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Showing NP-Card for Butyl propionate (NP0045520)

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Record Information
Version2.0
Created at2022-03-17 19:21:21 UTC
Updated at2022-03-17 19:21:21 UTC
NP-MRD IDNP0045520
Secondary Accession NumbersNone
Natural Product Identification
Common NameButyl propionate
DescriptionButyl propionate, also known as fema 2211, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Butyl propionate is an extremely weak basic (essentially neutral) compound (based on its pKa). Butyl propionate is a sweet, banana, and earthy tasting compound. Outside of the human body, Butyl propionate has been detected, but not quantified in, apples and sweet cherries. This could make butyl propionate a potential biomarker for the consumption of these foods. Butyl propionate is found in Prunus armeniaca. Butyl propionate was first documented in 2000 (PMID: 11032424). Butyl propionate, with regard to humans, has been found to be associated with several diseases such as ulcerative colitis, diarrhoea predominant irritable bowel syndrome, and nonalcoholic fatty liver disease; butyl propionate has also been linked to the inborn metabolic disorder celiac disease.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0045520 (Butyl propionate)


  Mrv0541 02241215162D          

  9  8  0  0  0  0            999 V2000
    1.1130    0.8246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3713    1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3705    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0305    1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7730    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7730   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7730   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1130    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3713   -0.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
M  END
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3D MOL for NP0045520 (Butyl propionate)

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3D SDF for NP0045520 (Butyl propionate)

  Mrv0541 02241215162D          

  9  8  0  0  0  0            999 V2000
    1.1130    0.8246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3713    1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3705    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0305    1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7730    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7730   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7730   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1130    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3713   -0.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0045520

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCOC(=O)CC

> <INCHI_IDENTIFIER>
InChI=1S/C7H14O2/c1-3-5-6-9-7(8)4-2/h3-6H2,1-2H3

> <INCHI_KEY>
BTMVHUNTONAYDX-UHFFFAOYSA-N

> <FORMULA>
C7H14O2

> <MOLECULAR_WEIGHT>
130.1849

> <EXACT_MASS>
130.099379692

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
15.337401601134289

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
butyl propanoate

> <ALOGPS_LOGP>
2.38

> <JCHEM_LOGP>
1.9469832033333332

> <ALOGPS_LOGS>
-1.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.029676211108648

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
35.9133

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.22e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-butyl propionate

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0045520 (Butyl propionate)
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PDB for NP0045520 (Butyl propionate)
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  O   UNK     0       2.078   1.539   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.693   2.309   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.692   1.539   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.924   2.309   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.310   1.539   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.310  -2.309   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.310  -0.769   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.078   0.001   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.693  -0.769   0.000  0.00  0.00           O+0
CONECT    1    2    8                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    7                                                            
CONECT    7    6    8                                                       
CONECT    8    1    7    9                                                  
CONECT    9    8                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END

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3D PDB for NP0045520 (Butyl propionate)
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SMILES for NP0045520 (Butyl propionate)
CCCCOC(=O)CC
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INCHI for NP0045520 (Butyl propionate)
InChI=1S/C7H14O2/c1-3-5-6-9-7(8)4-2/h3-6H2,1-2H3
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Synonyms
ValueSource
Butyl propionic acidGenerator
Butyl ester OF propanoic acidHMDB
Butyl propanoateHMDB
FEMA 2211HMDB
N-Butyl N-propionateHMDB
N-Butyl propanoateHMDB
N-Butyl propionateHMDB
Propanoic acid, butyl esterHMDB
Propionic acid, butyl esterHMDB
N-ButylpropionateHMDB
Butyl propanoic acidGenerator
Chemical FormulaC7H14O2
Average Mass130.1849 Da
Monoisotopic Mass130.09938 Da
IUPAC Namebutyl propanoate
Traditional NameN-butyl propionate
CAS Registry Number590-01-2
SMILES
CCCCOC(=O)CC
InChI Identifier
InChI=1S/C7H14O2/c1-3-5-6-9-7(8)4-2/h3-6H2,1-2H3
InChI KeyBTMVHUNTONAYDX-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
Prunus armeniacaLOTUS Database
Prunus aviumFooDB
    • J. P. Mattheis, D. A. Buchanan, and J. K. Fellman Volatile Constituents of Bing Sweet Cherry Frui...
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassCarboxylic acid derivatives  
Direct ParentCarboxylic acid esters  
Alternative Parents
Substituents
  • Carboxylic acid ester
    • 

  • Monocarboxylic acid or derivatives
    • 

  • 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
logP2.38ALOGPS
logP1.95ChemAxon
logS-1.6ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity35.91 m³·mol⁻¹ChemAxon
Polarizability15.34 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0030052  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB001358  
KNApSAcK IDNot Available
Chemspider ID11045  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11529  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Banton MI, Tyler TR, Ulrich CE, Nemec MD, Garman RH: Subchronic and developmental toxicity studies of n-butyl propionate vapor in rats. J Toxicol Environ Health A. 2000 Sep 29;61(2):79-105. doi: 10.1080/00984100050120398. [PubMed:11032424  ]