Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Show more...Show more...Show more...Show more...

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:49:15 UTC

Update Date

2023-02-21 17:28:07 UTC

HMDB ID

HMDB0040287

Secondary Accession Numbers

HMDB40287

Metabolite Identification

Common Name

1-Phenylethyl propanoate

Description

1-Phenylethyl propanoate belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. 1-Phenylethyl propanoate is a sweet, floral, and fresh tasting compound. Based on a literature review very few articles have been published on 1-Phenylethyl propanoate.

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       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   3.850   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       8.002   4.620   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       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    9                                                            
CONECT    3    1   11                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   10                                                       
CONECT    8    6   10                                                       
CONECT    9    2   10   13                                                  
CONECT   10    7    8    9                                                  
CONECT   11    3   12   13                                                  
CONECT   12   11                                                            
CONECT   13    9   11                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

COMPND    HMDB0040287
HETATM    1  C1  UNL     1      -4.349   0.564   0.689  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.087  -0.081   1.246  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.080  -0.099   0.134  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.333   0.359  -1.008  1.00  0.00           O  
HETATM    5  O2  UNL     1      -0.805  -0.630   0.316  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.152  -0.651  -0.731  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.493  -2.121  -0.992  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.403   0.038  -0.356  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.004  -0.158   0.863  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.157   0.510   1.144  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.749   1.367   0.272  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.151   1.568  -0.954  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.969   0.894  -1.261  1.00  0.00           C  
HETATM   14  H1  UNL     1      -4.156   1.642   0.521  1.00  0.00           H  
HETATM   15  H2  UNL     1      -5.212   0.376   1.361  1.00  0.00           H  
HETATM   16  H3  UNL     1      -4.545   0.115  -0.301  1.00  0.00           H  
HETATM   17  H4  UNL     1      -3.318  -1.158   1.471  1.00  0.00           H  
HETATM   18  H5  UNL     1      -2.713   0.413   2.145  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.265  -0.202  -1.654  1.00  0.00           H  
HETATM   20  H7  UNL     1       0.292  -2.384  -2.057  1.00  0.00           H  
HETATM   21  H8  UNL     1      -0.109  -2.796  -0.363  1.00  0.00           H  
HETATM   22  H9  UNL     1       1.574  -2.322  -0.796  1.00  0.00           H  
HETATM   23  H10 UNL     1       1.569  -0.844   1.615  1.00  0.00           H  
HETATM   24  H11 UNL     1       3.650   0.365   2.113  1.00  0.00           H  
HETATM   25  H12 UNL     1       4.659   1.898   0.484  1.00  0.00           H  
HETATM   26  H13 UNL     1       3.618   2.248  -1.650  1.00  0.00           H  
HETATM   27  H14 UNL     1       1.532   1.088  -2.251  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   17   18
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7    8   19
CONECT    7   20   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
1-Phenylethyl propanoic acid	Generator
1-Phenyl-1-ethyl propionate	HMDB
1-Phenylethyl propionate	HMDB
alpha-Methylbenzenemethanol propanoate	HMDB
alpha-Methylbenzyl alcohol, propionate	HMDB
alpha-Methylbenzyl propanoate	HMDB
alpha-Methylbenzyl propionate	HMDB, MeSH
Benzenemethanol, alpha-methyl-, 1-propanoate	HMDB
Benzenemethanol, alpha-methyl-, propanoate	HMDB
Benzyl alcohol, alpha-methyl-, propionate	HMDB
FEMA 2689	HMDB
Methylphenylcarbinyl propionate	HMDB
Phenylmethylcarbinyl propionate	HMDB
Propionic acid, alpha-methylbenzyl ester	HMDB
Styrallyl propionate	HMDB
Styralyl propionate	HMDB
Styrolyl propionate	HMDB

Chemical Formula

C₁₁H₁₄O₂

Average Molecular Weight

178.2277

Monoisotopic Molecular Weight

178.099379692

IUPAC Name

1-phenylethyl propanoate

Traditional Name

2-phenethyl propionate

CAS Registry Number

120-45-6

SMILES

CCC(=O)OC(C)C1=CC=CC=C1

InChI Identifier

InChI=1S/C11H14O2/c1-3-11(12)13-9(2)10-7-5-4-6-8-10/h4-9H,3H2,1-2H3

InChI Key

WCIQNYOXLZQQMU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzyloxycarbonyls

Direct Parent

Benzyloxycarbonyls

Alternative Parents

Substituents

Benzyloxycarbonyl
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

Sweet

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040287)
Cell membrane (HMDB: HMDB0040287)

Source

Exogenous

Exogenous (HMDB: HMDB0040287)

Food

Food (HMDB: HMDB0040287)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0040287)

Biological role

Nutrient (HMDB: HMDB0040287)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	91.00 to 92.00 °C. @ 5.00 mm Hg	The Good Scents Company Information System
Water Solubility	157.2 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.861 (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	3.11	ALOGPS
logP	2.76	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-7	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	4	ChemAxon
Refractivity	51.07 m³·mol⁻¹	ChemAxon
Polarizability	19.58 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]+	142.25	31661259
DarkChem	[M-H]-	137.356	31661259
DeepCCS	[M+H]+	138.231	30932474
DeepCCS	[M-H]-	135.247	30932474
DeepCCS	[M-2H]-	171.827	30932474
DeepCCS	[M+Na]+	147.365	30932474
AllCCS	[M+H]+	140.5	32859911
AllCCS	[M+H-H2O]+	136.3	32859911
AllCCS	[M+NH4]+	144.5	32859911
AllCCS	[M+Na]+	145.6	32859911
AllCCS	[M-H]-	142.2	32859911
AllCCS	[M+Na-2H]-	143.1	32859911
AllCCS	[M+HCOO]-	144.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Phenylethyl propanoate	CCC(=O)OC(C)C1=CC=CC=C1	1807.5	Standard polar	33892256
1-Phenylethyl propanoate	CCC(=O)OC(C)C1=CC=CC=C1	1268.1	Standard non polar	33892256
1-Phenylethyl propanoate	CCC(=O)OC(C)C1=CC=CC=C1	1309.6	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-Phenylethyl propanoate EI-B (Non-derivatized)	splash10-0pdi-7900000000-4d55059169fcb8fc7c47	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 1-Phenylethyl propanoate EI-B (Non-derivatized)	splash10-0pdi-7900000000-4d55059169fcb8fc7c47	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Phenylethyl propanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-4900000000-44b61e47afb94caa352c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Phenylethyl propanoate 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-Phenylethyl propanoate 10V, Positive-QTOF	splash10-056r-3900000000-1e28570ab894b1ca8c69	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenylethyl propanoate 20V, Positive-QTOF	splash10-0a4i-5900000000-1f53e8df0ad59439b2de	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenylethyl propanoate 40V, Positive-QTOF	splash10-0a4i-9700000000-5cb141f29929755f7bac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenylethyl propanoate 10V, Negative-QTOF	splash10-004i-1900000000-cfb982bb7ba7643b0f50	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenylethyl propanoate 20V, Negative-QTOF	splash10-00fr-4900000000-6941fd60b6075188c7fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenylethyl propanoate 40V, Negative-QTOF	splash10-056r-9400000000-b1f9e9b5c9b8b65ffd0b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenylethyl propanoate 10V, Negative-QTOF	splash10-00di-9100000000-c1ba80888cb313dd9863	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenylethyl propanoate 20V, Negative-QTOF	splash10-0pk9-9500000000-c58b911ab627c412d2c1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenylethyl propanoate 40V, Negative-QTOF	splash10-006x-9000000000-76c46dd008df97f23676	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenylethyl propanoate 10V, Positive-QTOF	splash10-0a4i-0900000000-335315bac8e40ebd09ae	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenylethyl propanoate 20V, Positive-QTOF	splash10-0a4i-5900000000-9c0b873d6f5fdd91d63e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenylethyl propanoate 40V, Positive-QTOF	splash10-0a4i-7900000000-a17d77b1b8e55eed3ec3	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

FDB020008

KNApSAcK ID

Not Available

Chemspider ID

8125

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

8432

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1031011

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-Phenylethyl propanoate (HMDB0040287)

MOL for HMDB0040287 (1-Phenylethyl propanoate)

3D MOL for HMDB0040287 (1-Phenylethyl propanoate)

3D SDF for HMDB0040287 (1-Phenylethyl propanoate)

3D-SDF for HMDB0040287 (1-Phenylethyl propanoate)

PDB for HMDB0040287 (1-Phenylethyl propanoate)

3D PDB for HMDB0040287 (1-Phenylethyl propanoate)

SMILES for HMDB0040287 (1-Phenylethyl propanoate)

INCHI for HMDB0040287 (1-Phenylethyl propanoate)

Structure for HMDB0040287 (1-Phenylethyl propanoate)

3D Structure for HMDB0040287 (1-Phenylethyl propanoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra