Showing Compound 4-Methoxybenzyl alcohol (FDB012554)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:14 UTC

Update date

2019-11-26 03:07:03 UTC

Primary ID

FDB012554

Secondary Accession Numbers

Not Available

Chemical Information

FooDB 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.

CAS Number

105-13-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	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
Anisalcohol, p-	biospider
Benzenemethanol, 4-methoxy-	biospider
Benzyl alcohol, p-methoxy-	biospider
P-anisol alcohol	biospider
P-anisyl alcohol	biospider
P-methoxybenzyl alcohol	biospider

Predicted 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

Chemical Formula

C8H10O2

IUPAC name

(4-methoxyphenyl)methanol

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

Isomeric SMILES

COC1=CC=C(CO)C=C1

Average Molecular Weight

138.1638

Monoisotopic Molecular Weight

138.068079564

Classification

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

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 69.55%; H 7.29%; O 23.16%	DFC
Melting Point	Mp 24-25° (45°)	DFC
Boiling Point	Bp12 135-136°	DFC
Experimental Water Solubility	2 mg/mL at 20 oC	BEILSTEIN
Experimental logP	1.10	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d2525 1.11	DFC
Refractive Index	n25D 1.5420	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	4-Methoxybenzyl alcohol, non-derivatized, GC-MS Spectrum	splash10-052r-9800000000-cfcd0815c0a87cd7d527	Spectrum
GC-MS	4-Methoxybenzyl alcohol, non-derivatized, GC-MS Spectrum	splash10-052r-7900000000-ce52521c68b1292fe73c	Spectrum
GC-MS	4-Methoxybenzyl alcohol, non-derivatized, GC-MS Spectrum	splash10-052r-9800000000-cfcd0815c0a87cd7d527	Spectrum
GC-MS	4-Methoxybenzyl alcohol, non-derivatized, GC-MS Spectrum	splash10-052r-7900000000-ce52521c68b1292fe73c	Spectrum
Predicted GC-MS	4-Methoxybenzyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0ab9-4900000000-480951750ad690ec58d7	Spectrum
Predicted GC-MS	4-Methoxybenzyl alcohol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-8900000000-eba3d2a9408e5ee5717a	Spectrum
Predicted GC-MS	4-Methoxybenzyl alcohol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-2b7cd82afea1ccde069c	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-60414e61582c91a8035f	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pb9-9400000000-54784f51783310b2295f	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-531de348cc7d75f5611e	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-052r-0900000000-39011f0839e664873de7	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0adi-9700000000-bea4188e793f6b6931b9	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00dr-0900000000-e28924dfd5c72778077d	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-5900000000-041247f8b6b44b3240e0	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fb9-9100000000-666b97b7f1da0cc6f936	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-66cb8151491181aac737	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-059i-1900000000-7acda567908023c28aa2	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-6900000000-dde6f22d475aadf05ea8	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

21105859

ChEMBL ID

CHEMBL294431

KEGG Compound ID

Not Available

Pubchem Compound ID

7738

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB34241

CRC / DFC (Dictionary of Food Compounds) ID

HHX13-K:HHX16-N

EAFUS ID

234

Dr. Duke ID

ANISYL-ALCOHOL

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

105-13-5

GoodScent ID

rw1001251

SuperScent ID

7738

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
anti aggregant			DUKE
flavor	48318	A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.	DUKE

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
flower	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
hyacinth	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
caramel	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
chocolate	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
honey	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
vanilla	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
powdery	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
hawthorn	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
lilac	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
rose	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
floral	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.