Showing Compound Cinnamyl anthranilate (FDB021238)

Record Information

Version

1.0

Creation date

2010-04-08 22:15:34 UTC

Update date

2015-07-21 06:51:33 UTC

Primary ID

FDB021238

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Cinnamyl anthranilate

Description

Cinnamyl anthranilate belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Cinnamyl anthranilate is a balsam, fruity, and grape tasting compound. Based on a literature review very few articles have been published on Cinnamyl anthranilate.

CAS Number

87-29-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(2Z)-3-Phenylprop-2-en-1-yl 2-aminobenzoic acid	Generator
2-Aminobenzoic acid 3-phenyl-2-propenyl ester	HMDB
2-Propen-1-ol, 3-phenyl-, 1-(2-aminobenzoate)	HMDB
2-Propen-1-ol, 3-phenyl-, 2-aminobenzoate	HMDB
3-Phenyl-2-propen-1-ol 2-aminobenzoate	HMDB
3-Phenyl-2-propen-1-yl 2-aminobenzoate	HMDB
3-Phenyl-2-propen-1-yl anthranilate	HMDB
3-Phenyl-2-propenyl anthranilate	HMDB
3-Phenyl-2-propenyl-2-aminobenzoate	MeSH
3-Phenyl-2-propenylanthranilate	HMDB

Showing 1 to 10 of 21 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	3.54	ALOGPS
logP	4.13	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	19.39	ChemAxon
pKa (Strongest Basic)	2.15	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	52.32 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	77.71 m³·mol⁻¹	ChemAxon
Polarizability	28.08 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C16H15NO2

IUPAC name

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

InChI Identifier

InChI=1S/C16H15NO2/c17-15-11-5-4-10-14(15)16(18)19-12-6-9-13-7-2-1-3-8-13/h1-11H,12,17H2/b9-6-

InChI Key

GABQNAFEZZDSCM-TWGQIWQCSA-N

Isomeric SMILES

NC1=CC=CC=C1C(=O)OC\C=C/C1=CC=CC=C1

Average Molecular Weight

253.2958

Monoisotopic Molecular Weight

253.110278729

Classification

Description

Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Aminobenzoic acid or derivatives
Benzoate ester
Benzoyl
Aniline or substituted anilines
Styrene
Vinylogous amide
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Amine
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
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

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Property	Value	Reference
Boiling Point	Bp 332°	DFC
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 75.87%; H 5.97%; N 5.53%; O 12.63%	DFC
Melting Point	Mp 64°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Cinnamyl anthranilate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00xr-6900000000-c67918c6b47914e2e6d4	Spectrum
Predicted GC-MS	Cinnamyl anthranilate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Cinnamyl anthranilate, 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	splash10-0uy0-0690000000-85d2f32c193a1ae02a01	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0910000000-3b4c9b53b568b901061c	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0v4i-9700000000-85c51499b0bd22ea95da	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-2590000000-679d958bba4686930ee8	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000f-7910000000-cce12f47044d49554746	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9500000000-0dd8d9c87d13e6219d3a	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00xr-0910000000-840743942c1c7339d58c	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00xu-2900000000-cefd8fe63dfd9522d9df	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00r6-7900000000-bf1164f59e89ddffff9c	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0f7c-4390000000-4a5270f5d52a19bcd107	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9310000000-183323bd99f2d5d6838c	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-f142da8ca3951731a32c	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

30777557

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

54603882

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB41319

CRC / DFC (Dictionary of Food Compounds) ID

BLR24-Y:NNM51-V

EAFUS ID

653

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

rw1015441

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