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Showing metabocard for Butyl butyrate (HMDB0039620)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-12 01:07:30 UTC
Update Date2023-02-21 17:27:02 UTC
HMDB IDHMDB0039620
Secondary Accession Numbers
  • HMDB39620
Metabolite Identification
Common NameButyl butyrate
DescriptionButyl butyrate, or butyl butanoate, is an organic compound that is an ester formed by the condensation of butyric acid and n-butanol. It is a clear, colorless liquid that is insoluble in water, but miscible with ethanol and diethyl ether. Its refractive index is 1.406 at 20 °C. Butyl butyrate is found in alcoholic beverages. Butyl butyrate is present in many fruits, e.g. banana, cherry, melon, plum, also present in gruyere de comte cheese, cider, soybean etc. Butyl butyrate is used in fruit flavour compositions Butyl butyrate is an organic compound which is an ester formed by the condensation of butyric acid and butanol. It is a clear, colorless liquid that is insoluble in water, but miscible with ethanol and diethyl ether.
Structure
Data?1677000422
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0039620 (Butyl butyrate)


  Mrv1652305271900042D          

 10  9  0  0  0  0            999 V2000
   -2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -1.0164    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
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  8  2  0  0  0  0
 10  7  1  0  0  0  0
 10  8  1  0  0  0  0
M  END
Download

3D MOL for HMDB0039620 (Butyl butyrate)

HMDB0039620
     RDKit          3D
Butyl butyrate
 26 25  0  0  0  0  0  0  0  0999 V2000
    4.1121    0.6841   -0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1544   -0.4367   -0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8139   -0.2312    0.2450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9332   -1.4030   -0.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3389   -1.3503    0.4518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2657   -0.3439    0.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9493    0.6122   -0.4843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6087   -0.3651    0.9304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3759    0.8715    0.5254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5167    0.8337   -0.9825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9930    1.4802   -0.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1743    0.3390   -0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9685    1.1281    0.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9927   -0.5454   -1.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6169   -1.3766   -0.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3583    0.7052   -0.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0220   -0.2006    1.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4365   -2.3199    0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9354   -1.5477   -1.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5296   -0.3845    2.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1063   -1.3013    0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7547    1.7433    0.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3609    0.8838    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2979   -0.1725   -1.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5516    1.0869   -1.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8550    1.6107   -1.4040 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
  9 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  8 20  1  0
  8 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
M  END
Download

3D SDF for HMDB0039620 (Butyl butyrate)


  Mrv1652305271900042D          

 10  9  0  0  0  0            999 V2000
   -2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -1.0164    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
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  8  2  0  0  0  0
 10  7  1  0  0  0  0
 10  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039620

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCOC(=O)CCC

> <INCHI_IDENTIFIER>
InChI=1S/C8H16O2/c1-3-5-7-10-8(9)6-4-2/h3-7H2,1-2H3

> <INCHI_KEY>
XUPYJHCZDLZNFP-UHFFFAOYSA-N

> <FORMULA>
C8H16O2

> <MOLECULAR_WEIGHT>
144.2114

> <EXACT_MASS>
144.115029756

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
17.34434242152357

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
butyl butanoate

> <ALOGPS_LOGP>
2.82

> <JCHEM_LOGP>
2.391551868333333

> <ALOGPS_LOGS>
-2.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.032619365198107

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
40.514300000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.36e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
butyl butyrate

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0039620 (Butyl butyrate)

HMDB0039620
     RDKit          3D
Butyl butyrate
 26 25  0  0  0  0  0  0  0  0999 V2000
    4.1121    0.6841   -0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1544   -0.4367   -0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8139   -0.2312    0.2450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9332   -1.4030   -0.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3389   -1.3503    0.4518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2657   -0.3439    0.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9493    0.6122   -0.4843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6087   -0.3651    0.9304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3759    0.8715    0.5254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5167    0.8337   -0.9825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9930    1.4802   -0.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1743    0.3390   -0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9685    1.1281    0.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9927   -0.5454   -1.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6169   -1.3766   -0.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3583    0.7052   -0.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0220   -0.2006    1.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4365   -2.3199    0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9354   -1.5477   -1.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5296   -0.3845    2.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1063   -1.3013    0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7547    1.7433    0.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3609    0.8838    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2979   -0.1725   -1.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5516    1.0869   -1.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8550    1.6107   -1.4040 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
  9 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  8 20  1  0
  8 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
M  END
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PDB for HMDB0039620 (Butyl 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      -4.414  -1.897   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.256  -1.897   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.922  -2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.746  -1.897   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.588  -1.897   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.413  -2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.255  -2.667   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.255  -4.207   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.921  -1.897   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   10                                                       
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    7    8                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for HMDB0039620 (Butyl butyrate)

COMPND    HMDB0039620
HETATM    1  C1  UNL     1       4.112   0.684  -0.155  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.154  -0.437  -0.464  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.814  -0.231   0.245  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.933  -1.403  -0.130  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.339  -1.350   0.452  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.266  -0.344   0.268  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.949   0.612  -0.484  1.00  0.00           O  
HETATM    8  C6  UNL     1      -2.609  -0.365   0.930  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.376   0.871   0.525  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.517   0.834  -0.983  1.00  0.00           C  
HETATM   11  H1  UNL     1       3.993   1.480  -0.922  1.00  0.00           H  
HETATM   12  H2  UNL     1       5.174   0.339  -0.212  1.00  0.00           H  
HETATM   13  H3  UNL     1       3.969   1.128   0.831  1.00  0.00           H  
HETATM   14  H4  UNL     1       2.993  -0.545  -1.557  1.00  0.00           H  
HETATM   15  H5  UNL     1       3.617  -1.377  -0.107  1.00  0.00           H  
HETATM   16  H6  UNL     1       1.358   0.705  -0.139  1.00  0.00           H  
HETATM   17  H7  UNL     1       2.022  -0.201   1.331  1.00  0.00           H  
HETATM   18  H8  UNL     1       1.436  -2.320   0.295  1.00  0.00           H  
HETATM   19  H9  UNL     1       0.935  -1.548  -1.219  1.00  0.00           H  
HETATM   20  H10 UNL     1      -2.530  -0.385   2.021  1.00  0.00           H  
HETATM   21  H11 UNL     1      -3.106  -1.301   0.605  1.00  0.00           H  
HETATM   22  H12 UNL     1      -2.755   1.743   0.845  1.00  0.00           H  
HETATM   23  H13 UNL     1      -4.361   0.884   1.034  1.00  0.00           H  
HETATM   24  H14 UNL     1      -3.298  -0.172  -1.397  1.00  0.00           H  
HETATM   25  H15 UNL     1      -4.552   1.087  -1.298  1.00  0.00           H  
HETATM   26  H16 UNL     1      -2.855   1.611  -1.404  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3   14   15
CONECT    3    4   16   17
CONECT    4    5   18   19
CONECT    5    6
CONECT    6    7    7    8
CONECT    8    9   20   21
CONECT    9   10   22   23
CONECT   10   24   25   26
END
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SMILES for HMDB0039620 (Butyl butyrate)

CCCCOC(=O)CCC
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INCHI for HMDB0039620 (Butyl butyrate)

InChI=1S/C8H16O2/c1-3-5-7-10-8(9)6-4-2/h3-7H2,1-2H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
N-Butyl butanoateChEBI
N-Butyl butyrateChEBI
N-Butyric N-butyl esterChEBI
N-Butyl butanoic acidGenerator
N-Butyl butyric acidGenerator
Butyl butyric acidGenerator
1-Butyl butyrateHMDB
Butanoic acid, butyl esterHMDB
Butyl butanoateHMDB
Butyl butylateHMDB
Butyl ester OF butanoic acidHMDB
Butyl N-butyrateHMDB, MeSH
Butyric acid, butyl esterHMDB
FEMA 2186HMDB
N-Butyl N-butanoateHMDB, MeSH
N-Butyl N-butyrateHMDB, MeSH
N-Butyl-N-butyrateHMDB
N-Butyric acid N-butyl esterHMDB
Butryl butyric acidGenerator
Butyl butyrateMeSH
Chemical FormulaC8H16O2
Average Molecular Weight144.2114
Monoisotopic Molecular Weight144.115029756
IUPAC Namebutyl butanoate
Traditional Namebutyl butyrate
CAS Registry Number109-21-7
SMILES
CCCCOC(=O)CCC
InChI Identifier
InChI=1S/C8H16O2/c1-3-5-7-10-8(9)6-4-2/h3-7H2,1-2H3
InChI KeyXUPYJHCZDLZNFP-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-91.5 °CNot Available
Boiling Point166.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.5 mg/mL at 20 °CNot Available
LogP2.823 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.36 g/LALOGPS
logP2.82ALOGPS
logP2.39ChemAxon
logS-2ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity40.51 m³·mol⁻¹ChemAxon
Polarizability17.34 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+132.9631661259
DarkChem[M-H]-129.2731661259
DeepCCS[M+H]+137.0830932474
DeepCCS[M-H]-134.44230932474
DeepCCS[M-2H]-171.23530932474
DeepCCS[M+Na]+146.20230932474
AllCCS[M+H]+137.032859911
AllCCS[M+H-H2O]+133.032859911
AllCCS[M+NH4]+140.632859911
AllCCS[M+Na]+141.732859911
AllCCS[M-H]-136.832859911
AllCCS[M+Na-2H]-139.332859911
AllCCS[M+HCOO]-142.132859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.5.8 minutes32390414
Predicted by Siyang on May 30, 202215.6946 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20224.76 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid2131.1 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid526.7 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid201.0 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid347.9 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid341.6 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid660.0 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid691.6 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)106.6 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1301.1 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid447.6 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1398.2 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid437.0 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid380.6 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate481.6 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA494.6 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water29.0 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Butyl butyrateCCCCOC(=O)CCC1219.1Standard polar33892256
Butyl butyrateCCCCOC(=O)CCC975.9Standard non polar33892256
Butyl butyrateCCCCOC(=O)CCC1012.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Butyl butyrate EI-B (Non-derivatized)splash10-0596-9000000000-d391cfb43ea3b2438e3d2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Butyl butyrate EI-B (Non-derivatized)splash10-05g3-9000000000-6475886c051aaeebd2f52017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Butyl butyrate EI-B (Non-derivatized)splash10-05g0-9000000000-909ad81987b43bcf251e2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Butyl butyrate EI-B (Non-derivatized)splash10-05bf-9000000000-0b6c3408eea71f00941f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Butyl butyrate EI-B (Non-derivatized)splash10-0596-9000000000-d391cfb43ea3b2438e3d2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Butyl butyrate EI-B (Non-derivatized)splash10-05g3-9000000000-6475886c051aaeebd2f52018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Butyl butyrate EI-B (Non-derivatized)splash10-05g0-9000000000-909ad81987b43bcf251e2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Butyl butyrate EI-B (Non-derivatized)splash10-05bf-9000000000-0b6c3408eea71f00941f2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Butyl butyrate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a6u-9100000000-f2ddcea30a5013f00c662016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Butyl butyrate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Butyl butyrate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl butyrate 10V, Positive-QTOFsplash10-0002-6900000000-81e862955ac61e8740672016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl butyrate 20V, Positive-QTOFsplash10-0a4i-9100000000-fd89ba380bf05df525832016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl butyrate 40V, Positive-QTOFsplash10-0a4l-9000000000-fba91f33e8df2b7a62c32016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl butyrate 10V, Negative-QTOFsplash10-00kf-9700000000-9c206aaf53a92583d5c52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl butyrate 20V, Negative-QTOFsplash10-00ku-9100000000-29b9b7fc42c82d1445f92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl butyrate 40V, Negative-QTOFsplash10-00ko-9000000000-952de79adebdbf91db942016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl butyrate 10V, Negative-QTOFsplash10-0006-4900000000-c68f4541a7c513bfdfe12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl butyrate 20V, Negative-QTOFsplash10-00kr-9000000000-3962f66d002cb36e47bb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl butyrate 40V, Negative-QTOFsplash10-014l-9000000000-d5753ce4a1aea9e8f5b82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl butyrate 10V, Positive-QTOFsplash10-0a4i-9000000000-c5b55e21e8f63d82657f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl butyrate 20V, Positive-QTOFsplash10-0a4l-9000000000-cf9087ec4564e94f78972021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl butyrate 40V, Positive-QTOFsplash10-052f-9000000000-2fde8ac0c28240eaba5e2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Female
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothNormal 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
Ulcerative Colitis		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Nonalcoholic fatty liver disease (NAFLD)		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Diarrhea-predominant IBS		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Female
Nonalcoholic fatty liver disease		 details
FecesDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothAutism details
FecesDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothPervasive Developmental Disorder Not Otherwise Specified 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 ]
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 IDFDB019248
KNApSAcK IDC00035546
Chemspider ID7694
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkButyl_butyrate
METLIN IDNot Available
PubChem Compound7983
PDB IDNot Available
ChEBI ID87429
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1014091
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
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 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.