to environmental contamination.	Textiles, leather & furnishings	PubChem
CEDs000652	Ropes?Ropes manufactured from synthetic fibers, such as polypropylene, nylon, and polyester, are widely used in various applications, including marine, construction, and outdoor activities.	Textiles, leather & furnishings	PubChem
CEDs000679	Phosphatic Fertilisers?Phosphatic fertilizers are synthetic chemical products primarily composed of phosphorus, which is essential for plant growth.	Agriculture & land management	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000738	Cooling Circuit Water?Cooling circuit water is utilized in various industrial processes to absorb and dissipate heat generated during operations.	Industrial manufacturing & chemical processing	PubChem
CEDs000739	Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.	Paper, pulp & fiber products	PubChem
CEDs000740	Paper?Paper production involves the processing of wood fibers and the use of various chemicals, which can lead to synthetic chemical contamination.	Paper, pulp & fiber products	PubChem
CEDs000742	Leather Tanning?Leather tanning is a process that transforms raw animal hides into durable leather through the application of various chemicals, including chromium salts, aldehydes, and vegetable tannins.	Textiles, leather & furnishings	PubChem
CEDs000743	Sludge Treatment?Sludge treatment involves the processing of waste materials generated from wastewater treatment plants, which often contain a variety of organic and inorganic substances.	Wastewater, sanitation & biosolids	PubChem
CEDs000744	Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.	Wastewater, sanitation & biosolids	PubChem
CEDs00802	Agricultural Residues	Agriculture & land management	PMC13370788
CEDs00898	Forest Soil	Agriculture & land management	PMC4186836
CEDs02255	Water	Aquatic systems & sediments	PMC9512012
CEDs02591	Atmosphere	Air, dust & atmospheric transport	PMC9512012
CEDs02600	Snow	Air, dust & atmospheric transport	PMC10398623 , PMC10398623
CEDs02605	Particulate Matter	Air, dust & atmospheric transport	PMC9512012
CEDs02688	Fog	Air, dust & atmospheric transport	PMC9512012

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Polyunsaturated fatty acid 5-lipoxygenase	P09917	Humans	Predicted (SEA)	Prediction Confidence Score 0.413 Applicability Domain 0.472 Statistical Significance 0.0021 Supporting Reference Compounds 182 E-value 16.7376
Click to view 3D structure	Nuclear factor erythroid 2-related factor 2	Q16236	Humans	Predicted (SEA)	Prediction Confidence Score 0.408 Applicability Domain 0.472 Statistical Significance 3.20e-04 Supporting Reference Compounds 19 E-value 2.49118
Click to view 3D structure	Carbonic anhydrase 7	P43166	Humans	Predicted (SEA)	Prediction Confidence Score 0.405 Applicability Domain 0.517 Statistical Significance 0.0032 Supporting Reference Compounds 242 E-value 24.9896
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	Prediction Confidence Score 0.405 Applicability Domain 0.517 Statistical Significance 0.0052 Supporting Reference Compounds 332 E-value 40.4037
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	Prediction Confidence Score 0.402 Applicability Domain 0.517 Statistical Significance 0.0066 Supporting Reference Compounds 407 E-value 51.4583
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	Prediction Confidence Score 0.402 Applicability Domain 0.517 Statistical Significance 0.0056 Supporting Reference Compounds 372 E-value 43.8291
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	Prediction Confidence Score 0.394 Applicability Domain 0.517 Statistical Significance 0.0083 Supporting Reference Compounds 472 E-value 64.537
Click to view 3D structure	Carbonic anhydrase 6	P23280	Humans	Predicted (SEA)	Prediction Confidence Score 0.382 Applicability Domain 0.517 Statistical Significance 0.0023 Supporting Reference Compounds 151 E-value 17.9832
Click to view 3D structure	Prostaglandin G/H synthase 1	P23219	Humans	Predicted (SEA)	Prediction Confidence Score 0.379 Applicability Domain 0.447 Statistical Significance 0.0019 Supporting Reference Compounds 136 E-value 14.9471
Click to view 3D structure	Carbonic anhydrase 14	Q9ULX7	Humans	Predicted (SEA)	Prediction Confidence Score 0.37 Applicability Domain 0.517 Statistical Significance 0.0042 Supporting Reference Compounds 172 E-value 32.4631
Click to view 3D structure	Carbonic anhydrase 5A, mitochondrial	P35218	Humans	Predicted (SEA)	Prediction Confidence Score 0.358 Applicability Domain 0.517 Statistical Significance 0.0051 Supporting Reference Compounds 165 E-value 40.0924
Click to view 3D structure	Epidermal growth factor receptor	P00533	Humans	Predicted (SEA)	Prediction Confidence Score 0.355 Applicability Domain 0.395 Statistical Significance 0.0524 Supporting Reference Compounds 1301 E-value 407.852
Click to view 3D structure	Amine oxidase [flavin-containing] B	P27338	Humans	Predicted (SEA)	Prediction Confidence Score 0.354 Applicability Domain 0.395 Statistical Significance 0.0124 Supporting Reference Compounds 315 E-value 96.2216
Click to view 3D structure	Amyloid-beta precursor protein	P05067	Humans	Predicted (SEA)	Prediction Confidence Score 0.348 Applicability Domain 0.395 Statistical Significance 0.0059 Supporting Reference Compounds 109 E-value 46.0867
Click to view 3D structure	Broad substrate specificity ATP-binding cassette transporter ABCG2	Q9UNQ0	Humans	Predicted (SEA)	Prediction Confidence Score 0.344 Applicability Domain 0.395 Statistical Significance 0.0088 Supporting Reference Compounds 126 E-value 68.3516
Click to view 3D structure	Prostaglandin G/H synthase 2	P35354	Humans	Predicted (SEA)	Prediction Confidence Score 0.342 Applicability Domain 0.395 Statistical Significance 0.006 Supporting Reference Compounds 201 E-value 46.7095
Click to view 3D structure	Tissue factor	P13726	Humans	Predicted (SEA)	Prediction Confidence Score 0.339 Applicability Domain 0.417 Statistical Significance 0.0024 Supporting Reference Compounds 29 E-value 18.3724
Click to view 3D structure	Tubulin beta-1 chain	Q9H4B7	Humans	Predicted (SEA)	Prediction Confidence Score 0.336 Applicability Domain 0.378 Statistical Significance 6.10e-04 Supporting Reference Compounds 3 E-value 4.7488
Click to view 3D structure	Cytochrome P450 1A1	P04798	Humans	Predicted (SEA)	Prediction Confidence Score 0.335 Applicability Domain 0.412 Statistical Significance 0.0037 Supporting Reference Compounds 77 E-value 28.5707
Click to view 3D structure	ATP-dependent translocase ABCB1	P08183	Humans	Predicted (SEA)	Prediction Confidence Score 0.326 Applicability Domain 0.395 Statistical Significance 0.0089 Supporting Reference Compounds 139 E-value 69.3637
Click to view 3D structure	Serine/threonine-protein kinase pim-1	P11309	Humans	Predicted (SEA)	Prediction Confidence Score 0.319 Applicability Domain 0.409 Statistical Significance 0.0705 Supporting Reference Compounds 967 E-value 548.837
Click to view 3D structure	Carbonic anhydrase 13	Q8N1Q1	Humans	Predicted (SEA)	Prediction Confidence Score 0.318 Applicability Domain 0.395 Statistical Significance 0.0043 Supporting Reference Compounds 92 E-value 33.553
Click to view 3D structure	Amine oxidase [flavin-containing] A	P21397	Humans	Predicted (SEA)	Prediction Confidence Score 0.316 Applicability Domain 0.395 Statistical Significance 0.0147 Supporting Reference Compounds 241 E-value 114.438
Click to view 3D structure	Aldo-keto reductase family 1 member B1	P15121	Humans	Predicted (SEA)	Prediction Confidence Score 0.315 Applicability Domain 0.395 Statistical Significance 0.0053 Supporting Reference Compounds 84 E-value 40.9487
Click to view 3D structure	Cytochrome P450 1B1	Q16678	Humans	Predicted (SEA)	Prediction Confidence Score 0.311 Applicability Domain 0.333 Statistical Significance 0.0064 Supporting Reference Compounds 88 E-value 50.057
Click to view 3D structure	Endoglucanase	P19424	Bacillus sp. (strain KSM-635)	Known	Not Available