Human Metabolome Database: Showing metabocard for 4-Methoxybenzaldehyde (HMDB0029686)

Record InformationVersion5.0StatusDetected but not QuantifiedCreation Date2012-09-11 17:32:03 UTCUpdate Date2023-02-21 17:19:02 UTCHMDB IDHMDB0029686Secondary Accession Numbers

• HMDB29686

Metabolite IdentificationCommon Name4-MethoxybenzaldehydeDescription4-Methoxybenzaldehyde, also known as 4-anisaldehyde or p-formylanisole, belongs to the class of organic compounds known as benzoyl derivatives, with the chemical formula CH3OC6H4CHO. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-). Anisaldehyde is prepared commercially by oxidation of 4-methoxytoluene (p-cresyl methyl ether) using manganese dioxide to convert a methyl group to the aldehyde group. 4-Methoxybenzaldehyde is a sweet, almond, and anise tasting compound. 4-Methoxybenzaldehyde can be found, on average, in the highest concentration within a few different foods, such as cumins, star anises, and fennels. 4-Methoxybenzaldehyde has also been detected, but not quantified, in several different foods, such as cornmints, anises, herbs and spices, tarragons, and tea. The related ortho isomer has a scent of licorice. It is a colorless liquid with a strong aroma. A solution of para-anisaldehyde in acid and ethanol is a useful stain in thin layer chromatography. Different chemical compounds on the plate can give different colors, allowing easy distinction. It is used as an intermediate in the synthesis of other compounds important in pharmaceuticals and perfumery.Structure

Synonyms

Value	Source
4-Anisaldehyde	ChEBI
4-Methoxy-benzaldehyde	ChEBI
Anisal	ChEBI
p-Anisaldehyde	ChEBI
p-Anisic aldehyde	ChEBI
p-Formylanisole	ChEBI
Para-anisaldehyde	ChEBI
4-Anisaldehyde, 1,2,3,4,5,6-(14)C6-labeled	MeSH
4-Anisaldehyde, 18O-labeled	MeSH
4-Anisaldehyde, formyl-(14)C-labeled	MeSH
Anisaldehyde	MeSH
p-Methoxybenzaldehyde	MeSH
4-Methoxybenzaldehyde	ChEMBL, MeSH
Anisic aldehyde	HMDB
Aubepine	HMDB
Crategine	HMDB
FEMA 2670	HMDB
Obepin	HMDB
P-Anisaldehyde, 8ci	HMDB

Chemical FormulaC₈H₈O₂Average Molecular Weight136.1479Monoisotopic Molecular Weight136.0524295IUPAC Name4-methoxybenzaldehydeTraditional NameanisaldehydeCAS Registry Number123-11-5SMILES

COC1=CC=C(C=O)C=C1

InChI Identifier

InChI=1S/C8H8O2/c1-10-8-4-2-7(6-9)3-5-8/h2-6H,1H3

InChI KeyZRSNZINYAWTAHE-UHFFFAOYSA-NChemical TaxonomyDescription Belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-).KingdomOrganic compounds Super ClassBenzenoids ClassBenzene and substituted derivatives Sub ClassBenzoyl derivatives Direct ParentBenzoyl derivatives Alternative Parents

• Phenoxy compounds
• Methoxybenzenes
• Benzaldehydes
• Anisoles
• Alkyl aryl ethers
• Organic oxides
• Hydrocarbon derivatives

Substituents

• Phenoxy compound
• Methoxybenzene
• Phenol ether
• Benzoyl
• Benzaldehyde
• Anisole
• Aryl-aldehyde
• Alkyl aryl ether
• Ether
• Organic oxygen compound
• Organic oxide
• Hydrocarbon derivative
• Organooxygen compound
• Aldehyde
• Aromatic homomonocyclic compound

Molecular FrameworkAromatic homomonocyclic compoundsExternal Descriptors

• aldehyde (CHEBI:28235 )

OntologyPhysiological effectDispositionProcessNot AvailableRolePhysical PropertiesStateLiquidExperimental Molecular Properties

Property	Value	Reference
Melting Point	0 °C	Not Available
Boiling Point	248.00 to 249.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	4.29 mg/mL at 25 °C	Not Available
LogP	1.76	Not Available

Experimental Chromatographic PropertiesNot AvailablePredicted Molecular Properties

Property	Value	Source
Water Solubility	1.71 g/L	ALOGPS
logP	1.64	ALOGPS
logP	1.53	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Ų	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	39.11 m³·mol⁻¹	ChemAxon
Polarizability	14 ų	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å2)	Reference
DarkChem	[M+H]+	129.784	31661259
DarkChem	[M-H]-	128.468	31661259
DeepCCS	[M+H]+	129.191	30932474
DeepCCS	[M-H]-	125.361	30932474
DeepCCS	[M-2H]-	162.807	30932474
DeepCCS	[M+Na]+	138.346	30932474
AllCCS	[M+H]+	128.0	32859911
AllCCS	[M+H-H2O]+	123.3	32859911
AllCCS	[M+NH4]+	132.4	32859911
AllCCS	[M+Na]+	133.6	32859911
AllCCS	[M-H]-	127.1	32859911
AllCCS	[M+Na-2H]-	128.7	32859911
AllCCS	[M+HCOO]-	130.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Methoxybenzaldehyde	COC1=CC=C(C=O)C=C1	2069.4	Standard polar	33892256
4-Methoxybenzaldehyde	COC1=CC=C(C=O)C=C1	1198.2	Standard non polar	33892256
4-Methoxybenzaldehyde	COC1=CC=C(C=O)C=C1	1246.5	Semi standard non polar	33892256