NP-MRD: Showing NP-Card for Dimethylbenzylcarbinyl acetate (NP0045136)

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Record Information

Version

2.0

Created at

2022-03-10 18:58:35 UTC

Updated at

2022-03-10 22:20:33 UTC

NP-MRD ID

NP0045136

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dimethylbenzylcarbinyl acetate

Description

Dimethylbenzylcarbinyl acetate belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety. Dimethylbenzylcarbinyl acetate appears as a white to pale yellow crystalline solid. It is a sweet, berry, and floral tasting compound and it is used as a flavouring agent. It also has a floral, jasmine and rose-like odour and it is used in perfumery. Dimethylbenzylcarbinyl acetate has also been detected in the volatile fraction of Cannabis sativa samples obtained from police seizures (PMID: 26657499 ).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 30  0  0  0  0  0  0  0  0999 V2000
    4.5196   -0.0906    0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0794   -0.4400    0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5899   -1.4817    0.7701 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2434    0.4286   -0.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8768    0.2713   -0.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3820    1.4922   -1.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5062   -0.9418   -1.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1178    0.2270    0.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    0.0606    0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8599   -1.2058    0.4711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2091   -1.4052    0.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0384   -0.3199    0.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5253    0.9559    0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1767    1.1284    0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9496    0.1691   -0.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1218   -0.9147    0.8253 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6459    0.8426    0.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6732    1.3302   -1.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0125    1.5202   -2.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6053    2.4036   -0.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0198   -0.8917   -2.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5763   -0.8658   -1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6769   -1.8917   -0.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3356    1.2132    1.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5498   -0.5402    1.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274   -2.0926    0.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5817   -2.4369    0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1150   -0.4564   -0.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1867    1.8112    0.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7402    2.1211    0.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  6 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
M  END

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.770   3.286   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.770   5.954   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.000   7.700   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -1.334   5.390   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   12                                                            
CONECT    3   12                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   11                                                       
CONECT    8    6   11                                                       
CONECT    9   11   12                                                       
CONECT   10    1   13   14                                                  
CONECT   11    7    8    9                                                  
CONECT   12    2    3    9   14                                             
CONECT   13   10                                                            
CONECT   14   10   12                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol

Synonyms

Value	Source
2-Methyl-1-phenyl-2-propanyl acetic acid	Generator
1,1-Dimethyl-2-phenylethyl acetate	HMDB
2-Benzyl-2-propyl acetate	HMDB
alpha, alpha-Dimethylphenethyl alcohol, acetate	HMDB
alpha,alpha-Dimethylbenzeneethyl acetate	HMDB
alpha,alpha-Dimethylphenethyl acetate	HMDB
alpha,alpha-Dimethylphenethyl alcohol, acetate	HMDB
Benzeneethanol, alpha,alpha-dimethyl-, 1-acetate	HMDB
Benzeneethanol, alpha,alpha-dimethyl-, acetate	HMDB
Benzyl dimethyl carbinyl acetate	HMDB
Benzyldimethyl carbinyl acetate	HMDB
Benzyldimethylcarbinol acetate	HMDB
Benzyldimethylcarbinyl acetate	HMDB
Benzylpropyl acetate	HMDB
Dimethyl benzyl carbinyl acetate	HMDB
Dimethylbenzyl carbinol acetate	HMDB
Dimethylbenzylcarbinol acetate	HMDB
Dimethylbenzylcarbinyl acetate	HMDB
Dmbca	HMDB
FEMA 2392	HMDB
Phenethyl alcohol, alpha,alpha-dimethyl-, acetate	HMDB
2-Methyl-1-phenylpropan-2-yl acetic acid	Generator

Chemical Formula

C₁₂H₁₆O₂

Average Mass

192.2542 Da

Monoisotopic Mass

192.11503 Da

IUPAC Name

2-methyl-1-phenylpropan-2-yl acetate

Traditional Name

2-methyl-1-phenylpropan-2-yl acetate

CAS Registry Number

151-05-3

SMILES

CC(=O)OC(C)(C)CC1=CC=CC=C1

InChI Identifier

InChI=1S/C12H16O2/c1-10(13)14-12(2,3)9-11-7-5-4-6-8-11/h4-8H,9H2,1-3H3

InChI Key

FLUWAIIVLCVEKF-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
Cannabis sativa	NULL	Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpropanes

Direct Parent

Phenylpropanes

Alternative Parents

Substituents

Phenylpropane
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	3.4	ALOGPS
logP	2.63	ChemAxon
logS	-3.7	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	55.84 m³·mol⁻¹	ChemAxon
Polarizability	21.63 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

HMDB0031571

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB008188

KNApSAcK ID

Not Available

Chemspider ID

8673

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9024

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Dimethylbenzylcarbinyl acetate (NP0045136)

MOL for NP0045136 (Dimethylbenzylcarbinyl acetate)

3D MOL for NP0045136 (Dimethylbenzylcarbinyl acetate)

3D SDF for NP0045136 (Dimethylbenzylcarbinyl acetate)

3D-SDF for NP0045136 (Dimethylbenzylcarbinyl acetate)

PDB for NP0045136 (Dimethylbenzylcarbinyl acetate)

3D PDB for NP0045136 (Dimethylbenzylcarbinyl acetate)

SMILES for NP0045136 (Dimethylbenzylcarbinyl acetate)

INCHI for NP0045136 (Dimethylbenzylcarbinyl acetate)

Structure for NP0045136 (Dimethylbenzylcarbinyl acetate)

3D Structure for NP0045136 (Dimethylbenzylcarbinyl acetate)