NP-MRD: Showing NP-Card for benzyl isovalerate (NP0167507)

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Record Information

Version

2.0

Created at

2022-09-03 03:05:52 UTC

Updated at

2022-09-03 03:05:53 UTC

NP-MRD ID

NP0167507

Secondary Accession Numbers

None

Natural Product Identification

Common Name

benzyl isovalerate

Description

Benzyl 3-methylbutanoate, also known as benzyl isopentanoate or benzyl isovalerate, belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. Benzyl 3-methylbutanoate is an extremely weak basic (essentially neutral) compound (based on its pKa). Benzyl 3-methylbutanoate is a sweet, apple, and fruity tasting compound. benzyl isovalerate is found in Achillea abrotanoides, Artemisia judaica, Artemisia salsoloides, Callitropsis nootkatensis, Elsholtzia fruticosa, Kunzea salina and Tanacetum parthenium. Outside of the human body,.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 30  0  0  0  0  0  0  0  0999 V2000
    3.3260   -0.7041   -0.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9254    0.4854    0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0858    1.4533    0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7039    1.2001   -0.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5308    0.2559   -0.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2512    0.1994   -1.4806 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779   -0.5868    0.5674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8167   -1.4821    0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1277   -0.8356    0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3170    0.5232    0.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5945    1.0296    0.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7058    0.2395    0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5101   -1.1179    0.1162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2325   -1.6222    0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5691   -1.0997   -1.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6226   -1.5521   -0.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2326   -0.4589   -1.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7061    0.1546    1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4073    1.7869   -0.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9312    0.9125    0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8832    2.3341    0.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5114    2.0499    0.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8378    1.5487   -1.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7854   -1.9731    1.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7467   -2.2384   -0.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4684    1.1859    0.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7755    2.1005    0.5430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7118    0.6826    0.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3646   -1.7565   -0.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1435   -2.7147    0.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  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
  2 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 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                                 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       5.335   6.160   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      16.004   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.004   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.671   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.671   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   6.160   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       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      10.669   6.160   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   11                                                       
CONECT    7    5   11                                                       
CONECT    8   10   12                                                       
CONECT    9   11   14                                                       
CONECT   10    1    2    8                                                  
CONECT   11    6    7    9                                                  
CONECT   12    8   13   14                                                  
CONECT   13   12                                                            
CONECT   14    9   12                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol

Synonyms

Value	Source
Benzyl 3-methylbutanoic acid	Generator
Benzyl 3-methyl butyrate	HMDB
Benzyl 3-methylbutyrate	HMDB
Benzyl isopentanoate	HMDB
Benzyl isovalerate	HMDB
Benzyl isovalerianate	HMDB
Butanoic acid, 3-methyl-, phenylethyl ester	HMDB
Butanoic acid, 3-methyl-, phenylmethyl ester	HMDB
FEMA 2152	HMDB
Isopentanoic acid, phenylmethyl ester	HMDB
Isopropyl acetic acid, benzyl ester	HMDB
Isovaleric acid, benzyl ester	HMDB
Phenyl methyl 3-methyl butanoate	HMDB
Phenylmethyl (benzyl) isovalerate	HMDB
Phenylmethyl 3-methylbutanoate	HMDB

Chemical Formula

C₁₂H₁₆O₂

Average Mass

192.2542 Da

Monoisotopic Mass

192.11503 Da

IUPAC Name

benzyl 3-methylbutanoate

Traditional Name

benzyl 3-methylbutanoate

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)OCC1=CC=CC=C1

InChI Identifier

InChI=1S/C12H16O2/c1-10(2)8-12(13)14-9-11-6-4-3-5-7-11/h3-7,10H,8-9H2,1-2H3

InChI Key

HVJKZICIMIWFCP-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Achillea abrotanoides	LOTUS Database	35616633
Artemisia judaica	LOTUS Database	35616633
Artemisia salsoloides	LOTUS Database	35616633
Callitropsis nootkatensis	LOTUS Database	35616633
Elsholtzia fruticosa	LOTUS Database	35616633
Kunzea salina	LOTUS Database	35616633
Tanacetum parthenium	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzyloxycarbonyls

Direct Parent

Benzyloxycarbonyls

Alternative Parents

Substituents

Benzyloxycarbonyl
Fatty acid ester
Fatty acyl
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	3.35	ALOGPS
logP	3.08	ChemAxon
logS	-3.5	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	5	ChemAxon
Refractivity	55.8 m³·mol⁻¹	ChemAxon
Polarizability	21.77 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

HMDB0032043

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB008747

KNApSAcK ID

Not Available

Chemspider ID

7368

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7651

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for benzyl isovalerate (NP0167507)

MOL for NP0167507 (benzyl isovalerate)

3D MOL for NP0167507 (benzyl isovalerate)

3D SDF for NP0167507 (benzyl isovalerate)

3D-SDF for NP0167507 (benzyl isovalerate)

PDB for NP0167507 (benzyl isovalerate)

3D PDB for NP0167507 (benzyl isovalerate)

SMILES for NP0167507 (benzyl isovalerate)

INCHI for NP0167507 (benzyl isovalerate)

Structure for NP0167507 (benzyl isovalerate)

3D Structure for NP0167507 (benzyl isovalerate)