Showing Compound 3-Phenylpropyl cinnamate (FDB015265)

Record Information

Version

1.0

Creation date

2010-04-08 22:11:44 UTC

Update date

2015-07-20 23:16:06 UTC

Primary ID

FDB015265

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

3-Phenylpropyl cinnamate

Description

3-Phenylpropyl cinnamate belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. 3-Phenylpropyl cinnamate is a sweet, apricot, and balsam tasting compound. Based on a literature review very few articles have been published on 3-Phenylpropyl cinnamate.

CAS Number

122-68-9

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
3-Phenylpropyl cinnamic acid	Generator
2-Propenoic acid, 3-phenyl-, 3-phenylpropyl ester	HMDB
3-Phenyl-2-propenoic acid 3-phenylpropyl ester	HMDB
3-Phenylpropyl 3-phenyl-2-propenoate	HMDB
3-Phenylpropyl beta-phenylacrylate	HMDB
Cinnamic acid, 3-phenylpropyl ester	HMDB
Cinnamic acid, 3-phenylpropyl ester (7ci,8ci)	HMDB
FEMA 2894	HMDB
Hydrocinnamyl 3-phenylpropenoate	HMDB
Hydrocinnamyl cinnamate	HMDB
Phenylpropyl cinnamate	HMDB
3-Phenylpropyl (2E)-3-phenylprop-2-enoic acid	Generator
3-Phenylpropyl cinnamate	MeSH
Cinnamic Acid, 3-phenylpropyl Ester	biospider
Cinnamic acid, 3-phenylpropyl ester (7CI,8CI)	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.00053 g/L	ALOGPS
logP	4.56	ALOGPS
logP	4.97	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Basic)	-6.8	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	7	ChemAxon
Refractivity	81.8 m³·mol⁻¹	ChemAxon
Polarizability	30.78 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C18H18O2

IUPAC name

3-phenylpropyl (2E)-3-phenylprop-2-enoate

InChI Identifier

InChI=1S/C18H18O2/c19-18(14-13-17-10-5-2-6-11-17)20-15-7-12-16-8-3-1-4-9-16/h1-6,8-11,13-14H,7,12,15H2/b14-13+

InChI Key

LYRAHIUDQRJGGZ-BUHFOSPRSA-N

Isomeric SMILES

O=C(OCCCC1=CC=CC=C1)\C=C\C1=CC=CC=C1

Average Molecular Weight

266.3343

Monoisotopic Molecular Weight

266.13067982

Classification

Description

Belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Cinnamic acid esters

Direct Parent

Cinnamic acid esters

Alternative Parents

Substituents

Cinnamic acid ester
Styrene
Fatty acid ester
Monocyclic benzene moiety
Benzenoid
Fatty acyl
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Food

Biological:

Plant

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 81.17%; H 6.81%; O 12.01%	DFC
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	3-Phenylpropyl cinnamate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0f6x-6900000000-29ef2574b1f9d44c6f78	Spectrum
Predicted GC-MS	3-Phenylpropyl cinnamate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	3-Phenylpropyl cinnamate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0390000000-aefb892b28da12e790ed	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-1910000000-c6188b4b969cc7be01a0	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fr6-8910000000-f8bcb9b2396fc02dc307	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0490000000-79b062077075dc8f8b17	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0910000000-206f7d2a25cb6851ef0d	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0fba-0900000000-76be13d2ea7c6413245b	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-2690000000-15f3102d79ac3282ea6d	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-2930000000-7151edc6cb6720dd9915	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9400000000-2266d586dc9c5efd0afd	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0090000000-49b99ae65a6ecc65d875	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0gb9-1960000000-aa7b655d7903f6f6228b	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0fb9-9500000000-330c1d67c9c180760158	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

4478589

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

5320530

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB36387

CRC / DFC (Dictionary of Food Compounds) ID

HDZ15-U:JYY32-F

EAFUS ID

3023

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1002221

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
balsam	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
spicy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
apricot	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.