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Showing NP-Card for Methyl 3-methylbutanoate (NP0045515)

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Record Information
Version2.0
Created at2022-03-17 19:21:16 UTC
Updated at2022-03-17 19:21:16 UTC
NP-MRD IDNP0045515
Secondary Accession NumbersNone
Natural Product Identification
Common NameMethyl 3-methylbutanoate
DescriptionMethyl 3-methylbutanoate, also known as 3-methyl-2-oxobutanoic acid or fema 2753, belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Methyl 3-methylbutanoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Methyl 3-methylbutanoate is a strong, apple, and fruity tasting compound. Outside of the human body, Methyl 3-methylbutanoate is found, on average, in the highest concentration within common sages and pineapples. Methyl 3-methylbutanoate has also been detected, but not quantified in, several different foods, such as fruits, evergreen blackberries, milk and milk products, lowbush blueberries, and herbs and spices. Methyl 3-methylbutanoate is found in Foeniculum vulgare, Origanum minutiflorum, Thymus longicaulis and Thymus zygioides. This could make methyl 3-methylbutanoate a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0045515 (Methyl 3-methylbutanoate)


  Mrv0541 02241214352D          

  8  7  0  0  0  0            999 V2000
    1.4417    0.7733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219    0.3764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7068   -0.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0144    0.8008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068    0.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4129    0.8242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206   -0.4231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4417   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
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3D MOL for NP0045515 (Methyl 3-methylbutanoate)

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3D SDF for NP0045515 (Methyl 3-methylbutanoate)

  Mrv0541 02241214352D          

  8  7  0  0  0  0            999 V2000
    1.4417    0.7733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219    0.3764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7068   -0.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0144    0.8008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068    0.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4129    0.8242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7206   -0.4231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4417   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045515

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O2/c1-5(2)4-6(7)8-3/h5H,4H2,1-3H3

> <INCHI_KEY>
OQAGVSWESNCJJT-UHFFFAOYSA-N

> <FORMULA>
C6H12O2

> <MOLECULAR_WEIGHT>
116.1583

> <EXACT_MASS>
116.083729628

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
12.97801905413355

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 3-methylbutanoate

> <ALOGPS_LOGP>
1.62

> <JCHEM_LOGP>
1.35467195

> <ALOGPS_LOGS>
-1.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.02682810881281

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
31.189300000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.75e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (3-methyl)butanoate

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0045515 (Methyl 3-methylbutanoate)
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PDB for NP0045515 (Methyl 3-methylbutanoate)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.691   1.443   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.348   0.703   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.319  -0.839   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.027   1.495   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.319   0.746   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.637   1.539   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -1.345  -0.790   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.691  -1.539   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END

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3D PDB for NP0045515 (Methyl 3-methylbutanoate)
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SMILES for NP0045515 (Methyl 3-methylbutanoate)
COC(=O)CC(C)C
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INCHI for NP0045515 (Methyl 3-methylbutanoate)
InChI=1S/C6H12O2/c1-5(2)4-6(7)8-3/h5H,4H2,1-3H3
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Synonyms
ValueSource
Methyl 3-methylbutanoic acidGenerator
3-Methyl-2-oxobutanoic acidHMDB
3-Methylbutanoic acid methyl esterHMDB
Butanoic acid, 3-methyl-, methyl esterHMDB
FEMA 2753HMDB
Isovaleric acid, methyl esterHMDB
Methyl 3-methylbutyrateHMDB
Methyl isopentanoateHMDB
Methyl isovalerateHMDB
Methyl isovalerianateHMDB
Chemical FormulaC6H12O2
Average Mass116.1583 Da
Monoisotopic Mass116.08373 Da
IUPAC Namemethyl 3-methylbutanoate
Traditional Namemethyl (3-methyl)butanoate
CAS Registry Number556-24-1
SMILES
COC(=O)CC(C)C
InChI Identifier
InChI=1S/C6H12O2/c1-5(2)4-6(7)8-3/h5H,4H2,1-3H3
InChI KeyOQAGVSWESNCJJT-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Ananas comosusFooDB
Foeniculum vulgareLOTUS Database
Origanum minutiflorumLOTUS Database
Salvia officinalisFooDB
Thymus longicaulisLOTUS Database
Thymus zygioidesLOTUS Database
Vaccinium angustifoliumFooDB
    • Lugemwa, F. N., Lwande, W., Bentley, M. D., Mendel, M. J., and Alford, A. R. (1989). Volatiles of...
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acid esters  
Direct ParentFatty acid methyl esters  
Alternative Parents
Substituents
  • Fatty acid methyl ester
    • 

  • Methyl ester
    • 

  • Carboxylic acid ester
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.62ALOGPS
logP1.35ChemAxon
logS-1.1ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity31.19 m³·mol⁻¹ChemAxon
Polarizability12.98 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0030027  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB001325  
KNApSAcK IDNot Available
Chemspider ID10687  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11160  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References