Hmdb loader

Showing metabocard for Butyl propionate (HMDB0030052)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Show more...Show more...Show more...
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2012-09-11 17:34:27 UTC
Update Date2023-02-21 17:19:26 UTC
HMDB IDHMDB0030052
Secondary Accession Numbers
  • HMDB30052
Metabolite Identification
Common NameButyl propionate
DescriptionButyl propionate 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 a sweet, banana, and earthy tasting compound. Butyl propionate has been detected, but not quantified in, apples (Malus pumila) and sweet cherries (Prunus avium). This could make butyl propionate a potential biomarker for the consumption of these foods. Butyl propionate, with regard to humans, has been found to be associated with several diseases such as nonalcoholic fatty liver disease, ulcerative colitis, and diarrhoea predominant irritable bowel syndrome; butyl propionate has also been linked to the inborn metabolic disorder celiac disease. Based on a literature review a significant number of articles have been published on Butyl propionate.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0030052 (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
Download

3D MOL for HMDB0030052 (Butyl propionate)

HMDB0030052
     RDKit          3D
Butyl propionate
 23 22  0  0  0  0  0  0  0  0999 V2000
   -3.6398   -0.7117   -0.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2568   -0.8264   -0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992    0.5535    0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4365    0.5887    0.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5577    0.0714    0.1038 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8931   -0.0020    0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2175    0.4157    1.5827 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9703   -0.5337   -0.4217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6802    0.6762   -1.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5853   -0.6147   -1.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3021   -1.5368   -0.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1332    0.2403   -0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6004   -1.2350   -0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2378   -1.5394    0.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5107    0.9612    1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8521    1.1959   -0.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4583    0.0095    1.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2318    1.6373    1.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5566   -1.1777   -1.1996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6477   -1.1224    0.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1069    1.6115   -0.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6917    0.8109   -0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7222    0.5278   -2.1366 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
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  8 19  1  0
  8 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
M  END
Download

3D SDF for HMDB0030052 (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>
HMDB0030052

> <DATABASE_NAME>
hmdb

> <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

$$$$
Download

3D-SDF for HMDB0030052 (Butyl propionate)

HMDB0030052
     RDKit          3D
Butyl propionate
 23 22  0  0  0  0  0  0  0  0999 V2000
   -3.6398   -0.7117   -0.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2568   -0.8264   -0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992    0.5535    0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4365    0.5887    0.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5577    0.0714    0.1038 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8931   -0.0020    0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2175    0.4157    1.5827 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9703   -0.5337   -0.4217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6802    0.6762   -1.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5853   -0.6147   -1.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3021   -1.5368   -0.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1332    0.2403   -0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6004   -1.2350   -0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2378   -1.5394    0.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5107    0.9612    1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8521    1.1959   -0.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4583    0.0095    1.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2318    1.6373    1.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5566   -1.1777   -1.1996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6477   -1.1224    0.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1069    1.6115   -0.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6917    0.8109   -0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7222    0.5278   -2.1366 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
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  8 19  1  0
  8 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
M  END
Download

PDB for HMDB0030052 (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
Download

3D PDB for HMDB0030052 (Butyl propionate)

COMPND    HMDB0030052
HETATM    1  C1  UNL     1      -3.640  -0.712  -0.627  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.257  -0.826  -0.017  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.799   0.554   0.352  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.436   0.589   0.970  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.558   0.071   0.104  1.00  0.00           O  
HETATM    6  C5  UNL     1       1.893  -0.002   0.446  1.00  0.00           C  
HETATM    7  O2  UNL     1       2.217   0.416   1.583  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.970  -0.534  -0.422  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.680   0.676  -1.024  1.00  0.00           C  
HETATM   10  H1  UNL     1      -3.585  -0.615  -1.743  1.00  0.00           H  
HETATM   11  H2  UNL     1      -4.302  -1.537  -0.369  1.00  0.00           H  
HETATM   12  H3  UNL     1      -4.133   0.240  -0.290  1.00  0.00           H  
HETATM   13  H4  UNL     1      -1.600  -1.235  -0.816  1.00  0.00           H  
HETATM   14  H5  UNL     1      -2.238  -1.539   0.814  1.00  0.00           H  
HETATM   15  H6  UNL     1      -2.511   0.961   1.105  1.00  0.00           H  
HETATM   16  H7  UNL     1      -1.852   1.196  -0.543  1.00  0.00           H  
HETATM   17  H8  UNL     1      -0.458   0.010   1.931  1.00  0.00           H  
HETATM   18  H9  UNL     1      -0.232   1.637   1.269  1.00  0.00           H  
HETATM   19  H10 UNL     1       2.557  -1.178  -1.200  1.00  0.00           H  
HETATM   20  H11 UNL     1       3.648  -1.122   0.231  1.00  0.00           H  
HETATM   21  H12 UNL     1       3.107   1.612  -0.868  1.00  0.00           H  
HETATM   22  H13 UNL     1       4.692   0.811  -0.591  1.00  0.00           H  
HETATM   23  H14 UNL     1       3.722   0.528  -2.137  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3   13   14
CONECT    3    4   15   16
CONECT    4    5   17   18
CONECT    5    6
CONECT    6    7    7    8
CONECT    8    9   19   20
CONECT    9   21   22   23
END
Download

SMILES for HMDB0030052 (Butyl propionate)

CCCCOC(=O)CC
Download

INCHI for HMDB0030052 (Butyl propionate)

InChI=1S/C7H14O2/c1-3-5-6-9-7(8)4-2/h3-6H2,1-2H3
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Butyl propionic acidGenerator
Butyl ester OF propanoic acidHMDB
Butyl propanoateHMDB
FEMA 2211HMDB
N-Butyl N-propionateHMDB
N-Butyl propanoateHMDB
N-Butyl propionateHMDB, MeSH
Propanoic acid, butyl esterHMDB
Propionic acid, butyl esterHMDB
N-ButylpropionateMeSH, HMDB
Butyl propanoic acidGenerator
Chemical FormulaC7H14O2
Average Molecular Weight130.1849
Monoisotopic Molecular Weight130.099379692
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
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
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-89 °CNot Available
Boiling Point145.00 °C. @ 756.00 mm HgThe Good Scents Company Information System
Water Solubility1.5 mg/mL at 20 °CNot Available
LogP2.314 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected and Quantified104.979 nmol/g wet fecesAdult (>18 years old)Not Specified
Normal		 details
FecesDetected and Quantified320.0576 nmol/g wet fecesAdult (>18 years old)Not Specified
Normal		 details
FecesDetected and Quantified294.453 nmol/g wet fecesAdult (>18 years old)Not Specified
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected and Quantified0-51183.611 nmol/g wet fecesChildren (1-13 years old)Not Specified
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Campylobacter jejuni infection		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Clostridium difficile infection		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Ulcerative Colitis		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Nonalcoholic fatty liver disease (NAFLD)		 details
FecesDetected and Quantified0-232950.724 nmol/g wet fecesChildren (1-13 years old)Not Specified
Treated celiac disease		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Diarrhea-predominant IBS		 details
Associated Disorders and Diseases
Disease References
Ulcerative colitis
  1. Garner CE, Smith S, de Lacy Costello B, White P, Spencer R, Probert CS, Ratcliffe NM: Volatile organic compounds from feces and their potential for diagnosis of gastrointestinal disease. FASEB J. 2007 Jun;21(8):1675-88. Epub 2007 Feb 21. [PubMed:17314143 ]
Nonalcoholic fatty liver disease
  1. Raman M, Ahmed I, Gillevet PM, Probert CS, Ratcliffe NM, Smith S, Greenwood R, Sikaroodi M, Lam V, Crotty P, Bailey J, Myers RP, Rioux KP: Fecal microbiome and volatile organic compound metabolome in obese humans with nonalcoholic fatty liver disease. Clin Gastroenterol Hepatol. 2013 Jul;11(7):868-75.e1-3. doi: 10.1016/j.cgh.2013.02.015. Epub 2013 Feb 27. [PubMed:23454028 ]
Diarrhoea predominant irritable bowel syndrome
  1. Ahmed I, Greenwood R, Costello Bde L, Ratcliffe NM, Probert CS: An investigation of fecal volatile organic metabolites in irritable bowel syndrome. PLoS One. 2013;8(3):e58204. doi: 10.1371/journal.pone.0058204. Epub 2013 Mar 13. [PubMed:23516449 ]
Celiac disease
  1. Di Cagno R, De Angelis M, De Pasquale I, Ndagijimana M, Vernocchi P, Ricciuti P, Gagliardi F, Laghi L, Crecchio C, Guerzoni ME, Gobbetti M, Francavilla R: Duodenal and faecal microbiota of celiac children: molecular, phenotype and metabolome characterization. BMC Microbiol. 2011 Oct 4;11:219. doi: 10.1186/1471-2180-11-219. [PubMed:21970810 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB001358
KNApSAcK IDC00050485
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
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00029860
Good Scents IDrw1007651
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
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. [PubMed:11032424 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .