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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:41:37 UTC

Update Date

2023-02-21 17:20:03 UTC

HMDB ID

HMDB0031208

Secondary Accession Numbers

HMDB31208

Metabolite Identification

Common Name

1-Phenyl-1-pentanone

Description

1-Phenyl-1-pentanone, also known as butyl phenyl ketone or pentanophenone, belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. 1-Phenyl-1-pentanone is a balsam and valerian tasting compound. 1-Phenyl-1-pentanone has been detected, but not quantified in, a few different foods, such as celery stalks (Apium graveolens var. dulce), green vegetables, and wild celeries (Apium graveolens). This could make 1-phenyl-1-pentanone a potential biomarker for the consumption of these foods. 1-Phenyl-1-pentanone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on 1-Phenyl-1-pentanone.

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   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    9                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   10                                                       
CONECT    8    6   10                                                       
CONECT    9    3   11                                                       
CONECT   10    7    8   11                                                  
CONECT   11    9   10   12                                                  
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Butyl phenyl ketone	ChEBI
Pentanophenone	ChEBI
1-Phenyl-1-pentanone	ChEBI
1-Benzoylbutane	HMDB
1-Phenylpentan-1-one	HMDB
N-Butyl phenyl ketone	HMDB
Valerophenone, 8ci	HMDB

Chemical Formula

C₁₁H₁₄O

Average Molecular Weight

162.2283

Monoisotopic Molecular Weight

162.10446507

IUPAC Name

1-phenylpentan-1-one

Traditional Name

valerophenone

CAS Registry Number

1009-14-9

SMILES

CCCCC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C11H14O/c1-2-3-9-11(12)10-7-5-4-6-8-10/h4-8H,2-3,9H2,1H3

InChI Key

XKGLSKVNOSHTAD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Butyrophenone
Aryl alkyl ketone
Benzoyl
Benzenoid
Monocyclic benzene moiety
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aromatic ketone (CHEBI:36812 )

Ontology

Cellular substructure

Membrane (HMDB: HMDB0031208)
Cell membrane (HMDB: HMDB0031208)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031208)

Source

Endogenous

Endogenous (HMDB: HMDB0031208)

Plant

Plant (HMDB: HMDB0031208)

Exogenous

Food

Food (HMDB: HMDB0031208)

Herb and spice

Spice

Wild celery (FooDB: FOOD00015)

Vegetable

Stalk vegetable

Celery stalks (FooDB: FOOD00215)

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Process

Not Available

Role

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-9.4 °C	Not Available
Boiling Point	245.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	137.3 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.202 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.17 g/L	ALOGPS
logP	2.94	ALOGPS
logP	3.12	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	17.19	ChemAxon
pKa (Strongest Basic)	-7.4	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	4	ChemAxon
Refractivity	50.29 m³·mol⁻¹	ChemAxon
Polarizability	19.35 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]+	137.472	31661259
DarkChem	[M-H]-	136.49	31661259
DeepCCS	[M+H]+	139.334	30932474
DeepCCS	[M-H]-	135.503	30932474
DeepCCS	[M-2H]-	173.116	30932474
DeepCCS	[M+Na]+	148.655	30932474
AllCCS	[M+H]+	135.9	32859911
AllCCS	[M+H-H2O]+	131.5	32859911
AllCCS	[M+NH4]+	140.1	32859911
AllCCS	[M+Na]+	141.3	32859911
AllCCS	[M-H]-	140.2	32859911
AllCCS	[M+Na-2H]-	141.4	32859911
AllCCS	[M+HCOO]-	142.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Phenyl-1-pentanone	CCCCC(=O)C1=CC=CC=C1	1914.6	Standard polar	33892256
1-Phenyl-1-pentanone	CCCCC(=O)C1=CC=CC=C1	1339.1	Standard non polar	33892256
1-Phenyl-1-pentanone	CCCCC(=O)C1=CC=CC=C1	1357.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 1-Phenyl-1-pentanone EI-B (Non-derivatized)	splash10-0a4i-3900000000-d4ceda523827189bf3d1	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 1-Phenyl-1-pentanone EI-B (Non-derivatized)	splash10-0a6r-6900000000-19cf24e12d8e892de5bf	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 1-Phenyl-1-pentanone EI-B (Non-derivatized)	splash10-0a4i-3900000000-d4ceda523827189bf3d1	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 1-Phenyl-1-pentanone EI-B (Non-derivatized)	splash10-0a6r-6900000000-19cf24e12d8e892de5bf	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Phenyl-1-pentanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-4900000000-a799c1fe34d2df4c7b3b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Phenyl-1-pentanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Phenyl-1-pentanone 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 - 1-Phenyl-1-pentanone 10V, Positive-QTOF	splash10-03di-0900000000-508925565ed151105779	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-1-pentanone 20V, Positive-QTOF	splash10-0a4i-3900000000-84b66cc246780103d09d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-1-pentanone 40V, Positive-QTOF	splash10-0a4i-9500000000-832dc015b40ea5988235	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-1-pentanone 10V, Negative-QTOF	splash10-03di-0900000000-1ee9af4371bc1f573566	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-1-pentanone 20V, Negative-QTOF	splash10-03di-2900000000-5578e0014a2837dd9a2a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-1-pentanone 40V, Negative-QTOF	splash10-00or-9800000000-6a186a73c1c7aba1f2d5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-1-pentanone 10V, Negative-QTOF	splash10-03di-0900000000-bd5a0b9e0df7744b272c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-1-pentanone 20V, Negative-QTOF	splash10-03xr-4900000000-25940a07a41960c797cd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-1-pentanone 40V, Negative-QTOF	splash10-004i-9000000000-908dca0534141ebaccc4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-1-pentanone 10V, Positive-QTOF	splash10-03di-1900000000-4403dd2fb8c873eb82e9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-1-pentanone 20V, Positive-QTOF	splash10-006x-6900000000-07895cc4b654c3aa9217	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-1-pentanone 40V, Positive-QTOF	splash10-004i-9100000000-7be04ec33e95a60074b1	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]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	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

FDB003231

KNApSAcK ID

C00056271

Chemspider ID

59482

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Valerophenone

METLIN ID

Not Available

PubChem Compound

66093

PDB ID

Not Available

ChEBI ID

36812

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1296281

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 1-Phenyl-1-pentanone (HMDB0031208)

MOL for HMDB0031208 (1-Phenyl-1-pentanone)

3D MOL for HMDB0031208 (1-Phenyl-1-pentanone)

3D SDF for HMDB0031208 (1-Phenyl-1-pentanone)

3D-SDF for HMDB0031208 (1-Phenyl-1-pentanone)

PDB for HMDB0031208 (1-Phenyl-1-pentanone)

3D PDB for HMDB0031208 (1-Phenyl-1-pentanone)

SMILES for HMDB0031208 (1-Phenyl-1-pentanone)

INCHI for HMDB0031208 (1-Phenyl-1-pentanone)

Structure for HMDB0031208 (1-Phenyl-1-pentanone)

3D Structure for HMDB0031208 (1-Phenyl-1-pentanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra