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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:47:31 UTC

Update Date

2023-02-21 17:21:34 UTC

HMDB ID

HMDB0032060

Secondary Accession Numbers

HMDB32060

Metabolite Identification

Common Name

2-Butyl-4-methylphenol

Description

2-Butyl-4-methylphenol, also known as 2-butyl-p-cresol, belongs to the class of organic compounds known as para cresols. Para cresols are compounds containing a para cresol moiety, which consists of a benzene ring bearing one hydroxyl group at ring positions 1 and 4. Based on a literature review very few articles have been published on 2-Butyl-4-methylphenol.

Structure

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

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    9                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4   10                                                       
CONECT    6    7    9                                                       
CONECT    7    6   11                                                       
CONECT    8    9   10                                                       
CONECT    9    2    6    8                                                  
CONECT   10    5    8   11                                                  
CONECT   11    7   10   12                                                  
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

COMPND    HMDB0032060
HETATM    1  C1  UNL     1       3.967   0.891   0.110  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.112  -0.212  -0.515  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.700   0.017  -0.041  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.732  -1.014  -0.589  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.610  -0.644  -0.019  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.503   0.052  -0.824  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.746   0.441  -0.338  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.708   1.190  -1.191  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.026   0.095   0.967  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.139  -0.596   1.766  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.894  -0.985   1.278  1.00  0.00           C  
HETATM   12  O1  UNL     1       0.016  -1.672   2.028  1.00  0.00           O  
HETATM   13  H1  UNL     1       4.474   1.428  -0.744  1.00  0.00           H  
HETATM   14  H2  UNL     1       3.340   1.651   0.634  1.00  0.00           H  
HETATM   15  H3  UNL     1       4.674   0.468   0.825  1.00  0.00           H  
HETATM   16  H4  UNL     1       3.103  -0.181  -1.605  1.00  0.00           H  
HETATM   17  H5  UNL     1       3.424  -1.213  -0.145  1.00  0.00           H  
HETATM   18  H6  UNL     1       1.653   0.138   1.050  1.00  0.00           H  
HETATM   19  H7  UNL     1       1.309   1.002  -0.445  1.00  0.00           H  
HETATM   20  H8  UNL     1       0.720  -0.888  -1.692  1.00  0.00           H  
HETATM   21  H9  UNL     1       1.041  -2.018  -0.301  1.00  0.00           H  
HETATM   22  H10 UNL     1      -1.259   0.309  -1.839  1.00  0.00           H  
HETATM   23  H11 UNL     1      -3.625   0.909  -2.258  1.00  0.00           H  
HETATM   24  H12 UNL     1      -3.542   2.286  -1.098  1.00  0.00           H  
HETATM   25  H13 UNL     1      -4.758   1.002  -0.888  1.00  0.00           H  
HETATM   26  H14 UNL     1      -4.002   0.402   1.345  1.00  0.00           H  
HETATM   27  H15 UNL     1      -2.376  -0.861   2.792  1.00  0.00           H  
HETATM   28  H16 UNL     1       0.923  -1.996   1.738  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3   16   17
CONECT    3    4   18   19
CONECT    4    5   20   21
CONECT    5    6    6   11
CONECT    6    7   22
CONECT    7    8    9    9
CONECT    8   23   24   25
CONECT    9   10   26
CONECT   10   11   11   27
CONECT   11   12
CONECT   12   28
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Butyl-4-methyl phenol	HMDB
2-Butyl-p-cresol	HMDB
2-Butyl-p-cresol, 8ci	HMDB
Butyl-p-cresol	HMDB

Chemical Formula

C₁₁H₁₆O

Average Molecular Weight

164.2441

Monoisotopic Molecular Weight

164.120115134

IUPAC Name

2-butyl-4-methylphenol

Traditional Name

2-butyl-4-methyl-phenol

CAS Registry Number

6891-45-8

SMILES

CCCCC1=C(O)C=CC(C)=C1

InChI Identifier

InChI=1S/C11H16O/c1-3-4-5-10-8-9(2)6-7-11(10)12/h6-8,12H,3-5H2,1-2H3

InChI Key

FEXBEKLLSUWSIM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as para cresols. Para cresols are compounds containing a para cresol moiety, which consists of a benzene ring bearing one hydroxyl group at ring positions 1 and 4.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

P-cresol
1-hydroxy-2-unsubstituted benzenoid
Toluene
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0032060)
Cell membrane (HMDB: HMDB0032060)

Source

Endogenous

Endogenous (HMDB: HMDB0032060)

Exogenous

Food

Food (HMDB: HMDB0032060)

Process

Not Available

Role

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	19 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.29 g/L	ALOGPS
logP	3.8	ALOGPS
logP	4.03	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	10.64	ChemAxon
pKa (Strongest Basic)	-5.4	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	3	ChemAxon
Refractivity	51.92 m³·mol⁻¹	ChemAxon
Polarizability	19.97 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	135.57	31661259
DarkChem	[M-H]-	135.368	31661259
DeepCCS	[M+H]+	142.98	30932474
DeepCCS	[M-H]-	139.149	30932474
DeepCCS	[M-2H]-	176.614	30932474
DeepCCS	[M+Na]+	152.22	30932474
AllCCS	[M+H]+	136.2	32859911
AllCCS	[M+H-H2O]+	131.7	32859911
AllCCS	[M+NH4]+	140.3	32859911
AllCCS	[M+Na]+	141.5	32859911
AllCCS	[M-H]-	140.5	32859911
AllCCS	[M+Na-2H]-	141.7	32859911
AllCCS	[M+HCOO]-	143.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Butyl-4-methylphenol	CCCCC1=C(O)C=CC(C)=C1	2083.9	Standard polar	33892256
2-Butyl-4-methylphenol	CCCCC1=C(O)C=CC(C)=C1	1347.9	Standard non polar	33892256
2-Butyl-4-methylphenol	CCCCC1=C(O)C=CC(C)=C1	1424.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Butyl-4-methylphenol,1TMS,isomer #1	CCCCC1=CC(C)=CC=C1O[Si](C)(C)C	1424.4	Semi standard non polar	33892256
2-Butyl-4-methylphenol,1TBDMS,isomer #1	CCCCC1=CC(C)=CC=C1O[Si](C)(C)C(C)(C)C	1654.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Butyl-4-methylphenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00fr-4900000000-2f4c8186e34888bf9fb4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Butyl-4-methylphenol GC-MS (1 TMS) - 70eV, Positive	splash10-00dl-9750000000-0124dc2d964956a88ebb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Butyl-4-methylphenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Butyl-4-methylphenol 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-Butyl-4-methylphenol 10V, Positive-QTOF	splash10-014i-1900000000-fbb39b4f9483c99ce1db	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyl-4-methylphenol 20V, Positive-QTOF	splash10-066r-6900000000-95a5b782b32e0b00866d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyl-4-methylphenol 40V, Positive-QTOF	splash10-052f-9100000000-15390f3f007b973487d5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyl-4-methylphenol 10V, Negative-QTOF	splash10-03di-0900000000-da24b205d6fb26839007	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyl-4-methylphenol 20V, Negative-QTOF	splash10-03di-0900000000-1c00a3e28179f0494560	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyl-4-methylphenol 40V, Negative-QTOF	splash10-0a4i-3900000000-642daa77664922165341	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyl-4-methylphenol 10V, Negative-QTOF	splash10-03di-0900000000-defd12a7f890bc945918	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyl-4-methylphenol 20V, Negative-QTOF	splash10-03di-0900000000-7946e7d90d570a82ae55	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyl-4-methylphenol 40V, Negative-QTOF	splash10-01b9-2900000000-ca0f60f4e5fce499f3cb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyl-4-methylphenol 10V, Positive-QTOF	splash10-0a4l-5900000000-9aef5b6f71bcc38ed969	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyl-4-methylphenol 20V, Positive-QTOF	splash10-052f-9700000000-3c209beb6bc53999095f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Butyl-4-methylphenol 40V, Positive-QTOF	splash10-05xu-9200000000-26e586a340e02bc83d53	2021-09-23	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+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

Membrane

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

FDB008767

KNApSAcK ID

Not Available

Chemspider ID

73369

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

81319

PDB ID

Not Available

ChEBI ID

171997

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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-Butyl-4-methylphenol (HMDB0032060)

MOL for HMDB0032060 (2-Butyl-4-methylphenol)

3D MOL for HMDB0032060 (2-Butyl-4-methylphenol)

3D SDF for HMDB0032060 (2-Butyl-4-methylphenol)

3D-SDF for HMDB0032060 (2-Butyl-4-methylphenol)

PDB for HMDB0032060 (2-Butyl-4-methylphenol)

3D PDB for HMDB0032060 (2-Butyl-4-methylphenol)

SMILES for HMDB0032060 (2-Butyl-4-methylphenol)

INCHI for HMDB0032060 (2-Butyl-4-methylphenol)

Structure for HMDB0032060 (2-Butyl-4-methylphenol)

3D Structure for HMDB0032060 (2-Butyl-4-methylphenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra