Showing Compound Cinnamyl cinnamate (FDB012000)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:56 UTC

Update date

2015-07-20 22:45:45 UTC

Primary ID

FDB012000

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Cinnamyl cinnamate

Description

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

CAS Number

122-69-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Cinnamyl cinnamic acid	Generator
(2E)-3-Phenyl-2-propenyl (2E)-3-phenyl-2-propenoate	HMDB
2-Propenoic acid, 3-phenyl-, 3-phenyl-2-propenyl ester	HMDB
3-Phenyl allyl cinnamate	HMDB
3-Phenyl-2-propen-1-yl 3-phenyl propenoate	HMDB
3-Phenyl-2-propen-1-yl cinnamate	HMDB
Cinnamic acid, cinnamyl ester	HMDB
Cinnamyl alcohol, cinnamate	HMDB
Cinnamyl beta-phenyl acrylate	HMDB
Cinnamylester kyseliny skoricove	HMDB
Phenylallyl cinnamate	HMDB
Styracin	HMDB
(2E)-3-Phenylprop-2-en-1-yl (2Z)-3-phenylprop-2-enoic acid	Generator
Cinnamyl β-phenyl acrylate	biospider
Cinnamyl cinnamate	db_source
FEMA 2298	db_source

Predicted Properties

Property	Value	Source
Water Solubility	0.00083 g/L	ALOGPS
logP	4.62	ALOGPS
logP	4.85	ChemAxon
logS	-5.5	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	6	ChemAxon
Refractivity	82.76 m³·mol⁻¹	ChemAxon
Polarizability	30.48 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

C18H16O2

IUPAC name

(2E)-3-phenylprop-2-en-1-yl (2Z)-3-phenylprop-2-enoate

InChI Identifier

InChI=1S/C18H16O2/c19-18(14-13-17-10-5-2-6-11-17)20-15-7-12-16-8-3-1-4-9-16/h1-14H,15H2/b12-7+,14-13-

InChI Key

NQBWNECTZUOWID-QSYVVUFSSA-N

Isomeric SMILES

O=C(OC\C=C\C1=CC=CC=C1)\C=C/C1=CC=CC=C1

Average Molecular Weight

264.3184

Monoisotopic Molecular Weight

264.115029756

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 81.79%; H 6.10%; O 12.11%	DFC
Melting Point	Mp 44°	DFC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	4.45	HANSCH,C ET AL. (1995)
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	Cinnamyl cinnamate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0gbc-2910000000-85b64ecb4c755def7bf8	Spectrum
Predicted GC-MS	Cinnamyl cinnamate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Cinnamyl 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-0590000000-b1cffc8382744a15cebd	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0900000000-76ebfda733a5e9f84460	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uxu-6910000000-6754e4c1095f546754e5	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0590000000-1f5818e4e7e8047b60bc	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0910000000-e2b54b0166cc17c1dfcb	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0fvj-0900000000-07cb4c4ce72a1ae5e83b	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0490000000-6f48263d0f6dab5b9eae	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0uxr-0910000000-c3cfd6e8c6c9299d0e7e	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ufr-6900000000-19ff99e02c18d26a67bf	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0980000000-eb3fc338b096a28f68bc	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-1910000000-cb70931978a75ff968b0	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014l-5900000000-526a50aa85c77ae63656	2021-09-23	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

1267365

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

1550888

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB33832

CRC / DFC (Dictionary of Food Compounds) ID

HCV54-E:HCL29-C

EAFUS ID

656

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

rw1012411

SuperScent ID

1550890

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
carnation	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
jasmine	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
rose	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
cinnamon	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
honey	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
berry	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
almond	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
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.
floral	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cassia	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cinnamyl	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.