Showing Compound Cinnamyl isovalerate (FDB021237)

Record Information

Version

1.0

Creation date

2010-04-08 22:15:34 UTC

Update date

2018-05-29 01:50:14 UTC

Primary ID

FDB021237

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Cinnamyl isovalerate

Description

Cinnamyl isovalerate belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. Cinnamyl isovalerate is a sweet, apple, and cherry tasting compound. Based on a literature review very few articles have been published on Cinnamyl isovalerate.

CAS Number

140-27-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Cinnamyl isovaleric acid	Generator
(2E)-3-Phenyl-2-propenyl 3-methylbutanoate	HMDB
3-Methylbutanoic acid 3-phenyl-2-propenyl ester	HMDB
3-Phenyl-2-propenyl 3-methylbutanoate	HMDB
3-Phenylallyl 3-methylbutanoate	HMDB
3-Phenylallyl isovalerate	HMDB
Butanoic acid, 3-methyl-, 3-phenyl-2-propen-1-yl ester	HMDB
Butanoic acid, 3-methyl-, 3-phenyl-2-propenyl ester	HMDB
Cinnamyl 3-methyl butyrate	HMDB
Cinnamyl 3-methylbutanoate	HMDB
Cinnamyl isovalerianate	HMDB
FEMA 2302	HMDB
Isovaleric acid, cinnamyl ester	HMDB
Isovaleric acid, cinnamyl ester (6ci,7ci,8ci)	HMDB
trans-Cinnamyl isovalerate	HMDB
(2Z)-3-Phenylprop-2-en-1-yl 3-methylbutanoic acid	Generator
Cinnamyl isovalerate	MeSH
Isovaleric acid, cinnamyl ester (6CI,7CI,8CI)	biospider
Trans-cinnamyl isovalerate	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.015 g/L	ALOGPS
logP	4.31	ALOGPS
logP	3.69	ChemAxon
logS	-4.2	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	6	ChemAxon
Refractivity	66.12 m³·mol⁻¹	ChemAxon
Polarizability	25.39 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

C14H18O2

IUPAC name

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

InChI Identifier

InChI=1S/C14H18O2/c1-12(2)11-14(15)16-10-6-9-13-7-4-3-5-8-13/h3-9,12H,10-11H2,1-2H3/b9-6-

InChI Key

FOCMOGKCPPTERB-TWGQIWQCSA-N

Isomeric SMILES

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

Average Molecular Weight

218.2915

Monoisotopic Molecular Weight

218.13067982

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

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 77.03%; H 8.31%; O 14.66%	DFC
Melting Point	Not Available
Boiling Point	Bp 313°	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 isovalerate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-066u-9700000000-87741e7968bc7b00fdae	Spectrum
Predicted GC-MS	Cinnamyl isovalerate, 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-6690000000-17163ef0ed500897d578	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014l-9700000000-7369e698cef0f636ecc5	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9200000000-faa734c75b65d041ec17	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0159-7590000000-0f5dd8544385ec8a062b	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0ue9-6910000000-6e6495d90dae38e23fa9	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05o0-9500000000-2e9fc37ab1e00fc89711	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0gb9-0960000000-535c33edf901e04af362	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-5900000000-45fc9aa3561efea9daf3	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014u-9000000000-29cc5002577334d598cb	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-1900000000-ff72736e25c2e489b8d2	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014l-3900000000-4421a3f5777e1c848b53	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014l-8900000000-6c8f8104f0f0a5042686	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

21427414

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

24884265

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB41318

CRC / DFC (Dictionary of Food Compounds) ID

BLR24-Y:NNM50-U

EAFUS ID

659

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

C00036094

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1003391

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.
spice	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
melon	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cherry	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
apple	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.