Showing Compound Phenethyl anthranilate (FDB016824)

Record Information

Version

1.0

Creation date

2010-04-08 22:12:40 UTC

Update date

2015-07-20 23:33:01 UTC

Primary ID

FDB016824

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Phenethyl anthranilate

Description

2-Phenylethyl 2-aminobenzoate belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. 2-Phenylethyl 2-aminobenzoate is a sweet, floral, and grape tasting compound. Based on a literature review very few articles have been published on 2-Phenylethyl 2-aminobenzoate.

CAS Number

133-18-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
2-Phenylethyl 2-aminobenzoic acid	Generator
2-Phenylethyl anthranilate	HMDB
2-Phenylethyl O-aminobenzoate	HMDB
2-Phenylethyl-O-aminobenzoate	HMDB
Anthranilic acid, phenethyl ester	HMDB
Anthranilic acid, phenylethyl ester	HMDB
Benzoic acid, 2-amino-, 2-phenylethyl ester	HMDB
Benzyl carbinyl anthranilate	HMDB
Benzylcarbinyl anthranilate	HMDB
beta -Phenethyl-O-aminobenzoate	HMDB
beta -Phenylethyl anthranilate	HMDB
beta-Phenethyl O-aminobenzoate	HMDB
beta-Phenethyl-O-aminobenzoate	HMDB
beta-Phenylethyl anthranilate	HMDB
FEMA 2859	HMDB
Phenethyl anthranilate	HMDB
Phenylethyl anthranilate	HMDB
Phenethyl anthranilic acid	Generator
β-Phenethyl-o-aminobenzoate	biospider
β-Phenylethyl anthranilate	biospider
2-Phenylethyl 2-aminobenzoate	db_source
2-Phenylethyl o-aminobenzoate	biospider
2-Phenylethyl-o-aminobenzoate	biospider
beta-Phenethyl o-aminobenzoate	biospider
beta-Phenethyl-o-aminobenzoate	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.018 g/L	ALOGPS
logP	3.36	ALOGPS
logP	3.81	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	19.4	ChemAxon
pKa (Strongest Basic)	2.19	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	72.15 m³·mol⁻¹	ChemAxon
Polarizability	26.64 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

C15H15NO2

IUPAC name

2-phenylethyl 2-aminobenzoate

InChI Identifier

InChI=1S/C15H15NO2/c16-14-9-5-4-8-13(14)15(17)18-11-10-12-6-2-1-3-7-12/h1-9H,10-11,16H2

InChI Key

PXWNBAGCFUDYBE-UHFFFAOYSA-N

Isomeric SMILES

NC1=CC=CC=C1C(=O)OCCC1=CC=CC=C1

Average Molecular Weight

241.2851

Monoisotopic Molecular Weight

241.110278729

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
Vinylogous amide
Amino acid or derivatives
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Food

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 74.67%; H 6.27%; N 5.80%; O 13.26%	DFC
Melting Point	Mp 42°	DFC
Boiling Point	Bp 324°	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	Phenethyl anthranilate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00dl-9700000000-6c26d212a5d742a5d6a3	Spectrum
Predicted GC-MS	Phenethyl anthranilate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0a4i-2900000000-ad3466562eaae71e8479	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0pb9-4900000000-9210ef179a20c8642958	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0a4i-0910000000-816b76185995917ea455	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0pb9-9800000000-5513b4055088b0096290	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0pb9-4900000000-98d88912915da0d85a6d	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0ab9-0940000000-f79c77a97f67ea16b300	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0a4i-0920000000-d3a0f33a7edc011317f4	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0a4i-2900000000-aa16e8fcf2988f9128ed	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0a4i-0910000000-f175a7ef922934d3970d	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002f-1490000000-2a3ccaa8accb78b5097e	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ab9-1920000000-d5fb9c92293e9a79234a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-1093-9400000000-10c111659635421d30c8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-3490000000-1637f479cfd46d5d501f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-8920000000-191b1a3cb0428b0a8d82	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9300000000-afe21cb01c6b7a32ce8f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00dl-0930000000-e26dc354d012f99382b2	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-1900000000-f22cb96ffff5a4e74d40	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002f-9400000000-2f9f7819a8c452f6cd47	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-1290000000-23dfc38f232faf2a9588	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9100000000-669b5b18afc4eb12a30b	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-eef4c1f804c025cbb978	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

8296

ChEMBL ID

CHEMBL1488668

KEGG Compound ID

Not Available

Pubchem Compound ID

8615

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB37696

CRC / DFC (Dictionary of Food Compounds) ID

BLS86-X:KTL26-V

EAFUS ID

2959

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

rw1006421

SuperScent ID

8615

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
iris	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695 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.
floral	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
rose	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.
orange	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
honey	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.