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Showing metabocard for Propyl butyrate (HMDB0039618)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2012-09-12 01:07:24 UTC
Update Date2023-02-21 17:27:02 UTC
HMDB IDHMDB0039618
Secondary Accession Numbers
  • HMDB39618
Metabolite Identification
Common NamePropyl butyrate
DescriptionPropyl butyrate, also known as propyl butanoate, is a butyrate ester resulting from the formal condensation of the hydroxy group of propanol with the carboxy group of butyric acid. It has a role as a human metabolite, a plant metabolite and an insect attractant. It derives from a propan-1-ol. Propyl butyrate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Propyl butyrate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.
Structure
Data?1677000421
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0039618 (Propyl butyrate)

  Mrv1652305271900272D          

  9  8  0  0  0  0            999 V2000
   -3.4989    3.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7845    2.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0700    3.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3555    2.7696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6410    3.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0734    2.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7879    3.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6410    4.0071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5024    2.7696    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  2  0  0  0  0
  7  9  1  0  0  0  0
M  END
Download

3D MOL for HMDB0039618 (Propyl butyrate)

HMDB0039618
     RDKit          3D
Propyl butyrate
 23 22  0  0  0  0  0  0  0  0999 V2000
    4.1681   -0.1291    0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668    0.5463   -0.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6674   -0.2864    0.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5353    0.4958   -0.0915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7486    0.1056    0.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9000   -1.0167    0.7240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9099    0.9624   -0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2156    0.3369    0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4076   -0.9963   -0.5424 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0105   -1.2251    0.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6501    0.2310    0.9974 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8736    0.1432   -0.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7465    0.7574   -1.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044    1.5102    0.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6360   -1.2556   -0.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7313   -0.4992    1.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8473    1.9629    0.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8933    1.0831   -1.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0228    1.0057   -0.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3064    0.2219    1.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9819   -1.8322    0.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9378   -0.9670   -1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5187   -1.1546   -0.6255 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  2  0
  5  7  1  0
  7  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
  7 17  1  0
  7 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 HMDB0039618 (Propyl butyrate)

  Mrv1652305271900272D          

  9  8  0  0  0  0            999 V2000
   -3.4989    3.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7845    2.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0700    3.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3555    2.7696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6410    3.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0734    2.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7879    3.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6410    4.0071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5024    2.7696    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  2  0  0  0  0
  7  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039618

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCOC(=O)CCC

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

> <INCHI_KEY>
HUAZGNHGCJGYNP-UHFFFAOYSA-N

> <FORMULA>
C7H14O2

> <MOLECULAR_WEIGHT>
130.1849

> <EXACT_MASS>
130.099379692

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
15.440781603226114

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
propyl butanoate

> <ALOGPS_LOGP>
2.32

> <JCHEM_LOGP>
1.9469832033333332

> <ALOGPS_LOGS>
-1.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.032599483942176

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
35.9133

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.20e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-propylbutyrate

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0039618 (Propyl butyrate)

HMDB0039618
     RDKit          3D
Propyl butyrate
 23 22  0  0  0  0  0  0  0  0999 V2000
    4.1681   -0.1291    0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668    0.5463   -0.2172 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6674   -0.2864    0.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5353    0.4958   -0.0915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7486    0.1056    0.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9000   -1.0167    0.7240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9099    0.9624   -0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2156    0.3369    0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4076   -0.9963   -0.5424 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0105   -1.2251    0.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6501    0.2310    0.9974 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8736    0.1432   -0.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7465    0.7574   -1.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044    1.5102    0.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6360   -1.2556   -0.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7313   -0.4992    1.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8473    1.9629    0.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8933    1.0831   -1.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0228    1.0057   -0.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3064    0.2219    1.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9819   -1.8322    0.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9378   -0.9670   -1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5187   -1.1546   -0.6255 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  2  0
  5  7  1  0
  7  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
  7 17  1  0
  7 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
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PDB for HMDB0039618 (Propyl butyrate)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      -6.531   5.940   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.198   5.170   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.864   5.940   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.530   5.170   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.197   5.940   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.137   5.170   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.471   5.940   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.197   7.480   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.804   5.170   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    9                                                       
CONECT    8    5                                                            
CONECT    9    7                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for HMDB0039618 (Propyl butyrate)

