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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:02:41 UTC

Update Date

2023-02-21 17:24:05 UTC

HMDB ID

HMDB0034241

Secondary Accession Numbers

HMDB34241

Metabolite Identification

Common Name

4-Methoxybenzyl alcohol

Description

4-Methoxybenzyl alcohol belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure. 4-Methoxybenzyl alcohol is a sweet, caramel, and chocolate tasting compound. 4-Methoxybenzyl alcohol is found, on average, in the highest concentration within anises (Pimpinella anisum). 4-Methoxybenzyl alcohol has also been detected, but not quantified in, herbs and spices. This could make 4-methoxybenzyl alcohol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4-Methoxybenzyl alcohol.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
P-Methoxybenzyl alcohol	ChEMBL, HMDB, MeSH
(4-Methoxyphenyl)methanol	HMDB
4-Anisylalcohol	HMDB
4-Methoxy-benzenemethanol	HMDB
4-Methoxybenzenemethanol	HMDB
Anis alcohol	HMDB
Anise alcohol	HMDB
Anisic alcohol	HMDB
Anisyl alcohol	HMDB, MeSH
FEMA 2099	HMDB
Jandajel(TM)-wang	HMDB
P-Anisalcohol	HMDB
P-Anisol alcohol	HMDB
P-Anisyl alcohol	HMDB
P-Methoxy-benzyl alcohol	HMDB
4-Methoxybenzyl alcohol	MeSH
Anisalcohol	MeSH
Para-methoxybenzyl alcohol	MeSH

Chemical Formula

C₈H₁₀O₂

Average Molecular Weight

138.1638

Monoisotopic Molecular Weight

138.068079564

IUPAC Name

(4-methoxyphenyl)methanol

Traditional Name

P-methoxybenzyl alcohol

CAS Registry Number

105-13-5

SMILES

COC1=CC=C(CO)C=C1

InChI Identifier

InChI=1S/C8H10O2/c1-10-8-4-2-7(6-9)3-5-8/h2-5,9H,6H2,1H3

InChI Key

MSHFRERJPWKJFX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzyl alcohols

Direct Parent

Benzyl alcohols

Alternative Parents

Substituents

Phenoxy compound
Methoxybenzene
Phenol ether
Benzyl alcohol
Anisole
Alkyl aryl ether
Ether
Organic oxygen compound
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzyl alcohols (CHEBI:86918 )

Ontology

Sweet

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0034241)
Cytoplasm (HMDB: HMDB0034241)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034241)

Source

Exogenous

Food

Food (HMDB: HMDB0034241)

Herb and spice

Herb

Anise (FooDB: FOOD00137)

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0034241)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034241)
Anti aggregant (HMDB: HMDB0034241)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavor (HMDB: HMDB0034241)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	24 - 25 °C	Not Available
Boiling Point	259.00 to 260.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	2 mg/mL at 20 °C	Not Available
LogP	1.10	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	16.6 g/L	ALOGPS
logP	1.28	ALOGPS
logP	1.05	ChemAxon
logS	-0.92	ALOGPS
pKa (Strongest Acidic)	15.02	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	39.34 m³·mol⁻¹	ChemAxon
Polarizability	14.91 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]+	129.841	31661259
DarkChem	[M-H]-	126.949	31661259
DeepCCS	[M+H]+	132.492	30932474
DeepCCS	[M-H]-	128.662	30932474
DeepCCS	[M-2H]-	165.853	30932474
DeepCCS	[M+Na]+	141.278	30932474
AllCCS	[M+H]+	128.9	32859911
AllCCS	[M+H-H2O]+	124.3	32859911
AllCCS	[M+NH4]+	133.3	32859911
AllCCS	[M+Na]+	134.6	32859911
AllCCS	[M-H]-	129.2	32859911
AllCCS	[M+Na-2H]-	130.9	32859911
AllCCS	[M+HCOO]-	132.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Methoxybenzyl alcohol	COC1=CC=C(CO)C=C1	2289.6	Standard polar	33892256
4-Methoxybenzyl alcohol	COC1=CC=C(CO)C=C1	1204.2	Standard non polar	33892256
4-Methoxybenzyl alcohol	COC1=CC=C(CO)C=C1	1295.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Methoxybenzyl alcohol,1TMS,isomer #1	COC1=CC=C(CO[Si](C)(C)C)C=C1	1395.1	Semi standard non polar	33892256
4-Methoxybenzyl alcohol,1TBDMS,isomer #1	COC1=CC=C(CO[Si](C)(C)C(C)(C)C)C=C1	1612.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 4-Methoxybenzyl alcohol EI-B (Non-derivatized)	splash10-052r-9800000000-cfcd0815c0a87cd7d527	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methoxybenzyl alcohol EI-B (Non-derivatized)	splash10-052r-7900000000-ce52521c68b1292fe73c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methoxybenzyl alcohol EI-B (Non-derivatized)	splash10-052r-9800000000-cfcd0815c0a87cd7d527	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methoxybenzyl alcohol EI-B (Non-derivatized)	splash10-052r-7900000000-ce52521c68b1292fe73c	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methoxybenzyl alcohol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-4900000000-480951750ad690ec58d7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methoxybenzyl alcohol GC-MS (1 TMS) - 70eV, Positive	splash10-00di-8900000000-eba3d2a9408e5ee5717a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methoxybenzyl alcohol 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 - 4-Methoxybenzyl alcohol 10V, Positive-QTOF	splash10-000i-0900000000-2b7cd82afea1ccde069c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxybenzyl alcohol 20V, Positive-QTOF	splash10-000i-0900000000-60414e61582c91a8035f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxybenzyl alcohol 40V, Positive-QTOF	splash10-0pb9-9400000000-54784f51783310b2295f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxybenzyl alcohol 10V, Negative-QTOF	splash10-000i-0900000000-531de348cc7d75f5611e	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxybenzyl alcohol 20V, Negative-QTOF	splash10-052r-0900000000-39011f0839e664873de7	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxybenzyl alcohol 40V, Negative-QTOF	splash10-0adi-9700000000-bea4188e793f6b6931b9	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxybenzyl alcohol 10V, Positive-QTOF	splash10-00dr-0900000000-e28924dfd5c72778077d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxybenzyl alcohol 20V, Positive-QTOF	splash10-00di-5900000000-041247f8b6b44b3240e0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxybenzyl alcohol 40V, Positive-QTOF	splash10-0fb9-9100000000-666b97b7f1da0cc6f936	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxybenzyl alcohol 10V, Negative-QTOF	splash10-000i-0900000000-66cb8151491181aac737	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxybenzyl alcohol 20V, Negative-QTOF	splash10-059i-1900000000-7acda567908023c28aa2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methoxybenzyl alcohol 40V, Negative-QTOF	splash10-00di-6900000000-dde6f22d475aadf05ea8	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

FDB012554

KNApSAcK ID

C00053979

Chemspider ID

21105859

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Anisyl alcohol

METLIN ID

Not Available

PubChem Compound

7738

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1001251

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 4-Methoxybenzyl alcohol (HMDB0034241)

MOL for HMDB0034241 (4-Methoxybenzyl alcohol)

3D MOL for HMDB0034241 (4-Methoxybenzyl alcohol)

3D SDF for HMDB0034241 (4-Methoxybenzyl alcohol)

3D-SDF for HMDB0034241 (4-Methoxybenzyl alcohol)

PDB for HMDB0034241 (4-Methoxybenzyl alcohol)

3D PDB for HMDB0034241 (4-Methoxybenzyl alcohol)

SMILES for HMDB0034241 (4-Methoxybenzyl alcohol)

INCHI for HMDB0034241 (4-Methoxybenzyl alcohol)

Structure for HMDB0034241 (4-Methoxybenzyl alcohol)

3D Structure for HMDB0034241 (4-Methoxybenzyl alcohol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra