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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:14:36 UTC

Update Date

2023-02-21 17:25:11 UTC

HMDB ID

HMDB0036183

Secondary Accession Numbers

HMDB36183

Metabolite Identification

Common Name

4-(4-Methylphenyl)-2-butanone

Description

4-(4-Methylphenyl)-2-butanone belongs to the class of organic compounds known as toluenes. Toluenes are compounds containing a benzene ring which bears a methane group. 4-(4-Methylphenyl)-2-butanone is a very sweet, floral, and fruity tasting compound. Based on a literature review very few articles have been published on 4-(4-Methylphenyl)-2-butanone.

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       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   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   6.160   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   6.930   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3    6    9                                                       
CONECT    4    7    9                                                       
CONECT    5    8   10                                                       
CONECT    6    3   11                                                       
CONECT    7    4   11                                                       
CONECT    8    5   11                                                       
CONECT    9    1    3    4                                                  
CONECT   10    2    5   12                                                  
CONECT   11    6    7    8                                                  
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-(4-Tolyl)-2-butanone	HMDB
4-(P-Tolyl)-2-butanone	HMDB
4-P-Tolyl-2-butanone	HMDB
FEMA 3074	HMDB
P-Methylbenzylacetone	HMDB

Chemical Formula

C₁₁H₁₄O

Average Molecular Weight

162.2283

Monoisotopic Molecular Weight

162.10446507

IUPAC Name

4-(4-methylphenyl)butan-2-one

Traditional Name

tolbutone

CAS Registry Number

7774-79-0

SMILES

CC(=O)CCC1=CC=C(C)C=C1

InChI Identifier

InChI=1S/C11H14O/c1-9-3-6-11(7-4-9)8-5-10(2)12/h3-4,6-7H,5,8H2,1-2H3

InChI Key

BUIRDOGDCJQFDA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as toluenes. Toluenes are compounds containing a benzene ring which bears a methane group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Toluenes

Direct Parent

Toluenes

Alternative Parents

Substituents

Toluene
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0036183)
Cytoplasm (HMDB: HMDB0036183)

Source

Exogenous

Food

Food (HMDB: HMDB0036183)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0036183)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0036183)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	243.00 to 244.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0 slightly	The Good Scents Company Information System
LogP	2.491 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.072 g/L	ALOGPS
logP	2.47	ALOGPS
logP	2.9	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	19.59	ChemAxon
pKa (Strongest Basic)	-7.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	50.56 m³·mol⁻¹	ChemAxon
Polarizability	19.24 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]+	138.818	31661259
DarkChem	[M-H]-	135.997	31661259
DeepCCS	[M+H]+	138.678	30932474
DeepCCS	[M-H]-	135.802	30932474
DeepCCS	[M-2H]-	172.339	30932474
DeepCCS	[M+Na]+	147.877	30932474
AllCCS	[M+H]+	134.3	32859911
AllCCS	[M+H-H2O]+	129.8	32859911
AllCCS	[M+NH4]+	138.5	32859911
AllCCS	[M+Na]+	139.7	32859911
AllCCS	[M-H]-	138.5	32859911
AllCCS	[M+Na-2H]-	139.6	32859911
AllCCS	[M+HCOO]-	140.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-(4-Methylphenyl)-2-butanone	CC(=O)CCC1=CC=C(C)C=C1	1964.7	Standard polar	33892256
4-(4-Methylphenyl)-2-butanone	CC(=O)CCC1=CC=C(C)C=C1	1279.8	Standard non polar	33892256
4-(4-Methylphenyl)-2-butanone	CC(=O)CCC1=CC=C(C)C=C1	1337.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-(4-Methylphenyl)-2-butanone,1TMS,isomer #1	CC(=CCC1=CC=C(C)C=C1)O[Si](C)(C)C	1547.2	Semi standard non polar	33892256
4-(4-Methylphenyl)-2-butanone,1TMS,isomer #1	CC(=CCC1=CC=C(C)C=C1)O[Si](C)(C)C	1467.4	Standard non polar	33892256
4-(4-Methylphenyl)-2-butanone,1TMS,isomer #2	C=C(CCC1=CC=C(C)C=C1)O[Si](C)(C)C	1485.7	Semi standard non polar	33892256
4-(4-Methylphenyl)-2-butanone,1TMS,isomer #2	C=C(CCC1=CC=C(C)C=C1)O[Si](C)(C)C	1471.6	Standard non polar	33892256
4-(4-Methylphenyl)-2-butanone,1TBDMS,isomer #1	CC(=CCC1=CC=C(C)C=C1)O[Si](C)(C)C(C)(C)C	1786.6	Semi standard non polar	33892256
4-(4-Methylphenyl)-2-butanone,1TBDMS,isomer #1	CC(=CCC1=CC=C(C)C=C1)O[Si](C)(C)C(C)(C)C	1712.9	Standard non polar	33892256
4-(4-Methylphenyl)-2-butanone,1TBDMS,isomer #2	C=C(CCC1=CC=C(C)C=C1)O[Si](C)(C)C(C)(C)C	1717.4	Semi standard non polar	33892256
4-(4-Methylphenyl)-2-butanone,1TBDMS,isomer #2	C=C(CCC1=CC=C(C)C=C1)O[Si](C)(C)C(C)(C)C	1688.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(4-Methylphenyl)-2-butanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-6900000000-61d9a5087a2d3aaf4404	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(4-Methylphenyl)-2-butanone 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-(4-Methylphenyl)-2-butanone 10V, Positive-QTOF	splash10-03dj-0900000000-4a7921ac34a02e82f5fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methylphenyl)-2-butanone 20V, Positive-QTOF	splash10-06r2-1900000000-9043d8e34b59fab0ba0c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methylphenyl)-2-butanone 40V, Positive-QTOF	splash10-0pdl-9800000000-9c2d22eed7ec6ea3797a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methylphenyl)-2-butanone 10V, Negative-QTOF	splash10-03di-0900000000-fe4e320d4d35f04c2e83	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methylphenyl)-2-butanone 20V, Negative-QTOF	splash10-03di-2900000000-58e1a9a0ad11f2ad58c9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methylphenyl)-2-butanone 40V, Negative-QTOF	splash10-0a4l-9500000000-4c2233bf3c9cd1c8ed4d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methylphenyl)-2-butanone 10V, Negative-QTOF	splash10-03di-3900000000-64887b4443a93ac6ed64	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methylphenyl)-2-butanone 20V, Negative-QTOF	splash10-0a4i-9400000000-22810491f0f747623283	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methylphenyl)-2-butanone 40V, Negative-QTOF	splash10-052f-9100000000-8287da4cbb5bed3f0e0d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methylphenyl)-2-butanone 10V, Positive-QTOF	splash10-08fs-1900000000-b5aa0b4f40ec628b62a8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methylphenyl)-2-butanone 20V, Positive-QTOF	splash10-0a4l-5900000000-3c332259c8839a266425	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4-Methylphenyl)-2-butanone 40V, Positive-QTOF	splash10-056u-9600000000-c31ff4cece76b4d101b1	2021-09-22	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

FDB015037

KNApSAcK ID

Not Available

Chemspider ID

4576429

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5463908

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1035011

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-(4-Methylphenyl)-2-butanone (HMDB0036183)

MOL for HMDB0036183 (4-(4-Methylphenyl)-2-butanone)

3D MOL for HMDB0036183 (4-(4-Methylphenyl)-2-butanone)

3D SDF for HMDB0036183 (4-(4-Methylphenyl)-2-butanone)

3D-SDF for HMDB0036183 (4-(4-Methylphenyl)-2-butanone)

PDB for HMDB0036183 (4-(4-Methylphenyl)-2-butanone)

3D PDB for HMDB0036183 (4-(4-Methylphenyl)-2-butanone)

SMILES for HMDB0036183 (4-(4-Methylphenyl)-2-butanone)

INCHI for HMDB0036183 (4-(4-Methylphenyl)-2-butanone)

Structure for HMDB0036183 (4-(4-Methylphenyl)-2-butanone)

3D Structure for HMDB0036183 (4-(4-Methylphenyl)-2-butanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra