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Showing NP-Card for 2-ethylbutyric acid (NP0182262)

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Record Information
Version2.0
Created at2022-09-03 20:54:26 UTC
Updated at2022-09-03 20:54:27 UTC
NP-MRD IDNP0182262
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-ethylbutyric acid
Description2-Ethylbutanoic acid, also known as alpha-ethylbutyric acid or diethyl-acetic acid, belongs to the class of organic compounds known as branched fatty acids. These are fatty acids containing a branched chain. 2-Ethylbutanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2-Ethylbutanoic acid is an acidic, berry, and caramel tasting compound. 2-ethylbutyric acid is found in Pelargonium graveolens. 2-ethylbutyric acid was first documented in 1993 (PMID: 20732170). Outside of the human body,.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0182262 (2-ethylbutyric acid)


  Mrv0541 05061305492D          

  8  7  0  0  0  0            999 V2000
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    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
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
M  END
Download

3D MOL for NP0182262 (2-ethylbutyric acid)

     RDKit          3D

 20 19  0  0  0  0  0  0  0  0999 V2000
   -1.7365   -1.4814    0.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5110   -0.0877    0.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1221    0.0337   -0.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9565   -0.2736    0.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2895   -0.1085   -0.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1324    1.3911   -0.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4243    1.6075   -2.1721 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0496    2.4913   -0.1249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8222   -1.5400    1.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -2.1232    0.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6023   -1.9629    0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2190    0.0980   -0.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7249    0.6876    0.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0316   -0.6850   -1.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9287   -1.2984    0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9666    0.4408    1.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3628   -0.9768   -0.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1376   -0.0602    0.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1748    0.7871   -0.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7976    3.0606   -0.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  8  1  0
  6  7  2  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  2 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  5 19  1  0
  8 20  1  0
M  END
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3D SDF for NP0182262 (2-ethylbutyric acid)


  Mrv0541 05061305492D          

  8  7  0  0  0  0            999 V2000
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    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
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0182262

> <DATABASE_NAME>
NP-MRD

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

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

> <INCHI_KEY>
OXQGTIUCKGYOAA-UHFFFAOYSA-N

> <FORMULA>
C6H12O2

> <MOLECULAR_WEIGHT>
116.1583

> <EXACT_MASS>
116.083729628

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
12.919463422947846

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-ethylbutanoic acid

> <ALOGPS_LOGP>
1.74

> <JCHEM_LOGP>
1.9093137409999996

> <ALOGPS_LOGS>
-0.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.041897328490675

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
31.0471

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.85e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-ethylbutyric acid

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0182262 (2-ethylbutyric acid)

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PDB for NP0182262 (2-ethylbutyric acid)
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       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540  -2.667   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       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.310   1.334   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    5                                                       
CONECT    5    3    4    6                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END

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3D PDB for NP0182262 (2-ethylbutyric acid)
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SMILES for NP0182262 (2-ethylbutyric acid)
CCC(CC)C(O)=O
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INCHI for NP0182262 (2-ethylbutyric acid)
InChI=1S/C6H12O2/c1-3-5(4-2)6(7)8/h5H,3-4H2,1-2H3,(H,7,8)
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View in JSmol
Synonyms
ValueSource
2-EthylbutanoateGenerator
2-Ethyl-butyric acidHMDB
2-Ethyl-butyrateHMDB
(C2H5)2chcoohHMDB
2-Ethyl butanoic acidHMDB
2-Ethyl-butanoic acidHMDB
2-Ethyl-N-butyric acidHMDB
2-Ethylbutyric acidHMDB
2-Ethylbutyric acid, 8ciHMDB
3-Pentane-carboxylic acidHMDB
3-Pentanecarboxylic acidHMDB
a-Ethylbutyric acidHMDB
alpha-Ethylbutyric acidHMDB
alpha-Ethylbuytyric acidHMDB
Diethyl acetic acidHMDB
Diethyl-acetic acidHMDB
Diethylacetic acidHMDB
FEMA 2429HMDB
Pentane-3-carboxylic acidHMDB
Diethyl acetateGenerator
Chemical FormulaC6H12O2
Average Mass116.1583 Da
Monoisotopic Mass116.08373 Da
IUPAC Name2-ethylbutanoic acid
Traditional Name2-ethylbutyric acid
CAS Registry NumberNot Available
SMILES
CCC(CC)C(O)=O
InChI Identifier
InChI=1S/C6H12O2/c1-3-5(4-2)6(7)8/h5H,3-4H2,1-2H3,(H,7,8)
InChI KeyOXQGTIUCKGYOAA-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Pelargonium graveolensLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as branched fatty acids. These are fatty acids containing a branched chain.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acids and conjugates  
Direct ParentBranched fatty acids  
Alternative Parents
Substituents
  • Branched fatty acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • 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
logP1.74ALOGPS
logP1.91ChemAxon
logS-0.8ALOGPS
pKa (Strongest Acidic)5.04ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity31.05 m³·mol⁻¹ChemAxon
Polarizability12.92 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0031221  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB003245  
KNApSAcK IDNot Available
Chemspider ID6649  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6915  
PDB IDNot Available
ChEBI ID410868  
Good Scents IDNot Available
References
General References
  1. Herrmann K: Effects of the anticonvulsant drug valproic acid and related substances on the early development of the zebrafish (Brachydanio rerio). Toxicol In Vitro. 1993 Jan;7(1):41-54. doi: 10.1016/0887-2333(93)90111-h. [PubMed:20732170  ] 
  2. LOTUS database [Link]