Showing Compound Cinnamyl isobutyrate (FDB021236)

Record Information

Version

1.0

Creation date

2010-04-08 22:15:33 UTC

Update date

2018-05-29 01:50:13 UTC

Primary ID

FDB021236

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Cinnamyl isobutyrate

Description

Cinnamyl isobutyrate belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. Cinnamyl isobutyrate is a sweet, almond, and cinnamyl tasting compound. Based on a literature review a significant number of articles have been published on Cinnamyl isobutyrate.

CAS Number

103-59-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Cinnamyl isobutyric acid	Generator
(2E)-3-Phenyl-2-propenyl 2-methylpropanoate	HMDB
2-Methyl-propanoic acid, 3-phenyl-2-propenyl ester	HMDB
3-Phenyl-2-propen-1-yl 2-methylpropanoate	HMDB
3-Phenyl-2-propen-1-yl isobutyrate	HMDB
Cinnamyl 2-methylpropanoate	HMDB
FEMA 2297	HMDB
Isobutyric acid, cinnamyl ester	HMDB
Propanoic acid, 2-methyl-, 3-phenyl-2-propen-1-yl ester	HMDB
Propanoic acid, 2-methyl-, 3-phenyl-2-propenyl ester	HMDB
(2Z)-3-Phenylprop-2-en-1-yl 2-methylpropanoic acid	Generator
Cinnamyl isobutyrate	db_source

Predicted Properties

Property	Value	Source
Water Solubility	0.041 g/L	ALOGPS
logP	3.82	ALOGPS
logP	3.5	ChemAxon
logS	-3.7	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	61.55 m³·mol⁻¹	ChemAxon
Polarizability	23.58 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

Chemical Formula

C13H16O2

IUPAC name

(2Z)-3-phenylprop-2-en-1-yl 2-methylpropanoate

InChI Identifier

InChI=1S/C13H16O2/c1-11(2)13(14)15-10-6-9-12-7-4-3-5-8-12/h3-9,11H,10H2,1-2H3/b9-6-

InChI Key

KLKQSZIWHVEARN-TWGQIWQCSA-N

Isomeric SMILES

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

Average Molecular Weight

204.2649

Monoisotopic Molecular Weight

204.115029756

Classification

Description

Belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Styrenes

Direct Parent

Styrenes

Alternative Parents

Substituents

Styrene
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

Food

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 76.44%; H 7.89%; O 15.67%	DFC
Melting Point	Not Available
Boiling Point	Bp 254°	DFC
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	Cinnamyl isobutyrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00kf-9500000000-ba9c43bf47387982f88f	Spectrum
Predicted GC-MS	Cinnamyl isobutyrate, 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	splash10-0aor-5490000000-b1e2e9653a36e6775c7c	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-6900000000-25b98298481d67971d5d	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9100000000-cd016d20e62b38984590	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-4290000000-4feeb9474006fda9c968	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9110000000-65b0928b050ce87ce6da	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kr-9300000000-d6c526fdc985744cb7a5	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-1900000000-9932ca56f5093d6ca406	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kf-8900000000-29e9619c309ec90f5cb7	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014l-9800000000-108bfb27b1a8f55fc6e8	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014r-8920000000-d16b0820bce50f1307a9	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0079-9200000000-9083029e2322720dd324	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-9000000000-e7e2fe832efae08f3b3a	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

21427413

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

24884264

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB41317

CRC / DFC (Dictionary of Food Compounds) ID

BLR24-Y:NNM49-A

EAFUS ID

658

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

rw1024251

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.
fruity	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
almond	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.
cinnamyl	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tropical	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.