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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-09-22 18:34:14 UTC

HMDB ID

HMDB0000672

Secondary Accession Numbers

HMDB00672

Metabolite Identification

Common Name

Hexadecanedioic acid

Description

Hexadecanedioic acid, also known as thapsic acid, 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. Hexadecanedioic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Hexadecanedioic acid is activated by mitochondrial and microsomal fractions in the liver (PMID: 4372285 ). It has antitumor activity (PMID: 14987827 ).

Structure

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

HMDB0000672
     RDKit          3D
Hexadecanedioic acid
 50 49  0  0  0  0  0  0  0  0999 V2000
    7.2092   -0.0386    1.4271 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1956   -0.5604    1.8989 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2507   -1.4976    2.8972 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8453   -0.1479    1.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0857    0.8552    0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939    1.5022   -0.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1378    0.7021   -1.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509   -0.3846   -0.6840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4325   -0.0095    0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4031    1.0134    0.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4435    0.5116   -1.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1375   -0.7590   -0.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0019   -0.5532    0.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0124    0.5171    0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8905    0.1657   -0.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5974   -1.1185   -0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4665   -1.1516    0.5447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5793   -0.1810    0.5385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7274    0.5563   -0.4630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4703   -0.0458    1.5895 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7112   -2.3978    2.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3168   -1.0598    1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3021    0.3642    2.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8810    0.4518   -0.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6819    1.6935    0.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3982    2.3814   -1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3564    2.1210    0.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8280    0.1868   -2.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5162    1.3480   -1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6689   -0.8047   -1.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9550   -1.2558   -0.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9362   -0.9291    0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0058    0.3562    1.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9013    1.9885   -0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2086    1.3103    0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1545    0.3572   -2.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1933    1.2972   -1.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3820   -1.5810   -0.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7563   -1.1219   -1.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3532   -0.2395    1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4798   -1.5215    0.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5152    1.5096    0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6615    0.6734    1.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5957    1.0049   -1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2988    0.0398   -1.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2419   -1.3151   -1.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8483   -1.9320   -0.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9242   -2.1680    0.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8966   -1.0025    1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8357    0.8692    1.7900 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
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 20 50  1  0
M  END


  Mrv1652309042000052D          

 20 19  0  0  0  0            999 V2000
10009.534410005.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.249710005.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.963010005.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.678410005.7945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.963010004.5574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10008.819010005.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.105710005.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.390410005.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.675010005.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.961810005.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.246810005.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.532310005.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.817510005.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.103010005.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.388510005.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.674010005.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.959210005.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.242610005.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.528110005.3826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.242610006.6191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  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
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000672

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CCCCCCCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H30O4/c17-15(18)13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(19)20/h1-14H2,(H,17,18)(H,19,20)

> <INCHI_KEY>
QQHJDPROMQRDLA-UHFFFAOYSA-N

> <FORMULA>
C16H30O4

> <MOLECULAR_WEIGHT>
286.407

> <EXACT_MASS>
286.214409448

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
35.370636137216245

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
hexadecanedioic acid

> <ALOGPS_LOGP>
4.68

> <JCHEM_LOGP>
4.9363410126666665

> <ALOGPS_LOGS>
-4.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.253049650892543

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.650989659564581

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
78.74899999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.69e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hexadecanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000672
     RDKit          3D
Hexadecanedioic acid
 50 49  0  0  0  0  0  0  0  0999 V2000
    7.2092   -0.0386    1.4271 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1956   -0.5604    1.8989 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2507   -1.4976    2.8972 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8453   -0.1479    1.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0857    0.8552    0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939    1.5022   -0.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1378    0.7021   -1.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509   -0.3846   -0.6840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4325   -0.0095    0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4031    1.0134    0.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4435    0.5116   -1.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1375   -0.7590   -0.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0019   -0.5532    0.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0124    0.5171    0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8905    0.1657   -0.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5974   -1.1185   -0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4665   -1.1516    0.5447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5793   -0.1810    0.5385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7274    0.5563   -0.4630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4703   -0.0458    1.5895 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7112   -2.3978    2.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3168   -1.0598    1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3021    0.3642    2.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8810    0.4518   -0.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6819    1.6935    0.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3982    2.3814   -1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3564    2.1210    0.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8280    0.1868   -2.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5162    1.3480   -1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6689   -0.8047   -1.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9550   -1.2558   -0.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9362   -0.9291    0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0058    0.3562    1.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9013    1.9885   -0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2086    1.3103    0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1545    0.3572   -2.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1933    1.2972   -1.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3820   -1.5810   -0.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7563   -1.1219   -1.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3532   -0.2395    1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4798   -1.5215    0.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5152    1.5096    0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6615    0.6734    1.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5957    1.0049   -1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2988    0.0398   -1.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2419   -1.3151   -1.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8483   -1.9320   -0.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9242   -2.1680    0.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8966   -1.0025    1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8357    0.8692    1.7900 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
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 20 50  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8684.4648676.714   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8685.7998677.483   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8687.1318676.714   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8688.4668677.483   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8687.1318675.174   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8683.1298677.483   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8681.7978676.714   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8680.4628677.483   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8679.1278676.714   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8677.7958677.483   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8676.4618676.714   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8675.1278677.483   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8673.7938676.714   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8672.4598677.483   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8671.1258676.714   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8669.7918677.483   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8668.4578676.714   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8667.1208677.483   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0    8665.7868676.714   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0    8667.1208679.022   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    1    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   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0000672
HETATM    1  O1  UNL     1       7.209  -0.039   1.427  1.00  0.00           O  
HETATM    2  C1  UNL     1       6.196  -0.560   1.899  1.00  0.00           C  
HETATM    3  O2  UNL     1       6.251  -1.498   2.897  1.00  0.00           O  
HETATM    4  C2  UNL     1       4.845  -0.148   1.353  1.00  0.00           C  
HETATM    5  C3  UNL     1       5.086   0.855   0.310  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.994   1.502  -0.414  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.138   0.702  -1.283  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.351  -0.385  -0.684  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.432  -0.009   0.430  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.403   1.013   0.037  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.444   0.512  -1.086  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.137  -0.759  -0.711  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.002  -0.553   0.489  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.012   0.517   0.238  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.891   0.166  -0.928  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.597  -1.118  -0.664  1.00  0.00           C  
HETATM   17  C15 UNL     1      -5.467  -1.152   0.545  1.00  0.00           C  
HETATM   18  C16 UNL     1      -6.579  -0.181   0.538  1.00  0.00           C  
HETATM   19  O3  UNL     1      -6.727   0.556  -0.463  1.00  0.00           O  
HETATM   20  O4  UNL     1      -7.470  -0.046   1.589  1.00  0.00           O  
HETATM   21  H1  UNL     1       6.711  -2.398   2.736  1.00  0.00           H  
HETATM   22  H2  UNL     1       4.317  -1.060   1.135  1.00  0.00           H  
HETATM   23  H3  UNL     1       4.302   0.364   2.196  1.00  0.00           H  
HETATM   24  H4  UNL     1       5.881   0.452  -0.411  1.00  0.00           H  
HETATM   25  H5  UNL     1       5.682   1.693   0.810  1.00  0.00           H  
HETATM   26  H6  UNL     1       4.398   2.381  -1.056  1.00  0.00           H  
HETATM   27  H7  UNL     1       3.356   2.121   0.338  1.00  0.00           H  
HETATM   28  H8  UNL     1       3.828   0.187  -2.051  1.00  0.00           H  
HETATM   29  H9  UNL     1       2.516   1.348  -1.984  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.669  -0.805  -1.520  1.00  0.00           H  
HETATM   31  H11 UNL     1       2.955  -1.256  -0.442  1.00  0.00           H  
HETATM   32  H12 UNL     1       0.936  -0.929   0.802  1.00  0.00           H  
HETATM   33  H13 UNL     1       2.006   0.356   1.331  1.00  0.00           H  
HETATM   34  H14 UNL     1       0.901   1.988  -0.246  1.00  0.00           H  
HETATM   35  H15 UNL     1      -0.209   1.310   0.928  1.00  0.00           H  
HETATM   36  H16 UNL     1       0.155   0.357  -2.015  1.00  0.00           H  
HETATM   37  H17 UNL     1      -1.193   1.297  -1.397  1.00  0.00           H  
HETATM   38  H18 UNL     1      -0.382  -1.581  -0.496  1.00  0.00           H  
HETATM   39  H19 UNL     1      -1.756  -1.122  -1.589  1.00  0.00           H  
HETATM   40  H20 UNL     1      -1.353  -0.239   1.357  1.00  0.00           H  
HETATM   41  H21 UNL     1      -2.480  -1.522   0.794  1.00  0.00           H  
HETATM   42  H22 UNL     1      -2.515   1.510   0.108  1.00  0.00           H  
HETATM   43  H23 UNL     1      -3.661   0.673   1.156  1.00  0.00           H  
HETATM   44  H24 UNL     1      -4.596   1.005  -1.172  1.00  0.00           H  
HETATM   45  H25 UNL     1      -3.299   0.040  -1.862  1.00  0.00           H  
HETATM   46  H26 UNL     1      -5.242  -1.315  -1.565  1.00  0.00           H  
HETATM   47  H27 UNL     1      -3.848  -1.932  -0.578  1.00  0.00           H  
HETATM   48  H28 UNL     1      -5.924  -2.168   0.592  1.00  0.00           H  
HETATM   49  H29 UNL     1      -4.897  -1.002   1.484  1.00  0.00           H  
HETATM   50  H30 UNL     1      -7.836   0.869   1.790  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   21
CONECT    4    5   22   23
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8   28   29
CONECT    8    9   30   31
CONECT    9   10   32   33
CONECT   10   11   34   35
CONECT   11   12   36   37
CONECT   12   13   38   39
CONECT   13   14   40   41
CONECT   14   15   42   43
CONECT   15   16   44   45
CONECT   16   17   46   47
CONECT   17   18   48   49
CONECT   18   19   19   20
CONECT   20   50
END

HMDB0000672
     RDKit          3D
Hexadecanedioic acid
 50 49  0  0  0  0  0  0  0  0999 V2000
    7.2092   -0.0386    1.4271 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1956   -0.5604    1.8989 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2507   -1.4976    2.8972 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8453   -0.1479    1.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0857    0.8552    0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939    1.5022   -0.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1378    0.7021   -1.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509   -0.3846   -0.6840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4325   -0.0095    0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4031    1.0134    0.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4435    0.5116   -1.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1375   -0.7590   -0.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0019   -0.5532    0.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0124    0.5171    0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8905    0.1657   -0.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5974   -1.1185   -0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4665   -1.1516    0.5447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5793   -0.1810    0.5385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7274    0.5563   -0.4630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4703   -0.0458    1.5895 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7112   -2.3978    2.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3168   -1.0598    1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3021    0.3642    2.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8810    0.4518   -0.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6819    1.6935    0.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3982    2.3814   -1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3564    2.1210    0.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8280    0.1868   -2.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5162    1.3480   -1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6689   -0.8047   -1.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9550   -1.2558   -0.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9362   -0.9291    0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0058    0.3562    1.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9013    1.9885   -0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2086    1.3103    0.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1545    0.3572   -2.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1933    1.2972   -1.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3820   -1.5810   -0.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7563   -1.1219   -1.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3532   -0.2395    1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4798   -1.5215    0.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5152    1.5096    0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6615    0.6734    1.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5957    1.0049   -1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2988    0.0398   -1.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2419   -1.3151   -1.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8483   -1.9320   -0.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9242   -2.1680    0.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8966   -1.0025    1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8357    0.8692    1.7900 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
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 20 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,14-Tetradecanedicarboxylic acid	ChEBI
1,16-Hexadecanedioic acid	ChEBI
Thapsic acid	ChEBI
1,14-Tetradecanedicarboxylate	Generator
1,16-Hexadecanedioate	Generator
Thapsate	Generator
Hexadecanedioate	Generator
Α,ω-tetrαdecαnedicαrboxylαte	HMDB
N-Tetradecane-ω,ω'-dicarboxylate	HMDB
N-Tetradecane-ω,ω'-dicarboxylic acid	HMDB
alpha,Omega-tetradecanedicarboxylic acid	HMDB
N-Tetradecane-omega,omega'-dicarboxylic acid	HMDB
N-Tetradecane-ω,ω’-dicarboxylic acid	HMDB
Α,ω-tetradecanedicarboxylic acid	HMDB
Hexadecanedioic acid	MeSH

Chemical Formula

C₁₆H₃₀O₄

Average Molecular Weight

286.407

Monoisotopic Molecular Weight

286.214409448

IUPAC Name

hexadecanedioic acid

Traditional Name

hexadecanedioic acid

CAS Registry Number

505-54-4

SMILES

OC(=O)CCCCCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C16H30O4/c17-15(18)13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(19)20/h1-14H2,(H,17,18)(H,19,20)

InChI Key

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alpha,omega-dicarboxylic acid (CHEBI:73722 )
Dicarboxylic acids (LMFA01170022 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	120 - 123 °C	Not Available
Boiling Point	457.50 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1.49 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.050 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0057 g/L	ALOGPS
logP	4.68	ALOGPS
logP	4.94	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	4.65	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	78.75 m³·mol⁻¹	ChemAxon
Polarizability	35.37 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]+	172.848	31661259
DarkChem	[M-H]-	171.232	31661259
AllCCS	[M+H]+	173.387	32859911
AllCCS	[M-H]-	174.8	32859911
DeepCCS	[M+H]+	166.661	30932474
DeepCCS	[M-H]-	162.886	30932474
DeepCCS	[M-2H]-	200.591	30932474
DeepCCS	[M+Na]+	176.254	30932474
AllCCS	[M+H]+	173.4	32859911
AllCCS	[M+H-H2O]+	170.4	32859911
AllCCS	[M+NH4]+	176.1	32859911
AllCCS	[M+Na]+	176.9	32859911
AllCCS	[M-H]-	174.8	32859911
AllCCS	[M+Na-2H]-	175.8	32859911
AllCCS	[M+HCOO]-	177.0	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.	9.9 minutes	32390414
Predicted by Siyang on May 30, 2022	16.947 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.67 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	37.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2665.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	371.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	191.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	195.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	490.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	673.8 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	679.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	119.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1582.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	513.0 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	1521.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	566.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	408.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	571.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	381.8 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	125.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hexadecanedioic acid	OC(=O)CCCCCCCCCCCCCCC(O)=O	3470.8	Standard polar	33892256
Hexadecanedioic acid	OC(=O)CCCCCCCCCCCCCCC(O)=O	2151.0	Standard non polar	33892256
Hexadecanedioic acid	OC(=O)CCCCCCCCCCCCCCC(O)=O	2338.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hexadecanedioic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCCCCCCCCCCC(=O)O	2423.4	Semi standard non polar	33892256
Hexadecanedioic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCCCCCCCCCCC(=O)O[Si](C)(C)C	2508.1	Semi standard non polar	33892256
Hexadecanedioic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCCCCCCCCC(=O)O	2679.9	Semi standard non polar	33892256
Hexadecanedioic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3052.8	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 - Hexadecanedioic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-07do-2940000000-8c28631b1022d3318936	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexadecanedioic acid GC-MS (2 TMS) - 70eV, Positive	splash10-0109-7691100000-587f0a395c2991f76096	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexadecanedioic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexadecanedioic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexadecanedioic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexadecanedioic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-01ow-9210000000-ae9c39d4b07c3e8cb742	2015-03-01	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexadecanedioic acid Quattro_QQQ 10V, Negative-QTOF (Annotated)	splash10-000i-0090000000-2311edb5a21bc7c11854	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexadecanedioic acid Quattro_QQQ 25V, Negative-QTOF (Annotated)	splash10-01b9-0090000000-29b1e4612ce1b89fe132	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexadecanedioic acid Quattro_QQQ 40V, Negative-QTOF (Annotated)	splash10-0a4i-9000000000-cb4b2bb791cf66c26ad1	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexadecanedioic acid n/a 20V, positive-QTOF	splash10-014r-0490000000-dacc672eeb75f850682b	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexadecanedioic acid Orbitrap 2V, positive-QTOF	splash10-014i-0090000000-9e4148fba4082bf62e1e	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexadecanedioic acid Orbitrap 4V, positive-QTOF	splash10-014i-2590000000-8bc2ce9bfb76d9bb26b7	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexadecanedioic acid Orbitrap 5V, positive-QTOF	splash10-066s-4950000000-47159163bf80115de8b2	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexadecanedioic acid Orbitrap 7V, positive-QTOF	splash10-053b-6920000000-8a0094cbb6f9d1650566	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexadecanedioic acid Orbitrap 9V, positive-QTOF	splash10-0012-8910000000-2a109bc90ccab90ea68b	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexadecanedioic acid Orbitrap 10V, positive-QTOF	splash10-00l2-9700000000-d514011d0869df067d52	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexadecanedioic acid Orbitrap 12V, positive-QTOF	splash10-05o1-9500000000-983b1d8b6bb3f3f63b35	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexadecanedioic acid Orbitrap 13V, positive-QTOF	splash10-015a-9300000000-69f141c415f5b32f3403	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexadecanedioic acid Orbitrap 14V, positive-QTOF	splash10-067j-9200000000-7b8fa454eb425f3e106e	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexadecanedioic acid Orbitrap 18V, positive-QTOF	splash10-067i-9100000000-a8b8484850ff331b59c4	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexadecanedioic acid Orbitrap 22V, positive-QTOF	splash10-067i-9000000000-2d72212014cb905b53ba	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexadecanedioic acid Orbitrap 27V, positive-QTOF	splash10-066r-9000000000-5f4d3971357b080285ef	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexadecanedioic acid Orbitrap 33V, positive-QTOF	splash10-0aor-9000000000-1f5e11f8710cbd1da2c2	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexadecanedioic acid Orbitrap 39V, positive-QTOF	splash10-0ar0-9100000000-203172aa59c73e588123	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hexadecanedioic acid Orbitrap 49V, positive-QTOF	splash10-0ar0-9200000000-2f3b6e1eff5a4c95e99b	2020-07-22	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexadecanedioic acid 10V, Positive-QTOF	splash10-014r-0090000000-21fd3982c0181bc06670	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexadecanedioic acid 20V, Positive-QTOF	splash10-014u-0390000000-67df6952912c86a0cd98	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexadecanedioic acid 40V, Positive-QTOF	splash10-001j-5900000000-ff60e3a81da2e330db67	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexadecanedioic acid 10V, Negative-QTOF	splash10-000i-0090000000-6c700a9c0357a7d235a8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexadecanedioic acid 20V, Negative-QTOF	splash10-00kr-0090000000-fb79a4abfe50390ddb88	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexadecanedioic acid 40V, Negative-QTOF	splash10-0a4l-9140000000-7aba6aa5bd7692dcc532	2017-09-01	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
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	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Thapsic acid

