ChemFOnt: Showing chemical card for 4-Hydroxy-3,5-dimethoxybenzaldehyde (CFc000332938)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:12:34 UTC

Chemfont ID

CFc000332938

Molecule Identification

Common Name

4-Hydroxy-3,5-dimethoxybenzaldehyde

Definition

4-hydroxy-3,5-dimethoxybenzaldehyde, also known as sinapaldehyde or 2,6-dimethoxy-4-formylphenol, is a member of the class of compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. 4-hydroxy-3,5-dimethoxybenzaldehyde is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 4-hydroxy-3,5-dimethoxybenzaldehyde is a mild, sweet, and plastic tasting compound and can be found in a number of food items such as whisky, common grape, garden tomato (variety), and coriander, which makes 4-hydroxy-3,5-dimethoxybenzaldehyde a potential biomarker for the consumption of these food products. 4-hydroxy-3,5-dimethoxybenzaldehyde may be a unique S.cerevisiae (yeast) metabolite. Because it contains many functional groups, it can be classified in many ways - aromatic, aldehyde, phenol. It is a colorless solid (impure samples appear yellowish) that is soluble in alcohol and polar organic solvents. Its refractive index is 1.53 .

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 Weight

182.1733

Monoisotopic Molecular Weight

182.057908808

IUPAC Name

4-hydroxy-3,5-dimethoxybenzaldehyde

Traditional Name

syringaldehyde

CAS Registry Number

134-96-3

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 )

Functional Ontology

Sweet

Disposition

Source

Exogenous

Exogenous (FooDB: )

Food

Beverage

Distilled beverage

Spirit (FooDB: FOOD00276)
Rum (FooDB: FOOD00629)
Whisky (FooDB: FOOD00623)

Fermented beverage

Grape wine (FooDB: FOOD00612)

Fruit

Tropical fruit

Coconut (FooDB: FOOD00336)

Berry

Common grape (FooDB: FOOD00204)

Herb and spice

Herb

Coriander (FooDB: FOOD00061)

Cereal and cereal product

Cereal

Corn (FooDB: FOOD00205)

Baking good

Seasoning

Vinegar (FooDB: FOOD00628)

Nut

Common walnut (FooDB: FOOD00094)

Vegetable

Fruit vegetable

Garden tomato (var.) (FooDB: FOOD00173)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Solid material processing agent

Protective agent

Antioxidant (FooDB: )
Antioxidant (FooDB: )

Pharmaceutical industry

Antineoplastic agent

Cancer preventive (FooDB: )

Biological role

Anti edemic (FooDB: )
Anti-inflammatory (FooDB: )

Physical Properties

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

External Links

HMDB ID

HMDB0258653

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000822

KNApSAcK ID

C00007558

Chemspider ID

8333

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Syringaldehyde

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

67380

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-Hydroxy-3,5-dimethoxybenzaldehyde (CFc000332938)

MOL for CFc000332938 (4-Hydroxy-3,5-dimethoxybenzaldehyde)

3D MOL for CFc000332938 (4-Hydroxy-3,5-dimethoxybenzaldehyde)

3D SDF for CFc000332938 (4-Hydroxy-3,5-dimethoxybenzaldehyde)

3D-SDF for CFc000332938 (4-Hydroxy-3,5-dimethoxybenzaldehyde)

PDB for CFc000332938 (4-Hydroxy-3,5-dimethoxybenzaldehyde)

3D PDB for CFc000332938 (4-Hydroxy-3,5-dimethoxybenzaldehyde)

SMILES for CFc000332938 (4-Hydroxy-3,5-dimethoxybenzaldehyde)

INCHI for CFc000332938 (4-Hydroxy-3,5-dimethoxybenzaldehyde)

Structure for CFc000332938 (4-Hydroxy-3,5-dimethoxybenzaldehyde)

3D Structure for CFc000332938 (4-Hydroxy-3,5-dimethoxybenzaldehyde)