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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:31:39 UTC

Update Date

2023-02-21 17:23:36 UTC

HMDB ID

HMDB0033766

Secondary Accession Numbers

HMDB33766

Metabolite Identification

Common Name

2-Methoxybenzaldehyde

Description

2-Methoxybenzaldehyde is found in Chinese cinnamon. 2-Methoxybenzaldehyde is present in cinnamon (Cinnamomum zeylanicum). 2-Methoxybenzaldehyde is a flavouring ingredient. Anisaldehyde, or anisic aldehyde, is an organic compound that consists of a benzene ring substituted with an aldehyde and a methoxy group. It is a clear colorless liquid with a strong aroma. It comes in 3 varieties, ortho, meta, and para in which the two functional groups (methoxy and aldehyde) are alpha, beta, and gamma, respectively to each other. The unmodified term anisaldehyde generally refers to the para isomer. Anisaldehyde is found in anise, from which it gets its name. It is similar in structure to vanillin. (Wikipedia ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Anisaldehyde	HMDB
2-Methoxy-benzaldehyde	HMDB
2-Methoxybenzenecarboxaldehyde	HMDB
2-Methoxyphenylformaldehyde	HMDB
6-Methoxybenzaldehyde	HMDB
O-Anisaldehyde, 8ci	HMDB
O-Formylanisole	HMDB
O-Methoxy-benzaldehyde	HMDB
O-Methoxybenzaldehyde	HMDB
Salicylaldehyde methyl ether	HMDB

Chemical Formula

C₈H₈O₂

Average Molecular Weight

136.1479

Monoisotopic Molecular Weight

136.0524295

IUPAC Name

2-methoxybenzaldehyde

Traditional Name

benzaldehyde, 2-methoxy-

CAS Registry Number

135-02-4

SMILES

COC1=CC=CC=C1C=O

InChI Identifier

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

InChI Key

PKZJLOCLABXVMC-UHFFFAOYSA-N

Chemical Taxonomy

Description

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-).

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoyl derivatives

Direct Parent

Benzoyl derivatives

Alternative Parents

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 Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0033766)
Cytoplasm (HMDB: HMDB0033766)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033766)

Source

Exogenous

Food

Food (HMDB: HMDB0033766)

Herb and spice

Spice

Chinese cinnamon (FooDB: FOOD00050)

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033766)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033766)

Industrial application

Agriculture

Pesticide

Acaricide (HMDB: HMDB0033766)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0033766)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	39 °C	Not Available
Boiling Point	238.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	2951 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.72	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.24 g/L	ALOGPS
logP	1.59	ALOGPS
logP	1.53	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	39.11 m³·mol⁻¹	ChemAxon
Polarizability	13.85 Å³	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]+	127.271	31661259
DarkChem	[M-H]-	124.661	31661259
DeepCCS	[M+H]+	130.991	30932474
DeepCCS	[M-H]-	128.767	30932474
DeepCCS	[M-2H]-	165.08	30932474
DeepCCS	[M+Na]+	139.898	30932474
AllCCS	[M+H]+	127.4	32859911
AllCCS	[M+H-H2O]+	122.7	32859911
AllCCS	[M+NH4]+	131.8	32859911
AllCCS	[M+Na]+	133.1	32859911
AllCCS	[M-H]-	124.5	32859911
AllCCS	[M+Na-2H]-	126.2	32859911
AllCCS	[M+HCOO]-	128.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Methoxybenzaldehyde	COC1=CC=CC=C1C=O	1902.3	Standard polar	33892256
2-Methoxybenzaldehyde	COC1=CC=CC=C1C=O	1161.5	Standard non polar	33892256
2-Methoxybenzaldehyde	COC1=CC=CC=C1C=O	1230.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 2-Methoxybenzaldehyde EI-B (Non-derivatized)	splash10-002r-9800000000-dd6b039b2c5380ea27a9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Methoxybenzaldehyde EI-B (Non-derivatized)	splash10-002r-9500000000-ab1452f1184986cd6973	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Methoxybenzaldehyde EI-B (Non-derivatized)	splash10-002r-9800000000-dd6b039b2c5380ea27a9	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Methoxybenzaldehyde EI-B (Non-derivatized)	splash10-002r-9500000000-ab1452f1184986cd6973	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxybenzaldehyde GC-MS (Non-derivatized) - 70eV, Positive	splash10-059l-8900000000-3b1b5fe921503059bd39	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxybenzaldehyde GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methoxybenzaldehyde GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxybenzaldehyde 10V, Positive-QTOF	splash10-000i-0900000000-7dd58817967c2b2049d0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxybenzaldehyde 20V, Positive-QTOF	splash10-000i-1900000000-5e383563c1bc830f3d3a	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxybenzaldehyde 40V, Positive-QTOF	splash10-0udi-9300000000-27c8db9d87086936ab70	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxybenzaldehyde 10V, Negative-QTOF	splash10-000i-0900000000-2ca569302cda9953ded8	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxybenzaldehyde 20V, Negative-QTOF	splash10-000i-0900000000-dd4a16c36939290497da	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxybenzaldehyde 40V, Negative-QTOF	splash10-0670-9400000000-e5a8a054c6444f16b34f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxybenzaldehyde 10V, Negative-QTOF	splash10-0a4r-0900000000-e04aa341b336f8e9ba11	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxybenzaldehyde 20V, Negative-QTOF	splash10-0a4i-1900000000-563db461528742bf9c73	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxybenzaldehyde 40V, Negative-QTOF	splash10-014i-9300000000-83a69d71eef8167907d0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxybenzaldehyde 10V, Positive-QTOF	splash10-0a4r-0900000000-cf5b907c72a3b602c5d1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxybenzaldehyde 20V, Positive-QTOF	splash10-0a4r-4900000000-95f22f3908b60f499fc2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methoxybenzaldehyde 40V, Positive-QTOF	splash10-0uxr-9100000000-f03b43299696ec9889ef	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011913

KNApSAcK ID

C00054053

Chemspider ID

21111781

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Benzaldehyde

METLIN ID

Not Available

PubChem Compound

8658

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1006111

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2-Methoxybenzaldehyde (HMDB0033766)

MOL for HMDB0033766 (2-Methoxybenzaldehyde)

3D MOL for HMDB0033766 (2-Methoxybenzaldehyde)

3D SDF for HMDB0033766 (2-Methoxybenzaldehyde)

3D-SDF for HMDB0033766 (2-Methoxybenzaldehyde)

PDB for HMDB0033766 (2-Methoxybenzaldehyde)

3D PDB for HMDB0033766 (2-Methoxybenzaldehyde)

SMILES for HMDB0033766 (2-Methoxybenzaldehyde)

INCHI for HMDB0033766 (2-Methoxybenzaldehyde)

Structure for HMDB0033766 (2-Methoxybenzaldehyde)

3D Structure for HMDB0033766 (2-Methoxybenzaldehyde)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra