Showing NP-Card for Ethyl 2-methylbutyrate (NP0047726)

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Record Information
Version2.0
Created at2022-03-17 20:44:56 UTC
Updated at2022-03-17 20:44:56 UTC
NP-MRD IDNP0047726
Secondary Accession NumbersNone
Natural Product Identification
Common NameEthyl 2-methylbutyrate
DescriptionEthyl 2-methylbutyrate, also known as fema 2443, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Ethyl 2-methylbutyrate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Ethyl 2-methylbutyrate is a sweet, apple, and fruity tasting compound. Outside of the human body, Ethyl 2-methylbutyrate has been detected, but not quantified in, several different foods, such as prickly pears, lowbush blueberries, bilberries, sweet cherries, and asian pears. This could make ethyl 2-methylbutyrate a potential biomarker for the consumption of these foods. Ethyl 2-methylbutyrate is found in Ananas comosus, Artemisia annua , Artemisia judaica, Artemisia salsoloides, Calamintha nepeta subsp. glandulosa , Durio zibethinus , Hippophae rhamnoides, Nymphaea lasiophylla, Opuntia ficus-indica and Vitis vinifera. Found in many fruits, e.G.Raw and cooked apple, apricot, orange, grapefruit.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0047726 (Ethyl 2-methylbutyrate)

  Mrv0541 05061307202D          

  9  8  0  0  0  0            999 V2000
    1.3480   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  5  1  0  0  0  0
  9  7  1  0  0  0  0
M  END
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3D MOL for NP0047726 (Ethyl 2-methylbutyrate)

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3D SDF for NP0047726 (Ethyl 2-methylbutyrate)
  Mrv0541 05061307202D          

  9  8  0  0  0  0            999 V2000
    1.3480   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  5  1  0  0  0  0
  9  7  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047726

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H14O2/c1-4-6(3)7(8)9-5-2/h6H,4-5H2,1-3H3

> <INCHI_KEY>
HCRBXQFHJMCTLF-UHFFFAOYSA-N

> <FORMULA>
C7H14O2

> <MOLECULAR_WEIGHT>
130.1849

> <EXACT_MASS>
130.099379692

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
15.088943600397336

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethyl 2-methylbutanoate

> <ALOGPS_LOGP>
2.38

> <JCHEM_LOGP>
1.9674470866666671

> <ALOGPS_LOGS>
-1.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.067851707571805

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
35.963800000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl 2-methylbutanoate

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0047726 (Ethyl 2-methylbutyrate)
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PDB for NP0047726 (Ethyl 2-methylbutyrate)
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       2.516  -0.564   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.518  -0.564   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.184   0.976   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.185  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.517  -1.334   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.517  -2.874   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       7.851  -0.564   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3    6                                                            
CONECT    4    1    6                                                       
CONECT    5    2    9                                                       
CONECT    6    3    4    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    5    7                                                       
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END

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3D PDB for NP0047726 (Ethyl 2-methylbutyrate)
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SMILES for NP0047726 (Ethyl 2-methylbutyrate)
CCOC(=O)C(C)CC
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INCHI for NP0047726 (Ethyl 2-methylbutyrate)
InChI=1S/C7H14O2/c1-4-6(3)7(8)9-5-2/h6H,4-5H2,1-3H3
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Synonyms
ValueSource
Ethyl 2-methylbutyric acidGenerator
2-Methyl-ethyl ester(.+-.)-butanoic acidHMDB
2-Methyl-ethyl ester(.+/-.)-butanoic acidHMDB
2-Methylbutanoic acid ethyl esterHMDB
Butanoic acid, 2-methyl-, ethyl esterHMDB
Butyric acid, 2-methyl-, ethyl esterHMDB
Butyric acid, 2-methyl-, ethyl ester (8ci)HMDB
Ethyl 2-methyl butyrateHMDB
Ethyl 2-methylbutanoateHMDB
Ethyl alpha -methylbutyrateHMDB
Ethyl alpha-methylbutyrateHMDB
FEMA 2443HMDB
Ethyl 2-methyl-butanoic acidGenerator
Chemical FormulaC7H14O2
Average Mass130.1849 Da
Monoisotopic Mass130.09938 Da
IUPAC Nameethyl 2-methylbutanoate
Traditional Nameethyl 2-methylbutanoate
CAS Registry Number7452-79-1
SMILES
CCOC(=O)C(C)CC
InChI Identifier
InChI=1S/C7H14O2/c1-4-6(3)7(8)9-5-2/h6H,4-5H2,1-3H3
InChI KeyHCRBXQFHJMCTLF-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acid esters  
Direct ParentFatty acid esters  
Alternative Parents
Substituents
  • Fatty acid 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 Descriptors
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
logP2.38ALOGPS
logP1.97ChemAxon
logS-1.5ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity35.96 m³·mol⁻¹ChemAxon
Polarizability15.09 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0033745  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB011877  
KNApSAcK IDC00030220  
Chemspider ID22453  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound24020  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References