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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:41:09 UTC

Update Date

2022-03-07 02:52:50 UTC

HMDB ID

HMDB0031125

Secondary Accession Numbers

HMDB31125

Metabolite Identification

Common Name

Glycerol trihexanoate

Description

Glycerol trihexanoate, also known as glycerol tricaproic acid or 1,2,3-tricaproylglycerol, 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. Based on a literature review a significant number of articles have been published on Glycerol trihexanoate.

Structure

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


  Mrv0541 05061305442D          

 27 26  0  0  0  0            999 V2000
   -6.0770   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3546   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5046    1.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6401   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5046    0.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6480   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9256   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7901    0.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9336   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2112   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7901   -0.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2191   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4967   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0757   -1.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0757   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3533   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3612   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5046   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7822   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0757   -1.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5046   -4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7822   -4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7901   -2.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7901   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0677   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3612   -2.3349    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
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 18 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22 19  2  0  0  0  0
 23 20  2  0  0  0  0
 24 21  2  0  0  0  0
 25 16  1  0  0  0  0
 25 19  1  0  0  0  0
 26 17  1  0  0  0  0
 26 20  1  0  0  0  0
 27 18  1  0  0  0  0
 27 21  1  0  0  0  0
M  END

HMDB0031125
     RDKit          3D
Glycerol trihexanoate
 65 64  0  0  0  0  0  0  0  0999 V2000
    7.4433    0.7899   -2.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0379    0.2111   -1.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5182    0.5826   -0.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1193    0.0492   -0.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1485    0.6000   -1.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7956    0.0409   -1.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6484   -0.7509   -0.0475 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6914    0.3496   -1.7658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6002   -0.1173   -1.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1494    0.2911   -0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5369   -0.2917   -0.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5322   -1.6969   -0.1925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7073   -2.4218   -0.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7532   -1.7409    0.1820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7479   -3.9056   -0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1798   -4.3377    0.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3578   -5.8304   -0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5454   -6.5733    0.8985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8007   -8.0693    0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1782    1.7073   -0.0962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4787    2.4093    0.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2421    1.7729    1.6614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5403    3.8990    0.9598 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3208    4.4097    2.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1929    5.9164    2.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6201    6.5906    0.8580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0607    6.3165    0.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7819    0.6506   -3.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1027    0.2506   -1.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4044    1.8555   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0737   -0.8753   -1.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4119    0.6406   -2.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5010    1.6964   -0.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2268    0.2187    0.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8139    0.2829    0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1898   -1.0604   -0.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1755    1.6894   -1.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4395    0.2648   -2.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5751   -1.2375   -1.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2913    0.1374   -2.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4749   -0.1078    0.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8551   -0.0112    0.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1950    0.2016   -0.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0289   -4.4063    0.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4906   -4.2094   -1.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8004   -3.8811   -0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5591   -4.0424    1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4441   -6.0308    0.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1246   -6.1860   -1.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4730   -6.3451    0.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8782   -6.3556    1.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8111   -8.2654    1.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8274   -8.2905   -0.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0617   -8.6729    1.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1192    4.2642   -0.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5687    4.2736    1.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3511    4.0512    2.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1541    4.0587    3.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7012    6.3229    3.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8931    6.1580    2.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5320    7.6853    1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0661    6.2961    0.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3611    5.3002    0.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944    7.0643    1.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1996    6.4138   -0.5745 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
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 10 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 19 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 24 58  1  0
 25 59  1  0
 25 60  1  0
 26 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 27 65  1  0
M  END


  Mrv0541 05061305442D          

 27 26  0  0  0  0            999 V2000
   -6.0770   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3546   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5046    1.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6401   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5046    0.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6480   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9256   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7901    0.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9336   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2112   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7901   -0.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2191   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4967   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0757   -1.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0757   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3533   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3612   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5046   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7822   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0757   -1.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5046   -4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7822   -4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7901   -2.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7901   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0677   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3612   -2.3349    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
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 18 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22 19  2  0  0  0  0
 23 20  2  0  0  0  0
 24 21  2  0  0  0  0
 25 16  1  0  0  0  0
 25 19  1  0  0  0  0
 26 17  1  0  0  0  0
 26 20  1  0  0  0  0
 27 18  1  0  0  0  0
 27 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031125

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC(=O)OCC(COC(=O)CCCCC)OC(=O)CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C21H38O6/c1-4-7-10-13-19(22)25-16-18(27-21(24)15-12-9-6-3)17-26-20(23)14-11-8-5-2/h18H,4-17H2,1-3H3

> <INCHI_KEY>
MAYCICSNZYXLHB-UHFFFAOYSA-N

> <FORMULA>
C21H38O6

> <MOLECULAR_WEIGHT>
386.5228

> <EXACT_MASS>
386.266838948

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
45.192392367876565

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3-bis(hexanoyloxy)propan-2-yl hexanoate

> <ALOGPS_LOGP>
5.17

> <JCHEM_LOGP>
5.587087734333333

> <ALOGPS_LOGS>
-5.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.565867972254278

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
103.26029999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.98e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tricaproin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031125
     RDKit          3D
Glycerol trihexanoate
 65 64  0  0  0  0  0  0  0  0999 V2000
    7.4433    0.7899   -2.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0379    0.2111   -1.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5182    0.5826   -0.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1193    0.0492   -0.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1485    0.6000   -1.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7956    0.0409   -1.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6484   -0.7509   -0.0475 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6914    0.3496   -1.7658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6002   -0.1173   -1.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1494    0.2911   -0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5369   -0.2917   -0.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5322   -1.6969   -0.1925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7073   -2.4218   -0.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7532   -1.7409    0.1820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7479   -3.9056   -0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1798   -4.3377    0.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3578   -5.8304   -0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5454   -6.5733    0.8985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8007   -8.0693    0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1782    1.7073   -0.0962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4787    2.4093    0.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2421    1.7729    1.6614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5403    3.8990    0.9598 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3208    4.4097    2.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1929    5.9164    2.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6201    6.5906    0.8580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0607    6.3165    0.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7819    0.6506   -3.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1027    0.2506   -1.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4044    1.8555   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0737   -0.8753   -1.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4119    0.6406   -2.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5010    1.6964   -0.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2268    0.2187    0.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8139    0.2829    0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1898   -1.0604   -0.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1755    1.6894   -1.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4395    0.2648   -2.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5751   -1.2375   -1.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2913    0.1374   -2.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4749   -0.1078    0.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8551   -0.0112    0.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1950    0.2016   -0.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0289   -4.4063    0.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4906   -4.2094   -1.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8004   -3.8811   -0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5591   -4.0424    1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4441   -6.0308    0.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1246   -6.1860   -1.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4730   -6.3451    0.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8782   -6.3556    1.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8111   -8.2654    1.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8274   -8.2905   -0.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0617   -8.6729    1.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1192    4.2642   -0.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5687    4.2736    1.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3511    4.0512    2.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1541    4.0587    3.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7012    6.3229    3.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8931    6.1580    2.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5320    7.6853    1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0661    6.2961    0.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3611    5.3002    0.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944    7.0643    1.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1996    6.4138   -0.5745 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
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 10 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 19 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 24 58  1  0
 25 59  1  0
 25 60  1  0
 26 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 27 65  1  0
M  END

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     -11.344  -5.898   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.995  -5.898   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.675   2.572   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.010  -6.668   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.662  -6.668   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.675   1.032   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.676  -5.898   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.328  -5.898   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.342   0.262   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.343  -6.668   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.994  -6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.342  -1.278   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.009  -5.898   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.661  -5.898   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.008  -2.048   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.008  -6.668   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.659  -6.668   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.674  -5.898   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.675  -6.668   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.327  -6.668   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.008  -3.588   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.675  -8.208   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.327  -8.208   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -3.342  -4.358   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -3.342  -5.898   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.993  -5.898   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.674  -4.358   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   10                                                       
CONECT    8    5   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   13                                                       
CONECT   11    8   14                                                       
CONECT   12    9   15                                                       
CONECT   13   10   19                                                       
CONECT   14   11   20                                                       
CONECT   15   12   21                                                       
CONECT   16   18   25                                                       
CONECT   17   18   26                                                       
CONECT   18   16   17   27                                                  
CONECT   19   13   22   25                                                  
CONECT   20   14   23   26                                                  
CONECT   21   15   24   27                                                  
CONECT   22   19                                                            
CONECT   23   20                                                            
CONECT   24   21                                                            
CONECT   25   16   19                                                       
CONECT   26   17   20                                                       
CONECT   27   18   21                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   52    0
END

COMPND    HMDB0031125
HETATM    1  C1  UNL     1       7.443   0.790  -2.003  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.038   0.211  -1.870  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.518   0.583  -0.504  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.119   0.049  -0.275  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.148   0.600  -1.292  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.796   0.041  -1.014  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.648  -0.751  -0.047  1.00  0.00           O  
HETATM    8  O2  UNL     1       0.691   0.350  -1.766  1.00  0.00           O  
HETATM    9  C7  UNL     1      -0.600  -0.117  -1.581  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.149   0.291  -0.235  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.537  -0.292  -0.056  1.00  0.00           C  
HETATM   12  O3  UNL     1      -2.532  -1.697  -0.193  1.00  0.00           O  
HETATM   13  C10 UNL     1      -3.707  -2.422  -0.063  1.00  0.00           C  
HETATM   14  O4  UNL     1      -4.753  -1.741   0.182  1.00  0.00           O  
HETATM   15  C11 UNL     1      -3.748  -3.906  -0.200  1.00  0.00           C  
HETATM   16  C12 UNL     1      -5.180  -4.338   0.003  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.358  -5.830  -0.115  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.545  -6.573   0.898  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.801  -8.069   0.697  1.00  0.00           C  
HETATM   20  O5  UNL     1      -1.178   1.707  -0.096  1.00  0.00           O  
HETATM   21  C16 UNL     1      -0.479   2.409   0.852  1.00  0.00           C  
HETATM   22  O6  UNL     1       0.242   1.773   1.661  1.00  0.00           O  
HETATM   23  C17 UNL     1      -0.540   3.899   0.960  1.00  0.00           C  
HETATM   24  C18 UNL     1       0.321   4.410   2.082  1.00  0.00           C  
HETATM   25  C19 UNL     1       0.193   5.916   2.117  1.00  0.00           C  
HETATM   26  C20 UNL     1       0.620   6.591   0.858  1.00  0.00           C  
HETATM   27  C21 UNL     1       2.061   6.317   0.526  1.00  0.00           C  
HETATM   28  H1  UNL     1       7.782   0.651  -3.052  1.00  0.00           H  
HETATM   29  H2  UNL     1       8.103   0.251  -1.296  1.00  0.00           H  
HETATM   30  H3  UNL     1       7.404   1.856  -1.725  1.00  0.00           H  
HETATM   31  H4  UNL     1       6.074  -0.875  -1.966  1.00  0.00           H  
HETATM   32  H5  UNL     1       5.412   0.641  -2.664  1.00  0.00           H  
HETATM   33  H6  UNL     1       5.501   1.696  -0.463  1.00  0.00           H  
HETATM   34  H7  UNL     1       6.227   0.219   0.253  1.00  0.00           H  
HETATM   35  H8  UNL     1       3.814   0.283   0.745  1.00  0.00           H  
HETATM   36  H9  UNL     1       4.190  -1.060  -0.347  1.00  0.00           H  
HETATM   37  H10 UNL     1       3.175   1.689  -1.289  1.00  0.00           H  
HETATM   38  H11 UNL     1       3.440   0.265  -2.315  1.00  0.00           H  
HETATM   39  H12 UNL     1      -0.575  -1.238  -1.567  1.00  0.00           H  
HETATM   40  H13 UNL     1      -1.291   0.137  -2.410  1.00  0.00           H  
HETATM   41  H14 UNL     1      -0.475  -0.108   0.544  1.00  0.00           H  
HETATM   42  H15 UNL     1      -2.855  -0.011   0.977  1.00  0.00           H  
HETATM   43  H16 UNL     1      -3.195   0.202  -0.801  1.00  0.00           H  
HETATM   44  H17 UNL     1      -3.029  -4.406   0.450  1.00  0.00           H  
HETATM   45  H18 UNL     1      -3.491  -4.209  -1.258  1.00  0.00           H  
HETATM   46  H19 UNL     1      -5.800  -3.881  -0.803  1.00  0.00           H  
HETATM   47  H20 UNL     1      -5.559  -4.042   1.013  1.00  0.00           H  
HETATM   48  H21 UNL     1      -6.444  -6.031   0.030  1.00  0.00           H  
HETATM   49  H22 UNL     1      -5.125  -6.186  -1.140  1.00  0.00           H  
HETATM   50  H23 UNL     1      -3.473  -6.345   0.788  1.00  0.00           H  
HETATM   51  H24 UNL     1      -4.878  -6.356   1.931  1.00  0.00           H  
HETATM   52  H25 UNL     1      -5.811  -8.265   1.098  1.00  0.00           H  
HETATM   53  H26 UNL     1      -4.827  -8.291  -0.386  1.00  0.00           H  
HETATM   54  H27 UNL     1      -4.062  -8.673   1.234  1.00  0.00           H  
HETATM   55  H28 UNL     1      -0.119   4.264  -0.023  1.00  0.00           H  
HETATM   56  H29 UNL     1      -1.569   4.274   1.040  1.00  0.00           H  
HETATM   57  H30 UNL     1       1.351   4.051   2.041  1.00  0.00           H  
HETATM   58  H31 UNL     1      -0.154   4.059   3.045  1.00  0.00           H  
HETATM   59  H32 UNL     1       0.701   6.323   3.020  1.00  0.00           H  
HETATM   60  H33 UNL     1      -0.893   6.158   2.269  1.00  0.00           H  
HETATM   61  H34 UNL     1       0.532   7.685   1.022  1.00  0.00           H  
HETATM   62  H35 UNL     1      -0.066   6.296   0.038  1.00  0.00           H  
HETATM   63  H36 UNL     1       2.361   5.300   0.802  1.00  0.00           H  
HETATM   64  H37 UNL     1       2.694   7.064   1.070  1.00  0.00           H  
HETATM   65  H38 UNL     1       2.200   6.414  -0.574  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6   37   38
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   39   40
CONECT   10   11   20   41
CONECT   11   12   42   43
CONECT   12   13
CONECT   13   14   14   15
CONECT   15   16   44   45
CONECT   16   17   46   47
CONECT   17   18   48   49
CONECT   18   19   50   51
CONECT   19   52   53   54
CONECT   20   21
CONECT   21   22   22   23
CONECT   23   24   55   56
CONECT   24   25   57   58
CONECT   25   26   59   60
CONECT   26   27   61   62
CONECT   27   63   64   65
END

HMDB0031125
     RDKit          3D
Glycerol trihexanoate
 65 64  0  0  0  0  0  0  0  0999 V2000
    7.4433    0.7899   -2.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0379    0.2111   -1.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5182    0.5826   -0.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1193    0.0492   -0.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1485    0.6000   -1.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7956    0.0409   -1.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6484   -0.7509   -0.0475 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6914    0.3496   -1.7658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6002   -0.1173   -1.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1494    0.2911   -0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5369   -0.2917   -0.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5322   -1.6969   -0.1925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7073   -2.4218   -0.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7532   -1.7409    0.1820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7479   -3.9056   -0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1798   -4.3377    0.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3578   -5.8304   -0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5454   -6.5733    0.8985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8007   -8.0693    0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1782    1.7073   -0.0962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4787    2.4093    0.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2421    1.7729    1.6614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5403    3.8990    0.9598 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3208    4.4097    2.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1929    5.9164    2.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6201    6.5906    0.8580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0607    6.3165    0.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7819    0.6506   -3.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1027    0.2506   -1.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4044    1.8555   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0737   -0.8753   -1.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4119    0.6406   -2.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5010    1.6964   -0.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2268    0.2187    0.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8139    0.2829    0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1898   -1.0604   -0.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1755    1.6894   -1.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4395    0.2648   -2.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5751   -1.2375   -1.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2913    0.1374   -2.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4749   -0.1078    0.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8551   -0.0112    0.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1950    0.2016   -0.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0289   -4.4063    0.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4906   -4.2094   -1.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8004   -3.8811   -0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5591   -4.0424    1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4441   -6.0308    0.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1246   -6.1860   -1.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4730   -6.3451    0.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8782   -6.3556    1.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8111   -8.2654    1.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8274   -8.2905   -0.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0617   -8.6729    1.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1192    4.2642   -0.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5687    4.2736    1.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3511    4.0512    2.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1541    4.0587    3.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7012    6.3229    3.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8931    6.1580    2.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5320    7.6853    1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0661    6.2961    0.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3611    5.3002    0.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944    7.0643    1.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1996    6.4138   -0.5745 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
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 10 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 19 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 24 58  1  0
 25 59  1  0
 25 60  1  0
 26 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 27 65  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,2,3-Propanetriyl hexanoate	ChEBI
1,2,3-Tricaproylglycerol	ChEBI
1,2,3-Trihexanoylglycerol	ChEBI
Caproic triglyceride	ChEBI
Glycerol tricaproate	ChEBI
Glycerol tricapronate	ChEBI
Glyceryl tricaproate	ChEBI
Hexanoic acid, 1,2,3-propanetriyl ester	ChEBI
Propane-1,2,3-triyl tricaproate	ChEBI
TG 6:0/6:0/6:0	ChEBI
Tricaproylglycerol	ChEBI
Trihexanoin	ChEBI
Trihexanoyl glycerol	ChEBI
Trihexanoylglycerol	ChEBI
1,2,3-Propanetriyl hexanoic acid	Generator
Glycerol tricaproic acid	Generator
Glycerol tricapronic acid	Generator
Glyceryl tricaproic acid	Generator
Hexanoate, 1,2,3-propanetriyl ester	Generator
Propane-1,2,3-triyl tricaproic acid	Generator
Glycerol trihexanoic acid	Generator
1,2,3-Propanetriyl hexanoate, 9ci	HMDB
2,3-Bis(hexanoyloxy)propyl hexanoate	HMDB
Hexanoic acid, 1,1',1''-(1,2,3-propanetriyl) ester	HMDB
Hexanoin, tri- (6ci,7ci,8ci)	HMDB
Palmitic acid triglyceride	HMDB
Tri-hexanoin	HMDB
Tri-N-caproin	HMDB
Tricaproin	HMDB, MeSH
Tricapronin	HMDB
Glycerol trihexanoate	ChEBI

Chemical Formula

C₂₁H₃₈O₆

Average Molecular Weight

386.5228

Monoisotopic Molecular Weight

386.266838948

IUPAC Name

1,3-bis(hexanoyloxy)propan-2-yl hexanoate

Traditional Name

tricaproin

CAS Registry Number

621-70-5

SMILES

CCCCCC(=O)OCC(COC(=O)CCCCC)OC(=O)CCCCC

InChI Identifier

InChI=1S/C21H38O6/c1-4-7-10-13-19(22)25-16-18(27-21(24)15-12-9-6-3)17-26-20(23)14-11-8-5-2/h18H,4-17H2,1-3H3

InChI Key

MAYCICSNZYXLHB-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

triglyceride (CHEBI:77386 )

Ontology

Physiological effect

Health effect

Metabolic disorder

Metabolic syndrome (HMDB: HMDB0031125)
Obesity (HMDB: HMDB0031125)

Cancer

Cancer (HMDB: HMDB0031125)

Circulatory system disorder

Vascular disorder

Atherosclerosis (HMDB: HMDB0031125)

Disposition

Biological location

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0031125)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0031125)

Tissue

Connective tissue

Adipose tissue (HMDB: HMDB0031125)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031125)

Source

Endogenous

Endogenous (HMDB: HMDB0031125)

Animal

Animal (HMDB: HMDB0031125)

Exogenous

Food

Food (HMDB: HMDB0031125)

Exogenous (HMDB: HMDB0031125)

Process

Role

Biological role

Energy source (HMDB: HMDB0031125)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031125)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-25 °C	Not Available
Boiling Point	244.00 °C. @ 28.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.00045 mg/mL at 37 °C	Not Available
LogP	6.330 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.002 g/L	ALOGPS
logP	5.17	ALOGPS
logP	5.59	ChemAxon
logS	-5.3	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	20	ChemAxon
Refractivity	103.26 m³·mol⁻¹	ChemAxon
Polarizability	45.19 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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
DarkChem	[M+H]+	194.487	31661259
DarkChem	[M-H]-	190.065	31661259
DeepCCS	[M+H]+	203.728	30932474
DeepCCS	[M-H]-	201.178	30932474
DeepCCS	[M-2H]-	234.475	30932474
DeepCCS	[M+Na]+	210.071	30932474
AllCCS	[M+H]+	205.0	32859911
AllCCS	[M+H-H2O]+	203.1	32859911
AllCCS	[M+NH4]+	206.8	32859911
AllCCS	[M+Na]+	207.3	32859911
AllCCS	[M-H]-	192.1	32859911
AllCCS	[M+Na-2H]-	193.5	32859911
AllCCS	[M+HCOO]-	195.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
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.	10.64 minutes	32390414
Predicted by Siyang on May 30, 2022	23.7088 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.87 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3671.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	604.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	264.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	279.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	651.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1140.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1129.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	86.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2149.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	724.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2290.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	747.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	542.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	483.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	589.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glycerol trihexanoate	CCCCCC(=O)OCC(COC(=O)CCCCC)OC(=O)CCCCC	3311.5	Standard polar	33892256
Glycerol trihexanoate	CCCCCC(=O)OCC(COC(=O)CCCCC)OC(=O)CCCCC	2210.1	Standard non polar	33892256
Glycerol trihexanoate	CCCCCC(=O)OCC(COC(=O)CCCCC)OC(=O)CCCCC	2472.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Glycerol trihexanoate EI-B (Non-derivatized)	splash10-0002-9210000000-e1acb93f9236c9e10ee9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Glycerol trihexanoate EI-B (Non-derivatized)	splash10-0002-9210000000-e1acb93f9236c9e10ee9	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glycerol trihexanoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol trihexanoate 10V, Positive-QTOF	splash10-0udi-0000900000-834b543b9718b80d19d1	2017-10-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol trihexanoate 20V, Positive-QTOF	splash10-0udi-0000900000-834b543b9718b80d19d1	2017-10-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol trihexanoate 40V, Positive-QTOF	splash10-00dr-0096100000-39a438a5e5330aaea92f	2017-10-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol trihexanoate 10V, Positive-QTOF	splash10-0006-0009000000-5b40326d818ee25d5c9b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol trihexanoate 20V, Positive-QTOF	splash10-0006-0009000000-5b40326d818ee25d5c9b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol trihexanoate 40V, Positive-QTOF	splash10-00i6-0999000000-64fe40fc3e4080c6a565	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol trihexanoate 10V, Positive-QTOF	splash10-0udi-0000900000-b5c4315871e78c41d6e6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol trihexanoate 20V, Positive-QTOF	splash10-0udi-0000900000-b5c4315871e78c41d6e6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol trihexanoate 40V, Positive-QTOF	splash10-00dr-1096100000-f2f1ac181de172f3fa11	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol trihexanoate 10V, Negative-QTOF	splash10-00ks-7935000000-48c5531a3bd6ac853486	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol trihexanoate 20V, Negative-QTOF	splash10-00kr-1910000000-a502f9ee4045ea09e257	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol trihexanoate 40V, Negative-QTOF	splash10-00rl-0900000000-54db3f8f586f690119b8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol trihexanoate 10V, Positive-QTOF	splash10-000i-0159000000-740d092cc1aa657de564	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol trihexanoate 20V, Positive-QTOF	splash10-00dr-2984000000-5dd0c12bdedb0b9a4648	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol trihexanoate 40V, Positive-QTOF	splash10-00tb-8900000000-76bfb88accef073525f3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol trihexanoate 10V, Positive-QTOF	splash10-0a4i-0000900000-d2fcbd1373fc25d7a083	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol trihexanoate 20V, Positive-QTOF	splash10-0a4i-0000900000-d2fcbd1373fc25d7a083	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol trihexanoate 40V, Positive-QTOF	splash10-0a4i-0000900000-d2fcbd1373fc25d7a083	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

FDB003136

KNApSAcK ID

Not Available

Chemspider ID

11633

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12131

PDB ID

Not Available

ChEBI ID

77386

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1416221

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Ogundero VW: Hydrolysis of vegetable oils and triglycerides by thermotolerant and zoopathogenic species of Aspergillus from Nigerian palm produce. Mycopathologia. 1982 Jan 15;77(1):43-6. [PubMed:7040975 ]
Granon S, Semeriva M: Effect of taurodeoxycholate, colipase and temperature on the interfacial inactivation of porcine pancreatic lipase. Eur J Biochem. 1980 Oct;111(1):117-24. [PubMed:7439178 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [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. 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. 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 ]
Ghosh S, Strum JC, Bell RM: Lipid biochemistry: functions of glycerolipids and sphingolipids in cellular signaling. FASEB J. 1997 Jan;11(1):45-50. [PubMed:9034165 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. 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 Glycerol trihexanoate (HMDB0031125)

MOL for HMDB0031125 (Glycerol trihexanoate)

3D MOL for HMDB0031125 (Glycerol trihexanoate)

3D SDF for HMDB0031125 (Glycerol trihexanoate)

3D-SDF for HMDB0031125 (Glycerol trihexanoate)

PDB for HMDB0031125 (Glycerol trihexanoate)

3D PDB for HMDB0031125 (Glycerol trihexanoate)

SMILES for HMDB0031125 (Glycerol trihexanoate)

INCHI for HMDB0031125 (Glycerol trihexanoate)

Structure for HMDB0031125 (Glycerol trihexanoate)

3D Structure for HMDB0031125 (Glycerol trihexanoate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra