Showing Compound Cinnamyl butyrate (FDB021235)

Record Information

Version

1.0

Creation date

2010-04-08 22:15:33 UTC

Update date

2019-11-26 03:20:05 UTC

Primary ID

FDB021235

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Cinnamyl butyrate

Description

Cinnamyl butyrate belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. Cinnamyl butyrate is a balsamic, cinnamyl, and cognac tasting compound. Cinnamyl butyrate has been detected, but not quantified in, pomes. This could make cinnamyl butyrate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Cinnamyl butyrate.

CAS Number

103-61-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Cinnamyl butyric acid	Generator
(2E)-3-Phenyl-2-propenyl butyrate	HMDB
3-Phenyl-2-propen-1-yl butanoate	HMDB
3-Phenyl-2-propen-1-yl butyrate	HMDB
3-Phenyl-2-propenyl butanoate	HMDB
3-Phenylallyl butyrate	HMDB
Butanoic acid, 3-phenyl-2-propen-1-yl ester	HMDB
Butanoic acid, 3-phenyl-2-propenyl ester	HMDB
Butynoic acid, 3-phenyl-2-propenyl ester	HMDB
Butyric acid, cinnamyl ester	HMDB
Cinnamyl butanoate	HMDB
Cinnamyl N-butyrate	HMDB
Phenylpropenyl N-butyrate	HMDB
(2Z)-3-Phenylprop-2-en-1-yl butanoic acid	Generator
Cinnamyl butyrate	db_source
Cinnamyl n-butyrate	biospider
FEMA 2296	db_source
Phenylpropenyl n-butyrate	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.032 g/L	ALOGPS
logP	3.88	ALOGPS
logP	3.4	ChemAxon
logS	-3.8	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	6	ChemAxon
Refractivity	61.57 m³·mol⁻¹	ChemAxon
Polarizability	23.5 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 butanoate

InChI Identifier

InChI=1S/C13H16O2/c1-2-7-13(14)15-11-6-10-12-8-4-3-5-9-12/h3-6,8-10H,2,7,11H2,1H3/b10-6-

InChI Key

YZYPQKZWNXANRB-POHAHGRESA-N

Isomeric SMILES

CCCC(=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
Fatty acid ester
Fatty acyl
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

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Subcellular:

Source:

Food

Biological:

Plant

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 300°	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 butyrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-014l-9600000000-66d634d385e532163d61	Spectrum
Predicted GC-MS	Cinnamyl butyrate, 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-5790000000-55ec2b0ccbed2ef4f68f	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-6900000000-53f7acb8e28f3c663cf8	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9300000000-f842da73bf5e6fb7c8cd	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0uxr-9380000000-4edd12f20ebef5c798e5	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00kr-9210000000-fd0e667a63d1ef1a6795	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014l-9300000000-c492d86c01088cfee89d	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-1900000000-585b9a0c9500341990f0	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014l-7900000000-a95211d7b7c664d7e000	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014l-9800000000-4cec7d16f795e4a05206	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0fri-7910000000-04de2467a08c13f21939	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0gb9-8900000000-087d45579bd0c693b097	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-9100000000-ccf1f6f881e4780a6d7e	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

30777556

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

86306395

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB41316

CRC / DFC (Dictionary of Food Compounds) ID

BLR24-Y:NNM48-Z

EAFUS ID

655

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

rw1014111

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
soft	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.
winey	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cognac	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.
balsamic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.