COMPND    HMDB0039618
HETATM    1  C1  UNL     1       4.168  -0.129   0.063  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.867   0.546  -0.217  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.667  -0.286   0.250  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.535   0.496  -0.092  1.00  0.00           O  
HETATM    5  C4  UNL     1      -0.749   0.106   0.158  1.00  0.00           C  
HETATM    6  O2  UNL     1      -0.900  -1.017   0.724  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.910   0.962  -0.219  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.216   0.337   0.149  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.408  -0.996  -0.542  1.00  0.00           C  
HETATM   10  H1  UNL     1       4.010  -1.225   0.065  1.00  0.00           H  
HETATM   11  H2  UNL     1       4.650   0.231   0.997  1.00  0.00           H  
HETATM   12  H3  UNL     1       4.874   0.143  -0.763  1.00  0.00           H  
HETATM   13  H4  UNL     1       2.747   0.757  -1.277  1.00  0.00           H  
HETATM   14  H5  UNL     1       2.804   1.510   0.332  1.00  0.00           H  
HETATM   15  H6  UNL     1       1.636  -1.256  -0.280  1.00  0.00           H  
HETATM   16  H7  UNL     1       1.731  -0.499   1.327  1.00  0.00           H  
HETATM   17  H8  UNL     1      -1.847   1.963   0.255  1.00  0.00           H  
HETATM   18  H9  UNL     1      -1.893   1.083  -1.338  1.00  0.00           H  
HETATM   19  H10 UNL     1      -4.023   1.006  -0.214  1.00  0.00           H  
HETATM   20  H11 UNL     1      -3.306   0.222   1.247  1.00  0.00           H  
HETATM   21  H12 UNL     1      -2.982  -1.832   0.043  1.00  0.00           H  
HETATM   22  H13 UNL     1      -2.938  -0.967  -1.558  1.00  0.00           H  
HETATM   23  H14 UNL     1      -4.519  -1.155  -0.625  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3   13   14
CONECT    3    4   15   16
CONECT    4    5
CONECT    5    6    6    7
CONECT    7    8   17   18
CONECT    8    9   19   20
CONECT    9   21   22   23
END
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SMILES for HMDB0039618 (Propyl butyrate)

CCCOC(=O)CCC
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INCHI for HMDB0039618 (Propyl butyrate)

InChI=1S/C7H14O2/c1-3-5-7(8)9-6-4-2/h3-6H2,1-2H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
Chemical FormulaC7H14O2
Average Molecular Weight130.1849
Monoisotopic Molecular Weight130.099379692
IUPAC Namepropyl butanoate
Traditional NameN-propylbutyrate
CAS Registry Number105-66-8
SMILES
CCCOC(=O)CCC
InChI Identifier
InChI=1S/C7H14O2/c1-3-5-7(8)9-6-4-2/h3-6H2,1-2H3
InChI KeyHUAZGNHGCJGYNP-UHFFFAOYSA-N
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
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-95.2 °CNot Available
Boiling Point142.00 to 143.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1.62 mg/mL at 17 °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
  • Membrane
Biospecimen Locations
  • Feces
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
Abnormal Concentrations
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 ]
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 ]
  2. De Angelis M, Vannini L, Di Cagno R, Cavallo N, Minervini F, Francavilla R, Ercolini D, Gobbetti M: Salivary and fecal microbiota and metabolome of celiac children under gluten-free diet. Int J Food Microbiol. 2016 Dec 19;239:125-132. doi: 10.1016/j.ijfoodmicro.2016.07.025. Epub 2016 Jul 19. [PubMed:27452636 ]
Autism
  1. De Angelis M, Piccolo M, Vannini L, Siragusa S, De Giacomo A, Serrazzanetti DI, Cristofori F, Guerzoni ME, Gobbetti M, Francavilla R: Fecal microbiota and metabolome of children with autism and pervasive developmental disorder not otherwise specified. PLoS One. 2013 Oct 9;8(10):e76993. doi: 10.1371/journal.pone.0076993. eCollection 2013. [PubMed:24130822 ]
Pervasive developmental disorder not otherwise specified
  1. De Angelis M, Piccolo M, Vannini L, Siragusa S, De Giacomo A, Serrazzanetti DI, Cristofori F, Guerzoni ME, Gobbetti M, Francavilla R: Fecal microbiota and metabolome of children with autism and pervasive developmental disorder not otherwise specified. PLoS One. 2013 Oct 9;8(10):e76993. doi: 10.1371/journal.pone.0076993. eCollection 2013. [PubMed:24130822 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB019246
KNApSAcK IDNot Available
Chemspider ID7482
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7770
PDB IDNot Available
ChEBI ID89719
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1009231
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
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