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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2013-02-26 19:03:42 UTC

Update Date

2021-09-14 15:45:14 UTC

HMDB ID

HMDB0059777

Secondary Accession Numbers

HMDB59777

Metabolite Identification

Common Name

2,2,4-Trimethyl-1,3-pentadienol diisobutyrate

Description

2,2,4-Trimethyl-1,3-pentadienol diisobutyrate, also known as kodaflex txib, belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate is an extremely weak basic (essentially neutral) compound (based on its pKa). 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate is a potentially toxic compound. These are organic compounds containing an acyclic 2,2,4-trimethylpentane moiety.

Structure

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

HMDB0059777
     RDKit          3D
2,2,4-Trimethyl-1,3-pentadienol diisobutyrate
 50 49  0  0  0  0  0  0  0  0999 V2000
   -4.6872    0.0373    1.9320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9363   -0.0415    0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7795    1.1231    0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6056    0.0940   -0.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4124    1.0186   -1.0615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6750   -0.8102   -0.0010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017   -1.0170   -0.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062   -0.0923    0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5471    1.2908   -0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3183   -0.1391    1.5390 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0028   -0.5720   -0.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1034    0.1936   -0.2443 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044    1.0694   -0.9930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425    1.2460   -2.1562 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9671    1.7839   -0.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5763    2.6238    0.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0648    0.8129   -0.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1923   -2.0285   -0.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5785   -2.2584   -1.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2054   -2.8482    0.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6624   -0.9889    2.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5616    0.5460    2.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7272    0.5183    2.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3381   -1.0228    0.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1276    2.0228   -0.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2470    0.9428   -0.9368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5944    1.2691    0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3316   -1.1655   -1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0948   -2.0376    0.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8739    1.2782   -1.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3888    1.9328   -0.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2831    1.7987    0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9945   -0.9074    1.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8186    0.8278    1.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750   -0.0818    2.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8436   -0.2594   -1.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3793    2.4779   -1.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3649    3.3775    0.9799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4623    1.9524    1.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6136    3.1328    0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5280    0.4031   -0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7860    1.2427    0.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5752   -0.0436    0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803   -2.4432   -1.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2284   -1.4665   -0.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5222   -2.0728   -2.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9919   -3.2271   -1.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7884   -2.4059    1.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5540   -3.7452    0.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2050   -3.3413    0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
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  8  9  1  0
  8 10  1  0
  8 11  1  0
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 12 13  1  0
 13 14  2  0
 13 15  1  0
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  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
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  7 28  1  0
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  9 30  1  0
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 18 44  1  0
 19 45  1  0
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 19 47  1  0
 20 48  1  0
 20 49  1  0
 20 50  1  0
M  END

  Mrv1652304272018482D          

 20 19  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4290    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0165    2.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8415    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  2 10  1  0  0  0  0
  3 11  1  0  0  0  0
  4 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 12  1  0  0  0  0
  7 16  1  0  0  0  0
  8 16  1  0  0  0  0
  9 16  1  0  0  0  0
  9 19  1  0  0  0  0
 10 13  1  0  0  0  0
 11 14  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 13 20  1  0  0  0  0
 14 17  2  0  0  0  0
 14 19  1  0  0  0  0
 15 18  2  0  0  0  0
 15 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059777

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C(OC(=O)C(C)C)C(C)(C)COC(=O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C16H30O4/c1-10(2)13(20-15(18)12(5)6)16(7,8)9-19-14(17)11(3)4/h10-13H,9H2,1-8H3

> <INCHI_KEY>
OMVSWZDEEGIJJI-UHFFFAOYSA-N

> <FORMULA>
C16H30O4

> <MOLECULAR_WEIGHT>
286.407

> <EXACT_MASS>
286.214409448

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
32.822057459009535

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,2,4-trimethyl-1-[(2-methylpropanoyl)oxy]pentan-3-yl 2-methylpropanoate

> <ALOGPS_LOGP>
3.92

> <JCHEM_LOGP>
4.496321118000001

> <ALOGPS_LOGS>
-4.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.770491926998498

> <JCHEM_POLAR_SURFACE_AREA>
52.6

> <JCHEM_REFRACTIVITY>
78.29849999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.25e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2,4-trimethyl-1-[(2-methylpropanoyl)oxy]pentan-3-yl 2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059777
     RDKit          3D
2,2,4-Trimethyl-1,3-pentadienol diisobutyrate
 50 49  0  0  0  0  0  0  0  0999 V2000
   -4.6872    0.0373    1.9320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9363   -0.0415    0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7795    1.1231    0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6056    0.0940   -0.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4124    1.0186   -1.0615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6750   -0.8102   -0.0010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017   -1.0170   -0.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062   -0.0923    0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5471    1.2908   -0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3183   -0.1391    1.5390 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0028   -0.5720   -0.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1034    0.1936   -0.2443 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044    1.0694   -0.9930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425    1.2460   -2.1562 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9671    1.7839   -0.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5763    2.6238    0.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0648    0.8129   -0.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1923   -2.0285   -0.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5785   -2.2584   -1.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2054   -2.8482    0.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6624   -0.9889    2.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5616    0.5460    2.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7272    0.5183    2.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3381   -1.0228    0.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1276    2.0228   -0.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2470    0.9428   -0.9368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5944    1.2691    0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3316   -1.1655   -1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0948   -2.0376    0.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8739    1.2782   -1.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3888    1.9328   -0.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2831    1.7987    0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9945   -0.9074    1.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8186    0.8278    1.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750   -0.0818    2.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8436   -0.2594   -1.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3793    2.4779   -1.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3649    3.3775    0.9799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4623    1.9524    1.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6136    3.1328    0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5280    0.4031   -0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7860    1.2427    0.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5752   -0.0436    0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803   -2.4432   -1.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2284   -1.4665   -0.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5222   -2.0728   -2.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9919   -3.2271   -1.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7884   -2.4059    1.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5540   -3.7452    0.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2050   -3.3413    0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 11 18  1  0
 18 19  1  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
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  3 26  1  0
  3 27  1  0
  7 28  1  0
  7 29  1  0
  9 30  1  0
  9 31  1  0
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 10 33  1  0
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 10 35  1  0
 11 36  1  0
 15 37  1  0
 16 38  1  0
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 16 40  1  0
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 17 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 20 50  1  0
M  END

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.897   4.414   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.437   1.746   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.668   5.390   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.334   5.390   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   3.080   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   11                                                            
CONECT    5   12                                                            
CONECT    6   12                                                            
CONECT    7   16                                                            
CONECT    8   16                                                            
CONECT    9   16   19                                                       
CONECT   10    1    2   13                                                  
CONECT   11    3    4   14                                                  
CONECT   12    5    6   15                                                  
CONECT   13   10   16   20                                                  
CONECT   14   11   17   19                                                  
CONECT   15   12   18   20                                                  
CONECT   16    7    8    9   13                                             
CONECT   17   14                                                            
CONECT   18   15                                                            
CONECT   19    9   14                                                       
CONECT   20   13   15                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0059777
HETATM    1  C1  UNL     1      -4.687   0.037   1.932  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.936  -0.042   0.447  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.780   1.123   0.050  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.606   0.094  -0.266  1.00  0.00           C  
HETATM    5  O1  UNL     1      -3.412   1.019  -1.062  1.00  0.00           O  
HETATM    6  O2  UNL     1      -2.675  -0.810  -0.001  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.402  -1.017  -0.403  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.306  -0.092   0.032  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.547   1.291  -0.449  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.318  -0.139   1.539  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.003  -0.572  -0.571  1.00  0.00           C  
HETATM   12  O3  UNL     1       2.103   0.194  -0.244  1.00  0.00           O  
HETATM   13  C10 UNL     1       2.804   1.069  -0.993  1.00  0.00           C  
HETATM   14  O4  UNL     1       2.442   1.246  -2.156  1.00  0.00           O  
HETATM   15  C11 UNL     1       3.967   1.784  -0.416  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.576   2.624   0.778  1.00  0.00           C  
HETATM   17  C13 UNL     1       5.065   0.813  -0.051  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.192  -2.029  -0.666  1.00  0.00           C  
HETATM   19  C15 UNL     1       2.578  -2.258  -1.318  1.00  0.00           C  
HETATM   20  C16 UNL     1       1.205  -2.848   0.557  1.00  0.00           C  
HETATM   21  H1  UNL     1      -4.662  -0.989   2.361  1.00  0.00           H  
HETATM   22  H2  UNL     1      -5.562   0.546   2.390  1.00  0.00           H  
HETATM   23  H3  UNL     1      -3.727   0.518   2.165  1.00  0.00           H  
HETATM   24  H4  UNL     1      -5.338  -1.023   0.197  1.00  0.00           H  
HETATM   25  H5  UNL     1      -5.128   2.023  -0.000  1.00  0.00           H  
HETATM   26  H6  UNL     1      -6.247   0.943  -0.937  1.00  0.00           H  
HETATM   27  H7  UNL     1      -6.594   1.269   0.787  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.332  -1.165  -1.546  1.00  0.00           H  
HETATM   29  H9  UNL     1      -1.095  -2.038   0.043  1.00  0.00           H  
HETATM   30  H10 UNL     1      -0.874   1.278  -1.497  1.00  0.00           H  
HETATM   31  H11 UNL     1       0.389   1.933  -0.348  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.283   1.799   0.189  1.00  0.00           H  
HETATM   33  H13 UNL     1      -0.994  -0.907   1.918  1.00  0.00           H  
HETATM   34  H14 UNL     1      -0.819   0.828   1.858  1.00  0.00           H  
HETATM   35  H15 UNL     1       0.675  -0.082   2.001  1.00  0.00           H  
HETATM   36  H16 UNL     1       0.844  -0.259  -1.660  1.00  0.00           H  
HETATM   37  H17 UNL     1       4.379   2.478  -1.179  1.00  0.00           H  
HETATM   38  H18 UNL     1       4.365   3.378   0.980  1.00  0.00           H  
HETATM   39  H19 UNL     1       3.462   1.952   1.651  1.00  0.00           H  
HETATM   40  H20 UNL     1       2.614   3.133   0.601  1.00  0.00           H  
HETATM   41  H21 UNL     1       5.528   0.403  -0.965  1.00  0.00           H  
HETATM   42  H22 UNL     1       5.786   1.243   0.662  1.00  0.00           H  
HETATM   43  H23 UNL     1       4.575  -0.044   0.495  1.00  0.00           H  
HETATM   44  H24 UNL     1       0.480  -2.443  -1.408  1.00  0.00           H  
HETATM   45  H25 UNL     1       3.228  -1.466  -0.890  1.00  0.00           H  
HETATM   46  H26 UNL     1       2.522  -2.073  -2.400  1.00  0.00           H  
HETATM   47  H27 UNL     1       2.992  -3.227  -1.041  1.00  0.00           H  
HETATM   48  H28 UNL     1       0.788  -2.406   1.478  1.00  0.00           H  
HETATM   49  H29 UNL     1       0.554  -3.745   0.363  1.00  0.00           H  
HETATM   50  H30 UNL     1       2.205  -3.341   0.771  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4   24
CONECT    3   25   26   27
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8   28   29
CONECT    8    9   10   11
CONECT    9   30   31   32
CONECT   10   33   34   35
CONECT   11   12   18   36
CONECT   12   13
CONECT   13   14   14   15
CONECT   15   16   17   37
CONECT   16   38   39   40
CONECT   17   41   42   43
CONECT   18   19   20   44
CONECT   19   45   46   47
CONECT   20   48   49   50
END

HMDB0059777
     RDKit          3D
2,2,4-Trimethyl-1,3-pentadienol diisobutyrate
 50 49  0  0  0  0  0  0  0  0999 V2000
   -4.6872    0.0373    1.9320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9363   -0.0415    0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7795    1.1231    0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6056    0.0940   -0.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4124    1.0186   -1.0615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6750   -0.8102   -0.0010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017   -1.0170   -0.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062   -0.0923    0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5471    1.2908   -0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3183   -0.1391    1.5390 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0028   -0.5720   -0.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1034    0.1936   -0.2443 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044    1.0694   -0.9930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425    1.2460   -2.1562 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9671    1.7839   -0.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5763    2.6238    0.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0648    0.8129   -0.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1923   -2.0285   -0.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5785   -2.2584   -1.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2054   -2.8482    0.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6624   -0.9889    2.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5616    0.5460    2.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7272    0.5183    2.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3381   -1.0228    0.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1276    2.0228   -0.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2470    0.9428   -0.9368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5944    1.2691    0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3316   -1.1655   -1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0948   -2.0376    0.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8739    1.2782   -1.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3888    1.9328   -0.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2831    1.7987    0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9945   -0.9074    1.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8186    0.8278    1.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750   -0.0818    2.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8436   -0.2594   -1.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3793    2.4779   -1.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3649    3.3775    0.9799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4623    1.9524    1.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6136    3.1328    0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5280    0.4031   -0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7860    1.2427    0.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5752   -0.0436    0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803   -2.4432   -1.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2284   -1.4665   -0.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5222   -2.0728   -2.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9919   -3.2271   -1.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7884   -2.4059    1.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5540   -3.7452    0.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2050   -3.3413    0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 11 18  1  0
 18 19  1  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  7 28  1  0
  7 29  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 20 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,2,4-Trimethyl-1,3-pentadienol diisobutyric acid	Generator
Kodaflex txib	HMDB
2,2,4-Trimethyl-1,3-pentanediol diisobutyrate	HMDB
2,2,4-Trimethyl-1-[(2-methylpropanoyl)oxy]pentan-3-yl 2-methylpropanoic acid	Generator

Chemical Formula

C₁₆H₃₀O₄

Average Molecular Weight

286.407

Monoisotopic Molecular Weight

286.214409448

IUPAC Name

2,2,4-trimethyl-1-[(2-methylpropanoyl)oxy]pentan-3-yl 2-methylpropanoate

Traditional Name

2,2,4-trimethyl-1-[(2-methylpropanoyl)oxy]pentan-3-yl 2-methylpropanoate

CAS Registry Number

Not Available

SMILES

CC(C)C(OC(=O)C(C)C)C(C)(C)COC(=O)C(C)C

InChI Identifier

InChI=1S/C16H30O4/c1-10(2)13(20-15(18)12(5)6)16(7,8)9-19-14(17)11(3)4/h10-13H,9H2,1-8H3

InChI Key

OMVSWZDEEGIJJI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Dicarboxylic acids and derivatives

Direct Parent

Dicarboxylic acids and derivatives

Alternative Parents

Substituents

Dicarboxylic acid or derivatives
Carboxylic acid ester
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 22284503)
Feces (PMID: 23454028)

Cellular substructure

Membrane (HMDB: HMDB0059777)

Source

Exogenous

Exogenous (HMDB: HMDB0059777)

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
Water Solubility	0.022 g/L	ALOGPS
logP	3.92	ALOGPS
logP	4.5	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	78.3 m³·mol⁻¹	ChemAxon
Polarizability	32.82 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
DarkChem	[M+H]+	170.421	31661259
DarkChem	[M-H]-	163.839	31661259
DeepCCS	[M+H]+	170.503	30932474
DeepCCS	[M-H]-	168.145	30932474
DeepCCS	[M-2H]-	201.403	30932474
DeepCCS	[M+Na]+	176.63	30932474
AllCCS	[M+H]+	167.2	32859911
AllCCS	[M+H-H2O]+	164.5	32859911
AllCCS	[M+NH4]+	169.7	32859911
AllCCS	[M+Na]+	170.4	32859911
AllCCS	[M-H]-	175.6	32859911
AllCCS	[M+Na-2H]-	176.7	32859911
AllCCS	[M+HCOO]-	178.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,2,4-Trimethyl-1,3-pentadienol diisobutyrate	CC(C)C(OC(=O)C(C)C)C(C)(C)COC(=O)C(C)C	1849.2	Standard polar	33892256
2,2,4-Trimethyl-1,3-pentadienol diisobutyrate	CC(C)C(OC(=O)C(C)C)C(C)(C)COC(=O)C(C)C	1575.5	Standard non polar	33892256
2,2,4-Trimethyl-1,3-pentadienol diisobutyrate	CC(C)C(OC(=O)C(C)C)C(C)(C)COC(=O)C(C)C	1574.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9320000000-45edf1349978e3e851e3	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate Orbitrap 12V, positive-QTOF	splash10-0a4i-0009000000-dd955c12c283c9d496a3	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate Orbitrap 13V, positive-QTOF	splash10-0a4i-0209000000-cc825cb93e30e80ed689	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate Orbitrap 15V, positive-QTOF	splash10-0bt9-3609000000-f3741c9036886ba96f4d	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate Orbitrap 17V, positive-QTOF	splash10-02t9-9703000000-c2e7e53100a859988508	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate Orbitrap 21V, positive-QTOF	splash10-014i-9100000000-aa588e35931c2777bfa8	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate Orbitrap 26V, positive-QTOF	splash10-014i-9000000000-c506707519903fd11c05	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate n/a 20V, positive-QTOF	splash10-00di-0190000000-2c58c8574692967bff49	2020-07-22	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate 10V, Positive-QTOF	splash10-000b-3970000000-50044bbe0f1809f8f660	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate 20V, Positive-QTOF	splash10-006t-7910000000-0b27b73ceaa44735ba18	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate 40V, Positive-QTOF	splash10-00dl-9200000000-0dd681ac8eaafe9efc13	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate 10V, Negative-QTOF	splash10-000i-2290000000-656e107d310f0608ffb9	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate 20V, Negative-QTOF	splash10-000i-9540000000-2c499101a60e88230bb4	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate 40V, Negative-QTOF	splash10-00kr-9400000000-7a2db006e7bb84b8411f	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate 10V, Positive-QTOF	splash10-01p2-1940000000-7e183af9d9a542495b22	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate 20V, Positive-QTOF	splash10-0kmi-8900000000-77b6cb754bd14e31bff4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate 40V, Positive-QTOF	splash10-00di-9300000000-ec26ff2045858945f0e2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate 10V, Negative-QTOF	splash10-00kr-0490000000-f417cafcb8b97a0b794f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate 20V, Negative-QTOF	splash10-014v-2930000000-1bb85cabecbb0f9f11d1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate 40V, Negative-QTOF	splash10-000i-9300000000-10c1c2804ecaa17eb13c	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	23454028	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	22284503	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Nonalcoholic fatty liver disease (NAFLD)	23454028	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Breast cancer	22284503	details

Associated Disorders and Diseases

Disease References

Nonalcoholic fatty liver disease
Raman M, Ahmed I, Gillevet PM, Probert CS, Ratcliffe NM, Smith S, Greenwood R, Sikaroodi M, Lam V, Crotty P, Bailey J, Myers RP, Rioux KP: Fecal microbiome and volatile organic compound metabolome in obese humans with nonalcoholic fatty liver disease. Clin Gastroenterol Hepatol. 2013 Jul;11(7):868-75.e1-3. doi: 10.1016/j.cgh.2013.02.015. Epub 2013 Feb 27. [PubMed:23454028 ]
Perillyl alcohol administration for cancer treatment
Silva CL, Passos M, Camara JS: Solid phase microextraction, mass spectrometry and metabolomic approaches for detection of potential urinary cancer biomarkers--a powerful strategy for breast cancer diagnosis. Talanta. 2012 Jan 30;89:360-8. doi: 10.1016/j.talanta.2011.12.041. Epub 2011 Dec 22. [PubMed:22284503 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23284

PDB ID

Not Available

ChEBI ID

Not Available

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)

Not Available

General References

Not Available

Showing metabocard for 2,2,4-Trimethyl-1,3-pentadienol diisobutyrate (HMDB0059777)

MOL for HMDB0059777 (2,2,4-Trimethyl-1,3-pentadienol diisobutyrate)

3D MOL for HMDB0059777 (2,2,4-Trimethyl-1,3-pentadienol diisobutyrate)

3D SDF for HMDB0059777 (2,2,4-Trimethyl-1,3-pentadienol diisobutyrate)

3D-SDF for HMDB0059777 (2,2,4-Trimethyl-1,3-pentadienol diisobutyrate)

PDB for HMDB0059777 (2,2,4-Trimethyl-1,3-pentadienol diisobutyrate)

3D PDB for HMDB0059777 (2,2,4-Trimethyl-1,3-pentadienol diisobutyrate)

SMILES for HMDB0059777 (2,2,4-Trimethyl-1,3-pentadienol diisobutyrate)

INCHI for HMDB0059777 (2,2,4-Trimethyl-1,3-pentadienol diisobutyrate)

Structure for HMDB0059777 (2,2,4-Trimethyl-1,3-pentadienol diisobutyrate)

3D Structure for HMDB0059777 (2,2,4-Trimethyl-1,3-pentadienol diisobutyrate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra