MiMeDB: Showing metabocard for 1,2,3-tributanoylglycerol (MMDBc0054137)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 22:54:51 UTC

Update Date

2025-01-16 01:05:49 UTC

Metabolite ID

MMDBc0054137

Metabolite Identification

Common Name

1,2,3-tributanoylglycerol

Description

Glycerol tributanoate is a flavouring agent

Structure

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

HMDB0031094
     RDKit          3D
Glycerol tributanoate
 47 46  0  0  0  0  0  0  0  0999 V2000
   -4.0496   -3.0165    1.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1776   -3.6576    0.0733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3798   -2.6015   -0.6688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4923   -1.8593    0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4615   -2.2144    1.4612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7032   -0.8061   -0.1347 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1619   -0.0699    0.6941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8173    1.0113   -0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4057    0.4460   -1.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5092   -0.3232   -1.3879 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8629   -1.5468   -0.9398 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9926   -2.2255   -0.3593 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2242   -2.1352   -1.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2641   -1.3869   -0.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0286   -1.3170    1.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3265    1.8338   -0.5275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3330    3.1425   -0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6247    3.5750    0.5701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4948    4.0147   -0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3740    4.0607    0.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6027    4.8910    0.5848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9361   -1.9039    1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1117   -3.2859    0.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7410   -3.3617    2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4441   -4.3215    0.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7582   -4.2714   -0.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0658   -1.9565   -1.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7003   -3.1550   -1.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8626   -0.6376    1.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5742    0.4536    1.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4773    1.6475    0.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6360    1.3542   -2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5642   -0.0349   -2.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5602   -2.1937   -2.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2256   -3.1901   -0.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2218   -1.9769   -0.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4500   -0.3809   -0.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1521   -0.6841    1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9702   -0.8901    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9090   -2.3389    1.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1401    5.0211   -0.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0123    3.5520   -1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7205    4.4229    1.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6059    3.0084    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3775    5.7949   -0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3987    4.2927    0.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9387    5.2207    1.6114 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
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
  8 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
M  END


  Mrv0541 08271307202D          

 21 20  0  0  0  0            999 V2000
   -4.8395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7342   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816    0.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0197   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816    0.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3052   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671   -0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1618   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5526   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6961   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5908   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671   -1.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6961   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5908   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -1.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8763   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5526   -1.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 12 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16 13  2  0  0  0  0
 17 14  2  0  0  0  0
 18 15  2  0  0  0  0
 19 10  1  0  0  0  0
 19 13  1  0  0  0  0
 20 11  1  0  0  0  0
 20 14  1  0  0  0  0
 21 12  1  0  0  0  0
 21 15  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054137

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O6/c1-4-7-13(16)19-10-12(21-15(18)9-6-3)11-20-14(17)8-5-2/h12H,4-11H2,1-3H3

> <INCHI_KEY>
UYXTWWCETRIEDR-UHFFFAOYSA-N

> <FORMULA>
C15H26O6

> <MOLECULAR_WEIGHT>
302.3633

> <EXACT_MASS>
302.172938564

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
32.967592969103634

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3-bis(butanoyloxy)propan-2-yl butanoate

> <ALOGPS_LOGP>
2.71

> <JCHEM_LOGP>
2.9196757443333334

> <ALOGPS_LOGS>
-2.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.565759760414948

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
75.65429999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tributyrin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031094
     RDKit          3D
Glycerol tributanoate
 47 46  0  0  0  0  0  0  0  0999 V2000
   -4.0496   -3.0165    1.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1776   -3.6576    0.0733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3798   -2.6015   -0.6688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4923   -1.8593    0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4615   -2.2144    1.4612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7032   -0.8061   -0.1347 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1619   -0.0699    0.6941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8173    1.0113   -0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4057    0.4460   -1.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5092   -0.3232   -1.3879 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8629   -1.5468   -0.9398 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9926   -2.2255   -0.3593 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2242   -2.1352   -1.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2641   -1.3869   -0.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0286   -1.3170    1.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3265    1.8338   -0.5275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3330    3.1425   -0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6247    3.5750    0.5701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4948    4.0147   -0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3740    4.0607    0.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6027    4.8910    0.5848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9361   -1.9039    1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1117   -3.2859    0.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7410   -3.3617    2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4441   -4.3215    0.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7582   -4.2714   -0.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0658   -1.9565   -1.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7003   -3.1550   -1.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8626   -0.6376    1.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5742    0.4536    1.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4773    1.6475    0.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6360    1.3542   -2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5642   -0.0349   -2.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5602   -2.1937   -2.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2256   -3.1901   -0.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2218   -1.9769   -0.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4500   -0.3809   -0.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1521   -0.6841    1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9702   -0.8901    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9090   -2.3389    1.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1401    5.0211   -0.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0123    3.5520   -1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7205    4.4229    1.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6059    3.0084    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3775    5.7949   -0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3987    4.2927    0.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9387    5.2207    1.6114 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
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
  8 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
M  END

HEADER    PROTEIN                                 27-AUG-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-AUG-13         0                                  
HETATM    1  C   UNK     0      -9.034  -4.565   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.971  -4.565   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.699   1.595   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.700  -5.335   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.637  -5.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.699   0.055   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.366  -4.565   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.303  -4.565   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.365  -0.715   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.365  -5.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.302  -5.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.032  -4.565   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.033  -5.335   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.969  -5.335   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.365  -2.255   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.033  -6.875   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.969  -6.875   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -3.699  -3.025   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -3.699  -4.565   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.636  -4.565   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.032  -3.025   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3    6                                                            
CONECT    4    1    7                                                       
CONECT    5    2    8                                                       
CONECT    6    3    9                                                       
CONECT    7    4   13                                                       
CONECT    8    5   14                                                       
CONECT    9    6   15                                                       
CONECT   10   12   19                                                       
CONECT   11   12   20                                                       
CONECT   12   10   11   21                                                  
CONECT   13    7   16   19                                                  
CONECT   14    8   17   20                                                  
CONECT   15    9   18   21                                                  
CONECT   16   13                                                            
CONECT   17   14                                                            
CONECT   18   15                                                            
CONECT   19   10   13                                                       
CONECT   20   11   14                                                       
CONECT   21   12   15                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0031094
HETATM    1  C1  UNL     1      -4.050  -3.017   1.125  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.178  -3.658   0.073  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.380  -2.602  -0.669  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.492  -1.859   0.258  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.462  -2.214   1.461  1.00  0.00           O  
HETATM    6  O2  UNL     1      -0.703  -0.806  -0.135  1.00  0.00           O  
HETATM    7  C5  UNL     1       0.162  -0.070   0.694  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.817   1.011  -0.142  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.406   0.446  -1.388  1.00  0.00           C  
HETATM   10  O3  UNL     1       2.509  -0.323  -1.388  1.00  0.00           O  
HETATM   11  C8  UNL     1       2.863  -1.547  -0.940  1.00  0.00           C  
HETATM   12  O4  UNL     1       1.993  -2.225  -0.359  1.00  0.00           O  
HETATM   13  C9  UNL     1       4.224  -2.135  -1.093  1.00  0.00           C  
HETATM   14  C10 UNL     1       5.264  -1.387  -0.328  1.00  0.00           C  
HETATM   15  C11 UNL     1       5.029  -1.317   1.160  1.00  0.00           C  
HETATM   16  O5  UNL     1      -0.326   1.834  -0.528  1.00  0.00           O  
HETATM   17  C12 UNL     1      -0.333   3.142  -0.112  1.00  0.00           C  
HETATM   18  O6  UNL     1       0.625   3.575   0.570  1.00  0.00           O  
HETATM   19  C13 UNL     1      -1.495   4.015  -0.492  1.00  0.00           C  
HETATM   20  C14 UNL     1      -2.374   4.061   0.752  1.00  0.00           C  
HETATM   21  C15 UNL     1      -3.603   4.891   0.585  1.00  0.00           C  
HETATM   22  H1  UNL     1      -3.936  -1.904   1.051  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.112  -3.286   0.929  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.741  -3.362   2.127  1.00  0.00           H  
HETATM   25  H4  UNL     1      -2.444  -4.322   0.577  1.00  0.00           H  
HETATM   26  H5  UNL     1      -3.758  -4.271  -0.627  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.066  -1.957  -1.229  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.700  -3.155  -1.380  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.863  -0.638   1.278  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.574   0.454   1.430  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.477   1.647   0.431  1.00  0.00           H  
HETATM   32  H11 UNL     1       1.636   1.354  -2.051  1.00  0.00           H  
HETATM   33  H12 UNL     1       0.564  -0.035  -2.017  1.00  0.00           H  
HETATM   34  H13 UNL     1       4.560  -2.194  -2.144  1.00  0.00           H  
HETATM   35  H14 UNL     1       4.226  -3.190  -0.721  1.00  0.00           H  
HETATM   36  H15 UNL     1       6.222  -1.977  -0.443  1.00  0.00           H  
HETATM   37  H16 UNL     1       5.450  -0.381  -0.763  1.00  0.00           H  
HETATM   38  H17 UNL     1       4.152  -0.684   1.434  1.00  0.00           H  
HETATM   39  H18 UNL     1       5.970  -0.890   1.615  1.00  0.00           H  
HETATM   40  H19 UNL     1       4.909  -2.339   1.543  1.00  0.00           H  
HETATM   41  H20 UNL     1      -1.140   5.021  -0.773  1.00  0.00           H  
HETATM   42  H21 UNL     1      -2.012   3.552  -1.348  1.00  0.00           H  
HETATM   43  H22 UNL     1      -1.721   4.423   1.588  1.00  0.00           H  
HETATM   44  H23 UNL     1      -2.606   3.008   1.019  1.00  0.00           H  
HETATM   45  H24 UNL     1      -3.377   5.795  -0.020  1.00  0.00           H  
HETATM   46  H25 UNL     1      -4.399   4.293   0.105  1.00  0.00           H  
HETATM   47  H26 UNL     1      -3.939   5.221   1.611  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4   27   28
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8   29   30
CONECT    8    9   16   31
CONECT    9   10   32   33
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   14   34   35
CONECT   14   15   36   37
CONECT   15   38   39   40
CONECT   16   17
CONECT   17   18   18   19
CONECT   19   20   41   42
CONECT   20   21   43   44
CONECT   21   45   46   47
END

HMDB0031094
     RDKit          3D
Glycerol tributanoate
 47 46  0  0  0  0  0  0  0  0999 V2000
   -4.0496   -3.0165    1.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1776   -3.6576    0.0733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3798   -2.6015   -0.6688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4923   -1.8593    0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4615   -2.2144    1.4612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7032   -0.8061   -0.1347 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1619   -0.0699    0.6941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8173    1.0113   -0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4057    0.4460   -1.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5092   -0.3232   -1.3879 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8629   -1.5468   -0.9398 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9926   -2.2255   -0.3593 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2242   -2.1352   -1.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2641   -1.3869   -0.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0286   -1.3170    1.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3265    1.8338   -0.5275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3330    3.1425   -0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6247    3.5750    0.5701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4948    4.0147   -0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3740    4.0607    0.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6027    4.8910    0.5848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9361   -1.9039    1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1117   -3.2859    0.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7410   -3.3617    2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4441   -4.3215    0.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7582   -4.2714   -0.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0658   -1.9565   -1.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7003   -3.1550   -1.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8626   -0.6376    1.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5742    0.4536    1.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4773    1.6475    0.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6360    1.3542   -2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5642   -0.0349   -2.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5602   -2.1937   -2.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2256   -3.1901   -0.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2218   -1.9769   -0.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4500   -0.3809   -0.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1521   -0.6841    1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9702   -0.8901    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9090   -2.3389    1.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1401    5.0211   -0.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0123    3.5520   -1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7205    4.4229    1.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6059    3.0084    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3775    5.7949   -0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3987    4.2927    0.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9387    5.2207    1.6114 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
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
  8 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
M  END

Synonyms

Value	Source
1,2,3-Propanetriol, tributyrate	ChEBI
1,2,3-Propanetriyl tributanoate	ChEBI
1,2,3-Tributanoylglycerol	ChEBI
1,2,3-Tributyrylglycerol	ChEBI
2,3-Bis(butyryloxy)propyl butyrate	ChEBI
Butanoic acid, 1,2,3-propanetriyl ester	ChEBI
Butyrin	ChEBI
Butyryl triglyceride	ChEBI
Glycerin tributyrate	ChEBI
Glycerol tributyrate	ChEBI
Glyceroltributyrin	ChEBI
Glyceryl tributyrate	ChEBI
Propane-1,2,3-triyl tributyrate	ChEBI
Tri-N-butyrin	ChEBI
Tributin	ChEBI
Tributyryl glyceride	ChEBI
1,2,3-Propanetriol, tributyric acid	Generator
1,2,3-Propanetriyl tributanoic acid	Generator
2,3-Bis(butyryloxy)propyl butyric acid	Generator
Butanoate, 1,2,3-propanetriyl ester	Generator
Glycerin tributyric acid	Generator
Glycerol tributyric acid	Generator
Glyceryl tributyric acid	Generator
Propane-1,2,3-triyl tributyric acid	Generator
Glycerol tributanoic acid	Generator
Tributyrylglycerol	MeSH
Butyric acid triester with glycerin	HMDB
FEMA 2223	HMDB
Kodaflex	HMDB
NSC 661583	HMDB
Tri-butyrin	HMDB
Tributyrin	HMDB
Tributyrinine	HMDB
Tributyrl glyceride	HMDB
Tributyroin	HMDB
Glycerol tributanoate	ChEBI

Molecular Formula

C₁₅H₂₆O₆

Average Mass

302.3633

Monoisotopic Mass

302.172938564

IUPAC Name

1,3-bis(butanoyloxy)propan-2-yl butanoate

Traditional Name

tributyrin

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C15H26O6/c1-4-7-13(16)19-10-12(21-15(18)9-6-3)11-20-14(17)8-5-2/h12H,4-11H2,1-3H3

InChI Key

UYXTWWCETRIEDR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Triradylcglycerols

Direct Parent

Triacylglycerols

Alternative Parents

Substituents

Triacyl-sn-glycerol
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

butyrate ester (CHEBI:35020 )
triglyceride (CHEBI:35020 )
Triacylglycerols (C13870 )
a triacylglycerol (CPD-13014 )

Functional Ontology

Not Available

Physical Properties

State

Liquid

Predicted Properties

Property	Value	Source
Water Solubility	0.32 g/L	ALOGPS
logP	2.71	ALOGPS
logP	2.92	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.9 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	75.65 m³·mol⁻¹	ChemAxon
Polarizability	32.97 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

Spectra

Not Available

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Actinobacteria	1	Human
Eukaryota/Fungi	Ascomycota	1

Exposure Sources

Other Exposures

Source Type	Data Source	Reference
Drugs - Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox
Food Additive	U.S. Food and Drug Administration	FDA

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0031094

DrugBank ID

DB12709

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB003099

KNApSAcK ID

Not Available

Chemspider ID

13849665

KEGG Compound ID

C13870

BioCyc ID

CPD-13014

BiGG ID

Not Available

Wikipedia Link

Butyrin

METLIN ID

Not Available

PubChem Compound

6050

PDB ID

Not Available

ChEBI ID

35020

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Lookene A, Bengtsson-Olivecrona G: Chymotryptic cleavage of lipoprotein lipase. Identification of cleavage sites and functional studies of the truncated molecule. Eur J Biochem. 1993 Apr 1;213(1):185-94. doi: 10.1111/j.1432-1033.1993.tb17747.x. [PubMed:8477692 ]
Ghosh S, Strum JC, Bell RM: Lipid biochemistry: functions of glycerolipids and sphingolipids in cellular signaling. FASEB J. 1997 Jan;11(1):45-50. doi: 10.1096/fasebj.11.1.9034165. [PubMed:9034165 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
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. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
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. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
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 ]
Kobayashi R, Hirano N, Kanaya S, Haruki M: Enhancement of the enzymatic activity of Escherichia coli acetyl esterase by a double mutation obtained by random mutagenesis. Biosci Biotechnol Biochem. 2012;76(11):2082-8. doi: 10.1271/bbb.120430. Epub 2012 Nov 7. [PubMed:23132590 ]
Heidor R, Ortega JF, de Conti A, Ong TP, Moreno FS: Anticarcinogenic actions of tributyrin, a butyric acid prodrug. Curr Drug Targets. 2012 Dec;13(14):1720-9. doi: 10.2174/138945012804545443. [PubMed:23140283 ]
Biver S, Vandenbol M: Characterization of three new carboxylic ester hydrolases isolated by functional screening of a forest soil metagenomic library. J Ind Microbiol Biotechnol. 2013 Feb;40(2):191-200. doi: 10.1007/s10295-012-1217-7. Epub 2012 Nov 18. [PubMed:23160923 ]
Feng X, Patterson DA, Balaban M, Emanuelsson EA: Enabling the utilization of wool as an enzyme support: enhancing the activity and stability of lipase immobilized onto woolen cloth. Colloids Surf B Biointerfaces. 2013 Feb 1;102:526-33. doi: 10.1016/j.colsurfb.2012.08.037. Epub 2012 Sep 4. [PubMed:23174670 ]
Lesot P, Serhan Z, Aroulanda C, Billault I: Analytical contribution of NAD 2D-NMR spectroscopy in polypeptide mesophases to the investigation of triglycerides. Magn Reson Chem. 2012 Dec;50 Suppl 1:S2-11. doi: 10.1002/mrc.3855. [PubMed:23280656 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
Linda T. Welson (2006). Triglycerides and Cholesterol Research. Nova Science Publishers Inc..

Showing metabocard for 1,2,3-tributanoylglycerol (MMDBc0054137)

MOL for #<Metabolite:0x00007f923938da88>

3D MOL for #<Metabolite:0x00007f923938da88>

3D SDF for #<Metabolite:0x00007f923938da88>

3D-SDF for #<Metabolite:0x00007f923938da88>

PDB for #<Metabolite:0x00007f923938da88>

3D PDB for #<Metabolite:0x00007f923938da88>

SMILES for #<Metabolite:0x00007f923938da88>

INCHI for #<Metabolite:0x00007f923938da88>

Structure for #<Metabolite:0x00007f923938da88>

3D Structure for #<Metabolite:0x00007f923938da88>