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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:52 UTC

Update Date

2022-03-07 02:49:15 UTC

HMDB ID

HMDB0002396

Secondary Accession Numbers

HMDB02396

Metabolite Identification

Common Name

Trimethyltridecanoic acid

Description

Trimethyltridecanoic acid is the presumed breakdown product of the beta-oxidation of pristanic acid. Trimethyltridecanoic acid is a normal dietary constituent and has been reported to be present in human milk. Whether it's apparent accumulation in some patients with peroxisomal disease is secondary to the large increase in pristanic acid concentration in those individuals or whether its presence is indicative of their inability to oxidise this fatty acid is not known. (PMID: 2452737 , Eur J Pediatr. 1988 Feb;147(2):143-7.).

Structure

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

HMDB0002396
     RDKit          3D
Trimethyltridecanoic acid
 50 49  0  0  0  0  0  0  0  0999 V2000
   -6.1997    1.4955   -0.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8383    0.7484   -0.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1180   -0.6092    0.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8550    1.5320    0.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4549    1.0558    0.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2145   -0.2550    1.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7036   -0.5722    1.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5657   -1.9107    1.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0167   -0.3788   -0.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4711   -0.7046   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0513   -0.4704   -1.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4776   -0.7233   -1.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9099   -2.1477   -1.3202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5105    0.2525   -1.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5760    0.6345    0.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7392    1.5932    0.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8780    1.0764    0.3381 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5713    2.9302    0.5356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9660    2.5589   -0.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7273    1.1668   -1.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6884    1.2459    0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5419    0.5940   -1.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7461   -0.6598    1.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6830   -1.3911   -0.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2350   -0.7784    0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2813    1.6287    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8626    2.6062   -0.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0844    0.9650   -0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8275    1.8380    0.9359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5862   -0.3539    2.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5985   -1.1282    0.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3393    0.1834    1.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3431   -2.0161    2.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4650   -2.1067    2.4157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5718   -2.7004    0.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5242   -0.9553   -0.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1386    0.7094   -0.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8857   -0.0312    0.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6099   -1.7348    0.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8375    0.5793   -1.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4761   -1.0950   -2.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5552   -0.7478   -2.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1257   -2.8277   -1.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8589   -2.3254   -1.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0504   -2.3426   -0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5518   -0.1567   -1.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4923    1.1849   -1.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8017   -0.2282    0.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6990    1.2416    0.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3610    3.5311    0.6133 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 18 50  1  0
M  END


  Mrv0541 02231219312D          

 18 17  0  0  0  0            999 V2000
   27.7666  -13.2201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0522  -11.9826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0512  -13.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9089  -13.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1936  -13.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7657  -12.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3369  -12.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1945  -12.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9081  -12.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4802  -13.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6224  -13.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6234  -12.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3378  -13.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0512  -14.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9089  -14.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4791  -12.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1936  -14.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0522  -12.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0  0  0  0
  2 18  2  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3 14  1  0  0  0  0
  4  8  1  0  0  0  0
  4 12  1  0  0  0  0
  4 15  1  0  0  0  0
  5  9  1  0  0  0  0
  5 16  1  0  0  0  0
  5 17  1  0  0  0  0
  6 10  1  0  0  0  0
  7 11  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002396

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CCCC(C)CCCC(C)CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H32O2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16(17)18/h13-15H,5-12H2,1-4H3,(H,17,18)

> <INCHI_KEY>
FUYCAQNCWDAOLQ-UHFFFAOYSA-N

> <FORMULA>
C16H32O2

> <MOLECULAR_WEIGHT>
256.4241

> <EXACT_MASS>
256.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
33.09087535867657

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,8,12-trimethyltridecanoic acid

> <ALOGPS_LOGP>
5.94

> <JCHEM_LOGP>
5.783934071666668

> <ALOGPS_LOGS>
-5.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.044406408929313

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
76.92639999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.17e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trimethyltridecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002396
     RDKit          3D
Trimethyltridecanoic acid
 50 49  0  0  0  0  0  0  0  0999 V2000
   -6.1997    1.4955   -0.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8383    0.7484   -0.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1180   -0.6092    0.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8550    1.5320    0.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4549    1.0558    0.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2145   -0.2550    1.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7036   -0.5722    1.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5657   -1.9107    1.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0167   -0.3788   -0.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4711   -0.7046   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0513   -0.4704   -1.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4776   -0.7233   -1.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9099   -2.1477   -1.3202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5105    0.2525   -1.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5760    0.6345    0.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7392    1.5932    0.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8780    1.0764    0.3381 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5713    2.9302    0.5356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9660    2.5589   -0.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7273    1.1668   -1.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6884    1.2459    0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5419    0.5940   -1.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7461   -0.6598    1.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6830   -1.3911   -0.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2350   -0.7784    0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2813    1.6287    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8626    2.6062   -0.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0844    0.9650   -0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8275    1.8380    0.9359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5862   -0.3539    2.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5985   -1.1282    0.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3393    0.1834    1.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3431   -2.0161    2.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4650   -2.1067    2.4157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5718   -2.7004    0.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5242   -0.9553   -0.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1386    0.7094   -0.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8857   -0.0312    0.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6099   -1.7348    0.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8375    0.5793   -1.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4761   -1.0950   -2.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5552   -0.7478   -2.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1257   -2.8277   -1.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8589   -2.3254   -1.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0504   -2.3426   -0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5518   -0.1567   -1.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4923    1.1849   -1.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8017   -0.2282    0.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6990    1.2416    0.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3610    3.5311    0.6133 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 18 50  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      51.831 -24.678   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      50.497 -22.368   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      41.162 -24.678   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      46.497 -24.678   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      35.828 -24.678   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      42.496 -23.907   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      39.829 -23.907   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      45.163 -23.907   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      37.162 -23.907   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      43.830 -24.678   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      38.495 -24.678   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      47.830 -23.907   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      49.164 -24.678   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      41.162 -26.217   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      46.497 -26.217   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      34.494 -23.907   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      35.828 -26.217   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      50.497 -23.907   0.000  0.00  0.00           C+0
CONECT    1   18                                                            
CONECT    2   18                                                            
CONECT    3    6    7   14                                                  
CONECT    4    8   12   15                                                  
CONECT    5    9   16   17                                                  
CONECT    6    3   10                                                       
CONECT    7    3   11                                                       
CONECT    8    4   10                                                       
CONECT    9    5   11                                                       
CONECT   10    6    8                                                       
CONECT   11    7    9                                                       
CONECT   12    4   13                                                       
CONECT   13   12   18                                                       
CONECT   14    3                                                            
CONECT   15    4                                                            
CONECT   16    5                                                            
CONECT   17    5                                                            
CONECT   18    1    2   13                                                  
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0002396
HETATM    1  C1  UNL     1      -6.200   1.495  -0.454  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.838   0.748  -0.447  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.118  -0.609   0.182  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.855   1.532   0.328  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.455   1.056   0.436  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.214  -0.255   1.062  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.704  -0.572   1.162  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.566  -1.911   1.796  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.017  -0.379  -0.137  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.471  -0.705  -0.065  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.051  -0.470  -1.407  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.478  -0.723  -1.630  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.910  -2.148  -1.320  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.511   0.252  -1.267  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.576   0.634   0.184  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.739   1.593   0.361  1.00  0.00           C  
HETATM   17  O1  UNL     1       6.878   1.076   0.338  1.00  0.00           O  
HETATM   18  O2  UNL     1       5.571   2.930   0.536  1.00  0.00           O  
HETATM   19  H1  UNL     1      -5.966   2.559  -0.523  1.00  0.00           H  
HETATM   20  H2  UNL     1      -6.727   1.167  -1.349  1.00  0.00           H  
HETATM   21  H3  UNL     1      -6.688   1.246   0.490  1.00  0.00           H  
HETATM   22  H4  UNL     1      -4.542   0.594  -1.480  1.00  0.00           H  
HETATM   23  H5  UNL     1      -4.746  -0.660   1.197  1.00  0.00           H  
HETATM   24  H6  UNL     1      -4.683  -1.391  -0.443  1.00  0.00           H  
HETATM   25  H7  UNL     1      -6.235  -0.778   0.207  1.00  0.00           H  
HETATM   26  H8  UNL     1      -4.281   1.629   1.390  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.863   2.606  -0.072  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.084   0.965  -0.648  1.00  0.00           H  
HETATM   29  H11 UNL     1      -1.827   1.838   0.936  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.586  -0.354   2.087  1.00  0.00           H  
HETATM   31  H13 UNL     1      -2.599  -1.128   0.460  1.00  0.00           H  
HETATM   32  H14 UNL     1      -0.339   0.183   1.924  1.00  0.00           H  
HETATM   33  H15 UNL     1       0.343  -2.016   2.427  1.00  0.00           H  
HETATM   34  H16 UNL     1      -1.465  -2.107   2.416  1.00  0.00           H  
HETATM   35  H17 UNL     1      -0.572  -2.700   0.993  1.00  0.00           H  
HETATM   36  H18 UNL     1      -0.524  -0.955  -0.929  1.00  0.00           H  
HETATM   37  H19 UNL     1      -0.139   0.709  -0.416  1.00  0.00           H  
HETATM   38  H20 UNL     1       1.886  -0.031   0.683  1.00  0.00           H  
HETATM   39  H21 UNL     1       1.610  -1.735   0.317  1.00  0.00           H  
HETATM   40  H22 UNL     1       1.837   0.579  -1.766  1.00  0.00           H  
HETATM   41  H23 UNL     1       1.476  -1.095  -2.170  1.00  0.00           H  
HETATM   42  H24 UNL     1       3.555  -0.748  -2.814  1.00  0.00           H  
HETATM   43  H25 UNL     1       3.126  -2.828  -1.712  1.00  0.00           H  
HETATM   44  H26 UNL     1       4.859  -2.325  -1.857  1.00  0.00           H  
HETATM   45  H27 UNL     1       4.050  -2.343  -0.261  1.00  0.00           H  
HETATM   46  H28 UNL     1       5.552  -0.157  -1.497  1.00  0.00           H  
HETATM   47  H29 UNL     1       4.492   1.185  -1.896  1.00  0.00           H  
HETATM   48  H30 UNL     1       4.802  -0.228   0.827  1.00  0.00           H  
HETATM   49  H31 UNL     1       3.699   1.242   0.503  1.00  0.00           H  
HETATM   50  H32 UNL     1       6.361   3.531   0.613  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    4   22
CONECT    3   23   24   25
CONECT    4    5   26   27
CONECT    5    6   28   29
CONECT    6    7   30   31
CONECT    7    8    9   32
CONECT    8   33   34   35
CONECT    9   10   36   37
CONECT   10   11   38   39
CONECT   11   12   40   41
CONECT   12   13   14   42
CONECT   13   43   44   45
CONECT   14   15   46   47
CONECT   15   16   48   49
CONECT   16   17   17   18
CONECT   18   50
END

HMDB0002396
     RDKit          3D
Trimethyltridecanoic acid
 50 49  0  0  0  0  0  0  0  0999 V2000
   -6.1997    1.4955   -0.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8383    0.7484   -0.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1180   -0.6092    0.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8550    1.5320    0.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4549    1.0558    0.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2145   -0.2550    1.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7036   -0.5722    1.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5657   -1.9107    1.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0167   -0.3788   -0.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4711   -0.7046   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0513   -0.4704   -1.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4776   -0.7233   -1.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9099   -2.1477   -1.3202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5105    0.2525   -1.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5760    0.6345    0.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7392    1.5932    0.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8780    1.0764    0.3381 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5713    2.9302    0.5356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9660    2.5589   -0.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7273    1.1668   -1.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6884    1.2459    0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5419    0.5940   -1.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7461   -0.6598    1.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6830   -1.3911   -0.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2350   -0.7784    0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2813    1.6287    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8626    2.6062   -0.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0844    0.9650   -0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8275    1.8380    0.9359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5862   -0.3539    2.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5985   -1.1282    0.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3393    0.1834    1.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3431   -2.0161    2.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4650   -2.1067    2.4157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5718   -2.7004    0.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5242   -0.9553   -0.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1386    0.7094   -0.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8857   -0.0312    0.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6099   -1.7348    0.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8375    0.5793   -1.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4761   -1.0950   -2.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5552   -0.7478   -2.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1257   -2.8277   -1.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8589   -2.3254   -1.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0504   -2.3426   -0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5518   -0.1567   -1.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4923    1.1849   -1.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8017   -0.2282    0.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6990    1.2416    0.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3610    3.5311    0.6133 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 18 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4,8,12-TMTD	ChEBI
4,8,12-Tri-me 13:0	ChEBI
4,8,12-Tri-me C13:0	ChEBI
4,8,12-Trimethyldecylic acid	ChEBI
Trimethyldecanoic acid	ChEBI
4,8,12-Trimethyldecylate	Generator
Trimethyldecanoate	Generator
Trimethyltridecanoate	Generator
4,8,12-Trimethyl-tridecanoate	HMDB, Generator
4,8,12-Trimethyl-tridecanoic acid	HMDB
4,8,12-Trimethyltridecanoate	HMDB
4,8,12-Trimethyltridecanoic acid	HMDB, MeSH

Chemical Formula

C₁₆H₃₂O₂

Average Molecular Weight

256.4241

Monoisotopic Molecular Weight

256.240230268

IUPAC Name

4,8,12-trimethyltridecanoic acid

Traditional Name

trimethyltridecanoic acid

CAS Registry Number

10339-73-8

SMILES

CC(C)CCCC(C)CCCC(C)CCC(O)=O

InChI Identifier

InChI=1S/C16H32O2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16(17)18/h13-15H,5-12H2,1-4H3,(H,17,18)

InChI Key

FUYCAQNCWDAOLQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Farsesane sesquiterpenoid
Long-chain fatty acid
Branched fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Carbonyl group
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty acid (CHEBI:58966 )
methyl-branched fatty acid (CHEBI:58966 )
Branched fatty acids (LMFA01020249 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002396)

