Jump To Section:

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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:57:03 UTC

Update Date

2023-02-21 17:28:14 UTC

HMDB ID

HMDB0040411

Secondary Accession Numbers

HMDB40411

Metabolite Identification

Common Name

Ethyl 3-phenylpropanoate

Description

Ethyl 3-phenylpropanoate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review a significant number of articles have been published on Ethyl 3-phenylpropanoate.

Structure

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

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         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      12.003   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669   6.160   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       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1   13                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   10                                                       
CONECT    7    5   10                                                       
CONECT    8    9   10                                                       
CONECT    9    8   11                                                       
CONECT   10    6    7    8                                                  
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13    2   11                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

COMPND    HMDB0040411
HETATM    1  C1  UNL     1       4.681   0.558  -0.053  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.127  -0.638  -0.791  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.776  -0.507  -1.113  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.756  -0.336  -0.187  1.00  0.00           C  
HETATM    5  O2  UNL     1       2.121  -0.302   1.031  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.329  -0.202  -0.589  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.485  -0.035   0.655  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.923   0.111   0.425  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.556   1.319   0.237  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.905   1.369   0.026  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.666   0.227  -0.004  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.052  -0.994   0.182  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.695  -1.033   0.393  1.00  0.00           C  
HETATM   14  H1  UNL     1       5.790   0.556  -0.202  1.00  0.00           H  
HETATM   15  H2  UNL     1       4.498   0.431   1.017  1.00  0.00           H  
HETATM   16  H3  UNL     1       4.325   1.521  -0.469  1.00  0.00           H  
HETATM   17  H4  UNL     1       4.343  -1.538  -0.157  1.00  0.00           H  
HETATM   18  H5  UNL     1       4.688  -0.783  -1.738  1.00  0.00           H  
HETATM   19  H6  UNL     1       0.003  -1.141  -1.121  1.00  0.00           H  
HETATM   20  H7  UNL     1       0.238   0.605  -1.310  1.00  0.00           H  
HETATM   21  H8  UNL     1      -0.109   0.837   1.227  1.00  0.00           H  
HETATM   22  H9  UNL     1      -0.328  -0.928   1.294  1.00  0.00           H  
HETATM   23  H10 UNL     1      -1.956   2.229   0.260  1.00  0.00           H  
HETATM   24  H11 UNL     1      -4.370   2.337  -0.118  1.00  0.00           H  
HETATM   25  H12 UNL     1      -5.745   0.270  -0.173  1.00  0.00           H  
HETATM   26  H13 UNL     1      -4.629  -1.914   0.163  1.00  0.00           H  
HETATM   27  H14 UNL     1      -2.256  -2.019   0.534  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   17   18
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   19   20
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
Ethyl 3-phenylpropanoic acid	Generator
Benzenepropanoic acid, ethyl ester	HMDB
Ethyl 3-phenylpropionate	HMDB
Ethyl 3-phenylproprionate	HMDB
Ethyl benzenepropanoate	HMDB
Ethyl dihydrocinnamate	HMDB
Ethyl hydrocinnamate	HMDB
Ethylhydrocinnamoate	HMDB
Ethylphenyl propanoate	HMDB
FEMA 2455	HMDB
Hydrocinnamic acid, ethyl ester	HMDB
Hydrocinnamic acid, ethyl ester (8ci)	HMDB
Vanilglycolic acid	HMDB

Chemical Formula

C₁₁H₁₄O₂

Average Molecular Weight

178.2277

Monoisotopic Molecular Weight

178.099379692

IUPAC Name

ethyl 3-phenylpropanoate

Traditional Name

ethyl B-phenylpropionate

CAS Registry Number

2021-28-5

SMILES

CCOC(=O)CCC1=CC=CC=C1

InChI Identifier

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

InChI Key

JAGZUIGGHGTFHO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid ester
Benzenoid
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

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0040411)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040411)

Source

Endogenous

Endogenous (HMDB: HMDB0040411)

Animal

Animal (HMDB: HMDB0040411)

Exogenous

Food

Food (HMDB: HMDB0040411)

Beverage

Fermented beverage

Red wine (FooDB: FOOD00911)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0040411)

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0040411)

Cellular process

Cell signaling (HMDB: HMDB0040411)

Biochemical process

Lipid transport (HMDB: HMDB0040411)

Role

Biological role

Energy storage (HMDB: HMDB0040411)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040411)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0040411)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	247.00 to 249.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.22 mg/mL at 25 °C	Not Available
LogP	2.73	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	2.79	ALOGPS
logP	2.56	ChemAxon
logS	-3.2	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	5	ChemAxon
Refractivity	51.48 m³·mol⁻¹	ChemAxon
Polarizability	20.23 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]+	140.819	31661259
DarkChem	[M-H]-	137.541	31661259
DeepCCS	[M+H]+	138.84	30932474
DeepCCS	[M-H]-	135.012	30932474
DeepCCS	[M-2H]-	172.481	30932474
DeepCCS	[M+Na]+	148.019	30932474
AllCCS	[M+H]+	139.1	32859911
AllCCS	[M+H-H2O]+	134.8	32859911
AllCCS	[M+NH4]+	143.0	32859911
AllCCS	[M+Na]+	144.1	32859911
AllCCS	[M-H]-	142.4	32859911
AllCCS	[M+Na-2H]-	143.3	32859911
AllCCS	[M+HCOO]-	144.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethyl 3-phenylpropanoate	CCOC(=O)CCC1=CC=CC=C1	1936.4	Standard polar	33892256
Ethyl 3-phenylpropanoate	CCOC(=O)CCC1=CC=CC=C1	1293.8	Standard non polar	33892256
Ethyl 3-phenylpropanoate	CCOC(=O)CCC1=CC=CC=C1	1382.3	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 - Ethyl 3-phenylpropanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6u-9800000000-56faa086df95e404776c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl 3-phenylpropanoate 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 - Ethyl 3-phenylpropanoate 10V, Positive-QTOF	splash10-004i-2900000000-638f0bafa03cacba2c33	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-phenylpropanoate 20V, Positive-QTOF	splash10-003v-5900000000-86f0d42b9bba9d234cd5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-phenylpropanoate 40V, Positive-QTOF	splash10-0006-9200000000-9bd7589123da864a61d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-phenylpropanoate 10V, Negative-QTOF	splash10-0059-1900000000-ce45b0cbe475c6951c2f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-phenylpropanoate 20V, Negative-QTOF	splash10-003s-4900000000-6086bef5b6bf094bd7e0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-phenylpropanoate 40V, Negative-QTOF	splash10-0537-9400000000-743451a3152525eb9c0e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-phenylpropanoate 10V, Positive-QTOF	splash10-054o-6900000000-bed0f6faed868472a8c6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-phenylpropanoate 20V, Positive-QTOF	splash10-0a4l-9800000000-7d4653cff2b97df1dab5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-phenylpropanoate 40V, Positive-QTOF	splash10-0a6u-9600000000-5d9f98b4fb37e00ee12f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-phenylpropanoate 10V, Negative-QTOF	splash10-004i-1900000000-b5212abffcb71a07e347	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-phenylpropanoate 20V, Negative-QTOF	splash10-0a4l-4900000000-96179a19945f4fd2659f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-phenylpropanoate 40V, Negative-QTOF	splash10-0fb9-9300000000-360457792417aa418122	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

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

Extracellular
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

FDB020143

KNApSAcK ID

C00053032

Chemspider ID

15409

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16237

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1023091

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Ethyl 3-phenylpropanoate (HMDB0040411)

MOL for HMDB0040411 (Ethyl 3-phenylpropanoate)

3D MOL for HMDB0040411 (Ethyl 3-phenylpropanoate)

3D SDF for HMDB0040411 (Ethyl 3-phenylpropanoate)

3D-SDF for HMDB0040411 (Ethyl 3-phenylpropanoate)

PDB for HMDB0040411 (Ethyl 3-phenylpropanoate)

3D PDB for HMDB0040411 (Ethyl 3-phenylpropanoate)

SMILES for HMDB0040411 (Ethyl 3-phenylpropanoate)

INCHI for HMDB0040411 (Ethyl 3-phenylpropanoate)

Structure for HMDB0040411 (Ethyl 3-phenylpropanoate)

3D Structure for HMDB0040411 (Ethyl 3-phenylpropanoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra