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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:18:06 UTC

Update Date

2023-02-21 17:28:53 UTC

HMDB ID

HMDB0041609

Secondary Accession Numbers

HMDB41609

Metabolite Identification

Common Name

4-Methylbenzyl alcohol

Description

4-Methylbenzyl alcohol, also known as alpha-hydroxy-p-xylene or 4-tolylcarbinol, belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure. 4-Methylbenzyl alcohol exists in all living organisms, ranging from bacteria to humans. 4-Methylbenzyl alcohol is a mild and floral tasting compound. 4-Methylbenzyl alcohol is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on 4-Methylbenzyl 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
4-(Hydroxymethyl)toluene	ChEBI
4-Tolylcarbinol	ChEBI
alpha-Hydroxy-p-xylene	ChEBI
p-Methylbenzyl alcohol	ChEBI
p-Tolyl alcohol	ChEBI
p-Tolylcarbinol	ChEBI
a-Hydroxy-p-xylene	Generator
Α-hydroxy-p-xylene	Generator
1-Hydroxymethyl-4-methylbenzene	HMDB
4-Methylbenzenemethanol, 9ci	HMDB
P-Tolylmethanol	HMDB

Chemical Formula

C₈H₁₀O

Average Molecular Weight

122.167

Monoisotopic Molecular Weight

122.073164942

IUPAC Name

(4-methylphenyl)methanol

Traditional Name

4-methylbenzyl alcohol

CAS Registry Number

589-18-4

SMILES

CC1=CC=C(CO)C=C1

InChI Identifier

InChI=1S/C8H10O/c1-7-2-4-8(6-9)5-3-7/h2-5,9H,6H2,1H3

InChI Key

KMTDMTZBNYGUNX-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

Benzyl alcohol
Toluene
Organic oxygen compound
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

methylbenzyl alcohol (CHEBI:1895 )
a small molecule (4-METHYLBENZYL-ALCOHOL )

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0041609)
Cytoplasm (HMDB: HMDB0041609)

Source

Exogenous

Exogenous (HMDB: HMDB0041609)

Food

Food (HMDB: HMDB0041609)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0041609)

Biological role

Nutrient (HMDB: HMDB0041609)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	61 - 62 °C	Not Available
Boiling Point	217.00 to 218.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	7710 mg/L @ 25 °C (exp)	The Good Scents Company Information System
LogP	1.580	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	9.77 g/L	ALOGPS
logP	1.54	ALOGPS
logP	1.72	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	15.06	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	37.92 m³·mol⁻¹	ChemAxon
Polarizability	14.06 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]+	125.8	31661259
DarkChem	[M-H]-	122.05	31661259
DeepCCS	[M+H]+	129.841	30932474
DeepCCS	[M-H]-	126.015	30932474
DeepCCS	[M-2H]-	163.233	30932474
DeepCCS	[M+Na]+	138.649	30932474
AllCCS	[M+H]+	123.1	32859911
AllCCS	[M+H-H2O]+	118.2	32859911
AllCCS	[M+NH4]+	127.7	32859911
AllCCS	[M+Na]+	129.0	32859911
AllCCS	[M-H]-	124.9	32859911
AllCCS	[M+Na-2H]-	126.9	32859911
AllCCS	[M+HCOO]-	129.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Methylbenzyl alcohol	CC1=CC=C(CO)C=C1	1926.2	Standard polar	33892256
4-Methylbenzyl alcohol	CC1=CC=C(CO)C=C1	1098.2	Standard non polar	33892256
4-Methylbenzyl alcohol	CC1=CC=C(CO)C=C1	1131.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Methylbenzyl alcohol,1TMS,isomer #1	CC1=CC=C(CO[Si](C)(C)C)C=C1	1255.8	Semi standard non polar	33892256
4-Methylbenzyl alcohol,1TBDMS,isomer #1	CC1=CC=C(CO[Si](C)(C)C(C)(C)C)C=C1	1473.7	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-Methylbenzyl alcohol EI-B (Non-derivatized)	splash10-0adl-9700000000-b8f40122b485bec634a9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylbenzyl alcohol EI-B (Non-derivatized)	splash10-05dl-9600000000-717c741d4054d456793c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylbenzyl alcohol GC-EI-TOF (Non-derivatized)	splash10-053r-1900000000-bf7a196f7ef7fde41f61	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylbenzyl alcohol EI-B (Non-derivatized)	splash10-0adl-9700000000-b8f40122b485bec634a9	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylbenzyl alcohol EI-B (Non-derivatized)	splash10-05dl-9600000000-717c741d4054d456793c	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylbenzyl alcohol GC-EI-TOF (Non-derivatized)	splash10-053r-1900000000-bf7a196f7ef7fde41f61	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylbenzyl alcohol GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9600000000-5ff2321bddd7b1d64722	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylbenzyl alcohol GC-MS (1 TMS) - 70eV, Positive	splash10-05i0-9600000000-3729c7184885e7d6191f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylbenzyl 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-Methylbenzyl alcohol 10V, Positive-QTOF	splash10-05fr-0900000000-0bf78dfae2e3b616e33d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylbenzyl alcohol 20V, Positive-QTOF	splash10-0a4i-0900000000-b483d009c9275951c50d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylbenzyl alcohol 40V, Positive-QTOF	splash10-0a6r-8900000000-f48032a24cffaeae32d9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylbenzyl alcohol 10V, Negative-QTOF	splash10-00di-1900000000-ae669340376e7e9f1efb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylbenzyl alcohol 20V, Negative-QTOF	splash10-00dl-5900000000-e3bdb4ad0c2979d4da8a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylbenzyl alcohol 40V, Negative-QTOF	splash10-0006-9100000000-0d5fbe57cd70797b0747	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylbenzyl alcohol 10V, Positive-QTOF	splash10-0596-7900000000-87c784796f51a806f801	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylbenzyl alcohol 20V, Positive-QTOF	splash10-056u-9200000000-d6e667c9b3f3e312a7c4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylbenzyl alcohol 40V, Positive-QTOF	splash10-004l-9200000000-acf09eb5f78f3653b189	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylbenzyl alcohol 10V, Negative-QTOF	splash10-00dl-8900000000-a5741058e903f6540a47	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylbenzyl alcohol 20V, Negative-QTOF	splash10-0ukc-2900000000-fba3ff6e2b99bff0bd08	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylbenzyl alcohol 40V, Negative-QTOF	splash10-0f6x-9500000000-d517910621167f796183	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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

FDB021764

KNApSAcK ID

Not Available

Chemspider ID

11021

KEGG Compound ID

C06757

BioCyc ID

4-METHYLBENZYL-ALCOHOL

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11505

PDB ID

Not Available

ChEBI ID

1895

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1051051

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-Methylbenzyl alcohol (HMDB0041609)

MOL for HMDB0041609 (4-Methylbenzyl alcohol)

3D MOL for HMDB0041609 (4-Methylbenzyl alcohol)

3D SDF for HMDB0041609 (4-Methylbenzyl alcohol)

3D-SDF for HMDB0041609 (4-Methylbenzyl alcohol)

PDB for HMDB0041609 (4-Methylbenzyl alcohol)

3D PDB for HMDB0041609 (4-Methylbenzyl alcohol)

SMILES for HMDB0041609 (4-Methylbenzyl alcohol)

INCHI for HMDB0041609 (4-Methylbenzyl alcohol)

Structure for HMDB0041609 (4-Methylbenzyl alcohol)

3D Structure for HMDB0041609 (4-Methylbenzyl alcohol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra