NP-MRD: Showing NP-Card for 2-Phenylethyl benzoate (NP0074094)

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Record Information

Version

2.0

Created at

2022-04-28 19:16:28 UTC

Updated at

2022-04-28 19:16:28 UTC

NP-MRD ID

NP0074094

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-Phenylethyl benzoate

Description

2-Phenylethyl benzoate, also known as benzyl carbinyl benzoate or fema 2860, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. 2-Phenylethyl benzoate is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 2-Phenylethyl benzoate has been detected, but not quantified in, several different foods, such as rosemaries, bitter gourds, saffrons, chicories, and chicory leaves. 2-Phenylethyl benzoate is found in Hamamelis virginiana, Isotachis japonica, Nicotiana bonariensis and Plumeria rubra. This could make 2-phenylethyl benzoate a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
    1.0134   -1.2259    0.6561 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5722   -0.3813   -0.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8168    0.3210   -0.9731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5581    0.1444   -1.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3696    0.4258    0.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8079    0.1743   -0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5978    1.1842   -0.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9135    0.9472   -1.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4909   -0.3049   -0.9490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7055   -1.3178   -0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3813   -1.0718   -0.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0249   -0.1771    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6751    0.7371   -0.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0356    0.9493   -0.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7738    0.2245    0.2669 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1058   -0.6906    1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7496   -0.8963    0.9482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9584    0.8028   -1.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8267   -0.8960   -1.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3280    1.4791    0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0836   -0.2570    0.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1796    2.1779   -0.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5495    1.7309   -1.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5266   -0.4487   -1.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1702   -2.2866   -0.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7599   -1.8568    0.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1289    1.3219   -1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5631    1.6671   -1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8383    0.4027    0.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6802   -1.2541    1.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2293   -1.6253    1.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11  6  1  0
 17 12  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
M  END


  Mrv0541 05061307272D          

 17 18  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 12 11  1  0  0  0  0
 13  7  2  0  0  0  0
 13  8  1  0  0  0  0
 13 11  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17 12  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0074094

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C(OCCC1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O2/c16-15(14-9-5-2-6-10-14)17-12-11-13-7-3-1-4-8-13/h1-10H,11-12H2

> <INCHI_KEY>
OSORMYZMWHVFOZ-UHFFFAOYSA-N

> <FORMULA>
C15H14O2

> <MOLECULAR_WEIGHT>
226.2705

> <EXACT_MASS>
226.099379692

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.271753159359832

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-phenylethyl benzoate

> <ALOGPS_LOGP>
3.86

> <JCHEM_LOGP>
3.9898571023333327

> <ALOGPS_LOGS>
-4.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.891284517505798

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
67.4509

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.58e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-phenylethyl benzoate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
CONECT    1    3    4                                                       
CONECT    2    5    6                                                       
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   13                                                       
CONECT    8    4   13                                                       
CONECT    9    5   14                                                       
CONECT   10    6   14                                                       
CONECT   11   12   13                                                       
CONECT   12   11   17                                                       
CONECT   13    7    8   11                                                  
CONECT   14    9   10   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   12   15                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

View in JSmol

Synonyms

Value	Source
2-Phenylethyl benzoic acid	Generator
2-Fenylethylester kyseliny benzoove	HMDB
2-Phenylethyl benzoate, 9ci	HMDB
Benzoic acid, phenethyl ester	HMDB
Benzyl carbinyl benzoate	HMDB
Benzylcarbinyl benzoate	HMDB
beta-Phenethyl benzoate	HMDB
beta-Phenylethyl benzoate	HMDB
FEMA 2860	HMDB
Phenethyl alcohol, benzoate	HMDB
Phenethyl benzoate	HMDB
Phenethylbenzoate	HMDB
Phenylethyl benzoate	HMDB
Phenylethylbenzoic acid	Generator

Chemical Formula

C₁₅H₁₄O₂

Average Mass

226.2705 Da

Monoisotopic Mass

226.09938 Da

IUPAC Name

2-phenylethyl benzoate

Traditional Name

2-phenylethyl benzoate

CAS Registry Number

Not Available

SMILES

O=C(OCCC1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H14O2/c16-15(14-9-5-2-6-10-14)17-12-11-13-7-3-1-4-8-13/h1-10H,11-12H2

InChI Key

OSORMYZMWHVFOZ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Hamamelis virginiana	LOTUS Database	35616633
Isotachis japonica	LOTUS Database	35616633
Nicotiana bonariensis	Plant	KNApSAcK
Plumeria rubra	LOTUS Database	35616633

Chemical Taxonomy

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

Benzoate ester
Benzoyl
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

a small molecule (CPD-12217 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.86	ALOGPS
logP	3.99	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-6.9	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	67.45 m³·mol⁻¹	ChemAxon
Polarizability	25.27 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0033946

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB031103

KNApSAcK ID

C00035016

Chemspider ID

6926

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7194

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 2-Phenylethyl benzoate (NP0074094)

MOL for NP0074094 (2-Phenylethyl benzoate)

3D MOL for NP0074094 (2-Phenylethyl benzoate)

3D SDF for NP0074094 (2-Phenylethyl benzoate)

3D-SDF for NP0074094 (2-Phenylethyl benzoate)

PDB for NP0074094 (2-Phenylethyl benzoate)

3D PDB for NP0074094 (2-Phenylethyl benzoate)

SMILES for NP0074094 (2-Phenylethyl benzoate)

INCHI for NP0074094 (2-Phenylethyl benzoate)

Structure for NP0074094 (2-Phenylethyl benzoate)

3D Structure for NP0074094 (2-Phenylethyl benzoate)