Showing Compound alpha-Terpinyl cinnamate (FDB017260)

Record Information

Version

1.0

Creation date

2010-04-08 22:12:59 UTC

Update date

2015-07-20 23:37:03 UTC

Primary ID

FDB017260

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

alpha-Terpinyl cinnamate

Description

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

CAS Number

10024-56-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(Z)-1-Methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl cinnamate	HMDB
2-(4-Methylcyclohex-3-en-1-yl)propan-2-yl (2E)-3-phenylprop-2-enoic acid	Generator
a-Terpinyl cinnamate	Generator
a-Terpinyl cinnamic acid	Generator
alpha-Terpinyl cinnamic acid	Generator
Cinnamic acid, P-menth-1-en-8-yl ester	HMDB
Cinnamic acid, p-menth-1-en-8-yl ester	biospider
FEMA 3051	HMDB
P-Menth-1-en-8-yl 3-phenylpropenoate	HMDB
P-Menth-1-en-8-yl cinnamate	HMDB

Showing 1 to 10 of 15 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.0026 g/L	ALOGPS
logP	5.76	ALOGPS
logP	5.21	ChemAxon
logS	-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	5	ChemAxon
Refractivity	88.03 m³·mol⁻¹	ChemAxon
Polarizability	33.37 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C19H24O2

IUPAC name

2-(4-methylcyclohex-3-en-1-yl)propan-2-yl (2E)-3-phenylprop-2-enoate

InChI Identifier

InChI=1S/C19H24O2/c1-15-9-12-17(13-10-15)19(2,3)21-18(20)14-11-16-7-5-4-6-8-16/h4-9,11,14,17H,10,12-13H2,1-3H3/b14-11+

InChI Key

CKYQZYGVFMSSKH-SDNWHVSQSA-N

Isomeric SMILES

CC1=CCC(CC1)C(C)(C)OC(=O)\C=C\C1=CC=CC=C1

Average Molecular Weight

284.3927

Monoisotopic Molecular Weight

284.177630012

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

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Property	Value	Reference
Boiling Point	Bp 360°	DFC
Charge	Not Available
Density	d15.5 1.03	DFC
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 80.24%; H 8.51%; O 11.25%	DFC
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	alpha-Terpinyl cinnamate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0fsi-8910000000-46248b0ecc4f647a424b	Spectrum
Predicted GC-MS	alpha-Terpinyl 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	splash10-000i-0980000000-3fb266f3a282a8efbf54	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0541-4910000000-803b9418bea7eeca70f8	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zgi-9500000000-21d6d905cde6e3577d91	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0690000000-63a58c2cfecd0c3a986d	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0920000000-17bc68654d56fc2e0aae	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0f79-2900000000-89b59c71bcd53bdbd53a	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udj-0920000000-263d1378cbbaf5b8eabf	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0590000000-400903b4e1cc36853658	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ufr-5930000000-b4d7770dc1cf09b6867a	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0390000000-29825513da0cfd9c4b00	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f8a-1920000000-bcdd652a3ad1630250c8	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udl-7900000000-399a323a3bec2987d3fe	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

4940529

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

6435837

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB38050

CRC / DFC (Dictionary of Food Compounds) ID

JQJ06-Z:KWW10-K

EAFUS ID

3614

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

rw1034841

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

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

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