Source

Endogenous

Endogenous (HMDB: HMDB0002396)

Animal

Animal (HMDB: HMDB0002396)

Exogenous

Food

Food (HMDB: HMDB0002396)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0002396)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0002396)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0002396)

Lipid metabolism pathway (HMDB: HMDB0002396)

Cellular process

Cell signaling (HMDB: HMDB0002396)

Biochemical process

Lipid transport (HMDB: HMDB0002396)

Role

Biological role

Energy source (HMDB: HMDB0002396)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0002396)

Physical Properties

State

Solid

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	0.00052 g/L	ALOGPS
logP	5.94	ALOGPS
logP	5.78	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	5.04	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	76.93 m³·mol⁻¹	ChemAxon
Polarizability	33.09 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	165.294	31661259
DarkChem	[M-H]-	162.036	31661259
DeepCCS	[M+H]+	167.057	30932474
DeepCCS	[M-H]-	163.037	30932474
DeepCCS	[M-2H]-	200.664	30932474
DeepCCS	[M+Na]+	176.328	30932474
AllCCS	[M+H]+	173.2	32859911
AllCCS	[M+H-H2O]+	170.0	32859911
AllCCS	[M+NH4]+	176.1	32859911
AllCCS	[M+Na]+	176.9	32859911
AllCCS	[M-H]-	171.7	32859911
AllCCS	[M+Na-2H]-	173.2	32859911
AllCCS	[M+HCOO]-	174.9	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.	9.64 minutes	32390414
Predicted by Siyang on May 30, 2022	23.3999 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.11 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	34.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2971.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	753.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	278.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	423.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	563.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1136.0 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	1021.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	172.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2001.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	704.5 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	2080.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	727.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	537.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	716.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	614.6 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	8.1 seconds	40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Trimethyltridecanoic acid,1TMS,isomer #1	CC(C)CCCC(C)CCCC(C)CCC(=O)O[Si](C)(C)C	1881.4	Semi standard non polar	33892256
Trimethyltridecanoic acid,1TMS,isomer #1	CC(C)CCCC(C)CCCC(C)CCC(=O)O[Si](C)(C)C	1886.1	Standard non polar	33892256
Trimethyltridecanoic acid,1TMS,isomer #1	CC(C)CCCC(C)CCCC(C)CCC(=O)O[Si](C)(C)C	1926.5	Standard polar	33892256
Trimethyltridecanoic acid,1TBDMS,isomer #1	CC(C)CCCC(C)CCCC(C)CCC(=O)O[Si](C)(C)C(C)(C)C	2113.4	Semi standard non polar	33892256
Trimethyltridecanoic acid,1TBDMS,isomer #1	CC(C)CCCC(C)CCCC(C)CCC(=O)O[Si](C)(C)C(C)(C)C	2057.6	Standard non polar	33892256
Trimethyltridecanoic acid,1TBDMS,isomer #1	CC(C)CCCC(C)CCCC(C)CCC(=O)O[Si](C)(C)C(C)(C)C	2078.3	Standard polar	33892256

Spectra

Biological Properties

Cellular Locations

Extracellular
Membrane (predicted from logP)

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

FDB022994

KNApSAcK ID

Not Available

Chemspider ID

133527

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

151503

PDB ID

Not Available

ChEBI ID

58966

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Spath, Ernst; Kesztler, Friedrich. Natural coumarins. XXXI. Constitution of ammoresinol. Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen (1937), 70B 1255-8.

Material Safety Data Sheet (MSDS)

Not Available

General References

Poulos A, Sharp P, Fellenberg AJ, Johnson DW: Accumulation of pristanic acid (2, 6, 10, 14 tetramethylpentadecanoic acid) in the plasma of patients with generalised peroxisomal dysfunction. Eur J Pediatr. 1988 Feb;147(2):143-7. [PubMed:2452737 ]

Showing metabocard for Trimethyltridecanoic acid (HMDB0002396)

MOL for HMDB0002396 (Trimethyltridecanoic acid)

3D MOL for HMDB0002396 (Trimethyltridecanoic acid)

3D SDF for HMDB0002396 (Trimethyltridecanoic acid)

3D-SDF for HMDB0002396 (Trimethyltridecanoic acid)

PDB for HMDB0002396 (Trimethyltridecanoic acid)

3D PDB for HMDB0002396 (Trimethyltridecanoic acid)

SMILES for HMDB0002396 (Trimethyltridecanoic acid)

INCHI for HMDB0002396 (Trimethyltridecanoic acid)

Structure for HMDB0002396 (Trimethyltridecanoic acid)

3D Structure for HMDB0002396 (Trimethyltridecanoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized