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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:01 UTC

HMDB ID

HMDB0000394

Secondary Accession Numbers

HMDB00394

Metabolite Identification

Common Name

3-Hydroxytetradecanedioic acid

Description

3-Hydroxytetradecanedioic acid is an unusual 3-hydroxydicarboxylic acid human metabolite found occasionally in urine. (PMID 2925825 ) High levels of 3-Hydroxytetradecanedioic acid (and other 3-hydroxydicarboxylic acids) were detected in the urine of a patient with 3-hydroxydicarboxylic aciduria (PMID 1507493 ), due to acute intoxication associated with hopantenate occurs owing to pantothenic acid deficiency or the inhibition of CoA-requiring reactions during stress, i.e., infection, prolonged fasting, or malnutrition (PMID 2026687 ), and in a patient with thanatophoric dysplasia due to enhanced but incomplete oxidation of fatty acid, a consequence of a heterozygous point mutation, S249C in the fibroblast growth factor receptor 3 gene. (PMID 11879084 ).

Structure

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

HMDB0000394
     RDKit          3D
3-Hydroxytetradecanedioic acid
 45 44  0  0  0  0  0  0  0  0999 V2000
    7.6412   -0.3821    0.5414 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2654   -0.2344   -0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2092   -0.1080   -1.6398 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8188   -0.2073   -0.9454 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0064   -0.3406    0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5386   -0.3021   -0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6941   -0.4398    1.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -0.3983    0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8532    0.9060    0.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6069    1.0233   -0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5380    0.8835    1.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9618    1.0398    0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3260    0.0160   -0.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7348    0.1319   -0.9454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9687   -0.8773   -1.9019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7944    0.0407    0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7845   -1.2232    0.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7315   -1.6626    1.3510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9553   -1.9428    1.0125 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0578    0.3467   -2.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5373   -1.0509   -1.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5012    0.7339   -1.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2781    0.5716    0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2788   -1.2099    0.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3016   -1.1705   -0.6980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3837    0.6105   -0.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9429    0.3163    1.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9210   -1.4370    1.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5971   -0.6869    1.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0684   -1.1819    0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0911    1.7127    0.9539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4380    1.1249   -0.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7922    0.2435   -0.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7477    2.0075   -0.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3571    1.7027    1.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4675   -0.1209    1.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6721    0.9170    1.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1408    2.0876    0.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1291   -0.9831   -0.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6960    0.2082   -1.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9091    1.1042   -1.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2253   -0.5052   -2.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    0.9270    0.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8139    0.1825   -0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5998   -2.0970    0.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 19 45  1  0
M  END

3-Hydroxytetradecanedioic acid.mol
  Mrv1652305261923572D          

 19 18  0  0  0  0            999 V2000
    3.9296    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6441   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  1 15  2  0  0  0  0
  1 16  1  0  0  0  0
 14 17  2  0  0  0  0
 14 18  1  0  0  0  0
  3 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000394

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(CCCCCCCCCCC(O)=O)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H26O5/c15-12(11-14(18)19)9-7-5-3-1-2-4-6-8-10-13(16)17/h12,15H,1-11H2,(H,16,17)(H,18,19)

> <INCHI_KEY>
CEDZIURHISELSQ-UHFFFAOYSA-N

> <FORMULA>
C14H26O5

> <MOLECULAR_WEIGHT>
274.3532

> <EXACT_MASS>
274.178023942

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
31.841668448650115

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxytetradecanedioic acid

> <ALOGPS_LOGP>
2.03

> <JCHEM_LOGP>
2.8163926156666674

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.135176336436662

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.488693485812775

> <JCHEM_PKA_STRONGEST_BASIC>
-2.798587426318786

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
71.0625

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.91e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxytetradecanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000394
     RDKit          3D
3-Hydroxytetradecanedioic acid
 45 44  0  0  0  0  0  0  0  0999 V2000
    7.6412   -0.3821    0.5414 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2654   -0.2344   -0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2092   -0.1080   -1.6398 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8188   -0.2073   -0.9454 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0064   -0.3406    0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5386   -0.3021   -0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6941   -0.4398    1.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -0.3983    0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8532    0.9060    0.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6069    1.0233   -0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5380    0.8835    1.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9618    1.0398    0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3260    0.0160   -0.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7348    0.1319   -0.9454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9687   -0.8773   -1.9019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7944    0.0407    0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7845   -1.2232    0.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7315   -1.6626    1.3510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9553   -1.9428    1.0125 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0578    0.3467   -2.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5373   -1.0509   -1.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5012    0.7339   -1.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2781    0.5716    0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2788   -1.2099    0.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3016   -1.1705   -0.6980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3837    0.6105   -0.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9429    0.3163    1.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9210   -1.4370    1.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5971   -0.6869    1.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0684   -1.1819    0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0911    1.7127    0.9539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4380    1.1249   -0.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7922    0.2435   -0.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7477    2.0075   -0.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3571    1.7027    1.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4675   -0.1209    1.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6721    0.9170    1.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1408    2.0876    0.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1291   -0.9831   -0.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6960    0.2082   -1.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9091    1.1042   -1.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2253   -0.5052   -2.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    0.9270    0.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8139    0.1825   -0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5998   -2.0970    0.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 19 45  1  0
M  END

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 3-Hydroxytetradecanedioic acid.mol                
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0       7.335   1.925   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.335   0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.002  -0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.002  -1.925   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.668  -2.695   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.334  -1.925   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.001  -2.695   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.667  -1.925   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.667  -2.695   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.001  -1.925   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.334  -2.695   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.668  -1.925   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.002  -2.695   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -7.335  -1.925   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.002   2.695   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       8.669   2.695   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -7.335  -0.385   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -8.669  -2.695   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.668   0.385   0.000  0.00  0.00           O+0
CONECT    1    2   15   16                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   17   18                                                  
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17   14                                                            
CONECT   18   14                                                            
CONECT   19    3                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0000394
HETATM    1  O1  UNL     1       7.641  -0.382   0.541  1.00  0.00           O  
HETATM    2  C1  UNL     1       7.265  -0.234  -0.667  1.00  0.00           C  
HETATM    3  O2  UNL     1       8.209  -0.108  -1.640  1.00  0.00           O  
HETATM    4  C2  UNL     1       5.819  -0.207  -0.945  1.00  0.00           C  
HETATM    5  C3  UNL     1       5.006  -0.341   0.335  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.539  -0.302  -0.051  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.694  -0.440   1.178  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.220  -0.398   0.857  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.853   0.906   0.229  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.607   1.023  -0.134  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.538   0.883   1.011  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.962   1.040   0.543  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.326   0.016  -0.475  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.735   0.132  -0.945  1.00  0.00           C  
HETATM   15  O3  UNL     1      -4.969  -0.877  -1.902  1.00  0.00           O  
HETATM   16  C13 UNL     1      -5.794   0.041   0.108  1.00  0.00           C  
HETATM   17  C14 UNL     1      -5.784  -1.223   0.854  1.00  0.00           C  
HETATM   18  O4  UNL     1      -4.732  -1.663   1.351  1.00  0.00           O  
HETATM   19  O5  UNL     1      -6.955  -1.943   1.012  1.00  0.00           O  
HETATM   20  H1  UNL     1       8.058   0.347  -2.548  1.00  0.00           H  
HETATM   21  H2  UNL     1       5.537  -1.051  -1.626  1.00  0.00           H  
HETATM   22  H3  UNL     1       5.501   0.734  -1.435  1.00  0.00           H  
HETATM   23  H4  UNL     1       5.278   0.572   0.935  1.00  0.00           H  
HETATM   24  H5  UNL     1       5.279  -1.210   0.935  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.302  -1.170  -0.698  1.00  0.00           H  
HETATM   26  H7  UNL     1       3.384   0.610  -0.631  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.943   0.316   1.958  1.00  0.00           H  
HETATM   28  H9  UNL     1       2.921  -1.437   1.618  1.00  0.00           H  
HETATM   29  H10 UNL     1       0.597  -0.687   1.702  1.00  0.00           H  
HETATM   30  H11 UNL     1       1.068  -1.182   0.069  1.00  0.00           H  
HETATM   31  H12 UNL     1       1.091   1.713   0.954  1.00  0.00           H  
HETATM   32  H13 UNL     1       1.438   1.125  -0.683  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.792   0.244  -0.911  1.00  0.00           H  
HETATM   34  H15 UNL     1      -0.748   2.007  -0.624  1.00  0.00           H  
HETATM   35  H16 UNL     1      -1.357   1.703   1.749  1.00  0.00           H  
HETATM   36  H17 UNL     1      -1.468  -0.121   1.490  1.00  0.00           H  
HETATM   37  H18 UNL     1      -3.672   0.917   1.416  1.00  0.00           H  
HETATM   38  H19 UNL     1      -3.141   2.088   0.188  1.00  0.00           H  
HETATM   39  H20 UNL     1      -3.129  -0.983  -0.090  1.00  0.00           H  
HETATM   40  H21 UNL     1      -2.696   0.208  -1.408  1.00  0.00           H  
HETATM   41  H22 UNL     1      -4.909   1.104  -1.500  1.00  0.00           H  
HETATM   42  H23 UNL     1      -5.225  -0.505  -2.780  1.00  0.00           H  
HETATM   43  H24 UNL     1      -5.691   0.927   0.800  1.00  0.00           H  
HETATM   44  H25 UNL     1      -6.814   0.183  -0.360  1.00  0.00           H  
HETATM   45  H26 UNL     1      -7.600  -2.097   0.219  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   20
CONECT    4    5   21   22
CONECT    5    6   23   24
CONECT    6    7   25   26
CONECT    7    8   27   28
CONECT    8    9   29   30
CONECT    9   10   31   32
CONECT   10   11   33   34
CONECT   11   12   35   36
CONECT   12   13   37   38
CONECT   13   14   39   40
CONECT   14   15   16   41
CONECT   15   42
CONECT   16   17   43   44
CONECT   17   18   18   19
CONECT   19   45
END

HMDB0000394
     RDKit          3D
3-Hydroxytetradecanedioic acid
 45 44  0  0  0  0  0  0  0  0999 V2000
    7.6412   -0.3821    0.5414 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2654   -0.2344   -0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2092   -0.1080   -1.6398 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8188   -0.2073   -0.9454 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0064   -0.3406    0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5386   -0.3021   -0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6941   -0.4398    1.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -0.3983    0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8532    0.9060    0.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6069    1.0233   -0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5380    0.8835    1.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9618    1.0398    0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3260    0.0160   -0.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7348    0.1319   -0.9454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9687   -0.8773   -1.9019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7944    0.0407    0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7845   -1.2232    0.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7315   -1.6626    1.3510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9553   -1.9428    1.0125 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0578    0.3467   -2.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5373   -1.0509   -1.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5012    0.7339   -1.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2781    0.5716    0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2788   -1.2099    0.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3016   -1.1705   -0.6980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3837    0.6105   -0.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9429    0.3163    1.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9210   -1.4370    1.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5971   -0.6869    1.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0684   -1.1819    0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0911    1.7127    0.9539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4380    1.1249   -0.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7922    0.2435   -0.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7477    2.0075   -0.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3571    1.7027    1.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4675   -0.1209    1.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6721    0.9170    1.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1408    2.0876    0.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1291   -0.9831   -0.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6960    0.2082   -1.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9091    1.1042   -1.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2253   -0.5052   -2.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    0.9270    0.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8139    0.1825   -0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5998   -2.0970    0.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 19 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Hydroxytetradecanedioate	Generator
3-Hydroxy-tetradecanedioate	HMDB

Chemical Formula

C₁₄H₂₆O₅

Average Molecular Weight

274.3532

Monoisotopic Molecular Weight

274.178023942

IUPAC Name

3-hydroxytetradecanedioic acid

Traditional Name

3-hydroxytetradecanedioic acid

CAS Registry Number

73179-89-2

SMILES

OC(CCCCCCCCCCC(O)=O)CC(O)=O

InChI Identifier

InChI=1S/C14H26O5/c15-12(11-14(18)19)9-7-5-3-1-2-4-6-8-10-13(16)17/h12,15H,1-11H2,(H,16,17)(H,18,19)

InChI Key

CEDZIURHISELSQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Hydroxy fatty acid
Beta-hydroxy acid
Hydroxy acid
Dicarboxylic acid or derivatives
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Dicarboxylic acids (LMFA01170094 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 2308028)

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0000394)

Excreta

Biofluid or Excreta

Urine (PMID: 11978597)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000394)

Source

Endogenous

Endogenous (HMDB: HMDB0000394)

Animal

Animal (HMDB: HMDB0000394)

Exogenous

Food

Food (HMDB: HMDB0000394)

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: HMDB0000394)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0000394)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0000394)

Lipid metabolism pathway (HMDB: HMDB0000394)

Cellular process

Cell signaling (HMDB: HMDB0000394)

Biochemical process

Lipid transport (HMDB: HMDB0000394)

Role

Biological role

Energy source (HMDB: HMDB0000394)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0000394)

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	0.29 g/L	ALOGPS
logP	2.03	ALOGPS
logP	2.82	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	4.49	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	71.06 m³·mol⁻¹	ChemAxon
Polarizability	31.84 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]+	168.65	31661259
DarkChem	[M-H]-	165.129	31661259
AllCCS	[M+H]+	167.474	32859911
AllCCS	[M-H]-	168.498	32859911
DeepCCS	[M+H]+	165.032	30932474
DeepCCS	[M-H]-	161.011	30932474
DeepCCS	[M-2H]-	198.819	30932474
DeepCCS	[M+Na]+	174.484	30932474
AllCCS	[M+H]+	167.5	32859911
AllCCS	[M+H-H2O]+	164.4	32859911
AllCCS	[M+NH4]+	170.3	32859911
AllCCS	[M+Na]+	171.1	32859911
AllCCS	[M-H]-	168.5	32859911
AllCCS	[M+Na-2H]-	169.3	32859911
AllCCS	[M+HCOO]-	170.3	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.	7.62 minutes	32390414
Predicted by Siyang on May 30, 2022	11.7774 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.28 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	69.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2034.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	230.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	153.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	333.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	442.5 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	489.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	176.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	996.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	413.5 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	1250.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	313.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	331.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	418.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	153.1 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	203.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxytetradecanedioic acid	OC(CCCCCCCCCCC(O)=O)CC(O)=O	3564.4	Standard polar	33892256
3-Hydroxytetradecanedioic acid	OC(CCCCCCCCCCC(O)=O)CC(O)=O	1987.1	Standard non polar	33892256
3-Hydroxytetradecanedioic acid	OC(CCCCCCCCCCC(O)=O)CC(O)=O	2296.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxytetradecanedioic acid,1TMS,isomer #1	C[Si](C)(C)OC(CCCCCCCCCCC(=O)O)CC(=O)O	2345.1	Semi standard non polar	33892256
3-Hydroxytetradecanedioic acid,1TMS,isomer #2	C[Si](C)(C)OC(=O)CCCCCCCCCCC(O)CC(=O)O	2373.1	Semi standard non polar	33892256
3-Hydroxytetradecanedioic acid,1TMS,isomer #3	C[Si](C)(C)OC(=O)CC(O)CCCCCCCCCCC(=O)O	2360.1	Semi standard non polar	33892256
3-Hydroxytetradecanedioic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCCCCCCC(CC(=O)O)O[Si](C)(C)C	2384.0	Semi standard non polar	33892256
3-Hydroxytetradecanedioic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)CC(CCCCCCCCCCC(=O)O)O[Si](C)(C)C	2370.6	Semi standard non polar	33892256
3-Hydroxytetradecanedioic acid,2TMS,isomer #3	C[Si](C)(C)OC(=O)CCCCCCCCCCC(O)CC(=O)O[Si](C)(C)C	2431.6	Semi standard non polar	33892256
3-Hydroxytetradecanedioic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCCCCCCC(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2445.5	Semi standard non polar	33892256
3-Hydroxytetradecanedioic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CCCCCCCCCCC(=O)O)CC(=O)O	2604.5	Semi standard non polar	33892256
3-Hydroxytetradecanedioic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCCCCC(O)CC(=O)O	2629.9	Semi standard non polar	33892256
3-Hydroxytetradecanedioic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC(O)CCCCCCCCCCC(=O)O	2616.5	Semi standard non polar	33892256
3-Hydroxytetradecanedioic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCCCCC(CC(=O)O)O[Si](C)(C)C(C)(C)C	2921.0	Semi standard non polar	33892256
3-Hydroxytetradecanedioic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC(CCCCCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	2881.2	Semi standard non polar	33892256
3-Hydroxytetradecanedioic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCCCCC(O)CC(=O)O[Si](C)(C)C(C)(C)C	2912.3	Semi standard non polar	33892256
3-Hydroxytetradecanedioic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCCCCC(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3153.1	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 - 3-Hydroxytetradecanedioic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9670000000-59c708cd80a1a877c79d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxytetradecanedioic acid GC-MS (3 TMS) - 70eV, Positive	splash10-004i-9367800000-47e5a2287d205a6fa02b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxytetradecanedioic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxytetradecanedioic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxytetradecanedioic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxytetradecanedioic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxytetradecanedioic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxytetradecanedioic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxytetradecanedioic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxytetradecanedioic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxytetradecanedioic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxytetradecanedioic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxytetradecanedioic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxytetradecanedioic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxytetradecanedioic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxytetradecanedioic acid GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-05	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 - 3-Hydroxytetradecanedioic acid 10V, Positive-QTOF	splash10-0a70-0090000000-d1bf3dd36ae3dbdb5185	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytetradecanedioic acid 20V, Positive-QTOF	splash10-08i9-0490000000-31021daf233368701f5c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytetradecanedioic acid 40V, Positive-QTOF	splash10-040d-4910000000-e13f32a9e5177e2e956f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytetradecanedioic acid 10V, Negative-QTOF	splash10-00di-0090000000-a11f84f48743557a02ab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytetradecanedioic acid 20V, Negative-QTOF	splash10-0729-1190000000-d4f10462ec57b05c5171	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytetradecanedioic acid 40V, Negative-QTOF	splash10-0a4l-9330000000-d55db446d3aebb26fa93	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytetradecanedioic acid 10V, Negative-QTOF	splash10-00di-0090000000-265d760b412867c1fc5b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytetradecanedioic acid 20V, Negative-QTOF	splash10-0ab9-4290000000-e6a2a92e8d6e8157fb33	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytetradecanedioic acid 40V, Negative-QTOF	splash10-0a4i-9230000000-71bfc30db58564285713	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytetradecanedioic acid 10V, Positive-QTOF	splash10-056r-1290000000-112d6e8e034b7c4a28a8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytetradecanedioic acid 20V, Positive-QTOF	splash10-0avi-9520000000-49001720daac9e4dd43a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxytetradecanedioic acid 40V, Positive-QTOF	splash10-0a59-9000000000-01b43981d92af775a9ff	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol, experimental)	2021-10-10	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Blood	Detected and Quantified	0.21(0.068-0.54) uM	Infant (0-1 year old)	Not Specified	Normal	2308028	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.90-17.6 uM uM	Infant (0-1 year old)	Female	3-Hydroxydicarboxylic aciduria	2308028	details
Urine	Detected but not Quantified	Not Quantified	Not Available	Not Available	Hepatocellular disease	11978597	details
Urine	Detected but not Quantified	Not Quantified	Not Available	Not Available	Ketosis	11978597	details
Urine	Detected but not Quantified	Not Quantified	Not Available	Not Available	CHAD/TFP deficiency	11978597	details

Associated Disorders and Diseases

Disease References

Ketosis
Kumps A, Duez P, Mardens Y: Metabolic, nutritional, iatrogenic, and artifactual sources of urinary organic acids: a comprehensive table. Clin Chem. 2002 May;48(5):708-17. [PubMed:11978597 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022012

KNApSAcK ID

Not Available

Chemspider ID

13628077

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5383

PubChem Compound

20848956

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

Hill, Frank Friedrich. Manufacture of 3-hydroxydicarboxylic acids. Ger. Offen. (1986), 14 pp.

Material Safety Data Sheet (MSDS)

Not Available

General References

Lefevere MF, Verhaeghe BJ, Declerck DH, Van Bocxlaer JF, De Leenheer AP, De Sagher RM: Metabolic profiling of urinary organic acids by single and multicolumn capillary gas chromatography. J Chromatogr Sci. 1989 Jan;27(1):23-9. [PubMed:2925825 ]
Matsumoto M, Kuhara T, Inoue Y, Shinka T, Matsumoto I: Abnormal fatty acid metabolism in patients in hopantenate therapy during clinical episodes. J Chromatogr. 1991 Jan 2;562(1-2):139-45. [PubMed:2026687 ]
Okajima K, Asai K, Niwa T, Ohki S, Sobajima H, Tyson J, Malcolm S, Wada Y: Clinical and biochemical findings of a patient with thanatophoric dysplasia type I: additional finding of dicarboxylic aciduria. Cleft Palate Craniofac J. 2002 Mar;39(2):246-8. [PubMed:11879084 ]
Shimizu A, Nakanishi T: [Quantitative analysis of urinary organic acid]. Rinsho Byori. 1992 Jul;40(7):743-50. [PubMed:1507493 ]

Showing metabocard for 3-Hydroxytetradecanedioic acid (HMDB0000394)

MOL for HMDB0000394 (3-Hydroxytetradecanedioic acid)

3D MOL for HMDB0000394 (3-Hydroxytetradecanedioic acid)

3D SDF for HMDB0000394 (3-Hydroxytetradecanedioic acid)

3D-SDF for HMDB0000394 (3-Hydroxytetradecanedioic acid)

PDB for HMDB0000394 (3-Hydroxytetradecanedioic acid)

3D PDB for HMDB0000394 (3-Hydroxytetradecanedioic acid)

SMILES for HMDB0000394 (3-Hydroxytetradecanedioic acid)

INCHI for HMDB0000394 (3-Hydroxytetradecanedioic acid)

Structure for HMDB0000394 (3-Hydroxytetradecanedioic acid)

3D Structure for HMDB0000394 (3-Hydroxytetradecanedioic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra