NP-MRD: Showing NP-Card for 2-Phenylethyl acetate (NP0001441)

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Record Information

Version

1.0

Created at

2012-09-11 18:43:09 UTC

Updated at

2021-08-19 23:59:08 UTC

NP-MRD ID

NP0001441

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-Phenylethyl acetate

Description

2-Phenylethyl acetate, also known as 2-phenethyl acetic acid or benzylcarbinyl acetate, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. 2-Phenylethyl acetate is a sweet, floral, and fruity tasting compound. 2-Phenylethyl acetate is found, on average, in the highest concentration within ceylon cinnamons and cloves. 2-Phenylethyl acetate has also been detected, but not quantified, in several different foods, such as butternuts, eggplants, turmerics, radish (var.), And pili nuts. This could make 2-phenylethyl acetate a potential biomarker for the consumption of these foods. The acetate ester of 2-phenylethanol.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652306242117433D          

 24 24  0  0  0  0            999 V2000
   -4.5451    0.0772   -0.3034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1096   -0.0921    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6817   -1.2337    0.2941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2710    0.9845    0.0592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9157    0.8590    0.3666 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2152   -0.0005   -0.6532 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2425   -0.1261   -0.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1301    0.8038   -0.8511 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795    0.7249   -0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9133   -0.3083    0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0282   -1.2303    0.7538 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6736   -1.1553    0.4810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7222    0.9716   -0.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1854    0.1176    0.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8703   -0.8199   -0.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4600    1.8717    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8469    0.3424    1.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6339   -1.0174   -0.6292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3612    0.4724   -1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7833    1.6162   -1.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1760    1.4591   -0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9863   -0.3787    0.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4014   -2.0398    1.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0041   -1.8982    0.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12  7  1  0  0  0  0
  1 13  1  0  0  0  0
  1 14  1  0  0  0  0
  1 15  1  0  0  0  0
  5 16  1  0  0  0  0
  5 17  1  0  0  0  0
  6 18  1  0  0  0  0
  6 19  1  0  0  0  0
  8 20  1  0  0  0  0
  9 21  1  0  0  0  0
 10 22  1  0  0  0  0
 11 23  1  0  0  0  0
 12 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001441

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])OC(=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H12O2/c1-9(11)12-8-7-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3

> <INCHI_KEY>
MDHYEMXUFSJLGV-UHFFFAOYSA-N

> <FORMULA>
C10H12O2

> <MOLECULAR_WEIGHT>
164.2011

> <EXACT_MASS>
164.083729628

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
18.15870160010549

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-phenylethyl acetate

> <ALOGPS_LOGP>
2.38

> <JCHEM_LOGP>
1.9356826639999998

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.9945288053305985

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
46.78040000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phenethyl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.545   0.077  -0.303  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.110  -0.092   0.034  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.682  -1.234   0.294  0.00  0.00           O+0
HETATM    4  O   UNK     0      -2.271   0.985   0.059  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.916   0.859   0.367  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.215  -0.001  -0.653  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.242  -0.126  -0.327  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.130   0.804  -0.851  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.479   0.725  -0.576  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.913  -0.308   0.235  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.028  -1.230   0.754  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.674  -1.155   0.481  0.00  0.00           C+0
HETATM   13  H   UNK     0      -4.722   0.972  -0.932  0.00  0.00           H+0
HETATM   14  H   UNK     0      -5.185   0.118   0.620  0.00  0.00           H+0
HETATM   15  H   UNK     0      -4.870  -0.820  -0.868  0.00  0.00           H+0
HETATM   16  H   UNK     0      -0.460   1.872   0.428  0.00  0.00           H+0
HETATM   17  H   UNK     0      -0.847   0.342   1.373  0.00  0.00           H+0
HETATM   18  H   UNK     0      -0.634  -1.017  -0.629  0.00  0.00           H+0
HETATM   19  H   UNK     0      -0.361   0.472  -1.659  0.00  0.00           H+0
HETATM   20  H   UNK     0       1.783   1.616  -1.490  0.00  0.00           H+0
HETATM   21  H   UNK     0       4.176   1.459  -0.991  0.00  0.00           H+0
HETATM   22  H   UNK     0       4.986  -0.379   0.459  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.401  -2.040   1.395  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.004  -1.898   0.906  0.00  0.00           H+0
CONECT    1    2   13   14   15                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   16   17                                             
CONECT    6    5    7   18   19                                             
CONECT    7    6    8   12                                                  
CONECT    8    7    9   20                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   11   22                                                  
CONECT   11   10   12   23                                                  
CONECT   12   11    7   24                                                  
CONECT   13    1                                                            
CONECT   14    1                                                            
CONECT   15    1                                                            
CONECT   16    5                                                            
CONECT   17    5                                                            
CONECT   18    6                                                            
CONECT   19    6                                                            
CONECT   20    8                                                            
CONECT   21    9                                                            
CONECT   22   10                                                            
CONECT   23   11                                                            
CONECT   24   12                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

View in JSmol

Synonyms

Value	Source
2-Phenethyl acetate	ChEBI
Acetic acid beta-phenylethyl ester	ChEBI
Acetic acid, 2-phenylethyl ester	ChEBI
Acetic acid, phenethyl ester	ChEBI
Benzylcarbinyl acetate	ChEBI
beta-Phenethyl acetate	ChEBI
beta-Phenylethyl acetate	ChEBI
Phenethyl alcohol, acetate	ChEBI
2-Phenethyl acetic acid	Generator
Acetate b-phenylethyl ester	Generator
Acetate beta-phenylethyl ester	Generator
Acetate β-phenylethyl ester	Generator
Acetic acid b-phenylethyl ester	Generator
Acetic acid β-phenylethyl ester	Generator
Acetate, 2-phenylethyl ester	Generator
Acetate, phenethyl ester	Generator
Benzylcarbinyl acetic acid	Generator
b-Phenethyl acetate	Generator
b-Phenethyl acetic acid	Generator
beta-Phenethyl acetic acid	Generator
Β-phenethyl acetate	Generator
Β-phenethyl acetic acid	Generator
b-Phenylethyl acetate	Generator
b-Phenylethyl acetic acid	Generator
beta-Phenylethyl acetic acid	Generator
Β-phenylethyl acetate	Generator
Β-phenylethyl acetic acid	Generator
Phenethyl alcohol, acetic acid	Generator
2-Phenylethyl acetic acid	Generator
2-Phenylethyl acetate, 9ci	HMDB
Acetic acid beta -phenylethyl ester	HMDB
beta -Phenethyl acetate	HMDB
beta -Phenylethyl acetate	HMDB
Ethanol, 2-phenyl-, acetate	HMDB
FEMA 2857	HMDB
Phenethyl acetate	HMDB
Phenylethyl acetate	HMDB
Phenylethyl acetate-beta	HMDB
Phenethyl acetic acid	HMDB
2-Phenylethyl acetate	ChEBI

Chemical Formula

C₁₀H₁₂O₂

Average Mass

164.2011 Da

Monoisotopic Mass

164.08373 Da

IUPAC Name

2-phenylethyl acetate

Traditional Name

phenethyl acetate

CAS Registry Number

103-45-7

SMILES

[H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])OC(=O)C([H])([H])[H]

InChI Identifier

InChI=1S/C10H12O2/c1-9(11)12-8-7-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3

InChI Key

MDHYEMXUFSJLGV-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

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
Apis cerana	LOTUS Database	35616633
Austromyrtus dulcis	LOTUS Database	35616633
Averrhoa carambola	LOTUS Database	35616633
Cinnamomum aromaticum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cinnamomum verum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Diospyros virginiana	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Hesperis matronalis	LOTUS Database	35616633
Malus pumila	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Nepeta nepetella	LOTUS Database	35616633
Nicotiana bonariensis	KNApSAcK Database	22123792
Peristeria elata	LOTUS Database	35616633
Plumeria rubra	LOTUS Database	35616633
Psidium guajava	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pyrus communis	FooDB	Christian Chervin, Jim Speirs, Brian Loveys, Brian D Patterson. Influence of low oxygen storage o...
Pyrus pyrifolia	FooDB	Gary R. Takeoka, Ron G. Buttery, and Robert A. Flath. Volatile Constituents of Asian Pear (Pyrus ...
Rosmarinus officinalis	KNApSAcK Database	22123792
Salvia rosmarinus	Plant	KNApSAcK
Syzygium aromaticum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Tanacetum parthenium	LOTUS Database	35616633
Theobroma cacao	LOTUS Database	35616633
Vaccinium myrtillus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vitis vinifera	LOTUS Database	35616633
Zanthoxylum schinifolium	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

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

acetate ester (CHEBI:31988 )

Physical Properties

State

Liquid

Experimental Properties

Property	Value	Reference
Melting Point	-31.1 °C	Not Available
Boiling Point	238.00 to 239.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	710.8 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.30	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.18 g/L	ALOGPS
logP	2.38	ALOGPS
logP	1.94	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-7	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	4	ChemAxon
Refractivity	46.78 m³·mol⁻¹	ChemAxon
Polarizability	18.16 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

HMDB0033945

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7654

PDB ID

Not Available

ChEBI ID

31988

Good Scents ID

rw1010031

References

General References

Londesborough J, Dresel M, Gibson B, Juvonen R, Holopainen U, Mikkelson A, Seppanen-Laakso T, Viljanen K, Virtanen H, Wilpola A, Hofmann T, Wilhelmson A: Analysis of beers from an 1840s' shipwreck. J Agric Food Chem. 2015 Mar 11;63(9):2525-36. doi: 10.1021/jf5052943. Epub 2015 Feb 26. [PubMed:25664918 ]
Stribny J, Gamero A, Perez-Torrado R, Querol A: Saccharomyces kudriavzevii and Saccharomyces uvarum differ from Saccharomyces cerevisiae during the production of aroma-active higher alcohols and acetate esters using their amino acidic precursors. Int J Food Microbiol. 2015 Jul 16;205:41-6. doi: 10.1016/j.ijfoodmicro.2015.04.003. Epub 2015 Apr 8. [PubMed:25886016 ]
Authors unspecified: Cancer Therapy Interactions With Foods and Dietary Supplements (PDQ(R)): Patient Version. 2002. [PubMed:34403226 ]
Authors unspecified: Thyroid Cancer Screening (PDQ(R)): Health Professional Version. 2002. [PubMed:28876831 ]
Authors unspecified: Childhood Cancer Genomics (PDQ(R)): Health Professional Version. 2002. [PubMed:27466641 ]
Authors unspecified: Adult Soft Tissue Sarcoma Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:26389481 ]
Authors unspecified: Testicular Cancer Screening (PDQ(R)): Health Professional Version. 2002. [PubMed:26389404 ]
Authors unspecified: Rectal Cancer Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:26389402 ]
Authors unspecified: Childhood Astrocytomas Treatment (PDQ(R)): Patient Version. 2002. [PubMed:26389391 ]
Authors unspecified: Colon Cancer Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:26389297 ]
Authors unspecified: Childhood Craniopharyngioma Treatment (PDQ(R)): Patient Version. 2002. [PubMed:26389237 ]
Authors unspecified: Childhood Hodgkin Lymphoma Treatment (PDQ(R)): Patient Version. 2002. [PubMed:26389224 ]
Authors unspecified: Langerhans Cell Histiocytosis Treatment (PDQ(R)): Patient Version. 2002. [PubMed:26389196 ]
Karikalan M, Chander V, Mahajan S, Deol P, Agrawal RK, Nandi S, Rai SK, Mathur A, Pawde A, Singh KP, Sharma GK: Natural infection of Delta mutant of SARS-CoV-2 in Asiatic Lions of India. Transbound Emerg Dis. 2021 Aug 17. doi: 10.1111/tbed.14290. [PubMed:34404118 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing NP-Card for 2-Phenylethyl acetate (NP0001441)

MOL for NP0001441 (2-Phenylethyl acetate)

3D MOL for NP0001441 (2-Phenylethyl acetate)

3D SDF for NP0001441 (2-Phenylethyl acetate)

3D-SDF for NP0001441 (2-Phenylethyl acetate)

PDB for NP0001441 (2-Phenylethyl acetate)

3D PDB for NP0001441 (2-Phenylethyl acetate)

SMILES for NP0001441 (2-Phenylethyl acetate)

INCHI for NP0001441 (2-Phenylethyl acetate)

Structure for NP0001441 (2-Phenylethyl acetate)

3D Structure for NP0001441 (2-Phenylethyl acetate)