Showing metabocard for Isoamyl propanoate (MMDBc0047712)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 15:39:11 UTC
Update Date2022-09-01 01:47:48 UTC
Metabolite IDMMDBc0047712
Metabolite Identification
Common NameIsoamyl propanoate
Description3-Methylbutyl propanoate, also known as isopentyl propanoate or 3-methylbutyl propionic acid, 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). 3-Methylbutyl propanoate is a sweet, banana, and bitter tasting compound. 3-Methylbutyl propanoate has been detected, but not quantified in, apples (Malus pumila) and roman camomiles (Chamaemelum nobile). This could make 3-methylbutyl propanoate a potential biomarker for the consumption of these foods. 3-Methylbutyl propanoate is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on 3-Methylbutyl propanoate.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f1240ae7898>


  Mrv0541 05061307372D          

 10  9  0  0  0  0            999 V2000
   -0.6039    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.0000    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
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  5  1  0  0  0  0
  7  2  1  0  0  0  0
  7  3  1  0  0  0  0
  7  5  1  0  0  0  0
  8  4  1  0  0  0  0
  9  8  2  0  0  0  0
 10  6  1  0  0  0  0
 10  8  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f1240ae7898>

HMDB0034164
     RDKit          3D
3-Methylbutyl propanoate
 26 25  0  0  0  0  0  0  0  0999 V2000
    4.2000    0.2904    0.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252   -0.9282   -0.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9674   -0.3968   -0.5300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4871   -0.3837   -1.6627 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2761    0.0751    0.5511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0247    0.6180    0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9802   -0.4447    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3672    0.1398    0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4006   -0.8856   -0.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4430    1.2529   -0.9809 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1808    0.2297   -0.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7063    1.2228   -0.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2758    0.4154    1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7491   -1.3812   -1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2672   -1.6479    0.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0770    1.5179   -0.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2841    0.8770    1.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058   -1.3196    0.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6688   -0.8100   -0.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6671    0.4718    1.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4451   -1.0032   -1.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2982   -1.8410    0.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4018   -0.4485   -0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8577    2.1086   -0.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5450    1.4782   -1.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0684    0.7927   -1.9429 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  6 16  1  0
  6 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
  9 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 #<Metabolite:0x00007f1240ae7898>


  Mrv0541 05061307372D          

 10  9  0  0  0  0            999 V2000
   -0.6039    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.0000    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
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  5  1  0  0  0  0
  7  2  1  0  0  0  0
  7  3  1  0  0  0  0
  7  5  1  0  0  0  0
  8  4  1  0  0  0  0
  9  8  2  0  0  0  0
 10  6  1  0  0  0  0
 10  8  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047712

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H16O2/c1-4-8(9)10-6-5-7(2)3/h7H,4-6H2,1-3H3

> <INCHI_KEY>
XAOGXQMKWQFZEM-UHFFFAOYSA-N

> <FORMULA>
C8H16O2

> <MOLECULAR_WEIGHT>
144.2114

> <EXACT_MASS>
144.115029756

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
17.28833505103764

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methylbutyl propanoate

> <ALOGPS_LOGP>
2.63

> <JCHEM_LOGP>
2.234002299666666

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.029696234433066

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
40.46190000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.42e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methylbutyl propanoate

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f1240ae7898>

HMDB0034164
     RDKit          3D
3-Methylbutyl propanoate
 26 25  0  0  0  0  0  0  0  0999 V2000
    4.2000    0.2904    0.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252   -0.9282   -0.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9674   -0.3968   -0.5300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4871   -0.3837   -1.6627 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2761    0.0751    0.5511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0247    0.6180    0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9802   -0.4447    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3672    0.1398    0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4006   -0.8856   -0.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4430    1.2529   -0.9809 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1808    0.2297   -0.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7063    1.2228   -0.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2758    0.4154    1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7491   -1.3812   -1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2672   -1.6479    0.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0770    1.5179   -0.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2841    0.8770    1.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058   -1.3196    0.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6688   -0.8100   -0.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6671    0.4718    1.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4451   -1.0032   -1.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2982   -1.8410    0.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4018   -0.4485   -0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8577    2.1086   -0.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5450    1.4782   -1.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0684    0.7927   -1.9429 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  6 16  1  0
  6 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
  9 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 #<Metabolite:0x00007f1240ae7898>

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      -1.127   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.208   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.875  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.207   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.875   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.540  -1.540   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       2.874   0.770   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2    7                                                            
CONECT    3    7                                                            
CONECT    4    1    8                                                       
CONECT    5    6    7                                                       
CONECT    6    5   10                                                       
CONECT    7    2    3    5                                                  
CONECT    8    4    9   10                                                  
CONECT    9    8                                                            
CONECT   10    6    8                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for #<Metabolite:0x00007f1240ae7898>

COMPND    HMDB0034164
HETATM    1  C1  UNL     1       4.200   0.290   0.035  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.325  -0.928  -0.311  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.967  -0.397  -0.530  1.00  0.00           C  
HETATM    4  O1  UNL     1       1.487  -0.384  -1.663  1.00  0.00           O  
HETATM    5  O2  UNL     1       1.276   0.075   0.551  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.025   0.618   0.535  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.980  -0.445   0.062  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.367   0.140   0.057  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.401  -0.886  -0.384  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.443   1.253  -0.981  1.00  0.00           C  
HETATM   11  H1  UNL     1       5.181   0.230  -0.473  1.00  0.00           H  
HETATM   12  H2  UNL     1       3.706   1.223  -0.332  1.00  0.00           H  
HETATM   13  H3  UNL     1       4.276   0.415   1.144  1.00  0.00           H  
HETATM   14  H4  UNL     1       3.749  -1.381  -1.241  1.00  0.00           H  
HETATM   15  H5  UNL     1       3.267  -1.648   0.528  1.00  0.00           H  
HETATM   16  H6  UNL     1      -0.077   1.518  -0.118  1.00  0.00           H  
HETATM   17  H7  UNL     1      -0.284   0.877   1.579  1.00  0.00           H  
HETATM   18  H8  UNL     1      -0.906  -1.320   0.750  1.00  0.00           H  
HETATM   19  H9  UNL     1      -0.669  -0.810  -0.931  1.00  0.00           H  
HETATM   20  H10 UNL     1      -2.667   0.472   1.064  1.00  0.00           H  
HETATM   21  H11 UNL     1      -3.445  -1.003  -1.479  1.00  0.00           H  
HETATM   22  H12 UNL     1      -3.298  -1.841   0.179  1.00  0.00           H  
HETATM   23  H13 UNL     1      -4.402  -0.448  -0.083  1.00  0.00           H  
HETATM   24  H14 UNL     1      -1.858   2.109  -0.647  1.00  0.00           H  
HETATM   25  H15 UNL     1      -3.545   1.478  -1.095  1.00  0.00           H  
HETATM   26  H16 UNL     1      -2.068   0.793  -1.943  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3   14   15
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   16   17
CONECT    7    8   18   19
CONECT    8    9   10   20
CONECT    9   21   22   23
CONECT   10   24   25   26
END
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SMILES for #<Metabolite:0x00007f1240ae7898>

CCC(=O)OCCC(C)C
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INCHI for #<Metabolite:0x00007f1240ae7898>

InChI=1S/C8H16O2/c1-4-8(9)10-6-5-7(2)3/h7H,4-6H2,1-3H3
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Synonyms
ValueSource
3-Methylbutyl propionateChEBI
Isopentyl propanoateChEBI
Isopentyl propionateChEBI
3-Methylbutyl propionic acidGenerator
Isopentyl propanoic acidGenerator
Isopentyl propionic acidGenerator
3-Methylbutyl propanoic acidGenerator
1-Butanol, 3-methyl-, 1-propanoateHMDB
1-Butanol, 3-methyl-, propanoateHMDB
3-Methyl-1-butyl propanoateHMDB
Dioleyl maleateHMDB
FEMA 2082HMDB
iso-Amyl N-propionateHMDB
iso-Pentyl propionateHMDB
Isoamyl propanoateHMDB
Isoamyl propionateHMDB
Isopentyl alcohol, propionateHMDB
Propionic acid, isopentyl esterHMDB
Molecular FormulaC8H16O2
Average Mass144.2114
Monoisotopic Mass144.115029756
IUPAC Name3-methylbutyl propanoate
Traditional Name3-methylbutyl propanoate
CAS Registry NumberNot Available
SMILES
CCC(=O)OCCC(C)C
InChI Identifier
InChI=1S/C8H16O2/c1-4-8(9)10-6-5-7(2)3/h7H,4-6H2,1-3H3
InChI KeyXAOGXQMKWQFZEM-UHFFFAOYSA-N