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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 06:22:36 UTC

Update Date

2021-09-24 06:22:36 UTC

HMDB ID

HMDB0304007

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1,2-dibutyrin

Description

1,2-dibutyrin, also known as alpha,beta-dibutyrine or (2-butanoyloxy-3-hydroxypropyl) butanoate, is a member of the class of compounds known as 1,2-diacylglycerols. 1,2-diacylglycerols are diacylglycerols containing a glycerol acylated at positions 1 and 2. 1,2-dibutyrin is soluble (in water) and a very weakly acidic compound (based on its pKa). 1,2-dibutyrin can be found in a number of food items such as swede, french plantain, roman camomile, and millet, which makes 1,2-dibutyrin a potential biomarker for the consumption of these food products.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0304007
     RDKit          3D
1,2-dibutyrin
 36 35  0  0  0  0  0  0  0  0999 V2000
    4.6092    1.2482    0.5989 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7297    0.4573    1.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0527   -0.7047    0.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1886   -0.2635   -0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1257    0.9716   -0.5235 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4666   -1.1052   -1.0910 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6441   -0.7403   -2.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4925    0.1752   -1.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3571    0.3827   -2.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6303    1.0418   -3.9605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2838   -0.4936   -0.7685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5016    0.1033    0.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9840    1.2280    0.6752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3306   -0.5780    1.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7385   -0.0189    1.4192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5817   -0.7136    2.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4945    1.5950    1.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0152    0.6107   -0.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1271    2.1763    0.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0091    1.1069    2.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3724    0.0049    2.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4899   -1.2666    1.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7991   -1.4065    0.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1638   -0.2241   -2.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2063   -1.6709   -2.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1007    1.1396   -1.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6015   -0.6227   -3.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2661    0.9693   -2.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1818    0.3854   -4.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784   -1.6601    1.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8687   -0.3364    2.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7411    1.0683    1.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1634   -0.2965    0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6291   -0.3902    2.3971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4554   -1.8117    2.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2076   -0.3609    3.4727 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
M  END


  Mrv1533005141521352D          

 16 15  0  0  0  0            999 V2000
    3.5211    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    1.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    4.0954    0.0000 O   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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  9 13  2  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
  4 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304007

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(=O)OCC(CO)OC(=O)CCC

> <INCHI_IDENTIFIER>
InChI=1S/C11H20O5/c1-3-5-10(13)15-8-9(7-12)16-11(14)6-4-2/h9,12H,3-8H2,1-2H3

> <INCHI_KEY>
AWHAUPZHZYUHOM-UHFFFAOYSA-N

> <FORMULA>
C11H20O5

> <MOLECULAR_WEIGHT>
232.276

> <EXACT_MASS>
232.131073744

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
25.144795008792546

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(butanoyloxy)-3-hydroxypropan-2-yl butanoate

> <ALOGPS_LOGP>
1.20

> <JCHEM_LOGP>
1.3334458220000005

> <ALOGPS_LOGS>
-1.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.577784012023347

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9834772731409887

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
57.2749

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(butanoyloxy)-3-hydroxypropan-2-yl butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304007
     RDKit          3D
1,2-dibutyrin
 36 35  0  0  0  0  0  0  0  0999 V2000
    4.6092    1.2482    0.5989 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7297    0.4573    1.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0527   -0.7047    0.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1886   -0.2635   -0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1257    0.9716   -0.5235 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4666   -1.1052   -1.0910 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6441   -0.7403   -2.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4925    0.1752   -1.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3571    0.3827   -2.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6303    1.0418   -3.9605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2838   -0.4936   -0.7685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5016    0.1033    0.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9840    1.2280    0.6752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3306   -0.5780    1.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7385   -0.0189    1.4192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5817   -0.7136    2.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4945    1.5950    1.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0152    0.6107   -0.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1271    2.1763    0.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0091    1.1069    2.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3724    0.0049    2.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4899   -1.2666    1.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7991   -1.4065    0.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1638   -0.2241   -2.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2063   -1.6709   -2.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1007    1.1396   -1.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6015   -0.6227   -3.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2661    0.9693   -2.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1818    0.3854   -4.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784   -1.6601    1.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8687   -0.3364    2.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7411    1.0683    1.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1634   -0.2965    0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6291   -0.3902    2.3971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4554   -1.8117    2.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2076   -0.3609    3.4727 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
M  END

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0       6.573   5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      11.907   5.335   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      15.908   6.105   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.243   6.105   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      17.242   3.795   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      14.575   3.795   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      15.908   3.025   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      10.574   7.645   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   16                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    9                                                            
CONECT   14    7   15                                                       
CONECT   15   14                                                            
CONECT   16    4                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0304007
HETATM    1  C1  UNL     1       4.609   1.248   0.599  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.730   0.457   1.509  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.053  -0.705   0.828  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.189  -0.263  -0.297  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.126   0.972  -0.524  1.00  0.00           O  
HETATM    6  O2  UNL     1       1.467  -1.105  -1.091  1.00  0.00           O  
HETATM    7  C5  UNL     1       0.644  -0.740  -2.154  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.493   0.175  -1.728  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.357   0.383  -2.971  1.00  0.00           C  
HETATM   10  O3  UNL     1      -0.630   1.042  -3.960  1.00  0.00           O  
HETATM   11  O4  UNL     1      -1.284  -0.494  -0.768  1.00  0.00           O  
HETATM   12  C8  UNL     1      -1.502   0.103   0.459  1.00  0.00           C  
HETATM   13  O5  UNL     1      -0.984   1.228   0.675  1.00  0.00           O  
HETATM   14  C9  UNL     1      -2.331  -0.578   1.490  1.00  0.00           C  
HETATM   15  C10 UNL     1      -3.738  -0.019   1.419  1.00  0.00           C  
HETATM   16  C11 UNL     1      -4.582  -0.714   2.470  1.00  0.00           C  
HETATM   17  H1  UNL     1       5.495   1.595   1.185  1.00  0.00           H  
HETATM   18  H2  UNL     1       5.015   0.611  -0.217  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.127   2.176   0.216  1.00  0.00           H  
HETATM   20  H4  UNL     1       3.009   1.107   2.045  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.372   0.005   2.316  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.490  -1.267   1.597  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.799  -1.406   0.406  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.164  -0.224  -2.983  1.00  0.00           H  
HETATM   25  H9  UNL     1       0.206  -1.671  -2.591  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.101   1.140  -1.413  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.602  -0.623  -3.354  1.00  0.00           H  
HETATM   28  H12 UNL     1      -2.266   0.969  -2.729  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.182   0.385  -4.523  1.00  0.00           H  
HETATM   30  H14 UNL     1      -2.378  -1.660   1.332  1.00  0.00           H  
HETATM   31  H15 UNL     1      -1.869  -0.336   2.475  1.00  0.00           H  
HETATM   32  H16 UNL     1      -3.741   1.068   1.612  1.00  0.00           H  
HETATM   33  H17 UNL     1      -4.163  -0.296   0.430  1.00  0.00           H  
HETATM   34  H18 UNL     1      -5.629  -0.390   2.397  1.00  0.00           H  
HETATM   35  H19 UNL     1      -4.455  -1.812   2.371  1.00  0.00           H  
HETATM   36  H20 UNL     1      -4.208  -0.361   3.473  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   22   23
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8   24   25
CONECT    8    9   11   26
CONECT    9   10   27   28
CONECT   10   29
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   30   31
CONECT   15   16   32   33
CONECT   16   34   35   36
END

HMDB0304007
     RDKit          3D
1,2-dibutyrin
 36 35  0  0  0  0  0  0  0  0999 V2000
    4.6092    1.2482    0.5989 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7297    0.4573    1.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0527   -0.7047    0.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1886   -0.2635   -0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1257    0.9716   -0.5235 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4666   -1.1052   -1.0910 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6441   -0.7403   -2.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4925    0.1752   -1.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3571    0.3827   -2.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6303    1.0418   -3.9605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2838   -0.4936   -0.7685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5016    0.1033    0.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9840    1.2280    0.6752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3306   -0.5780    1.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7385   -0.0189    1.4192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5817   -0.7136    2.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4945    1.5950    1.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0152    0.6107   -0.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1271    2.1763    0.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0091    1.1069    2.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3724    0.0049    2.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4899   -1.2666    1.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7991   -1.4065    0.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1638   -0.2241   -2.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2063   -1.6709   -2.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1007    1.1396   -1.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6015   -0.6227   -3.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2661    0.9693   -2.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1818    0.3854   -4.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784   -1.6601    1.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8687   -0.3364    2.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7411    1.0683    1.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1634   -0.2965    0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6291   -0.3902    2.3971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4554   -1.8117    2.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2076   -0.3609    3.4727 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2-Butanoyloxy-3-hydroxypropyl) butanoate	ChEBI
2,3-Dibutyrin	ChEBI
alpha,beta-Dibutyrine	ChEBI
beta-Dibutyrin	ChEBI
Glycerin-1,2-dibutyrate	ChEBI
Glycerin-alpha,beta-dibutyrin	ChEBI
Glycerol-1,2-dibutanoate	ChEBI
Glycerol-1,2-dibutyrate	ChEBI
Glycerol-alpha,beta-dibutanozte	ChEBI
Glycerol-alpha,beta-dibutyrate	ChEBI
Glycerol-alpha,beta-dibutyrin	ChEBI
(2-Butanoyloxy-3-hydroxypropyl) butanoic acid	Generator
a,b-Dibutyrine	Generator
Α,β-dibutyrine	Generator
b-Dibutyrin	Generator
Β-dibutyrin	Generator
Glycerin-1,2-dibutyric acid	Generator
Glycerin-a,b-dibutyrin	Generator
Glycerin-α,β-dibutyrin	Generator
Glycerol-1,2-dibutanoic acid	Generator
Glycerol-1,2-dibutyric acid	Generator
Glycerol-a,b-dibutanozte	Generator
Glycerol-α,β-dibutanozte	Generator
Glycerol-a,b-dibutyrate	Generator
Glycerol-a,b-dibutyric acid	Generator
Glycerol-alpha,beta-dibutyric acid	Generator
Glycerol-α,β-dibutyrate	Generator
Glycerol-α,β-dibutyric acid	Generator
Glycerol-a,b-dibutyrin	Generator
Glycerol-α,β-dibutyrin	Generator
1-(Butanoyloxy)-3-hydroxypropan-2-yl butanoic acid	Generator

Chemical Formula

C₁₁H₂₀O₅

Average Molecular Weight

232.276

Monoisotopic Molecular Weight

232.131073744

IUPAC Name

1-(butanoyloxy)-3-hydroxypropan-2-yl butanoate

Traditional Name

1-(butanoyloxy)-3-hydroxypropan-2-yl butanoate

CAS Registry Number

Not Available

SMILES

CCCC(=O)OCC(CO)OC(=O)CCC

InChI Identifier

InChI=1S/C11H20O5/c1-3-5-10(13)15-8-9(7-12)16-11(14)6-4-2/h9,12H,3-8H2,1-2H3

InChI Key

AWHAUPZHZYUHOM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Diradylglycerols

Direct Parent

1,2-diacylglycerols

Alternative Parents

Substituents

1,2-acyl-sn-glycerol
Fatty acid ester
Fatty acyl
Dicarboxylic acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

primary alcohol (CHEBI:76537 )
dibutyrin (CHEBI:76537 )
a 1,2-diacylglycerol (CPD-13040 )

Ontology

Not Available

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Peanut (FooDB: FOOD00016)
Hazelnut (FooDB: FOOD00376)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.2	ALOGPS
logP	1.33	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	14.58	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	57.27 m³·mol⁻¹	ChemAxon
Polarizability	25.14 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	157.116	32859911
AllCCS	[M+H-H2O]+	153.887	32859911
AllCCS	[M+Na]+	160.97	32859911
AllCCS	[M+NH4]+	160.109	32859911
AllCCS	[M-H]-	155.284	32859911
AllCCS	[M+Na-2H]-	156.377	32859911
AllCCS	[M+HCOO]-	157.67	32859911
DeepCCS	[M+H]+	156.757	30932474
DeepCCS	[M-H]-	154.399	30932474
DeepCCS	[M-2H]-	189.09	30932474
DeepCCS	[M+Na]+	164.602	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-dibutyrin 10V, Positive-QTOF	splash10-008a-5960000000-14fff6d3aa11810f95eb	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-dibutyrin 20V, Positive-QTOF	splash10-00fs-9610000000-6ef193d4cc4309721fc5	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-dibutyrin 40V, Positive-QTOF	splash10-0096-9100000000-b2c04154bf8b16e590c5	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-dibutyrin 10V, Negative-QTOF	splash10-00li-9430000000-513a5a0134044e96e0be	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-dibutyrin 20V, Negative-QTOF	splash10-00kr-9200000000-35c0dbee742ea4ee4e74	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-dibutyrin 40V, Negative-QTOF	splash10-00kr-9000000000-b33f262d50ca4e5d4f60	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-dibutyrin 10V, Positive-QTOF	splash10-0udi-0090000000-04241ce778c9c4bae9c3	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-dibutyrin 20V, Positive-QTOF	splash10-00kb-0890000000-31f9ef2a6174e2fb75ed	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-dibutyrin 40V, Positive-QTOF	splash10-0f6t-0890000000-a5a24cab8d041b5fa406	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-dibutyrin 10V, Positive-QTOF	splash10-0a4i-0090000000-84e8ff1db7f537103926	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-dibutyrin 20V, Positive-QTOF	splash10-0a4i-0090000000-84e8ff1db7f537103926	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,2-dibutyrin 40V, Positive-QTOF	splash10-014i-0910000000-18046d8d6474aa8ca004	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030185

KNApSAcK ID

Not Available

Chemspider ID

8352519

KEGG Compound ID

Not Available

BioCyc ID

CPD-13040

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

76537

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

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General References

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Showing metabocard for 1,2-dibutyrin (HMDB0304007)

MOL for HMDB0304007 (1,2-dibutyrin)

3D MOL for HMDB0304007 (1,2-dibutyrin)

3D SDF for HMDB0304007 (1,2-dibutyrin)

3D-SDF for HMDB0304007 (1,2-dibutyrin)

PDB for HMDB0304007 (1,2-dibutyrin)

3D PDB for HMDB0304007 (1,2-dibutyrin)

SMILES for HMDB0304007 (1,2-dibutyrin)

INCHI for HMDB0304007 (1,2-dibutyrin)

Structure for HMDB0304007 (1,2-dibutyrin)

3D Structure for HMDB0304007 (1,2-dibutyrin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra