NP-MRD: Showing NP-Card for 2-phenylethyl 2-methylbutanoate (NP0083761)

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Record Information

Version

2.0

Created at

2022-04-29 04:42:20 UTC

Updated at

2022-04-29 04:42:20 UTC

NP-MRD ID

NP0083761

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-phenylethyl 2-methylbutanoate

Description

2-Phenylethyl 2-methylbutanoate, also known as benzylcarbinyl 2-methylbutyrate or fema 3632, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. 2-Phenylethyl 2-methylbutanoate is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Phenylethyl 2-methylbutanoate is a sweet, floral, and green tasting compound. Outside of the human body, 2-Phenylethyl 2-methylbutanoate has been detected, but not quantified in, alcoholic beverages and herbs and spices. 2-phenylethyl 2-methylbutanoate is found in Alpinia officinarum , Mentha cardiaca, Mentha longifolia and Pinus nigra. This could make 2-phenylethyl 2-methylbutanoate a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 33  0  0  0  0  0  0  0  0999 V2000
   -3.1483    1.2033    1.5358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7120    0.5819    0.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1906   -0.8101    0.0395 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8424   -1.3097   -1.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7293   -0.8798   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1228   -1.6091    0.8034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9557   -0.1865   -0.9362 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4325   -0.2266   -1.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0865    0.2514    0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5565    0.2103    0.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2212    1.3216   -0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6044    1.3579   -0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3286    0.2509   -0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6952   -0.8802    0.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3250   -0.8774    0.5078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1453    1.6073    1.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0758    0.4398    2.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8008    2.0611    1.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8144    0.4837    0.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5611    1.1720   -0.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5574   -1.4689    0.8479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9263   -1.4725   -0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8207   -0.4678   -1.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3688   -2.2224   -1.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8265   -1.2555   -1.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7584    0.4511   -1.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7751   -0.3094    1.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7789    1.3215    0.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7020    2.2301   -0.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1305    2.2260   -0.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4156    0.3011   -0.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3171   -1.7229    0.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8179   -1.7722    0.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  1
  4 22  1  0
  4 23  1  0
  4 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END


  Mrv0541 05061309582D          

 15 15  0  0  0  0            999 V2000
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 10  9  1  0  0  0  0
 11  2  1  0  0  0  0
 11  3  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14 13  2  0  0  0  0
 15 10  1  0  0  0  0
 15 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0083761

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H18O2/c1-3-11(2)13(14)15-10-9-12-7-5-4-6-8-12/h4-8,11H,3,9-10H2,1-2H3

> <INCHI_KEY>
KVKKTLBBYFABAZ-UHFFFAOYSA-N

> <FORMULA>
C13H18O2

> <MOLECULAR_WEIGHT>
206.2808

> <EXACT_MASS>
206.13067982

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.967452985182383

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-phenylethyl 2-methylbutanoate

> <ALOGPS_LOGP>
3.65

> <JCHEM_LOGP>
3.623773454333333

> <ALOGPS_LOGS>
-3.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.069175259250367

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
60.58280000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.91e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-phenylethyl 2-methylbutanoate

> <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       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.004   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.671   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.671   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       9.336   6.930   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   11                                                            
CONECT    3    1   11                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   12                                                       
CONECT    8    6   12                                                       
CONECT    9   10   12                                                       
CONECT   10    9   15                                                       
CONECT   11    2    3   13                                                  
CONECT   12    7    8    9                                                  
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   10   13                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

View in JSmol

Synonyms

Value	Source
2-Phenylethyl 2-methylbutanoic acid	Generator
2-Phenylethyl 2-methylbutyrate	HMDB
Benzylcarbinyl 2-methylbutyrate	HMDB
beta-Phenethyl alpha-methylbutanoate	HMDB
beta-Phenylethyl alpha-methylbutanoate	HMDB
Butanoic acid, 2-methyl-, 2-phenylethyl ester	HMDB
Butyric acid, 2-methyl-, phenethyl ester	HMDB
FEMA 3632	HMDB
Phenethyl 2-methylbutanoate	HMDB
Phenethyl 2-methylbutyrate	HMDB
Phenylethyl 2-methyl butyrate	HMDB
Phenylethyl 2-methylbutanoate	HMDB
Phenylethyl 2-methylbutyrate	HMDB

Chemical Formula

C₁₃H₁₈O₂

Average Mass

206.2808 Da

Monoisotopic Mass

206.13068 Da

IUPAC Name

2-phenylethyl 2-methylbutanoate

Traditional Name

2-phenylethyl 2-methylbutanoate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C13H18O2/c1-3-11(2)13(14)15-10-9-12-7-5-4-6-8-12/h4-8,11H,3,9-10H2,1-2H3

InChI Key

KVKKTLBBYFABAZ-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
Alpinia officinarum	Plant	KNApSAcK
Mentha cardiaca	Plant	KNApSAcK
Mentha longifolia	LOTUS Database	35616633
Pinus nigra	Plant	KNApSAcK

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid ester
Benzenoid
Monocyclic benzene moiety
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

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	3.65	ALOGPS
logP	3.62	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	-7.1	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	60.58 m³·mol⁻¹	ChemAxon
Polarizability	23.97 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

External Links

HMDB ID

HMDB0037720

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB016849

KNApSAcK ID

Not Available

Chemspider ID

453710

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

520148

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 2-phenylethyl 2-methylbutanoate (NP0083761)

MOL for NP0083761 (2-phenylethyl 2-methylbutanoate)

3D MOL for NP0083761 (2-phenylethyl 2-methylbutanoate)

3D SDF for NP0083761 (2-phenylethyl 2-methylbutanoate)

3D-SDF for NP0083761 (2-phenylethyl 2-methylbutanoate)

PDB for NP0083761 (2-phenylethyl 2-methylbutanoate)

3D PDB for NP0083761 (2-phenylethyl 2-methylbutanoate)

SMILES for NP0083761 (2-phenylethyl 2-methylbutanoate)

INCHI for NP0083761 (2-phenylethyl 2-methylbutanoate)

Structure for NP0083761 (2-phenylethyl 2-methylbutanoate)

3D Structure for NP0083761 (2-phenylethyl 2-methylbutanoate)