METLIN ID

5642

PubChem Compound

10459

PDB ID

Not Available

ChEBI ID

73722

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1249661

References

Synthesis Reference

Kreuchunas, Algird. The synthesis of higher aliphatic a,w-dicarboxylic acids. Journal of the American Chemical Society (1953), 75 3339-44.

Material Safety Data Sheet (MSDS)

Not Available

General References

Pettersen JE, Aas M: Subcellular localization of hexadecanedioic acid activation in human liver. J Lipid Res. 1974 Nov;15(6):551-6. [PubMed:4372285 ]
You YJ, Kim Y, Nam NH, Bang SC, Ahn BZ: Alkyl and carboxylalkyl esters of 4'-demethyl-4-deoxypodophyllotoxin: synthesis, cytotoxic, and antitumor activity. Eur J Med Chem. 2004 Feb;39(2):189-93. [PubMed:14987827 ]

Showing metabocard for Hexadecanedioic acid (HMDB0000672)

MOL for HMDB0000672 (Hexadecanedioic acid)

3D MOL for HMDB0000672 (Hexadecanedioic acid)

3D SDF for HMDB0000672 (Hexadecanedioic acid)

3D-SDF for HMDB0000672 (Hexadecanedioic acid)

PDB for HMDB0000672 (Hexadecanedioic acid)

3D PDB for HMDB0000672 (Hexadecanedioic acid)

SMILES for HMDB0000672 (Hexadecanedioic acid)

INCHI for HMDB0000672 (Hexadecanedioic acid)

Structure for HMDB0000672 (Hexadecanedioic acid)

3D Structure for HMDB0000672 (Hexadecanedioic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra