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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:58:05 UTC

Update Date

2023-02-21 17:28:14 UTC

HMDB ID

HMDB0040425

Secondary Accession Numbers

HMDB40425

Metabolite Identification

Common Name

Propyl phenylacetate

Description

Propyl phenylacetate belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Propyl phenylacetate is a sweet, apricot, and floral tasting compound. Based on a literature review very few articles have been published on Propyl phenylacetate.

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       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.004   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.671   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.671   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      10.669   4.620   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       9.336   6.930   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    8                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   10                                                       
CONECT    7    5   10                                                       
CONECT    8    2   13                                                       
CONECT    9   10   11                                                       
CONECT   10    6    7    9                                                  
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13    8   11                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

COMPND    HMDB0040425
HETATM    1  C1  UNL     1      -3.667   0.757  -0.654  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.119  -0.542  -1.201  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.803  -1.474  -0.069  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.844  -0.943   0.821  1.00  0.00           O  
HETATM    5  C4  UNL     1      -0.562  -0.584   0.465  1.00  0.00           C  
HETATM    6  O2  UNL     1      -0.239  -0.745  -0.740  1.00  0.00           O  
HETATM    7  C5  UNL     1       0.433  -0.029   1.407  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.726   0.265   0.743  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.017   1.484   0.164  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.250   1.694  -0.443  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.220   0.715  -0.493  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.924  -0.499   0.087  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.701  -0.713   0.690  1.00  0.00           C  
HETATM   14  H1  UNL     1      -4.035   0.572   0.375  1.00  0.00           H  
HETATM   15  H2  UNL     1      -4.529   1.095  -1.266  1.00  0.00           H  
HETATM   16  H3  UNL     1      -2.854   1.489  -0.628  1.00  0.00           H  
HETATM   17  H4  UNL     1      -3.941  -1.028  -1.793  1.00  0.00           H  
HETATM   18  H5  UNL     1      -2.255  -0.384  -1.865  1.00  0.00           H  
HETATM   19  H6  UNL     1      -2.492  -2.440  -0.512  1.00  0.00           H  
HETATM   20  H7  UNL     1      -3.738  -1.614   0.527  1.00  0.00           H  
HETATM   21  H8  UNL     1       0.626  -0.812   2.175  1.00  0.00           H  
HETATM   22  H9  UNL     1       0.106   0.870   1.929  1.00  0.00           H  
HETATM   23  H10 UNL     1       1.248   2.239   0.212  1.00  0.00           H  
HETATM   24  H11 UNL     1       3.449   2.671  -0.893  1.00  0.00           H  
HETATM   25  H12 UNL     1       5.182   0.895  -0.973  1.00  0.00           H  
HETATM   26  H13 UNL     1       4.697  -1.262   0.040  1.00  0.00           H  
HETATM   27  H14 UNL     1       2.499  -1.677   1.137  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   17   18
CONECT    3    4   19   20
CONECT    4    5
CONECT    5    6    6    7
CONECT    7    8   21   22
CONECT    8    9    9   13
CONECT    9   10   23
CONECT   10   11   11   24
CONECT   11   12   25
CONECT   12   13   13   26
CONECT   13   27
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Propyl phenylacetic acid	Generator
Acetic acid, phenyl-, propyl ester	HMDB
Acetic acid, phenyl-, propyl ester (8ci)	HMDB
Benzeneacetic acid, propyl ester	HMDB
FEMA 2955	HMDB
N-Propyl phenylacetate	HMDB
N-Propyl-alpha-toluate	HMDB
Phenylacetic acid propyl ester	HMDB
Propyl alpha-toluate	HMDB
Propyl benzeneacetate	HMDB
Propyl 2-phenylacetic acid	Generator

Chemical Formula

C₁₁H₁₄O₂

Average Molecular Weight

178.2277

Monoisotopic Molecular Weight

178.099379692

IUPAC Name

propyl 2-phenylacetate

Traditional Name

propyl 2-phenylacetate

CAS Registry Number

4606-15-9

SMILES

CCCOC(=O)CC1=CC=CC=C1

InChI Identifier

InChI=1S/C11H14O2/c1-2-8-13-11(12)9-10-6-4-3-5-7-10/h3-7H,2,8-9H2,1H3

InChI Key

GXXFZZLGPFNITM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Taste

Sweet

Odor

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040425)
Cell membrane (HMDB: HMDB0040425)

Source

Exogenous

Food

Food (HMDB: HMDB0040425)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040425)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0040425)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	240.00 °C. @ 753.00 mm Hg	The Good Scents Company Information System
Water Solubility	0 slightly	The Good Scents Company Information System
LogP	2.930 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	2.88	ALOGPS
logP	2.64	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	51.41 m³·mol⁻¹	ChemAxon
Polarizability	20.05 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]+	141.086	31661259
DarkChem	[M-H]-	138.009	31661259
DeepCCS	[M+H]+	141.105	30932474
DeepCCS	[M-H]-	137.276	30932474
DeepCCS	[M-2H]-	174.721	30932474
DeepCCS	[M+Na]+	150.26	30932474
AllCCS	[M+H]+	139.6	32859911
AllCCS	[M+H-H2O]+	135.4	32859911
AllCCS	[M+NH4]+	143.5	32859911
AllCCS	[M+Na]+	144.6	32859911
AllCCS	[M-H]-	143.0	32859911
AllCCS	[M+Na-2H]-	144.0	32859911
AllCCS	[M+HCOO]-	145.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Propyl phenylacetate	CCCOC(=O)CC1=CC=CC=C1	1876.4	Standard polar	33892256
Propyl phenylacetate	CCCOC(=O)CC1=CC=CC=C1	1292.6	Standard non polar	33892256
Propyl phenylacetate	CCCOC(=O)CC1=CC=CC=C1	1383.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Propyl phenylacetate EI-B (Non-derivatized)	splash10-0006-9000000000-fac61fa526e9faf2280c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Propyl phenylacetate EI-B (Non-derivatized)	splash10-0006-9000000000-fac61fa526e9faf2280c	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propyl phenylacetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9100000000-9105606b0c51b0fe9251	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propyl phenylacetate 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 - Propyl phenylacetate 10V, Positive-QTOF	splash10-004i-3900000000-5a43e4f806d6e411181c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl phenylacetate 20V, Positive-QTOF	splash10-0006-9500000000-73f25f524e88ae774949	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl phenylacetate 40V, Positive-QTOF	splash10-0006-9100000000-99405b55125427930ee3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl phenylacetate 10V, Negative-QTOF	splash10-00or-2900000000-9d9c8aceaee4477071e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl phenylacetate 20V, Negative-QTOF	splash10-014u-4900000000-aec92b17b9f6489f15eb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl phenylacetate 40V, Negative-QTOF	splash10-014u-9700000000-cf9522d1ed5bf3f45b2b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl phenylacetate 10V, Negative-QTOF	splash10-0a4i-9100000000-2122ef94d6e2c2993b3c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl phenylacetate 20V, Negative-QTOF	splash10-014l-6900000000-7f1dcb9e8ef05f25e6da	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl phenylacetate 40V, Negative-QTOF	splash10-0006-9000000000-bbbca7f3915816decbd6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl phenylacetate 10V, Positive-QTOF	splash10-004l-6900000000-858709eac9c197df7b4c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl phenylacetate 20V, Positive-QTOF	splash10-0006-9100000000-4264fdd8628c8225f914	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propyl phenylacetate 40V, Positive-QTOF	splash10-0006-9100000000-de47db90106c51509389	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

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

FDB020158

KNApSAcK ID

Not Available

Chemspider ID

192323

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

221641

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1034181

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 Propyl phenylacetate (HMDB0040425)

MOL for HMDB0040425 (Propyl phenylacetate)

3D MOL for HMDB0040425 (Propyl phenylacetate)

3D SDF for HMDB0040425 (Propyl phenylacetate)

3D-SDF for HMDB0040425 (Propyl phenylacetate)

PDB for HMDB0040425 (Propyl phenylacetate)

3D PDB for HMDB0040425 (Propyl phenylacetate)

SMILES for HMDB0040425 (Propyl phenylacetate)

INCHI for HMDB0040425 (Propyl phenylacetate)

Structure for HMDB0040425 (Propyl phenylacetate)

3D Structure for HMDB0040425 (Propyl phenylacetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra